Family-friendly vacation rentals in Shawangunk

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Top-rated family-friendly rentals in Shawangunk

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Chalet in Cragsmoor

5.0 out of 5 average rating, 226 reviews

Scandinavian-Style Chalet with Scenic Views

Wake up to hilly views from this Scandinavian-inspired chalet boasting wood-paneled cathedral ceilings, sharp furnishings, and concrete floors. Share a glass of wine with a friend beside a sleek fireplace and live-edge coffee table in a chic living area. Please inform the host if you plan to bring a dog as there is a 20 pound weight limit. Maximum number of guests/visitors/people permitted on the property is 2. Our current housekeeping policy since Covid-19 is we block our calendar a minimum of two days after each guest checks-out for cleaning and disinfecting. Polished concrete floors with radiant heat, 8 ft. tall windows, 10 ft. walls, wood vaulted ceiling, air conditioning, gas fireplace fully equipped kitchen (oven, stove, refrigerator, dish washer, coffee maker, microwave, toaster, ninja) washer and dryer. Full bathroom with tile and marble. Free Wi-Fi, 50" smart tv The chalet is a free standing private building with a deck and covered porch. It has it's own barbecue, hammock and fire pit for your private use. Guests have full access to the owners 20 acre property which includes some short trails through the woods and an outdoor shower. The owner lives on the property in a seperate residence and is available for any assistance guests require. The chalet is set in an area of seclusion on the Shawangunk Mountains in Cragsmoor. A short drive away is the entrance to Sam's Point Preserve with miles of hiking trails and incredible scenic views. Effective 5/1/22 a reservation is required to enter Sam’s Point on the weekend. Go to ReserveAmerica. com to make a reservation. Minnewaska State Park and Mohonk Preserve are nearby. Dining and shopping are within a five to ten minute drive. There is no public transportation nearby so the only way to get to us is by motor vehicle. If your coming up during the winter season a four wheel drive vehicle is highly recommended. The owner has two cats that live on the property. The cats are never permitted inside the chalet.

Feb 24 – Mar 3

R8,004 ZAR per night

Guest favorite

Guest suite in Montgomery

4.95 out of 5 average rating, 422 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

Dec 27 – Jan 3

R2,444 ZAR per night

Superhost

Home in Bloomingburg

4.8 out of 5 average rating, 461 reviews

Δ Scenic Hiking Paradise with Deck and Fire Pit!

Relax at this peaceful place atop the Shawangunk Mountain Ridge. You'll enjoy plenty of room at this wooded oasis! • On 2 wooded acres • Beautiful area • Deck off kitchen w nice grill • Lawn fire pit w seating & string lights • Adjacent to 1600 acres of State Forest with official hiking trails & Amazing Views right near house • EXTRA Professional Covid Cleaning • Home gym & treadmill • 3 bedrooms • Large living room with 2 sleeper sofas • Near great outdoor and indoor attractions

R2,046 ZAR per night

Guest favorite

Cottage in Kerhonkson

4.89 out of 5 average rating, 448 reviews

Mod Scandinavian! HudsonValley! Awesome locale!

Minimalist style Cottage with spacious deck under the stars! Clean, Comfortable. Mountain Views! Very convenient location. Eco friendly. Solar! Passive Activities everywhere! Hiking, skiing!! Yes, it's beautiful here! Memorable. Catskills views. Minnewaska Preserve, Mohonk/Gunjs within 10 minutes. Tall windows. Former Air Traffic Cont. room. Kitchen w/Italian granite,tiled shower. Enjoy, take care of it. Leave as found, pls! We love it! you will too! Pls read detailed listing and other. 🩷😊

Jul 24 – 31

R3,260 ZAR per night

Guest favorite

Apartment in New Paltz

4.96 out of 5 average rating, 346 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

Apr 19 – 26

R2,169 ZAR per night

Guest favorite

Home in Kerhonkson

4.86 out of 5 average rating, 757 reviews

Dream House in the Gunks

This cozy House is located on top of the Gunks a few miles away from Minnewaska State Park main entry. House is facing State forest and is a perfect getaway from hectic city life. The space has been carefully redesigned with a lot of details for guests to enjoy the stay. We are very serious about the cleaning/laundry process. Fast internet, complimentary high quality coffee and tea, natural body wash/shampoo. There are good restaurants, wineries, farms and great outdoor activities around.

Mar 11 – 18

R2,996 ZAR per night

Guest favorite

Cabin in Pine Bush

4.89 out of 5 average rating, 204 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!

Sep 5 – 12

R14,114 ZAR per night

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 744 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. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Jul 1 – 8

R2,084 ZAR per night

Guest favorite

Apartment in Rosendale

4.96 out of 5 average rating, 201 reviews

Rosendale Trestle View

Enjoy views from your upstairs oasis: 1 bedroom, office, kitchen, & bath. Stay coooool all summer long with our very quiet mini splits. Slip out your private entrance to hike Joppenbergh. Bring or Rent a bike, ride or walk or even X-country ski the #EmpireTrail, the Rosendale trestle and Wallkill Rail-trail. View the trestle and walk 5 minutes to the trail from the house. Walk to local eateries, and cinema, or just relax by the river.

Sep 12 – 19

R2,308 ZAR per night

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 679 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Jan 24 – 31

R2,492 ZAR per night

Guest favorite

Home in Gardiner

4.88 out of 5 average rating, 378 reviews

Sweet and spacious mountain view home w/fireplace!

This serene location looking up at Shawangunk Mountains in Gardiner, NY. Soothing sounds of nearby Wallkill River from the deck will lull you away from your busy life into a forest world. Cozy up near the wood burning stove for those cold winter days and enjoy the large windows through out which offer great views of the mountains, birds and wildlife. You'll be happy you stayed here!

Sep 12 – 19

R4,885 ZAR per night

Guest favorite

Guesthouse in New Paltz

4.99 out of 5 average rating, 387 reviews

Ridge View Walk-Up | Your GUNKS Home

*Our COVID-19 precautions continue, so we all feel comfortable. Welcome to one of the best neighborhoods in New Paltz! Close to Mohonk Preserve and Minnewaska State Park as well as New Paltz and Gardiner. We feel very lucky to offer a private, 1 bedroom, 1 bath apartment that comfortably accommodates 4 on the second floor of our carriage house.

Jun 11 – 18

R3,556 ZAR per night