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Latest Vacation Rentals in Cumberland County, ME

Photo for 2 Br Private Vacation Home Vacation Rental In Bailey Island, Maine

Bailey Island (83)

2 Br Private Vacation Home Vacation Rental In Bailey Island, Maine

Welcome to A Point Of View!This renovated early 1800's cape is perched high up on Bailey Island offering open ocean views complete with breathtaking sunrises and sunsets. Enjoy the salty sea air...

Created on Jun 23, 2024
Photo for 2 Br Cottage Vacation Rental In Bridgton, Maine

Bridgton (197)

2 Br Cottage Vacation Rental In Bridgton, Maine

Happiness and Comfort can be found in this 2 bedroom cottage directly on Highland Lake and close to NEW Pleasant Mountain skiing in Bridgton, Maine, as well as giving you the opportunity for year-...

Created on Jun 23, 2024
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Brunswick (59)

3 Br Private Vacation Home Vacation Rental In Brunswick, Maine

Beautiful 2 story, 3 bedroom rental, private, Walk everywhereVery Kid/teen friendly, romantic, charming , cozy,clean,relaxing Rental located in Downtown Historical Brunswick. Walk to...

Created on Jun 23, 2024
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Cape Elizabeth (49)

2 Br Apartment Vacation Rental In Cape Elizabeth, Maine

Enjoy beautiful Fall on the coast of Maine. Imagine yourself on your own private screened-in porch watching the lobster boats go by against a backdrop of the colors of autumn foliage. High quality...

Created on Jun 23, 2024
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Casco (124)

4 Br Private Vacation Home Vacation Rental In Casco, Maine

Come unwind on your vacation at this Elegant, Relaxing Home with Amazing Sunset Views on Big Sebago Lake. When day breaks, open your eyes to stunning lake views right outside of the primary...

Created on Jun 23, 2024
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Chebeague Island (14)

5 Br Private Vacation Home Vacation Rental In Chebeague Island, Maine

Welcome to the Sunset House located on Chebeague Island, Maine! Leave the mainland's daily rush of life behind. Step aboard the ferry and take off your watch! Delight in the pristine salt air and...

Created on Jun 16, 2024
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Cumberland Center (7)

2 Br Private Vacation Home Vacation Rental In Cumberland, Maine

This cute and cozy home offers a fully equipped kitchen to enjoy dinners and nights in; watch a movie in our She Shed or enjoy smores by the fire pit. Conveniently located to shops and restaurants...

Created on Jun 23, 2024
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Cumberland Foreside (3)

5 Br Private Vacation Home Vacation Rental In Cumberland, Maine

PLEASE NOTE THIS HOME HAS BEEN MOSTLY RE-FURNISHED. UPDATED PHOTOS COMING SOON. DESCRIPTION BELOW DESCRIBES HOW THE HOME IS LAID OUT.Welcome to our stunning 4,366 sq foot custom-built home on 1.5...

Created on Jun 16, 2024
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East Baldwin (2)

2 Br Private Vacation Home Vacation Rental In Baldwin, Maine

Formerly known as The Loony Bin with 85 reviews and a 4.9/5.0 rating, this camp offers comfort, natural beauty, seclusion, and relaxation! Located down a private lane of seldom-used, vintage...

Created on Jun 16, 2024
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Falmouth (39)

4 Br Private Vacation Home Vacation Rental In Falmouth, Maine

This bright and cheerful 4 bedroom, 1 bath ocean-side cottage is sure to be a wonderful place to make lasting memories with friends and family. Steps to Town Landing beach and famous Town Landing...

Created on Jun 23, 2024
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Freeport (64)

2 Br Private Vacation Home Vacation Rental In Freeport, Maine

Newly furnished and renovated! Enjoy spectacular views from your private walk out deck overlooking the water with a grill and a gas fire pit. The stairs lead down to the waterfront area where we...

Created on Jun 23, 2024
Photo for 2 Br Apartment Vacation Rental In Gorham, Maine

Gorham (6)

2 Br Apartment Vacation Rental In Gorham, Maine

10 Min Drive to Maine Mall 20 Min Drive to Old PortIndulge in luxury at our recently constructed two-bedroom, one-bathroom Airbnb. Revel in the ease of modern amenities such as a washer/dryer,...

Created on Jun 16, 2024
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Gray (31)

Cottage Vacation Rental In Gray, Maine

Little BirchOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Say hello to Little Birch, an adorable cottage...

Created on Jun 23, 2024
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Harpswell (165)

3 Br Private Vacation Home Vacation Rental In Harpswell, Maine

A delightful vintage Maine cottage on quiet Tide Mill Cove. Deck overlooks the bay with room for sunbathing, birdwatching, crafts, grilling and relaxing. Deck is 10 feet from the high tide - as...

Created on Jun 23, 2024
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Harrison (59)

3 Br Cottage Vacation Rental In Harrison, Maine

Nestled in a cozy cove, this vintage Maine-style cottage boasts nearly 200 feet of private lakefront and an unbeatable view. The cottage is located directly on the water, providing unobstructed...

Created on Jun 23, 2024
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Long Island (14)

4 Br Private Vacation Home Vacation Rental In Long Island, Maine

Long Island is a tranquil 400 year old fishing community known for its beautiful white sandy beaches and rocky coast. - A wonderful escape from the rest of the world. Our island house is a spacious...

Created on Jun 23, 2024
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Naples (112)

2 Br Apartment Vacation Rental In Naples, Maine

Centrally located space close to everything in the Naples area. This two-bedroom apartment features beautiful views of Brandy Pond and Long Lake; with the Naples Causeway just a few steps out the...

Created on Jun 23, 2024
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New Gloucester (10)

2 Br Private Vacation Home Vacation Rental In New Gloucester, Maine

The Whip O Will is located in a sandy cove on Sabbathday Lake in New Gloucester, Maine, home of the nearby Sabbathday Lake Shakers. This sandy beach front house offers the best of both worlds: an...

Created on Jun 23, 2024
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North Yarmouth (3)

2 Br Private Vacation Home Vacation Rental In North Yarmouth, Maine

This centrally located townhouse is just minutes to several restaurants (brickyard hollow brewpub is a personal favorite), downtown Freeport for the best outlet shopping, and most importantly...the...

Created on Jun 16, 2024
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Orrs Island (44)

3 Br Private Vacation Home Vacation Rental In Orrs Island, Maine

Welcome to Orr's Overlook!This classic New Englander is located at the southern tip of Orr's Island-a rustic yet renovated getaway in a perfect location. Whether you want to relax while taking in...

Created on Jun 23, 2024
Photo for 1 Br Cottage Vacation Rental In Peaks Island, Maine

Peaks Island (52)

1 Br Cottage Vacation Rental In Peaks Island, Maine

This cottage is an open concept with 180 degree views of the ocean and windows on all 3 sides of the cottage. It is right on the beach, in fact the water comes up to the cottage's sea wall. It is...

Created on Jun 23, 2024
Photo for 1 Br Private Vacation Home Vacation Rental In Portland, Maine

Portland (334)

1 Br Private Vacation Home Vacation Rental In Portland, Maine

Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped the breakfast to serve Vrbo guests near and far as a boutique hotel.ROOM 4: By...

Created on Jun 23, 2024
Photo for 1 Br Private Vacation Home Vacation Rental In Pownal, Maine

Pownal (2)

1 Br Private Vacation Home Vacation Rental In Pownal, Maine

About this spaceLittle Fox Hill is nestled in an enchanting forest right next to Bradbury Mountain. It is a tiny house custom-built by local craftsmen, furnished with items made by small...

Created on Jun 16, 2024
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Raymond (140)

4 Br Private Vacation Home Vacation Rental In Raymond, Maine

Beautiful home on crystal clear Crescent Lake in Raymond Maine. Large (approx 3000 sq foot) secluded home on over 3 private acres and 300 feet of shoreline. Only 2 hours from Boston and 30 minutes...

Created on Jun 23, 2024
Photo for 5 Br Private Vacation Home Vacation Rental In Scarborough, Maine

Scarborough (161)

5 Br Private Vacation Home Vacation Rental In Scarborough, Maine

Picture yourself on our beautiful porches for the most relaxing moments of your day... the sun porch with a hot cup of coffee and a direct ocean view, the breezy open porch for cocktail hour and a...

Created on Jun 23, 2024
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