
Holiday home rentals in Long Island Sound
Find and book unique holiday home rentals on Airbnb
Top-rated holiday home rentals in Long Island Sound
Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

Spacious Oceanfront Getaway with Spectacular Views
Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)

Once in a Lifetime Hudson River Views
Perfect for reunions, retreats, and celebrations. We designed Riverhouse so you can relax, recover, and get inspired. Gather in one of many common areas or chill in your own room with a view. Watch birds fly, fish jump and trains and ships go by. Chill in the hot tub, build a fire (and finally hang with your teenager), fly a kite , catch fish off a private dock. Morning coffee or sunset cocktails on the deck. Play pool, pingpong, or piano into the night. Drum circle and a dance party? YES!

Private new house on 10 acres of pristine nature
Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

White Beach House- summer 2026 open!
This clean, bright, and airy cottage offers a serene escape with stunning views of Napeague Harbor. Just a short walk away lies one of the most beautiful ocean beaches The home feature- 3 comfortable bedrooms & 3 full bathrooms and an outdoor shower Inside, The cottage is well-appointed and designed. While the train from Amagansett to Montauk does pass behind the house, it does not obstruct the tranquil bay views. Please note: Due to health concerns, we are unable to accommodate animals.

Lovely 2-Bedroom Elmont Apartment (Lower Level)
Enjoy this centrally-located lovely full 2-bedroom private lower level apartment. With 2 Queen sized beds, this space can host up to 4 people comfortably. Ideal for travelers or families visiting NY. Located in a quiet neighborhood. In the center of many shops, restaurants, highways. This apartment is located 7 minutes away from the USB Arena, 10-15 minutes away from JFK airport, and in close proximity to Roosevelt Field Mall and Green Acres Mall. The next adventure is never too far away!

17- Newly Built Gorgeous Private Apt-East Hampton
Our newly built, chic units are located in the beautiful iconic Village of East Hampton. We have 4 units available, please check other ones if this one is sold out. Very spacious studio unit with a queen bed. All units have been curated as a boutique hotel room, modern, beautiful and with everything you need for a great stay! Close to shops, beach, &short drive to Montauk. All units have memory foam mattress, wifi, smart TV(no cable just streaming aps) & a new kitchen with essentials!

The Dahlia Villa within Westerhall Gardens
Reconnect with nature at this unforgettable escape. A gorgeous mature garden in a park like setting. Two queen bedrooms, great room, 75 inch TV. Radiant bathroom floor. Outdoor 45,000 gallon salt pool…that’s shared with other property (summer months - POOL IS FOR REGISTERED GUESTS ONLY - NO EXCEPTIONS) Decompress in our sauna. This a no smoking/vaping property. A sprawling 17plus acre estate. Dahlia Villa is a beautiful two bedroom completely independent unit on the estate.

Modern & Cozy Beach House - Walk to Ocean Beach
Welcome to our modern and cozy vacation apartment in a quiet community just a 5 minute walk to Ocean Beach! ~Special features~ • Dog-friendly! Fully fenced backyard • Central Air Conditioning • New in-unit washer/dryer • 2 BR w/Queen Tuft&Needle mattresses • Futon and couch both fold into add’l beds • Gourmet kitchen; fully equipped & open concept island seating • Coffee bar w/complimentary K-cups • Patio seating area w/firepit & charcoal grill

2 BR apartment near ocean in Hither Hills
Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hamptons! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

Riverfront rustic farmhouse near Rhinebeck
This historic Clinton Hollow house was built by Isaac Fraleigh in the late 1700's and overlooks the waterfalls of Wappingers Creek. The house has the architectural details of an antique colonial and the open, spacious feel of a modern contemporary. The great room with its big fireplace has different vibes and seating areas and is just perfect for family and friends gathering. The Petanque field in the garden add a fun convivial activity.

Private, modern carriage house. Great for couples.
Newly built in 2022, our charming, modern carriage house is tucked away within a small courtyard garden on a quiet residential street in the heart of Beacon NY. Guests will enjoy an efficient, elegantly designed and furnished interior with views of the Mount Beacon ridgeline from this comfy and private abode. The owners are long-time Airbnb hosts who work hard to ensure their guests have a peaceful, relaxing stay.

1 Bedroom Apt with Private Roof Deck Near Beach
This newly renovated 1 bedroom apartment has everything needed for your beach getaway. The property is located a 5 minute walk from the boardwalk and beach and includes 2 adult beach badges with beach blanket and 2 beach towels. Downtown with plenty of restaurants and bars is only about a 10 minute walk. Feel like staying in? Our private roof deck is the perfect place to relax for a quiet dinner in.
Popular amenities for holiday home rentals in Long Island Sound
Family-friendly holiday home rentals

The East Wing- Luxurious KOSHER Guest House- NO TV

Beachfront Oceanview Villa w/Hot Tub Sleeps 10

Private Master Bedroom with balcony

37 Algonquin Trail Narragansett-Seaside

Beach Home with Bay Views

Lovely place with free parking

Montauk Memories

Beautiful Lake Cabin in the Woods
Holiday home rentals with a patio

Ocean Cove

Large Private Hidden Estate! 30+ ppl, HotTub, Pool

Renovated North Fork Retreat-Rental Permit #0781

Cozy Catskills retreat w/views & fireplace

Vacation home with pool by the North Fork

Beautiful new private beach house paradise

Kingston/Woodstock Oasis: Pool, Hot Tub, Game Room

Serene 4-bdrm lake house
Holiday home rentals with a washing machine and dryer

Renovated Victorian Home 5 mins walk to the beach!

The Perfect Shelter Island Getaway! With Pool

Bay Front Beach House 49E

The Peaceful Beach House

Spacious 2-Bedroom Bungalow in Bradley Beach

Comfort of Home at Old Colony Beach

Cute 3 bedroom house with screen porch

Cozy 2-br retreat at Ocean Walk
Destinations to explore
- Rentals with an EV charger Long Island Sound
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