Vacation rentals in Town of Crawford

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Top-rated vacation rentals in Town of Crawford

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Guest favorite

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 favorite

Tiny home in Montgomery

4.96 out of 5 average rating, 270 reviews

Lux Cabin on Farm, River, Animals, Smart 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 favorite

Guest suite in Montgomery

4.94 out of 5 average rating, 504 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

Guest favorite

Cabin in Wurtsboro

4.97 out of 5 average rating, 344 reviews

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Top guest favorite

Guesthouse in Gardiner

4.99 out of 5 average rating, 141 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 favorite

Guest suite in Gardiner

4.94 out of 5 average rating, 118 reviews

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.

Guest favorite

Apartment in Middletown

4.93 out of 5 average rating, 162 reviews

Just Around The Corner

This roomy, modern and squeaky clean apartment is situated conveniently near town, but far enough away that you can enjoy the countryside. Enjoy the pond view and sounds of nature. A one bedroom that sleeps six with three queen beds in separate rooms divided by doors. 11 minutes to Galleria mall and 6 minutes to Adams farm market in Middletown, 18 minutes to Legoland, 21 minutes to Wallkill, 49 minutes to Warwick and just under one hour to Patterson, NY.

Top guest favorite

Treehouse in Wallkill

4.99 out of 5 average rating, 328 reviews

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

Guest favorite

Chalet in Gardiner

4.96 out of 5 average rating, 215 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.

Guest favorite

Cottage in Pine Bush

4.89 out of 5 average rating, 278 reviews

Seclusion and Romance - cool off in the pool!

Amazing 5 Star guest house. Pool is open and heated! Outdoor living room with a wood fireplace. Close to many attractions: hiking, wineries, breweries, restaurants, Sam's Point, etc. Romantic, high end getaway. Amenities: charcoal BBQ, mini fridge, propane grill, full bath, microwave, wood fireplace, fire pit, single induction hot plate, wifi, smart TV, Firewood and fire bricks available.

Guest favorite

Cabin in Ellenville

4.99 out of 5 average rating, 134 reviews

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 brand new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions 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

Superhost

Tent in Montgomery

4.88 out of 5 average rating, 127 reviews

The Grove - Glamping at Hemlock Hill Farm

Escape to The Grove, a serene paradise nestled on 32 acres. With enchanting woodland views and horse & donkey paddocks, it's a haven of tranquility. Relax in a shaded oasis, adorned by stone walls. Inside the canvas tent, a queen mattress promises comfort, while a fire pit and board games await. Embrace the magic, seeking solace or adventure in rustic elegance.