A coastal lighthouse with red-roofed houses, rocky shoreline, and the ocean.

Condo Rentals in Cumberland County

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Our top choices for Cumberland County condo rentals

1. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.4 out of 10, Exceptional, (97 reviews)
"Excellent property in Portland. Clean with amenities needed for any stay. Easy access to downtown. Hosts communicate exceptionally well and property is everything it promotes!"
United States
Adam Y.
Walk to Old Port ♦ West End Condo ♦ Parking

2. Pleasant Mountain Condo Ski in Ski out

Pleasant Mountain Condo Ski in Ski out
Bridgton
9.8 out of 10, Exceptional, (64 reviews)
"Great ski week at this comfortable condo!"
United States
Jenna B.
Pleasant Mountain Condo Ski in Ski out

3. Renovated West End condo with two en suite bathrooms and A/C

Renovated West End condo with two en suite bathrooms and A/C
West End
9.8 out of 10, Exceptional, (55 reviews)
"Great location and local charm!"
United States
Maggie
Renovated West End condo with two en suite bathrooms and A/C

4. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (73 reviews)
"Great stay!"
United States
Jason M.
The price is SAR 799
SAR 1,644 total
includes taxes & fees
30 Nov - 1 Dec
Arlie`s Digs! - One Block To Willard Beach!

5. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (137 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
City Amenities, Casco Bay Sunrises and Natural Beauty

6. Casco Bay Vista

Casco Bay Vista
East Deering
10.0 out of 10, Exceptional, (10 reviews)
"Our stay was very comfortable; beautiful view from our deck. Mat was great with communication and the atmosphere was a perfect fit for us. We highly recommend for your stay in Portland."
United States
Susan R.
Casco Bay Vista

7. Quintessential Maine- Spacious Home, Close to Town, Vacationland all around you

Quintessential Maine- Spacious Home, Close to Town, Vacationland all around you
Freeport
10.0 out of 10, Exceptional, (11 reviews)
"Great stay. Wonderful property, conveniently located. First class service by the managers!Thanks for everything."
United States
James L.
Quintessential Maine- Spacious Home, Close to Town, Vacationland all around you

8. Condo at Pleasant Mountain

Condo at Pleasant Mountain
Bridgton
9.8 out of 10, Exceptional, (27 reviews)
"This place is really nice and we enjoyed our stay."
United States
Asiris
Condo at Pleasant Mountain

9. Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
West End
9.0 out of 10, Wonderful, (16 reviews)
"Great place to stay - lovely building and really nicely kept, and it’s a perfect location if you want to walk down to Old Port, about 20 minutes. Would love to come back!"
United States
Cate
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

10. West End condo with parking, walking distance to the Museum of Art

West End condo with parking, walking distance to the Museum of Art
West End
9.4 out of 10, Exceptional, (35 reviews)
"Very clean and perfect location! "
United States
Margaret C.
West End condo with parking, walking distance to the Museum of Art

11. The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Bailey Island
9.8 out of 10, Exceptional, (30 reviews)
"Lovely, clean, quiet, well-equipped condo in a beautiful location, with wonderful walking and driving destinations nearby. Great bed!! Amazing view of sunrise over a working but peaceful and quaint cove. Lobster, oysters, and other seafood easy to purchase nearby. 25 mins to Brunswick and lots to explore on the peninsulas."
United States
Jeremy H.
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

12. Pleasant Mountain Escape 5BR Condo with Moose Pond Access

Pleasant Mountain Escape 5BR Condo with Moose Pond Access
Bridgton
9.2 out of 10, Wonderful, (5 reviews)
"This was a very convenient location for our needs. We had everything we needed for the stay and would rent this unit again."
United States
Gerri W.
Pleasant Mountain Escape 5BR Condo with Moose Pond Access

13. Third-floor East End condo in an 1898 building with Casco Bay views

Third-floor East End condo in an 1898 building with Casco Bay views
Munjoy Hill
10.0 out of 10, Exceptional, (124 reviews)
"Great view of Casco Bay, which changed color depending on the weather"
United States
Linda
Third-floor East End condo in an 1898 building with Casco Bay views

14. Barn on Pleasant-walk to Highland beach & town

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (29 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
The price is SAR 648
SAR 763 total
includes taxes & fees
8 Nov - 9 Nov
Barn on Pleasant-walk to Highland beach & town

15. Spacious 4 bedroom luxury Condo

Spacious 4 bedroom luxury Condo
Freeport
10.0 out of 10, Exceptional, (52 reviews)
"Great location, very quiet and peaceful off the back balcony. Beds were cozy and the welcome basket of snacks and bottle of wine were enjoyed. Highly recommend!"
United States
Kelly T.
Spacious 4 bedroom luxury Condo

16. Pleasant Mountain Escape 4BR Condo with Moose Pond Access

Pleasant Mountain Escape 4BR Condo with Moose Pond Access
Bridgton
10.0 out of 10, Exceptional, (4 reviews)
"This was perfect for my big family! We were all very comfortable and enjoyed our stay. Friendly neighbors, beautiful views and close to anything you plan to do!!"
United States
Tammy C.
Pleasant Mountain Escape 4BR Condo with Moose Pond Access

17. Ski-In/Ski-Out Condo at Pleasant Mountain!

Ski-In/Ski-Out Condo at Pleasant Mountain!
West Bridgton
9.8 out of 10, Exceptional, (6 reviews)
"We had a great stay! The condo and the skiing were fantastic! Thank you!!"
United States
Kelly R.
Ski-In/Ski-Out Condo at Pleasant Mountain!

18. Views! Cozy, Private 3BR Condo with lake access!

Views! Cozy, Private 3BR Condo with lake access!
Harrison
10.0 out of 10, Exceptional, (20 reviews)
"Loved everything about this condo. Would stay again in a heartbeat."
United States
Robert H.
Views! Cozy, Private 3BR Condo with lake access!

19. Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (203 reviews)
"Great property. It was clean, comfortable, and the location was amazing"
United States
Jaylene G.
Waterfront Two Master Suite Penthouse with Rooftop

20. Back Cove Views

Back Cove Views
East Bayside
9.8 out of 10, Exceptional, (16 reviews)
"Great location"
United States
Mark S.
Back Cove Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cumberland County Hotel Reviews