Cottage vacation rentals in Gloucester
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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 Kittery
4.96 out of 5 average rating, 274 reviewsCharming Coastal Maine Cottage
Oct 21 – 28
Cottage in Hampton
4.95 out of 5 average rating, 221 reviews2 Bedroom Beach Bungalow, Steps from the Beach!
Jun 18 – 25
Cottage in Salem
4.97 out of 5 average rating, 140 reviewsAuthentic 1739 Two Bdrm House in Salem
Oct 19 – 24
Cottage in Milton
4.95 out of 5 average rating, 172 reviewsWalk to it all-shops, market, dinner, coffee shops
Jan 30 – Feb 6
Cottage in Arlington
4.94 out of 5 average rating, 130 reviewsHistoric 1870 Carriage House
Sep 24 – Oct 1
Cottage in Kittery
4.94 out of 5 average rating, 128 reviewsBadgers Island Cottage
Feb 27 – Mar 6
Cottage in Gloucester
5.0 out of 5 average rating, 11 reviewsShore Cottage
Oct 29 – Nov 5
Cottage in Rockport
5.0 out of 5 average rating, 29 reviewsDowntown Cottage-DeckツParkingツOceanツBeachesツShopsツ
Apr 9 – 16
Cottage rentals with a hot tub
Cottage in York
4.98 out of 5 average rating, 146 reviewsAdorable cottage by Shorts Sands Beach
Oct 21 – 28
Cottage in Westford
4.9 out of 5 average rating, 29 reviewsBeach & pond cottage ! Westford MA and Boston!
Oct 5 – 12
Cottage in Newbury
4.67 out of 5 average rating, 3 reviewsOcean Front house on Plum Island
Apr 6 – 13
Cottage in Westford
Just Chill'Inn Cottage
Jan 13 – 20
Cottage in Westford
Inviting Summer Village Cottage: Golf Cart & More!
Oct 5 – 12
Pet-friendly cottage rentals
Cottage in Kittery
4.94 out of 5 average rating, 170 reviewsPorch, Grill, Walk to Portsmouth
Oct 26 – Nov 2
Cottage in Hampton
4.87 out of 5 average rating, 126 reviewsPlum Place- Dog Friendly Cottage Steps from Beach
Aug 24 – 31
Cottage in Gloucester
4.86 out of 5 average rating, 29 reviewswaterview guest suite
Apr 28 – May 5
Cottage in Rockport
4.94 out of 5 average rating, 68 reviewsIn-town 2 bedroom beach cottage with a pool
Apr 6 – 13
Cottage in Rockport
4.8 out of 5 average rating, 99 reviewsRetreat in the Trees close to beaches
Apr 12 – 19
Cottage in Newbury
5.0 out of 5 average rating, 74 reviewsPlum Island Sunset Cottage
Sep 16 – 23
Cottage in Essex
5.0 out of 5 average rating, 25 reviews❤️ 🏖 Water view Beach Cottage -The Captain’s Lodge❤️
Aug 15 – 22
Cottage in Hampton
4.89 out of 5 average rating, 38 reviewsHampton Beach Cottage - River/Beach 2 Block Walk
Mar 29 – Apr 5
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
ﺩ.ﺇ367 before taxes and fees
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