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Family-friendly vacation rentals in Crawford

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Crawford

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

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Cottage in Kerhonkson

4.88 out of 5 average rating, 501 reviews

Mod Scandinavian! Tiny Flower Farm

Minimalistic Cottage with spacious deck under the stars! Midst of Hudson Valley! Clean, Comfortable. Mountain Views! Perfect location. Sustainable. Stars!! Activities activities. Hiking, skiing!! Yes, it's beautiful here! Memorable. Catskills views. Minnewaska Preserve, Mohonk/Gunks within 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. 🩷😊

Guest suite in Montgomery

4.95 out of 5 average rating, 459 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

Home in Bloomingburg

4.8 out of 5 average rating, 513 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

Chalet in Cragsmoor

5 out of 5 average rating, 237 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 15 pound weight limit. Maximum number of guests/visitors/people permitted on the property is 2. The owner lives on the property and is available for anything guests may require.

Rental unit in New Paltz

4.96 out of 5 average rating, 368 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

Home in Kerhonkson

4.87 out of 5 average rating, 809 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.

Rental unit in New Paltz

4.96 out of 5 average rating, 511 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Spacious studio apartment including full separate kitchen, with views of wetland, woods, and Mohonk Mountain. Situated within our home, this studio offers you and yours a private entrance, stone patio, and a luxurious spa experience with infrared sauna and hot tub under the stars. One-mile stroll to New Paltz Village on country road or on Wallkill Valley Rail Trail. Kitchen stocked with essentials. Air conditioned. Sleeps three in super comfy beds— one queen and one twin.

Tiny home in New Paltz

4.99 out of 5 average rating, 788 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!

Cottage in New Paltz

4.99 out of 5 average rating, 534 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.

Home in New Paltz

4.97 out of 5 average rating, 728 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.

Farm stay in Goshen

4.87 out of 5 average rating, 327 reviews

Bright Farm House- Tranquil setting

Secluded 3-bedroom newly renovated late 1800 Farm house on a 50 acre working farm nestled in the Hudson Valley. Only 60 miles from NYC and close to everything the Hudson Valley has to offer. Many farms with seasonal apple picking and pumpkin picking ,West point , Woodbury Commons Premium outlets ,Resorts Casino. Tons of great local breweries ,Hudson Valley Wine Trail .. LegoLand Theme park is just 5 minutes away

Condo in Beacon

4.99 out of 5 average rating, 538 reviews

Rustic Spa Retreat

10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!

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Popular amenities for Crawford family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Olivebridge

4.92 out of 5 average rating, 444 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

Condo in Vernon Township

4.95 out of 5 average rating, 171 reviews

Comfy Studio at Mountain Creek Resort

Condo in Vernon Township

4.95 out of 5 average rating, 797 reviews

Appalachian Lodge Top Floor w/views

Cottage in Highland Lakes

4.97 out of 5 average rating, 303 reviews

The Mountaintop Lakehouse that Time Forgot.

Cabin in Cochecton

5 out of 5 average rating, 130 reviews

Log Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods

Home in High Falls

4.96 out of 5 average rating, 209 reviews

Clove Schoolhouse on Mohonk Preserve

Home in Neversink

4.98 out of 5 average rating, 212 reviews

Modern Riverside Retreat with Firepit, Hot tub

Chalet in Cold Spring

4.9 out of 5 average rating, 409 reviews

Mountain View Retreat

Family- and pet-friendly home rentals

Cabin in Boiceville

4.98 out of 5 average rating, 475 reviews

Winston's Place - Woodland Cozy Catskills Cabin

Home in Stone Ridge

4.96 out of 5 average rating, 135 reviews

Secluded Oasis w/ Screened Porch In Stone Ridge

Cabin in Accord

4.94 out of 5 average rating, 110 reviews

Peaceful Cabins by the river, excellent wifi!

Home in Wallkill

4.88 out of 5 average rating, 165 reviews

Wallkill Inn

Cabin in Smallwood

4.97 out of 5 average rating, 230 reviews

Beautiful & Secluded Streamside Catskills Cabin

Cabin in Red Hook

4.96 out of 5 average rating, 337 reviews

Modern Upstate Cabin, near Rhinebeck NY

Cabin in Smallwood

4.85 out of 5 average rating, 223 reviews

Comfortable Catskill Cabin minutes to Bethel Woods

Guesthouse in Woodstock

5 out of 5 average rating, 344 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

Family-friendly home rentals with a pool

Home in Bushkill

4.9 out of 5 average rating, 105 reviews

LUX Lakefront, Game Room, Indoor Pool, Pickeball

Cabin in Swan Lake

4.83 out of 5 average rating, 195 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

Guesthouse in Olivebridge

4.92 out of 5 average rating, 266 reviews

Sweet Fern Cottage With Saltwater Pool

Home in Lagrangeville

4.84 out of 5 average rating, 133 reviews

Classic Hudson Valley Farmhouse Nestled in 9 Rolling Acres

Condo in Vernon Township

4.87 out of 5 average rating, 190 reviews

Newly renovated bright and open 1 bedroom

Home in woodstock

4.86 out of 5 average rating, 504 reviews

CABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN

Home in Kerhonkson

4.95 out of 5 average rating, 346 reviews

Cozy Country Cabin for Dogs, Families & Friends

Home in Cold Spring

4.94 out of 5 average rating, 162 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

Quick stats about vacation rentals that are family-friendly in Crawford

Total rentals
40 properties
Nightly prices starting at
$120 before taxes and fees
Total number of reviews
1.8K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore