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 Windham
4.9 out of 5 average rating, 141 reviewsLittle House on the Pond
Cottage in Kittery
4.96 out of 5 average rating, 276 reviewsCharming Coastal Maine Cottage
Cottage in Hampton
4.96 out of 5 average rating, 226 reviews2 Bedroom Beach Bungalow, Steps from the Beach!
Cottage in Winthrop
4.99 out of 5 average rating, 423 reviewsJ&K's BnB .... Private studio Airbnb with parking
Cottage in Milton
4.95 out of 5 average rating, 174 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 Gloucester
5.0 out of 5 average rating, 11 reviewsShore Cottage
Cottage in Rockport
5.0 out of 5 average rating, 32 reviewsDowntown Cottage-DeckツParkingツOceanツBeachesツShopsツ
Cottage rentals with a hot tub
Cottage in York
4.98 out of 5 average rating, 151 reviewsAdorable cottage by Shorts Sands Beach
Cottage in Westford
4.9 out of 5 average rating, 31 reviewsBeach & pond cottage ! Westford MA and Boston!
Cottage in Newbury
4.67 out of 5 average rating, 3 reviewsOcean Front house on Plum Island
Cottage in Westford
Just Chill'Inn Cottage
Cottage in Westford
Inviting Summer Village Cottage: Golf Cart & More!
Pet-friendly cottage rentals
Cottage in Stow
4.97 out of 5 average rating, 116 reviewsWhite Pine Cottage
Cottage in Kittery
4.94 out of 5 average rating, 174 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
4.86 out of 5 average rating, 29 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
5.0 out of 5 average rating, 75 reviewsPlum Island Sunset Cottage
Cottage in York
4.88 out of 5 average rating, 16 reviewsOcean View Cottage on Cape Neddick Beach
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
Destinations to explore
- Cape Cod Vacation rentals
- Martha's Vineyard Vacation rentals
- Cambridge Vacation rentals
- Portland Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec Vacation rentals
- Québec City Vacation rentals
- Cottage rentals Cape Cod
- Cottage rentals New Hampshire
- Cottage rentals Massachusetts
- Rentals with a fire pit Gloucester
- Private suite rentals Gloucester
- Rentals with a fireplace Gloucester
- Kid-friendly rentals Gloucester
- Beachfront rentals Gloucester
- Rentals with breakfast Gloucester
- Monthly Rentals Gloucester
- Rentals with an EV charger Gloucester
- Condo rentals Gloucester
- House rentals Gloucester
- Family-friendly rentals Gloucester
- Rentals with a patio Gloucester
- Apartment rentals Gloucester
- Waterfront rentals Gloucester
- Rentals with outdoor seating Gloucester
- Pet-friendly rentals Gloucester
- Rentals with a washer and dryer Gloucester
- Rentals with beach access Gloucester
- Beach house rentals Gloucester
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes