Villa holiday rentals in Long Island Sound
Find and book unique villas on Airbnb
Top-rated villa rentals in Long Island Sound
Guests agree: These villas 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 Long Island Sound villa rentals
Private villa rentals
Villa in Newburgh
5.0 out of 5 average rating, 42 reviewsUltra Modern Private Oasis with River Views
2 – 9 Jan
Villa in Colchester
4.89 out of 5 average rating, 73 reviewsCozy villa with whirlpool, fireplace and garden.
5 – 12 Sept
Villa in Wallkill
4.93 out of 5 average rating, 56 reviewsModern Scandinavian Designer Villa on 6 acres
5 – 12 Jan
Villa in Monroe
4.84 out of 5 average rating, 91 reviewsbeautiful villa close to wdbury, legoland & wst pt
6 – 13 Nov
Villa in Brooklyn
5.0 out of 5 average rating, 12 reviewsGorgeous Victorian Home! entire suite ground floor
1 – 8 June
Villa in Bridgeport
5.0 out of 5 average rating, 4 reviewsIndulge in Prime Luxury 3BR 3-7 Guest
26 Dec – 2 Jan
Villa in Rocky Point
4.5 out of 5 average rating, 40 reviewsBeautiful Home near Long Island Sound
27 Feb – 6 Mar
Villa in Norwalk
4.78 out of 5 average rating, 9 reviewsCottage in Silvermine: Norwalk New Canaan Wilton
14 – 21 Oct
Luxury villa rentals
Villa in New London
4.92 out of 5 average rating, 38 reviewsSpacious Oceanview Villa (Sleeps 22)
2 – 9 Feb
Villa in Monroe
4.83 out of 5 average rating, 77 reviews4-Acre Hudson Valley Estate with Pool, Sauna, Yard - Sleeps 16!
31 Mar – 7 Apr
Villa in New Paltz
4.88 out of 5 average rating, 16 reviewsBeautiful 5BR Hudson Valley Villa
3 – 10 Mar
Villa in Putnam Valley
5.0 out of 5 average rating, 11 reviewsBird Haven Farmhouse: Luxury Villa Living w/ Pool.
20 – 27 June
Villa in Bethlehem
4.96 out of 5 average rating, 24 reviewsone red barn.
31 Mar – 7 Apr
Villa in Southampton
4.94 out of 5 average rating, 16 reviewsChic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach
14 – 21 Jan
Villa in Waterford
5.0 out of 5 average rating, 7 reviewsSpacious Waterfront Getaway
1 – 8 Oct
Villa in Quogue
4.86 out of 5 average rating, 14 reviewsCheerful 5-bedroom Hamptons home
31 Dec – 7 Jan
Villa rentals with a pool
Villa in Hampton Bays
5.0 out of 5 average rating, 11 reviewsPicturesque 5-bedroom Hamptons villa with pool
14 – 21 Jan
Villa in Hopewell Junction
4.96 out of 5 average rating, 26 reviewsHudson Valley Haven in Hopewell
4 – 11 Nov
Villa in Norwich
4.89 out of 5 average rating, 47 reviewsCozy Norwich Villa on Golf Course Near Spa!
26 Oct – 2 Nov
Villa in Garrison
4.95 out of 5 average rating, 98 reviewsSerene and Peaceful - Surrounded by Nature
6 – 13 Feb
Villa in Sharon
4.83 out of 5 average rating, 6 reviewsBeautiful Colonial Getaway with Private Pool
17 – 24 Sept
Villa in Norwich
4.6 out of 5 average rating, 15 reviewsNorwich Villa 423
7 – 14 June
Villa in Southampton
4.75 out of 5 average rating, 4 reviewsPrivate & Tranquil 1.03 Acre House
11 – 18 July
Villa in Southampton
Villa South
29 May – 5 June
Destinations to explore
- Villa rentals New York
- Villa rentals United States
- Villa rentals Manhattan
- Hotel rentals Long Island Sound
- Luxury rentals Long Island Sound
- Kid-friendly rentals Long Island Sound
- Bungalow rentals Long Island Sound
- Rentals with a fire pit Long Island Sound
- Beachfront rentals Long Island Sound
- Rentals with outdoor seating Long Island Sound
- Rentals with a home theatre Long Island Sound
- Rentals with beach access Long Island Sound
- Rentals with an accessible height toilet Long Island Sound
- Boutique hotel rentals Long Island Sound
- Cottage rentals Long Island Sound
- Wheelchair accessible rentals Long Island Sound
- Pet-friendly rentals Long Island Sound
- Monthly Rentals Long Island Sound
- Bed and breakfasts Long Island Sound
- Family-friendly rentals Long Island Sound
- Fitness-friendly rentals Long Island Sound
- Rentals with a hot tub Long Island Sound
- Guesthouse rentals Long Island Sound
- Farmstay rentals Long Island Sound
- Rentals with a washing machine and dryer Long Island Sound
- Rentals with an EV charger Long Island Sound
- Condo rentals Long Island Sound
- Rentals with lake access Long Island Sound
- House rentals Long Island Sound
- Rentals with pools Long Island Sound
- Loft rentals Long Island Sound
- Rentals with breakfast Long Island Sound
- Townhouse rentals Long Island Sound
- Rentals with a fireplace Long Island Sound
- Smoking-friendly rentals Long Island Sound
- Apartment rentals Long Island Sound
- Rentals with a sauna Long Island Sound
- Tiny house rentals Long Island Sound
- Rentals with a patio Long Island Sound
- Private suite rentals Long Island Sound
- Rentals with a kayak Long Island Sound
- Waterfront rentals Long Island Sound
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom