Long Island holiday rentals, Apartments and estates

View larger map

Price per night

£498 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • United States
  • New York
  • Long Island

Location

  • All locations
  • Fire Island (10)
  • Hamptons (164)
  • Hempstead (1)
  • Huntington (1)
  • Long Beach (4)
  • North Fork (27)
  • Oyster Bay (2)
  • Rocky Point (1)

More

Less

Also consider

Houses Hamptons
165 properties
North Fork
27 properties
Holiday rentals Fire Island
10 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

211 Holiday homes

Travellers going to Long Island are booking May dates now. Secure your holiday home today and have the perfect trip.

(1) Excellent 

1 / 21

Holiday home with golf nearby in Southampton

Hamptons / Southampton

4 9 2 nights min stay

House / 4 bedrooms / sleeps 9 / 2 nights min stay

Add to shortlist

from £413 / night

£3104 - £3828 / week

Book

from £413 / night

1 / 21

Home rental in Long Island

Hamptons / Southampton

5 10 7 nights min stay

House / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £493 / night

£3449 / week

Book

from £493 / night

1 / 51

Long Island holiday home accommodation

Hamptons / Southampton

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £828 / night

£6897 / week

Book

from £828 / night

1 / 15

Holiday cottage rental

Hamptons / Southampton

4 10 1 night min stay

Cottage / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £1725 / night

£7242 / week

Book

from £1725 / night

1 / 22

Holiday villa in Southampton

Hamptons / Southampton

3 6 30 nights min stay

Villa / 3 bedrooms / sleeps 6 / 30 nights min stay

Add to shortlist

from £616 / night

£4311 / week

Book

from £616 / night

1 / 11

Holiday villa in Southampton

Hamptons / Southampton

6 12 2 nights min stay

Villa / 6 bedrooms / sleeps 12 / 2 nights min stay

Add to shortlist

from £1207 / night

£5518 / week

Book

from £1207 / night

1 / 13

Southampton holiday home rental

Hamptons / Southampton

4 8 5 nights min stay

House / 4 bedrooms / sleeps 8 / 5 nights min stay

Add to shortlist

from £449 / night

£3104 / week

Book

from £449 / night

1 / 14

Holiday home with swimming pool in Long Island

New York / Long Island

5 10 7 nights min stay

House / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £887 / night

£6207 / week

Book

from £887 / night

1 / 6

Home rental in Long Island

Hamptons / East Hampton

4 8 3 nights min stay

House / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £414 / night

£2759 / week

Book

from £414 / night

1 / 6

Holiday cottage in Long Island

Hamptons / Southampton

2 2 2 nights min stay

Cottage / 2 bedrooms / sleeps 2 / 2 nights min stay

Add to shortlist

from £259 / night

£1811 - £2173 / week

Book

from £259 / night

(1) Excellent 

1 / 18

Holiday home in East Hampton

Hamptons / East Hampton

6 16 Min stay varies

House / 6 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £621 / night

£3447 - £6207 / week

Book

from £621 / night

1 / 13

Holiday apartment in Mattituck

North Fork / Mattituck

5 14 14 nights min stay

Apartment / 5 bedrooms / sleeps 14 / 14 nights min stay

Add to shortlist

from £104 / night

£725 / week

Book

from £104 / night

(2) Very Good 

1 / 100

Holiday home with swimming pool, golf nearby in Long Island

Hamptons / East Hampton

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £238 / night

£1345 - £3656 / week

Book

from £238 / night

1 / 10

Holiday cottage in Long Island

Hamptons / Southampton

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £242 / night

£2621 / week

Book

from £242 / night

(1) Excellent 

1 / 71

Holiday home in Long Island

Hamptons / Hampton Bays

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £345 / night

£2414 - £4276 / week

Book

from £345 / night

1 / 17

Cottage rental in Long Island

Hamptons / Sag Harbor

3 8 2 nights min stay

Cottage / 3 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £621 / night

£4138 / week

Book

from £621 / night

(2) Excellent 

1 / 12

Holiday home in East Hampton

Hamptons / East Hampton

3 6 14 nights min stay

House / 3 bedrooms / sleeps 6 / 14 nights min stay

Add to shortlist

from £345 / night

£1380 - £2414 / week

Book

from £345 / night

1 / 7

East Hampton holiday home rental

Hamptons / East Hampton

2 5 1 night min stay

House / 2 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £259 / night

£1449 / week

Book

from £259 / night

1 / 7

Home rental in Southampton

Hamptons / Southampton

5 16 7 nights min stay

House / 5 bedrooms / sleeps 16 / 7 nights min stay

Add to shortlist

from £887 / night

£6207 / week

Book

from £887 / night

1 / 22

East Hampton holiday home rental

Hamptons / East Hampton

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £204 / night

£1363 - £5307 / week

Book

from £204 / night

1 / 17

Holiday home in Long Island

Hamptons / Montauk

2 5 Min stay varies

House / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £345 / night

£2414 - £4138 / week

Book

from £345 / night

1 / 41

Holiday home in Long Island

Hamptons / Montauk

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £414 / night

£3449 / week

Book

from £414 / night

1 / 5

Southold holiday cottage rental

North Fork / Southold

2 4 14 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 14 nights min stay

Add to shortlist

from £207 / night

£1380 / week

Book

from £207 / night

(3) Excellent 

1 / 10

Holiday cottage in Sag Harbor

Hamptons / Sag Harbor

2 4 2 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £345 / night

£2414 / week

Book

from £345 / night

1 / 10

Holiday home in Long Island

Hamptons / East Hampton

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £618 / night

£4321 / week

Book

from £618 / night

1 / 12

East Hampton holiday home rental

Hamptons / East Hampton

3 6 7 nights min stay

House / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £217 / night

£1518 / week

Book

from £217 / night

1 / 15

Holiday home with golf nearby in Long Island

Hamptons / East Hampton

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £444 / night

£3104 / week

Book

from £444 / night

1 / 16

Holiday home in East Quogue

Hamptons / East Quogue

3 6 2 nights min stay

House / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £328 / night

£2294 / week

Book

from £328 / night

1 / 12

Long Island holiday home let

Hamptons / East Hampton

2 6 3 nights min stay

House / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £345 / night

£2414 / week

Book

from £345 / night

1 / 9

Holiday home with swimming pool in Long Island

Hamptons / East Hampton

3 8 Min stay varies

House / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £1035 / night

£5794 / week

Book

from £1035 / night

1 / 33

East Hampton holiday home rental

Hamptons / East Hampton

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £345 / night

£2414 - £4483 / week

Book

from £345 / night

1 / 18

Holiday home in Long Island

Hamptons / Montauk

4 8 4 nights min stay

House / 4 bedrooms / sleeps 8 / 4 nights min stay

Add to shortlist

from £328 / night

£2173 / week

Book

from £328 / night

1 / 10

Holiday home in Long Island

Hamptons / East Hampton

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £966 / night

£3104 - £6207 / week

Book

from £966 / night

1 / 15

East Hampton holiday home rental

Hamptons / East Hampton

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £966 / night

£2069 - £4380 / week

Book

from £966 / night

1 / 11

Holiday home rental

Hamptons / East Hampton

3 6 1 night min stay

House / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £345 / night

£3458 / week

Book

from £345 / night

1 / 5

Holiday home in East Hampton

Hamptons / East Hampton

4 6 4 nights min stay

House / 4 bedrooms / sleeps 6 / 4 nights min stay

Add to shortlist

from £483 / night

£2759 / week

Book

from £483 / night

1 / 29

Long Island holiday home rental

Hamptons / East Hampton

4 8 7 nights min stay

House / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £690 / night

£4138 / week

Book

from £690 / night

(4) Excellent 

1 / 21

Holiday apartment rental

Hamptons / Sag Harbor

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £204 / night

£1518 - £2035 / week

Book

from £204 / night

1 / 17

Home rental in Sag Harbor

Hamptons / Sag Harbor

3 6 3 nights min stay

House / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £828 / night

£4966 / week

Book

from £828 / night

1 / 15

Long Island holiday home rental

Hamptons / East Hampton

3 8 14 nights min stay

House / 3 bedrooms / sleeps 8 / 14 nights min stay

Add to shortlist

from £148 / night

£1035 - £4483 / week

Book

from £148 / night

1 / 10

Home accommodation in Long Island

Hamptons / East Hampton

3 7 7 nights min stay

House / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £493 / night

£3449 / week

Book

from £493 / night

1 / 47

Home rental in Long Island

Hamptons / East Hampton

3 7 Min stay varies

House / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £294 / night

£1173 - £2690 / week

Book

from £294 / night

1 / 12

Long Island holiday home rental

Hamptons / Sag Harbor

4 8 3 nights min stay

House / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £552 / night

£3863 / week

Book

from £552 / night

1 / 14

Home rental in Long Island

Hamptons / Wainscott

4 9 7 nights min stay

House / 4 bedrooms / sleeps 9 / 7 nights min stay

Add to shortlist

from £789 / night

£5518 / week

Book

from £789 / night

(4) Excellent 

1 / 27

Long Island holiday home rental

Hamptons / Sag Harbor

5 12 Min stay varies

House / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £1035 / night

£7242 - £13518 / week

Book

from £1035 / night

(1) Excellent 

1 / 16

East Hampton holiday home rental

Hamptons / East Hampton

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £400 / night

£2552 - £3449 / week

Book

from £400 / night

1 / 16

Long Island holiday home rental

Hamptons / Sag Harbor

3 7 7 nights min stay

House / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £828 / night

£5518 - £6207 / week

Book

from £828 / night

1 / 23

Long Island holiday home rental

Hamptons / East Hampton

3 6 7 nights min stay

House / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £395 / night

£2759 / week

Book

from £395 / night

1 / 20

East Hampton holiday home rental

Hamptons / East Hampton

6 11 Min stay varies

House / 6 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £789 / night

£5518 / week

Book

from £789 / night

1 / 7

Holiday home in Long Island

Hamptons / East Hampton

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £328 / night

£2069 - £2483 / week

Book

from £328 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page