
Holiday rentals near Osborn - Jackson House Museum
We found 3,590 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:10 Jul - 17 Jul
Image gallery for Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach

1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach
Orient
8% off
Price is NZ$21,490
NZ$21,490
for 7 nights, 1 room
NZ$3,070 per night
includes taxes & fees
Image gallery for Everything in Hamptons special discount available for weekly and monthly renters

1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Everything in Hamptons special discount available for weekly and monthly renters
Water Mill
8% off
Price is NZ$116,166
NZ$116,166
for 7 nights, 1 home
NZ$16,595 per night
includes taxes & fees
Image gallery for AMAGANSETT 2 ACRE, 3000 Sq Ft 4 BDR MODERN W/ 20 x 40 POOL, NEAR BEACH & TOWN

9.89.8 out of 10, Exceptional, (73 reviews)
Exceptional
(73 reviews)
AMAGANSETT 2 ACRE, 3000 Sq Ft 4 BDR MODERN W/ 20 x 40 POOL, NEAR BEACH & TOWN
East Hampton
8% off
Price is NZ$34,373
NZ$34,373
for 7 nights, 1 home
NZ$4,910 per night
includes taxes & fees
Image gallery for Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

9.89.8 out of 10, Exceptional, (92 reviews)
Exceptional
(92 reviews)
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Sag Harbor
16% off
Price is NZ$28,701
NZ$28,701
for 7 nights, 1 home
NZ$4,100 per night
includes taxes & fees
Image gallery for Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach

1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach
Montauk
8% off
Price is NZ$38,062
NZ$38,062
for 7 nights, 1 home
NZ$5,437 per night
includes taxes & fees
Image gallery for Modern Family Retreat with Heated Pool, Playground and Peloton

9.89.8 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Modern Family Retreat with Heated Pool, Playground and Peloton
Hampton Bays
8% off
Price is NZ$14,450
NZ$14,450
for 7 nights, 1 home
NZ$2,064 per night
includes taxes & fees
Image gallery for Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village

9.89.8 out of 10, Exceptional, (32 reviews)
Exceptional
(32 reviews)
Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village
East Hampton
12% off
Price is NZ$27,185
NZ$27,185
for 7 nights, 1 home
NZ$3,884 per night
includes taxes & fees
Image gallery for WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!

1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
East Hampton
8% off
Price is NZ$30,271
NZ$30,271
for 7 nights, 1 home
NZ$4,324 per night
includes taxes & fees
Image gallery for Beautiful designer modern luxury home - steps from beach

1010 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
Beautiful designer modern luxury home - steps from beach
East Hampton
8% off
Price is NZ$18,962
NZ$18,962
for 7 nights, 1 home
NZ$2,709 per night
includes taxes & fees
Image gallery for Spacious Contemporary Home with Pool and Tennis

8.48.4 out of 10, Very good, (10 reviews)
Very good
(10 reviews)
Spacious Contemporary Home with Pool and Tennis
Sag Harbor
36% off
Price is NZ$25,257
NZ$25,257
for 7 nights, 1 home
NZ$3,608 per night
includes taxes & fees
Image gallery for Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120

1010 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120
Montauk
8% off
Price is NZ$12,549
NZ$12,549
for 7 nights, 1 home
NZ$1,793 per night
includes taxes & fees
Image gallery for Retreat to Nature with the best of both worlds - Beaches & Hiking Trails

1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Retreat to Nature with the best of both worlds - Beaches & Hiking Trails
Montauk
8% off
Price is NZ$22,415
NZ$22,415
for 7 nights, 1 home
NZ$3,202 per night
includes taxes & fees
Image gallery for Southampton Village Gem

1010 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Southampton Village Gem
Southampton
8% off
Price is NZ$27,818
NZ$27,818
for 7 nights, 1 home
NZ$3,974 per night
includes taxes & fees
Image gallery for Kenneys Beach retreat by the Wineries

9.89.8 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Kenneys Beach retreat by the Wineries
Southold
7% off
Price is NZ$10,427
NZ$10,427
for 7 nights, 1 home
NZ$1,490 per night
includes taxes & fees
Image gallery for Newly renovated ranch w/ large Pool in quiet neighborhood 1 mile from Greenport

1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Newly renovated ranch w/ large Pool in quiet neighborhood 1 mile from Greenport
East Marion
8% off
Price is NZ$16,608
NZ$16,608
for 7 nights, 1 home
NZ$2,373 per night
includes taxes & fees
Image gallery for Best View + Private Beach + Putting Green

1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Best View + Private Beach + Putting Green
Hampton Bays
8% off
Price is NZ$17,099
NZ$17,099
for 7 nights, 1 home
NZ$2,443 per night
includes taxes & fees
Image gallery for Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts

9.69.6 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts
Southampton
7% off
Price is NZ$29,821
NZ$29,821
for 7 nights, 1 home
NZ$4,260 per night
includes taxes & fees
Image gallery for Perfect Family home, AC, Heated Pool, 3BR 2Bath

9.89.8 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)
Perfect Family home, AC, Heated Pool, 3BR 2Bath
East Hampton
21% off
Price is NZ$13,257
NZ$13,257
for 7 nights, 1 home
NZ$1,894 per night
includes taxes & fees
Image gallery for Prime East Hampton Village Location. Heated Pool. Walk To All!

1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Prime East Hampton Village Location. Heated Pool. Walk To All!
East Hampton
12% off
Price is NZ$35,832
NZ$35,832
for 7 nights, 1 home
NZ$5,119 per night
includes taxes & fees
Image gallery for Family/pet friendly home in Hamptons w. Fire pit, pool, close to beaches/dining.

1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Family/pet friendly home in Hamptons w. Fire pit, pool, close to beaches/dining.
Hampton Bays
8% off
Price is NZ$26,643
NZ$26,643
for 7 nights, 1 home
NZ$3,806 per night
includes taxes & fees
Image gallery for Clean Comfortable Convenient. Great location in Greenport, near beach and town.

1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Clean Comfortable Convenient. Great location in Greenport, near beach and town.
Greenport
8% off
Price is NZ$7,498
NZ$7,498
for 7 nights, 1 home
NZ$1,071 per night
includes taxes & fees
Image gallery for Southampton Home with Heated Pool,6 minutes from beach’s

8.08.0 out of 10, Very good, (5 reviews)
Very good
(5 reviews)
Southampton Home with Heated Pool,6 minutes from beach’s
Southampton
11% off
Price is NZ$19,139
NZ$19,139
for 7 nights, 1 home
NZ$2,734 per night
includes taxes & fees
Image gallery for Cleves Point Estates Home, Private sandy beach

1010 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Cleves Point Estates Home, Private sandy beach
Greenport
8% off
Price is NZ$6,458
NZ$6,458
for 7 nights, 1 home
NZ$923 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Osborn - Jackson House Museum
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Sleeps 12 · 5 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptional
exceptional
33 reviews
(33 reviews)
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Sleeps 12 · 4 bedrooms · 4 bathrooms
9.69.6 out of 10
Exceptional
exceptional
147 reviews
(147 reviews)
WALK OR BIKE TO THE VILLAGE OF EAST HAMPTON AND ROUND SWAMP FARM
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderful
wonderful
20 reviews
(20 reviews)
10 Bedroom Hampton House with a regulation size Pickleball court
Sleeps 25 · 10 bedrooms · 3+ bathrooms
1010 out of 10
Exceptional
exceptional
32 reviews
(32 reviews)
Gorgeous private Hamptons house with pool and volleyball court
Sleeps 15 · 5 bedrooms · 3+ bathrooms
7.07.0 out of 10
Good
good
29 reviews
(29 reviews)
Architects' Own Perfect Hideaway With Pool
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptional
exceptional
28 reviews
(28 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





