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, 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.

Guest favourite
Guest suite in Montgomery
4.94 out of 5 average rating, 543 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 favourite
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, 873 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!

Superhost
A bright sleeping area features a spacious bed against a backdrop of a sloped ceiling. A wooden bench sits at the foot of the bed, with a patterned rug laid beneath. Shelves display various decorative items, and natural light floods in from large windows.
Guest house in Accord
4.88 out of 5 average rating, 280 reviews

Sweet Cottage on a Farm Road

Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

Top guest favourite
Flat in New Paltz
4.96 out of 5 average rating, 411 reviews

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

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, 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 favourite
Flat in Wallkill
4.89 out of 5 average rating, 458 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
Flat in Newburgh
4.89 out of 5 average rating, 239 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Guest favourite
Farm stay in New Paltz
4.91 out of 5 average rating, 800 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 favourite
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.

Guest favourite
Flat in Tillson
4.96 out of 5 average rating, 190 reviews

Woodland Neighborhood Retreat

Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.

Guest favourite
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, 348 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 holiday rentals

When is the best time to visit Shawangunk?

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Frequently Asked Questions

  • Do house rentals in Shawangunk have free parking?

    Absolutely! We offer over 90 house rentals with free parking 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.

  • Are there Shawangunk vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Shawangunk, available on Airbnb. Make a splash and soak up the sun in style!

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

    Yes! Work meets play with ease at over 90 vacation rentals in Shawangunk featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Experience the best of Shawangunk with our apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Shawangunk have air conditioning?

    Absolutely! We offer over 80 house rentals with air conditioning in Shawangunk. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • Are there pet-friendly vacation rentals in Shawangunk?

    Four-legged friends are welcome in Shawangunk. Choose from more than 70 vacation rentals for guests traveling with pets.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 90 homes with free parking, over 90 homes with wifi, over 80 homes with air conditioning, over 90 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

Quick stats about holiday rentals in Shawangunk

  • Total holiday rentals

    Explore 180 holiday rentals in Shawangunk

  • Nightly prices starting at

    Shawangunk holiday rentals start at € 8 per night before taxes and fees

  • Verified guest reviews

    Over 11,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    170 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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