
Vacation rentals with a pool in Hunter
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hunter
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Gorgeous Mountain View | Ski/Fast Wi-Fi/Wood Stove
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.

Contemporary Guesthouse with Views and Privacy
Secluded studio on 13 acres in Bearsville with views of meadows, mountains and woods. Stand-alone guest house with queen size sleeping loft, kitchenette, fully tiled bathroom, elliptical trainer, and all amenities. Wake up in the morning and enjoy the amazing views with your coffee, hike in the woods, or meditate at the waterfall. In season enjoy the completely private heated pool. End the day with s'mores around the fire pit. An ideal getaway from the city yet only three miles to Woodstock.

Amazing + pet friendly gem in the heart of Windham
Amazing 2 floor spacious getaway with A/C just minutes away from Windham Mountain ski resort, hiking trails, and great restaurants. Family friendly home with a large inviting living room, 2 spacious bedrooms, 2 full bathrooms and wood burning fireplace. Updated kitchen appliances, super-fast Wi-Fi and 3 smart TV's. Many extras including parking, 2 tennis courts, swimming pool and firepit. BBQ Grill on private back deck with scenic views. Winter season rentals preferred during Dec - March.

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

4Br l Fire-pit l Hot Tub l 10 min to Belleayre
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!

Woodstock Historic Artist Estate- The Museum House
The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

The Loft at Bearpen Mtn; near Hunter & Windham
Relax in this stylish Mountain View escape at the base of Bearpen Mountain. Hiking trails and snow sports from the front door! Situated near Windham and Hunter; 20 minutes, Belleayre and Plattekill ski mountains, 30 minutes. Walk to winter sports and sledding center. Adjacent to world class trails for hiking, snowmobiling, hunting and skinning. *seasonal rental or multiple stay discounts. $2k per month includes utilities 12/12/25 to 3/15/26 for ski season *no EV charge available

Kapitan’s Cottage Private Upstate Winter Retreat
Escape the city to this cozy vintage rustic Catskills retreat—perfect for couples, families, and pet-friendly winter getaways. This 2BR, 1.5BA two-story home blends country charm with modern comforts, a large private yard, stone deck, fire pit, and BBQ. Close to skiing, hiking, parks, Kingston, Woodstock, and High Falls—yet secluded enough to truly unwind. Ideal for weekend or midweek escapes upstate. Pet-friendly, generator on-site. Inground salt pool open Mid May- Sept.

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!

White Holiday Cozy Chalet Ski/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!
Popular amenities for Hunter rentals with a pool
House rentals with a pool

Private lakefront home, hot tub & resort amenities

Hudson Valley Barn Getaway - Germantown

Catskills SKI HAUS Winter Wonderland

Bluestone Escape - Where everyone is at home.

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Scenic River View Escape | New Paltz

3BR 1 1/2 Bath mountain retreat. Hunter Mountain

Hawk View
Condo rentals with a pool

Cozy Gem with Mountain Views

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

Windham Condo

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

Hunter Mountain 1BR Condo | Slopeside Access
Home rentals with a private pool

Rhinebeck Country Living with a Modern Twist
Magnificent Hudson River Estate with Infinity Pool and Spa
Fully Fenced 10 Acres | Cozy Cottage w/ Kid Gear
Catskills Winter Ski Retreat – Near Belleayre!
When is the best time to visit Hunter?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $520 CAD | $521 CAD | $433 CAD | $424 CAD | $474 CAD | $498 CAD | $525 CAD | $570 CAD | $450 CAD | $459 CAD | $473 CAD | $625 CAD |
| Avg. temp | -4 °C | -2 °C | 2 °C | 9 °C | 14 °C | 19 °C | 22 °C | 21 °C | 17 °C | 10 °C | 5 °C | -1 °C |
Quick stats about vacation rentals with a pool in Hunter

Total vacation rentals
Explore 100 vacation rentals in Hunter

Nightly prices starting at
Hunter vacation rentals start at $137 CAD per night before taxes and fees

Verified guest reviews
Over 5,690 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
100 of Hunter vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hunter rentals

4.8 Average rating
Hunter stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Ski-in/ski-out rentals Hunter
- Rentals with an EV charger Hunter
- Rentals with lake access Hunter
- Rentals with a hot tub Hunter
- Chalet rentals Hunter
- Cabin rentals Hunter
- Pet-friendly rentals Hunter
- Hotel rooms Hunter
- Rentals with beach access Hunter
- Rentals with a sauna Hunter
- Waterfront rentals Hunter
- Rentals with a washer and dryer Hunter
- Condo rentals Hunter
- Rentals with outdoor seating Hunter
- Rentals with a kayak Hunter
- Fitness-friendly rentals Hunter
- Rentals with a firepit Hunter
- Rentals with a patio Hunter
- Family-friendly rentals Hunter
- Apartment rentals Hunter
- Cottage rentals Hunter
- House rentals Hunter
- Private suite rentals Hunter
- Rentals with a fireplace Hunter
- Townhouse rentals Hunter
- Rentals with pools Greene County
- Rentals with pools New York
- Rentals with pools United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Thacher State Park
- Howe Caverns
- Windham Mountain
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Butternut Ski Area and Tubing Center
- Kent Falls State Park
- Plattekill Mountain
- Zoom Flume
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Benmarl Winery
- Things to do Hunter
- Nature and outdoors Hunter
- Things to do Greene County
- Art and culture Greene County
- Things to do New York
- Art and culture New York
- Nature and outdoors New York
- Tours New York
- Food and drink New York
- Sports activities New York
- Entertainment New York
- Sightseeing New York
- Things to do United States
- Sports activities United States
- Art and culture United States
- Sightseeing United States
- Nature and outdoors United States
- Wellness United States
- Entertainment United States
- Food and drink United States
- Tours United States




