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The best holiday rentals in The Hamptons

Check out our pick of great holiday rentals in The Hamptons

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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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. Super clean and very well curated! Karen is magic and makes you feel like being home. Fantastic, we’ll come back for sure!

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9.6
Exceptional
100 reviews

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. It’s the perfect location to wind down after long flight. Beautiful location, great room, brilliant staff. But that doesn’t do it justice. To feel at home to just help yourself to a glass of wine in the afternoon, the attention of the staff, John cooking you the perfect breakfast (but eggs Benedict 😄)… it’s the total lack of pretence which makes it great. I stay in way to many hotels per year for work but this is the only one which stood out in the last year. Just Awesome

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9.7
Exceptional
164 reviews
Price from
US$295
per night

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. The location is very good n everything is walking distance even the beaches , market , etc . Montauk is also 20 minutes drive . Also the property is very clean n the chef Paul is very attentive n understanding n can alter his dishes to ur palate. Shiela n Linda at the front disk were really helpful.

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9.1
Superb
17 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.

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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. Beautiful property, very tastefully decorated and everything provided for! Comfy beds and excellent breakfast.

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9.9
Exceptional
75 reviews
Price from
US$242
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.

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9.3
Superb
10 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. The sitting areas and garden were very welcoming comforting and peaceful.

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8.8
Fabulous
37 reviews
Price from
US$495
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.

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8.7
Fabulous
37 reviews
Price from
US$199
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. recently stayed at this beautiful two-story villa in Montauk, and it exceeded all our expectations! The property is perfectly designed, with a spacious and well-appointed ground floor featuring an open-concept living, dining, and kitchen area—ideal for entertaining or relaxing with family. The modern interiors are sleek and stylish, with high-end finishes and all the amenities you could need for a comfortable stay. Upstairs, the two bedrooms are cozy and inviting, offering a peaceful retreat after a day of exploring Montauk. The real highlight, though, is the gorgeous lake view . Walking up to the serene water every morning was absolutely magical. The location is also fantastic, close to beaches, restaurants, and local attractions while still feeling private and tranquil. Whether you're looking for a relaxing getaway or an adventure-filled vacation, this villa is the perfect choice. We can't wait to come back!

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8
Very good
50 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.

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8.1
Very good
15 reviews
Price from
US$189.60
per night

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