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, 155 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.

Guest favorite
A circular firepit area is featured in a grassy yard, surrounded by several adirondack chairs. The calm waterfront is visible beyond the trees, with soft sunlight filtering through the leaves, creating a peaceful natural setting.
Home in Wallkill
4.96 out of 5 average rating, 119 reviews

Riverfront Wellness: Sauna & Shawangunk Hiking

Riverside Wellness & Longevity Retreat: Reclaim your vitality at this renovated Wallkill River sanctuary. Designed for active recovery, our 1-acre estate merges nature with modern biohacking. The Reset: Indulge in our Infrared Sauna, featuring Red Light Therapy and Chromotherapy for cellular repair and deep nervous system restoration. Enjoy a private waterfront deck, fire pit, and easy access to the Gunks for forest bathing. The ultimate haven for those prioritizing health, movement, and peace

Top guest favorite
A spacious living area features large glass doors that bring in natural light and provide views of the outdoors. Comfortable seating includes a modern sofa and armchair, accompanied by a coffee table and a dining area positioned nearby.
Chalet in Pine Bush
4.98 out of 5 average rating, 130 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.

Guest favorite
An open living space features a Foster Leather sectional sofa positioned around a central coffee table. Natural light streams in from a large window, illuminating the wood-burning stove nearby. A cozy area rug adds texture to the floor, creating an inviting atmosphere.
Home in Gardiner
4.96 out of 5 average rating, 171 reviews

Mindful Escape: Theater, Trails, Wood Stove

Exhale and recharge in this luxurious space at the foot of the Shawangunk Mountains. This gem features an open-concept kitchen and living room, perfect for connecting with nature. Enjoy the high-end Foster Leather Sofa, cozy movie nights on a 120" projector screen, and a wood-burning stove for chilly evenings. Every detail, from fresh linens to a meaningful library, is thoughtfully curated. Discover hidden messages throughout the house, inviting you to explore and unwind in this serene retreat.

Top guest favorite
A clear view of a private hot tub surrounded by lush green trees provides a peaceful outdoor retreat. In the background, a brightly colored converted school bus is partially visible, creating a unique glamping atmosphere.
Bus in Pine Bush
4.93 out of 5 average rating, 227 reviews

School Bus Glamp w/HotTub~15min to Gunks/New Paltz

Experience a unique stay in a magic school bus on 10 acres! 15min to Gunks, New Paltz, Angry Orchard HQ, Minnewaska &more! Relax in the hot tub in the morning or sit under the stars at night. Two beds; twin & full w/bedding. Heater, electric blanket, mini-fridge, Keurig w/coffee. Swing set & trampoline for kids. Private outdoor set up w/(year-round) hot tub, dining area, fresh water sink & fire pit await you. Wonderful bakery & outdoor store 10min away. Enjoy Gunks glamping with a relaxing spa!

Top guest favorite
A tiny house with large windows is nestled among the trees, offering a secluded retreat. A wooden deck with stairs leads to the entrance. An outdoor dining space with an umbrella and a propane grill is visible alongside a gravel area, complemented by a playful dog on the lawn.
Tiny home in Wallkill
4.99 out of 5 average rating, 361 reviews

Get Away to "Hygge" Tiny House on 75 Private Acres

Escape to 75 acres of secluded, private land and lounge in this "hyggelig" tiny house. The house has everything you need, from heat and A/c, strong wifi, TV with streaming (sign in to Netflix, HBO, etc), full working kitchen (gas stove, oven, microwave), shower and bathroom. This tiny house has an incredible amount of light coming in from the very large windows throughout. Outdoor amenities include wood patio, propane bbq grill, dining table/chairs, fire pit. Lawn games available on request.

Guest favorite
A vast landscape displays a majestic mountain ridge in the background, enveloped by colorful autumn foliage. The foreground features an open field with wood fencing, providing a connection to the natural setting of the property.
Cabin in Gardiner
4.92 out of 5 average rating, 179 reviews

Little cabin under the ridge

A newly designed, stylish and comfortable eco friendly cabin built on a private 1/2 acre portion of a mini sustainable farm. Offers full privacy and imbedded in nature with a pond in the back. The eco friendly built with two large decks is designed for indoor outdoor living. The property is tucked in on a private road with just a few cabins on it and directly under the mountain ridge. It is located steps from wild flower farms, wineries, coffee shop, bakery, and authentic Italian restaurant.

Top guest favorite
Home in Accord
4.98 out of 5 average rating, 124 reviews

Cozy cottage with firepit and walking trails

Welcome to Wildflower Cottage, a light-filled, peaceful retreat set on 43 acres of open meadows, weathered barns, a beautiful pond, and wide-open views of the Shawangunk Mountains. Designed to help you rest and recharge, this cottage invites you to sip coffee on the deck, wander through the fields, or end your evening under the stars by the fire. Just minutes from Ulster County’s best hiking, food, and farms but it feels like your own little world once you’re here. Visit @curiousguesthouses

Guest favorite
A modern dining area features a wooden table surrounded by stylish chairs. Five pendant lights hang above the table, providing soft illumination. A plant stands nearby, contributing to the fresh ambiance, while a sliding door offers access to outdoor space.
Cottage in Pine Bush
4.94 out of 5 average rating, 124 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 bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.
Home in Kingston
4.98 out of 5 average rating, 175 reviews

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

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, 150 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 shaded seating area is framed by lush greenery and wisteria, featuring a red swing and two chairs. Nearby, a charming red barn is visible against the clear sky, surrounded by well-maintained grass.
Guesthouse in Gardiner
4.96 out of 5 average rating, 256 reviews

Miller's Landing

We offer a beautifully renovated barn suite located under the picturesque Shawangunk Ridge. A place to relax with privacy. Located within biking distance of Mohonk and Minnewaska State Park. Proximity to historic New Paltz just 8 miles. We are nestled in the center of the Shawangunk wine trail and the Hudson Valley apple trail. Just a 10 minute car ride puts you at two amazing trail heads that offer mountain biking, hiking or an adventure in rock climbing.

Popular amenities for Shawangunk vacation rentals

When is the best time to visit Shawangunk?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$48,535 GYDG$47,279 GYDG$44,769 GYDG$49,999 GYDG$52,091 GYDG$48,535 GYDG$52,300 GYDG$52,928 GYDG$52,300 GYDG$54,183 GYDG$50,836 GYDG$52,300 GYD
Avg. temp-4°C-2°C2°C9°C14°C19°C22°C21°C17°C10°C5°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Shawangunk?

    Lodging in Shawangunk often centers around peaceful rural settings, historic hamlets, and areas near the Shawangunk Ridge or nature preserves. Stays near farms or woodlands provide a quiet, immersive experience in the region’s landscape.

  • What are the best things to do in Shawangunk with kids?

    Children frequently enjoy adventure on easy forest trails, exploring local farmstands, or participating in hands-on nature programs. Many families also spend time at parks and open fields for picnics and games.

  • What are some of the best things to do in Shawangunk?

    Hiking the Shawangunk Ridge, exploring local farms, and tasting regional specialties at markets are often recommended activities. Art galleries and small-town eateries add to the local experience.

  • How is the weather in Shawangunk?

    Shawangunk experiences cold winters with temperatures from 16–35°F (-9–1°C), and warm, humid summers reaching 80°F (27°C) or higher. Springs and autumns bring moderate temperatures and scenic changes in the landscape.

  • When is the best time to visit Shawangunk?

    Late spring through early fall is often recommended in Shawangunk for comfortable weather, vibrant foliage, and outdoor activities. Autumn draws many visitors with its colorful leaves and seasonal harvests at local orchards.

  • What are the best places to visit in Shawangunk?

    Shawangunk has scenic preserves like the Shawangunk Ridge and the Mohonk Preserve, which are often recommended for hiking and nature exploration. Historic hamlets and local farms around town showcase the region’s rural charm.

  • What are some hiking trails in Shawangunk?

    Shawangunk has the Shawangunk Ridge Trail, forested paths within the Mohonk Preserve, and various marked routes through state forests. These areas regularly attract hikers of many skill levels.

  • What are some family activities we can do in Shawangunk?

    Families often enjoy hiking scenic trails, visiting pick-your-own orchards, and exploring nature centers in Shawangunk. Community parks and seasonal farm events can offer educational and hands-on experiences for all ages.

  • What are some of the best day trip ideas from Shawangunk?

    Popular day trips include exploring nearby state parks, visiting local wineries, or discovering the arts and dining in neighboring towns. Hudson Valley attractions and historic sites are also frequently suggested for a change of scenery.

  • Are there any pet friendly accommodations available in Shawangunk?

    Many accommodations in Shawangunk welcome pets, making it easy to bring your companion along. You can find various rentals near nature trails and outdoor spaces where pets can enjoy the scenery with you.

  • What are some local tips for visiting Shawangunk?

    Bring sturdy shoes for exploring trails, and check local regulations for preserve access. Sampling cider or fresh produce from farm stands is a favorite local tradition, especially in late summer or autumn.

  • What is Shawangunk known for?

    Shawangunk is known for its dramatic ridge landscapes, vibrant forests, and outdoor activities like hiking and rock climbing. The area also has a rich agricultural history, with many local farms and orchards.

  • What are the best hidden gems to explore in Shawangunk?

    Explore quiet woodland paths, lesser-known preserves, and local cideries tucked around Shawangunk’s rural areas. Small art studios and historic farmsteads also provide a window into local traditions.

  • What are the best foods to try in Shawangunk?

    Locally grown apples, fresh cider, and regional cheeses are frequently suggested in Shawangunk. Seasonal treats from farm stands, such as pies and maple products, reflect the area’s agricultural roots.

  • What should I bring for a trip to Shawangunk?

    Bring weather-appropriate layers, especially if hiking or spending time outdoors, as temperatures can change quickly. Comfortable walking shoes, a refillable water bottle, and sun protection will help you enjoy both the trails and local attractions.

  • What is the nightlife in Shawangunk like?

    Nightlife in Shawangunk has a relaxed feel, with local taverns, cozy eateries, and occasional live music around the hamlets. Evenings often highlight community gatherings and small-scale entertainment.

  • What are the most popular events or festivals in Shawangunk?

    Seasonal harvest festivals, craft fairs, and local farm celebrations around autumn are frequently suggested in Shawangunk. Community concerts and outdoor events are also held during warmer months.

  • Are there family friendly vacation rentals in Shawangunk?

    Many vacation rentals in Shawangunk are suited for families, with spacious layouts and access to outdoor spaces or nearby parks. Rural and hamlet-area homes provide places for families to gather and relax together.

Quick stats about vacation rentals in Shawangunk

  • Total vacation rentals

    Explore 160 vacation rentals in Shawangunk

  • Nightly prices starting at

    Shawangunk vacation rentals start at G$12,552 GYD per night before taxes and fees

  • Verified guest reviews

    Over 11,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    160 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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