
Holiday home rentals in Long Island Sound
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Top-rated holiday home rentals in Long Island Sound
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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 Entrance to Duplex Apartment on Lush Acres
Private Exterior Entrance to QUEEN BED bedroom and private bath ONE FLIGHT OF STAIRS UP. 1 mile to Ditch, half mile to L.I. Sound. Quiet, Out-of-the-way 1900s house on Several Acres. 100% non-smoking both inside and out. Friendly DOGS WELCOME provided they do not chew, scratch, bark when left alone, are picked up after outside and are kept OFF furniture. NO UN-HOUSEBROKEN PUPPIES. WE ACCEPT DOGS ONLY. NO CATS OR OTHER PETS. NO EXCEPTIONS. Friendly Dogs & Chickens live on property. 2 NIGHT MIN

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.

THE MULBERRY OASIS
Bring your family to the custom luxurious mansion on Long Island carefully curated furnishings. No need to lift a finger - wonderfully comfortable and professionally decorated spaces are ready for you to enjoy. Many bespoke items such as a large crystal entry chandelier- custom living room furniture that add unique character and charm. Amazing entertainer's kitchen with gray cabinet. A premier basement with amazing entertainer's, pool table, game table, theater room, exercise /sauna room.

Three Bed 2 Bath Water View Harbour Island Retreat
Relax with the whole family at this peaceful Narragansett Home with a beautiful view of the salt water. Minutes to 5 beaches. Sleeps 8. The Home is meticulously cared for with everything you need for a relaxing vacation in Narragansett. Central air throughout, fully applianced kitchen, washer, dryer, beach chairs, beach mats spacious patio with gas fire pit and large dining table for 8. Gas grille, kayaks, paddle boards. Outdoor shower 2 full baths. All Linens and bath towels provided.

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!

Secluded Farmhouse Retreat - Minutes from Mystic
NEWLY LISTED! Enjoy a true Stonington retreat! Breathtaking views from every window abounds in this bright and spacious 3,600 sq ft home nestled on 3.3 acres surrounded by woods and nature. This contemporary home has been tastefully updated with an open layout ideal for family get-togethers. Amenities include 2 outdoor decks, pool table, game room with poker and shuffleboard. This secluded retreat is ideally located and is a 7 min drive to downtown Stonington or a 12 min drive to Mystic.

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.
Popular amenities for holiday home rentals in Long Island Sound
Family-friendly holiday home rentals

2 Beaches and Cliff Walk

Dreamy Catskills mountain getaway w/ yoga studio

2 Bed Apt * Walk to Rides, Waterpark, Golf, Beach

HUGE 3 Bedroom LakeView Property w/ Office Loft

Beautiful New House 2.5 Blocks to Manasquan Beach

Newport Condo with Harbor View and Rooftop Deck!

John Clarke House -1870- 2nd Floor 2 Bedroom 3 Bed

Renovated Water Haus ⎥+8 beds ⎥Historic Waterfront
Holiday home rentals with a patio

Southwoods Private Mntn Estate! 30+, HotTub, Pool

Bay Breeze-Mins from Beach, Towns and Activities

The Hideout, Westhampton Beach Coastal Getaway

Cozy Catskills retreat w/views & fireplace

Vacation home with pool by the North Fork

Beautiful new private beach house paradise

UNIQUE and GORGEOUS historic loft style rental

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

Once in a Lifetime Hudson River Views

Bay Front Beach House 49E

Comfort of Home at Old Colony Beach

Dreamy 1-Bedroom Bradley Beach Hideaway

Vacation home steps from the beach

Oceanview Townhouse, steps away from the beach
Destinations to explore
- Loft rentals Long Island Sound
- Private suite rentals Long Island Sound
- Cottage rentals Long Island Sound
- Townhouse rentals Long Island Sound
- Apartment rentals Long Island Sound
- Smoking-friendly rentals Long Island Sound
- Serviced apartment rentals Long Island Sound
- Guest house rentals Long Island Sound
- Rentals with beach access Long Island Sound
- Rentals with lake access Long Island Sound
- Rentals with a washing machine and dryer Long Island Sound
- Rentals with an accessible-height bed Long Island Sound
- Hotel rooms Long Island Sound
- Flat rentals Long Island Sound
- Beachfront rentals Long Island Sound
- Rentals with a firepit Long Island Sound
- Bed and breakfasts Long Island Sound
- Pet-friendly rentals Long Island Sound
- Farm stay rentals Long Island Sound
- Fitness-friendly rentals Long Island Sound
- Barn rentals Long Island Sound
- Boutique hotels Long Island Sound
- Rentals with a patio Long Island Sound
- Motorhome rentals Long Island Sound
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- Rentals with a sauna Long Island Sound
- Rentals with a hot tub Long Island Sound
- Family-friendly rentals Long Island Sound
- Rentals with pools Long Island Sound
- Villa rentals Long Island Sound
- Waterfront rentals Long Island Sound
- Cabin rentals Long Island Sound
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- Rentals with an EV charger Long Island Sound
- Rentals with a kayak Long Island Sound
- Rentals with an accessible-height toilet Long Island Sound
- Luxury rentals Long Island Sound
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- Rentals with a fireplace Long Island Sound
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