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Featured holiday rental destinations

Destination inspiration for your trip – find a holiday rental

Southampton

16 holiday rentals

East Hampton

12 holiday rentals

Hampton Bays

10 holiday rentals

Ocean Bay Park

9 holiday rentals

Greenport

8 holiday rentals

Sag Harbor

8 holiday rentals

Amagansett

6 holiday rentals

Ocean Beach

5 holiday rentals

Glen Cove

4 holiday rentals

Riverhead

4 holiday rentals

Westhampton Beach

4 holiday rentals

Cutchogue

3 holiday rentals

East Quogue

3 holiday rentals

Hempstead

3 holiday rentals

Montauk

3 holiday rentals

Southold

3 holiday rentals

The best holiday rentals in Long Island

Check out our pick of great holiday rentals in Long Island

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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.

T
Tim
From
Germany
Beautiful 1708 House, delicious breakfast and very friendly host and employees. We will come back
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 156 reviews
Price from
US$295
1 night, 2 adults

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

Southold

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

Come As You Are Inn LLC

Sayville

Come As You Are Inn LLC in Sayville provides adults-only accommodation with a seasonal outdoor swimming pool, a garden and a bar. A hot tub is available for guests.

L
Lucy
From
United Kingdom
Mark and Ari were so welcoming, the room was very comfortable and breakfast was delicious - also enjoyed swimming in the pool!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 44 reviews
Price from
US$250
1 night, 2 adults

Aria & Mare Hamptons

Hampton Bays

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.

C
Christina
From
Brazil
The onwers are very friendly and helpful. The house is so nice. I really like everything.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 96 reviews
Price from
US$495
1 night, 2 adults

The Huntting Inn

East Hampton

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$603.75
1 night, 2 adults

The Ocean Bay House

Bay Shore

The Ocean Bay House in Bay Shore provides adults-only accommodation with a seasonal outdoor swimming pool, a garden and a shared lounge.

R
Regis
From
United Arab Emirates
Extremely authentic house,excellent quality of service ( very good and varied breakfast). You quickly have a home feeling.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 13 reviews
Price from
US$355
1 night, 2 adults

East Hampton Art House Bed and Breakfast

East Hampton

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...

M
Melanie
From
Australia
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.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 18 reviews
Price from
US$436.77
1 night, 2 adults

Townhouses & Captain's Quarters

Montauk

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...

J
James
From
United States
Made for a fun, wonderful weekend. Amazing ocean views and walking distance to town.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 11 reviews
Price from
US$325
1 night, 2 adults

ZEY HOTEL

Greenport

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

Modern Chic CoCo Chanel Inspired * Biz Friendly * Close To All

Hicksville

Situated 22 km from Belmont Park Race Track, 22 km from Jones Beach State Park and 22 km from Nikon Theater, Modern Chic CoCo Chanel Inspired * Biz Friendly * Close To All offers accommodation located...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 6 reviews
Price from
US$109
1 night, 2 adults
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Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 156 reviews

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Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 44 reviews

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Scored out of 10, guest rating 7.7
Good - What previous guests thought, 6 reviews

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Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 64 reviews

FAQs about holiday rentals in Long Island

Holiday rentals that guests love in Long Island

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Avg. price/night: US$411.17
Scored out of 10, guest rating 7.1
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, 156 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