House holiday rentals in Long Island Sound
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Top-rated house rentals in Long Island Sound
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Long Island Sound
House rentals with a pool
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
9–16 Dec
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
13–20 Apr
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
11–18 Oct
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
14–21 Jan
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
22–29 Jan
Home in Sag Harbor
4.89 out of 5 average rating, 166 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
7–14 Sept
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
19–26 Oct
Home in East Hampton
4.93 out of 5 average rating, 140 reviews1800 Historical East Hampton Home, 1 Mile to Town!
7–14 Dec
Weekly house rentals
Home in Ronkonkoma
4.86 out of 5 average rating, 147 reviewsConvenient home in Ronkonkoma
7–14 Jun
Home in Long Island
4.98 out of 5 average rating, 131 reviewsEco-friendly Apartment. in Cozy home pvt entrance.
12–19 Oct
Home in Lyme
4.97 out of 5 average rating, 189 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
9–16 May
Home in Ronkonkoma
4.9 out of 5 average rating, 31 reviewsThe Ronkonkoma Bungalow
9–16 Dec
Home in Haddam
5.0 out of 5 average rating, 78 reviewsCozy Comforts!
20–27 Aug
Home in Milford
5.0 out of 5 average rating, 14 reviewsLuxe Beach House | 3 Bd-King | 4TV | Chef Kitchen
8–15 Sept
Home in Stony Brook
5.0 out of 5 average rating, 24 reviewsCozy & Private Village Retreat - Entire Home
11–18 Nov
Home in Milford
5.0 out of 5 average rating, 46 reviewsDirect Oceanfront Home
31 Mar – 7 Apr
Private house rentals
Home in Southbury
5.0 out of 5 average rating, 57 reviewsThe Cottage at Cedar Spring Farm
29 Aug – 5 Sept
Home in Guilford
4.95 out of 5 average rating, 19 reviewsTiny home one block from the town green.
23–30 Oct
Home in East Haven
4.98 out of 5 average rating, 66 reviewsExtra large, 2nd Floor Apartment with Sound views!
25 May – 1 Jun
Home in Commack
5.0 out of 5 average rating, 99 reviewsGOOD VIBEZ HOUSE! Angel Wing Mural~HotTub~Pool!
9–16 May
Home in Milford
5.0 out of 5 average rating, 44 reviewsWalk to beach & shops. Luxe, designer renovation.
24–31 Mar
Home in Ridge
4.9 out of 5 average rating, 41 reviewsLilac Stays
13–20 Sept
Home in Stratford
5.0 out of 5 average rating, 10 reviewsLordship Beach House - Pool & Beach (seasonal)
6–13 Nov
Home in Port Jefferson
4.92 out of 5 average rating, 50 reviewsHarborfront Star
19–26 Apr
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