Mansion holiday rentals in The Hamptons

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Top-rated mansion rentals in The Hamptons

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Guest favourite

Bungalow in East Hampton

4.93 out of 5 average rating, 107 reviews

East Hampton Ranch with Access to Clearwater Private Beach

Dive into the saltwater pool, set amid professionally landscaped grounds. Later, head for the multiple outside entertaining areas for a meal from the built-in outdoor grill. Round off the day with a soak in the claw foot tub in the marbled bathroom. The pool is available from May to September, and the temperature is regulated at 87 degrees. Check with the host for additional requirements. Walk to the Clearwater Beach Association's private beach, just a few blocks from the house, with a local grocery store also close. East Hamptons village is 12 minutes away, with recommended restaurants including Roudy Hall and Citta Nova.

Top Guest favourite

Villa in Shelter Island

5 out of 5 average rating, 19 reviews

The Lord‘s Villa & Estate

This stunning waterfront Estate House is a quiet paradise set in 7 private acres on the Menantic Peninsula. Newly renovated with panoramic sea views from every room. Cathedral ceiling and copious skylights create sun-filled, spacious living and dining areas. Enjoy strolls along the water’s edge or use the private, sandy beach area for sunning, soaking, kayaking, and clamming. Watch sunsets from the seaside jacuzzi or commune with nature in this peaceful sanctuary. Concierge services available.

Superhost

Home in Southampton

4.9 out of 5 average rating, 93 reviews

Southampton Dream|Modern 5 beds|Near Watermill

This elegant family property boasts nearly 2 acres of Relais Chateaux style gardens. The home sits amidst lush landscaping and sprawling lawns. Fully fenced against deer with oversized gunite heated pool, winter jacuzzi for 7. 5 bedrooms, 5 modern bath home with updated kitchen and bedrooms. Strong WIFI. Bright open space dining and high ceiling living room, bluestone patio and separate Weber bbq area. Short drive to Southampton, Sag Harbor, Watermill beaches, tennis courts and kids summer camps

Guest favourite

Home in Hampton Bays

4.98 out of 5 average rating, 45 reviews

Best View + 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, 9 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, 119 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

4.94 out of 5 average rating, 36 reviews

Luxury 4-bedroom in East Hampton [w/private beach]

Welcome to Camelot House East End, where Norman Rockwell meets the South of France. Your home away from home in the Hamptons is close to all the action, and yet, located in a tranquil paradise just steps away from a members-only beach. Camelot House is appropriate for individuals and families alike. The home is fully equipped with high end appliances and finishes, and yet, kid-friendly with a pool fence, stair gates, and a pack-n-play available for use.

Guest favourite

Home in Westhampton Beach

4.92 out of 5 average rating, 144 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.

Superhost

Home in East Hampton

4.88 out of 5 average rating, 110 reviews

Gorgeous East Hampton Getaway

Enjoy the Hamptons in this gorgeous, spacious, light-filled home featuring 4 bedrooms, 4.5 baths, fireplace and open kitchen/dining area. There's a screened-in porch, a large deck beside the pool and a pool house. The house is in a secluded area, surrounded by nature, just minutes to the beach, town, shopping, restaurants and you can walk to the bay. Note: Parties are absolutely not permitted. Registry #20-1658