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.

Guest favorite
A charming two-story cottage is surrounded by vibrant landscaping, featuring a mix of colorful flowers. The exterior is painted in green with maroon shutters adorning the windows. A wooden staircase leads to the upper entrance, while a welcoming front door is accented by a small planter.
Guest suite in Montgomery
4.94 out of 5 average rating, 545 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 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, 208 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 serene outdoor space is displayed, featuring a neatly manicured lawn overlooking misty mountains in the distance. A fire pit area with dark chairs is positioned nearby, and neatly stacked logs are visible to the side, providing a natural rustic touch.
Home in New Paltz
4.99 out of 5 average rating, 101 reviews

Mountain View Escape

Luxurious, private one-bedroom cottage with stunning views of the Mohonk Mountains and all the comforts and amenities of a boutique hotel. Lovingly restored with attention to every detail, this cozy cottage is peaceful, quiet, and inspiring. Perfect for a romantic getaway or work retreat. Minutes from New Paltz, fine dining, hiking, farmer's market. Explore the local scenery, or stay in and watch the sunset from the porch or the fire pit. Or simply relax in the luxurious king size bed.

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
4.95 out of 5 average rating, 115 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.

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.

Top guest favorite
A lush green field extends towards the horizon, framed by clusters of trees. The sky is filled with varying shades of clouds, reflecting a soft light from the setting sun. The peaceful rural landscape evokes a sense of tranquility.
Guesthouse in Gardiner
4.99 out of 5 average rating, 195 reviews

Red Barn Retreat - Shawangunk Mountains Getaway

Our one-bedroom guest house offers serenity and privacy on the Shawangunk Kill river, surrounded by the natural beauty of local farmland and "the Gunks" mountains. Step outside to soak in the tub, kayak, enjoy a bbq, or gather around the firepit. When the spirit of exploration calls you, it's only a short drive to hiking, biking, and world-class rock climbing, along with wineries, breweries, farms, orchards, cider mills, and many fine restaurants. A retreat for body, mind, and soul.

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.

Guest favorite
A charming tiny cottage features a front porch with white railings and hanging flower baskets. Windows are framed with black shutters, allowing natural light to shine in. The surrounding lawn is adorned with blooming flowers and greenery, creating a welcoming entrance.
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.

Top guest favorite
The living room features two comfortable white sofas adorned with red accent pillows, positioned around a wooden coffee table. Natural light floods in through multiple windows, illuminating the space. A decorative flower arrangement sits on the table, enhancing the cozy ambiance.
Cottage in New Paltz
4.99 out of 5 average rating, 580 reviews

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.

Top guest favorite
A peaceful landscape featuring a spacious yurt set amidst a grassy field, with the stunning Millbrook Mountain cliffs visible in the background. The clear blue sky complements the scene, accentuating the connection to nature and the serene surroundings.
Yurt in Gardiner
5 out of 5 average rating, 301 reviews

Fern - Kos Retreats @ Frogs Hollow Farm

Fern 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.

Guest favorite
A modern cabin in a snowy landscape is framed by tall trees blanketed in white. The building features large glass doors on the front, and a cheerful snowman stands to the side, adding a playful touch to the winter scene.
Cabin in Ellenville
4.99 out of 5 average rating, 191 reviews

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is very new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions, like hiking trails, skiing and water sports. 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures

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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