Waterfront vacation rentals in Gloucester
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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 Ipswich
4.87 out of 5 average rating, 230 reviewsComfortable house, close to beach and downton IPSW
Nov 25 – Dec 2
Apartment in Arlington
4.98 out of 5 average rating, 175 reviewsLakeside apartment, patio, hot tub, outside shower
Jan 24 – 31
Apartment in Portsmouth
4.99 out of 5 average rating, 139 reviewsThe Tugboat - KingBed, Waterfront! Parking!
Jul 23 – 30
Apartment in Salem
4.99 out of 5 average rating, 264 reviewsHouse of Three Gables
Nov 28 – Dec 5
Apartment in Portsmouth
4.97 out of 5 average rating, 113 reviewsSerene Waterfront Studio in Downtown Portsmouth
Feb 24 – Mar 3
Apartment in Salem
4.97 out of 5 average rating, 129 reviewsMariam’s On Becket
Apr 1 – 8
Apartment in Winthrop
4.95 out of 5 average rating, 194 reviewsOceanfront Pool. Close to Boston. Free Parking.
Apr 28 – May 5
Apartment in Salem
4.93 out of 5 average rating, 209 reviewsStay in the Heart of Salem hosted by Erin and Matt
Nov 11 – 18
Waterfront house rentals
Home in Rye
4.99 out of 5 average rating, 226 reviews*Beachfront* Vintage Coastal Cottage - Relaxation
Dec 26 – Jan 2
Home in Salem
4.95 out of 5 average rating, 123 reviewsQuaint Little New Hampshire Lake House Getaway!
Nov 27 – Dec 4
Home in Derry
4.91 out of 5 average rating, 386 reviewsLittle Lake House, the Bungalow
Apr 2 – 9
Home in Salisbury
4.86 out of 5 average rating, 161 reviewsSpacious 2 bedrooms waterfront free parking &Wi-fi
Sep 5 – 12
Home in Kittery
4.92 out of 5 average rating, 100 reviewsQuiet Home with heated inground pool, waterfront
Jun 5 – 12
Home in Portsmouth
4.87 out of 5 average rating, 168 reviewsCharming Riverfront Cottage in Portsmouth-SouthEnd
Mar 28 – Apr 4
Home in Kittery
4.97 out of 5 average rating, 193 reviews#1 Home in Kittery Foreside - PVT Harbor View Deck
Aug 28 – Sep 4
Home in Kittery
4.89 out of 5 average rating, 140 reviewsKittery Point Jewel
Dec 16 – 23
Waterfront condo rentals
Condo in Hampton
4.97 out of 5 average rating, 166 reviewsPeaceful Seacoast Getaway with Ocean Views
May 12 – 17
Condo in Hampton
4.95 out of 5 average rating, 127 reviewsSunrise In Bed~Breathtaking Views~Couples Retreat
Jun 17 – 24
Condo in Hampton
4.95 out of 5 average rating, 105 reviewsOceanfront, private balcony, panoramic view Ocean
Sep 22 – 29
Condo in Kittery
4.96 out of 5 average rating, 155 reviewsWaterfront Condo with Sweeping Portsmouth Views -1
Dec 30 – Jan 6
Condo in Hampton
4.98 out of 5 average rating, 142 reviewsOceanfront Getaway
Jan 18 – 25
Condo in Winthrop
4.99 out of 5 average rating, 127 reviewsBeachfront Boston: Large, Cozy, Relaxed + Pets
Nov 7 – 14
Condo in Salem
4.98 out of 5 average rating, 124 reviewsThe River House Salem North Fields neighborhood
Jun 11 – 18
Condo in Gloucester
5.0 out of 5 average rating, 20 reviewsThe BLVD Gloucester Harbor&RiverViews
Jul 19 – 26
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
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