Treat yourself to a grand East Coast getaway with these Airbnb mansions in Long Island. Whether you prefer luxury estate properties with private putting greens in the Hamptons or beach houses on Fire Island, these rentals offer immense space. We’ve selected mansions that offer premium amenities and spacious layouts. Explore these top picks below.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on July 01, 2026.
1. Golf lover's sanctuary by the bay; Hampton Bays (from USD 5682)
Best for: Long-term stays, pet parents, extended families, large groups
Golf enthusiasts will appreciate the private backyard putting green, which lets you sharpen your short game while enjoying sweeping views of Shinnecock Bay. This waterfront Airbnb mansion in Long Island also features beautifully landscaped gardens with waterfalls and direct private beach access, creating a luxurious setting for both relaxation and outdoor recreation.
Shinnecock Hills Golf Club is about a five-minute drive away, making it easy to fit in a round at one of the area’s renowned courses. Return after a day on the fairways to walk along the private shoreline, relax in the gardens, or watch the sunset over the bay.
Hampton Bays, New York, United States
46.5 km (28.9 mi) from Cedar Beach Town Nature PreserveAccommodates: 10
2. Multi-generational family retreat with expansive outdoor areas; Mastic (from USD 1582)
Best for: Extended families, large groups, pet parents
This Airbnb mansion in Long Island is designed for families who want plenty of space to spend time together, with a backyard built for everything from friendly competitions to relaxed evenings outdoors. The expansive grounds feature a half basketball court, volleyball area, 32-foot (9.75-meter) putting green, swing set, heated pool, year-round hot tub, and outdoor movie screen with a smart projector. A fully fenced yard also makes it easier for families travelling with children or pets to settle in comfortably.
Smith Point County Park is about a 10-minute drive away, offering easy access to the beach and coastal scenery. Spend the day hiking at Wertheim National Wildlife Refuge or exploring Long Island’s North Fork wineries before returning for a backyard game, a movie under the stars, or a soak in the hot tub.
Mastic, New York, United States
24.57 km (15.3 mi) from Cedar Beach Town Nature PreserveAccommodates: 15
3. Idyllic vineyard oasis in Cutchogue (from USD 8479)
Best for: Large groups, extended families, long-term stays
Wine lovers will be drawn to this idyllic Airbnb mansion in Long Island, where sweeping vineyard views and spectacular sunsets create a setting reminiscent of a Tuscan or Provençal estate. Set on a private one-acre property, the home features a saltwater gunite pool with an attached spa, an outdoor shower, and a vine-covered pergola perfect for al fresco dining. Beautiful landscaping surrounds the residence, with uninterrupted views of fields, vineyards, and a distant church adding to its countryside charm.
Bedell Cellars is just a five-minute drive away, placing one of North Fork’s renowned wineries within easy reach. Spend the day exploring local vineyards, farms, beaches, and charming towns before returning for sunset drinks by the pool or a leisurely meal beneath the pergola.
Cutchogue, New York, United States
46.43 km (28.9 mi) from Cedar Beach Town Nature PreserveAccommodates: 11
4. Modern farmhouse with a game room hideaway; Rocky Point (from USD 3004)
Best for: Extended families, large groups
A bookshelf opens to reveal a hidden game room inside this modern farmhouse mansion in Rocky Point, adding a playful twist to its upscale design. The Long Island Airbnb features an upright piano, curated board games, and a pool table that converts into a ping-pong table or workspace. A handcrafted dining table imported from Greece adds another distinctive touch to the open-concept living area.
Rocky Point State Pine Barrens Preserve is about a five-minute drive away, offering an easy way to explore the surrounding nature. After a day outdoors, return for a swim in the heated saltwater pool, a soak in the eight-person hot tub, or an evening in the hidden game room with music, movies, and friendly competition. Vaulted ceilings, a wood-burning fireplace, and a Peloton Bike Plus round out the home’s mix of comfort and recreation.
Rocky Point, New York, United States
6.18 km (3.9 mi) from Cedar Beach Town Nature PreserveAccommodates: 12
5. Fancy farm retreat in North Fork Wine Country; Calverton (from USD 1920)
Best for: Extended families, long-term stays, large groups, pet parents
Evenings at this North Fork wine country retreat are made for gathering around the private stone fire pit beneath the stars. The Airbnb farm mansion in Long Island blends rustic charm with upscale comforts, featuring a fully stocked chef’s kitchen, an indoor fireplace with cosy seating, spa-inspired bathrooms, and an outdoor dining area overlooking the surrounding farmland. Shiplap accents, soft lighting, and warm blankets add to the inviting countryside atmosphere.
Splish Splash Water Park is about a 10-minute drive away, while nearby vineyards, pumpkin patches, apple orchards, and Wildwood State Park make it easy to experience the best of the North Fork. Spend the day exploring local farms and wineries before returning for a relaxed dinner outdoors or a quiet evening by the fire.
Calverton, New York, United States
24.81 km (15.5 mi) from Cedar Beach Town Nature PreserveAccommodates: 12
6. Bright and energetic retro beach house; Bay Shore (from USD 3395)
Best for: Pet parents, large groups, extended families
A throwback to Fire Island’s classic beach house style, this award-winning 1960s modern home in Bay Shore offers a bright and energetic island escape. Just 45 seconds from the sand, the property centers around an open-roofed porch designed for barbecues, stargazing, and long evenings together. Hardwood floors, abundant natural light, an outdoor shower, and eco-friendly touches preserve the home’s distinctive character.
The Kismet ferry terminal, restaurants, and shops are about a three-minute walk away, while the beach is practically at your doorstep. Since Fire Island is car-free, the journey from Bay Shore by ferry becomes part of the experience, leading into days of swimming, sunset walks by the bay dock, and relaxed evenings back at the house.
Bay Shore, New York, United States
39.25 km (24.4 mi) from Cedar Beach Town Nature PreserveAccommodates: 10
Top guest reviews
Host:
wally was a great hostwally was an amazing hostwally was an amazing hostwally was attentive and nicewally was such a great hostLocation:
charming and unique house equally close to beach and towngreat place close to the beachsuch a great location and very walkable to the beachgreat house spacious close to the beachclose to everything most importantly the beautiful beachCleanliness:
very clean spacious and well stockedthe rooms were clean and the beds were comfortablehouse was clean simply beachy and retrothe house was very clean and comfortable and fit the bill for a great beach houseit was spacious clean and a stones throw from both the bay and the beachRead more reviewsAmenities & Room:
the deck off the kitchen is the bestthe real treat for all you beach bums is the outdoor showerplenty of space and comfortable rooms several of which have acthe house was exactly what we were looking for--comfortable and casual with all the necessary amenities at handthe indoor kitchen space was great complete with a wood burning stove full kitchen and two bathrooms
Luxury home getaways await in Long Island
Plan a getaway at one of these Airbnb mansions in Long Island for a fun vacation with your closest friends and family. From private putting greens in Hampton Bays to retro-design beach houses on Fire Island, these rentals accommodate large groups in comfort. Choose your ideal base to enjoy premium saunas, outdoor cinema setups, and stunning shoreline views.
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