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 Ipswich
4.85 out of 5 average rating, 238 reviewsComfortable house, close to beach and downton IPSW
Rental unit in Rockport
4.91 out of 5 average rating, 119 reviewsOld Harbor
Rental unit in Arlington
4.98 out of 5 average rating, 177 reviewsLakeside apartment, patio, hot tub, outside shower
Rental unit in Salem
4.97 out of 5 average rating, 133 reviewsMariam’s On Becket
Rental unit in Winthrop
4.95 out of 5 average rating, 199 reviewsOceanfront Pool. Close to Boston. Free Parking.
Rental unit in Salem
4.99 out of 5 average rating, 269 reviewsHouse of Three Gables
Rental unit in Salem
4.93 out of 5 average rating, 213 reviewsStay in the Heart of Salem hosted by Erin and Matt
Rental unit in Beverly
4.88 out of 5 average rating, 132 reviewsBeachfront, 10 min Walk Pubs, Shops & Boston Train
Waterfront house rentals
Home in Rye
4.99 out of 5 average rating, 232 reviews*Beachfront* Vintage Coastal Cottage - Relaxation
Home in Salisbury
4.86 out of 5 average rating, 167 reviewsSpacious 2 bedrooms waterfront free parking &Wi-fi
Home in Derry
4.92 out of 5 average rating, 396 reviewsLittle Lake House, the Bungalow
Home in Salem
4.95 out of 5 average rating, 126 reviewsQuaint Little New Hampshire Lake House Getaway!
Home in Gloucester
4.93 out of 5 average rating, 61 reviewsSeaside Home|Sleeps 7|Plum Cove Beach+Rockport!
Home in Gloucester
5 out of 5 average rating, 20 reviewsBeach House The house on the boulevard
Home in Gloucester
4.95 out of 5 average rating, 55 reviewsNewly Renovated Ocean Escape
Home in Gloucester
4.98 out of 5 average rating, 42 reviewsSwim in Summer, Ski in Winter—Waterfront Sunsets!
Waterfront condo rentals
Condo in Hampton Beach
4.97 out of 5 average rating, 177 reviewsBeach Getaway with Amazing Ocean Views
Condo in Hampton Beach
4.95 out of 5 average rating, 131 reviewsSunrise In Bed~Breathtaking Views~Couples Retreat
Condo in Hampton Beach
4.98 out of 5 average rating, 144 reviewsOceanfront Getaway
Condo in Hampton Beach
4.95 out of 5 average rating, 107 reviewsOceanfront, private balcony, panoramic view Ocean
Condo in Winthrop
4.99 out of 5 average rating, 131 reviewsBeachfront Gathering Place: Boston/Ocean Homebase
Condo in Salem
4.98 out of 5 average rating, 130 reviewsThe River House Salem North Fields neighborhood
Condo in Gloucester
5 out of 5 average rating, 22 reviewsThe BLVD Gloucester Harbor&RiverViews
Condo in Rockport
4.91 out of 5 average rating, 85 reviewsThe Nest - The Heart of Bearskin Neck
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
$70 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
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec Vacation rentals
- Québec City Vacation rentals
- Waterfront rentals United States
- Waterfront rentals Boston
- Waterfront rentals Cape Cod
- Waterfront rentals New Hampshire
- Waterfront rentals Massachusetts
- Apartment rentals Gloucester
- Rentals with outdoor seating Gloucester
- Rentals with a fireplace Gloucester
- Condo rentals Gloucester
- Kid-friendly rentals Gloucester
- Rentals with breakfast Gloucester
- Monthly Rentals Gloucester
- Beach house rentals Gloucester
- Private suite rentals Gloucester
- Beachfront rentals Gloucester
- Rentals with beach access Gloucester
- Pet-friendly rentals Gloucester
- Rentals with a washer and dryer Gloucester
- Rentals with an EV charger Gloucester
- Rentals with a patio Gloucester
- Family-friendly rentals Gloucester
- House rentals Gloucester
- Rentals with a fire pit Gloucester
- Waterfront rentals Essex County
- 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