House holiday rentals in Palenville

4.92 out of 5 average rating, 311 reviews

The farmhouse exterior features a spacious porch with steps leading down to a grassy area. The surrounding landscape includes trees, providing a natural setting. Large windows allow for plenty of natural light, enhancing the home's open feel.

Home in Saugerties

Beautiful farmhouse with Mountain View- HITS- AC

Beautifully renovated 3 bedroom, 1.5 bath farmhouse on 3 acres. Close to Saugerties, Woodstock and Hunter Mountain yet with a large property and Mountain View! 4 minutes to HITS horse show! Close to Skiing! *NEW in 2025- Air Conditioning with mini splits throughout the home! The Hudson Valley has a lot to offer and we hope our home can be your cozy retreat to connect and unwind, cook delicious meals and sleep well as you explore and enjoy the area! Kid Friendly, Playground on the property!

4.91 out of 5 average rating, 257 reviews

A cozy living area features a gray sofa and a wood-burning stove, complemented by decorative plants and bookshelves. Exposed beams add character to the space, while a unique blend of artwork and vintage items decorate the walls. A soft pouf rests on the wooden floor.

Home in Palenville

Cozy 2bed near hiking at the foot of the mountains

Explore the Catskill Region from this conveniently placed 100+ year-old home. In cooler months, go leaf peeping, skiing, snowshoeing, shopping/antiquing, then return home and cozy-up by the fireplace. During the warmer months, enjoy a zip line ride, hiking, mountain biking, or a swim in Kaaterskill Creek, then relax and unwind in our spacious sunroom. Hunter Ski Resort is 15 minutes away, Wyndham Ski Resort is 30 minutes away, and several NY state park trailheads are steps from the front door.

4.97 out of 5 average rating, 103 reviews

Home in Tannersville

Creekside Retreat-Arcade|Fire Pit|BBQ|Dog Friendly

Escape to our 3-bedroom, 2.5-bath, 2,000 sq ft creekside cabin in the Catskills—designed for relaxing getaways, ski trips, and family adventures. Located just 10 minutes from Hunter Mountain, 20 minutes from Windham Mountain, and 5 minutes to North–South Lake, you’ll be close to some of the region’s best hiking, skiing, and outdoor activities. After a day in the mountains, come back to relax by the creek, unwind on the deck, or challenge friends and family in the game room designed for all ages

4.98 out of 5 average rating, 110 reviews

A private movie theater is showcased with plush black recliners arranged in stadium seating. The room features a large projection screen on one wall and multiple ceiling lights illuminate the space, creating a welcoming environment for cinematic experiences.

Home in Haines Falls

Walk to Kaaterskill Falls! Theater & Game Room

Our spacious 5BR home on 1.5 acres with a large lawn, 4K movie theater, game room, baby proofing & high-speed WiFi is perfect for exploring the Catskills year-round! Just 12 min to Hunter Mountain, 5 min to Tannersville, .5 mi to Kaaterskill Falls, and 1 mi to North-South Lake beaches. Features a fully equipped kitchen, remodeled basement with play area, 3 sound systems, and a dedicated office space. Relax in nature, enjoy the outdoors, or stay entertained inside. Your perfect getaway awaits!

A wooden house is set against a wooded backdrop, featuring a dark facade with large windows. An outdoor fire pit is surrounded by seating arrangements on either side. The grassy area offers a natural and open invitation to enjoy the surrounding landscape.

4.96 out of 5 average rating, 125 reviews

Modern High-end 2BR2BATH in the woods of Catskills

Modern and spacious house located in the woods, surrounded by nature will make a perfect getaway. Wide open layout with a large living room/kitchen area in the center of the house, 2 Massive suites, one on each side overlooking the woods, both with comfy king bed and private bathroom - perfect for 2 couples, and suitable for a family as well. Beautifully designed with high end finishes, white oak flooring, custom made kitchen and toll ceilings, as well as cozy fireplace for warm nights.

4.9 out of 5 average rating, 136 reviews

An outdoor patio area is showcased, featuring a hot tub and a comfortable seating arrangement. A fire pit is positioned among several arranged chairs on a flagstone surface. The backdrop includes a spacious lawn bordered by autumn trees, creating a serene natural setting.

Home in Tannersville

Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit

Escape to this cozy, light-filled Catskills retreat, perfect for year-round adventures! Only 8-10 minutes from Hunter Mountain for skiing and ziplining, and near North-South Lake and Kaaterskill Falls for hiking and kayaking. Discover Tannersville’s charming cafes and shops just minutes away. Unwind in the fully stocked kitchen, grill on the patio, or stargaze from the hot tub. End the day by the fire pit or with a game of pool, making unforgettable memories in the heart of nature!

4.99 out of 5 average rating, 151 reviews

Home in East Jewett

Creekside Couple's Retreat w/Hot tub, Sauna & More

Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

4.98 out of 5 average rating, 126 reviews

A spacious earth berm home is set within a forested area, featuring wooden shingle siding and a large, inviting entrance. A driveway leads up to the house, and a gazebo is visible in the yard, surrounded by lush greenery.

Home in Saugerties

Underground Oasis Saugerties/Woodstock/Hunter

This earth berm is tucked away in the heart of the Catskill Mountains. The location of this home is easily accessible to Hunter Mountain, Saugerties and Woodstock, all are 20 minutes or less by car. Enjoy the outdoors and live music, local events, such as Hits, Garlic Festival and the Saugerties Car Show. Close to restaurants, grocery stores and much more. Enjoy winter activities at Hunter mountain, or go ice skating in Saugerties. Lots of hiking close by as well.

The exterior of the house is framed by lush greenery, featuring a wooden pathway leading to the entrance. Potted plants with purple flowers adorn the area, and a decorative wind chime hangs in a circular frame, enhancing the natural setting.

4.98 out of 5 average rating, 201 reviews

Modern Prefabricated Architectural Retreat

At Stonewall Hill, a modern prefab home set on 10 wooded acres, you can enjoy a cozy night by the fire in winter & cook a feast in the well-equipped kitchen or on the outdoor gas grill in summer. It has an open plan kitchen, living & dining space; a main bedroom w/ queen bed & ensuite bathroom; a 2nd bedroom that doubles as TV room w/ queen sofa bed & bathroom across the hall. 10 minutes to the HITS fairgrounds & close to hiking, skiing, shopping, & dining.

4.91 out of 5 average rating, 290 reviews

A scenic view from a wooden deck showcases rolling green hills and tall trees. A tranquil pathway winds through the landscape, leading to nearby homes. Gentle sunlight filters through the foliage, enhancing the natural beauty of the surrounding area.

Home in Palenville

Serenity Retreat: Mountains, Waterfalls, Comfort

Enjoy a tranquil retreat overlooking a peaceful creek, set against gorgeous mountain views and nearby spectacular waterfalls. Just a short drive from Woodstock and Saugerties, NY this home on a serene country lane is a gateway to nature's beauty. With close proximity to local attractions, a lush garden, stunning mountain vistas, and a yard featuring a fire pit and bad mitten, it's the perfect blend of comfort and adventure.

4.86 out of 5 average rating, 123 reviews

Mountain Escape! 12 hikeable acres

12 acre serene getaway sits up on a hill overlooking a pasture and mountains that can be seen through the living room picture window. The property has a patio, ping pong table and grill. Located near charming Hudson Valley towns (30 min to Rhinebeck or Red Hook, near Saugerties, Woodstock & more!), great for dining, antiquing, golf, hiking, 30 minutes from skiing, and 10 minutes to HITS.