Vacation home rentals in Long Island Sound

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Top-rated vacation home rentals in Long Island Sound

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious deck features multiple blue Adirondack chairs, all facing the tranquil waters of Long Island Sound. The horizon showcases a gentle gradient of pastel colors, signaling the transition from day to evening, while the calm water reflects the serene atmosphere.
Vacation home in Guilford
4.99 out of 5 average rating, 123 reviews

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.)

Top guest favorite
An elegantly set dining table displays black plates, clear glassware, and cloth napkins. A lit candle adds a soft glow, while a modern kitchen is visible in the background, featuring stainless steel appliances and a cozy living area with seating.
Vacation home in Warren
4.98 out of 5 average rating, 199 reviews

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

Guest favorite
A cozy bedroom is furnished with a spacious bed, featuring white linens with subtle floral patterns. A small table and a chair are positioned nearby, while natural light enters through a window above the bed. An air conditioning unit is mounted above the closet.
Vacation home in Elmont
4.82 out of 5 average rating, 124 reviews

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!

Superhost
Vacation home in East Hampton
4.71 out of 5 average rating, 114 reviews

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!

Top guest favorite
An open living space features a comfortable sofa and armchair, set on a patterned area rug. A modern kitchen island with bar stools provides seating, while stainless-steel appliances complement the light cabinetry. Natural light fills the room through two windows.
Vacation home in Highlands
4.96 out of 5 average rating, 120 reviews

2BR Oceanview Shore House, walk to beach/nightlife

** Beautiful newly renovated 2 bedroom that is walking distance from the NYC ferry, numerous bars and restaurants with live music, and steps away from the beach. Come explore the Highlands, where small town charm meets the Jersey shore. Everything is walking distance in this 1 square mile town. Enjoy waterfront restaurants , night life, tiki bars, fishing, kayaking, biking on the Henry Hudson Trail, hiking in Hartshorne Woods Park, and of course Sandy Hook Beaches.

Top guest favorite
A scenic view captures a shoreline with sandy beaches and a calm sea. Lighthouse structures are visible in the distance against a backdrop of fluffy clouds. A person walks along the water's edge, while boats can be seen dotting the water.
Vacation home in New London
4.99 out of 5 average rating, 216 reviews

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

Top guest favorite
An inviting living area is presented, featuring a white brick fireplace as a focal point. Comfortable seating includes light-colored sofas adorned with varying throw pillows. Large windows allow natural light to fill the space, and double doors lead to the outdoor area.
Vacation home in Montauk
4.99 out of 5 average rating, 111 reviews

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 Hampton's! 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.

Superhost
An open kitchen and dining area feature natural wood floors and high ceilings. The kitchen is equipped with modern appliances and a large island. Windows allow ample natural light, illuminating the dining table and additional seating areas. Exposed wooden beams add a rustic touch.
Vacation home in Salt Point
4.92 out of 5 average rating, 85 reviews

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.

Top guest favorite
A modern house nestles among snow-draped trees on a hillside. The structure features a prominent deck supported by stilts, framed by the serene winter landscape. Snow blankets the ground, and the scene is enhanced by the blue tones of the house contrasting with the white snow.
Vacation home in Parksville
4.93 out of 5 average rating, 188 reviews

Dreamy Catskills mountain getaway w/ yoga studio

This stunning house has been recently renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms. There is a washer/dryer, a dishwasher an artist cabin and a private yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

Top guest favorite
An open, airy space features a wooden staircase leading to the upper level. A small dining area includes a table and two stools, while a comfortable seating area is visible in the background. Natural light filters through large windows, illuminating the modern design.
Vacation home in Great Barrington
4.94 out of 5 average rating, 257 reviews

Home in Great Barrington. Steps from downtown!

Central and Private! Just steps away from historic downtown Great Barrington. East Mountain Hiking trails are a quick walk away. Enjoy sunset views with friends and family, before you walk into town for a night out! Butternut Ski Area: 5-10 min drive(traffic depending) Tanglewood: 20-25 min This new home features all new appliances and furniture. Enjoy luxury, charm, and privacy while you rest easy at The Maple. 🫶

Top guest favorite
A small enclosed garden area features a wooden table and chairs surrounded by greenery. A barbecue grill is positioned on one side, while sliding glass doors provide access to the interior. The space is enclosed by wooden privacy fencing, enhancing the tranquil atmosphere.
Vacation home in Beacon
4.99 out of 5 average rating, 95 reviews

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.

Superhost
An open living area features a spacious couch and coffee table, complemented by a TV. Bright natural light pours through a skylight and large windows, creating a welcoming space. An adjacent dining area includes a table and chairs, with decorative plants adding a touch of greenery.
Vacation home in Asbury Park
4.88 out of 5 average rating, 113 reviews

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 Long Island Sound vacation home rentals

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