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
Tiny home in Portland
4.97 out of 5 average rating, 397 reviewsThe Garden Cabin Tiny Home
30 May – 6 Jun
$280 NZD per night
Guest favourite
Home in Freeport
4.94 out of 5 average rating, 206 reviewsThe Outlet House, Comfortable Cottage
3–10 Oct
$338 NZD per night
Guest favourite
Guest suite in Freeport
4.96 out of 5 average rating, 186 reviewsWaterfront Private Apartment just 5 min to LL Bean
12–19 Jan
$276 NZD per night
Guest favourite
Guest suite in South Portland
5.0 out of 5 average rating, 170 reviewsBright Guest Studio Near Lighthouses and Beach
6–13 Dec
$254 NZD per night
Guest favourite
Apartment in Portland
4.96 out of 5 average rating, 152 reviewsCompact & Complete in residential neighborhood
23–30 Oct
$299 NZD per night
Guest favourite
Farm stay in Gray
4.94 out of 5 average rating, 248 reviewsGreat Goat Get-away in Southern Maine!
24 Nov – 1 Dec
$349 NZD per night
Guest favourite
Guesthouse in Cumberland
4.94 out of 5 average rating, 82 reviewsCozy & Convenient Cumberland Guest Cottage
8–15 Jul
$270 NZD per night
Guest favourite
Apartment in Yarmouth
4.96 out of 5 average rating, 94 reviewsSweet 1-Bedroom Apartment in Vintage Village Cape
8–15 Sep
$315 NZD per night
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 Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Rentals with pools Cumberland
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