
Vacation 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.

Scenic River View Escape | New Paltz
Unwind in nature at this scenic New Paltz escape, located on a serene riverbank with spectacular views. Large porch and private backyard are perfect for relaxation and stargazing. Recently renovated, the house blends modern amenities with a tranquil atmosphere. Thoughtfully designed, it features a cozy fireplace, large smart TV, and fully equipped kitchen. Explore nearby hiking trails, waterfalls, and Minnewaska State Park, or relax in the hot tub. Ideal for couples, families, and remote workers
4.88 out of 5 average rating, 239 reviews
4Br Mountain Brook House on 130 acres w/ trails
Hemlock House is an extraordinary private escape nestled against a babbling brook running through the rocky gorge of an 130 acre magical historic farm. Explore hiking trails through old forests, trout creeks, and 90ft waterfall or simply relax by the fire pit or within the outdoor spa while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplace, great wifi and comfortable bedrooms with quiet workspaces- learn more at cascadafarm.com
4.88 out of 5 average rating, 220 reviews
Entire Home, Private Indoor Pool
This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.
4.81 out of 5 average rating, 136 reviews
Luxury Villa w Lake View & Private Heated Pool
Greenwood Lake Outlook, top-rated luxury getaway - 1 hour from NYC. Newly renovated home, surrounded in serene nature with stunning lake views & many amenities. Kids & pets friendly. Close to ski resorts. Fun all seasons. A few guest review highlights: ✭✭✭✭✭ This was the best Airbnb we’d ever stayed in. ✭✭✭✭✭ Words can’t describe how beautiful the house and the views are. ✭✭✭✭✭ If I could give this place 10 stars, I would!!! ✭✭✭✭✭ This is a true vacation resort to enjoy to the fullest.
4.91 out of 5 average rating, 116 reviews
Farmhouse w/ Pool, Sauna & Hot Tub near Storm King
Welcome to The Storm King Farmhouse! Experience the best of upstate living in this beautifully renovated 1800s farmhouse located 50 mi from NYC. The property features a heated pool, Finnish sauna, premium hot tub, pickleball & basketball court, fire pit, pond, and more! Located close to exciting Hudson Valley activities - Storm King Art Center (1 min), West Point (15 min), Legoland (25 min), hiking trails, breweries, etc. This is the perfect place to relax with family & friends! Pet friendly!
5.0 out of 5 average rating, 105 reviews
Comfortable & Spacious Country Home - All Seasons
We welcome you to stay at our inviting home in the hamlet of High Falls. The two-story early 1900's era farmhouse is set on 12 private acres off a quiet country road in a lovely residential area. Grounds feature access to woods, pond and canoe-ready Roundout Creek. A large sunlit family room, a variety of games, vast outdoor space with furnished patio, in-ground pool/deck/BBQ/swings/firepit/hammock offer the perfect place to relax and restore your connection to nature, friends and family.
4.98 out of 5 average rating, 121 reviews
Mountain View Retreat w/ Hot Tub, Theater, and Gym
Thoughtfully designed, this secluded retreat is nestled on 12 acres of picturesque land in Warwick, NY. The exquisite home offers the perfect blend of luxury and tranquility, making it an ideal getaway for families and friends. Highlights include: -Huge deck with mountain views -115" 4k projection theater w/ seating for 10, wet bar, & popcorn machine -Hot tub w/ seating for 7 -Gym w/ indoor endless lap pool, Peloton bike, and yoga equipment -Game room w/ billiards & Pac-man -Gourmet kitchen
4.99 out of 5 average rating, 186 reviews
Hot Tub - Sauna - Arcade- Fireplace - Pool Open
Welcome to our Catskills oasis on the Rondout Creek and Rail Trail, minutes from Minnewaska and the Gunks! Unwind in the year-round covered hot tub / sauna, 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, pingpong, 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! 🐾
4.89 out of 5 average rating, 208 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 15 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.
4.97 out of 5 average rating, 184 reviews
Spacious Catskills Farmhouse on over 5 acres!
Summer is the best time to visit the Catskill Mountains! Come enjoy our large in-ground pool! Enjoy a hike at one of our local trails or nature preserves. Try your luck at the casino, spend a day at the indoor water park, or play a round of golf at one of the local courses. You will feel right at home in this charming & restored 5BR farmhouse. Located on 5+ acres near the great Catskills Forest Preserve, this is a great place for four-season recreation.
4.91 out of 5 average rating, 126 reviews
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.
4.97 out of 5 average rating, 117 reviews
Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Welcome to Hudson Valley Hideaway — a Modern stylish family friendly home in Beacon, NY, just 1.5 miles from downtown and the train. Bright, stylish home with 4 bedrooms, w/ 1 King bedroom, 2 queens and a Twin XL, stocked kitchen, and cozy living spaces. Enjoy a private fenced backyard retreat with pool, hot tub, fire pit, and grill. Perfect for relaxing or exploring the Hudson Valley, with easy access to Route 84 and local attractions.
4.92 out of 5 average rating, 180 reviewsPopular amenities for Crawford rentals with a pool
House rentals with a pool
A Very Cozy House With a Very Big Yard
4.95 out of 5 average rating, 409 reviews
midcentury mod hot tub*walk out trail R2R/Mohonk
4.98 out of 5 average rating, 548 reviews
New Paltz dog friendly retreat w/ salt water pool
4.97 out of 5 average rating, 180 reviews
9BR Log Cabin Home w/ Hot Tub & Swimmable Pond
4.86 out of 5 average rating, 117 reviews
Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
4.82 out of 5 average rating, 107 reviews
Legoland Mt Peter 3BR Pool Theater Hot Tub 1Pet
4.96 out of 5 average rating, 106 reviews
Cozy, Modern Retreat in the Woods of Cold Spring
4.95 out of 5 average rating, 177 reviews
Mountain Creek sanctuary pool & hot tub
4.94 out of 5 average rating, 115 reviewsCondo rentals with a pool

Mountain Creek Appalachian Condo Waterpark
4.96 out of 5 average rating, 163 reviews
Discounted 1 Bed *patio closed during construction
4.93 out of 5 average rating, 192 reviews
Walk to Waterpark | Mtn Views Pool Hot Tub 324
4.95 out of 5 average rating, 262 reviews
Appalachian Lodge Top Floor w/views
4.94 out of 5 average rating, 950 reviews
Modern, Upscale Condo at Mountain Creek 1 hr NYC
4.9 out of 5 average rating, 332 reviews
Cozy Retreat | Pool & Hot Tub | Mountain Creek Res
4.97 out of 5 average rating, 112 reviews
✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5
4.95 out of 5 average rating, 129 reviews
Valley Overlook @ Mtn Creek Resort Park & Play
4.88 out of 5 average rating, 146 reviewsOther vacation rentals with a pool

Experience The Zen House
4.97 out of 5 average rating, 359 reviews
Spruced Moose Lodge & Treehouse w/ New Hot Tub!
4.99 out of 5 average rating, 195 reviews
Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
5.0 out of 5 average rating, 253 reviews
Treehouse-Inspired Cabin Escape w/ Theatre & Gym
4.75 out of 5 average rating, 8 reviews
Serene Hudson Valley Escape Hottub/Pool/King Suite
4.92 out of 5 average rating, 51 reviews
Hudson Valley Home with Pool & Jacuzzi
4.94 out of 5 average rating, 82 reviews
"Boaz Mills" A Contemporary Country House
4.9 out of 5 average rating, 49 reviews
Beautiful house under the Gunks
4.97 out of 5 average rating, 60 reviewsDestinations to explore
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- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bethel Woods Center for the Arts
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Windham Mountain
- Storm King Art Center
- Mohonk Preserve
- Mountain Creek Water Park
- Peekamoose Blue Hole
- Kent Falls State Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area
- Wawayanda State Park
- Millbrook Vineyards & Winery
- Storm King Art Center
- Paterson Great Falls National Historical Park
- Benmarl Winery





