Cottage vacation rentals in Gloucester
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Gloucester
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 Gloucester cottage rentals
Cottage rentals with free parking
Cottage in Winthrop
4.99 out of 5 average rating, 423 reviewsJ&K's BnB .... Private studio Airbnb with parking
Cottage in Arlington
4.94 out of 5 average rating, 133 reviewsHistoric 1880 Carriage House
Cottage in Milton
4.95 out of 5 average rating, 176 reviewsWalk to it all-shops, market, dinner, coffee shops
Cottage in Derry
4.89 out of 5 average rating, 175 reviewsLittle Red Lake House
Cottage in Kittery
4.94 out of 5 average rating, 128 reviewsBadgers Island Cottage
Cottage in Gloucester
5.0 out of 5 average rating, 11 reviewsShore Cottage
Cottage in Gloucester
4.94 out of 5 average rating, 68 reviewsRobyn's Cottage at Plum Cove
Cottage in Rockport
5.0 out of 5 average rating, 32 reviewsDowntown Cottage-DeckツParkingツOceanツBeachesツShopsツ
Pet-friendly cottage rentals
Cottage in Kittery
4.94 out of 5 average rating, 175 reviewsPorch, Grill, Walk to Portsmouth
Cottage in Hampton
4.87 out of 5 average rating, 126 reviewsPlum Place- Dog Friendly Cottage Steps from Beach
Cottage in Gloucester
4.87 out of 5 average rating, 30 reviewswaterview guest suite
Cottage in Rockport
4.94 out of 5 average rating, 68 reviewsIn-town 2 bedroom beach cottage with a pool
Cottage in Essex
5.0 out of 5 average rating, 26 reviews❤️ 🏖 Water view Beach Cottage -The Captain’s Lodge❤️
Cottage in Newbury
4.99 out of 5 average rating, 76 reviewsPlum Island Sunset Cottage
Cottage in Hampton
4.98 out of 5 average rating, 46 reviewsQuiet, Dog Friendly, & 8-Minute Walk to Beach!
Cottage in Windham
4.92 out of 5 average rating, 13 reviewsLakefront! Johnson Point Cottages-“Summer Breeze”
Private cottage rentals
Cottage in Rockport
4.95 out of 5 average rating, 21 reviewsDeluxe oceanfront home sleeps 4 open concept
Cottage in Marblehead
4.98 out of 5 average rating, 90 reviews4 Houses from Harbor | Old Town | Pool | Parking
Cottage in Rockport
5.0 out of 5 average rating, 18 reviewsNewly renovated! Blue Hydrangea Seaside cottage
Cottage in Rockport
4.9 out of 5 average rating, 91 reviewsLife of Reilly at Back Beach
Cottage in Gloucester
5.0 out of 5 average rating, 8 reviewsHarbor Lights: Seaside Cottage in East Gloucester
Cottage in Marblehead
5.0 out of 5 average rating, 23 reviewsMarblehead, Cottage on Whittier, new construction
Cottage in Marblehead
5.0 out of 5 average rating, 34 reviewsOld Town Cottage | Near Crocker Park | Parking
Cottage in Newbury
5.0 out of 5 average rating, 18 reviewsSandwalk, A cozy Plum Island beach cottage
Quick stats about cottage rentals in Gloucester
Total rentals
40 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
1.4K reviews
Nightly prices starting at
$100 before taxes and fees
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