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.

1 of 1 pages1 / 1

Guest favorite

An open living space is visible, featuring wooden beams that create a warm atmosphere. The dining area is filled with natural light, showcasing a wooden table surrounded by chairs, with modern light fixtures above. A staircase leads to the upper floor, enhancing the spacious design.

Home in New Paltz

4.87 out of 5 average rating, 220 reviews

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

Guest favorite

A charming wooden cottage is set amidst lush greenery, featuring a welcoming entrance framed by low shrubs. The cottage's sloped roof and large front door invite guests into a serene environment, surrounded by trees and open space.

Cottage in Woodstock

4.82 out of 5 average rating, 123 reviews

Woodstock Mountain Cottage w/ Pool and Mtn Views

This romantic 2 bed cottage has large beamed ceilings, fully stocked kitchen, bathtub, mountain views, and hiking trails. We use strict cleaning protocols to ensure each stay is perfect and feels like home. The house is equipped with fast wifi and a ROKU Ultra for all of your tv needs! Located just 3 mins driving to the center of Woodstock. Swim in the pool, hike a nearby trail, enjoy nature, grill or relax in the hammock. Pool is shared with hosts. No guests of guests allowed and no parties.

Top guest favorite

The image features a clear, inviting pool in the foreground, with the country home visible in the background. Surrounded by lush greenery, the house has a deck and large windows, blending harmoniously with the serene wooded landscape.

Cottage in Eldred

4.98 out of 5 average rating, 130 reviews

Bella Cottage w/Pool, BBQ - Catskill Getaway

** Pool opens May 8 weekend! It is an above ground heated pool, the temp preset to 84 Disconnect, relax and rejuvenate in this cute country home! Enjoy the serene, wooded surroundings as you watch deer trot by and end your day unwinding under starlit night skies. This 2-acre gem is tucked away on a private drive, just off the main road. Though secluded, grocery stores and restaurants are just down the street. The house is equipped with all the modern amenities to make your stay comfortable.

Superhost

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

4.83 out of 5 average rating, 126 reviews

Entire Home (private pool), Event Friendly

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.

Guest favorite

An aerial view showcases a modern home surrounded by lush greenery. A curved path leads to the back, where a heated pool is visible, accompanied by outdoor seating and a pergola among the trees. The serene landscape offers a sense of seclusion.

Home in Pine Bush

4.98 out of 5 average rating, 108 reviews

Hudson Valley Oasis - Sauna, Hot Tub, Heated Pool!

A modern oasis in the Hudson Valley near hiking, skiing, apple-picking, antiquing, and other fun seasonal activities only 1.5 hours from NYC. Enjoy swimming in a heated pool? Great! We have a beautiful pool (Opens 4/1) and pool house complete with an outdoor bar and hot tub. Lovely outdoor garden with a fire pit nestled in the middle. A patio with a gas grill and pizza oven is ready for all chefs. We feature a three-person sauna inside! Just secluded enough to be perfect for larger gatherings!

Superhost

An expansive outdoor area features a private pool surrounded by lush greenery. Shade is provided by colorful umbrellas over seating arrangements. A custom-built outdoor kitchen is visible, along with a bar seating space. The paved patio offers ample room for relaxation and entertainment.

Home in Goshen

4.81 out of 5 average rating, 165 reviews

TheGoshenGetawayPoolHotTubLegoLandArcade.

TheGG is a beautiful spacious home with more amenities than one can ask for! Cooking for 10? We have options! Our double oven is perfect for holiday dinners! Not to mention our customs built outdoor kitchen and grill! Keep your kids entertained by throwing a pizza party using our beautiful stainless pizza oven! Burn those calories off in a private gym or laps in the heated pool MAY1ST Then relax in our 8per hot tub! Bring your clubs! Near by are four 18hole golf course with in a 15min drive!

Top guest favorite

An in-ground swimming pool is surrounded by lush greenery, offering a serene outdoor escape. Lounge chairs are positioned on the pool deck, inviting relaxation. The area is accented by planters, creating an inviting and enjoyable outdoor space.

Home in New Paltz

4.98 out of 5 average rating, 536 reviews

midcentury mod * POOL * walk out trail 2 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. IN GROUND SWIMMING POOL & HOT TUB short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk to an organic farm? A scenic mile to R2R trail to Mohonk, Water St. mkt & the Village of NP WHOLE PLACE IS YOURS HOUSE & PROPERTY POOL May 1 -Sept 30 HOT TUB YEAR ROUND

Top guest favorite

A spacious main area is highlighted by a large bed covered with a floral quilt. A comfortable sofa is positioned nearby, while a wooden café counter with four chairs overlooks natural light coming through the three windows. A coffee bar and kitchen appliances are integrated into the space.

Apartment in New Paltz

4.93 out of 5 average rating, 391 reviews

Peaceful and Private Boutique Apartment *Pool*

Welcome to your serene retreat one mile from charming downtown New Paltz! Our pretty boutique apartment offers a peaceful escape, perfect for couples or families. Enjoy the comfort of a private entrance, luxurious king and queen beds, kitchen, stocked coffee bar, and huge yard. End your day with a refreshing dip in our pool or unwind in the hammock. Just minutes from town and hiking trails, and many local activities. Experience the best of New Paltz – book your stay today!

Top guest favorite

A serene pool area features a deep blue unheated swimming pool with steps leading in. A gazebo, softly illuminated by string lights, is nestled among lush greenery in the background. The natural landscape creates a tranquil retreat.

Apartment in Chester

4.98 out of 5 average rating, 155 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.

Superhost

Cabin in Kerhonkson

4.81 out of 5 average rating, 269 reviews

Hilltop Private Retreat Pool Sauna Tennis 15 Acres

Escape to a secluded hilltop retreat surrounded by 15.5 acres of forest in the Catskills. This cozy, thoughtfully updated cabin offers rare privacy with resort-style amenities. Swim in the heated saltwater pool, relax in the sauna, play tennis, or explore the private trail to Mill Brook. In the evening, gather around the fire pit or unwind on the expansive 2,000-square-foot deck overlooking the woods. Just two hours from NYC and about twenty minutes from Woodstock.

Guest favorite

An aerial view showcases a charming farmhouse surrounded by lush greenery and the Catskill Mountains. A rectangular in-ground pool is visible in the backyard, bordered by a grassy area. A quiet country road runs alongside the property, contributing to the tranquil setting.

Home in Grahamsville

4.91 out of 5 average rating, 117 reviews

Spacious Catskills Farmhouse on over 5 acres!

Spring into fun in the Catskill Mountains! Our outdoor pool will open Memorial Day weekend! 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.

Guest favorite

An aerial view of a house is surrounded by dense green trees, with a clear pool visible in the backyard. The lawn is lush and includes a pathway leading to the pool area, blending harmoniously with the natural landscape.

Home in Warwick

4.92 out of 5 average rating, 132 reviews

Private Retreat w/Pool, Hot Tub & Fire Pit, 6 BR

Enjoy an incredible house set on 7 acres with every amenity you can think of in an amazing town only 90 minutes from anywhere in NYC. Close to Skiing(15 minutes to Mountain Creek or Mount Peter) hiking, farms, wineries, breweries, amusement parks, a drive-in movie theater and SO much more! You choose to explore the local town or stay home and enjoy the heated pool, playground, or host dinner in our large dining room. Permit number P26-0068