Holiday houses in Cumberland
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Top-rated holiday rentals in Cumberland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland holiday rentals
Stay near Cumberland's top sights
Other great holiday rentals in Cumberland
Guest favourite
Loft in Falmouth
4.95 out of 5 average rating, 556 reviewsLoft Apartment on Tree-Lined Street in Falmouth
Guest favourite
Home in Lisbon
4.94 out of 5 average rating, 339 reviewsUnplug at a Beachy Bolthole with Classic New England Style
Guest favourite
Apartment in Portland
4.94 out of 5 average rating, 463 reviewsNo cleaning fee! Location, location! And parking!
Guest favourite
Home in Freeport
4.93 out of 5 average rating, 212 reviewsThe Outlet House, Comfortable Cottage
Guest favourite
Guesthouse in Harpswell
4.95 out of 5 average rating, 435 reviewsHarpswell Studio on Waterview Property! Lobster!
Guest favourite
Guest suite in Falmouth
4.94 out of 5 average rating, 231 reviewsPristine Waterfront Studio Apt. Retreat
Guest favourite
Guesthouse in Portland
4.95 out of 5 average rating, 284 reviewsBeautiful large studio on the ocean.
Guest favourite
Home in Yarmouth
4.92 out of 5 average rating, 491 reviewsBeautiful Coastal Maine Getaway
Quick stats about holiday rentals in Cumberland
Total rentals
730 properties
Rentals with dedicated workspaces
360 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
220 properties allow pets
Family-friendly rentals
450 properties are a good fit for families
Total number of reviews
56K reviews
Destinations to explore
- Portland Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Accommodation & holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Accommodation & holiday rentals
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- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Boston Accommodation & holiday rentals
- Montreal Accommodation & holiday rentals
- Québec Accommodation & holiday rentals
- Québec City Accommodation & holiday rentals
- Rentals with a kayak Cumberland
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