Holiday rentals in Pine Hill

4.96 out of 5 average rating, 271 reviews

Cabin in Big Indian

Retro Modern Paradise in the Catskills

Our spacious home is nestled at the top of Rose Mountain in The Catskills, perfect for a family retreat. Approximately 2.5 hour drive from New York City and only 10 minutes from Belleayre. Spend your time relaxing in our cabin with the seclusion and privacy of 5 acres of forest and meadow. Our property runs along a small creek in Big Indian, NY, with sweeping views of Slide Mountain. Centered in the middle of the Catskills its easy to explore many local restaurants and bars within an hour drive.

4.94 out of 5 average rating, 199 reviews

Cabin in Margaretville

Catskills Cabin Nature Oasis - Seconds to Hiking!

Welcome to our Catskills Cabin Nature Oasis, where you'll enjoy an old-fashioned Catskills stay in comfort and privacy in the heart of Balsam Lake Mountain, surrounded by an abundance of natural beauty, right near the quaint village of Margaretville. SECONDS from hiking trails, and MINUTES from skiing, canoeing, kayaking, and Village shops and eateries, our cozy cabin is equipped with a dynamic kitchen, wood stove, wrap around deck, screened-in porch, grill, fire pit, heat/AC, Smart TV, & more!

4.89 out of 5 average rating, 120 reviews

Cabin in Big Indian

Birch Creek House - Private & Cozy Creekside Cabin

Hidden, fully renovated, modernized cabin off Rte 28 in Big Indian. Located on 5 acres of private forest, down a long driveway, with a private wrap around deck, outdoor dining + firepit + indoor fireplace. Just a few min drive to notable shopping and dining, along with several mountains, ski resorts like Belleayre, world-class hiking, and outdoor everything that upstate NY has to offer. @birchcreekhouse on IG. 5 min to Belleayre Mtn 25 min from Hunter Mtn 15 min to Phoenicia Diner SBL#414137

4.96 out of 5 average rating, 124 reviews

Flat in Margaretville

Margaretville Village Views, Apt 3

Bright Cozy Apt in the heart of Margaretville Village features a queen-sized bed in the cozy sleeping loft, the couch opens to a twin size as well. The vaulted ceilings give the space a roomy feel, you can cook in and watch your favorite streaming channels on wifi, or go for a stroll out to dinner. We are within walking distance of all the amenities, hiking, fishing, antiques, shopping, cafes and more. We are close to Skiing, Fishing, Hiking, Wedding Venues, and all the Catskills have to offer.

Holiday home in Pine Hill

4.99 out of 5 average rating, 137 reviews

The Perfect Catskills Escape for Families and Groups

Pine Hill House is a renovated 1870s boarding house with loads of old charm mixed in with new luxuries. Take a left from the house to find miles of hiking trails. Take a right and walk to town with its vibrant restaurant scene and a lively community center. Belleayre Beach and Belleayre ski area are both a 5-minute drive away, as are some of the Catskills' hottest restaurants, spas, and cider houses. Don't want to leave? Relax around the woodburning stove and soak in the clawfoot tub.

4.91 out of 5 average rating, 131 reviews

Home in Big Indian

5 minutes to Belleayre! The Birch Creek BelleHouse

Our modern home is clean and bright. Just minutes from skiing, hiking, swimming, and fine dining - The gorgeous Birch Creek is right outside . Feel free to take a dip. - A quick walk to Pine Hill Lake for swimming, boating and more. - Many spectacular hiking trails nearby. - It's an easy five minute drive to Belleayre Ski Center - Close to the best restaurants in NY State. - Pets are welcome with an additional fee. Please let us know if you are bringing pets. See below for details.

4.94 out of 5 average rating, 167 reviews

Cabin in Margaretville

Catskills log cabin in the sky with mountain views

Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

4.87 out of 5 average rating, 190 reviews

Tiny home in Shandaken

Cute Cabin with Great Mountain Views

“Georgie” is our Cute Cabin with Great Mountain Views. She is a 230 sq. feet Cute and cozy cabin just 10 minutes to Phoenicia and Pine Hill and all the great hiking of the Central Catskills. Part of a 1940s bungalow colony lovingly restored, “Georgie” is one of three cabins which stands next to each other, offering each guest privacy without isolation. My place is good for couples and furry friends (pets). You’ll love my place because of the views and the outdoor space.

4.99 out of 5 average rating, 317 reviews

Treehouse in Wallkill

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

4.99 out of 5 average rating, 225 reviews

Chalet in Fleischmanns

Crows Nest Mtn. Chalet

Elevated into the Mountainside, Crow’s Nest looks out onto a spectacular view of the Catskill Mountain range of Belleayre. Grab a cup of coffee and watch the sunrise from the back deck or bask in the glow of the sunset while relaxing in the hot tub or hammock. This is an incredible place to unwind and take in that fresh mountain air or retreat to one of the many hangout spots in this newly renovated home. Follow us on IG : @crows_nest_catskills

4.88 out of 5 average rating, 113 reviews

Cabin in Pine Hill

Modern A-Frame in Catskills Park

The Pine Hill Aframe curates a modern and intentionally designed A-frame retreat on 1.6 acres under the Belleayre Ski resort and 20 min. to Plattekill. Centrally located in the heart of the Catskills, surrounded by world renown trails and fishing. Rest, hike, ski, relax, create amongst the renovated interior or forest bathe outdoors. We invite you to come build memories! Find us on IG @pinehillaframe STR License #2022-STR-AO-073P

4.86 out of 5 average rating, 159 reviews

The Carriage House/Pine Hill Studio

Charming light-filled renovated 1200 SF carriage house in the lovely Catskills hamlet of Pine Hill. Two bedrooms with two additional daybeds in open loft-like space. Full kitchen and bath. Walk to Pine Hill Lake, hiking and restaurants and stores in town. Close to Phoenicia, Belleayre and Woodstock. Perfect for staying in the area for hiking, leaf peeping, weddings, and skiing ! Shandaken STR License #2023-STR-030

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Other great holiday rentals in Pine Hill

4.94 out of 5 average rating, 47 reviews

Barn in Big Indian

Barn-MCM Cottage! Private Lake~Hiking~Mtn view

GabeRating, 5 stars2 months ago

The place was beautifully located and really clean and relaxed. We met with Masha (houskeepster) who was really kind and taught us how to make smores. All in all, great place and experience!

4.86 out of 5 average rating, 36 reviews

Catskills Farmhouse - Modern Luxe/Old world charm

IzabelaRating, 5 stars3 months ago

We had fun staying at Ted’s place. Plenty is space to 2 families (8 people). Very close to the mountain. Highly recommend.

5 out of 5 average rating, 41 reviews

Cabin in Fleischmanns

Cozy Cabin in the Catskills

LauraRating, 5 stars4 weeks ago

we enjoyed our stay, quite comfortable accommodations. the kitchen offered everything you needed to prepare meals. the fireplace was enjoyed. Daniel was easy to work with, very prompt on the few questions we had.

4.88 out of 5 average rating, 41 reviews

Home in Fleischmanns

Modern Mountain Retreat with Hot Tub

SamuelRating, 5 stars1 month ago

The house is very comfortable, with nice design elements throughout.

4.97 out of 5 average rating, 37 reviews

Cabin in Fleischmanns

5 mins to Belleayre hiking | Hot Tub, firepits…

ValeriyaRating, 5 stars1 week ago

We loved our stay at Jeremiah’s place! House had everything we needed and more - stocked kitchen, great Sonos system all over the place, indoor fire place that gave us cozy feeling, hot tub, and outside fire pit closer to the woods where we spotted few deers, and on the top of that place was super clean. Recommend it for a cozy, private stay in the woods.

4.98 out of 5 average rating, 96 reviews

Alpine House: Renovated Rustic+Modern Getaway near Belleayre Mountain

CourtneyRating, 5 stars3 months ago

What a beautiful home! We were pleasantly surprised with how clean the house was upon arrival. The kitchen is a great gathering place. We loved the hot tub after a day on the slopes. Plenty of clean linens. No complaints- will definitely stay here again!

4.94 out of 5 average rating, 83 reviews

Cabin in Pine Hill

Hideaway Barn

JohnRating, 5 stars1 month ago

Lovely stay at the Barn. Situated a tad off the beaten path and very private but close to a ton of hikes in Catskills, including one at the edge of the property. Gorgeous stream side setting which added to the chill vibe of the place. Interior is wide open and very happy that there was no TV so we could unplug (WiFi good though). Would recommend and will return!