Vacation rentals in Shawangunk

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Top-rated vacation rentals in Shawangunk

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Pine Bush
4.89 out of 5 average rating, 151 reviews

Charming Revitalized 1920s Country Style Home

Venture back in time in this tastefully appointed historical residence. First floor apartment is a quaint abode showcasing boutique furnishings and decor, contrasting textures and motifs, arched doorways, a covered front porch, and a walkout to the backyard. We are 20 minutes away from Legoland, also located near Wallkill, and an easy drive to Warwick and Patterson. Our home is eclectic and unique, placed in the historic district of pine bush. This home provides up to date appliances and cozy furnishings while still holding onto that good ol’ 1920’s feel. Plenty of room for dining in and an easy ride or walk to great food. This home is bright and cheery yet provides privacy and warmth. The entire first floor is your domain. With a private entrance and easy parking. The locked doors you will encounter is for your privacy. There are permanent renters above you, however they have their own entrance and are completely separate. Trust us you won’t need more space than what’s provided, very roomy with a closet in each room, as well as in the dining area. Up until your check in we are available to you through Airbnb with any questions or concerns you might have. After check in most vacationers prefer to hit the ground running and begin enjoying their stay, however for little bumps in the road a number will be provided in order to continue taking care of you. The property boasts easy access to hikes, Wallkill Farms, wineries, Legoland and is walking distance from multiple restaurants, antique shops, and more. We recommend renting a car. While this home is walking distance to restaurants and downtown pine bush the beautiful rural scenery means a little distance of 10-20 minutes of driving between wineries and hikes and other enjoyable activities. We want our guests to enjoy their time to the fullest, and know that we care about their stay. Which is why we like to make clear our home runs on city water. There is an initial aroma from the faucet, however it doesn’t last long and adjustments to that are in the process. We of course offer you filtered water for you and your family. This home is multiple stories which adds to its beautiful character. You and your family will be occupying the entire first floor. The upper level has permanent renters, however they have a separate entrance and are quiet, as well as accommodating.

Top guest favorite
Chalet in Pine Bush
4.97 out of 5 average rating, 118 reviews

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.

Top guest favorite
Guest suite in Gardiner
4.99 out of 5 average rating, 142 reviews

Cozy Studio at Yoga Center + Hot Tub + Mtn Views

♥️Retreat + restore in this comfortable well appointed spacious studio apartment with all the comforts of home. Adjacent to a peaceful and quiet yoga studio, this space is outfitted with soothing décor details, a shared lawn, hot tub, panoramic views of the Shawangunk ridge and sunsets. Walk to Wildflower Farms Resort, Tuthilltown Distillery and minutes to restaurants, Minnewaska+Mohonk State Park, trails, wineries, Skydive, rock climbing +more. Drive to High Falls+Kingston+Woodstock+Rhinebeck.

Guest favorite
Guest suite in Montgomery
4.94 out of 5 average rating, 544 reviews

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

Top guest favorite
The interior of the tiny house features wooden walls and a bright open layout. A staircase with wooden steps leads to the loft area. A dining table with a rustic chair sits adjacent to a well-equipped kitchen, creating a cozy and functional living space.
Tiny home in New Paltz
4.99 out of 5 average rating, 874 reviews

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. Two heating systems for the winter. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Guest favorite
A modern living area features a spacious sectional sofa adorned with decorative pillows. A sleek black coffee table is placed in front, with a stone fireplace to the right. A natural wood dining table with multiple chairs is visible in the background, complemented by hanging pendant lights.
Cottage in Pine Bush
4.96 out of 5 average rating, 114 reviews

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.

Top guest favorite
A cozy living area is highlighted by a dark sectional sofa and a stylish patterned armchair. Natural light enters through two skylights, illuminating a vibrant area rug. A small coffee table is placed in front, with a kitchenette visible in the background.
Guesthouse in Gardiner
4.99 out of 5 average rating, 160 reviews

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.

Guest favorite
Apartment in Wallkill
4.89 out of 5 average rating, 461 reviews

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.

Guest favorite
Farm stay in New Paltz
4.91 out of 5 average rating, 801 reviews

The 1772 Lefevre Stonehouse Suite

Sit at a quaint breakfast table in this sun-filled room admiring the beautiful patio, grainy wood-plank floors, and a country decor touches. Walk outside to enjoy the free ranging chickens as you gaze at the rustic grounds of this enchanting stone-built home dating from 1772. The suite has its our private entrance, bathroom and fireplace all stocked with plenty of firewood for your stay. Fireplace can be used November-March only unless temperatures are under 40 degrees.

Guest favorite
A spacious living area is furnished with a green sofa, a blue armchair, and a round coffee table on a plush area rug. Soft, natural light fills the room through two windows, complemented by minimalistic floor lamps.
Guest suite in Gardiner
4.95 out of 5 average rating, 140 reviews

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.

Top guest favorite
A charming cabin exterior is framed by a well-maintained lawn and lush trees. A stone pathway leads to the front door, flanked by modest garden beds with various plants. Natural wood siding and a dark roof create a warm, inviting appearance.
Cabin in Accord
4.98 out of 5 average rating, 174 reviews

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.

Guest favorite
An open living area features a high ceiling with wooden beams, creating an airy atmosphere. The kitchen is equipped with stainless steel appliances and provides ample counter space. A dining table is present, complemented by a cozy seating area with a green sofa and coffee table.
Cottage in Gardiner
4.93 out of 5 average rating, 351 reviews

Tiny cottage on DiR mini farm

A custom made tiny cottage, located on a private tree lined road with just a few houses on it. The design style is farmhouse rustic with original details. It is private, fully equipped, and centrally located. The front of the cottage has a sun drenched porch equipped with lounge chairs and bbq. The back of the cottage is has a screened in porch, an outdoor huge tub and lounge. It is facing a beautiful pond, a fire pit and deep woods and vibrant nature.

Popular amenities for Shawangunk vacation rentals

When is the best time to visit Shawangunk?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Shawangunk?

    Shawangunk has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Shawangunk?

    Experience the best of Shawangunk with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Shawangunk?

    Four-legged friends are welcome in Shawangunk. Choose from more than 80 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Shawangunk?

    Yes! Work meets play with ease at over 100 vacation rentals in Shawangunk featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Shawangunk house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Shawangunk, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Shawangunk have air conditioning?

    Absolutely! We offer over 90 house rentals with air conditioning in Shawangunk. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Shawangunk have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Shawangunk. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Shawangunk have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Shawangunk. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Shawangunk have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Shawangunk. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Shawangunk?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Shawangunk

  • Total vacation rentals

    Explore 180 vacation rentals in Shawangunk

  • Nightly prices starting at

    Shawangunk vacation rentals start at € 9 per night before taxes and fees

  • Verified guest reviews

    Over 11,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Shawangunk vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Shawangunk rentals

  • 4.9 Average rating

    Shawangunk stays are highly rated by guests—averaging 4.9 out of 5!

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