
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.

Bay Front Beach House 49E
Our beach front house located directly on the Great South Bay has its own private beach, swim area, outdoor shower, barbeque & boat mooring. The house is close to the ferry and easily accessible to restaurants and everything Fire Island has to offer. The house boasts 1 water front bedroom, 1/2 bath & washer/dryer on the main level upstairs; dining/living area(XL twin bed) full gourmet kitchen, 2nd WF oversized bedroom & full bath. Our guests can enjoy sweeping views of the bay, beach, and sunset

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.)

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!

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.

Cozy Catskills retreat w/views & fireplace
Gorgeous rustic retreat with a large indoor fireplace, mountain and pond views, just 1.5 hours from NYC. On almost 5 private acres with flowers and trees, you will feel like you are in your own sanctuary. Enjoy the large view-facing living room with working fireplace, vaulted and wood ceilings. An ample screened porch, expansive decking and outdoor firepit surrounded by Adirondack chairs. This home is the perfect reset!

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

Stunning Hudson Valley estate with river front

The East Wing- Luxurious KOSHER Guest House- NO TV

Steps to Beach! Immaculate Manasquan 2 Bedroom

1/2 Block From the Beach, Pool, Game Room, Parking

Beautiful New House 2.5 Blocks to Manasquan Beach

Lovely place with free parking

Montauk Memories

Sunny Beach House w/ Ocean View
Holiday home rentals with a patio

Ocean Cove

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

Family Friendly East Hampton 6 Bed 4 bath w Pool

The Dahlia Villa within Westerhall Gardens

Sweet Silver Sands Beach Studio

Vacation home with pool by the North Fork

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

Gorgeous renovated 4 bedroom house in Ocean Grove

The Peaceful Beach House

Renovated North Fork Retreat-Rental Permit #0781

Comfort of Home at Old Colony Beach

Dreamy 1-Bedroom Bradley Beach Hideaway

Cute 3 bedroom house with screen porch
Destinations to explore
- Family-friendly rentals Long Island Sound
- Rentals with a fireplace Long Island Sound
- Rentals with a washing machine and dryer Long Island Sound
- Bed and breakfasts Long Island Sound
- Luxury rentals Long Island Sound
- Villa rentals Long Island Sound
- Motorhome rentals Long Island Sound
- Rentals with lake access Long Island Sound
- Waterfront rentals Long Island Sound
- Cabin rentals Long Island Sound
- Barn rentals Long Island Sound
- Private suite rentals Long Island Sound
- Smoking-friendly rentals Long Island Sound
- Rentals with a firepit Long Island Sound
- Rentals with an accessible-height bed Long Island Sound
- Rentals with beach access Long Island Sound
- Serviced apartment rentals Long Island Sound
- Rentals with a sauna Long Island Sound
- Beachfront rentals Long Island Sound
- House rentals Long Island Sound
- Tiny house rentals Long Island Sound
- Rentals with outdoor seating Long Island Sound
- Pet-friendly rentals Long Island Sound
- Bungalow rentals Long Island Sound
- Rentals with a kayak Long Island Sound
- Farm stay rentals Long Island Sound
- Rentals with a cinema Long Island Sound
- Rentals with an EV charger Long Island Sound
- Rentals with a patio Long Island Sound
- Flat rentals Long Island Sound
- Townhouse rentals Long Island Sound
- Rentals with a hot tub Long Island Sound
- Rentals with an accessible-height toilet Long Island Sound
- Loft rentals Long Island Sound
- Rentals with pools Long Island Sound
- Boutique hotels Long Island Sound
- Cottage rentals Long Island Sound
- Hotel rooms Long Island Sound
- Guest house rentals Long Island Sound
- Fitness-friendly rentals Long Island Sound
- Rentals with breakfast Long Island Sound
- Apartment rentals Long Island Sound
- Holiday home rentals United States




