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
8% off
Price is AU$7,930
AU$7,930
AU$1,133 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 AU$8,980
AU$8,980
AU$1,283 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 AU$7,192
AU$7,192
AU$1,027 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 AU$13,621
AU$13,621
AU$1,946 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$41,451
AU$41,451
AU$5,922 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 AU$21,247
AU$21,247
AU$3,035 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
13% off
Price is AU$23,682
AU$23,682
AU$3,383 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 AU$6,456
AU$6,456
AU$922 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
8% off
Price is AU$17,845
AU$17,845
AU$2,549 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 AU$12,890
AU$12,890
AU$1,841 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$19,414
AU$19,414
AU$2,773 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 AU$8,877
AU$8,877
AU$1,268 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 AU$8,485
AU$8,485
AU$1,212 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 AU$23,779
AU$23,779
AU$3,397 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 AU$27,803
AU$27,803
AU$3,972 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 AU$11,230
AU$11,230
AU$1,604 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 AU$10,155
AU$10,155
AU$1,451 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 AU$7,809
AU$7,809
AU$1,116 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
19% off
Price is AU$10,768
AU$10,768
AU$1,538 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 AU$12,193
AU$12,193
AU$1,742 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$25,306
AU$25,306
AU$3,615 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 AU$10,183
AU$10,183
AU$1,455 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 AU$12,463
AU$12,463
AU$1,780 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 AU$16,246
AU$16,246
AU$2,321 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 AU$4,475
AU$4,475
for 3 nights, 1 home
AU$1,492 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 AU$8,156
AU$8,156
for 3 nights, 1 home
AU$2,719 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 AU$4,518
AU$4,518
for 3 nights, 1 home
AU$1,506 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 AU$6,290
AU$6,290
for 3 nights, 1 home
AU$2,097 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