
Vacation rentals with a pool in Greene County
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Top-rated rentals with a pool in Greene County
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Lakefront Retreat | Kayaks, Paddle Board & Hot tub
Welcome to the newly renovated lakefront vacation house in the Catskills. It is perfect for family & friends looking for a getaway in the Hudson valley and Catskill mountains. Close to ski resorts like Hunter & Windham. This peaceful retreat is located in a beautiful lake community with a large waterfront backyard. You will enjoy: • Gathering around the fire pit by the waterfront with s’mores • Relaxing in the Hot Tub overlooking the lake • Wake up to the beautiful lake view from your bedroom

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.

Hideaway Windham/Hunter Fireplace, Snow & Skiing
Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Little Farm Stay Catskill
Rustic first floor apartment on quiet, private horse farm. Private entry, suitable for single adult or couple. Great location at the foothills of the Catskill Mountains! 6 miles to HITS Saugerties, minutes from the village of Catskill and just a short ride to historical Woodstock. Enjoy hiking, bike trails and local shopping! Full Kitchen Bedroom: Queen, small single futon Living area: Cable TV & Foosball Table Back patio: seating, grill, hot tub and pool(seasonally) Fire pit Wi-Fi

Windham Condo
This condo is right off Route 23, minutes from Windham Mountain. Head to the Catskills to enjoy the great outdoors. The complex has a pool, 2 tennis courts and a fire pit. Enjoy the mountain air while working from home with dedicated Wifi. We have a well-stocked kitchen, wood-burning fireplace, and comfy deck. You are in place to enjoy all the skiing, hiking, mountain biking, and golf Windham has to offer. Only 2.7 miles from Windham Mountain Resort. Guest ID may be required on arrival.

Catskills Cabin Retreat w/Heated Saltwater Pool
7 min drive to Phoenicia 10 min drive to Belleayre 25 min drive to Hunter 35 min drive to Windham Renovated 1920’s cabin style home nestled on 4 acres in the Catskill Mountains. Easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, and swimming holes. A ton of outdoor space to enjoy in addition to our fully private seasonal pool (Late May-Sept). 6 person hot tub is available year round. Not for parties!! Please be mindful of our neighbors!

Catskills/MountainView/Sunny2BR/10 MinToLakes/Farm
A warm, quiet mountain hideaway where the fireplace glows, 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 opens 6/27/26.

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!

Cozy Gem with Mountain Views
A cozy apartment located less than a mile away from premier skiing and snowboarding at Hunter Mountain. Our place is located in a lovely community that has plenty of space to enjoy some quality time with family and friends. This is our home away from home and you can experience lot of personal touches throughout the apartment such as custom wood work, family photos and seasonal decoration. We can not wait for you to enjoy the beauty of Catskill mountains.

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.

Charming Lakefront Cabin with Hot Tub
Thoughtfully updated lakefront cabin, north of the Catskill mountains, in the Hudson Valley. Located inside the private, family-friendly Sleepy Hollow Lake community with guest access to pools, beach, tennis courts, & basketball (May-Sep). A peaceful retreat - come watch the hummingbirds from the porch or have your morning coffee looking out upon the lake! The cabin faces west over the lake so it's a wonderful spot to watch the sun set!

Catskills Farmstay: Pool, Sauna, Animals, Mt Views
Make the most of winter’s final weeks and take a break upstate. Escape the city bustle for a cozy, restorative stay at Napping Horse Farm! The Bird's Nest is a light-filled retreat nestled on 30 secluded acres at the foot of Overlook Mountain. Perfect for couples, solo travelers, and small families seeking wellness, stillness, and a memorable experience with rescue farm animals. Nature, comfort, and deep calm just 2 hours from NYC.
Popular amenities for Greene County rentals with a pool
House rentals with a pool

Perfect Family Retreat•Pool•Playroom

Luxury 6BR Villa | XL Pool, Hot Tub & Movie Room

Lake House close to Skiing & Indoor Hot Tub

Shaggerties Cozy Catskills Getaway

Catskill Mountain View Home with Hot Tub

Hot Tub with Pond-front Firepit and Hiking Upstate

Catskill Village Ski Hike Lake Pet Main St Pool

New! Gemini House 1892 Farmhouse w/ Pool - Hudson
Condo rentals with a pool

Luxury 3-bedroom Condo on Windham mountain

4 Bedroom Condo, Close to Golf Courses and Biking

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

Luxury Ski in Ski out Condo + Amenities

Entire condo in Hunter NY, Gorgeous area- sleeps 6

Cozy Mountain Condo w/ Pool

Hunter Mtn 3BR Condo | Ski-In/Ski-Out & Spacious

Hunter Mtn 2BR Condo | Ski-In/Ski-Out & Fireplace
Other vacation rentals with a pool

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

5-BR Villa with Pool and Dog Friendly!

stunning views, heated pool & fire pit

Excellent Comfort and Location

Catskills Retreat: hot tub, BBQ, pool, arcades

Windham 17 Townhouse @ Crystal Pond

Lux Windham Getaway | Views & Indoor Heated Pool

The Mountain House, now with Hot Tub!
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Jiminy Peak Mountain Resort
- Plattekill Mountain
- Windham Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Taconic State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- June Farms
- Walkway Over the Hudson State Historic Park
- Millbrook Vineyards & Winery
- Naumkeag
- Poets' Walk Park
- Hudson Chatham Winery
- Norman Rockwell Museum
- Opus 40
- Benmarl Winery
- Things to do Greene County
- Nature and outdoors Greene County
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