Holiday rentals with a pool in Crawford

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Crawford

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite

Home in New Paltz

4.98 out of 5 average rating, 489 reviews

midcentury mod * POOL * walk out trail to mohonk

A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk a scenic mile to R2R trail (take to mohonk) Water St. mkt & the ❤️ of New Paltz Village Several outdoor seating areas. THE WHOLE PLACE IS YOURS FULL PRIVATE ACCESS HOUSE, POOL & PROPERTY POOL OPEN 5/1 - 9/30

Top guest favourite

Home in Monroe

4.97 out of 5 average rating, 118 reviews

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.

Guest favourite

Cottage in Kingston

4.92 out of 5 average rating, 377 reviews

Kapitan’s Cottage: Private Retreat with Salt Pool

A vintage rustic country retreat with two floors with modern amenities. 2BR, full & half bathroom. Family & Pet friendly. Large yard surrounded by a mature tree line for secluded privacy. Private stone deck w/ fire pit, BBQ & comfortable deck furniture. Summer Pool access and Generator on site. Close to Kingston, High Falls, Stone Ridge and Woodstock yet just far enough out to feel you're away from city hustle and bustle. Close to miles of hiking, outdoor activities, parks & Ski slopes.

Top guest favourite

Flat in Wappingers Falls

5 out of 5 average rating, 210 reviews

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

PLEASE READ ALL HOUSE RULES PRIOR TO INQUIRIES AND BOOKINGS! 1 night/longer stays can be accommodated upon request and calendar availability. “Home Is Where The Heart Is”. If you love tranquility and coziness combined with sophistication and traditional rural charm, this is the place for your stay (only 4 miles from Beacon). The ground floor apartment with a private entrance (located around the back in a private house) includes a living room, full kitchen, full bathroom and Queen bedroom.

Guest favourite

Loft in Cornwall

4.85 out of 5 average rating, 540 reviews

Country Getaway - Close to Hiking & Storm King

Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

Guest favourite

Home in Newburgh

4.85 out of 5 average rating, 134 reviews

Cute Apartment w POOL

I'm happy to welcome respectful guests into my home. Communication & Reviews matter to me - please share some info about yourself and the reason for staying when inquiring. *Please read the Description AND the House Rules. Let me know if you have any questions or concerns. *Please Note: No Animals** *Please mention in your inquiry if you'll have children or babies with you. My house is not baby/child-proof. If you have toddlers or children, you must keep an eye on them at all times.

Superhost

Home in New Paltz

4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

Unwind in nature. House is located on the river bank with river views and surrounded by tall trees with a huge porch and private backyard. The house was recently renovated with all the modern amenities. The place breathes with tranquility and peace and was stylishly decorated with a lot of care and consideration to guests' experience by an experienced host. Just come as you are and enjoy as we have all you need here including top notch complimentary tea, coffee, yoga mats and much more

Top guest favourite

Cabin in Red Hook

4.96 out of 5 average rating, 353 reviews

Modern Upstate Cabin, near Rhinebeck NY

[ 🏊🏽‍♂️ Heated pool is open May - October. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Superhost

Cabin in Kerhonkson

4.95 out of 5 average rating, 149 reviews

Pool - Hot Tub - Game Room - Mini Golf - Country

Welcome to our renovated Catskills oasis on the Rondout Creek and Rail Trail, minutes from Minnewaska and the Gunks! Unwind in the year-round covered hot tub, lounge by the pool, gather around the fire pit, or play mini golf under the stars. Inside, relax by the fireplace or hit the speakeasy-style game room with pool, ping pong, Pac-Man, Pop-a-shot, darts, a bar, and TV. We offer private chefs, local meats, and top picks for hikes, bites, and watering holes. Yes, we love pets! 🐾

Superhost

Cabin in Kerhonkson

4.83 out of 5 average rating, 241 reviews

Secluded Home: Pool, Sauna Tennis & Trails

Welcome to your perfect all-inclusive Catskills getaway. Secluded hilltop cabin in the woods. Cozy home features heated pool, sauna, large 2000sf deck overlooking forest, full size tennis court, 15.5 acres for hiking, fishing, and exploring. Located only 2 hours from New York City & 20 mins from Woodstock. Two-bdrm house with one full bathroom and loft sleeping space. House is located on a quiet road. Turn into the private driveway and get ready to relax and mingle with Mother Nature

Guest favourite

Home in Cottekill

4.95 out of 5 average rating, 275 reviews

Peace & Privacy - High Falls (hot tub & salt pool)

Enjoy the serenity of this contemporary home on six private acres central to all the Hudson Valley has to offer; just 20 min. from the NYS Thruway. Year-round hot tub, seasonal salt water pool, fireplace, gourmet kitchen, and large deck & patio w/ fire pit make this the ultimate getaway. Sports enthusiasts, shoppers, and diners will delight in how close we are to amazing Catskills attractions. New Paltz, Kingston, Mohonk Preserve and Minnewaska State Park are just 15 minutes away.

Top guest favourite

Flat in Chester

4.98 out of 5 average rating, 106 reviews

Private Country Getaway

This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 10 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.