Waterfront holiday rentals in Massachusetts
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Top-rated waterfront rentals in Massachusetts
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for waterfront rentals in Massachusetts
Waterfront apartment rentals
Flat in Rockport
4.96 out of 5 average rating, 257 reviewsHarbor Retreat | Ocean View | Heart of Downtown
17–24 Feb
Flat in Northampton
4.92 out of 5 average rating, 540 reviewsSunny Peaceful Home
27 May – 1 Jun
Flat in Arlington
4.98 out of 5 average rating, 174 reviewsLakeside apartment, patio, hot tub, outside shower
5–12 Nov
Flat in Rockport
4.94 out of 5 average rating, 148 reviewsMary's By The Sea
24 Feb – 3 Mar
Flat in East Orleans
4.94 out of 5 average rating, 258 reviewsCozy Waterfront Apartment, Private Beach Access
8–15 Feb
Flat in Winthrop
4.95 out of 5 average rating, 193 reviewsOceanfront Pool. Close to Boston. Free Parking.
27 Jul – 3 Aug
Flat in Rockport
4.87 out of 5 average rating, 163 reviews"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven
18–25 Nov
Flat in Plymouth
4.82 out of 5 average rating, 326 reviewsThe Harbor House - In The Center of Downtown
31 Jan – 7 Feb
Waterfront house rentals
Home in Sturbridge
4.94 out of 5 average rating, 211 reviewsLake Front Home Sleeps 6-8 on a private Peninsula!
9–16 Nov
Home in Winchendon
4.8 out of 5 average rating, 144 reviewsWaterfront home 2 bedrooms withdeck beach and dock
14–21 Sept
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 312 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
18–25 Nov
Home in Sandwich
5.0 out of 5 average rating, 112 reviews*Oceanfront Beach Home*
2–9 Nov
Home in Plymouth
4.94 out of 5 average rating, 109 reviewsPanoramic ocean views 100 ft above Cape Cod Bay
27 Oct – 3 Nov
Home in Sandwich
5.0 out of 5 average rating, 154 reviewsQuintessential Waterfront Historic Cottage
6–13 May
Home in Sturbridge
4.96 out of 5 average rating, 115 reviewsLAKE Retreat! Lakefront Home with Amazing Views!
7–14 Oct
Home in Leicester
4.94 out of 5 average rating, 109 reviewsCozy Lake House
10–17 Nov
Waterfront apartment rentals
Apartment in Plymouth
4.77 out of 5 average rating, 146 reviewsClear Pond Pet Friendly Inn
28 Feb – 7 Mar
Apartment in Rockport
4.99 out of 5 average rating, 144 reviewsBearskin Neck Rockport ★ Amazing Views ★ Parking
17–24 Dec
Apartment in Rockport
4.99 out of 5 average rating, 186 reviews6 Tuna Wharf - Harbor right outside kitchen door!
24 Jun – 1 Jul
Apartment in Winthrop
4.99 out of 5 average rating, 126 reviewsBeachfront Boston: Large, Cozy, Relaxed + Pets
13–20 Dec
Apartment in Provincetown
4.95 out of 5 average rating, 160 reviewsBayshore 9 Waterfront Renovated Condo with Parking
26 Feb – 5 Mar
Apartment in Provincetown
4.93 out of 5 average rating, 108 reviewsWestend Waterfront Luxury Condo-Provincetown
20–27 Mar
Apartment in Provincetown
4.97 out of 5 average rating, 189 reviewsP-Town Beach Beauty on the Bay. Water View!
2–9 Dec
Apartment in Provincetown
5.0 out of 5 average rating, 104 reviews#PtownDreams Beachfront PH | water views | parking
13–20 Nov
Destinations to explore
- Waterfront rentals United States
- Waterfront rentals Boston
- Rentals with lake access Massachusetts
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