Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

New York Ski Cottage Rentals(358)

358 Results
$425 - $625
per night
2 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night minimum stay
(22)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night minimum stay
(40)
$261 - $350
per night
3 - 4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 - 4 night minimum stay
(23)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(36)
$225 - $414
per night
2 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(27)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 - 3 night minimum stay
(21)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(8)
$300 - $350
per night
2 - 3 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(17)
$300 - $350
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(17)
$329 - $349
per night
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 3 night minimum stay
(14)
$450 - $929
per night
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 17
2 - 7 night minimum stay
(22)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 4 night minimum stay
(4)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 7 night minimum stay
(47)
  • 4 BR,
  • 2 BA,
  • Sleeps 12
(6)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 - 7 night minimum stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 14
(4)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night minimum stay
$150 - $250
per night
2 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night minimum stay
(25)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(13)
$275 - $360
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
2 night minimum stay
(26)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 3 night minimum stay
(27)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 night minimum stay
(15)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 7
2 night minimum stay
(6)
$171 - $250
per night
2 - 6 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 - 6 night minimum stay
$225 - $250
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(12)
$271 - $309
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(19)
$120 - $150
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(7)
$195 - $260
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 7
2 - 3 night minimum stay
(3)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(31)
 

Recent New York Reviews

Amazing weekend!

5 of 5
The Carriage House is perfect in every way! Spacious, immaculate, inviting, cozy and comfortable!! The owner, Sterrett, was most accommodating and a pleasure to meet when she let us in and gave us a tour! HIGHLY RECOMMEND this wonderful space. Will definitely be back!!!!
  • Submitted: Oct 20, 2014
  • Stayed: Oct 2014

Adorable Cottage

5 of 5
From the moment my husband and I walked in we loved the Herb Cottage. It was cozy and cute and had everything that we needed. We saw deer in the back yard and many birds. It was nice to have the private little back yard area to sit and grill or enjoy a meal. It was great to have Woodstock within walking or short driving distance. It is a fun little town with shops and restaurants to check out. We had delicious meals at Bear Cafe and Cucina, drinks at Landau Grill, and great ice cream at Taco Juans (get the Jane's Homeade flavors). We made a few meals in too which was nice to stay in and relax after a day of hiking. Not much for nightlife around if that is what you are looking for. We hiked Kaaterskill Falls top and bottom, which was short but neat. Overlook was also a nice hike and its views from the top of the fire tower were great. And the trailhead is just up the road from the Herb Cottage so it was so close. We also did Giant Ledge/Panther Mountain and Twin Mountain. The Herb Cottage was a great place to stay for convenience and a short drive to so many different areas to hike and little towns to see. I highly recommend this cottage for a great place to stay in the area.
  • Submitted: Oct 7, 2014
  • Stayed: Sep 2014

Wonderful stay

5 of 5
We celebrated our 10th wedding anniversary here and as soon as we walked in the cottage we knew that this was going to be the perfect place for us to celebrate our very special day. There were balloons and a basket of goodies waiting for us; so thoughtful. The cottage is beautiful, comfortable and well appointed. It was very cleaned and nicely decorated. The kitchen has everything you need and more to cook the perfect meal, spacious open floor plan, gorgeous bathroom and cozy bedroom with comfy bed and lots of pillows to choose from. But the most beautiful thing is that as soon as you walked in the door the beautiful view of the woods and creek is right in front of you thanks to the wall sliding doors. Steps below is the creek and a clearly marked path to the waterfalls; just gorgeous. We certainly loved this place and so did our dog Max. They provided bowls, treats and a bed for him to lounge around on. This place will forever hold a special place in our hearts and we will definitely be back.
  • Submitted: Oct 3, 2014
  • Stayed: Oct 2014