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Vacation rentals in Crawford

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Top-rated vacation rentals in Crawford

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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

Guest suite in Chester

4.96 out of 5 average rating, 285 reviews

Adorable Guest Apartment in Victorian Mansion

This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, and has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, a French door shower, and a kitchenette with sunny breakfast nook. It is freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

Farm stay in Montgomery

4.93 out of 5 average rating, 417 reviews

The Step by 127 Cabin Co.

Looking for a cozy escape from the winter hustle or maybe looking to celebrate a special occasion? The Step is a charming A-Frame designed for a simple but memorable stay. Snuggle up with a warm drink by the fire or enjoy a peaceful night under the stars. Tucked away on serene farmland, it’s just 3 minutes from town, where you can savor delicious local restaurants and visit cute cafes and shops. Experience the tranquility of nature while staying off the grid. *Please note, there’s no shower

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

Cabin in Wurtsboro

4.97 out of 5 average rating, 276 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 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.

Cottage in Goshen

4.93 out of 5 average rating, 233 reviews

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

Rental unit in Marlboro

4.98 out of 5 average rating, 345 reviews

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

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!

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.

Home in Kerhonkson

4.91 out of 5 average rating, 928 reviews

Dream Art Studio in the Gunks

This modern art studio was designed from ground up and skillfully crafted by local artists for you to enjoy quiet getaway from the hectic city life. It is a piece of art by itself, and it is fully stocked with all the necessities you need in a house. Enjoy unique hand made stone carved fireplace, handmade dining table, original wall art, leather sofa and chair, oversized window that is facing the forest

Rental unit in Middletown

4.93 out of 5 average rating, 150 reviews

Just Around The Corner

This bright, airy, modern and clean apartment is situated conveniently near town, but far enough away that you can enjoy the countryside. Sit on the patio while enjoying the pond view and sounds of nature. 11 minutes to Galleria mall and 6 minutes to Adams farm market in Middletown, 18 minutes to Legoland, 21 minutes to Wallkill and 49 minutes to Warwick.

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Popular amenities for Crawford vacation rentals

Free parking on premises

Air conditioning

Stay near Crawford's top sights

Baldwin Vineyards29 locals recommend

Juckas Stables, Inc.28 locals recommend

Hannaford Supermarket28 locals recommend

Fair Oaks Drive In Theater21 locals recommend

Winding Hills Park20 locals recommend

Brimstone Hill Winery19 locals recommend

Other great vacation rentals in Crawford

Cottage in Pine Bush

4.95 out of 5 average rating, 80 reviews

Modern BoHo 3BR Cottage Near by Hiking, Winery

Cottage in Middletown

4.97 out of 5 average rating, 64 reviews

⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes

Home in Montgomery

4.98 out of 5 average rating, 65 reviews

Modern Woodland Retreat, Hudson Valley & Catskills

Home in Pine Bush

4.93 out of 5 average rating, 30 reviews

Cabin96-Shawangunk Mountain View

Guesthouse in Bloomingburg

5 out of 5 average rating, 13 reviews

Mondrian Manor

Home in Wallkill

5 out of 5 average rating, 46 reviews

4 Bed House w/ Hot Tub Near Hiking + Wineries

Guest suite in Montgomery

5 out of 5 average rating, 46 reviews

Hudson Valley Wine Cellar Experience

Guest suite in Bloomingburg

4.98 out of 5 average rating, 54 reviews

Haven Hurst

Quick stats about vacation rentals in Crawford

Total rentals
110 properties
Total number of reviews
3.4K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace

Frequently Asked Questions

Are there pet-friendly vacation rentals in Crawford?
Four-legged friends are welcome in Crawford. Choose from more than 60 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Crawford?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Crawford have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Crawford. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Crawford?
Crawford has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Crawford have wifi?
Absolutely! We offer over 40 house rentals with wifi in Crawford. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in tent rentals in Crawford?
Experience the best of Crawford with our tent rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Crawford?
Yes! Work meets play with ease at over 70 vacation rentals in Crawford featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Crawford vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Crawford, available on Airbnb. Make a splash and soak up the sun in style!

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