Vacation rentals in Hensonville

4.98 out of 5 average rating, 155 reviews

Chalet in Gilboa

Secluded Chalet w/ Panoramic Views on 22+ Acres

A nature-lover's oasis, this 3-bedroom/4-bed/2-bath log-built chalet with contemporary furnishings is perched high along the northernmost edge of the Catskill Mountains offering unforgettable panoramic views from inside and out across 22+ secluded acres. Due to its proximity to hiking trails, lakes, rivers, breweries and wineries as well as Windam (7 mi), Hunter (16 mi), Catskill (26 mi) and Hudson (29 mi), this is the ideal location from which to explore the best the Catskills has to offer.

4.94 out of 5 average rating, 192 reviews

Cabin in Maplecrest

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.

4.88 out of 5 average rating, 146 reviews

Townhouse in Windham

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.

4.89 out of 5 average rating, 192 reviews

Condo in Windham

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.

4.95 out of 5 average rating, 145 reviews

Home in Hunter

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!

4.97 out of 5 average rating, 124 reviews

Condo in East Jewett

MountainViewBrightCondo10MinToColgateLake

Sunny and spacious condo with stunning mountains view, cozy and warm 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 - seasonal , not heated, opens in July 4th through September 5th. Contact us for seasonal discounts !

4.8 out of 5 average rating, 91 reviews

Home in Windham

Chalet with HotTub 5 min to Windham, 15 min Hunter

Cozy Chalet style house nestled in a quiet spot and 5 minutes to Windham Mountain and close to hiking trails 15 minutes to Hunter Mountain 40 minutes to Belleayre Mountain. Relax by the fireplace after skiing TV with Netflix, Amazon and Hulu. Confortable couch with a equipped kitchen With 3 bedrooms. This property has a beautiful yard. Fairly private yet close to everything. Supermarket and restaurants near by (5 min by car) 15 min. to Colgate Lake 25 min. to Kaaterskill Falls

4.73 out of 5 average rating, 280 reviews

Condo in Windham

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!

4.96 out of 5 average rating, 57 reviews

Townhouse in Hensonville

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!

4.88 out of 5 average rating, 73 reviews

Condo in Hensonville

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 :)

4.95 out of 5 average rating, 112 reviews

Home in Windham

Big Red Retreat 3 min to Windham Mountain & Golf!

Welcome to Big Red – Your Ultimate Mountain Retreat! Nestled in the heart of the scenic Windham area, Big Red invites you to experience the perfect blend of comfort, convenience, and adventure. Whether you're here to hit the slopes at Windham Mountain, explore the tranquil Windham Path, or tee off at the nearby golf course, our spacious 6-bedroom, 2.5-bath home is your ideal basecamp for an unforgettable getaway.

4.93 out of 5 average rating, 114 reviews

Guest suite in Windham

Cozy Cabin Condo by the Mountain, 5mins to skiing!

Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from the slopes of Windham and just 15 minutes from Hunter! A short walk or drive from the charming town of Windham, you're perfectly located for a country getaway. The town itself is a wonderful mountain community with many great shops, restaurants and activities all within a short drive.

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Other great vacation rentals in Hensonville

5 out of 5 average rating, 25 reviews

Cabin in Lanesville

Exclusive Pool, Mtn View! Hike, Golf, Swim, Unwind

PrashitaRating, 5 stars1 week ago

If you’re looking for a cozy cabin in the Catskills, this is just the spot. The house is super cute and comfy, the location is great with access to several great hikes. Max and Fallon were the best hosts! Max responded to any queries in near real time and provided some lovely recommendations for restaurants and activities, making our stay just perfect! We went to all three restaurants he recommended and they were absolutely delightful! Be sure to check out the Kaaterskills falls trail as well as Sunset Rock! We certainly plan on coming back! Thank you Max and Fallon, we appreciate you! ❤️

Townhouse in Hensonville

4.91 out of 5 average rating, 33 reviews

Cozy townhome just minutes from Windham & Hunter

YangRating, 5 stars6 months ago

I had a wonderful stay! The place was clean, comfortable, and exactly as described. The host was responsive and accommodating, making the entire experience seamless. Highly recommend and would love to stay again. Thank you for a great experience!

5 out of 5 average rating, 61 reviews

Cabin in Cairo

The Catskill Equestrian Cabin

KatrinaRating, 5 stars1 week ago

We had a lovely stay at Eman's home! A beautiful peaceful Catskills retreat surrounded by nature. The home was better than the photos! Eman made us feel right at home and was so helpful. Great hospitality, she left some snacks and the kitchen was very clean and fully equipped. One of the nicest Airbnb's I have stayed in. Felt like the way it used to be back when Airbnb first started and people welcomed you as a guest, not the way it has evolved into just a business. Thanks for a wonderful stay. We will be back!

Townhouse in Windham

5 out of 5 average rating, 4 reviews

Mountain View Condo • Windham

MariaRating, 5 stars1 week ago

Amazingly designed apartment, impeccably clean, with great views. Hosts very responsive, proactive, caring, creative and thoughtful of every little thing. It felt right at home. Would be happy to return

4.92 out of 5 average rating, 93 reviews

Cabin in East Jewett

The Garden House - Private, Secluded, & Mt Views!

SarahRating, 5 stars2 weeks ago

We would come back in a heart beat. The place was beautiful and had everything that we needed. The house was close to Tannersville where there were plenty of things to do and eat. Orathai was an incredible host. I would highly recommend this place

4.86 out of 5 average rating, 43 reviews

Home in Maplecrest

Birchwood Cottage - Scenic Valley Getaway

LauraRating, 5 stars2 weeks ago

This place was perfect for our girls weekend getaway. The space was very private and beautiful with tons of little wildflowers. The deck with the hammock was a great outdoor hangout spot and so was the sun room with its full openable screened windows. So peaceful. The kitchen had everything we needed. It was also located near a cute park with a lake we could picnic at. Host was super nice and made everything easy for us.

Guesthouse in Windham, Hensonville

4.77 out of 5 average rating, 387 reviews

Windham NY 2 Bedroom Cozy Getaway

AmirRating, 5 stars5 months ago

The place was very cozy and a lot more spacious than expected. I felt right at home as it came with a stocked kitchen and extra blankets, towels, etc. Cynthia was quick to respond throughout our stay and lenient when it came to the check out time. She also heated up the place prior to our arrival, which was awesome. Would highly recommend to people trying to ski at any of the local resorts or just there to enjoy the nature.