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$193

3 BR / 2 BA / Sleeps 8

1 Reviews

$193

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Serendipity Cottage

3 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

Serendipity is your perfect Maine getaway – a cottage by the water, on an island, yet reachable by car. Located in Sheepscot Bay, it is surrounded by the Sheepscot River to the East and the Back and Sasanoa Rivers to the West, all of which are tidal salt water. Westport Island is a quiet and picture perfect …
  • Grill
  • Microwave
  • Satellite or cable TV
  • Television
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(1)

Wonderful views and a great time.

Left on Nov 05, 2014 for a stay in July 2013

We rented Serendipity for our Summer vacation with our 2 year old daughter. One of our favorite things was to be out on the deck to eat meals, it has a gorgeous view of the water. There was plenty of shopping down the road and all kinds of exciting things to do in the surrounding communities. The cottage was clean and they have thought of everything you would need to stay for a week. If you …

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$135

2 BR / 1 BA / Sleeps 6

5 Reviews

$135

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Boothbay, Maine, Waterfront Cottage

2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

Oceanfront 2-bedroom cottage in East Boothbay with large deck overlooking water. This quintessential Maine cottage features a panoramic view of the water, of sunrises, and of the moon reflecting on the water. Built in the 1950s, this 2 bedroom cottage sleeps 6 (queen bed, full bed and pull-out sofa), has a well-…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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(5)

Fantastic

Left on Mar 12, 2014 for a stay in July 2013

My friend and I stayed for a few days last summer and found the cottage cozy, with new furniture and immaculately clean, the large deck was great for eating and hanging out and the water view especially of the sun setting was fantastic. Check in was hassle free. It was a fun filled experience, I highly recommend it.

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$146

1 BR / 1 BA / Sleeps 2

SUNRISE | BOOTHBAY | WATER VIEWS | DOCK & FLOAT | VIEWS OF OVEN’S MOUTH | FAMILY VACATION | ROMANTIC RETREAT - Round Pond vacation rentals
1 / 21

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SUNRISE The perfect romantic retreat, Sunrise will make you fall in love all over again! Incredible breath stealing views of the tidal river near the Ovens’ Mouth Preserve is just full of aquatic wildlife like seals, sturgeon, osprey and eagles. This property is on a point of land offering water views on three …
  • Internet Access
  • Linens Provided
  • Microwave
  • Stove or Oven
  • Toaster
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$110

2 BR / 1 BA / Sleeps 6

THE BAXTER | JEFFERSON MAINE | DAMARISCOTTA LAKE | LAKE SIDE | OPEN DECK | INCREDIBLE VIEWS - Round Pond vacation rentals
1 / 20

$110

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THE BAXTER | JEFFERSON MAINE | DAMARISCOTTA LAKE | LAKE SIDE | OPEN DECK | INCREDIBLE VIEWS

2 BR / 1 BA / Sleeps 6 | Quick view

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THE BAXTER Canoe or kayak around Damariscotta Lake from this beautiful 2+ bedroom cabin in Jefferson, Maine. Enjoy the refreshing waters of this gorgeous freshwater lake in Midcoast Maine. Bring your camera as the photo ops will be many! The Baxter is a family friendly, pet friendly rustic and quaint lake cottage on …
  • Grill
  • Microwave
  • Toaster
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$271

4 BR / 2 BA / Sleeps 7

1 Reviews

$271

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LAZY DAYS | SPRUCE POINT | BOOTHBAY HARBOR, MAINE | WATER-FRONT| VIEWS INTO HARBOR | SHARED BEACH | PRIVATE WATER-SIDE DECK

4 BR / 2 BA / Sleeps 7 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

LAZY DAYS For boaters, Spruce Point is the entrance to Boothbay Harbor. Lazy Days is the perfect spot to watch the ‘commuters’ come and go! From your private water-side deck, you have one of the best views around. Relax with a cocktail as the sun goes down for spectacular sunsets, swim from the shared, …
  • Internet Access
  • Grill
  • Linens Provided
  • Microwave
  • Satellite or cable TV
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(1)

Great location and view!

Left on Aug 10, 2013 for a stay in July 2013

This was our second stay at this house? It is a great house for our family with four children and a dog. They loved being able to swim right outside at the small cove. They swam, played with the dog (he swam too), and searched for sea glass.

We really didn't ever to leave our little spot, though we did go to the beach for serious waves.

It is a quick drive to town, though the distance would …

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$796

8 BR / 3 BA / Sleeps 16

1 Reviews

Details

Reviews

(1)

CAPTAIN’S QUARTERS Walk out the door, across the lawn and be on the water. Just like that. Sailing, swimming, kayaking, fishing, boating –right from your own dock & float. Captain’s Quarters is for anyone who loves the ocean and all things nautical! Located on the ocean side of Linekin Bay, just …
  • Internet Access
  • Fireplace
  • Deck
  • Grill
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(1)

I would definitely go back to Captains Quarters!

Left on Feb 06, 2013 for a stay in August 2012

Although Captains Quarters does not have a/C (and we were told it did), I would totally go back again. The house is full of charm and very welcoming. It is fully equipped to house large families with double coffee makers, fridges and freezers and every spice you can think of. The screened in porch is fabulous to watch the gorgeous sunsets and not be bothered by the mosquitos. We were there in…

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$200

3 BR / 3 BA / Sleeps 8

1 / 26

$200

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DRIFT INN BEACH COTTAGE - Town of St George

3 BR / 3 BA / Sleeps 8 | Quick view

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Many ocean views can be enjoyed from this peaceful 3 bedroom, 3 bath home. Located on several acres with a rolling mowed yard. This property offers a great screened-in porch that is the main focal point of the property. Watch the sun rise over the islands and fisherman unloading their catch at the end of the day. Play…
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$172

3 BR / 2 BA / Sleeps 6

1 / 23

$172

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EAGLE WATCH BEACH HOUSE - Town of Cushing

3 BR / 2 BA / Sleeps 6 | Quick view

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With a great beach (for Maine), this wonderful property in Cushing with incredible views is a perfect vacation destination. Named for the bald eagles that frequent the property, Eagle Watch Beach House is within viewing of two bald eagles nests. The large flat yard is perfect for volleyball, wiffle ball, or any other …
  • Ocean or water views
  • Internet Access
  • Grill
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$143

2 BR / 2 BA / Sleeps 6

1 / 29

$143

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LOON`S NEST - Town of Bremen

2 BR / 2 BA / Sleeps 6 | Quick view

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This beautiful cottage in Bremen, just minutes from the village of Damariscotta, is a great vacation retreat. Loon's Nest is located in Mid-Coast Maine, right on the Ocean, exactly one hour north-east of Portland and perfectly situated along the middle of the coast, between Portland and Camden. This is an area of …
  • Internet Access
  • Grill
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$158

3 BR / 2 BA / Sleeps 6

1 / 35

$158

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SPINNAKER LANDING - Town of Bristol - Round Pond

3 BR / 2 BA / Sleeps 6 | Quick view

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Enjoy the best of Maine waterfront living without the hassle. This three bedroom, two bath condo has panoramic views from the Camden Hills to Monhegan Island. Located on Moxie Cove this gem of a vacation rental could not get any closer to the water. From the first floor king bedroom you could almost reach out and …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$215

3 BR / 3 BA / Sleeps 8

1 / 35

$215

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WATCH POINT - Town of Friendship

3 BR / 3 BA / Sleeps 8 | Quick view

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New to the rental market in 2014, this stunning 6 acre groomed and wooded private park of towering conifers and beeches is set on its own peninsula. Surrounded by gorgeous oceanfront on 3 sides, there is easy water access from every aspect. The luxurious open plan contemporary home is a Taleisin design showing …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$100

2 BR / 1 BA / Sleeps 4

1 Reviews

$100

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Peaceful Lakeside Cabin on Shores of Biscay

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Camp Biscay is located next to the lake, with a nice level yard to the lake. You can enjoy sunsets from the deck, or picnics next to the water on the 12-foot picnic table. You'll find a gas BBQ grill and fire pit for your enjoyment. Also, a spacious dock is ideal for diving off the end, boating (bring your own, or …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • Deck
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Simply AWESOME!!

Left on Jul 15, 2014 for a stay in July 2014

This cabin is the PERFECT retreat. 10 minutes from town, on the water, plenty of space for a family, or couples vacation. Andrea (owner)has all of the bases covered with this spot. Toys, games, movies and books for all ages. Boats ready made for fishing. Kitchen that has all tools needed requiring minimal trips to town. Coming back here FOR SURE!!

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$172

4 BR / 2 BA / Sleeps 8

1 / 34

$172

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WITH-THEE BY THE SEA - Town of Southport

4 BR / 2 BA / Sleeps 8 | Quick view

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A perfect property for those that want to relax and watch boating activity on Boothbay Harbor while being close to a beach and within walking distance of restaurants - this property is sure to be a hit. One of the best suggestions for renters at this property is to bring or rent kayaks to use from it. At the entrance …
  • Fireplace
  • Grill
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$307

3 BR / 3 BA / Sleeps 6

1 Reviews

$307

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OH WHAT A VIEW | WESTPORT ISLAND, MAINE | SALT WATER RIVER |FAMILY VACATION| GIRL’S GETAWAY | NATURE LOVER’S DELIGHT

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

OH WHAT A VIEW Oh What a View is just that! If your soul is hungry for beautiful views from almost every room, the decks and yard, then this is the house for you! Sunsets can be enjoyed from inside or out! The colors and light throughout the day and into the dewy gloaming will amaze you as only Maine can! This …
  • Internet Access
  • Balcony or terrace
  • Grill
  • Dishwasher
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(1)

Best most relaxing vacation ever!

Left on Aug 26, 2013 for a stay in August 2013

This house couldn't have been more perfect for me and my family if I had designed it myself. From the moment we walked in until we left we felt so at home. None of us wanted to leave when the time came. I loved working in the kitchen, so much that I didn't care that I was cooking and cleaning on my vacation. Can't wait until the day we can go back!

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$243

5 BR / 2 BA / Sleeps 9

5 Reviews

$243

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5 bedroom house in Maine coast fishing village

5 BR / 2 BA / Sleeps 9 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

Sea captain's house on harbor in South Bristol.Maine, 75 feet from the water complete with porches, gardens, and chickens. The house is ideal for multi-generational groups with its first floor bedroom and bath, separate from the main part of the house. Private yard with vegetable and ornamental gardens, greenhouse, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

great family vacation

Left on Jun 14, 2012 for a stay in July 2010

Thank you for everything. We so enjoyed our stay in South Bristol and your house and gardens are beautiful and the chickens were a big hit with the girls. What a treat to have fresh eggs.

The Marcaluso family, Atlanta, Ga, 2010

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$353

3 BR / 2 BA / Sleeps 6

1 Reviews

Details

Reviews

(1)

SALTAIRE Head down to the ocean from your front porch and enjoy your private dock and float right on Linekin Bay. Or, head to the end of your driveway and enjoy a shared sandy beach at the freshwater Appalachee Lake! Saltaire is the perfect location for the best of both worlds. With all that water, you can swim, float…
  • Internet Access
  • Fireplace
  • Deck
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Wonderful week

Left on Jul 27, 2014 for a stay in July 2014

This was our 2nd time here at Saltaire - and loved it again!! We were here 2 yrs ago with our 11 month old, and this time traveled with our 1yr and 3yr old children. A wonderful place to stay. The views of the ocean/harbor are perfect - beautiful and fun to watch the lobster boats, kayakers, ospreys, and even an occasional porpoise! The dock is excellent - great for fishing (including squid …

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$200

3 BR / 3 BA / Sleeps 6

1 / 20

$200

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Christmas Cove/So. Bristol Cottage

3 BR / 3 BA / Sleeps 6 | Quick view

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South Bristol/Christmas Cove Cottage Classic cottage in picturesque Christmas Cove on Rutherford Island has new amenities yet retains its charm as a shipbuilding captain's home built in the 1840's. The home has recently been remodeled and updated with a large eat-in gourmet kitchen and comfortable furnishings with …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children

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$229

4 BR / 2 BA / Sleeps 7

1 / 16

$229

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Charming historic house on Cosy Harbor

4 BR / 2 BA / Sleeps 7 | Quick view

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Early 1800's Maine home on Cosy Harbor with a shared dock and float. You are welcome to share our 2 kayaks when available. The dock is tidal, but has water around it most of the tide(8'at high tide). Walk to the Southport Yacht Club, Beaches, or the General Store for ice cream. The yacht club is a short walk or …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$175

3 BR / 2 BA / Sleeps 6

1 / 10

$175

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Riverside modern Cape with Kayak and Canoe

3 BR / 2 BA / Sleeps 6 | Quick view

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The Home is located on the shores of the Damariscotta River in the town of Damariscotta. The house has 3 bedrooms and 2 bathrooms.The Master bedroom is on the 1st floor.The kitchen comes complete with pots and pans and dishes. The refrigerator has an ice machine. The dishwasher is new. The house comes with all linens…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$130

2 BR / 1 BA / Sleeps 4

2 Reviews

$130

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2 Bedroom Cozy Cottage in Boothbay Harbor, Maine

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Nestled up on a hill peeking over Boothbay Harbor you will find this cozy two bedroom cottage. The two bedrooms have twin and full size beds. The living room has a sleeper sofa, gas fireplace, tv, DVD and wifi. The Kitchen is fully equipped with a 4 burner gas stove and dishwasher. In addition a barbaque grill is …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

This cottage is idyllic!

Left on Jul 22, 2014 for a stay in July 2014

There is no better place on this earth to be than Boothbay Harbor in the summertime. The Cozy Cottage was ideal. Comfortable, charming, and so inviting. The front porch was a beautiful spot to enjoy morning coffee and watch the boats go out. It was an easy walk to the center of town over a charming footbridge. The owner provided us with excellent recommendations for boat rides and …

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$195

3 BR / 2 BA / Sleeps 5

15 Reviews

$195

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Cedar Log Cabin in Boothbay Harbor, Maine

3 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 15 Reviews

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Reviews

(15)

Our log cabin is nestled in the Sprucewold Community, about a 5 minute walk to a beautiful beach and a 10 minute walk to downtown Boothbay Harbor. It is a spacious 2 bedroom + loft cedar log cabin that was recently redone with brand new floors, a screened in porch, and bathroom. We have a fully equipped kitchen with …
  • Mountain Views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask

Details

Reviews

(15)

Fantastic Log Cabin that had unique style and a great location

Left on May 15, 2012 for a stay in June 2011

I fortunately decided to spend a week here in the summer with my family, and I can't wait to go back again. The cabin is clean, cute, and has lots of open space. Decor is fantastic, reminding you that you are in the true Maine outdoors. It is located in the woods, and is a 2 minute walk to the beach. Great for families, and really enjoyed the fire pit with the screened in porch!

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$275

4 BR / 2 BA / Sleeps 8

2 Reviews

$275

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The Captains Cottage of Southport Island, Maine.

4 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Imagine sunrise breakfast, sunset dinners, and in between, life on the edge...the oceans edge! Our quaint Captains Cottage has all the warmth and comforts of home with an everchanging view! The first level includes, livingroom, 2 bedrooms, fully equipped kitchen, diningroom and bathroom. Off the livingroon sets an …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Just what I needed

Left on Sep 20, 2013 for a stay in August 2013

I spent a wonderful week with my husband and five children. All I wanted was to see the water and find some peaceful time. Waking up to a sunset and the sound of seagulls, and the creaking of boats in the water was the perfect medicine. My children loved all the water activities and excursions. We found ourselves in Boothbay almost every day. Great stores and restaurants. The owners are …

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$207

3 BR / 1 BA / Sleeps 6

1 Reviews

Details

Reviews

(1)

THE HAVEN Once owned by local author Dr. A. Power Davies, this Classic Maine vacation cottage is where another noted author, Thomas Wolfe, edited “Look Homeward Angel”. In the collection of his personal writings he mentions his stay here in Ocean Point in letters to his mother. Facing Negro Island (which …
  • Outdoor Dining Area
  • Deck
  • Grill
  • Microwave
  • Stereo or CD player
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Cozy family spot

Left on Feb 14, 2013 for a stay in August 2012

We have stayed at the Haven several times and always enjoyed our time there. Our grown children insist we stay there and we all love the privacy yet the ability to walk through Ocean Point and the beautiful scenery. The evening sunsets on the rocky coastal meeting point are second to none. We love The Haven and it will always hold a special place in our hearts.

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$164

3 BR / 2 BA / Sleeps 6

11 Reviews

$164

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Back Bay Cottage - Portside: Luxury Condo on Water

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 11 Reviews

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Reviews

(11)

Portside is a year-round luxury condo with the charm of a cottage in the heart of historic Boothbay Harbor, Maine. The cottage is in the town center and yet you will find tranquility and privacy inside. We share a dock and float with the other two Back Bay Cottage units and have our own deck on the water’s edge. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(11)

Can't wait to come back to Back Bay Cottage!

Left on Apr 25, 2012 for a stay in February 2012

My wife and I have been to Back Bay Cottage in both February and May and love it in the off-season! The place is warm, cozy and beautiful inside and out. The views from the living room, dining room, kitchen and den - and from the deck and dock - are spectacular from this location right on the harbor. Or we should say right over the harbor; you feel like you are floating on the water here. It's …

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$150

1 BR / 1 BA / Sleeps 2

1 / 4

$150

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Marston House B and B in The Carriage house

1 BR / 1 BA / Sleeps 2 | Quick view

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Two private B and B rooms upstairs in The Carriage House behind our home and antique shop The Marston House. . Each room has a fire place, queen bed and private bathroom. We bring your homemade breakfast to your room or our garden delivered in a covered basket as we have been doing since 1987. The Marston House is…
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Outdoor Dining Area
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$150

3 BR / 1 BA / Sleeps 6

3 Reviews

$150

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Pemaquid Tavern Lodging

3 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

A peaceful beach area. Experience from the porch a clear ocean view days and memorable sunsets evenings. Walk to "little beach" enjoyed by all ages at no charge. Nearby visit the last sandy beach on the Maine coast. Come back to the "Tavern" and rest in the hammock or ride on an old fashioned swing…
  • Ocean or water views
  • Internet Access
  • Patio
  • Swing set or jungle gym
  • Books
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Relax and enjoy

Left on Jan 12, 2014 for a stay in June 2013

I had the pleasure of staying at Pemaquid Tavern this past summer and I am hoping for another visit this year. The owners live in the adjoining apartment of the home and were very accommodating and friendly. The rooms were clean and fully furnished. The location overlooks St Johns bay and was perfect for a quiet stay. There is a small private beach, and a restaurant, just short walks away making…

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$244

5 BR / 2 BA / Sleeps 10

1 / 44

$244

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1780 Farm House at Harborfields On the Shore

5 BR / 2 BA / Sleeps 10 | Quick view

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This lovely revolutionary war era cape-style house has a large central chimney, original pine floors, exposed beams and other period details. Electric wiring and indoor plumbing were added sometime in the last century -- this house is simple, authentic and quaint, not modern or luxurious. With five bedrooms, and two…
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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$282

2 BR / 2 BA / Sleeps 4

1 / 18

$282

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Barnacles Cottage_ Southport Island Maine

2 BR / 2 BA / Sleeps 4 | Quick view

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A dream that has been repeating but now seems to be coming true has often been used to characterize past guests experiences after staying at Barnacles. What one will often describe when asked what they envision their Maine vacation on the rocky coast of Maine would look like. This classic Maine summer cottage has the …
  • Private Beach
  • Deck
  • Microwave
  • Satellite or cable TV
  • DVD Player
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$249

3 BR / 3 BA / Sleeps 6

1 / 23

Details

Spend your Maine vacation at this great family cottage on Barter's Island in Boothbay, Maine. Not far to the Coastal Maine Botanical Gardens, this family home offers lots of space, both inside and out, for your family to enjoy. Great fishing right from the dock or to launch your kayaks to enjoy the inlets and islands …
  • Dishwasher
  • Microwave
  • Satellite or cable TV
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$130

2 BR / 1 BA / Sleeps 4

7 Reviews

$130

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Maine Ocean Front 2 Bedroom Cottage

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 7 Reviews

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Reviews

(7)

Our cottage is located on Mosquito Harbor in Martinsville, Maine with ocean frontage and a dock, so bring your kayak or canoe. It has a combined living/kitchen area, a bathroom with shower and 2 bedrooms, one with a queen size bed and one with 2 twin beds, the cottage sleeps 4. The cottage has a small deck, lawn …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(7)

Wonderful memories!!

Left on Jul 11, 2012 for a stay in August 2011

We found the Hupper's cottage by chance in Down East Magazine 8 years ago after a bed and breakfast had closed. We had been coming to Tenant's Harbor for years and couldn't believe our luck in being able to stay right on the water! The cottage is very clean and complete with all cooking facilities, just like home. It brings back memories of a family cottage that I used to visit when I was a child…

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$68

2 BR / 1 BA / Sleeps 4

1 / 16

$68

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Cozy 2-bdrm w/ lg deck overlooking Round Pond cove

2 BR / 1 BA / Sleeps 4 | Quick view

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9 Harbor Lane, Round Pond, ME Cozy 2-bedroom, 1 bath home with large deck overlooking the tidal cove in Round Pond harbor. Located near the old stone bridge on a quiet road and only a few minutes walk to the village center and working harbor. From the backyard one can swim, fish, kayak (when tide is in), or sit and…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$129

2 BR / 1 BA / Sleeps 4

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$129

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southport waterfront cottage

2 BR / 1 BA / Sleeps 4 | Quick view

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the cottage is on a 50 foot bluff, western exposure facing the atlantic ocean. it has a low water beach. its a comfortable cottage with all the amenties 2 bedrooms - 4 twin beds, 2 beds per room kitchen stove, refrigerator, microwave dining room living room fireplace, tv, radio bathroom, tub, shower…
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$357

3 BR / 2 BA / Sleeps 8

2 Reviews

$357

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Romantic Ocean View Cottage - Sleeps 8

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Romantic ocean view cottage on over an acre of land across a small country road from the Drift Inn Beach - extended sandy beach for good swimming and kayak launching. Sweeping views to the south out to Brothers Island and the open Atlantic. Front yard graced with maples, spruce, fragrant firs, and a path that winds to…
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Absolutely Spectacular

Left on Jul 15, 2014 for a stay in July 2014

Anything you could hope to have during your stay you could find at the cottage. We had eight adults which was tight for sleeping but so worth it, from the Octagon room you could see the sunset over the ocean and hear the waves come in all night. There is bunk house with a wood fireplace which was very romantic for my daughter and her husband and a separate game room. The largest beach we found…

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$264

4 BR / 2 BA / Sleeps 8

1 Reviews

$264

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GARRAVALE | BOOTHBAY HARBOR | WEST HARBOR POND | FISHING | KAYAK AND CANOE PROVIDED | FAMILY VACATION

4 BR / 2 BA / Sleeps 8 | Quick view
“ Terrible ” 1 Reviews

Details

Reviews

(1)

GARRAVALE Garravale sits at the head of West Harbor Pond in Boothbay Harbor. This garrison style cottage has plenty of room for the family with four bedrooms and two baths, eat in kitchen and open living/dining room; not to mention the large wrap deck just off the kitchen. The large yard is partially fenced and the …
  • Fireplace
  • Deck
  • Canoe
  • Grill
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Mislead from the beginning

Left on Oct 27, 2014 for a stay in October 2014

When I inquired about this rental for two weeks, I was given the price for one week. I stopped looking for rentals at that point , even though I had several other houses I liked but thought this was a great deal. Despite what Cottage Connection says , I did ask about insurance and the same person who gave me the wrong price quote told me the insurance was only for people who wanted to cancel …

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$136

3 BR / 1 BA / Sleeps 6

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$136

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THE GULLS COTTAGE - Town of Boothbay

3 BR / 1 BA / Sleeps 6 | Quick view

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A comfortable cottage nicely furnished- The Gulls Cottage was selected for purchase by owner's looking for a cottage that defined their idea of a perfect Maine vacation destination. They selected a kayaker's dream location - a place where one can explore protected coastal hideaways among lobsterman and other …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$172

5 BR / 2 BA / Sleeps 8

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$172

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RIPS VIEW- Town of East Boothbay

5 BR / 2 BA / Sleeps 8 | Quick view

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Located near the Ocean Point area of East Boothbay, and on the Little River, Rip's View is in a quiet cove just off the bold Atlantic Ocean. Renovated in 2014, Rip's View has a new master bathroom, new carpets, and new bedding. Down a long private driveway - Rip's View sits high above the cove with a great…
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$243

3 BR / 3 BA / Sleeps 8

1 / 27

$243

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RUSHING TIDES - Town of Westport

3 BR / 3 BA / Sleeps 8 | Quick view

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Located on Montsweag Bay, where the changing tides are always fun to watch, this is a great property for the vacationing family. Whether kayaking from the shores of the property, or heading to nearby Freeport or Boothbay Harbor to shop - everyone will find something to do at Rushing Tides Cottage. This beautiful home …
  • Internet Access
  • Fireplace
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$215

5 BR / 3 BA / Sleeps 12

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$215

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PINE CLIFF COTTAGE COMPOUND - Town of Southport

5 BR / 3 BA / Sleeps 12 | Quick view

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An awesome vacation spot for a large family group! Looking right into Boothbay Harbor, this cottage is located in the best spot for kayaking and boating as well as all the best that Boothbay Harbor offers. The cottage is actually just across from Boothbay on Southport Island as noted in the maps below. The property is…
  • Internet Access
  • Fireplace
  • Grill
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$215

4 BR / 2 BA / Sleeps 7

1 Reviews

$215

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JONES COTTAGE - Town of Boothbay Harbor

4 BR / 2 BA / Sleeps 7 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

An On the Water in Maine "Top 10" property, this classic 1907 cottage is a perfect combination of traditional Maine charm and modern amenities. The Jones cottage had a major kitchen renovation in 2014, and has undergone upgrades including new furnishings, two remodeled bathrooms, modern appliances, and a new dock in …
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Very nice relaxing placed to unwind.

Left on Aug 15, 2014 for a stay in July 2014

Nice cabin feel with plenty of room inside and a nice big fenced in porch. The building was built in the early 1900's and still retains the old visible knob and tube wiring which has been safely upgraded. Two large Queen bed rooms (one with a view of the Bay). One child's bedroom with twin beds, and one small kids "Princess" bedroom. The porch is great. It's fenced so our granddaughters could …

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$272

5 BR / 3 BA / Sleeps 10

1 Reviews

$272

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CANDYS COVE COTTAGE - Town of St George

5 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Be sure to click the Virtual Tour link above to see the Vimeo video of the property taken in August this year. The perfect multi-generational family home with a ground level ensuite bedroom and lots of yard games - Candy's Cove Cottage is a great gathering spot for a vacation. In a great location next to sandy …
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

This home is fabulous and the pictures do not even come close to how beautiful the property & views

Left on Jul 29, 2014 for a stay in July 2014

We arrived on Friday .. the home was as described. This is a high end home with high end amenities. Everything was very nice.

The weather also cooperated for most of our stay. The age range for our family was 18 months to 80 years old. There is a master suite downstairs which worked well for the senior citizen. Plenty of bathrooms. Great water pressure for the bathrooms, enough space to …

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$377

3 BR / 2 BA / Sleeps 6

1 Reviews

$377

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FROSTY GLENN | SOUTHPORT MAINE | OCEAN FRONT | SLEEPS 6

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

FROSTY GLENN Launch your kayak at the nearby town dock or from the cottage seaside shoreline (rocky), then paddle out around Cuckolds Lighthouse and Cape Island. Take an icy dip in the Atlantic from the rocky shore. Walk. Commune with nature. Meet the locals. Enjoy all this beautiful seaside property has to offer. …
  • Internet Access
  • Grill
  • Linens Provided
  • Dishwasher
  • Microwave
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Seaside cottage

Left on Oct 10, 2013 for a stay in October 2013

Very comfortable home. Clean and in excellent condition.
Close to dining and shopping. Quiet with a beautiful view

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$305

5 BR / 3 BA / Sleeps 10

3 Reviews

$305

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THE VILLA | EAST BOOTHBAY, MAINE | OCEAN VIEWS | LINEKIN BAY | ROMANTIC GETAWAY | FAMILY VACATION | OCEAN POINT COLONY TRUST

5 BR / 3 BA / Sleeps 10 | Quick view
“ Very Good ” 3 Reviews

Details

Reviews

(3)

THE VILLA Views, views and more views are what make this summer home so popular and memorable. Everywhere you look you can see the ocean, islands and big blue sky. This quintessential Maine summer home is classic, timeless, and a vacationer's dream. Water access is available at Grimes Cove Beach just a short drive…
  • Fireplace
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Best Vacation Evah!

Left on Jun 27, 2012 for a stay in July 2010

The Villa is absolutely the best meeting spot for two families and friends to gather. The openess of the living area is perfect for family style dinners to recap the exciting day's events! The phenominal Ocean Pt. sunsets, ocean views, smells, sounds and convenience of this property compares to none. We will absolutely gather our friends and family there again!

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$330

4 BR / 2 BA / Sleeps 7

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$330

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TIDEWATER FARM | SOUTHPORT ISLAND | COVE SIDE | DECKER’S COVE| QUIET GETAWAY | DOCK & FLOAT

4 BR / 2 BA / Sleeps 7 | Quick view

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TIDEWATER FARM This is Island Living the way we do it in Maine! Tidewater Farm is a beautiful little cottage located on Southport Island, about three miles from Boothbay Harbor. Once you come across the swing bridge, notice the second hand on your watch slow right down. Stunning views, cove and inlets, beautiful …
  • Patio
  • Garden
  • Grill
  • Linens Provided
  • Dishwasher
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$172

2 BR / 1 BA / Sleeps 4

1 Reviews

$172

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Peaceful Days Boothbay

2 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Come spend your days enjoying the beautiful water views, while sitting on the deck and watching the activity in the Cove and the birds flying about. A wonderful spot for canoeing/kayaking, as a canoe is included with your rental! This clean, comfortable two bedroom cottage has an eat-in kitchen with stainless steel …
  • Deck
  • Canoe
  • Grill
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great cottage in a picture-perfect location

Left on Aug 03, 2014 for a stay in July 2014

My family and I have vacationed in the Boothbay Harbor/Southport area for the past 30 years. When our regular rental spot on Newagen wasn't available, we aggressively began a search for something in same area. Peaceful Days had big shoes to fill! However, when we first walked in, we felt immediately at home. The spacious kitchen, large bedrooms, and very cozy living room were just perfect! The …

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$115

2 BR / 2 BA / Sleeps 6

1 / 22

$115

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TURKEY COVE COTTAGE - Town of St George

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Artist’s Cottage on Turkey Cove - This wonderful Maine cottage was totally renovated from top to bottom in 2005. A famous painting by well known artist Thomas Crotty, prominently featured in the book 'A Solitude of Space', was painted from the front yard of this cottage. Beautiful Drift Inn Beach is just 2.5 …
  • Internet Access
  • Dishwasher
  • Television
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$253

6 BR / 4 BA / Sleeps 8

1 / 26

$253

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THE SAIL LOFT - Town of St George - Tenants Harbor

6 BR / 4 BA / Sleeps 8 | Quick view

Details

This classic and historic waterfront home has spent the last century and a half as a sail loft, ships chandlery and store, and now as a great summer home. Fully furnished with a mix of nautical and antique furnishings, and incredible deck overlooking the harbor, and the historic store section of the building, this is …
  • Internet Access
  • Grill
  • Dishwasher
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$129

2 BR / 2 BA / Sleeps 5

1 / 22

$129

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COMFORT COTTAGE - Town of Friendship

2 BR / 2 BA / Sleeps 5 | Quick view

Details

Comfort Cottage is an idyllic, private waterfront cottage on twenty acres. Serene cove setting in Muscongus Bay. Fabulous sunsets and wildlife activity. Light filled cottage offers stone fireplace, cathedral ceilings, screened porch & cozy guest quarters. Traditionally styled, this nicely appointed cottage boasts many…
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

1 BR / 1 BA / Sleeps 2

1 / 23

$250

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Oceanfront Cottage On Linekin Bay Boothbay Harbor

1 BR / 1 BA / Sleeps 2 | Quick view

Details

This oceanfront cottage is ideal for one or two people. It is fully self contained having everything you need for a memorable vacation. An amazing sunrise greets you each morning. It is quiet and and peaceful place as you sip your morning coffee on the porch which overlooks world famous Cabbage Island, Lewis Cove, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area

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$246

3 BR / 2 BA / Sleeps 8

1 / 21

Details

QUIET SPOT Quiet Spot is all about the views. Looking west across Linekin Bay to Spruce Point, the sunsets are simply spectacular. Osprey, loons, eider ducks, heron, eagles and seals are all frequent visitors to this beautiful stretch of water. The craggy rocks and seaweed can be seen at low tide with the water coming…
  • Fireplace
  • Porch
  • Microwave
  • Toaster
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$360

10 BR / 9 BA / Sleeps 20

6 Reviews

$360

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Bold Colorful Life Farmhouse and Cape

10 BR / 9 BA / Sleeps 20 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Come away from it all--catch your breath. Six miles from the bustle of Boothbay Harbor is a peaceful 15 acre river-front retreat, set among rolling lawns, meandering stone walls, apple orchards and richly colored perennial gardens. The estate consists of four New England-style buildings: one vacation rental is the …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(6)

Beautiful farmhouse in a gorgeous setting!

Left on Oct 13, 2013 for a stay in October 2013

I recently stayed 3 nights at the farmhouse with 5 friends. The stay was great with lots of room to enjoy time together and still have plenty of privacy. The bedrooms were decorated beautifully, each with its own bathroom. The beds were comfy, too. The grounds are gorgeous with acres of beauty. It really was a wonderful place to stay, and I hope to again!

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