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Our top choices for Cumberland vacation homes
Vacation Home in Freeport
The Outlet Studio, Rustic Comfort w Fireplace10.0 out of 10, Exceptional, (11)
"Very comfortable, clean, with a spacious bathroom and within walking distance of downtown Freeport and Bow Street Market"
Deanna S.
$146 nightly
The price is $159
Dec 15 - Dec 16
Total with taxes and fees
Vacation Home in Brunswick
Mere Point Sunrise Views at Eastern Shore!9.8 out of 10, Exceptional, (7)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
Diana H.
$446 nightly
The price is $451
Dec 16 - Dec 17
Total with taxes and fees
Vacation Home in Brunswick
Private Home w/ Office Year Round in town Brunswick next to Bowdoin9.0 out of 10, Wonderful, (24)
"Nice place, I'd stay again!"
Ronnie C.
$350 nightly
The price is $382
Dec 15 - Dec 16
Total with taxes and fees
Vacation Home in Harpswell
Camp Forever cottage9.6 out of 10, Exceptional, (58)
"Most enjoyed vacation this year.Location was beautiful. "
Debra S.
$333 nightly
The price is $363
Dec 31 - Jan 1, 2026
Total with taxes and fees
Vacation Home in Casco
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!10.0 out of 10, Exceptional, (14)
"We are a group of 4 that spend one week a year staying in a vacation home and playing golf. This was one of the best places we have stayed. Two buildings, lakefront, all amenities including hot tub and sauna. We highly recommend this vacation rental. Communication with property managers was first class."
Bill G.
$643 nightly
The price is $650
Dec 14 - Dec 15
Total with taxes and fees
Vacation Home in Old Orchard Beach
Spacious 5BR Family Dream with Private Beach Access10.0 out of 10, Exceptional, (1)
"Great property! Spacious and comfortable.Nice location."
rebecca c.
$450 nightly
The price is $490
Dec 14 - Dec 15
Total with taxes and fees
Vacation Home in Brunswick
Beautiful 3BR Home with Office in Town of Brunswick with King beds9.2 out of 10, Wonderful, (5)
"Great place for our family to stay while visiting the Maine coast."
Craig C.
$327 nightly
The price is $356
Dec 21 - Dec 22
Total with taxes and fees
Vacation Home in Harpswell
Orchid Harbor, Bailey Island 3BR9.8 out of 10, Exceptional, (7)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
Karen T.
$409 nightly
The price is $414
Dec 23 - Dec 24
Total with taxes and fees
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 Hotel Reviews
Portland Regency Hotel & Spa
10/10 Excellent
Find out more about Cumberland
Cumberland Vacation Homes information
Number of reviews | 234 |
|---|---|
Accommodation | 527 Vacation Homes |
Lowest Price | $159 |
Highest Price | $709 |
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