Waterfront holiday rentals in Gloucester
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Top-rated waterfront accommodation in Gloucester
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Gloucester waterfront rentals
Waterfront apartment accommodation
Apartment in Rockport
4.87 out of 5 average rating, 163 reviews"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven
2–9 Sep
Apartment in Ipswich
4.86 out of 5 average rating, 229 reviewsComfortable house, close to beach and downton IPSW
20–27 Nov
Apartment in Arlington
4.98 out of 5 average rating, 174 reviewsLakeside apartment, patio, hot tub, outside shower
21–28 Nov
Apartment in Portsmouth
4.99 out of 5 average rating, 139 reviewsThe Tugboat - KingBed, Waterfront! Parking!
19–26 Jul
Apartment in Salem
4.99 out of 5 average rating, 264 reviewsHouse of Three Gables
5–12 Jan
Apartment in Salem
4.93 out of 5 average rating, 209 reviewsStay in the Heart of Salem hosted by Erin and Matt
19–26 Mar
Apartment in Portsmouth
4.97 out of 5 average rating, 113 reviewsSerene Waterfront Studio in Downtown Portsmouth
19–26 Feb
Apartment in Winthrop
4.95 out of 5 average rating, 193 reviewsOceanfront Pool. Close to Boston. Free Parking.
28 Oct – 4 Nov
Waterfront house rentals
Home in Rye
4.99 out of 5 average rating, 226 reviews*Beachfront* Vintage Coastal Cottage - Relaxation
26 Dec – 2 Jan
Home in Salem
4.95 out of 5 average rating, 123 reviewsQuaint Little New Hampshire Lake House Getaway!
24 Sep – 1 Oct
Home in Derry
4.91 out of 5 average rating, 386 reviewsLittle Lake House, the Bungalow
4–11 Sep
Home in Salisbury
4.86 out of 5 average rating, 161 reviewsSpacious 2 bedrooms waterfront free parking &Wi-fi
6–13 Sep
Home in Kittery
4.92 out of 5 average rating, 100 reviewsQuiet Home with heated inground pool, waterfront
5–12 Jun
Home in Portsmouth
4.87 out of 5 average rating, 168 reviewsCharming Riverfront Cottage in Portsmouth-SouthEnd
30 Oct – 6 Nov
Home in Kittery
4.94 out of 5 average rating, 114 reviewsGorgeous Waterfront Home with Dock and Beach
5–12 Dec
Home in Kittery
4.97 out of 5 average rating, 192 reviews#1 Home in Kittery Foreside - PVT Harbor View Deck
4–11 Jul
Waterfront condo accommodation
Condo in Hampton
4.97 out of 5 average rating, 165 reviewsPeaceful Seacoast Getaway with Ocean Views
20–27 Aug
Condo in Hampton
4.95 out of 5 average rating, 127 reviewsSunrise In Bed~Breathtaking Views~Couples Retreat
19–26 Sep
Condo in Hampton
4.95 out of 5 average rating, 105 reviewsOceanfront, private balcony, panoramic view Ocean
11–18 Apr
Condo in Kittery
4.96 out of 5 average rating, 155 reviewsWaterfront Condo with Sweeping Portsmouth Views -1
29 Nov – 6 Dec
Condo in Hampton
4.98 out of 5 average rating, 142 reviewsOceanfront Getaway
10–17 Dec
Condo in Winthrop
4.99 out of 5 average rating, 126 reviewsBeachfront Boston: Large, Cozy, Relaxed + Pets
13–20 Dec
Condo in Salem
4.98 out of 5 average rating, 124 reviewsThe River House Salem North Fields neighborhood
21–28 Aug
Condo in Gloucester
5.0 out of 5 average rating, 20 reviewsThe BLVD Gloucester Harbor&RiverViews
8–15 Jul
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
$117 NZD before taxes and fees
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