Vacation rentals with a pool in Greene County

StunningViews•Bright2BR•Pool•NearFarm•Lakes•Farm

A quiet mountain hideaway where the air feels soft and clean, and the view from the deck slows your whole spirit down. This cozy 2BR retreat sits between Windham and Hunter—perfect for families, solo wanderers, and anyone craving calm. Fast WiFi, a full kitchen, and short stays on selected days make it easy to escape, breathe, rest, and reconnect with yourself. Easy drive to charming little towns - Windham, Hunter , Tannersville . Swimming pool on premises , CD Lane Lake with beach and free boat

Gorgeous Mountain View | AC/Pool/Fast Wi-Fi/Hiking

Welcome to your amazing Catskills retreat in Hunter, NY! Marvel at the prime location with spectacular views situated only a 5 minute drive to Hunter Ski Mountain. Near hiking trails, waterfalls, antique shops and excellent restaurants. * 2 mins to Hunter North * 5 mins to Hunter base lodge * 13 mins to Windham * 15 mins to Colgate lake While at home enjoy views of the mountain on our deck - bask in the sun or grill a rack of ribs during the day or enjoy a glass of wine and stargaze at night.

Catskill Villa | 6BDRM, Pool, Hot Tub & Movie Room

A spectacular six-bedroom estate offering refined luxury and comfort. Nestled within the exclusive Dingley Dell Estate, it's just a six-minute drive to Windham town and about 25 minutes from Hunter Ski Resort. The property features expansive, beautifully landscaped grounds, inviting outdoor seating areas, a prime location, and exceptional privacy. Completely renovated for ultimate guest comfort, the home also includes a pool, movie room, premium sound system, and breathtaking mountain views.

Hunter Mountain Retreat | Views, Pool & Fireplace

Enjoy the BEST LOCATION IN THE CATSKILLS with Scribner's Lodge right next door, Hunter Mountain 1 mile away, Tannersville a town over, Windham mountain 7 miles away, hiking, lakes, restaurants and breweries all around! Amazing 4 bedroom, 3 bathroom townhome with unbeatable views of Hunter Mountain. Stocked with all the essentials, multiple fireplaces, outdoor grill and a new patio! Bring your skis and snowshoes or rent skates for the winter and enjoy the shared outdoor pool in the summer.

Secluded Catskills Retreat w/ Hot Tub & Views

Escape to a renovated Catskills country home with modern comforts and classic charm—perfect for a relaxing getaway or outdoor adventure. Nestled in the heart of the Catskills, this retreat is just minutes from Hunter Mountain, Windham Mountain, and Kaaterskill Falls, with endless opportunities for skiing, hiking, swimming, and exploring. The home features a fenced-in yard, a stocked kitchen, and modern amenities. After a day outdoors, unwind by the firepit or soak in the hot tub.

Hudson River Sunset Getaway

With sunset views of the Hudson River and Catskill Mountains you can relax poolside during the summer months or enjoy the changing fall colors next to a cozy back yard bonfire in the fall. Located only 5 mins to downtown Hudson where you’ll find ample dining, drinking & shopping opportunities. Or head out to explore the Catskill Mountain Range only 30 mins away for the best hiking and skiing in the area. Sunset House is the perfect place for families or a couples getaway!

Catskill Village Ski Hike Lake Pet Main St Pool

Welcome to our cozy retreat in historic Catskill village, just a block from Main Street's vibrant cafés, breweries, art galleries, and historic sites. Outdoor enthusiasts will appreciate our proximity to skiing, zip-lining, hiking, and golf. Enjoy water activities like kayaking, paddleboarding, and boating on the nearby Hudson River. We're conveniently located 10 minutes from the Hudson Amtrak station and about a 2 to 2.5-hour drive from NYC, making it an ideal getaway.

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax

Mountainside 1 bedroom cabin that fits 4! Ski on/off Hunter Mountain right from your doorstep. Enjoy hiking within a 5-minute drive or walk right onto the mountain from your porch. Unbeatable location on Hunter Mountain, short drive to the picturesque, colorful village of Tannersville, majestic Kaaterskill Falls, and renowned fishing! Fully stocked kitchen/bathroom, full entertainment system with streaming, high-speed WiFi, and dedicated work space.

Farmhouse • Secluded • Under 10 mins to Hudson NY

Welcome to Blue Hill Farmhouse. Circa 1857, this tastefully restored, historic farmhouse includes a separate, free standing designer guest house only minutes from Hudson, NY. Privately situated on 8 + acres featuring pasture, woods, a pond, and mountain views in the distance. The three-bedroom main house provides updated comforts like high-end appliances and central air conditioning, without compromising any of its historic charm.

White Holiday Cozy Chalet Pool/Hot Tub/bubble room

⛰️This private modern haven is the place to be to take a break from our everyday busy lives and get away from it all. Enjoy a relaxing soak in the hot tub while indulging yourself with a glass of fine wine. The space is designed for family & friends to get together, have a good time, and enjoy each others company. Activities include hiking in the summer, skiing in the winter, barbeque and fresh air all year round!

Cozy, peaceful-3Br (5 beds)2.5 Bath townhouse

A cozy townhouse 3 bdrm /2.5 bath in the center of the Catskills (Windham Mountain Village), this retreat is perfect for families, celebratory events or just a quiet nature getaway. From wineries to breweries, to zip lining and hiking, to admiring the many waterfalls, this area has something for everyone! PLEASE NOTE: POOL AND HOT TUB WILL BE CLOSED FROM SEPTEMBER 2 to NOVEMBER 27, 2025

Catskills Retreat | Heated Pool & Hot Tub

Tucked away in the Catskill Mountains, our private cabin feels like you’re a world away while still being just minutes from hiking, restaurants, skiing, and charming mountain towns. It’s one of those places where mornings start with coffee surrounded by nature, afternoons are spent by the pool, and evenings end in the hot tub or around the fire pit under the stars.