
Family-friendly holiday rentals in Shawangunk
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Shawangunk
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Fully stocked creekside sauna retreat with privacy
Welcome to Bluskyz! (Blue Skies) Perfectly nestled between the charming village of New Paltz and the beauty of the Gunks and it’s surrounding countryside. Quiet culdesac road close to everything, ONE HOUR FROM THREE MOUNTAINS and within walking distance to a couple of real country gems. Top of a hill, this home has amazing privacy, and the quiet of being the last home on a dead end street. With a natural spring pool, pergoladining, sauna in the back yard, your private spa in the Gunks awaits

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

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

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!

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!

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.

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.

Catskills Aframe, Water View, Goat Sanctuary
This charming Aframe is tucked into the Catskill mountains, with spectacular seasonal views of the Rondout Reservoir. This house is cozy with rustic charm and is the perfect getaway nature-lovers. Outdoor enthusiasts will love the many hiking trails and waterfalls just a short drive away. A sanctuary for goats, animal lovers can visit with over 30 rescues during their stay. Art materials and yoga mats are provided to round out a perfect escape for you to unwind, rest, relax and heal.

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.

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.

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.
Popular amenities for Shawangunk family-friendly rentals
Family-friendly home rentals with a hot tub

The Water House - Spring Spa on a Cascading Brook

Country Tiny Home w/ King Bed & Hot Tub 18 Acres

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Riverfront Cabin on the Delaware

4 BR Stunning Mountain Retreat w Hot Tub!

Tiny glamping cabin with mineral spring hot tub

4Br Mountain Brook House on 130 acres w/ trails

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Family- and pet-friendly home rentals

Hudson Valley Home

Modern creekside cabin in the Catskills

Shingle Gully Cottage

Eclectic one-bedroom house

Architect's Hudson Valley Home in the Woods

Gorgeous Chalet with Lots of Room!

Mountain View Escape

Get Away to "Hygge" Tiny House on 75 Private Acres
Family-friendly home rentals with a pool

midcentury mod * HOT TUB * walk out trail 2 mohonk

Entire Home (private pool), Event Friendly

Private Country Getaway

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Sweet Fern Cottage With Saltwater Pool

The Little Shelter at Gunks EcoLodge

BoHo Scandi Farm Retreat, Fire, Pool, Dog Paradise

Airy & Private Escape on Mountain Rest Road *Pool*
When is the best time to visit Shawangunk?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $352 SGD | $357 SGD | $319 SGD | $380 SGD | $383 SGD | $383 SGD | $421 SGD | $406 SGD | $381 SGD | $390 SGD | $379 SGD | $389 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals that are family-friendly in Shawangunk

Total holiday rentals
Explore 110 holiday rentals in Shawangunk

Nightly prices starting at
Shawangunk holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 6,200 verified reviews to help you choose

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
110 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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- Rentals with a hot tub Shawangunk
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- Family-friendly rentals Ulster County
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- Family-friendly rentals United States
- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Mount Peter Ski Area
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Taconic State Park
- Bear Mountain State Park
- Wawayanda State Park
- Opus 40
- Paterson Great Falls National Historical Park
- Warwick Valley Winery & Distillery
- Benmarl Winery
- Poets' Walk Park
- Walkway Over the Hudson State Historic Park
- Millbrook Vineyards & Winery




