Holiday rentals near Shelter Island Country Club
We found 3,713 holiday rentals — enter your dates for availability
If you are looking to stay near Shelter Island Country Club, take a look at holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, including parking and a TV. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Shelter Island Country Club
Showing deals for:21 Nov - 28 Nov
Image gallery for Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Riverhead, NY
8% off
Price is NZ$9,458
NZ$9,458
NZ$1,351 per night
includes taxes & fees
Image gallery for Peconic River Boatel
1010 out of 10 rating
Exceptional
(18 reviews)
Peconic River Boatel
Riverhead, NY
8% off
Price is NZ$5,877
NZ$5,877
NZ$840 per night
includes taxes & fees
Image gallery for Private Waterfront Home Dock, Kayaks
9.29.2 out of 10 rating
Wonderful
(18 reviews)
Private Waterfront Home Dock, Kayaks
Southold, NY
7% off
Price is NZ$9,530
NZ$9,530
NZ$1,361 per night
includes taxes & fees
Image gallery for Sweet Cottage in Beach Community
1010 out of 10 rating
Exceptional
(11 reviews)
Sweet Cottage in Beach Community
Niantic, CT
8% off
Price is NZ$3,424
NZ$3,424
NZ$489 per night
includes taxes & fees
Image gallery for Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Southampton, NY
12% off
Price is NZ$22,543
NZ$22,543
NZ$3,220 per night
includes taxes & fees
Image gallery for East Hampton NEW home with Pool: 5 minutes from town and beaches. Kid friendly
9.89.8 out of 10 rating
Exceptional
(9 reviews)
East Hampton NEW home with Pool: 5 minutes from town and beaches. Kid friendly
East Hampton, NY
8% off
Price is NZ$10,023
NZ$10,023
NZ$1,432 per night
includes taxes & fees
Image gallery for Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
1010 out of 10 rating
Exceptional
(6 reviews)
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Sag Harbor, NY
8% off
Price is NZ$46,483
NZ$46,483
NZ$6,640 per night
includes taxes & fees
Image gallery for Relax in Hampton Bays...
9.89.8 out of 10 rating
Exceptional
(72 reviews)
Relax in Hampton Bays...
Hampton Bays, NY
8% off
Price is NZ$7,684
NZ$7,684
NZ$1,098 per night
includes taxes & fees
Image gallery for Cozy Seaside Cottage
1010 out of 10 rating
Exceptional
(37 reviews)
Cozy Seaside Cottage
New Suffolk, NY
11% off
Price is NZ$9,233
NZ$9,233
NZ$1,319 per night
includes taxes & fees
Image gallery for Summer in the Hamptons
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Summer in the Hamptons
East Hampton, NY
8% off
Price is NZ$14,355
NZ$14,355
NZ$2,051 per night
includes taxes & fees
Image gallery for Perfect East Hampton Home for Families and friends. 10% off now for Aug & Sept
1010 out of 10 rating
Exceptional
(8 reviews)
Perfect East Hampton Home for Families and friends. 10% off now for Aug & Sept
East Hampton, NY
8% off
Price is NZ$14,461
NZ$14,461
NZ$2,066 per night
includes taxes & fees
Image gallery for HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern
9.89.8 out of 10 rating
Exceptional
(10 reviews)
HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern
Southold, NY
8% off
Price is NZ$26,614
NZ$26,614
NZ$3,802 per night
includes taxes & fees
Image gallery for Hamptons Oasis with Heated Pool
1010 out of 10 rating
Exceptional
(11 reviews)
Hamptons Oasis with Heated Pool
Hampton Bays, NY
8% off
Price is NZ$21,457
NZ$21,457
NZ$3,065 per night
includes taxes & fees
Image gallery for One Minute to Main St. East Hampton // Private Backyard Oasis
1010 out of 10 rating
Exceptional
(20 reviews)
One Minute to Main St. East Hampton // Private Backyard Oasis
East Hampton, NY
8% off
Price is NZ$32,765
NZ$32,765
NZ$4,681 per night
includes taxes & fees
Image gallery for Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
9.89.8 out of 10 rating
Exceptional
(53 reviews)
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
Southampton, NY
8% off
Price is NZ$18,253
NZ$18,253
NZ$2,608 per night
includes taxes & fees
Image gallery for Charming East Hampton cottage w/pool, near Georgica beach
9.89.8 out of 10 rating
Exceptional
(90 reviews)
Charming East Hampton cottage w/pool, near Georgica beach
East Hampton, NY
8% off
Price is NZ$11,341
NZ$11,341
NZ$1,620 per night
includes taxes & fees
Image gallery for Fabulous Waterfront Property in the Heart of Wine Country
1010 out of 10 rating
Exceptional
(178 reviews)
Fabulous Waterfront Property in the Heart of Wine Country
Southold, NY
8% off
Price is NZ$6,037
NZ$6,037
NZ$862 per night
includes taxes & fees
Image gallery for Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
1010 out of 10 rating
Exceptional
(6 reviews)
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
Riverhead, NY
8% off
Price is NZ$4,803
NZ$4,803
NZ$686 per night
includes taxes & fees
Image gallery for Ultimate Hamptons Vacation Mansion
1010 out of 10 rating
Exceptional
(10 reviews)
Ultimate Hamptons Vacation Mansion
Wainscott, NY
16% off
Price is NZ$84,205
NZ$84,205
NZ$12,029 per night
includes taxes & fees
Image gallery for Newly Renovated Gem on the Cedar Beach Peninsula!
1010 out of 10 rating
Exceptional
(32 reviews)
Newly Renovated Gem on the Cedar Beach Peninsula!
Southold, NY
8% off
Price is NZ$12,822
NZ$12,822
NZ$1,832 per night
includes taxes & fees
Image gallery for Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
1010 out of 10 rating
Exceptional
(12 reviews)
Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
Mattituck, NY
16% off
Price is NZ$4,751
NZ$4,751
NZ$679 per night
includes taxes & fees
Image gallery for Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
1010 out of 10 rating
Exceptional
(35 reviews)
Perfect Waterfront Family Vacation Home next to the best vineyards in NY!
Southold, NY
8% off
Price is NZ$12,927
NZ$12,927
NZ$1,847 per night
includes taxes & fees
Image gallery for Beautiful Renovated Beachfront Home
1010 out of 10 rating
Exceptional
(55 reviews)
Beautiful Renovated Beachfront Home
Greenport, NY
8% off
Price is NZ$10,512
NZ$10,512
NZ$1,502 per night
includes taxes & fees
Image gallery for Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook, CT
8% off
Price is NZ$4,982
NZ$4,982
NZ$712 per night
includes taxes & fees
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Find the best place to stay - Shelter Island Country Club
Fairy Tale Guest Cottage in Magic Garden by Pool
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Charming Waterfront Cottage with Sunset Views!
Sleeps 7 · 4 bedrooms · 1+ bathroom
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor
Sleeps 10 · 5 bedrooms · 3+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
Designer home in a prime location - Close to wineries and Ocean Beaches
Sleeps 10 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
New and Modern Bridgehampton Accommodations
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Stunning Hampton Holiday Family Fantasy for your Team
Sleeps 10 · 5 bedrooms · 6+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
69 reviews(69 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value