Holiday rentals near Osborn - Jackson House Museum
We found 3,601 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:21 Nov - 28 Nov
Image gallery for Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill
8.88.8 out of 10 rating
Excellent
(26 reviews)
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill
Montauk, NY
8% off
Price is NZ$16,794
NZ$16,794
NZ$2,399 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$9,572
NZ$9,572
NZ$1,367 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$10,067
NZ$10,067
NZ$1,438 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$22,643
NZ$22,643
NZ$3,235 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$9,274
NZ$9,274
NZ$1,325 per night
includes taxes & fees
Image gallery for Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
1010 out of 10 rating
Exceptional
(10 reviews)
Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
Southampton, NY
8% off
Price is NZ$20,243
NZ$20,243
NZ$2,892 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$14,419
NZ$14,419
NZ$2,060 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$46,689
NZ$46,689
NZ$6,670 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$14,525
NZ$14,525
NZ$2,075 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$21,552
NZ$21,552
NZ$3,079 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$26,732
NZ$26,732
NZ$3,819 per night
includes taxes & fees
Image gallery for Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches
1010 out of 10 rating
Exceptional
(178 reviews)
Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches
Southold, NY
8% off
Price is NZ$14,032
NZ$14,032
NZ$2,005 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$32,911
NZ$32,911
NZ$4,702 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$6,063
NZ$6,063
NZ$866 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$18,334
NZ$18,334
NZ$2,619 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$11,391
NZ$11,391
NZ$1,627 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$12,879
NZ$12,879
NZ$1,840 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$10,559
NZ$10,559
NZ$1,508 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 NZ$4,283
NZ$4,283
NZ$612 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$12,985
NZ$12,985
NZ$1,855 per night
includes taxes & fees
Image gallery for Private oasis with new baths and heated Gunite pool near Wades Beach
1010 out of 10 rating
Exceptional
(32 reviews)
Private oasis with new baths and heated Gunite pool near Wades Beach
Shelter Island, NY
8% off
Price is NZ$12,514
NZ$12,514
NZ$1,788 per night
includes taxes & fees
Image gallery for North Fork Beach House - short walk to Peconic Bay and beach
1010 out of 10 rating
Exceptional
(26 reviews)
North Fork Beach House - short walk to Peconic Bay and beach
Cutchogue, NY
7% off
Price is NZ$5,156
NZ$5,156
NZ$737 per night
includes taxes & fees
Image gallery for Fully loaded 4 bedroom house in Ditch Plains!
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Fully loaded 4 bedroom house in Ditch Plains!
Montauk, NY
8% off
Price is NZ$7,053
NZ$7,053
NZ$1,008 per night
includes taxes & fees
Image gallery for Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Bridgehampton, NY
8% off
Price is NZ$5,967
NZ$5,967
NZ$852 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Osborn - Jackson House Museum
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