Vacation rentals in Cumberland County

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Top-rated vacation rentals in Cumberland County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Scarborough

4.85 out of 5 average rating, 279 reviews

Charming beach cottage

Pine Point is a beautiful sleepy village surrounded on three sides by water: peaceful salt marsh, river to the sea, and ocean, with an 8 mile long white sand beach, extensive sand bars at low tide (great for sand dollars!). It is the perfect spot for an unforgettable family vacation. The beach here is considered by many to be the best walking and activity beach in Maine, as well as spectacularly beautiful. Come experience an idyllic week at the beach in Pine Point. This beach is perfect for many reasons: great swimming, windsurfing, beach combing, extensive sandbars, fishing off the jetty. The cottage is located in a quaint and quiet neighborhood, just steps from the path to the beach. Spend your days reading and sunbathing, and fall asleep at night to the sounds of the ocean just outside your window. The house has an open layout downstairs with a light breezy feel, and cozy upstairs sleeping quarters. Beautiful back yard and great deck in the shade, front porch with hammock for afternoon snoozes, and all the amenities of home. 20 minutes from the great little city of Portland for added excitement.

Apr 22 – 29

$98 per night
Guest favorite

Apartment in Gorham

4.96 out of 5 average rating, 194 reviews

Cozy Private 1 Bedroom Apartment - Gorham Village

Enjoy the historical charm of one of Gorham's oldest homes. Come stay in a lovely private second floor, one bedroom apartment with private entry. Just walking distance from restaurants, the grocery store, laundromat, college campus and local trails. It offers private off-street parking for one car and it is located in the heart of Gorham village, a safe and family oriented community. Private bedroom with queen size bed and a full size futon provided. No backyard access. Full Kitchen. Full bath.

Apr 17 – 24

$99 per night
Guest favorite

Tiny home in Durham

4.99 out of 5 average rating, 295 reviews

Crow’s Nest Tiny House at Old Crow Ranch

The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle & chickens grazing in the fields.

Jan 11 – 18

$148 per night

Popular amenities for Cumberland County vacation rentals

Other great vacation rentals in Cumberland County

Guest favorite

Apartment in Harpswell

4.83 out of 5 average rating, 239 reviews

Sunny Apartment on the Ocean.

Feb 10 – 17

$100 per night
Superhost

Apartment in Scarborough

4.85 out of 5 average rating, 433 reviews

Tiny Pine Point Beach Pad - comfy, cozy surf shed

Apr 13 – 20

$92 per night
Guest favorite

Apartment in Portland

4.96 out of 5 average rating, 148 reviews

Compact & Complete in residential neighborhood

Dec 14 – 21

$121 per night
Guest favorite

Apartment in Portland

4.97 out of 5 average rating, 475 reviews

Amazing Views! Perfect Location. Loft style feel.

Apr 4 – 11

$119 per night
Guest favorite

Home in Lewiston

4.98 out of 5 average rating, 133 reviews

Clean and comfortable home

Apr 30 – May 7

$96 per night
Guest favorite

Cottage in Sabattus

4.96 out of 5 average rating, 101 reviews

Maine lakehouse- Excellent Ice Fishing &Ski nearby

Nov 11 – 18

$125 per night
Guest favorite

Barn in Portland

5.0 out of 5 average rating, 378 reviews

Garrison Cove Studio

Oct 26 – Nov 2

$154 per night
Guest favorite

Guest suite in New Gloucester

4.98 out of 5 average rating, 170 reviews

Peaceful Lakeside Suite w/Firepit and Kayaks

Jun 11 – 18

$102 per night
Guest favorite

Home in Cumberland

4.95 out of 5 average rating, 278 reviews

Rustic charm close to Portland

Apr 30 – May 7

$142 per night
Guest favorite

Guest suite in Portland

4.91 out of 5 average rating, 193 reviews

Gorgeous Studio 2 Blocks from Eastern Prom!

Feb 17 – 24

$88 per night
Guest favorite

Cabin in Poland

4.91 out of 5 average rating, 22 reviews

Cozy cabin on the lake with the loons

Jan 26 – Feb 2

$109 per night
Guest favorite

Guesthouse in Brunswick

4.94 out of 5 average rating, 87 reviews

Modern Brunswick Cottage near Bowdoin & Downtown

Dec 24 – 31

$77 per night

Destinations to explore