Cottage holiday rentals in Cumberland
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Top-rated cottage rentals in Cumberland
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland cottage rentals
Cottage rentals with a hot tub
Cottage in Norway
4.96 out of 5 average rating, 117 reviewsCottage with Whirlpool tub - Ross
26 Aug – 2 Sep
Cottage in Wells
4.93 out of 5 average rating, 135 reviewsCozy Cottage with Ocean Views, Wells Maine
11–18 Sep
Cottage in Wells
4.97 out of 5 average rating, 38 reviews2 BR house, close to Ogunquit, w/ AC + golf cart!
1–8 Oct
Cottage in Wells
4.98 out of 5 average rating, 47 reviewsFreshly Renovated, Family-Friendly Coastal Cottage
16–23 Sep
Cottage in Wells
4.99 out of 5 average rating, 76 reviewsOgunquit Beach Cottage at Summer Village Resort
7–14 Jun
Cottage in Wells
4.97 out of 5 average rating, 39 reviewsSuper cute one bedroom with hot tub and pool.
31 Oct – 7 Nov
Cottage in Wells
4.95 out of 5 average rating, 19 reviewsBeautiful 2 bedrm cottage in Beach Dreams complex
23–30 May
Cottage in Wells
5.0 out of 5 average rating, 32 reviewsCozy Resort Cottage in Exclusive Summer Village
31 May – 7 Jun
Pet-friendly cottage rentals
Cottage in Old Orchard Beach
4.98 out of 5 average rating, 172 reviews#3 Couples Cottage Minutes from the Beach
7–14 Nov
Cottage in Parsonsfield
4.9 out of 5 average rating, 120 reviewsRiverpine Retreat - clean&bright waterfront home
4–11 May
Cottage in Wiscasset
4.87 out of 5 average rating, 211 reviewsWaterscape Cottage - private waterfront
17–24 Nov
Cottage in Gray
4.9 out of 5 average rating, 190 reviewsSunset Haven - Little Sebago Lake
25 Feb – 4 Mar
Cottage in Phippsburg
4.85 out of 5 average rating, 158 reviewsPopham - Tidewater Beach House!
25 Mar – 1 Apr
Cottage in Woolwich
4.91 out of 5 average rating, 154 reviewsPet Friendly Audubon Bring Your Fishing Gear!
31 May – 7 Jun
Cottage in Phippsburg
4.87 out of 5 average rating, 124 reviewsModern Cottage; Water Views; Game Room
12–19 May
Cottage in Long Island
4.55 out of 5 average rating, 49 reviewsMaine island vacation cottage
19–26 Apr
Private cottage rentals
Cottage in Raymond
4.92 out of 5 average rating, 99 reviewsCozy Waterfront Cabin in Raymond
2–9 Jun
Cottage in Portland
4.93 out of 5 average rating, 289 reviewsCozy Urban Cottage on Munjoy Hill
26 Dec – 2 Jan
Cottage in Portland
4.94 out of 5 average rating, 110 reviewsPeaks Island Waterfront
17–24 Mar
Cottage in Portland
4.84 out of 5 average rating, 126 reviewsArtist's Retreat
4–11 Oct
Cottage in Yarmouth
4.92 out of 5 average rating, 64 reviewsBuoys on Bates | Private + Stylish Maine Cottage
8–15 Oct
Cottage in Yarmouth
4.95 out of 5 average rating, 22 reviewsDemure coastal cottage steps to private beach.
27 Jan – 3 Feb
Cottage in Harpswell
4.91 out of 5 average rating, 70 reviewsSweet Retreat bungalow w/loft bedroom
17–24 Oct
Cottage in Harpswell
4.94 out of 5 average rating, 31 reviewsOld fashion neighborhood near the water.
20–27 May
Quick stats about cottage rentals in Cumberland
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
$152 NZD before taxes and fees
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
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