Waterfront vacation rentals in Gloucester
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Gloucester
Guests agree: these waterfront rentals 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 waterfront rentals
Waterfront apartment rentals
Rental unit in Winthrop
4.92 out of 5 average rating, 106 reviewsNewly Renovated Ocean View 2 Bdrm Apt
Rental unit in Winthrop
4.96 out of 5 average rating, 201 reviewsOceanfront Pool. Close to Boston. Free Parking.
Rental unit in Rockport
4.96 out of 5 average rating, 267 reviewsHarbor Retreat | Ocean View | Heart of Downtown
Rental unit in Portsmouth
4.97 out of 5 average rating, 116 reviewsSerene Waterfront Studio in Downtown Portsmouth
Rental unit in Rockport
4.87 out of 5 average rating, 166 reviews"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven
Rental unit in Rockport
4.94 out of 5 average rating, 155 reviewsMary's By The Sea
Rental unit in East Boston
4.86 out of 5 average rating, 187 reviewsUrban oasis | convenient & clean
Rental unit in Hampton Beach
4.99 out of 5 average rating, 157 reviewsOcean front Luxury apartment Steps to the sand
Waterfront house rentals
Home in Newton
4.83 out of 5 average rating, 523 reviewsWATERFRONT-15 min to BOS/3BdRm/2BA
Home in Salem
4.95 out of 5 average rating, 129 reviewsQuaint Little New Hampshire Lake House Getaway!
Home in Kittery Point
4.89 out of 5 average rating, 142 reviewsKittery Point Jewel
Home in Annisquam
4.96 out of 5 average rating, 123 reviewsJune dates discounted!Overlooking Lobster Cove
Home in Kittery
4.97 out of 5 average rating, 198 reviews#1 Home in Kittery Foreside - PVT Harbor View Deck
Home in Salisbury
4.86 out of 5 average rating, 170 reviewsSpacious 2 bedrooms waterfront free parking &Wi-fi
Home in Derry
4.92 out of 5 average rating, 397 reviewsLittle Lake House, the Bungalow
Home in York
4.98 out of 5 average rating, 234 reviewsPirate's Hideaway On the Nubble!
Waterfront condo rentals
Condo in Hampton Beach
4.97 out of 5 average rating, 181 reviewsBeach Getaway with Amazing Ocean Views
Condo in Hampton Beach
4.95 out of 5 average rating, 108 reviewsOceanfront, private balcony, panoramic view Ocean
Condo in Hampton Beach
4.98 out of 5 average rating, 145 reviewsOceanfront Getaway
Condo in Hampton Beach
4.96 out of 5 average rating, 135 reviewsSunrise In Bed~Couples Retreat
Condo in Salem
4.98 out of 5 average rating, 133 reviewsThe River House Salem North Fields neighborhood
Condo in Hampton Beach
4.95 out of 5 average rating, 43 reviewsOcean front penthouse-‘Sunkissed’ 1 bedroom
Condo in Hampton Beach
4.95 out of 5 average rating, 43 reviewsPlum Pad: Luxury Condo Overlooking the Ocean
Condo in Rockport
4.95 out of 5 average rating, 55 reviewsSun-drenched getaway in Rockport Harbor
Quick stats about waterfront rentals in Gloucester
Total rentals
150 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
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 City Vacation rentals
- Québec Vacation rentals
- Waterfront rentals United States
- Waterfront rentals Boston
- Waterfront rentals Cape Cod
- Waterfront rentals New Hampshire
- Waterfront rentals Massachusetts
- Monthly Rentals Gloucester
- Rentals with outdoor seating Gloucester
- Pet-friendly rentals Gloucester
- Apartment rentals Gloucester
- Beachfront rentals Gloucester
- Condo rentals Gloucester
- Rentals with beach access Gloucester
- Private suite rentals Gloucester
- Beach house rentals Gloucester
- Rentals with a fireplace Gloucester
- Family-friendly rentals Gloucester
- Rentals with a fire pit Gloucester
- Kid-friendly rentals Gloucester
- Rentals with breakfast Gloucester
- Rentals with a washer and dryer Gloucester
- Rentals with an EV charger Gloucester
- Rentals with a patio Gloucester
- House rentals Gloucester
- Waterfront rentals Essex County
- 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