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Holiday Houses in Long Island

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247 Holiday homes

Cutchogue Beach Cottage

Cutchogue cottage

2 bedrooms / 1 bathroom / sleeps 6

9

from £126 / night

£816 - £1,050 / week

"Above the Bay" - Suite-Bedrm ,Den,Bath & Kitchen

East Patchogue apartment

1 bedroom / 1 bathroom / sleeps 2

from £121 / night

£791 / week

Amazing Rocky Point Retreat Overlooking the Sound!

Rocky Point house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 17 minutes

from £329 / night

£2,302 / week

Perfect summer haven, ten minutes walk to village

Bellport house

3 bedrooms / 2 bathrooms / sleeps 10

from £500 / night

£3,497 / week

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

4 bedrooms / 3 bathrooms / sleeps 8

from £831 / night

£5,817 / week

Cozy Fire Island Studio w/ Deck, Walk to the Beach

Ocean Bay Park studio

Studio / 1 bathroom / sleeps 2

1

Responds fast! avg. 3 hours 17 minutes

from £259 / night

£1,810 / week

Waterfront Hamptons Beach House w/ Dock, Hot Tub, & Awesome Views, Walk to Beach

Westhampton Beach house

3 bedrooms / 2 bathrooms / sleeps 6

3

from £192 / night

£1,046 / week

3BR/2BA- Private Heated Pool Steps to Moriches Bay

Remsenburg house

3 bedrooms / 2 bathrooms / sleeps 6

4

from £360 / night

£2,638 / week

Sagaponack Compound

Sagaponack house

7 bedrooms / 4 bathrooms / sleeps 20

from £1,394 / night

£4,184 - £27,944 / week

Amagansett House with Pool near Village & Beach

Amagansett house

4 bedrooms / 4 bathrooms / sleeps 8

from £950 / night

£6,648 / week

Large Beach Bungalow next to Fresh Water Pond - SUMMER 2017

Montauk house

3 bedrooms / 2 bathrooms / sleeps 6

from £628 / night

£4,393 / week

Charming Bay View Cottage

Ocean Beach cottage

2 bedrooms / 1 bathroom / sleeps 5

1

from £434 / night

£3,039 / week

Beautiful East Hampton Home w/ Hot Tub & Pool!

Springs house

4 bedrooms / 4 bathrooms / sleeps 8

1

Responds fast! avg. 3 hours 17 minutes

from £488 / night

£3,415 / week

North Fork cottage getaway with private beach

Mattituck cottage

4 bedrooms / 2 bathrooms / sleeps 9

1

Responds fast! avg. 50 minutes

from £226 / night

£1,582 / week

Montauk renovated beach house

Montauk house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 55 minutes

from £837 / night

£5,857 / week

Waterview House Perfect for Large Families

East Moriches house

4 bedrooms / 3 bathrooms / sleeps 12

from £666 / night

£4,163 / week

Beech Tree Cottage

Sag Harbor cottage

2 bedrooms / 1 bathroom / sleeps 4

5

from £502 / night

£3,163 / week

Cute East Hampton Cottage w/ Patio - Walk to Beach

Springs cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 17 minutes

from £240 / night

£1,675 / week

Franklin Ave B2

Hewlett private room

1 bedroom / 1 bathroom / sleeps 4

from £63 / night

£377 - £494 / week

Relaxed Village Farmhouse

Greenport house

4 bedrooms / 3 bathrooms / sleeps 8

1

from £583 / night

£3,747 - £4,912 / week

Waterfront Condo C204 at The Cliffside Resort

Greenport apartment

2 bedrooms / 2 bathrooms / sleeps 6

13

from £293 / night

£1,904 / week

COOL SUMMER BEACH HOUSE

Ocean Beach house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 45 minutes

from £708 / night

£4,954 / week

Luxury Hampton Bays Home - Walk to Shinnecock Bay

Hampton Bays house

3 bedrooms / 3 bathrooms / sleeps 9

1

Responds fast! avg. 3 hours 17 minutes

from £302 / night

£2,115 / week

Waterfront Southampton Gem! Sailboat On Grounds - Travertine patio and Hot Tub

Water Mill house

3 bedrooms / 3 bathrooms / sleeps 6

1

from £565 / night

£4,155 / week

Newly remodeled mid century modern

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 8

from £423 / night

£2,959 / week

Amagansett Estate 3 BR 60ft Pool

Amagansett house

3 bedrooms / 3 bathrooms / sleeps 6

from £748 / night

£5,235 / week

Romantic Luxury Winery Apartment

Jamesport apartment

1 bedroom / 1 bathroom / sleeps 2

2

from £210 / night

£1,465 / week

Elegant Designer Hamptons Retreat in Sag Harbor

Sag Harbor house

5 bedrooms / 7 bathrooms / sleeps 12

5

Responds fast! avg. 2 hours 2 minutes

from £2,391 / night

£16,733 / week

Frank Lloyd Wright Prairie Style Home on 4 Acres Wild Life Refuge

Brookhaven house

5 bedrooms / 3 bathrooms / sleeps 15

Responds fast! avg. 41 minutes

from £327 / night

£2,284 / week

Hip & Stylish East Hampton Getaway

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

14

from £709 / night

£4,960 / week

Dream house vacation on the Long Island Sound

Orient house

5 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 52 minutes

from £790 / night

£5,526 / week

Sag Harbor Home w/ Pool - 5 Mins to Downtown!

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

from £904 / night

£6,327 / week

Greenport Home w/Furnished Patio - Walk Downtown!

Greenport house

3 bedrooms / 1 bathroom / sleeps 8

2

Responds fast! avg. 3 hours 17 minutes

from £225 / night

£1,576 / week

Serene and peaceful beach getaway!

Hampton Bays house

2 bedrooms / 2 bathrooms / sleeps 6

from £542 / night

£2,914 / week

Ready for Summer 2021

Southampton house

4 bedrooms / 3 bathrooms / sleeps 8

from £1,247 / night

£6,648 - £8,393 / week

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

4 bedrooms / 2 bathrooms / sleeps 8

from £914 / night

£6,399 / week

East Hampton Dream House 'Serendipity' - Great Buy

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

3

from £416 / night

£2,493 / week

Ground floor sunlit apt. in great area!

Huntington apartment

1 bedroom / 1 bathroom / sleeps 4

4

Responds fast! avg. 1 hour 57 minutes

from £72 / night

£463 - £758 / week

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

6 bedrooms / 7 bathrooms / sleeps 12

1

from £2,498 / night

£15,819 / week

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

2 bedrooms / 2 bathrooms / sleeps 4

1

from £594 / night

£4,155 - £5,817 / week

Viewing 40 of 247
rentals in Long Island