
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.

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.

Accord River House
Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

Spacious A-Frame Getaway near Hiking and Wineries
Escape to our A-frame in the heart of the Shawangunks, nestled within the picturesque Hudson Valley. Just 1.5-2 hours from NYC, our spacious and serene home is perfect for a peaceful retreat, outdoor adventures, and exploring local wineries. Nearby attractions include Lake Minnewaska Park, Mohonk Preserve, Sam’s Point, the Shawangunk Wine Trail, Ellenville and Blue Cliff Monastery. The location also provides convenient access to explore many of the Hudson Valley and Catskill towns and villages.

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!

Get Away to "Hygge" Tiny House on 75 Private Acres
Escape to 75 acres of secluded, private land and lounge in this "hyggelig" tiny house. The house has everything you need, from heat and A/c, strong wifi, TV with streaming (sign in to Netflix, HBO, etc), full working kitchen (gas stove, oven, microwave), shower and bathroom. This tiny house has an incredible amount of light coming in from the very large windows throughout. Outdoor amenities include wood patio, propane bbq grill, dining table/chairs, fire pit. Lawn games available on request.

Quiet Homey Rustic Retreat
"Escape to the perfect blend of tranquility and excitement! This charming 3-bedroom log cabin, just 120 minutes from the hustle and bustle of New York City, offers the ideal retreat. Nestled 15 minutes from Resort Casino, 10 minutes from the vibrant Middletown shopping area, and a short drive to Woodbury Commons, Warwick, and Robberio Winery. Plus, family fun awaits just 20 minutes away at Lego Land. Your rustic haven awaits, where city convenience meets the serenity of a log cabin retreat!"

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!

Modern 3BR BoHo Retreat/Nearby Hiking, Wineries
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.

Hidden cabin on 2 wooded acres
Retreat to a beautiful cabin and get lost on two wooded acres. Reconnect with nature in your own way - hike around nearby Lake Minnewaska, or another of the dozens of incredible trails in the area. Explore infinity under a blanket of stars and share stories gathered around the firepit. When you’re called inside, grab a book and settle in by the fireplace. Then cook a meal in our well-equipped kitchen or on the grill, and enjoy it on the patio overlooking the property.

Luxe modern A Frame, Hot tub and new heated pool
Experience the luxury of this black double A-frame, finished to the highest standards and nestled in the woods for ultimate privacy. The main bedroom features a soaring ceiling and spa-like en-suite with walk-in shower, tub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite. Enjoy a chef’s kitchen, double-sided fireplace, hot tub, and a new pool available June. Pets must be disclosed and approved prior to booking.

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

Modern Zen Chalet at the Foot of Gunks w Mt. View
Kick back at the foot of the Shawangunk Mountains in this calm, stylish home. Surrounded by forest, the house features large picture windows in every room to help you reconnect with nature. Enjoy the natural stone porch with a fire pit and newly built barrel sauna. Located near Minnewaska State Park, with quick access to trails, and views of Millbrook Ridge and the Gunks’ iconic climbing routes right from the windows.
Popular amenities for Crawford family-friendly rentals
Family-friendly home rentals with a hot tub

Creekfront Cabin Sauna & Hot Tub Hikers Hollow

Forest Spa Retreat on Cascading Brook • 90 Min NYC

midcentury mod * POOL * walk out trail R2R/Mohonk

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

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Beaver Lake Escape

Cook House, Modern Cottage with Hot Tub

Catskills log cabin w/waterfall, views & hot tub
Family- and pet-friendly home rentals

Bright Farm House- Tranquil setting

Remote Waterfall Cabin at Swiftwater Acres

Dave's Milk Barn

Hillside Views in Hudson Valley

Cozy Cabin | Fire pit + Hiking + Pets Welcome

Cozy cottage with firepit and walking trails

Black A-Frame: Catskills Cabin

Shingle Gully Cottage
Family-friendly home rentals with a pool

Entire Home (private pool), Event Friendly

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Private Country Getaway

Scenic River View Escape | New Paltz

Design Scandi Retreat, Heated Pool, Dogs Welcome

Heated Pool. Private. Hot Tub. Fire-Pit.

Woodstock Mountain Cottage w/ Swimming Pool

New Paltz dog friendly retreat w/ salt water pool
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Portland Vacation rentals
- Baltimore Vacation rentals
- Atlantic City Vacation rentals
- Rentals with pools Crawford
- Rentals with a fire pit Crawford
- Rentals with a washer and dryer Crawford
- Rentals with outdoor seating Crawford
- Rentals with a hot tub Crawford
- Pet-friendly rentals Crawford
- Rentals with a fireplace Crawford
- Tent rentals Crawford
- Smoking-friendly rentals Crawford
- Rentals with a patio Crawford
- House rentals Crawford
- Family-friendly rentals Orange County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Windham Mountain
- Brotherhood, America's Oldest Winery
- Mohonk Preserve
- Kent Falls State Park
- Hunter Mountain Resort
- Mount Peter Ski Area
- Storm King Art Center
- Wawayanda State Park
- Storm King Art Center
- Harriman State Park
- Paterson Great Falls National Historical Park
- Millbrook Vineyards & Winery
- Peekamoose Blue Hole
- Benmarl Winery
- Three Hammers Winery





