Holiday rentals in Hensonville

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Top-rated holiday rentals in Hensonville

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Guest favourite

Cabin in Maplecrest

4.96 out of 5 average rating, 233 reviews

The Cabin - Ski House near Windham

The Cabin is set back, secluded, unbelievably cozy and wonderfully romantic. It's a place to reconnect and recharge, to listen to the river and hear the wind through the trees and indulge in slow lunches and long walks and truly marvel at the Catskills. There's hiking in the summer, skiing in the winter, mountain fresh air and dark, starry nights. This is a house, and you can treat it as such. But if you let go, and give in to the energy of a space created with love, this will feel like home.

Guest favourite

Cabin in Maplecrest

4.94 out of 5 average rating, 192 reviews

Fraxinus House - Ideal for Windham & Hunter

Scenic country cabin located between Hunter Mountain and Windham Mountain, in the charming hamlet of Maplecrest. Surrounded by trees and the wilderness, it creates an idyllic mountainside escape, private and secluded grounds with only night stars and the sounds of wildlife. The decor is a mix of modern, color, and comfort, with lots of natural wood details. Both ski mountains are only a short 10 mins drive away. This is a great place for a romantic getaway or an outdoor trip in the Catskills.

Guest favourite

Apartment in East Jewett

4.97 out of 5 average rating, 127 reviews

MountainViewBrightCondo10MinToColgateLakePool

Sunny and spacious condo with stunning mountains view, a perfect place to disconnect from busy life . Plush and comfortable decor , fire place , plenty of board games - perfect set up for a group or a family to unwind in the mountains, gather for home cooked dinner and drinks. Spacious deck is a sweet spot to enjoy morning coffee and listen to the frog songs. Swimming pool (public for complex), seasonal , NOT heated, opens in June 28through September 5th. Contact us for vacation packages.

Guest favourite

Apartment in Windham

4.89 out of 5 average rating, 197 reviews

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.

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.

Guest favourite

Home in Hunter

4.95 out of 5 average rating, 152 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Top guest favourite

Guest house in Windham

4.99 out of 5 average rating, 165 reviews

Alpine Chalet on Spectacular Property

Inspired by their travels in the Swiss Alps, the hosts of the Mountaintop Chalet invite guests to their peaceful alpine guesthouse atop a mountain in the Northern Catskills. Nestled on a quiet, private road, the Mountaintop Chalet is just an 8 minutes drive to downtown Windham, NY, 10 minutes to Windham Mountain and 18 minutes to Hunter Mountain. This tranquil yet accessible setting makes it the perfect escape for couples, families and friends. Follow on Insta at mountaintop_chalet.

Top guest favourite

Home in Hensonville

4.97 out of 5 average rating, 31 reviews

Renovated Home in Prime Windham Location

Relax in our stylish condo, just minutes from Windham Mountain & Golf Club. Nestled on a private road in a peaceful wooded setting, it’s the perfect mix of comfort & convenience. Whether you're here to ski, golf, or explore the outdoors, everything you need is nearby. Prime Location ☀Windham Mountain: 8 min / 3.8 miles ☀Hunter Mountain: 15 min / 8.9 miles ☀Close to hiking, biking, golf, and other outdoor activities Ideal for a relaxing getaway after a day of outdoor adventure!

Guest favourite

Home in Windham

4.95 out of 5 average rating, 58 reviews

The Hensonville Honeypot- HotTub/Game Room/Bikes

Located only 5 min to Windham/10 min to Hunter mtn!! Welcome to our newly renovated 5-bedroom, 4.5-bathroom farmhouse where rustic charm meets modern comfort. This fully remodeled home can accommodate up to 12 guests. With 2,400 square feet of living space in the home plus a newly converted barn into a game room / movie room, it's sure to have something to cater to everyone! The Hensonville Honeypot is your family's home away from home while visiting upstate New York.

Superhost

Apartment in Windham

4.73 out of 5 average rating, 282 reviews

Summer Retreat w/ Balcony & inground Pool

Leave your worries at home and come relax in our newly renovated, one bedroom condo in the heart of the Catskills. welcome to our end unit,features wood burning fireplace, king size bed, balcony overlooking the grounds and into the woods, includes 2 tennis courts, WiFi and is only minutes away from Windham and Hunter Mountain! Come enjoy all year round with hiking, mountain biking, kayaking, zip lining, snowboarding and skiing! **POOL OPENS MEMORIAL DAY 2023!

Guest favourite

Townhouse in Hensonville

4.96 out of 5 average rating, 57 reviews

Spacious 2 Bdr. Townhome Minutes from Windham Mtn

Make this spacious, newly built townhouse yours during a relaxing getaway in the Catskill Mountains! Located just minutes from Windham Mountain, this 2 Bedroom/2 Bathroom townhouse is packed with amenities for you to enjoy your stay. Be sure to enjoy at least one of the many great restaurants just steps from the front door, spend some time at one of the breweries or wineries located less than 15 minutes away, and enjoy all that the Catskills has to offer!

Guest favourite

Apartment in Hensonville

4.88 out of 5 average rating, 73 reviews

Cozy condo in Windham - Near Everything!

Welcome to our cute & cozy condo. Located between Hunter (12 min) and Wyndham Mountain (7 min). Short drive to restaurants/shops and a few walking distance options. This 2 bedroom, 1.5 baths one-level condo is packed with amenities for you to enjoy your stay. Fully equipped kitchen in case you decide to stay in. Several ac units. Enjoy our comfy beds, open concept, board games, easy street parking…. And great hosts :)

Superhost

Flat in Hensonville

4.86 out of 5 average rating, 88 reviews

The Quail at The Farmhouse

5 Min to Windham Mountain and 13 minutes to Hunter Mountain!!! Full size kitchen, dining and bathroom. Smart TV in the living room (please bring your login info so that you can watch your favorite shows. No cable). The first bedroom has a queen bed and the second bedroom has 2 full size beds. ( 2 window A/C units for the summer months). Maximum occupancy is 6 people. This apartment is located on the 2nd floor.