Skip to main content

The best holiday rentals in The Hamptons

Check out our pick of great holiday rentals in The Hamptons

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

Offering inner courtyard views, The 1708 House is an accommodation set in Southampton, 2.2 km from Gin Beach and 34 km from Montauk Point Lighthouse. This property offers access to a patio, a pool table, free private parking and free WiFi. The bed and breakfast offers garden views and a sun terrace. This property blew me away. The amenities and decor were top notch.

Show more Show less
9.7
Exceptional
162 reviews
Price from
US$295
per night

Set in Hampton Bays in the New York region with Meschutt Beach nearby, Aria & Mare Hamptons offers accommodation with free private parking, as well as access to a hot tub. The property has sea views and is 27 km from Splish Splash and 43 km from Montauk Point Lighthouse. The loveliest stay!! We had the best time and are so thankful for all little touches and great recommendations.

Show more Show less
9.6
Exceptional
96 reviews

Offering a bar and garden view, The Huntting Inn is located in East Hampton, 2.5 km from Wiborg Beach and 13 km from Montauk Point Lighthouse. There is an on-site restaurant, plus free private parking and free WiFi are available. The bed and breakfast features wellness packages and a housekeeping service. It was clean and the staff was very helpful and welcoming.

Show more Show less
9.1
Superb
15 reviews
Price from
US$460
per night

Offering garden views, East Hampton Art House Bed and Breakfast in East Hampton offers accommodation, a private beach area, a seasonal outdoor swimming pool, a fitness centre, an indoor pool and an open-air bath. This property offers access to a terrace, a pool table, free private parking and free WiFi. The bed and breakfast has an outdoor fireplace and a hot tub. The hosts are true artists with their beautiful artwork spread across the property. They are great hosts, very friendly and accommodating. Very relaxed vibe. Amazing home and gardens! I felt like a queen being there. Lovely breakfast with a lot of options to choose from.

Show more Show less
9.7
Exceptional
18 reviews
Price from
US$422
per night

Just 450 metres to the beach, this bed and breakfast is located in Shelter Island Heights. A free breakfast is served each morning.

Cable TVs are provided in each room at Seven Resort Style Inn near Beach. Featuring a seating area, rooms also include a private bathroom with a hairdryer and free toiletries including sustainable amenities from Cold Spring Apothecary Natural French milled soaps from Pre de Provence. The luxury of a **** hotel with the intimacy and connection of a beautiful home. Everything g was immaculate - including the amazing art work. Best of all was the care and attention paid by Beth the host to make our stay perfect.

Show more Show less
9.9
Exceptional
75 reviews
Price from
US$198
per night

Situated just a few steps from Kirk Park Beach, Townhouses & Captain's Quarters features accommodation in Montauk with access to a seasonal outdoor swimming pool, a terrace, as well as a housekeeping service. It is located less than 1 km from Second House Museum and provides an ATM. There is a picnic area and guests can make use of free WiFi and free private parking. Property is perfect location!! Super comfortable rooms. Spacious living/common space and stunning beach view.

Show more Show less
9.3
Superb
11 reviews
Price from
US$348
per night

Boasting a seasonal outdoor pool, a sauna and spa facilities, The Baker House 1650 is situated in East Hampton, 2.2 km from Wiborg Beach and 14 km from Montauk Point Lighthouse. Featuring full-day security, this property also provides guests with DVD player. There is a sun terrace and guests can make use of free WiFi and free private parking. Beautiful setting with lovely older style decor. Gorgeous gardens with several heated pools and lovely areas in which to relax.

Show more Show less
8.6
Fabulous
38 reviews
Price from
US$295
per night

Located in Montauk in the New York region and Kirk Park Beach reachable within a few steps, Apartment in Royal Atlantic Beach Resort provides accommodation with free WiFi, barbecue facilities, a private beach area and free private parking. This apartment features air-conditioned accommodation with a balcony. American cuisine is served at the restaurant and guests can enjoy an outdoor dining area. Private! Quiet spot and across street from Beach. Location was great. Walking distance to all eateries in town.

Show more Show less
8.7
Fabulous
38 reviews
Price from
US$150
per night

Featuring air-conditioned accommodation with a patio, North Harbor Montauk is located in Montauk. This property offers access to a balcony, free private parking and free WiFi. Gin Beach is 1.6 km from the holiday home and Montauk Downs State Park Golf Course is 2.8 km away. Beautiful space with wonderful finishes throughout.

Show more Show less
8.2
Very good
53 reviews
Price from
US$350
per night

Offering garden views, House on Chase Creek in Shelter Island Heights provides accommodation and a terrace. Featuring a garden, the 4-star bed and breakfast has air-conditioned rooms with free WiFi, each with a private bathroom. Free private parking is available and the bed and breakfast also offers bike hire for guests who want to explore the surrounding area. Stay here, you won't regret it! Beautiful old creaky house oozing charm and history, cosy dark wood abounds, a snug conservatory to play games in, a veranda with a swing, and out front chairs and a hammock on the waters edge. Great host, great house, great stay.

Show more Show less
8.1
Very good
14 reviews
Price from
US$189.60
per night

Most booked holiday rentals in The Hamptons this month

FAQs about holiday rentals in The Hamptons

Holiday Rentals that guests love in The Hamptons