Portland and Casco Bay

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$275

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Portland, Maine - East End Weekly Rental

Portland condo
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent23 Reviews

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Reviews

(23)

Visit Portland, Maine!!! We offer a newly renovated, quirky, third floor, 2 flight walk-up, 3-bedroom, living space for weekly rentals. There are two bathrooms - one bath (vintage tub plus separate shower) and second half bath is off front bedroom. East end - Congress Street, foot of Munjoy Hill, city side, (near …
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(23)

very hip, very comfortable apartment in perfect location in Port

Left on Jul 16, 2012 for a stay in July 2012

I stayed in this great 3 bedroom apartment in downtown Portland (maine) with my family of 6. Very hip, very tastefully decorated, very comfortable and extremely clean and well looked after building (with wi-fi!). The amazing kitchen has everything you need to cook in (which we did often), and there is a large, clean bathroom. The back bedroom has a great balcony which gives a great panoramic …

12 Acre Estate - North Deering - Near Downtown - Portland vacation rentals
1 / 30

$230

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12 Acre Estate - North Deering - Near Downtown

Portland house
3 BR / 4 BA / Sleeps 10 | Quick view

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Private, Gated 3 Br/3 Ba On 12 Acres 2 Miles From Downtown Great Patio And Yard Executive house located on a 12 acres private estate in Portland, Maine. Nothing else like it within city limits. Situated at the highest buildable point in the City of Portland, this property features a colonial style house with 3 …
  • Mountain Views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children

$800

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Oceanfront Cottage with private beach-Pet friendly

West Bath house
3 BR / 2 BA / Sleeps 8 | Quick view
Very Good2 Reviews

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Reviews

(2)

LedgeLawn Cottage, on New Meadows bay , is located about six miles from the open Atlantic. The Cottage is centrally located, between Brunswick and Bath, or Freeport and Boothbay. It is easily accessible from Routes 95 and 1. LedgeLawn is nestled between an Audubon bird sanctuary, and the bay; It is a wonderful place …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Quintessial Maine-on water, at a fraction of what others cost!

Left on Jun 30, 2011 for a stay in June 2010

We had decided to visit Maine somewhere North of Freeport but before Midcoast so that we could take full advantage of the shopping South of us ( one half hr ) and the beauty of this area, Boothbay ( less than half hr ) and North..This rental fitted the bill as it was so reasonable, on the water, yet just a few min from a main road and Bath. We loved that the owners were thoughtful enough to leave…

$150

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Shepard's Sea Side Cottage

Freeport house
3 BR / 2 BA / Sleeps 7 | Quick view
Excellent6 Reviews

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Reviews

(6)

A vacation for all and something for all to do! You name it this house has it all - LOCATION -For gazing at sunrises and sunsets (2 porches and water on two sides!) -For kayaking and canoeing at your back door (canoe, kayak and life vests included) -For renowned shopping at L.L. Bean and elsewhere, you are an…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(6)

The Maine Experience

Left on Aug 17, 2011 for a stay in June 2011

The service was top notch,Darlene was always very fast to respond to questions regarding anything from check in/out to where the best local ice cream could be had. The cottage was as cute as the pictures, very clean and tidy. The home is well stocked with anything you might need from cooking to extra blankets and pillows. We found the location very quiet and relaxing. We loved walking our dogs in…

East End, Portland, 3 BR Apartment, Weekly - Portland vacation rentals
1 / 14

$210

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East End, Portland, 3 BR Apartment, Weekly

Portland apartment
3 BR / 1 BA / Sleeps 6 | Quick view

Details

Visit Portland, Maine: This is a vintage renovated, second floor, 1 flight walk-up, 3-bedroom living space for weekly rental. There is one bathroom (vintage tub with shower). 2 bedrooms have Queen beds, and one has a full/double. there are 2 sofabeds. Lots of art and plenty of character. Very homey - plenty of …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Parking
  • Suitable for children - ask

$204

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Fabulous Peaks Island Paradise, near Portland, ME

Peaks Island house
3 BR / 2 BA / Sleeps 8 | Quick view
Very Good1 Reviews

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Reviews

(1)

Start with an idyllic island. Put a fabulous cottage on it near the beach. Add a few wonderful people. Mix in a few gorgeous sunsets, gentle breezes, and fresh seafood dinners. Now you've just concocted the perfect vacation. Your paradise on Peaks Island is a very short walk to the beach (less than a block) and…
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Cozy House Needs a Few Little Touches to be Fabulous

Left on Nov 06, 2013 for a stay in September 2013

Nice older house, spacious, modern kitchen, huge front wraparound porch, rear deck off the kitchen, sleeps eight.

Easy walk to town center, close to Casco Bay, pleasant tree lined roads.

On the minus side, guests are not allowed to use the house's fireplace, or even light a candle; the house lacks the artwork and local seashore memorabilia common to many Peaks Island houses we have rented …

$275

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Sea-Clusion

Cundys Harbor house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

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Reviews

(2)

Located in the scenic Cove of Long Island Sound near Cundy's Harbor, Sea-Clusion has magnificent views of the Cove and the local Lobstermen. The exterior welcomes lobster bakes and BBQs with family and friends,as well as, imaginative places for children to play. The property has a nice front yard and patio with …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Grill
  • Dishwasher
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Wonderful waterside retreat

Left on Jun 14, 2010 for a stay in May 2010

Edgewater was absolutely wonderful. It's in a very convenient location for Bowdoin and Brunswick, while still being right on the water. It's really pretty perfect for a small group.The house looks out onto the water, with nearly every large window facing the ocean, including a small deck on the second floor. For a quiet and relaxing vacation, Edgewater couldn't be better.

$250

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Sailor`s Way

Cundys Harbor house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent10 Reviews

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Reviews

(10)

Located in Maines oldest commercial fishing village, this charming waterfront cottage perches on the edge of Cundy's Harbor and is perfect for watching the lobster boats come and go from the expansive deck and great-room picture window. Kids of all ages delight in this quintessential Maine waterfront activity! …
  • Waterfront
  • Ocean or water views
  • Deck
  • Grill
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(10)

Breath taking view

Left on Jun 14, 2010 for a stay in May 2010

Wonderful location, wonderful view, great house. The house has a side deck were you can sit and watch the view for hours.

$250

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Home Port

Bailey Island house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent4 Reviews

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Reviews

(4)

Home Port has undergone a foundation-up renovation completed in August 2011. The house modernization design allows you to enjoy the magnificent view of Mackerel Cove and Mackerel Cove beach. Settled among houses that have come down through generations of lobster-men, this home enjoys a desirable location on Bailey …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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(4)

Great!

Left on Aug 18, 2012 for a stay in August 2012

We were so happy with our decision to stay at HomePort on Bailey Island. When I called Debbie, she made the suggestion based on our small kids. I couldn't be more happy with the choice.

The house is completely updated with everything you need for your stay. It was so nice to have the exact same kitchen as I do at home. The w/d in the house made a big difference after days at the beach. It …

$500

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Peaks Island: Spectacular Oceanside Retreat

Peaks Island house
3 BR / 3 BA / Sleeps 8 | Quick view
Excellent1 Reviews

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Reviews

(1)

Spectacular Oceanside location. Breathtaking views of ocean, light houses, nearby islands, ships and open ocean. This beautiful three level, 3 bed room, 2.5 bath Victorian Shingled Style home has all you’ll need for a wonderful and memorable vacation. 1st level has 2 guest/family bedrooms, bath, laundry, family …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Comfortable large house perfectly positioned on Peaks - ideal for a family holiday

Left on Mar 11, 2015 for a stay in June 2013

We are from (old) England but with family in Maine as well as the UK. We had been to Portland before and had always liked Peaks. We were newly retired and wanted to get both sides of the family together so decided to rent on Peaks. We needed somewhere large enough to be able to accommodate both the English and American families including the various wives, girlfriends, grand children etc. Ralph …

$275

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Dockside

Harpswell house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent1 Reviews

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Reviews

(1)

This lovely modern home sits at the water's edge of Ewin Narrows and offers water views from every room. If boating, kayaking, fishing, swimming or just dangling your feet in the water from a private dock sound like the ideal vacation activities, Dockside is for you. While located in a quiet neighborhood, it also …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(1)

Vacation, Vacation and more Vacation

Left on Jun 29, 2014 for a stay in June 2014

You know you have had a great vacation when you can't remember what day of the week it is! We had such a relaxing time. The property was so beautiful and well kept. We enjoyed fishing off the dock and catching our dinner for the evening. The kitchen is fully stocked and felt like home.

$258

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Moorings

Harpswell house
3 BR / 2 BA / Sleeps 5 | Quick view
Excellent4 Reviews

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Reviews

(4)

Imagine overlooking a wide view of Casco Bay and out to open ocean, so close that you can almost dangle your feet in the gentle surf. Imagine a bright and cheerful cottage, renovated with the finest of materials and a decorator's eye. Imagine strolling down the road to the lobster dock and one of the area's finest …
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(4)

Amazing location, easy to work with

Left on Aug 22, 2012 for a stay in July 2012

Moorings was incredible. Deb was easy to work with and place is a gem. Literally the island, lobsterman and next door fish shack are your private quarters.

$250

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Bay Vista

Harpswell house
3 BR / 2 BA / Sleeps 6 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

With water all around you as you stand in the living room of this recently renovated cottage, you feel as though you're standing on the bridge of a ship--water, water everywhere. The cottage is directly on Middle Bay (Casco Bay area) with stair access to approximately one hundred feet of private sand/rock/calm-water …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Beautiful view!

Left on Aug 08, 2013 for a stay in July 2013

Bay Vista is a very comfortable house with amazing views across the water. We had everything we needed and more. The house has been tastefully refurbished and thoughtfully equipped to give us a relaxing and wonderful holiday. We especially enjoyed the deck and grill.

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$275

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Shipwright`s Cove

Brunswick house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

If privacy and quietness are on your checklist for your Vacation in Maine, Shipwright's Cove is the property for you. Located off of the historical Pennellville Road in Brunswick, Shipwright's Cove offers the peacefulness one desires on vacation, as well as, the convenience of being in town. When you drive up …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 8

$400

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24 Montgomery Ct - FSTAI

Falmouth house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Short Walk to Falmouth Heights Beach: This is a nice 3 bedroom, 2 bath home that includes a dishwasher, washer/dryer, deck and enclosed outside shower. There is NO PHONE. On the first floor the front door leads into the foyer, on your left is a 30 foot living room with a fireplace, on the right is a 14 x 14 foot den …
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Toaster
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 29

$243

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Beau Sejour

Brunswick house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Welcome to this wonderful and classic Maine cottage, the moment you step on the covered porch you will feel like you have come home. As you step through the doors and look ahead, you will see the waters of Gurnet Strait inviting you in. Come on into to the three season room, where you can enjoy looking at the water or…
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 13

$186

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Cottage with Water View - 1100ft² -3 BR,1.5 BA,

Peaks Island cottage
3 BR / 2 BA / Sleeps 5 | Quick view

Details

DISCOUNT FOR MULTIPLE WEEKS BRAND NEW KITCHEN WITH GRANITE COUNTER TOPS, FULL SIZED DISHWASHER AND 6 BURNER COMMERCIAL GAS OVEN. THE KITCHEN ALSO HAS A LARGE AMOUNT OF POTS, PANS, KITCHEN GADGETS AND LOTS OF PLATES AND SILVERWARE. Island Life at it's very best on this peaceful and quiet island in Vacation land Maine…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Porch
  • Suitable for children
1 / 19

$230

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LargeHouse 500' to Beach3BR2BA OceanView Private

South Portland house
3 BR / 2 BA / Sleeps 10 | Quick view

Details

The Home: With 3 BR and 2BA, Dining Room, Living Room, Game Room with Billiard and Ping-pong, full kitchen, Deck, and Large Shaded Lawn, the Liberty Builder’s Home is spacious, comfortable, and is perfectly located 200 yards from Willard's Beach. The Master Bedroom is on the second floor. It has a King size bed, …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 9

$214

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ON the water!... Overlooking Freeport Harbor

Freeport cottage
3 BR / 2 BA / Sleeps 10 | Quick view

Details

“Downeast... So close...” Located on the harbor in South Freeport, Maine, less than 30 minutes from the Portland airport, you’ll find the quintessential “Downeast” Maine experience typically only found much further north and the Harraseeket Boathouse Cottages. Actually situated over the picturesque …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 13

$128

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Island cottage near best beaches

Long Island house
3 BR / 1 BA / Sleeps 6 | Quick view

Details

Long Island is best known of the Casco Bay Islands for its spectacular white sand beaches nestled amongst granite ledges and cliffs. 'Sunnyside' cottage, fully useable all seasons, has all reasonable modern conveniences and is but a short walk to the best of the beaches, ferry, tennis, stores, etc. There is a private …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Porch
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
1 / 6

$243

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Secluded, waterfront deckhouse with panoramic view

Brunswick house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Set back on a ledge, this spacious, contemporary home looks out through pine and birch on panoramic views of Maquoit Bay. Newly renovated kitchen, dining room, living room and den areas open onto large deck, 125 feet from the shore. Three bedrooms and study all have water views. Enjoy quiet intimacy of stone …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Central heating
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 22

$314

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Stunning Waterfront Sweeping Views of Casco Bay

Cape Elizabeth house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

This home sits in the water at high tide! Private bold oceanfont with upper/lower Decks. Views of Casco Bay. 81 Acres of land trust trails available. 10 Minutes to downtown Portland. 2 minutes to Portland Headlight/Fort Williams Park. Two miles to the nearest beach. 3 possibly 4 bedrooms, master upper level with …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 3

$214

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Picture Perfect Cottages on New Meadows, West Bath

West Bath house
3 BR / 2 BA / Sleeps 5 | Quick view

Details

Rock Haven Cottages are located on coastal waters in a very private setting. Every year, large striped bass are caught by fishermen standing right on our very own dock. The open ocean is about fifteen minutes from the dock. In the back yard there is a wildlife sanctuary and fantastic hiking trails. Camp roads are also…
  • Waterfront
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 8

$129

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Picturesque Victorian Cottage on Merriconeag Sound

Harpswell cottage
3 BR / 1 BA / Sleeps 6 | Quick view

Details

This three bedroom cottage is right on the ocean overlooking a pebbly beach, with beautiful views toward Bailey Island and Halfway Rock Lighthouse. There are stone steps leading down to the beach. Cottage has 360 degree wrap-around porch with railing. There is a closed-in sun porch and for chilly weather, a wood …
  • Waterfront
  • Wireless Internet
  • Fireplace
  • Porch
  • Freezer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask
1 / 20

$215

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Eastern Shores

Orrs Island house
3 BR / 3 BA / Sleeps 7 | Quick view

Details

Situated on the private shores of South Harpswell, this 3 bedroom home boasts southeasterly views spanning from the famed cribstone bridge, connecting Orr's and Bailey Island, to Casco Bay and out to Halfway Rock. The shoreline gently slopes into the ocean, lending well for kayaking or swimming. Enjoy spacious …
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 17

$250

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Captain`s View

Orrs Island house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Views to open ocean to the south and waterfront with a dock on Lowell's Cove provide the coastal Maine vacationer everything necessary to be the captain of this ship, if only for a vacation stay! Captain's View boasts a wide and deep waterfront lawn, a spacious deck for evening sunsets, a dock and float, a lovely …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 10

$215

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Compass Rose

Harpswell house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Down a private road and through the trees comes Compass Rose. This newly renovated, 3-bedroom ranch located in Harpswell, Maine sits among forest and grassland with views of the opening of Quahog Bay. In front of the house enjoy the brand new deck to lounge and enjoy the tranquility or family activities. This one-…
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 15

$200

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Coveside

Harpswell house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Enjoy spectacular sunsets and a private beach from this waterfront cottage overlooking Casco Bay. This charming cottage is full of character and offers a comfortable living space, kitchen with all the necessities, three bedrooms, and washer/dryer. It features expansive water views from the upper and lower decks--great…
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 15

$250

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Edgewater Cottage

Harpswell house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Enjoy spectacular sunsets from this waterfront cottage overlooking Casco Bay. Water laps at the edges of the property, ensuring a private beach full of sand, pebbles, ledges and tide pools to delight kids of all ages. Picture yourself on the deck, watching the kids explore beach nooks and crannies. Picture the end of …
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 33

$358

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Eagles Nest

Harpswell house
3 BR / 4 BA / Sleeps 6 | Quick view

Details

Eagles Nest offers you endless opportunities for fun with its prime location. This bright, spacious home is situated on protected Middle Bay. Enjoy the coves calm waters, sip a drink from the floating dock or dine on the deck. The westerly view will have you home before the sun goes down. The scenic, wooded setting is…
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly - ask
1 / 9

$180

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Vintage beach house near Portland Maine

Prouts Neck house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

A 1920's period property packed with period features on the gorgeous Maine coast. Located in the up-market but laid back coastal community of Prout's Neck, in easy walking distance to two great beaches and the fabulous Black Point Inn. Sleeps up to 8 people: there are 3 bedrooms comprising two doubles (one full and …
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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