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
Apartment in Rockport
4.91 out of 5 average rating, 117 reviewsOld Harbor
Jan 1 – 8
Apartment in Rockport
4.87 out of 5 average rating, 163 reviews"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven
Aug 9 – 16
Apartment in Arlington
4.98 out of 5 average rating, 174 reviewsLakeside apartment, patio, hot tub, outside shower
Nov 5 – 12
Apartment in Portsmouth
4.99 out of 5 average rating, 139 reviewsThe Tugboat - KingBed, Waterfront! Parking!
Jun 2 – 9
Apartment in Salem
4.99 out of 5 average rating, 263 reviewsHouse of Three Gables
Jan 11 – 18
Apartment in Winthrop
4.95 out of 5 average rating, 193 reviewsOceanfront Pool. Close to Boston. Free Parking.
Oct 2 – 9
Apartment in Portsmouth
4.97 out of 5 average rating, 113 reviewsSerene Waterfront Studio in Downtown Portsmouth
Nov 7 – 14
Apartment in Salem
4.93 out of 5 average rating, 209 reviewsStay in the Heart of Salem hosted by Erin and Matt
Apr 9 – 16
Waterfront house rentals
Home in Salisbury
4.86 out of 5 average rating, 160 reviewsSpacious 2 bedrooms waterfront free parking &Wi-fi
Apr 8 – 15
Home in Rye
4.99 out of 5 average rating, 222 reviews*Beachfront* Vintage Coastal Cottage - Relaxation
Mar 4 – 11
Home in Salem
4.95 out of 5 average rating, 123 reviewsQuaint Little New Hampshire Lake House Getaway!
Nov 9 – 16
Home in Derry
4.91 out of 5 average rating, 386 reviewsLittle Lake House, the Bungalow
Mar 15 – 22
Home in Portsmouth
4.87 out of 5 average rating, 167 reviewsCharming Riverfront Cottage in Portsmouth-SouthEnd
Nov 19 – 26
Home in Kittery
4.92 out of 5 average rating, 100 reviewsQuiet Home with heated inground pool, waterfront
Jun 5 – 12
Home in Kittery
4.97 out of 5 average rating, 192 reviews#1 Home in Kittery Foreside - PVT Harbor View Deck
Sep 23 – 30
Home in Kittery
4.94 out of 5 average rating, 114 reviewsGorgeous Waterfront Home with Dock and Beach
Nov 18 – 25
Waterfront condo rentals
Condo in Hampton
4.97 out of 5 average rating, 165 reviewsPeaceful Seacoast Getaway with Ocean Views
May 10 – 17
Condo in Hampton
4.95 out of 5 average rating, 126 reviewsSunrise In Bed~Breathtaking Views~Couples Retreat
Nov 13 – 20
Condo in Hampton
4.95 out of 5 average rating, 105 reviewsOceanfront, private balcony, panoramic view Ocean
Apr 10 – 17
Condo in Kittery
4.96 out of 5 average rating, 155 reviewsWaterfront Condo with Sweeping Portsmouth Views -1
Dec 5 – 12
Condo in Hampton
4.98 out of 5 average rating, 142 reviewsOceanfront Getaway
Jan 29 – Feb 5
Condo in Winthrop
4.99 out of 5 average rating, 126 reviewsBeachfront Boston: Large, Cozy, Relaxed + Pets
Dec 13 – 20
Condo in Salem
4.98 out of 5 average rating, 123 reviewsThe River House Salem North Fields neighborhood
Aug 21 – 28
Condo in Gloucester
5.0 out of 5 average rating, 20 reviewsThe BLVD Gloucester Harbor&RiverViews
Sep 25 – Oct 2
Quick stats about waterfront rentals in Gloucester
Total rentals
150 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
6K reviews
Nightly prices starting at
R1,316 ZAR 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 City Vacation rentals
- Québec Vacation rentals
- Waterfront rentals United States
- Waterfront rentals Boston
- Waterfront rentals Cape Cod
- Waterfront rentals New Hampshire
- Waterfront rentals Massachusetts
- Kid-friendly rentals Gloucester
- Rentals with beach access Gloucester
- Beachfront rentals Gloucester
- Rentals with a washer and dryer Gloucester
- House rentals Gloucester
- Rentals with breakfast Gloucester
- Beach house rentals Gloucester
- Apartment rentals Gloucester
- Private suite rentals Gloucester
- Condo rentals Gloucester
- Rentals with a fire pit Gloucester
- Rentals with a fireplace Gloucester
- Cottage rentals Gloucester
- Family-friendly rentals Gloucester
- Rentals with outdoor seating Gloucester
- Rentals with an EV charger Gloucester
- Pet-friendly rentals Gloucester
- Monthly Rentals Gloucester
- Rentals with a patio 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