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$172

3 BR / 1 BA / Sleeps 6

GRIFFIN COTTAGE - Town of Southport - Boothbay vacation rentals
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$172

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GRIFFIN COTTAGE - Town of Southport

3 BR / 1 BA / Sleeps 6 | Quick view

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A beautiful vacation spot for a family group looking out over Boothbay Harbor and neighboring islands. This antique Maine oceanside cottage includes a private dock great for kayaking and boating as well as a fantastic back deck to relax and enjoy the views. The cottage sleeps 6 in 3 bedrooms and also includes 1 and a …
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  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$643

6 BR / 4 BA / Sleeps 14

LEDGELAWN - Town of East Boothbay - Boothbay vacation rentals
1 / 27

$643

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LEDGELAWN - Town of East Boothbay

6 BR / 4 BA / Sleeps 14 | Quick view

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This historic cottage, once used to house visitors who arrived at the steam ship landing nearby, now offers a fantastic spot for a large family get-away. The large house boasts enough space to sleep 14 people while offering the most wonderful outdoor accommodations! The living room opens up to a large deck that looks …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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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Reviews

(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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$136

3 BR / 1 BA / Sleeps 6

THE GULLS COTTAGE - Town of Boothbay - Boothbay vacation rentals
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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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$134

2 BR / 2 BA / Sleeps 4

MAINELY PLEASANT | BOOTHBAY HARBOR | IN-TOWN GET-A-WAY | COUPLE`S RETREAT | WALK TO TOWN - Boothbay vacation rentals
1 / 18

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Mainely Pleasant The name connects this adorable cottage in Maine, to the owner's home in the South. You are but a short walk into Boothbay Harbor or to Barrett Park for kayaking, swimming or having a picnic. Picture yourself sitting on the deck enjoying the peace and quiet (except for the birds) of a small town …
  • Internet Access
  • Fireplace
  • Deck
  • Grill
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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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$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

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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

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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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$147

3 BR / 1 BA / Sleeps 5

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$147

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CAPE MCKAY - Town of Boothbay Harbor

3 BR / 1 BA / Sleeps 5 | Quick view

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A perfect home right in the heart of Boothbay Harbor. This bright cottage is the ideal spot to unpack, kickback and relax on the second floor deck that overlooks Boothbay Harbor and it’s boating activity. Step in from the deck and enjoy the 2nd floor family room that offers fantastic sunlight, and great views! A…
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$179

3 BR / 3 BA / Sleeps 6

1 / 7

$179

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Cottage overlooking Linekin Bay, East Boothbay

3 BR / 3 BA / Sleeps 6 | Quick view

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This classic turn of the century winterized cottage is situated on the beautiful shores of Linekin Bay. East Boothbay is just three miles from the town of Boothbay Harbor but a century apart in terms of hustle and bustle. The Cottage is on Paradise Point Road which is a very private setting on which there are less …
  • Waterfront
  • Ocean or water views
  • Fireplace
  • Central heating
  • Deck
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - 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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$353

3 BR / 2 BA / Sleeps 6

1 Reviews

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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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$100

1 BR / 1 BA / Sleeps 2

2 Reviews

$100

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New England 1890 House with part water view

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

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Reviews

(2)

A Cozy New England Boothbay Harbor, Maine Retreat, with water part views and 5 minute walk to town. These Delightful 1 Bedroom Condo is comprised of a Comfortable Living room, comfy large sofa, swivel armchairs, electric fireplace with flat screen Tv. Dining Room has table with 4 chairs, fully equipped Kitchen with …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for the elderly

Details

Reviews

(2)

Great place to stay

Left on Oct 20, 2013 for a stay in October 2013

My husband and I stayed in unit B for 3 nights this past week. We had originally rented unit D, but the owner had family in town and asked if we would mind switching to B, which we did not mind at all. It is a very nice apartment, bright and airy, on the second floor with your own private deck. There is a full kitchen and bath, a queen bed in one room, and 2 twins in another. There is a …

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$125

3 BR / 1 BA / Sleeps 6

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$125

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18 School Street Boothbay Harbor, ME

3 BR / 1 BA / Sleeps 6 | Quick view

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This 1800s schoolhouse is full of charm! Gleaming wide pine floors and beamed ceilings add to the appeal. The home's location is truly what makes it exceptional. Walk 1 minute to the harbor or to our favorite breakfast spot. A 4 minute walk takes you to all Boothbay Harbor has to offer--shops, restaurants, bars, deep …
  • Wireless Internet
  • Central heating
  • Balcony or terrace
  • Parking
  • Grill
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - 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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$250

3 BR / 2 BA / Sleeps 6

1 Reviews

$250

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Waterfront Rental Home near Boothbay Harbor Maine

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

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Reviews

(1)

The Bayville Cottage is a furnished 3 bedroom, 1.5 bath vacation rental home on the shores of the quiet and picturesque Linekin Bay in Bayville, Maine, just minutes from the buzzing little downtown of Boothbay Harbor, where you can take in Lobster, drinks at McSeagull's, stroll through several art galleries Our …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

The Most Perfect

Left on Sep 24, 2014 for a stay in August 2014

It's not often you find a perfect vacation home. There's always something missing, a less than perfect view, noisy neighbors or an inconvenient location. NOT HERE! There are 3 bedrooms, 2 full baths, washer and dryer, WIFI, flat-screen TV (one in the master suite also), nice assortment of cooking utensils, cozy, clean and comfortable and the most fabulous screened-in porch with an unobstructed…

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$138

1 BR / 1 BA / Sleeps 2

1 / 7

Details

The family who own's Crow's Nest have enjoyed spending many happy vacations here and cherish the simplicity of the cottage as a way to get away from the hustle and bustle of their busy lives. The main cottage is undergoing renovations and new photos will be posted as available. The Guest Cottage (Bunk House) …
  • Porch
  • Toaster
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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

Details

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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$137

2 BR / 1 BA / Sleeps 3

1 / 11

$137

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The Seahorse Boothbay Harbor

2 BR / 1 BA / Sleeps 3 | Quick view

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In town but with an out of town feel. It's just a short walk to the shops and restaurants from this intown duplex townhouse. Leave the car at home and walk down the hill to the shops, restaurants and waterfront activities. The Seahorse is located on Fisher Hill intown Boothbay Harbor. This cottage was built in Canada …
  • Porch
  • Microwave
  • 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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$189

2 BR / 2 BA / Sleeps 4

1 / 18

$189

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GULLS` NEST | GEORGETOWN MAINE | WATERFRONT | DOCK and FLOAT | BOATING | SWIMMING

2 BR / 2 BA / Sleeps 4 | Quick view

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Gulls' Nest is a cozy two bedroom, two bath cottage sitting at the edge of Little Sheepscot River in Georgetown, Maine. Imagine sitting in the enclosed sunroom or out on one of the lawn chairs, watching the boat traffic go by; enjoy the birds (eagles, heron and more) or watch a sunrise. With your own deep water …
  • 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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$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

Details

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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$393

7 BR / 3 BA / Sleeps 15

1 / 11

$393

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Large Cottage with Spectacular View of Ocean

7 BR / 3 BA / Sleeps 15 | Quick view

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Situated on the southern end of MacMahan Island, our turn-of-the-century Maine cottage has breathtaking views. It is a unique island, where one walks or uses a golf cart to get around the island. Automobiles are left on the mainland in a parking lot 1/4 mile from the landing after unloading your car. The island is …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

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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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$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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$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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$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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$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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$215

5 BR / 3 BA / Sleeps 12

1 / 35

$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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$129

2 BR / 1 BA / Sleeps 4

1 / 12

$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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$200

4 BR / 2 BA / Sleeps 9

1 / 6

$200

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Island Property

4 BR / 2 BA / Sleeps 9 | Quick view

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Want to get away? No cars and a five minute ferry ride get you away from the hustle and bustle. This island property boasts 4 bedrooms and comfortably sleeps up to nine people. The ocean is a short walk away and the northern 2/3 of the island provide a nature conservancy with walking trails for exploration and close …
  • Ocean or water views
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$114

3 BR / 1 BA / Sleeps 6

5 Reviews

$114

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Ladybug House

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

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Reviews

(5)

Are you visiting the Coastal Maine Botanical Gardens or the Mid Coast of Maine? If so rent this beautiful, 100 year old New England Farmhouse. It is one mile from the Coastal Maine Botanical Gardens, the largest botanical garden on the east coast and a must see while visiting the Boothbay area. TripAdvisor calls the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Central heating
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(5)

Comfortable, Quiet and Convenient

Left on May 23, 2014 for a stay in June 2013

We stayed at the Lady Bug house when the lilacs and lupines were in full bloom. The short walk to the Barter Island preserve was a delight for the eyes and nose. Walking around the conservation area was awesome! Resting spots along the way to enjoy the beautiful ocean views. Charming Boothbay Harbor was just a short drive away. After an afternoon of shopping and eating it was nice to come home …

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$189

4 BR / 2 BA / Sleeps 8

2 Reviews

$189

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A WALK TO TOWN | BOOTHBAY HARBOR MAINE| RELAX | SHOPPING | CLOSE TO TOWN

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

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Reviews

(2)

Perched hillside, this updated older two story home is just a short walk to downtown Boothbay Harbor, with all of its restaurants, shops, and activities. Rent a kayak to explore the Harbor or go on a Whale Watch. Go deep sea fishing or sail on one of the windjammers, all accessible by foot! No parking worries. Sit on …
  • Internet Access
  • Porch
  • Grill
  • Dishwasher
  • Microwave
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Disappointing at best

Left on Sep 13, 2013 for a stay in August 2013

As timeshare owners, my husband and I travel often and stay at many beautiful resorts. Our trip to Maine was a family affair and we did not have a timeshare in Boothbay, Maine so we decided to rent a home. My husband, parents, brother and brother's girlfriend rented this house in August 2013. I did extensive research and selected the house because of its ideal location. The location was …

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$193

3 BR / 2 BA / Sleeps 6

1 / 15

$193

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Lake House on Knickerbocker Lake Boothbay ME.

3 BR / 2 BA / Sleeps 6 | Quick view

Details

New for 2015 PERFECT for a family or group of friends to enjoy a vacation that gives you the peace and quiet and yet only minutes away from town. Enjoy the lake with it's tranquil morning peace and quiet as you enjoy the sunrise and loons on the water swimming by, or the enjoy sunsets as you lounge on your private …
  • Ocean or water views
  • Wireless Internet
  • Clothes Dryer
  • Outdoor Dining Area
  • Central heating
  • Pet friendly
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$179

2 BR / 2 BA / Sleeps 6

1 / 12

$179

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Oceanview Cottage

2 BR / 2 BA / Sleeps 6 | Quick view

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Oceanview Cottage Beautiful 2 bed, 2 bath overlooking Linekin Bay in Boothbay Harbor area. Each bedroom has abundant closet and dresser space as well as a private bathroom and windows that assure good nighttime breezes. One room has twin beds that easily convert to a king, and the other has a queen bed. There is a …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children

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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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$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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$93

3 BR / 2 BA / Sleeps 6

1 / 9

$93

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Newer home near everything AND the use of a lake

3 BR / 2 BA / Sleeps 6 | Quick view

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House was professionally built in the year 2005 and is highly maintained. Additionally the house is weekly rental, it also include convenient access to slip of the lake front land abuts the West Harbor Pond. Guests can take short walk ( ½ mile or so ) to lake and swimming, fishing, kayaking else simply enjoying the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$146

1 BR / 1 BA / Sleeps 2

1 / 21

Details

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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$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

1 BR / 1 BA / Sleeps 2

1 / 10

$130

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The Knickerbocker Cabin

1 BR / 1 BA / Sleeps 2 | Quick view

Details

This beautiful, rustic cabin sits on a peninsula of Big Knickerbocker Lake and is the perfect choice for those seeking seclusion and privacy. Surrounded by old oak trees and water on three sides, this classic Maine hideaway was built by local craftsmen using reclaimed wood from a nearby antique barn. The cabin …
  • Waterfront
  • Ocean or water views
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Suitable for children

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$107

1 BR / 1 BA / Sleeps 2

1 / 18

Details

SECOND MATE Explore Linekin Bay by kayak or canoe. Didn’t bring your own? Rent locally! Have a guide meet you at the association dock & float, pack a lunch and enjoy exploring the ins and outs of this craggy stretch of coastal Maine! Get your land-legs back with a round of golf at the Boothbay Country Club or …
  • Porch
  • Satellite or cable TV
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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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$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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$205

3 BR / 2 BA / Sleeps 6

1 / 25

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MERWICK COTTAGE On the channel marker in front of Merwick Cottage is an Osprey nest which has been inhabited for the past 20+ years. Much like Merwick’s owners, the family just seems to keep coming back –just like you will! For the past five years, eagles have nested on the island in front of the house. …
  • Internet Access
  • Fireplace
  • Deck
  • 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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$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

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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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$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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$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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$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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$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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$344

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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