
Holiday rentals near Osborn - Jackson House Museum
We found 3,606 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 PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

1010 out of 10 rating
Exceptional
(13 reviews)
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
East Hampton, NY
7% off
Price is AU$14,041
AU$14,041
AU$2,006 nightly
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 nightly
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$8,668
AU$8,668
AU$1,238 nightly
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 AU$20,412
AU$20,412
AU$2,916 nightly
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 nightly
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 AU$12,878
AU$12,878
AU$1,840 nightly
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$8,346
AU$8,346
AU$1,192 nightly
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 nightly
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 nightly
Includes taxes & fees
Image gallery for Perfect Mid-Century Private Waterfront East Hampton Retreat!

1010 out of 10 rating
Exceptional
(79 reviews)
Perfect Mid-Century Private Waterfront East Hampton Retreat!
East Hampton, NY
8% off
Price is AU$12,595
AU$12,595
AU$1,799 nightly
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 nightly
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 nightly
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 nightly
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 nightly
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 AU$12,595
AU$12,595
AU$1,799 nightly
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$20,950
AU$20,950
AU$2,993 nightly
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 nightly
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 nightly
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$14,298
AU$14,298
AU$2,043 nightly
Includes taxes & fees
Image gallery for STUNNING LUXURY HOME ~ PRIVATE POOL/HOT TUB ~ PERFECT HAMPTONS GETAWAY ~ MBH

9.69.6 out of 10 rating
Exceptional
(36 reviews)
STUNNING LUXURY HOME ~ PRIVATE POOL/HOT TUB ~ PERFECT HAMPTONS GETAWAY ~ MBH
East Hampton, NY
7% off
Price is AU$13,403
AU$13,403
AU$1,915 nightly
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$5,461
AU$5,461
AU$780 nightly
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 nightly
Includes taxes & fees
Image gallery for Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

9.89.8 out of 10 rating
Exceptional
(12 reviews)
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Bridgehampton, NY
8% off
Price is AU$5,389
AU$5,389
AU$770 nightly
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 AU$9,633
AU$9,633
AU$1,376 nightly
Includes taxes & fees
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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
50 reviews(50 reviews)
New and Modern Bridgehampton Accommodations
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
10 reviews(10 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