Holiday rentals near Osborn - Jackson House Museum
We found 3,651 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental that's close to Osborn - Jackson House Museum. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and air conditioning. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Osborn - Jackson House Museum
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$78,561
AU$78,561
AU$11,223 per night
includes taxes & fees
Image gallery for Luxurious Private 5-Bedroom Montauk Beach Family Home
1010 out of 10 rating
Exceptional
(25 reviews)
Luxurious Private 5-Bedroom Montauk Beach Family Home
Montauk, NY
8% off
Price is AU$24,365
AU$24,365
AU$3,481 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$51,116
AU$51,116
AU$7,302 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$15,525
AU$15,525
AU$2,218 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$19,452
AU$19,452
AU$2,779 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$24,090
AU$24,090
AU$3,441 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$25,599
AU$25,599
AU$3,657 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$15,184
AU$15,184
AU$2,169 per night
includes taxes & fees
Image gallery for Relaxing Lake Retreat
1010 out of 10 rating
Exceptional
(77 reviews)
Relaxing Lake Retreat
Montauk, NY
8% off
Price is AU$5,681
AU$5,681
AU$812 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$10,458
AU$10,458
AU$1,494 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$15,975
AU$15,975
AU$2,282 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$48,002
AU$48,002
AU$6,857 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$15,304
AU$15,304
AU$2,186 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$16,266
AU$16,266
AU$2,324 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$18,679
AU$18,679
AU$2,668 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$41,572
AU$41,572
AU$5,939 per night
includes taxes & fees
Image gallery for Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!
East Hampton, NY
17% off
Price is AU$45,447
AU$45,447
AU$6,492 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$17,613
AU$17,613
AU$2,516 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$17,289
AU$17,289
AU$2,470 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$21,068
AU$21,068
AU$3,010 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$16,547
AU$16,547
AU$2,364 per night
includes taxes & fees
Image gallery for Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>
1010 out of 10 rating
Exceptional
(51 reviews)
Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>
Montauk, NY
8% off
Price is AU$8,995
AU$8,995
AU$1,285 per night
includes taxes & fees
Image gallery for Spacious Culloden house
1010 out of 10 rating
Exceptional
(40 reviews)
Spacious Culloden house
Montauk, NY
56% off
Price is AU$14,707
AU$14,707
AU$2,101 per night
includes taxes & fees
Image gallery for Lake House - Brand New, Renovation Just Completed
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Lake House - Brand New, Renovation Just Completed
Montauk, NY
8% off
Price is AU$29,885
AU$29,885
AU$4,269 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Osborn - Jackson House Museum
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