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Holiday Rentals in Southampton

Find the holiday rentals that appeal to you the most

The best holiday rentals in Southampton

Check out our pick of great holiday rentals in Southampton

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Harpoon House

Southampton

Situated within 2.4 km of Gin Beach and 34 km of Montauk Point Lighthouse in Southampton, Harpoon House features accommodation with seating area.

K
Kenia
From
United States
Space and comfortable, clean and very comfortable
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 41 reviews
Price from
US$359.10
1 night, 2 adults

Aria & Mare Hamptons

Hampton Bays (Near Southampton)

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.

J
Judith
From
Germany
Karen, Juan and Luca are amazing and lovely hosts, who do everything necessary to make the stay perfect. Breakfast offers everything you could wish for. The accommodation is beautiful and interior is super nice with super nice details. The house is just located in front of the water close to Southampton and many nice restaurants close by.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 97 reviews
Price from
US$495
1 night, 2 adults

Vine & Sand--Southold NY's Newest B&B

Southold (Near Southampton)

33 km from Splish Splash, Vine & Sand--Southold NY's Newest B&B is a recently renovated property located in Southold and provides air-conditioned rooms with free WiFi and private parking.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews
Price from
US$355.35
1 night, 2 adults

The Huntting Inn

East Hampton (Near Southampton)

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.

A
Amanpreet
From
India
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.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 15 reviews
Price from
US$575
1 night, 2 adults

The Baker House 1650

East Hampton (Near Southampton)

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.

A
Alexander
From
Germany
Fantastic historical gem really close to the centre of east hampton with lovely garden and pool. Breakfast ist extraordinary Great place for a long weekend or a week of relaxation
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 37 reviews
Price from
US$295
1 night, 2 adults

Cowgirl Palace

Sag Harbor (Near Southampton)

Boasting a hot tub, Cowgirl Palace is situated in Sag Harbor. With quiet street views, this accommodation provides a patio and a swimming pool.

J
Jean
From
United States
The atmosphere is very relaxing and quiet. The bed is so comfortable that it's hard to get up! The distance to Sag Harbor is less than 5 minutes so it's very convenient. All in all I give it a 10
Scored out of 10, guest rating 5.9
Passable - What previous guests thought, 14 reviews
Price from
US$300
1 night, 2 adults

ZEY HOTEL

Greenport (Near Southampton)

Set in Greenport, within 42 km of Splish Splash, ZEY HOTEL is an accommodation offering garden views. This bed and breakfast offers free private parking and full-day security.

L
Linda
From
United Kingdom
OMG Mia was fantastic from check in to check out. Nothing was too much trouble, she was the perfect host and whatever she is paid - isn’t enough!! She went above and beyond and made us feel so welcome it was exceptional. Room was superb, so many chill out spaces were a brilliant asset to comfortably sit and read our books due to rainy/cloudy weather. The location is like Mia, second to none!! Some reviews suggest it being dated - I think they themselves are the ones who are dated, as the place is designed and styled to be retro, quirky, individual and stylish, it’s a shame this unique property isn’t given the applause it deserves.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 260 reviews
Price from
US$400
1 night, 2 adults

House on Chase Creek

Shelter Island Heights (Near Southampton)

Offering garden views, House on Chase Creek in Shelter Island Heights provides accommodation and a terrace.

R
Ralphoo
From
Finland
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.
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 15 reviews
Price from
US$106.80
1 night, 2 adults

The 1708 House

Southampton

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.

J
Jorge
From
Canada
It was really great, the blew our expectations.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 163 reviews

Sweet Dreams Bed and Breakfast Cutchogue

Cutchogue (Near Southampton)

Situated in Cutchogue, 25 km from Splish Splash, Sweet Dreams Bed and Breakfast Cutchogue features accommodation with air conditioning and access to a garden.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 8 reviews
All holiday rentals in Southampton

Most booked holiday rentals in Southampton and surroundings in the past month

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Popular with guests booking holiday rentals in Southampton

Popular with guests booking holiday rentals in Southampton

Popular with guests booking holiday rentals in Southampton

Popular with guests booking holiday rentals in Southampton

Popular with guests booking holiday rentals in Southampton

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 3 reviews

Popular with guests booking holiday rentals in Southampton

Popular with guests booking holiday rentals in Southampton

Popular with guests booking holiday rentals in Southampton

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking holiday rentals in Southampton

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 163 reviews

Popular with guests booking holiday rentals in Southampton

Scored out of 10, guest rating 7.2
Good - What previous guests thought, 41 reviews

Holiday Rentals with swimming pools in Southampton and nearby

Boasting air-conditioned accommodation with a private pool, pool view and a balcony, Villa Noyaan - Luxury with pool is situated in Southampton.

Located in Southampton, 1.6 km from Flying Point Beach and 32 km from Montauk Point Lighthouse, Villa Qadus - Luxury with pool provides spacious air-conditioned accommodation with a balcony and free...

Located in Water Mill and only 32 km from Montauk Point Lighthouse, Villa Emery provides accommodation with sea views, free WiFi and free private parking.

Featuring air-conditioned accommodation with a private pool, Villa Gavin is located in Southampton. This property offers access to a terrace, free private parking and free WiFi.

Located in Southampton, Villa Lalam provides accommodation with an outdoor pool, a garden and a terrace.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a patio, Villa Skylar is located in Southampton. This villa features a private pool, a garden, barbecue facilities, free WiFi and free private parking.

Set in Water Mill, Villa Xmart - Luxury with pool offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Located in Southampton, Villa Perlman provides accommodation with a pool with a view, a patio and garden views.

Highly rated holiday rentals in Southampton and nearby

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 97 reviews

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.

Enjoy breakfast in Southampton and nearby

Featuring air-conditioned accommodation with a private pool, Villa Burak - Luxury with pool is located in Bridgehampton.

Located in Bridgehampton, Villa Victoria - Cozy Hamptons Villa provides accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

Featuring air-conditioned accommodation with a private pool, Hamptons Hideaway is located in Hampton Bays. The property is non-smoking and is set 2.6 km from Meschutt Beach.

Set in Sag Harbor, Villa Zainip - Luxury with pool offers accommodation with private pool, free WiFi and free private parking for guests who drive.

FAQ about holiday rentals in Southampton

Holiday rentals that guests love in Southampton

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Avg. price/night: US$411.17
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 41 reviews
Located right in the downtown of Southampton village great walking to town without driving.
Guest review by
John
Young couple
Avg. price/night: US$345.74
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 163 reviews
we travelled there in winter, such a cosy atmosphere! we were welcomed by Liz who showed us around and told us about the story of the B&B. Southampton is also a cute little village where you can stroll around and even walk to the beach (20min). highly recommend this place!
Guest review by
Aurélie
Family with young children