Holiday rentals in Shawangunk

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Top-rated holiday rentals in Shawangunk

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

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Guest favourite
Home in Pine Bush
4.89 out of 5 average rating, 154 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 favourite
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, 128 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 favourite
The interior of the bus features a cozy layout with a full bed and a twin bed, both with new linens. A rustic storage unit is present along one side, while soft overhead lighting and a small dining table enhance the warm ambiance. A compact electric fireplace adds comfort.
Bus in Pine Bush
4.92 out of 5 average rating, 224 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!

Guest favourite
A spacious log cabin features a welcoming wraparound porch with wooden railings. The two-story structure boasts a combination of gabled roofs and large front windows, surrounded by lush green landscaping. A paved driveway leads up to the entrance, enhancing the environment's rustic charm.
Cabin in Pine Bush
4.89 out of 5 average rating, 232 reviews

NEW! Foley's Riverfront w/ Hot Tub-LEGO LAND CLOSE

Escape to the ultimate Hudson Valley retreat when you stay at this 4-bedroom, 3-bathroom vacation rental Log Cabin in Pine Bush! The property is situated on 6 private acres of land and boasts an extensive 3,500 square feet of rustic paradise, making it ideal for large families or groups of up to 12. Enjoy amenities such as a hot tub, game room, and home theater, which are sure to elevate your experience. Explore the numerous outdoor activities nearby as. well as the NEW LEGO LAND NEARBY!

Superhost
Two Adirondack chairs are positioned on a wooden deck, facing a scenic view of lush greenery and distant hills. The sun casts a soft light over the landscape, creating a serene outdoor space for relaxation.
Guest suite in Wallkill
4.88 out of 5 average rating, 214 reviews

Beautiful Private Studio near Gunks & New Paltz

Large private studio in gorgeous country! Comfortably sleeps 4. Queen bed & pull out sofa bed-memory foam mattress, private bathroom/shower. BASIC kitchenette: Mini-fridge/freezer, Microwave, Countertop oven/toaster (no hot plate/no stove top!) Blender, Keurig machine, free coffee & tea. Wine opener, can opener, bowls, plates, cutlery, glasses & mugs. 1 towel per person, bed linens. Soap & shampoo. Charcoal grill available.! NO TV! Free charcoal. Studio is adjacent to owner's house.

Guest favourite
Home in New Paltz
4.94 out of 5 average rating, 188 reviews

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.

Guest favourite
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, 123 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 favourite
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.
Guest house in Gardiner
4.99 out of 5 average rating, 165 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 favourite
Flat in Wallkill
4.89 out of 5 average rating, 472 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 favourite
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.

Guest favourite
Cottage in Gardiner
4.93 out of 5 average rating, 360 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.

Top guest favourite
A yurt is positioned on a grassy expanse, with the silhouette of trees and distant mountains serving as a backdrop. A sky of soft blues, purples, and oranges reflects the setting sun, contributing to a serene natural environment.
Yurt in Gardiner
5 out of 5 average rating, 289 reviews

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.

Popular amenities for Shawangunk holiday rentals

When is the best time to visit Shawangunk?

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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 holiday rentals in Shawangunk

  • Total holiday rentals

    Explore 160 holiday rentals in Shawangunk

  • Nightly prices starting at

    Shawangunk holiday rentals start at €52 per night before taxes and fees

  • Verified guest reviews

    Over 11,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    160 of Shawangunk holiday rentals include wifi 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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