
Holiday rentals near Shelter Island Country Club
We found 3,764 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:15 Aug - 22 Aug
Image gallery for Stunning House: Tennis & Pool in Southampton Estate section

1010 out of 10 rating
Exceptional
(32 reviews)
Stunning House: Tennis & Pool in Southampton Estate section
Southampton, NY
8% off
Price is AU$79,085
AU$79,085
AU$11,298 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
17% off
Price is AU$51,457
AU$51,457
AU$7,351 per night
includes taxes & fees
Image gallery for Summer in the Hamptons

9.29.2 out of 10 rating
Wonderful
(12 reviews)
Summer in the Hamptons
East Hampton, NY
8% off
Price is AU$16,934
AU$16,934
AU$2,419 per night
includes taxes & fees
Image gallery for Bright, light home w/ modern kitchen, 4-5 minute drive to East Hampton Village!

1010 out of 10 rating
Exceptional
(7 reviews)
Bright, light home w/ modern kitchen, 4-5 minute drive to East Hampton Village!
East Hampton, NY
12% off
Price is AU$15,629
AU$15,629
AU$2,233 per night
includes taxes & fees
Image gallery for Hamptons Oasis with Heated Pool

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Hamptons Oasis with Heated Pool
Hampton Bays, NY
8% off
Price is AU$19,582
AU$19,582
AU$2,797 per night
includes taxes & fees
Image gallery for Perfect Family home, AC, Heated Pool, 3BR 2Bath

9.89.8 out of 10 rating
Exceptional
(36 reviews)
Perfect Family home, AC, Heated Pool, 3BR 2Bath
East Hampton, NY
15% off
Price is AU$24,251
AU$24,251
AU$3,464 per night
includes taxes & fees
Image gallery for Incredible Location, Family and Dog Friendly , minutes to flying point

9.49.4 out of 10 rating
Exceptional
(15 reviews)
Incredible Location, Family and Dog Friendly , minutes to flying point
Water Mill, NY
8% off
Price is AU$25,770
AU$25,770
AU$3,681 per night
includes taxes & fees
Image gallery for NEW LISTING! Chic, Affordably Priced Southampton home, convenient location.

1010 out of 10 rating
Exceptional
(6 reviews)
NEW LISTING! Chic, Affordably Priced Southampton home, convenient location.
Southampton, NY
8% off
Price is AU$15,286
AU$15,286
AU$2,184 per night
includes taxes & fees
Image gallery for Private Hamptons cottage in ideal Amagansett location

1010 out of 10 rating
Exceptional
(16 reviews)
Private Hamptons cottage in ideal Amagansett location
Amagansett, NY
8% off
Price is AU$10,527
AU$10,527
AU$1,504 per night
includes taxes & fees
Image gallery for Charming East Hampton cottage w/pool, near Georgica beach

1010 out of 10 rating
Exceptional
(85 reviews)
Charming East Hampton cottage w/pool, near Georgica beach
East Hampton, NY
8% off
Price is AU$16,082
AU$16,082
AU$2,297 per night
includes taxes & fees
Image gallery for Ultimate Hamptons Vacation Estate

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Ultimate Hamptons Vacation Estate
Sag Harbor, NY
21% off
Price is AU$48,323
AU$48,323
AU$6,903 per night
includes taxes & fees
Image gallery for Stunning Hamptons Beach Home for Family Vacations By The Ocean

9.89.8 out of 10 rating
Exceptional
(13 reviews)
Stunning Hamptons Beach Home for Family Vacations By The Ocean
Hampton Bays, NY
8% off
Price is AU$15,406
AU$15,406
AU$2,201 per night
includes taxes & fees
Image gallery for Sag Harbor Home: Large Heated Pool, Beach Access, Walking Distance to Town

1010 out of 10 rating
Exceptional
(5 reviews)
Sag Harbor Home: Large Heated Pool, Beach Access, Walking Distance to Town
Sag Harbor, NY
8% off
Price is AU$16,374
AU$16,374
AU$2,339 per night
includes taxes & fees
Image gallery for Idyllic Beach Front Access Cottage, East Hampton

1010 out of 10 rating
Exceptional
(6 reviews)
Idyllic Beach Front Access Cottage, East Hampton
East Hampton, NY
8% off
Price is AU$18,804
AU$18,804
AU$2,686 per night
includes taxes & fees
Image gallery for 8/6-8/13 special Prime Wainscott Estate South of Highway

1010 out of 10 rating
Exceptional
(7 reviews)
8/6-8/13 special Prime Wainscott Estate South of Highway
Wainscott, NY
9% off
Price is AU$41,849
AU$41,849
AU$5,978 per night
includes taxes & fees
Image gallery for Close to Montauk/ East Hapmton/Springs Getaway

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Close to Montauk/ East Hapmton/Springs Getaway
East Hampton, NY
8% off
Price is AU$17,731
AU$17,731
AU$2,533 per night
includes taxes & fees
Image gallery for Newly Renovated Pristine Southampton Colonial

9.89.8 out of 10 rating
Exceptional
(11 reviews)
Newly Renovated Pristine Southampton Colonial
Southampton, NY
22% off
Price is AU$17,404
AU$17,404
AU$2,486 per night
includes taxes & fees
Image gallery for Beautiful East Hampton Home

1010 out of 10 rating
Exceptional
(57 reviews)
Beautiful East Hampton Home
East Hampton, NY
13% off
Price is AU$21,208
AU$21,208
AU$3,030 per night
includes taxes & fees
Image gallery for Southampton Retreat: Heated Pool, Hot Tub, Beach

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Southampton Retreat: Heated Pool, Hot Tub, Beach
Southampton, NY
7% off
Price is AU$16,680
AU$16,680
AU$2,383 per night
includes taxes & fees
Image gallery for Beautiful Sag Harbor Village W/Heated pool 5 min walk to Beach/Restaurant/Museum

1010 out of 10 rating
Exceptional
(45 reviews)
Beautiful Sag Harbor Village W/Heated pool 5 min walk to Beach/Restaurant/Museum
Sag Harbor, NY
8% off
Price is AU$35,821
AU$35,821
AU$5,117 per night
includes taxes & fees
Image gallery for Spacious Contemporary Home with Pool and Tennis

8.48.4 out of 10 rating
Very good
(10 reviews)
Spacious Contemporary Home with Pool and Tennis
Sag Harbor, NY
37% off
Price is AU$19,694
AU$19,694
AU$2,813 per night
includes taxes & fees
Image gallery for Everything in Hamptons special discount available for weekly and monthly renters

1010 out of 10 rating
Exceptional
(7 reviews)
Everything in Hamptons special discount available for weekly and monthly renters
Water Mill, NY
8% off
Price is AU$101,791
AU$101,791
AU$14,542 per night
includes taxes & fees
Image gallery for Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

1010 out of 10 rating
Exceptional
(6 reviews)
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Riverhead, NY
8% off
Price is AU$8,179
AU$8,179
AU$1,168 per night
includes taxes & fees
Image gallery for Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve

1010 out of 10 rating
Exceptional
(17 reviews)
Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve
Water Mill, NY
17% off
Price is AU$38,172
AU$38,172
AU$5,453 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Shelter Island Country Club
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Sleeps 28 · 9 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
23 reviews(23 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
53 reviews(53 reviews)
Architects' Own Perfect Hideaway With Pool
Sleeps 4 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Beach 4 miles Town 2 miles Chef Gym Pelotons Heated Pool hot tub firepits
Sleeps 20 · 7 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Location and views! Located directly on Shinnecock Bay!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
24 reviews(24 reviews)
Stunning Hampton Holiday Family Fantasy for your Team
Sleeps 10 · 5 bedrooms · 6+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
68 reviews(68 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