Cottage vacation 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.
Vacation 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, 118 reviewsCottage with Whirlpool tub - Ross
Dec 3 – 10
Cottage in York
4.98 out of 5 average rating, 146 reviewsAdorable cottage by Shorts Sands Beach
Oct 20 – 27
Cottage in Wells
4.93 out of 5 average rating, 135 reviewsCozy Cottage with Ocean Views, Wells Maine
Dec 27 – Jan 3
Cottage in Wells
4.98 out of 5 average rating, 47 reviewsFreshly Renovated, Family-Friendly Coastal Cottage
Sep 17 – 24
Cottage in Wells
4.97 out of 5 average rating, 38 reviews2 BR house, close to Ogunquit, w/ AC + golf cart!
Oct 1 – 8
Cottage in Wells
4.97 out of 5 average rating, 39 reviewsSuper cute one bedroom with hot tub and pool.
Nov 18 – 25
Cottage in Wells
5.0 out of 5 average rating, 32 reviewsCozy Resort Cottage in Exclusive Summer Village
May 31 – Jun 7
Cottage in Wells
5.0 out of 5 average rating, 10 reviews"Paradise Found" Minutes from Ogunquit
Jan 11 – 18
Pet-friendly cottage rentals
Cottage in Old Orchard Beach
4.98 out of 5 average rating, 174 reviews#3 Couples Cottage Minutes from the Beach
Nov 2 – 9
Cottage in Wiscasset
4.87 out of 5 average rating, 211 reviewsWaterscape Cottage - private waterfront
Nov 4 – 11
Cottage in Gray
4.9 out of 5 average rating, 190 reviewsSunset Haven - Little Sebago Lake
Jan 24 – 31
Cottage in Parsonsfield
4.9 out of 5 average rating, 120 reviewsRiverpine Retreat - clean&bright waterfront home
Jun 8 – 15
Cottage in Brownfield
4.86 out of 5 average rating, 127 reviewsTompeca Cottage - Pet Friendly
Apr 10 – 17
Cottage in Bristol
4.87 out of 5 average rating, 141 reviewsPeriwinkle Cottage on Pemaquid Harbor
Oct 20 – 27
Cottage in Woolwich
4.91 out of 5 average rating, 154 reviewsPet Friendly Audubon Bring Your Fishing Gear!
Aug 5 – 12
Cottage in Phippsburg
4.85 out of 5 average rating, 158 reviewsPopham - Tidewater Beach House!
Apr 12 – 19
Private cottage rentals
Cottage in Portland
4.93 out of 5 average rating, 289 reviewsCozy Urban Cottage on Munjoy Hill
Jan 14 – 21
Cottage in Portland
4.94 out of 5 average rating, 110 reviewsPeaks Island Waterfront
Jan 29 – Feb 5
Cottage in Raymond
4.92 out of 5 average rating, 99 reviewsCozy Waterfront Cabin in Raymond
Sep 18 – 25
Cottage in Sabattus
4.96 out of 5 average rating, 103 reviewsMaine lakehouse- close to Portland, 2.5 hr. Boston
Sep 16 – 23
Cottage in Portland
4.84 out of 5 average rating, 126 reviewsArtist's Retreat
Mar 9 – 16
Cottage in Yarmouth
4.92 out of 5 average rating, 64 reviewsBuoys on Bates | Private + Stylish Maine Cottage
Oct 1 – 8
Cottage in Yarmouth
4.95 out of 5 average rating, 22 reviewsDemure coastal cottage steps to private beach.
Apr 28 – May 5
Cottage in Harpswell
4.98 out of 5 average rating, 82 reviewsSea View Bungalow
Jan 14 – 21
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
$90 before taxes and fees
Destinations to explore
- Portland Vacation rentals
- Salem Vacation rentals
- Chebacco Lake Vacation rentals
- Old Orchard Beach Vacation rentals
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- Cottage rentals Cumberland County
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