
Holiday rentals in Gloucester
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Top-rated holiday rentals in Gloucester
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Holiday rentals for every style
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Popular amenities for Gloucester holiday rentals
Other great holiday rentals in Gloucester
Top guest favourite

Guest house in Annisquam
4.94 out of 5 average rating, 82 reviewsCharming Guesthouse with Access to Private Beach
Top guest favourite

Cabin in Rockport
4.97 out of 5 average rating, 465 reviewsThe Solar Powered Dogtown Cabin at Applecart Farm
Top guest favourite

Flat in Gloucester
4.98 out of 5 average rating, 92 reviewsOcean Breeze / 8 min walk to Beach
Top guest favourite

Loft in Gloucester
4.91 out of 5 average rating, 219 reviewsRocky Neck Studio/Loft, Gloucester, Mass.
Top guest favourite

Apartment in Rockport
4.97 out of 5 average rating, 101 reviewsRockport Downtown Sleeps 5 Take The Train To Salem
Guest favourite

Apartment in Gloucester
4.95 out of 5 average rating, 129 reviewsLuxurious beach house w/ harbor views & near beach
Guest favourite

Loft in Gloucester
4.97 out of 5 average rating, 190 reviewsDowntown, Shops, Beach, Deck, Close to Salem
Top guest favourite

Guest suite in Gloucester
4.98 out of 5 average rating, 155 reviewsThe Carriage House near Plum Cove Beach
Quick stats about holiday rentals in Gloucester
Total rentals
610 properties
Total number of reviews
27K reviews
Family-friendly rentals
390 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
280 properties have a dedicated workspace
Destinations to explore
- Plainview Holiday rentals
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- South Jersey Holiday rentals
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- House rentals Gloucester
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- Rentals with a washing machine and dryer Gloucester
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Fenway Park
- Boston Common
- TD Garden
- Revere Beach
- Harvard University
- Lynn Beach
- Long Sands Beach
- York Harbor Beach
- Duxbury Beach
- New England Aquarium
- Good Harbor Beach
- Canobie Lake Park
- Crane Beach
- Freedom Trail
- Faneuil Hall Marketplace
- MIT Museum
- Jenness State Beach
- North Hampton Beach
- Quincy Market
- Museum of Fine Arts, Boston
- Sawyers Beach