Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Barns
Boats
Bungalows
Cabins
Chalets
Condos
Cottages
Estates
Farmhouses
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Castles
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

New York Vacation Rental Estates(90)

90 Results
$500 - $900
per night
2 - 3 night minimum stay
  • 6 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 16
2 - 3 night minimum stay
(18)
  • 5 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 10
14 - 30 night minimum stay
(8)
$4,295 - $6,295
per week
7 night minimum stay
  • 7 BR,
  • 5 BA,
  • Sleeps 16
7 night minimum stay
(23)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
3 night minimum stay
(17)
  • 9 BR,
  • 11 BA,
  • Sleeps 27
2 night minimum stay
(13)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 5 night minimum stay
(7)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
2 - 3 night minimum stay
(15)
$5,495 - $6,295
per week
7 night minimum stay
  • 7 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 18
7 night minimum stay
(13)
$8,499
per week
7 night minimum stay
  • 7 BR,
  • 5 BA,
  • Sleeps 18
7 night minimum stay
(21)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 - 14 night minimum stay
(6)
$800 - $2,500
per night
2 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
(30)
  • 8 BR,
  • 5 BA,
  • Sleeps 14
(7)
$1,250 - $3,250
per night
2 night minimum stay
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
(5)
$250 - $390
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(8)
$1,675
per night
6 night minimum stay
  • 6 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 12
6 night minimum stay
2 Reviews
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
1 Review
$7,500
per night
2 night minimum stay
  • 10 BR,
  • 16 BA,
  • 2 HF BA,
  • Sleeps 40
2 night minimum stay
(4)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
$7,500
per night
2 night minimum stay
  • 10 BR,
  • 17 BA,
  • 1 HF BA,
  • Sleeps 40
2 night minimum stay
1 Review
$7,500
per night
2 night minimum stay
  • 10 BR,
  • 17 BA,
  • 1 HF BA,
  • Sleeps 40
2 night minimum stay
$7,500
per night
2 night minimum stay
  • 10 BR,
  • Sleeps 20
2 night minimum stay
$150 - $225
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night minimum stay
(18)
$750 - $1,143
per night
2 - 7 night minimum stay
  • 9 BR,
  • 5 BA,
  • Sleeps 22
2 - 7 night minimum stay
(10)
$1,500 - $2,000
per night
4 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 10
4 - 7 night minimum stay
(4)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 night minimum stay
(8)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 - 3 night minimum stay
(3)
$5,502
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
7 night minimum stay
2 Reviews
$600 - $850
per night
2 - 3 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
2 - 3 night minimum stay
(5)
 

Recent New York Reviews

Perfect Getaway for Cousins Club Weekend!

5 of 5
We were in search of a large house that could accommodate many families for our cousins club weekend and the Berkshire Country Estate was the perfect find! Plenty of room for families to have their own space but also convene together for dining and game playing. We were all very comfortable in this beautiful, charming home and the owners were a pleasure to deal with and very welcoming. The house is well equipped with cooking utensils and a grill so it was easy to eat in as a family. Also, the game room was a big plus for the kids (they loved the air hockey and pin ball machine) and the outside swing set and basketball hoop were a plus and we all enjoyed ping pong in the barn. We even had a family kick ball game on the large yard. I know there are plenty of sightseeing opportunities close to this property but the house was so great, we never left for the weekend! Thank you for a memorable weekend and we look forward to returning:)
  • Submitted: Nov 13, 2014
  • Stayed: May 2014

Perfect relaxation...

5 of 5
The weekend was perfect. We read a great deal and cooked most of our meals at home. The house is clean and very well decorated. I look forward to coming during the winter so we can use the wood burning fire place!
  • Submitted: Nov 10, 2014
  • Stayed: Sep 2014

Great experience

5 of 5
We had a great time in Southampton. Robert and his team were fantastic hosts, the property was exactly as expected, and our group had a lot of fun. Would definitely rent again.
  • Submitted: Nov 8, 2014
  • Stayed: Sep 2014