6 Best Airbnb Mansions In Long Island, New York - Updated 2026

Kim Keith
Contributing Writer
Updated
| 4 min read

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.

You can easily reach world-class courses, with Shinnecock Hills Golf Club just a five-minute drive 3.2 km (1.99 mi) away. After a day on the fairways, unwind on the private shoreline or take in the sunset from the property’s scenic gardens overlooking the bay.

Hampton Bays, New York, United States

46.5 km (28.9 mi) from Cedar Beach Town Nature Preserve
72 reviews   Wifi Available
ENTIRE HOME 10 Guests

Accommodates: 10

2. Multi-generational family retreat with expansive outdoor areas; Mastic (from USD 1582)

Best for: Extended families, large groups, pet parents

Active families will love this private retreat’s impressive backyard amenities, including a half basketball court, volleyball area, 32-foot (9.75-meter) putting green, and a swing set for younger guests. The spacious home also features a heated pool, a year-round hot tub, a four-person sauna, and an outdoor movie screen with a smart projector, creating a self-contained destination for reunions and large family gatherings. A fully fenced yard adds extra peace of mind for children and pets.

You can easily enjoy the Long Island outdoors from this Airbnb mansion, with Smith Point County Park just a 10-minute drive, 8.0 km (4.97 mi) away. The property is also within easy reach of Wertheim National Wildlife Refuge for hiking and the wineries of Long Island’s North Fork, giving every generation something to enjoy.

Mastic, New York, United States

24.57 km (15.3 mi) from Cedar Beach Town Nature Preserve
176 reviews   Wifi Available
ENTIRE HOME 15 Guests

Accommodates: 15

3. Idyllic vineyard oasis in Cutchogue (from USD 8479)

Best for: Large groups, extended families, long-term stays

Wine enthusiasts will love the sweeping vineyard views and spectacular sunsets that stretch across the neighboring North Fork countryside. 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 for al fresco dining. Beautiful landscaping and uninterrupted views of fields, vineyards, and a distant church create an atmosphere reminiscent of a Tuscan or Provençal estate.

You can explore North Fork wine country with Bedell Cellars just a five-minute drive 3.2 km (1.99 mi) away. Local farms, restaurants, beaches, and charming small towns are also nearby, making it easy to combine wine tastings with leisurely countryside excursions.

Cutchogue, New York, United States

46.43 km (28.9 mi) from Cedar Beach Town Nature Preserve
214 reviews   Wifi Available
ENTIRE HOME 11 Guests

Accommodates: 11

4. Modern farmhouse with a game room hideaway; Rocky Point (from USD 3004)

Best for: Extended families, large groups

Entertainment lovers will be delighted by the secret game room concealed behind a bookshelf at this Long Island mansion. The Airbnb farmhouse boasts 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 home’s open-concept living area.

You can explore nature nearby, with Rocky Point State Pine Barrens Preserve just a five-minute drive 4.0 km (2.49 mi) away. After a day outdoors, unwind by the pool or gather in the hidden game room for music, friendly competition, and movie nights. The home also features vaulted ceilings, a heated saltwater pool, an eight-person hot tub, a wood-burning fireplace, and a Peloton Bike Plus, blending recreation with upscale comforts.

Rocky Point, New York, United States

6.18 km (3.9 mi) from Cedar Beach Town Nature Preserve
137 reviews   Wifi Available
ENTIRE HOME 12 Guests

Accommodates: 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

Stargazers and wine-country travelers will love gathering around the private stone fire pit after a day exploring the North Fork. The Airbnb farm mansion in Long Island features a fully stocked chef’s kitchen, an indoor fireplace with cozy seating, spa-inspired bathrooms, and an outdoor dining area overlooking peaceful farm scenery. Thoughtful details such as shiplap accents, soft lighting, and warm blankets create an inviting countryside atmosphere throughout the home.

You can enjoy family-friendly attractions nearby, with Splish Splash Water Park just a 10-minute drive 9.6 km (5.97 mi) away. Local vineyards, pumpkin patches, apple orchards, and Wildwood State Park are also within easy reach, making the property an excellent base for exploring North Fork wine country.

Calverton, New York, United States

24.81 km (15.5 mi) from Cedar Beach Town Nature Preserve
149 reviews   Wifi Available
ENTIRE HOME 12 Guests

Accommodates: 12

6. Bright and energetic retro beach house; Bay Shore (from USD 3395)

Best for: Pet parents, large groups, extended families

Beach lovers will enjoy this award-winning 1960s modern home, which sits just 45 seconds from the sand and embraces a relaxed, vintage atmosphere. The standout feature is its open-roofed central porch, offering a private space for barbecues, stargazing, and group gatherings. An outdoor shower, hardwood floors, abundant natural light, and eco-friendly touches add to the home’s distinctive character.

You can reach the beach in under a minute, while the Kismet ferry terminal, restaurants, and shops are only a three-minute walk away. A private bay dock nearby provides a wonderful spot to watch Fire Island’s famous sunsets before returning for an evening barbecue. Since Fire Island is car-free, guests arrive via ferry from Bay Shore, adding to the laid-back island experience.

Bay Shore, New York, United States

39.25 km (24.4 mi) from Cedar Beach Town Nature Preserve
190 reviews   Wifi Available
ENTIRE HOME 5 Beds 10 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 10

Top guest reviews
Host:
wally was a great host
wally was an amazing host
wally was an amazing host
wally was attentive and nice
wally was such a great host
Location:
charming and unique house equally close to beach and town
great place close to the beach
such a great location and very walkable to the beach
great house spacious close to the beach
close to everything most importantly the beautiful beach
Cleanliness:
very clean spacious and well stocked
the rooms were clean and the beds were comfortable
house was clean simply beachy and retro
the house was very clean and comfortable and fit the bill for a great beach house
it was spacious clean and a stones throw from both the bay and the beach
Amenities & Room:
the deck off the kitchen is the best
the real treat for all you beach bums is the outdoor shower
plenty of space and comfortable rooms several of which have ac
the house was exactly what we were looking for--comfortable and casual with all the necessary amenities at hand
the indoor kitchen space was great complete with a wood burning stove full kitchen and two bathrooms
Read more reviews

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.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Kim Keith started off her travel writing journey in 2022. Her passion for travel and writing compels her to embark on adventures and write about them. She enjoys exploring lesser-known destinations...View profile

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