Walking holiday villas and apartments Long Island

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165 properties
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50 Holiday homes

Filters applied: Walking holidays (40)

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 / 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) 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 / 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 / 12

East Hampton holiday home rental

Hamptons / East Hampton

3 6 7 nights min stay

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

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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 / 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

(4) Excellent 

1 / 21

Holiday apartment rental

Hamptons / Sag Harbor

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

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from £204 / night

£1518 - £2035 / week

Book

from £204 / 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

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from £1035 / night

£7242 - £13518 / week

Book

from £1035 / 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

1 / 15

Holiday home in Amagansett

Hamptons / Amagansett

3 6 7 nights min stay

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

Add to shortlist

from £276 / night

£1932 / week

Book

from £276 / 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 / 18

Holiday home with swimming pool in Long Island

Hamptons / East Quogue

5 8 7 nights min stay

House / 5 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £493 / night

£3449 / week

Book

from £493 / night

(1) Excellent 

1 / 19

Holiday b&b with golf nearby in Long Island

Hamptons / East Hampton

1 2 Min stay varies

B&B / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £207 / night

£1242 - £1449 / week

Book

from £207 / night

1 / 17

Southold holiday cottage rental

North Fork / Southold

2 6 14 nights min stay

Cottage / 2 bedrooms / sleeps 6 / 14 nights min stay

Add to shortlist

from £276 / night

£1449 - £2207 / week

Book

from £276 / night

1 / 11

Holiday home with golf nearby in Long Island

Hamptons / Water Mill

5 10 1 night min stay

House / 5 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £1932 / night

£10345 / week

Book

from £1932 / night

1 / 10

B&b letting in Long Island with shared pool, golf nearby

Hamptons / East Quogue

1 2 2 nights min stay

B&B / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £204 / night

£1552 / week

Book

from £204 / night

1 / 35

Holiday b&b rental

Hamptons / Shelter Island

6 12 2 nights min stay

B&B / 6 bedrooms / sleeps 12 / 2 nights min stay

Add to shortlist

from £966 / night

£2414 / week

Book

from £966 / night

1 / 36

Holiday home accommodation

Hamptons / Hampton Bays

4 10 14 nights min stay

House / 4 bedrooms / sleeps 10 / 14 nights min stay

Add to shortlist

from £444 / night

£3104 / week

Book

from £444 / night

1 / 8

Greenport holiday farmhouse accommodation

North Fork / Greenport

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £276 / night

£1932 - £2414 / week

Book

from £276 / night

1 / 7

Holiday home with tennis court in Long Island

Hamptons / Westhampton

5 10 7 nights min stay

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

Add to shortlist

from £946 / night

£6621 / week

Book

from £946 / night

1 / 20

Long Island holiday home rental

Hamptons / Amagansett

4 8 30 nights min stay

House / 4 bedrooms / sleeps 8 / 30 nights min stay

Add to shortlist

from £1495 / night

£10460 / week

Book

from £1495 / night

1 / 15

Holiday home in Long Island

Hamptons / East Hampton

5 9 Min stay varies

House / 5 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £345 / night

£2897 - £3621 / week

Book

from £345 / night

1 / 20

Long Island holiday home rental

Hamptons / Shelter Island

3 6 7 nights min stay

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

Add to shortlist

from £493 / night

£3449 / week

Book

from £493 / 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 / 20

Holiday home with golf nearby in Long Island

Hamptons / Wainscott

4 8 30 nights min stay

House / 4 bedrooms / sleeps 8 / 30 nights min stay

Add to shortlist

from £1242 / night

£6207 / week

Book

from £1242 / night

(2) Very Good 

1 / 11

Holiday home rental

North Fork / Greenport

3 4 2 nights min stay

House / 3 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £128 / night

£794 - £1518 / week

Book

from £128 / night

(7) Excellent 

1 / 18

Holiday cottage in Cutchogue

North Fork / Cutchogue

2 6 Min stay varies

Cottage / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £104 / night

£656 - £1400 / week

Book

from £104 / night

1 / 16

Holiday farmhouse in Greenport

North Fork / Greenport

3 8 30 nights min stay

Farmhouse / 3 bedrooms / sleeps 8 / 30 nights min stay

Add to shortlist

from £357 / night

£2495 / week

Book

from £357 / night

1 / 15

Holiday home with golf nearby in Amagansett

Hamptons / Amagansett

5 9 Min stay varies

House / 5 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £148 / night

£1035 - £10345 / week

Book

from £148 / night

1 / 7

Montauk holiday cottage rental

Hamptons / Montauk

1 2 14 nights min stay

Cottage / 1 bedroom / sleeps 2 / 14 nights min stay

Add to shortlist

from £148 / night

£1035 / week

Book

from £148 / night

(2) Very Good 

1 / 20

Holiday home in Long Island

Hamptons / Bridgehampton

1 2 Min stay varies

House / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £94 / night

£518 / week

Book

from £94 / night

1 / 11

Holiday cottage rental

Hamptons / Amagansett

3 6 7 nights min stay

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

Add to shortlist

from £345 / night

£2414 / week

Book

from £345 / night

1 / 7

Holiday home letting

Hamptons / East Quogue

1 2 1 night min stay

House / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £52 / night

£276 - £380 / week

Book

from £52 / night

1 / 15

Holiday condo in Long Beach

Long Island / Long Beach

1 2 7 nights min stay

Condo / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £119 / night

£828 / week

Book

from £119 / night

1 / 7

Holiday hotel apartment with shared pool in Long Island

Hamptons / Montauk

1 4 3 nights min stay

Hotel apartment / 1 bedroom / sleeps 4 / 3 nights min stay

Add to shortlist

from £690 / night

£4828 / week

Book

from £690 / night

1 / 14

Long Island holiday cottage rental

Long Island / Fire Island

3 6 7 nights min stay

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

Add to shortlist

from £454 / night

£3173 / week

Book

from £454 / night

(1) Very Good 

1 / 10

Holiday home in Long Island

Hamptons / Water Mill

3 6 30 nights min stay

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

Add to shortlist

from £469 / night

£3449 / week

Book

from £469 / night

1 / 16

Home rental in Southampton

Hamptons / Southampton

5 12 1 night min stay

House / 5 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £2414 / night

£9311 / week

Book

from £2414 / night

More results near

Distance approx 16.4 miles from Long Island Show on Map

(1) Excellent 

1 / 19

Glen Cove holiday home rental

New York / Glen Cove

5 9 4 nights min stay

House / 5 bedrooms / sleeps 9 / 4 nights min stay

Add to shortlist

from £380 / night

£2621 - £3007 / week

Book

from £380 / night

Distance approx 20.17 miles from Long Island Show on Map

(1) Very Good 

1 / 6

Holiday apartment rental

New York / Great Neck

1 4 2 nights min stay

Apartment / 1 bedroom / sleeps 4 / 2 nights min stay

Add to shortlist

from £104 / night

£552 - £745 / week

Book

from £104 / night

Distance approx 23.77 miles from Long Island Show on Map

(1) Very Good 

1 / 23

Holiday home in New York City

New York City / Queens

4 8 1 night min stay

House / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £55 / night

£345 - £1214 / week

Book

from £55 / night

Distance approx 25.94 miles from Long Island Show on Map

1 / 40

Apartment rental in Bronx

New York / Bronx

4 9 3 nights min stay

Apartment / 4 bedrooms / sleeps 9 / 3 nights min stay

Add to shortlist

from £204 / night

£1397 - £1614 / week

Book

from £204 / night

Distance approx 26.17 miles from Long Island Show on Map

1 / 21

Holiday apartment in Kew Gardens

New York / Kew Gardens

1 7 Min stay varies

Apartment / 1 bedroom / sleeps 7 / Min stay varies

Add to shortlist

from £69 / night

£621 - £983 / week

Book

from £69 / night

Distance approx 26.19 miles from Long Island Show on Map

1 / 20

Kew Gardens holiday apartment rental

New York / Kew Gardens

1 8 2 nights min stay

Apartment / 1 bedroom / sleeps 8 / 2 nights min stay

Add to shortlist

from £117 / night

£816 / week

Book

from £117 / night

Distance approx 26.51 miles from Long Island Show on Map

(1) Good 

1 / 18

Kew Gardens holiday apartment rental

New York / Kew Gardens

2 6 1 night min stay

Apartment / 2 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £110 / night

£725 / week

Book

from £110 / night

Distance approx 27.05 miles from Long Island Show on Map

1 / 12

Holiday condo in New York City

New York City / Queens

2 4 3 nights min stay

Condo / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £54 / night

£414 - £704 / week

Book

from £54 / night

Distance approx 27.23 miles from Long Island Show on Map

(1) Excellent 

1 / 16

Holiday apartment in Bronx

New York / Bronx

2 5 2 nights min stay

Apartment / 2 bedrooms / sleeps 5 / 2 nights min stay

Add to shortlist

from £100 / night

£700 - £773 / week

Book

from £100 / night

Distance approx 27.26 miles from Long Island Show on Map

1 / 22

Holiday boathouse in New York City

New York / New York City

1 4 2 nights min stay

Boathouse / 1 bedroom / sleeps 4 / 2 nights min stay

Add to shortlist

from £111 / night

£649 - £745 / week

Book

from £111 / night

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