Holiday rentals in Long Island and apartments – Holiday Lettings - Holiday Rentals Long Island

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329 Holiday homes

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

17

Cottage rental in Long Island

Hamptons / Sag Harbor

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Wonderful Sag Harbor VillageWaterfront Cottage for Rent 3 bedrooms, 4 queen size beds , 1 1/2 baths, A/C, Screaming Water views, multi level Decks, Private Sand beach, with Kayaks and fire pit. All inclusive utilities, Maid service (weekly) and wonderful clear Water  …see more

from £726 / night

£4839 / week

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from £726 / night

18

Holiday cottage in Long Island

Hamptons / Montauk

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Two bedroom cottage with vaulted ceilings set on a double lot, last house on a dead end quiet road with a pond and a nature preserve across the road. Lots of outdoor living/dining space. Outdoor shower, gas grill, herb/flower gardens, washer/dryer. 5 minute walk to priv  …see more

from £242 / night

£1694 / week

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from £242 / night

21

Home rental in Long Island

Hamptons / East Hampton

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Heated pool, hot tub, deck, screened porch, landscaped gardens, close to beach, private, large basement, huge garage.  …see more

from £692 / night

£4839 / week

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from £692 / night

14

Long Island holiday cottage rental

Long Island / Fire Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
Fire Island is a 35mile long barrier island located just off the South Shore of New York's Long Island. It is an island of many diverse communities. The house is located in a community called Lonelyville, one of the oldest on Fire Island. There are no cars permitte  …see more

from £530 / night

£3710 / week

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from £530 / night

6

Home rental in Long Island

Hamptons / Southampton

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a gorgeous newly renovated hamptons shingled farm style home. 4 bedrooms 3 full bathrooms plus one in the basement, huge kitchen for entertainers, dining room & living rooms Heated Pool, fireplace, deck for entertaining, lots of space and plenty of natural  …see more

from £323 / night

£2259 / week

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from £323 / night

13

Holiday home in Long Island

Hamptons / East Hampton

5 12 30 nights min

  • 5 bedrooms
  • Sleeps 12
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Furnished 5 bedroom 4 bathroom home on a quiet cul de sac. In-law/nanny suite with private bathroom and living room. Viking/subzero appliances with granite countertops. Spacious deck and Porch on one acre piece of property. Great house for entertaining. Air conditioning  …see more

from £807 / night

£5646 / week

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from £807 / night

11

Holiday home in Long Island

Hamptons / East Hampton

8 20 7 nights min

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A new construction estate in the exclusive Georgica Pond section of East Hampton brings the fabled tradition of Long Island country houses into the here and now. This gracefully proportioned gambrel home continues the proud lineage of East Hampton estates for the New co  …see more

from £5761 / night

£40323 / week

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from £5761 / night

(13) Excellent 

24

Hamptons / East Hampton

3 6 Min stay varies

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

 …see more

from £231 / night

£1613 - £4033 / week

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from £231 / night

29

Long Island / Baiting Hollow

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £201 / night

£1613 - £3273 / week

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from £201 / night

(1) Excellent 

16

Long Island / Long Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.5 km
  • Car not necessary
  • Air conditioning

 …see more

from £72 / night

£503 / week

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from £72 / night

(4) Excellent 

16

Long Island / Long Beach

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £888 / night

£4517 - £6210 / week

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from £888 / night

(3) Excellent 

11

Hamptons / Sag Harbor

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+

 …see more

from £202 / night

£1210 - £2057 / week

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from £202 / night

19

Hamptons / East Hampton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £280 / night

£1200 - £5280 / week

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from £280 / night

25

North Fork / Greenport

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £180 / night

£2400 - £4400 / week

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from £180 / night

(2) Excellent 

17

Hamptons / Quogue

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

 …see more

from £323 / night

£2017 / week

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from £323 / 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

 …see more

from £400 / night

£2097 - £2380 / week

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from £400 / night

(1) Very Good 

16

Fire Island / Fair Harbor

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.16 km
  • Child friendly

 …see more

from £605 / night

£3065 / week

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from £605 / night

(1) Excellent 

23

Fire Island / Cherry Grove

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

 …see more

from £323 / night

£2259 - £3388 / week

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from £323 / night

18

Hamptons / East Hampton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Ask owner if suitable for children

 …see more

from £404 / night

£1613 - £2017 / week

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from £404 / 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

 …see more

from £185 / night

£1170 / week

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from £185 / night

(7) Excellent 

14

North Fork / Greenport

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £242 / night

£1694 - £2097 / week

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from £242 / 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

 …see more

from £121 / night

£767 - £1638 / week

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from £121 / night

(3)  

15

Long Island / Westhampton Beach

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £121 / night

£1210 - £29436 / week

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from £121 / night

(1) Very Good 

10

North Fork / Greenport

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £444 / night

£2420 - £8569 / week

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from £444 / night

(2) Excellent 

16

Long Island / Huntington

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £68 / night

£440 - £720 / week

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from £68 / night

(2) Excellent 

6

North Fork / East Marion

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £343 / night

£2259 / week

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from £343 / night

28

Hamptons / Hampton Bays

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £323 / night

£2259 / week

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from £323 / night

(1) Excellent 

28

Hamptons / East Hampton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

 …see more

from £226 / night

£1581 - £3549 / week

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from £226 / night

(7) Excellent 

33

Long Island / Rocky Point

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

 …see more

from £222 / night

£1553 / week

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from £222 / night

6

Long Island / Kings Point

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £202 / night

£1130 - £2823 / week

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from £202 / 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

 …see more

from £263 / night

£1613 / week

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from £263 / night

(1) Excellent 

10

Hamptons / East Hampton

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden

 …see more

from £263 / night

£1613 - £3025 / week

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from £263 / night

(1) Excellent 

14

Hamptons / Shelter Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

 …see more

from £238 / night

£1045 - £4436 / week

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from £238 / night

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

 …see more

from £480 / night

£2880 - £4896 / week

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from £480 / night

16

Hamptons / Bridgehampton

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £847 / night

£5928 - £11347 / week

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from £847 / night

(3) Excellent 

71

Hamptons / Hampton Bays

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Swimming pool

 …see more

from £646 / night

£4436 - £5000 / week

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from £646 / night

12

Hamptons / Bridgehampton

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

 …see more

from £404 / night

£2823 - £8065 / week

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from £404 / night

(9) Excellent 

28

Hamptons / Hampton Bays

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

 …see more

from £323 / night

£2420 / week

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from £323 / night

24

Hamptons / Water Mill

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £565 / night

£3952 / week

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from £565 / night

16

Hamptons / East Quogue

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool

 …see more

from £384 / night

£2682 / week

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from £384 / night