Holiday rentals near Osprey's Dominion
We found 3,868 holiday rentals — enter your dates for availability
Select the perfect private holiday rental within close proximity to Osprey's Dominion. Holiday homes provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a pool. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Osprey's Dominion
Showing deals for:3 Oct - 10 Oct
Image gallery for Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
1010 out of 10 rating
Exceptional
(11 reviews)
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Riverhead, NY
7% off
Price is NZ$8,783
NZ$8,783
NZ$1,255 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
(7 reviews)
East Hampton NEW home with Pool: 5 minutes from town and beaches. Kid friendly
East Hampton, NY
8% off
Price is NZ$9,672
NZ$9,672
NZ$1,382 per night
includes taxes & fees
Image gallery for Private Waterfront Home: Dock, Kayaks
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Private Waterfront Home: Dock, Kayaks
Southold, New York
7% off
Price is NZ$7,809
NZ$7,809
NZ$1,116 per night
includes taxes & fees
Image gallery for PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
1010 out of 10 rating
Exceptional
(12 reviews)
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
East Hampton, NY
7% off
Price is NZ$15,435
NZ$15,435
NZ$2,205 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
16% off
Price is NZ$47,166
NZ$47,166
NZ$6,738 per night
includes taxes & fees
Image gallery for Book your vacation at our EH retreat on the water!
1010 out of 10 rating
Exceptional
(29 reviews)
Book your vacation at our EH retreat on the water!
East Hampton, NY
8% off
Price is NZ$24,155
NZ$24,155
NZ$3,451 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$26,935
NZ$26,935
NZ$3,848 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
(9 reviews)
Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
Southampton, NY
7% off
Price is NZ$20,264
NZ$20,264
NZ$2,895 per night
includes taxes & fees
Image gallery for Relax in Hampton Bays...
9.89.8 out of 10 rating
Exceptional
(70 reviews)
Relax in Hampton Bays...
Hampton Bays, NY
8% off
Price is NZ$7,017
NZ$7,017
NZ$1,002 per night
includes taxes & fees
Image gallery for Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
1010 out of 10 rating
Exceptional
(25 reviews)
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Southampton, NY
7% off
Price is NZ$14,343
NZ$14,343
NZ$2,049 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 NZ$22,675
NZ$22,675
NZ$3,239 per night
includes taxes & fees
Image gallery for WALK TO BEACH - HAMPTONS WITHOUT THE HASSLE
1010 out of 10 rating
Exceptional
(5 reviews)
WALK TO BEACH - HAMPTONS WITHOUT THE HASSLE
Hampton Bays, NY
8% off
Price is NZ$9,649
NZ$9,649
NZ$1,378 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
7% off
Price is NZ$9,146
NZ$9,146
NZ$1,307 per night
includes taxes & fees
Image gallery for Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home
Orient, NY
8% off
Price is NZ$27,049
NZ$27,049
NZ$3,864 per night
includes taxes & fees
Image gallery for Heated Pool + Hot Tub - Luxe 7BR Villa
1010 out of 10 rating
Exceptional
(18 reviews)
Heated Pool + Hot Tub - Luxe 7BR Villa
Hampton Bays, NY
9% off
Price is NZ$31,941
NZ$31,941
NZ$4,563 per night
includes taxes & fees
Image gallery for Newly Renovated and Private Hamptons Home
1010 out of 10 rating
Exceptional
(26 reviews)
Newly Renovated and Private Hamptons Home
Westhampton Beach, NY
8% off
Price is NZ$12,595
NZ$12,595
NZ$1,799 per night
includes taxes & fees
Image gallery for Luxury Home with Private Tennis, Basketball, Pool & Jacuzzi
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Luxury Home with Private Tennis, Basketball, Pool & Jacuzzi
Southampton, NY
8% off
Price is NZ$10,915
NZ$10,915
NZ$1,559 per night
includes taxes & fees
Image gallery for Prime East Hampton Village Location. Heated Pool. Walk To All!
1010 out of 10 rating
Exceptional
(16 reviews)
Prime East Hampton Village Location. Heated Pool. Walk To All!
East Hampton, NY
18% off
Price is NZ$12,112
NZ$12,112
NZ$1,730 per night
includes taxes & fees
Image gallery for Poppy's Hampton House: Big Yard, Beach, Renovated
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Poppy's Hampton House: Big Yard, Beach, Renovated
Hampton Bays, New York
7% off
Price is NZ$8,488
NZ$8,488
NZ$1,213 per night
includes taxes & fees
Image gallery for Westhampton Beach Town and Country
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Westhampton Beach Town and Country
Westhampton Beach, NY
8% off
Price is NZ$13,604
NZ$13,604
NZ$1,943 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
7% off
Price is NZ$28,794
NZ$28,794
NZ$4,113 per night
includes taxes & fees
Image gallery for Charming East Hampton cottage w/pool, near Georgica beach
1010 out of 10 rating
Exceptional
(87 reviews)
Charming East Hampton cottage w/pool, near Georgica beach
East Hampton, NY
8% off
Price is NZ$10,945
NZ$10,945
NZ$1,564 per night
includes taxes & fees
Image gallery for Close to everything! Steps to water and beach, hiking, kayaking, sailing.
1010 out of 10 rating
Exceptional
(5 reviews)
Close to everything! Steps to water and beach, hiking, kayaking, sailing.
Sag Harbor, NY
8% off
Price is NZ$13,891
NZ$13,891
NZ$1,984 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$18,436
NZ$18,436
NZ$2,634 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Osprey's Dominion
Showing deals for: 2 Oct - 5 Oct
Scenic Retreat by Beaches, in Sparkling House, Heated Pool, on a Private Rd
Sleeps 8 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The current price is NZ$4,867
NZ$4,867
for 3 nights, 1 home
NZ$1,622 per night
includes taxes & fees
Beautiful Summer Getaway
Sleeps 10 · 8 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
The current price is NZ$9,188
NZ$9,188
for 3 nights, 1 home
NZ$3,063 per night
includes taxes & fees
Spacious Private Home Located on Palmer Vineyards in the North Fork,...
Sleeps 8 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The current price is NZ$5,076
NZ$5,076
for 3 nights, 1 home
NZ$1,692 per night
includes taxes & fees
Gorgeous Historical 6 bdrm House close to vineyards and breweries,
Sleeps 12 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
The current price is NZ$6,837
NZ$6,837
for 3 nights, 1 home
NZ$2,279 per night
includes taxes & fees
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