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Featured holiday home destinations

Destination inspiration for your trip – find a holiday home

Southampton

32 holiday homes

East Hampton

30 holiday homes

Hampton Bays

20 holiday homes

Sag Harbor

9 holiday homes

Westhampton Beach

9 holiday homes

East Quogue

8 holiday homes

Ocean Bay Park

8 holiday homes

Wading River

8 holiday homes

Montauk

6 holiday homes

Southold

6 holiday homes

Bridgehampton

5 holiday homes

Ocean Beach

5 holiday homes

Greenport

4 holiday homes

Mattituck

4 holiday homes

Riverhead

4 holiday homes

Rocky Point

4 holiday homes

The best holiday homes in Long Island

Check out our pick of great holiday homes in Long Island

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Beach cottage villa

Baiting Hollow

Set in Baiting Hollow in the New York region, Beach cottage villa offers accommodation with free private parking. The air-conditioned accommodation is 7.8 km from Splish Splash.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 16 reviews

Modern and spacious 4 B/R + 2 bath house

Westbury

Boasting garden views, Modern and spacious 4 B/R + 2 bath house offers accommodation with a garden and a patio, around 17 km from Belmont Park Race Track.

A
ANDRIUS
From
Lithuania
Cozy and comfortable house. Good and safe location. Convenient parking. Easy to find. Friendly and helpful owner.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 9 reviews

Modern and spacious villa close to NYC/Brooklyn/Queens/Garden City

Westbury

Offering a garden and inner courtyard view, Modern and spacious villa close to NYC/Brooklyn/Queens/Garden City is situated in Westbury, 17 km from Belmont Park Race Track and 20 km from Jones Beach...

s
sukhwinder
From
United Kingdom
Spacious, clean, location is beautiful and quiet
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 13 reviews

The Creative Experience 3 bedroom Residential Home

West Hempstead

Set in West Hempstead, 12 km from Belmont Park Race Track and 19 km from Aqueduct Racetrack, The Creative Experience 3 bedroom Residential Home offers air conditioning.

R
Rebecca
From
United Kingdom
The location was great for us. The house was perfect as a base but also ideal for a night in with plenty of family games. We chose to book a house instead of a hotel this time as we’d had bad experiences of noise in hotels, and we wanted more space.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 12 reviews

Glen Cove Home Walk to Boardwalk and Dining!

Glen Cove

Set in Glen Cove, 25 km from Belmont Park Race Track and 27 km from Citi Field, Glen Cove Home Walk to Boardwalk and Dining! offers air conditioning.

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 5 reviews

North Harbor Montauk

Montauk

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.

S
Shobhit
From
India
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!
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 57 reviews

Charming New York Escape Near Central Park!

Jericho

Set in Jericho, 20 km from Belmont Park Race Track and 23 km from Jones Beach State Park, Charming New York Escape Near Central Park! offers air conditioning.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 6 reviews

Charming Long Island Home with Fenced Yard!

Freeport

Charming Long Island Home with Fenced Yard! is located in Freeport, 13 km from Jones Beach State Park, 14 km from Nikon Theater, and 19 km from Belmont Park Race Track.

A
Andrea
From
Canada
The Charming Long Island home was perfect for our needs as a large multigenerational family wanting to be together. The host was very accommodating. He responded positively to all our requests, including a last minute request for a two-night extension.
Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 11 reviews

Central Elmont Studio with Great Outdoor Space!

Elmont

Set in Elmont, 14 km from Nassau Veterans Memorial Coliseum and 15 km from Aqueduct Racetrack, Central Elmont Studio with Great Outdoor Space! offers air conditioning.

P
Peter Hržič
From
Slovenia
Outdoor space is OK, if you like a view to a graveyard. We actually did. Aside from that, yes, it's a nice outdoor space, but it could have some shade.
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 11 reviews

Charming Hampton Bays Home 5 Mi to Coopers Beach

Hampton Bays

Located in Hampton Bays, 23 km from Splish Splash and 47 km from Montauk Point Lighthouse, Charming Hampton Bays Home 5 Mi to Coopers Beach offers a garden and air conditioning.

Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 5 reviews
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Popular with guests booking holiday homes in Long Island

Popular with guests booking holiday homes in Long Island

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 12 reviews

Popular with guests booking holiday homes in Long Island

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 16 reviews

Popular with guests booking holiday homes in Long Island

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking holiday homes in Long Island

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

Popular with guests booking holiday homes in Long Island

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 9 reviews

Popular with guests booking holiday homes in Long Island

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

Popular with guests booking holiday homes in Long Island

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 57 reviews

Popular with guests booking holiday homes in Long Island

FAQs about holiday homes in Long Island

Holiday homes that guests love in Long Island

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Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 12 reviews
The place was very clean and had some nice games included for my kids and family . Big kitchen , good bathroom ect.
Guest review by
Rajesh
Solo traveller
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review
very nice house, very clean, everything was well prepared.
Guest review by
eric
Solo traveller