Waterfront holiday 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.
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Popular amenities for waterfront rentals in Gloucester
Waterfront apartment rentals
Flat in Rockport
4.91 out of 5 average rating, 117 reviewsOld Harbor
1–8 Jan
Flat in Rockport
4.87 out of 5 average rating, 163 reviews"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven
9–16 Aug
Flat in Arlington
4.98 out of 5 average rating, 174 reviewsLakeside apartment, patio, hot tub, outside shower
5–12 Nov
Flat in Portsmouth
4.99 out of 5 average rating, 139 reviewsThe Tugboat - KingBed, Waterfront! Parking!
2–9 Jun
Flat in Salem
4.99 out of 5 average rating, 263 reviewsHouse of Three Gables
11–18 Jan
Flat in Winthrop
4.95 out of 5 average rating, 193 reviewsOceanfront Pool. Close to Boston. Free Parking.
2–9 Oct
Flat in Portsmouth
4.97 out of 5 average rating, 113 reviewsSerene Waterfront Studio in Downtown Portsmouth
7–14 Nov
Flat in Salem
4.93 out of 5 average rating, 209 reviewsStay in the Heart of Salem hosted by Erin and Matt
9–16 Apr
Waterfront house rentals
Home in Salisbury
4.86 out of 5 average rating, 160 reviewsSpacious 2 bedrooms waterfront free parking &Wi-fi
8–15 Apr
Home in Rye
4.99 out of 5 average rating, 222 reviews*Beachfront* Vintage Coastal Cottage - Relaxation
4–11 Mar
Home in Salem
4.95 out of 5 average rating, 123 reviewsQuaint Little New Hampshire Lake House Getaway!
9–16 Nov
Home in Derry
4.91 out of 5 average rating, 386 reviewsLittle Lake House, the Bungalow
15–22 Mar
Home in Portsmouth
4.87 out of 5 average rating, 167 reviewsCharming Riverfront Cottage in Portsmouth-SouthEnd
19–26 Nov
Home in Kittery
4.92 out of 5 average rating, 100 reviewsQuiet Home with heated inground pool, waterfront
5–12 Jun
Home in Kittery
4.97 out of 5 average rating, 192 reviews#1 Home in Kittery Foreside - PVT Harbor View Deck
23–30 Sept
Home in Kittery
4.94 out of 5 average rating, 114 reviewsGorgeous Waterfront Home with Dock and Beach
18–25 Nov
Waterfront apartment rentals
Apartment in Hampton
4.97 out of 5 average rating, 165 reviewsPeaceful Seacoast Getaway with Ocean Views
10–17 May
Apartment in Hampton
4.95 out of 5 average rating, 126 reviewsSunrise In Bed~Breathtaking Views~Couples Retreat
13–20 Nov
Apartment in Hampton
4.95 out of 5 average rating, 105 reviewsOceanfront, private balcony, panoramic view Ocean
10–17 Apr
Apartment in Kittery
4.96 out of 5 average rating, 155 reviewsWaterfront Condo with Sweeping Portsmouth Views -1
5–12 Dec
Apartment in Hampton
4.98 out of 5 average rating, 142 reviewsOceanfront Getaway
29 Jan – 5 Feb
Apartment in Winthrop
4.99 out of 5 average rating, 126 reviewsBeachfront Boston: Large, Cozy, Relaxed + Pets
13–20 Dec
Apartment in Salem
4.98 out of 5 average rating, 123 reviewsThe River House Salem North Fields neighborhood
21–28 Aug
Apartment in Gloucester
5.0 out of 5 average rating, 20 reviewsThe BLVD Gloucester Harbor&RiverViews
25 Sept – 2 Oct
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
£56 before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
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