Holiday rentals with outdoor seating in Town of Crawford

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Town of Crawford

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Guest favourite

Home in Pine Bush

4.88 out of 5 average rating, 147 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 favourite

Tiny home in Montgomery

4.96 out of 5 average rating, 274 reviews

Lux Cabin on Farm, River, Animals, Projector

Take a break from your day to day and enjoy this serene and unique escape. The Trek is a custom built and designed cabin nestled in the heart of the Hudson Valley! It is a high class, off-the-grid experience. Come experience the escape for your self - Watch a movie, visit the animals on the farm, read a book, roast s’mores or enjoy a night under the stars around the fire pit, how ever you like to relax do it at The Trek. Located just 3 Minutes from cafes, local restaurants, hikes and much more.

Guest favourite

Guest suite in Montgomery

4.94 out of 5 average rating, 509 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

Superhost

Cottage in Gardiner

4.9 out of 5 average rating, 165 reviews

Little Cottage Under the Ridge

Visit the cottage for an upscale retreat in the rock climbing epicenter of New York’s famous Shawangunk ridge. our mountain top paradise sits on a dead end road amongst untouched nature, only minutes to town, with a small chef’s kitchen, breakfast bar, and brand new everything. As the last property before Minnewaska’s protected preserve land, the cottage offers unmatched peace and quiet. Enjoy a private campfire beneath mature maple & oak trees that decorate our secluded five acre property.

Guest favourite

Apartment in New Paltz

4.96 out of 5 average rating, 397 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

Guest favourite

Home in New Paltz

4.95 out of 5 average rating, 154 reviews

New Paltz Guest Cabin Nestled In The Woods

Newly renovated, modern, guest house located on 20 acres of a private estate at the base of the Gunks. This private, fully renovated 1 bed/1 bath is the perfect retreat. Located a short scenic drive from Minnewaska State Park (8 mins), Mohonk Preserve (5 mins) & New Paltz Main Street (15 mins). Centrally located for easy access to many trails, orchards, wineries, farm stands, swimming holes and lakes. Also easy access to Stone Ridge, High Falls, Rosendale, Kingston, Woodstock & Hudson.

Guest favourite

Apartment in Middletown

4.93 out of 5 average rating, 163 reviews

Just Around The Corner

This roomy, modern and immaculate apartment is situated conveniently near town, but far enough away that you can enjoy the countryside. Enjoy the view of the pond and sounds of nature. A one bedroom that sleeps six with three queen beds in separate rooms divided by doors. (Please note the listing price is for 4 guests. Each additional guest is $25 per night). We are 6 min to Middletown, 18 min to Legoland, 21 min to Wallkill, 49 min to Warwick and just under one hour to Patterson, NY.

Top Guest favourite

Guesthouse in Gardiner

4.99 out of 5 average rating, 144 reviews

Loft-like Getaway with Mountain View

Enjoy all the Hudson Valley has to offer from this serene, stylish loft-away-from-home. A skylit space with original artwork and an eclectic mix of MCM and antiques let you enjoy beauty both inside and out. Mornings greet you with views of the Gunks, while evenings offer vivid sunsets from the cozy fire pit. Watch skydivers floating overhead, courtesy of the Parachute Ranch down the road, hike the nearby Mohonk Preserve, or enjoy the rail trail just a five minute walk from your door.

Guest favourite

Apartment in Newburgh

4.87 out of 5 average rating, 204 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Top Guest favourite

Tiny home in New Paltz

4.99 out of 5 average rating, 840 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!

Guest favourite

Apartment in Wallkill

4.91 out of 5 average rating, 117 reviews

Waterfront Gem: 1BR w/Private Balcony & Serenity

Escape to our waterfront serenity in this cozy 1-bedroom haven! Wake up to dazzling sunrises dancing over the water, and end your day with unforgettable sunsets painting the sky from your private vantage point. This is more than just an Airbnb; it's an experience for the soul. Sip your morning coffee on the deck, enveloped by the fresh scent of the water and the melody of birdsong or spending cozy evenings by the fire pit.

Guest favourite

Chalet in Gardiner

4.96 out of 5 average rating, 222 reviews

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.