Vacation rentals in Town of Shawangunk

Spacious A-Frame Getaway near Hiking and Wineries

Escape to our A-frame in the heart of the Shawangunks, nestled within the picturesque Hudson Valley. Just 1.5-2 hours from NYC, our spacious and serene home is perfect for a peaceful retreat, outdoor adventures, and exploring local wineries. Nearby attractions include Lake Minnewaska Park, Mohonk Preserve, Sam’s Point, the Shawangunk Wine Trail, Ellenville and Blue Cliff Monastery. The location also provides convenient access to explore many of the Hudson Valley and Catskill towns and villages.

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

Scandinavian-Style Chalet with Scenic Views

Wake up to hilly views from this Scandinavian-inspired chalet boasting wood-paneled cathedral ceilings, sharp furnishings, and concrete floors. Share a glass of wine with a friend beside a sleek fireplace and live-edge coffee table in a chic living area. Please inform the host if you plan to bring a dog as there is a 15 pound weight limit. Maximum number of guests/visitors/people permitted on the property is 2. The owner lives on the property and is available for anything guests may require.

New Paltz Guest Cabin Nestled In The Woods

Newly renovated, modern, guest house located on 20 acres of a private estate at the base of the Gunks. This private, fully renovated 1 bed/1 bath is the perfect retreat. Located a short scenic drive from Minnewaska State Park (8 mins), Mohonk Preserve (5 mins) & New Paltz Main Street (15 mins). Centrally located for easy access to many trails, orchards, wineries, farm stands, swimming holes and lakes. Also easy access to Stone Ridge, High Falls, Rosendale, Kingston, Woodstock & Hudson.

Modern BoHo 3BR Cottage Near by Hiking, Winery

Our newly modern bohemian cottage (aka Green House!) is perfect for your next weekend getaway or a new WFH locale. Decompress from city stress in this calm, serenely appointed private home. Close to attractions but far enough away to escape, you'll never want to leave. NYC: 79 mi. Hunter Mountain Ski Resort: 60 mi. Pine Bush - groceries/supplies: 7 mi. Middletown - shopping (Walmart, Target, Best Buy, Home Depot): 16 mi. Hiking trails: 7 mi. Horseback riding: 7 mi. Sky diving: 15 mi.

Loft-like Getaway with Mountain View

Enjoy all the Hudson Valley has to offer from this serene, stylish loft-away-from-home. A skylit space with original artwork and an eclectic mix of MCM and antiques let you enjoy beauty both inside and out. Mornings greet you with views of the Gunks, while evenings offer vivid sunsets from the cozy fire pit. Watch skydivers floating overhead, courtesy of the Parachute Ranch down the road, hike the nearby Mohonk Preserve, or enjoy the rail trail just a five minute walk from your door.

Dream getaway apartment in the foot of Gunks Ridge

Beautifully decorated space full of original art located in the foot of Shawangunk Ridge on the side of a large farm field and a forest. Get together with friends at the handmade farm dining table, feel hygge next to a wood-fired place, enjoy nature tranquility, and recharge. We provide ALL you need: clean towels, cooking essentials, complimentary high-end loose tea /coffee, friendly atmosphere, and good local advice. Apartment is a half basement part of a house but has full privacy.

Historic 1750s Farmhouse Apartment

Come explore the Hudson Valley from our newly renovated modern farmhouse apartment in a serene, bucolic setting. Located at the boundary of the towns of Gardiner and Shawangunk, beneath the beautiful Shawangunk ridge, there are plenty of adventures to be had! Hiking, biking, climbing, yoga class, and even sky diving are right here! And when you tire of all the outdoor fun, check out local wine, cider, and whiskey tastings, antiques shopping, and delicious local restaurants.

Hidden cabin on 2 wooded acres

Retreat to a beautiful cabin and get lost on two wooded acres. Reconnect with nature in your own way - hike around nearby Lake Minnewaska, or another of the dozens of incredible trails in the area. Explore infinity under a blanket of stars and share stories gathered around the firepit. When you’re called inside, grab a book and settle in by the fireplace. Then cook a meal in our well-equipped kitchen or on the grill, and enjoy it on the patio overlooking the property.

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Bluebell - Kos Retreats @ Frogs Hollow Farm

Bluebell is one of the two luxurious yurts we offer on our 100 acre organic farm. It is gorgeous, bringing you as close to nature as possible without giving up any of the luxuries in life! 450 sq ft of living in the round, it includes a full ensuite bathroom (in the yurt), and your own private deck, firepit, and barbecue outside. We are 15 minutes away from New Paltz, NY, and mere minutes away from the Shawngunk Mountains in the bucolic Hudson Valley.

Stone House 1807. Comfort, Peace and Nature.

Historic 200 yr old stone cottage, on three floors, renovated to a high standard, creating a very comfortable and peaceful retreat, whilst retaining soul and character. Extreme cleanliness is a priority. Quality bedding assures a good nights sleep. The bathroom offers a rain shower and soaking tub. The kitchen is fully equipped and fresh produce is available from the neighboring organic farm in season. Good hiking trails are accessible from the house.