Holiday rentals near Shelter Island Country Club
We found 3,715 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:14 Nov - 21 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 AU$8,042
AU$8,042
AU$1,149 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 AU$5,331
AU$5,331
AU$762 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 AU$3,146
AU$3,146
AU$449 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 AU$9,095
AU$9,095
AU$1,299 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 AU$6,946
AU$6,946
AU$992 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 AU$6,973
AU$6,973
AU$996 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 AU$12,782
AU$12,782
AU$1,826 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 AU$8,271
AU$8,271
AU$1,182 per night
includes taxes & fees
Image gallery for Hamptons Oasis with Heated Pool
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Hamptons Oasis with Heated Pool
Hampton Bays, NY
8% off
Price is AU$19,450
AU$19,450
AU$2,779 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 AU$24,045
AU$24,045
AU$3,435 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 AU$28,632
AU$28,632
AU$4,090 per night
includes taxes & fees
Image gallery for Bright, open waterfront house with gorgeous sunsets and private beach
1010 out of 10 rating
Exceptional
(10 reviews)
Bright, open waterfront house with gorgeous sunsets and private beach
Shelter Island, NY
7% off
Price is AU$7,973
AU$7,973
AU$1,139 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 AU$41,763
AU$41,763
AU$5,966 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 AU$10,310
AU$10,310
AU$1,473 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 AU$16,629
AU$16,629
AU$2,376 per night
includes taxes & fees
Image gallery for East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard
1010 out of 10 rating
Exceptional
(77 reviews)
East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard
East Hampton, NY
8% off
Price is AU$15,089
AU$15,089
AU$2,156 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 AU$4,359
AU$4,359
AU$623 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 AU$5,476
AU$5,476
AU$782 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 AU$11,561
AU$11,561
AU$1,652 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 AU$4,312
AU$4,312
AU$616 per night
includes taxes & fees
Image gallery for East Hampton village quiet family rental, heated pool, tennis, pets welcome.
1010 out of 10 rating
Exceptional
(30 reviews)
East Hampton village quiet family rental, heated pool, tennis, pets welcome.
East Hampton, NY
8% off
Price is AU$13,872
AU$13,872
AU$1,982 per night
includes taxes & fees
Image gallery for Lovely Cottage in the Heart of Long Island Wine country
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Lovely Cottage in the Heart of Long Island Wine country
Southold, NY
8% off
Price is AU$3,870
AU$3,870
AU$553 per night
includes taxes & fees
Image gallery for EH Village Fringe Beach House - Pool, Pet-Friendly, and Beautiful Beaches
1010 out of 10 rating
Exceptional
(12 reviews)
EH Village Fringe Beach House - Pool, Pet-Friendly, and Beautiful Beaches
East Hampton, NY
15% off
Price is AU$4,998
AU$4,998
AU$714 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 AU$3,500
AU$3,500
AU$500 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
50 reviews(50 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)
New and Modern Bridgehampton Accommodations
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
10 reviews(10 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