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Pine Hill Rentals

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116 Houses

COZY STREAMSIDE SEASONAL COTTAGE NEAR SKI CENTER

Pine Hill house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$76

Great rentals within 20 miles that match your search

Contemporary, Secluded Cabin In The Heart of Woodstock

Woodstock log cabin

1 bedroom / 1 bathroom / sleeps 4

“A place to do everything, or nothing” I must confess, that I did not expect much, hearing from a local friend who drove by the property. While previous vacations advertised themselves as located in Woodstock, this one truly is. Took us an hour and fourty minutes from manhattan, door to door. While it looked a little quirky at first sight, with an extension above the living room, once we entered we realized that it serves as a giant sky light, opening the space to the surrounding woods. The living area is spacious,filled with light, while the adjacent bedroom is cozy and rather romantic. Out of the woods and just down the road is the 'sunfrost' market and deli where we had our best juice ever at lunch time. After an afternoon stroll in Woodstock we spent the evening on the deck with a glass of Pinot. A red tailed hawk joined us for a while perched on a branch above a neat pile of cut wood, but soon lost interest and flew away. With the wine in-tow we plunged into the hot tub the way of adam and Eve. The next day I mostly lazed around, while wify practiced her graceful Tai-Chi on the deck. we had a great dinner at the 'red onion' which can not be put to shame by any New York establishment triple it's price. In short; secluded, romantic and a perfect weekend escape.

Responds fast! avg. 10 minutes

Price per night from

$287

Catskill Victorian Fireplaces/ Hot Tub sleeps 12

Margaretville house

4 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$516

Catskill Ski / Wedding / Vacation-VERY CLEAN / Central Heating

Andes apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect Getaway!” We were exhausted, every day stresses had truly got the better of us and we just needed a long weekend to find our equilibrium again and recharge. So pretty much on the spur of the moment we booked this place. Right from the minute we arrived, we were enchanted. Stylish yet supremely comfortable, the owner had clearly thought of everything! This made us feel completely at home while at the same time adding that certain cossetting and pampering factor. The condo is stunning and in a perfect location, the beautiful and relaxed environment sends you back to 'real' life relaxed and recharged. I cannot recommend this place highly enough. We will certainly be returning and next time with our adult children.

Price per night from

$218

Hunter Mountain House of Hunter

Lanesville house

6 bedrooms / 4 bathrooms / sleeps 12

“A Fabulous Place To Stay” My stay was a Great getaway. The rooms and bathroom were very clean and the owners very accomodating. Convient to alot of events and things to do..I found myself wanting to just stay on the property to just relax because it was so peaceful. If you are a bird watcher there were some amazing birds to see..I am looking forward to my next getaway back here... a place much like Heaven!

Responds fast! avg. 37 minutes

Price per night from

$573

Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts

Woodstock house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$567

Spectacular Ski Vacation House - Incredible Views!

Shandaken house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 13 minutes

Price per night from

$458

*4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw

Windham house

4 bedrooms / 2 bathrooms / sleeps 8

“Terrific Rental in Windham” This is a great rental property. The house is very well maintained and comes complete with everything you need for your visit. This includes the kitchen where many other rental properties offer sparse and/or low quality utensils, plates, etc. Angel has literally thought of everything and organized the property to make your stay enjoyable. Also, the hot tub has very potent jets which was nice for a bunch of middle aged golfers after a long day on the course. Angel was extremely helpful and responsive throughout the entire rental process. If you are coming to Windham you will be hard pressed to find a nicer property.

Price per night from

$201

Cozy Cottage

Hunter cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 21 minutes

Price per night from

$172

The Cottage at Chichester

Chichester cottage

3 bedrooms / 1 bathroom / sleeps 5

“Nice place to get away from the hectic city.” Quiet and secluded it was a good fit for me, a couple, their toddler and two small dogs. Property its a good size for a small walk in the woods. Storms have pushed the creek away from the back of the house and it's small and not showing any fish, so wasn't able to fish on the property. I'd advise getting your fishing license before you get there. The house was clean and well kept. The frig had a fair amount of condiments in them, so check the frig before you head to town to buy anything. There were enough pots and pans to cook, but we were glad we brought two cooking knives with us. The gas grill on the deck was OUTSTANDING! I give that grill 5 stars. Quiet with a great view of the stars. We took advantage of the fire pit and picnicked while cooking hot dogs over the open fire. The wifi was intermittent, which can be a good thing if you're looking to truly get away and relax.

Responds fast! avg. 3 hours 4 minutes

Price per night from

$172

Home on Hill / Great Mountain Views / FAST Internet /Near Roxbury Wedding Venues

Margaretville house

4 bedrooms / 3 bathrooms / sleeps 10

“Wonderful view” Very clean and provided with everything. The view from the hill was amazing. I Enjoyed my stay and would definitely return. Lots to do in the area including some very good restaurants.

Responds fast! avg. 3 hours 57 minutes

Price per night from

$224

Catskill Mountain View House, Belleayre, Fire Pit!

Roxbury house

4 bedrooms / 2 bathrooms / sleeps 9

“Best house ever” The house is in a beautiful setting. So many things to do in the area from antique shopping, golf in the summer, winter skiing, hiking, really great restaurants. Once you've seen the house though, you won't want to leave. Great layout for families, group of friends, special occasions or just getting away to a special place. everything is provided for your stay. Fully equipped kitchen, comfortable beds, outdoor fire pit!!! Watch shooting stars at night. Jennifer has thought of everything. Even a playroom with toys and games! No preparation is needed on your part. Just show up for a fabulous stay.

Price per night from

$447

***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***

Windham house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$201

Catskill Region Vacation Log Home Rental

Halcottsville house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$287

Windham Cabin

Lexington log cabin

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$172

West Kill Retreat

West Kill house

3 bedrooms / 1 bathroom / sleeps 6

“Awesome getaway!” I came here with a group of friends for a getaway weekend, and it was awesome! The house is big and comfortable. Huge backyard where you can relax and nearby is a little river where you can walk to. The owners of the house are super friendly and always tried to make you feel comfortable. Definitely would recommend this to others and I would sure be coming back.

Price per night from

$298

Catskill Lake House

Andes log cabin

3 bedrooms / 1 bathroom / sleeps 4

Price per night from

$206

“Home away from home” My sisters and I rented this cottage on Labor day weekend for our annual sisters get away. Ella was very helpful giving exact directions to the cabin which is important when you are not familiar with a location. She was able to suggest many activities in the area as well as cute little restaurants/taverns in towns nearby. The cabin was truly like a home away from home. Ella clearly takes pride in the upkeep of the property. You are within walking distance to a grocery store, café, liquor store and a little store where you can find many necessities. This is a great get away for any time of the year. I am hoping to return sometime in the next year!

Responds fast! avg. 1 hour 29 minutes

Price per night from

$114

Country Farmhouse along the Catskill Scenic Trail

Hobart house

3 bedrooms / 2 bathrooms / sleeps 6

“Peaceful” Had a great time. The owners of the farm are warm and thoughtful people. Clean,beautiful farm setting and well equipped home . The only thing that would've made it more perfect would be air conditioning. It did cool down nicely at night but I have asthma and it was a little humid. Loved staying here would do it again

Price per night from

$172

charming woodstock cottage with outdoor hottub

Willow cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$201

Stunning Vacation Country & Ski House

Woodstock house

4 bedrooms / 3 bathrooms / sleeps 12

“One of a kind, secluded, comfortable, & friendly.” We had the best weekend here in this beautiful spacious house. The huge windows all around the living area give such a peaceful feeling looking at the forst or the stream in the backyard. We enjoyed family time, pony rides and a local zoo just 5 min away. we were all able to enjoy our time together and separately thanks to the large livingroom and nice basement . We found the house very clean and with everything we needed in it.

Responds fast! avg. 1 hour 17 minutes

Price per night from

$630

Catskills Belleayre House Rental

Fleischmanns house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 2 minutes

Price per night from

$572

Pet Friendly Cabin Doh-Ray Up At 1450ft

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 5

“Relaxing mountain retreat” We enjoyed a very pleasant Thanksgiving week getaway at the cabin, which looks just like the pictures -- nice combination of modern and rustic design. Also very comfortable, clean and well organized. Tv and sound system very high tech. Somehow we did something wrong with the remotes and lost the tv connection, but Raymond was extremely patient troubleshooting over the phone. Kitchen is nicely equipped. Bathrooms, full upstairs and half downstairs (not pictured), were standard but fine. The views of the woods from the many windows were really pretty, especially in the snow. It was a bit of an adventure driving up the somewhat steep mountain road. Definitely need 4wd in bad weather, so car rental was a little expensive. Overall, we had a lovely stay and hope to have a chance to come back in the summer.

Price per night from

$361

Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham

Windham log cabin

1 bedroom / 1 bathroom / sleeps 2

“Best weekend ever :)” I have recently rented the bungalow and just have great things to say about it. The place is so cozy, and cute, they had everything we needed and the location couldn't be better. It's very close to any of the skii resorts and many attractions, market...It was only my boyfriend and I and the bungalow was just the perfect choice to spend a holiday weekend. Ella, the owner, was very helpful providing us any info we could need. We are already planning to go back the beggining of the year and summer for sure. Thank you so much Ella!!!

Responds fast! avg. 1 hour 29 minutes

Price per night from

$103

Mountain House Retreat

Windham house

5 bedrooms / 2 bathrooms / sleeps 10

“Beautiful! Relaxing! Perfect!” I spent 4th of July weekend with a group of friends at this wonderful mountain retreat, and it was all that we wished and more!! The views are spectacular, the private pond and the mountains added so much to our stay. It was like being on a private resort...the home had everything we needed to have fun and enjoy this long summer weekend, and we are already planning to return next year. Thank you so much for providing such an amazing spot for a long weekend getaway! And it must be noted how accommadating and easy it was to communicate with the owner and with flipkey whenever I had any questions-- 5 Stars!

Price per night from

$401

Margaret's Cottage in Woodstock Village

Woodstock log cabin

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$189

Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$487

The Presidential Suite at Brie & Bordeaux

Windham apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$252

Catskill Home for Skiing, Fishing, Hiking & biking

Fleischmanns house

6 bedrooms / 5 bathrooms / sleeps 22

Price per night from

$573

Catskill Mountains Retreat for Large Groups

Big Indian villa

20 bedrooms / 7 bathrooms / sleeps 32

Price per night from

$1,390

Privacy & Luxury @ Heart of Woodstock w/ Hot Tub

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$315

Marigold cabin by the stream - Heart of Woodstock with Hot Tub & Fireplace

Woodstock cottage

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$304

Price per night from

$687

Expanded Cabin facing Hunter Mountain in NY

Hunter log cabin

4 bedrooms / 2 bathrooms / sleeps 7

“Love it--would return again!” Jeffrey was very friendly, accommodating, helpful and professional as we were booking the cabin. Cabin was beautifully furnished and large enough to fit 8 of us. 5 min drive to Hunter Mountain. Very cozy and comfortable--loved it and would love to return again sometime in the future!

Responds fast! avg. 43 minutes

Price per night from

$687

Catgalu, privacy and swimming pond

Arkville house

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 1 hour 47 minutes

Price per night from

$327

Winter Rental For Upstate New York

Hunter apartment

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$134

Charming home with mountain views

Hunter house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$687

charming house in the catskills

Jewett house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$287

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