Mansion holiday rentals in The Hamptons

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Top-rated mansion rentals in The Hamptons

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Guest favourite

Home in Hampton Bays

4.97 out of 5 average rating, 38 reviews

Waterviews-Private Beach-Putting Green

Perched high atop the Shinnecock Hills, our home boasts panoramic bay and ocean views unlike any other in the Hamptons! One of a kind vantage point over the world famous beaches of Dune Road & Meadow Lane mansions. Tranquil, sanctuary like setting with manicured landscaping, mature privacy trees, waterfalls, like your own arboretum! NEW recreational area underway for 2025 *Putting Green, Cornhole & Firepit* Private beach, local favorite restaurants and hang outs are within walking distance!

Guest favourite

Home in Orient

5 out of 5 average rating, 9 reviews

Luxury Escape - Saltwater Pool

Welcome to our fully renovated sanctuary, on a sprawling 1.5-acre property just one block away from the beach. Indulge in the luxury of our 4-bedroom, 2.5-bathroom home, where tranquility meets elegance. Unwind in the expansive back yard, enveloped in lush greenery, and discover the centerpiece of our oasis—a magnificent, 20x50 saltwater heated pool with an in water tanning ledge. Bask in the sun on one of the two generously-sized decks, perfect for relaxation and taking in the surroundings.

Superhost

Holiday home in Miller Place

4.78 out of 5 average rating, 23 reviews

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.

Guest favourite

Home in Southampton

5 out of 5 average rating, 8 reviews

New Private Chic SH Villa with Pool Sauna Gym

This newly renovated Southampton home features 4 spacious bedrooms and 3.5 luxurious bathrooms over two floors. The open-concept living area boasts high ceilings and a stunning wall of glass that opens to a serene pool area. Indulge in the spa-like master bath and enjoy gourmet meals prepared in the kitchen equipped with high-end appliances. The seamless indoor-outdoor flow is perfect for entertaining or relaxing. Experience modern elegance and comfort in this exquisite getaway near town.

Guest favourite

Home in Hampton Bays

4.92 out of 5 average rating, 118 reviews

Hamptons "Get Away" Near Beach/Wineries/Golf

Located in Hampton Bays-the heart of The Hamptons surrounded by water! Close to beaches, waterfront restaurants, wineries, golf & wedding venues. Open floor plan w/ modern flair. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/ foosball. Enjoy amenities including smart TVs/appliances, EV Charger, 2 fireplaces, 1Gb WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

Guest favourite

Home in East Hampton

4.92 out of 5 average rating, 141 reviews

Heated pool, games room, near beach, kid-friendly

Contemporary 4-bed + 4 1/2 bath home sitting on a park-like acre of gardens. Swim in the large pool (open 04/19 - additional charge for heating - see below), relax in a hammock or bbq on the deck. Play ping-pong, darts, pool, or take a 15 minute walk to Cedar Point bay beach where you can use my paddle board. Or drive to the famous Atlantic beaches and visit picturesque Sag Harbor, Montauk. Reduced cleaning fee for small groups. RentReg 22-1590 Local taxes included

Guest favourite

Home in Montauk

5 out of 5 average rating, 8 reviews

High End beach home 3min to sand

Rental registry# 23-1020. Ideal for multiple families. PLEASE MESSAGE US BEFORE SUBMITTING A REQUEST :). Can accommodate 8 adults and 5 kids max. Quick walk to private beach in Hither Hills, 6 comfortable bedrooms, ocean views from living room and outdoor dining deck. Amenities are endless with a heated pool, hot tub, playground, fire pit and flat yard for kid’s to play. This is not a share house and home has quiet hours between 10pm-8am that are strictly enforced.

Superhost

Home in Montauk

4.85 out of 5 average rating, 41 reviews

Amazing Spacious Waterfront Property Infinity Pool

**PLEASE MESSAGE US BEFORE SUBMITTING A BOOKING REQUEST** *We do not allow weddings or events at the home** **Outdoor pools do not remain open in Winter - pool is open Memorial Day Weekend to Oct 15 ****** **Families only**No share houses or groups - strictly enforced* Sparkling water views from this amazing home. Located directly on Lake Montauk, for paddleboarding and kayaking. The infinity pool gives way to a huge lush lawn, perfect for kids to enjoy.

Guest favourite

Home in Westhampton Beach

4.92 out of 5 average rating, 143 reviews

Hampton's Haven

5 bedroom, 3.5 bath contemporary ranch style home, with custom shaped heated pool and meticulously maintained 7 seater hot tub. Expansive patio w/outdoor dining for 10 - close to beach, town and more! Our home has comfortable office space with gigabit wifi throughout! Fabulous game room with ping pong, 4 person air hockey, smart tv and board game lounge. Everything you'll need for a memorable gathering of friends or the perfect family vacation!

Guest favourite

Home in Cutchogue

4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

Enjoy spectacular wine country sunset views from the living room that extend to the gorgeous saltwater gunite pool and spa. (Please note THE POOL AND SPA (attached hot tub) are OPEN FROM MAY 1 - OCTOBER 15 only). Beautifully decorated, comfortable home with an updated chef's kitchen and fireplace. Fabulous restaurants, wineries, farms, beaches and exquisite small towns all nearby. Simply put, a magical, peaceful paradise for you and your group.

Guest favourite

Home in Remsenburg-Speonk

5 out of 5 average rating, 39 reviews

5-Star Listing: Hamptons Oasis, Easy from NYC

Welcome to our coastal retreat. Minutes away from Westhampton Beach and a super-easy commute from NYC. Perfect for families or a group of close friends to get away from it all. A bright, spacious, recently renovated home with light-filled rooms, new floors, coastal decor. Ultrafast Wifi, Alexas, and a new kitchen with the latest appliances. Beautifully landscaped gardens, heated pool, 6-person salt water hot tub (in winter or summer)!

Superhost

Home in Hampton Bays

5 out of 5 average rating, 5 reviews

Hamptons • Waterfront Estate •

Located on the waterfront of Tiana Bay, offers an estate feel ✔Self Check-in ✔Heated Pool ✔Hot Tub ✔Peloton Bike ✔Waterfront ✔Kayaks & Paddleboard ✔Fast Wifi- Perfect for Working Remotely ✔24/7 Guest Support ✔Ideal for Longer Stays & Flexcations ✔Easy access to Ocean, Bay Beaches, & Playgrounds ✔Fully stocked Kitchen ✔King Bed ✔Fully Cleaned & Sanitized 5 Min drive to Ponquogue Beach - 20 min drive to highly rated wineries/vineyards