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> North America
> United States
> New York
> Long Island
> Hamptons

Best Hamptons House rentals on Holiday Lettings - Apartments

Price per day

$1 $750 -

Bedrooms

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  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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Trampoline
Walking trips

Great rentals within 20 miles that match your search

Levittown Vacation home rental

Levittown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from $343 / night

$2,290 / week

1 / 24

Great rentals within 20 miles that match your search

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Vacation home in Southampton

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

1 filter does not match: Walking trips

from $1,718 / night

$12,023 / week

1 / 83

Great rentals within 20 miles that match your search

Home rental in Southampton

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

from $3,272 / night

$22,900 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation home in Southold

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

3 reviews

from $915 / night

$4,809 / week

1 / 32

Great rentals within 20 miles that match your search

Sag Harbor Vacation home rental

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $974 / night

$6,813 / week

1 / 39

Great rentals within 20 miles that match your search

Fire Island Vacation cottage rental

Fire Island cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $753 / night

$5,267 / week

1 / 14

Great rentals within 20 miles that match your search

New Haven Vacation home rental

New Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

11 reviews

from $205 / night

$1,432 / week

1 / 19

Great rentals within 20 miles that match your search

Home rental in Westhampton Beach

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

3 reviews

from $2,000 / night

$14,000 / week

1 / 45

Great rentals within 20 miles that match your search

Hampton Bays Vacation home rental

Hampton Bays house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

9 reviews

from $458 / night

$2,290 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in Water Mill

Water Mill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

1 review

from $779 / night

$5,725 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home in Westhampton Beach

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Trampoline

1 review

from $1,500 / night

$2,000 / week

1 / 50

Great rentals within 20 miles that match your search

Vacation home in Westhampton

Westhampton house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Trampoline

1 review

from $1,145 / night

$8,015 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Baiting Hollow

Baiting Hollow house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Trampoline

5 reviews

from $287 / night

$1,832 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home in Hampton Bays

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

5 reviews

from $1,374 / night

$9,160 - $10,763 / week

1 / 71

Great rentals within 20 miles that match your search

Vacation home in Southampton

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Walking trips

from $540 / night

$3,779 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home in Sound Beach

Sound Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

10 reviews

from $573 / night

$3,916 - $4,878 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation home in Sag Harbor

Sag Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $985 / night

$6,893 / week

1 / 15

Great rentals within 20 miles that match your search

Hampton Bays Vacation home rental

Hampton Bays house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $745 / night

$4,008 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation home rental

Lyme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

1 review

from $229 / night

$1,603 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation home in East Hampton

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $1,432 / night

$10,019 / week

1 / 12

Great rentals within 20 miles that match your search

Montauk Vacation cottage rental

Montauk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from $516 / night

$3,607 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation home in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

1 review

from $659 / night

$4,609 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation home in East Hampton

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Trampoline

4 reviews

from $1,145 / night

$8,015 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Waterford

Waterford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from $458 / night

$3,206 / week

1 / 28

Great rentals within 20 miles that match your search

Montauk Vacation home rental

Montauk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $1,260 / night

$8,817 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation home in Montauk

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Trampoline

from $687 / night

$8,588 - $17,862 / week

1 / 78

Great rentals within 20 miles that match your search

Vacation home rental

Deep River house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $344 / night

$2,405 / week

1 / 57

Great rentals within 20 miles that match your search

Mystic Vacation home rental

Mystic house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

7 reviews

from $1,031 / night

$6,699 - $8,302 / week

1 / 70

Great rentals within 20 miles that match your search

Vacation cottage in Sag Harbor

Sag Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Walking trips

6 reviews

from $687 / night

$4,329 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation home with swimming pool in East Hampton

East Hampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $573 / night

$4,008 / week

1 / 13

Great rentals within 20 miles that match your search

Southold Vacation home rental

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $831 / night

$5,725 - $6,126 / week

1 / 21

Great rentals within 20 miles that match your search

Charlestown Vacation home rental

Charlestown house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 5

1 filter does not match: Trampoline

2 reviews

from $510 / night

$3,567 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation home in Westhampton Beach

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

3 reviews

from $2,290 / night

$16,030 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation apartment in New Haven

New Haven apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from $212 / night

$1,483 / week

1 / 35

Great rentals within 20 miles that match your search

Vacation home in Sag Harbor

Sag Harbor house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Walking trips

from $2,990 / night

$20,930 / week

1 / 24

Great rentals within 20 miles that match your search

East Hampton ski home to rent.

East Hampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Walking trips

from $1,429 / night

$10,003 / week

1 / 29

Great rentals within 20 miles that match your search

Ski home to rent in Sag Harbor

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Walking trips

from $1,260 / night

$8,820 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in Southampton

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Walking trips

from $348 / night

$2,436 / week

1 / 21

Great rentals within 20 miles that match your search

Montauk Vacation home rental

Montauk house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Walking trips

from $1,633 / night

$11,431 / week

1 / 11

Great rentals within 20 miles that match your search

Westhampton Vacation home rental

Westhampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Walking trips

from $567 / night

$3,969 / week

1 / 20

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