Holiday rentals in The Hamptons

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Top-rated holiday rentals in The Hamptons

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Cottage in Riverhead
Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.
25 Apr – 2 MayIndividual Host,
£602 per night
4.98 out of 5 average rating, 126 reviews
Guest favourite
Cabin in Montauk
Montauk | Tiny Cottage in Private Hither Woods
A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car
10–17 SeptIndividual Host,
£318 per night
4.96 out of 5 average rating, 422 reviews
Guest favourite
Cottage in Sag Harbor
Luxury Gem At The Heart of Sag Harbor Village
An impeccably renovated, luxury cottage at the heart of Sag Harbor village. Walkable within minutes to the downtown shops, restaurants, marinas and local beach! In one of the most coveted historic streets, enjoy this two-bedroom house, its large living & dining rooms, two fireplaces, designer kitchen (and latest appliances). Countless details and gorgeous wide planked floors, mixed with technology throughout the house. The private backyard has a brick patio, landscaped garden and outdoor shower.
27 Apr – 4 MayIndividual Host,
£494 per night
5.0 out of 5 average rating, 27 reviews

Popular amenities for The Hamptons holiday rentals

Other great holiday rentals in The Hamptons

Guest favourite
Home in Sag Harbor
Modern Home in Sag Harbor, NY
16–23 MayIndividual Host,
£656 per night
4.84 out of 5 average rating, 45 reviews
Guest favourite
Home in Southampton
Perfect Lake Cottage weekend Hamptons special
18–25 JanIndividual Host,
£637 per night
5.0 out of 5 average rating, 17 reviews
Guest favourite
Cottage in Sag Harbor
Steps to the Beach - Designer Cove House Cottage
23–30 SeptIndividual Host,
£444 per night
4.94 out of 5 average rating, 51 reviews
Guest favourite
Guest house in Southampton
Southampton Modern Barn, Private Hot Tub and Pool
23–30 JulIndividual Host,
£749 per night
4.98 out of 5 average rating, 45 reviews
Guest favourite
Home in Southampton
Luxury Hamptons Poolside Paradise w/ Outdoor Sauna
28 Mar – 4 AprIndividual Host,
£668 per night
5.0 out of 5 average rating, 31 reviews
Guest favourite
Home in Southampton
Tranquility at the Water’s Edge
15–22 FebIndividual Host,
£498 per night
5.0 out of 5 average rating, 20 reviews
Guest favourite
Holiday home in Montauk
2 BR apartment near ocean in Hither Hills
21–28 AugIndividual Host,
£510 per night
4.98 out of 5 average rating, 59 reviews
Guest favourite
Cottage in Montauk
Sharkey Cottage
3–10 AugProfessional Host,
£889 per night
4.97 out of 5 average rating, 31 reviews
Superhost
Home in East Hampton
Private retreat on 4 acres
8–15 AprIndividual Host,
£677 per night
4.89 out of 5 average rating, 18 reviews
Guest favourite
Home in East Hampton
Newly Renovated Hamptons Home with Heated Pool
12–19 MayIndividual Host,
£653 per night
4.9 out of 5 average rating, 29 reviews
Guest favourite
Home in Water Mill
WaterMill Oasis w/ Pool Close to Beach&Village!
23–30 MarIndividual Host,
£465 per night
4.86 out of 5 average rating, 14 reviews
Guest favourite
Home in East Hampton
East Hampton Family Vacation Home
29 Jan – 5 FebIndividual Host,
£509 per night
4.96 out of 5 average rating, 55 reviews

Destinations to explore

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