Updating...

More filters (1)

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Fireplace
Private tennis court
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Table tennis
Games room
Pool or snooker table
Fax machine
Private outdoor pool (heated)
Clothes dryer
Private outdoor pool (unheated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Bicycles available
Boat available
Hair dryer
Gym
Telephone
Solarium or roof terrace
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Stove
Staffed property
Fridge
Freezer
Microwave
Linen provided
Towels provided
Climbing frame
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

See all

Less

Non-Smoking property
Pets
Pets allowed
Parking

Car not required
Children under 5
Smoking allowed
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

See all

Less

Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Mountain Views
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront
Waterfront

See all

Less

145 Houses

Sort by:

Waterfront Charmer on idyllic Shelter Island

Shelter Island house

3 bedrooms
3 bathrooms

sleeps 8

Match: Non-Smoking property

All filters match

Price per night from

$1,064

Great rentals within 20 miles that match your search

Great 4 bedroom family home walking distance to the beach and village

Sag Harbor house

4 bedrooms
3 bathrooms

sleeps 8

Match: Non-Smoking property

All filters match

Price per night from

$1,377

Summer Vacation House

Hampton Bays house

4 bedrooms
2 bathrooms

sleeps 8

Match: Non-Smoking property

All filters match

Price per night from

$382

Village Fringe Ranch

Water Mill house

3 bedrooms
3 bathrooms

sleeps 8

Match: Non-Smoking property

All filters match

Price per night from

$574

Direct beachfront pristine home w/Views like a cruise ship for great vacation

Niantic house

2 bedrooms
3 bathrooms

sleeps 7

Responds fast! avg. 14 minutes

Match: Non-Smoking property

All filters match

Price per night from

$689

Direct oceanfront pristine home, Niantic Bay, sunrises, private beach,retreat

Niantic house

2 bedrooms
3 bathrooms

sleeps 6

Match: Non-Smoking property

All filters match

Price per night from

$574

4BR Waterfront + Dock Family Retreat in Southampton

Southampton house

4 bedrooms
2 bathrooms

sleeps 9

Responds fast! avg. 1 hour 29 minutes

Match: Non-Smoking property

All filters match

Price per night from

$1,033

Harbor view oasis

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

Match: Non-Smoking property

All filters match

Price per night from

$2,377

Cozy Cottage with private beach access

South Jamesport house

2 bedrooms
1 bathroom

sleeps 4

Match: Non-Smoking property

All filters match

Price per night from

$345

Hamptons Getaway on the water with gorgeous sunsets

East Hampton house

2 bedrooms
2 bathrooms

sleeps 4

Match: Non-Smoking property

All filters match

Price per night from

$775

Southampton Village home/Heated Pool/July availability

Water Mill house

3 bedrooms
2 bathrooms

sleeps 12

Match: Non-Smoking property

All filters match

Price per night from

$2,639

Hampton Bay Home 2 Miles from Beach & Dune Road

Hampton Bays house

3 bedrooms
2 bathrooms

sleeps 8

Match: Non-Smoking property

All filters match

Price per night from

$689

Exquisite Hamptons Mansion Retreat

Water Mill house

10 bedrooms
10 bathrooms

sleeps 20

Match: Non-Smoking property

All filters match

Price per night from

$631

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

3 bedrooms
2 bathrooms

sleeps 6

Match: Non-Smoking property

All filters match

Price per night from

$1,434

Montauk Summer rental

Montauk condo

2 bedrooms
1 bathroom

sleeps 8

Match: Non-Smoking property

All filters match

Price per night from

$459

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

Match: Non-Smoking property

All filters match

Price per night from

$343

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

Match: Non-Smoking property

All filters match

Price per night from

$659

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

6 bedrooms
5 bathrooms

sleeps 10

Match: Non-Smoking property

All filters match

Price per night from

$1,718

Idyllic North Fork Waterfront Home with Pool

Mattituck house

5 bedrooms
3 bathrooms

sleeps 14

Match: Non-Smoking property

All filters match

Price per night from

$430

Boutique Waterfront Home with Pool in Heart of North Fork

Southold house

4 bedrooms
3 bathrooms

sleeps 12

Match: Non-Smoking property

All filters match

Price per night from

$430

Wine Country Retreat w/ Dock & Pool on Mattituck Inlet

Mattituck house

6 bedrooms
4 bathrooms

sleeps 14

Match: Non-Smoking property

All filters match

Price per night from

$430

Beautiful Bridgehampton Home

Bridgehampton house

5 bedrooms
4 bathrooms

sleeps 8

Match: Non-Smoking property

All filters match

Price per night from

$1,718

Idyllic Getaway on the CT Shore - Quiet, Peaceful, Stylish

Westbrook house

3 bedrooms
2 bathrooms

sleeps 6

Match: Non-Smoking property

All filters match

Price per night from

$306

Beautiful Guest House Waits For You - Hamptons - Sag Harbor

Sag Harbor guest house

1 bedroom
1 bathroom

sleeps 2

Match: Non-Smoking property

All filters match

Price per night from

$453

Waterfront Southampton Estate, Heated Pool, Spa, Gym, Outdoor Kitchen, Sonos

Tuckahoe house

5 bedrooms
5 bathrooms

sleeps 12

Match: Non-Smoking property

All filters match

Price per night from

$2,519

HEATED POOL in the Hamptons

Hampton Bays house

4 bedrooms
3 bathrooms

sleeps 8

Match: Non-Smoking property

All filters match

Price per night from

$915

Architecturally Unique Summer Home in Southampton. Mins from the beach!

Southampton house

3 bedrooms
4 bathrooms

sleeps 6

Match: Non-Smoking property

All filters match

Price per night from

$1,374

Greenport NY Chic Designer Beach House, steps to water, vineyard views

Greenport house

3 bedrooms
2 bathrooms

sleeps 7

Match: Non-Smoking property

All filters match

Price per night from

$682

House for Rent North Fork Long Island

Mattituck house

3 bedrooms
3 bathrooms

sleeps 8

Match: Non-Smoking property

All filters match

Price per night from

$1,374

2 bedroom Apartment Brand New Listing Close to Beach & Downtown!

Madison house

3 bedrooms
1 bathroom

sleeps 4

Match: Non-Smoking property

All filters match

Price per night from

$487

Peconic Sound Beach Home: Backyard & Vineyards

Peconic cottage

3 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 2 hours 17 minutes

Match: Non-Smoking property

All filters match

Price per night from

$285

Lagoon Lodge: North Fork,Charming 3Br, Waterfront, near Greenport, WIFI

East Marion log cabin

3 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 2 hours 17 minutes

Match: Non-Smoking property

All filters match

Price per night from

$225

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 17 minutes

Match: Non-Smoking property

All filters match

Price per night from

$470

Steve's Place: Heated Pool, 3BR Southold Home, Beach

Southold house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 2 hours 17 minutes

Match: Non-Smoking property

All filters match

Price per night from

$353

Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport

Southold house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 17 minutes

Match: Non-Smoking property

All filters match

Price per night from

$340

North Fork Oasis: Heated Pool, Hot tub, Steps to the beach!

Laurel house

4 bedrooms
3 bathrooms

sleeps 9

Responds fast! avg. 2 hours 17 minutes

Match: Non-Smoking property

All filters match

Price per night from

$817

Poppy's Hampton House:Large Yard,Beach,Newly Renovated, Restaurants

Hampton Bays house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 2 hours 17 minutes

Match: Non-Smoking property

All filters match

Price per night from

$278

Coastal Haven: Private Pool, Bay Access, Water Sports

Aquebogue house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 2 hours 17 minutes

Match: Non-Smoking property

All filters match

Price per night from

$348

Viewing 38 of 145
rentals in Shelter Island

Also consider

Southampton 56 properties
East Hampton 21 properties
Montauk 12 properties
Sag Harbor 11 properties
Amagansett 8 properties
Westhampton Beach 8 properties
Hamptons 137 properties
North Fork 28 properties
Wading River 20 properties
Fire Island 11 properties
Baiting Hollow 7 properties
Long Island 254 properties
Catskill Region 238 properties
Lake Placid 50 properties
Chautauqua County 31 properties
Cattaraugus County 27 properties
Lake George 24 properties
Westchester County 17 properties
Otsego County 15 properties
Wilmington 15 properties
St. Lawrence County 12 properties
Hartwick 11 properties
Severance 10 properties
Albany 10 properties
Fort Plain 9 properties
Olcott 9 properties
Erie County 9 properties
Bolton Landing 8 properties
Hudson 6 properties
Old Forge 6 properties
Hillsdale 5 properties
Wells 5 properties

Shelter Island Rentals

Per night

145 Houses

Viewing 38 of 145rentals in Shelter Island

Also consider

Viewing 38 of 145
rentals in Shelter Island