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38 Holiday homes

Filters applied: City breaks

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

29

Long Island / Shirley

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £484 / night

£2904 - £4936 / week

Book View

from £484 / night

(6) Excellent 

20

Long Island / Baiting Hollow

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £185 / night

£1170 / week

Book View

from £185 / night

15

Long Island / Long Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Car not necessary

from £242 / night

£968 - £1775 / week

Book View

from £242 / night

8

North Fork / Greenport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £323 / night

£2259 / week

Book View

from £323 / night

11

Hamptons / Amagansett

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £173 / night

£1210 - £3226 / week

Book View

from £173 / night

18

Hamptons / Montauk

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £404 / night

£2420 - £4839 / week

Book View

from £404 / night

(2) Very Good 

20

Hamptons / Bridgehampton

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly

from £109 / night

£763 - £932 / week

Book View

from £109 / night

(4) Excellent 

21

Hamptons / Sag Harbor

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £400 / night

£2097 - £2380 / week

Book View

from £400 / night

9

Long Island / Bellmore

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Ask owner if suitable for children

from £97 / night

£565 - £706 / week

Book View

from £97 / night

(1) Excellent 

31

Hamptons / Hampton Bays

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £508 / night

£3388 - £4734 / week

Book View

from £508 / night

(1) Excellent 

22

Hamptons / East Hampton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £238 / night

£1593 - £5081 / week

Book View

from £238 / night

6

Hamptons / East Hampton

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £461 / night

£3226 - £4355 / week

Book View

from £461 / night

17

Hamptons / East Hampton

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £444 / night

£3105 / week

Book View

from £444 / night

(4) Excellent 

28

Hamptons / Sag Harbor

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £1729 / night

£12097 / week

Book View

from £1729 / night

20

Hamptons / Wainscott

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1452 / night

£7259 / week

Book View

from £1452 / night

26

Hamptons / Quogue

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly

from £1210 / night

£4033 - £6049 / week

Book View

from £1210 / night

(1) Excellent 

18

Long Island / Amityville

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly

from £64 / night

£380 - £1070 / week

Book View

from £64 / night

(9) Excellent 

18

North Fork / Cutchogue

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £121 / night

£767 - £1638 / week

Book View

from £121 / night

(5) Very Good 

11

North Fork / Greenport

3 4 2 nights min

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £174 / night

£1250 - £2097 / week

Book View

from £174 / night

(2) Excellent 

17

North Fork / Southold

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £303 / night

£2017 / week

Book View

from £303 / night

(1) Excellent 

18

Long Island / Glen Cove

5 9 5 nights min

  • 5 bedrooms
  • Sleeps 9
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £444 / night

£3359 - £3924 / week

Book View

from £444 / night

13

North Fork / Mattituck

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Ask owner if suitable for children

from £722 / night

£2823 - £7339 / week

Book View

from £722 / night

16

Long Island / Baiting Hollow

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £121 / night

£646 - £1069 / week

Book View

from £121 / night

(1) Excellent 

24

Long Island / Mastic Beach

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 17 km
  • Child friendly

from £404 / night

£2823 / week

Book View

from £404 / night

20

Hamptons / Amagansett

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £1748 / night

£12232 / week

Book View

from £1748 / night

16

North Fork / Greenport

3 8 30 nights min

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £417 / night

£2917 / week

Book View

from £417 / night

12

Hamptons / East Hampton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £254 / night

£1775 / week

Book View

from £254 / night

18

Long Island / Long Beach

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £142 / night

£646 - £1210 / week

Book View

from £142 / night

12

Hamptons / Montauk

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £605 / night

£2420 - £4839 / week

Book View

from £605 / night

15

Hamptons / East Hampton

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1210 / night

£5646 - £6492 / week

Book View

from £1210 / night

15

Hamptons / East Hampton

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

from £519 / night

£3630 / week

Book View

from £519 / night

18

North Fork / East Marion

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly

from £303 / night

£1613 / week

Book View

from £303 / night

41

Hamptons / Montauk

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £484 / night

£3388 / week

Book View

from £484 / night

46

Long Island / Massapequa

6 19 1 night min

  • 6 bedrooms
  • Sleeps 19
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly

from £564 / night

£3355 - £10061 / week

Book View

from £564 / night

(1) Average 

12

Hamptons / Sag Harbor

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £767 / night

£5363 / week

Book View

from £767 / night

15

Hamptons / East Hampton

5 12 14 nights min

  • 5 bedrooms
  • Sleeps 12
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £2881 / night

£20162 / week

Book View

from £2881 / night

17

Hamptons / Hampton Bays

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £323 / night

£2017 - £2400 / week

Book View

from £323 / night

12

Hamptons / East Hampton

8 18 7 nights min

  • 8 bedrooms
  • Sleeps 18
  • 7 nights min
  • Child friendly

from £6049 / night

£42339 / week

Book View

from £6049 / night