Vacation rentals in Hensonville

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Top-rated vacation rentals in Hensonville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Apartment in Windham

4.99 out of 5 average rating, 211 reviews

Main Street, The Heart of Windham

The perfect base to explore Windham & spend time in the Mountains! Just 0.7 mi. to Windham Mtn/9 mi. to Hunter. Located where Main St. begins, this immaculate 1 Bdrm has a queen bed, open concept EIK/LR, Full Bath & Balcony. Roll-away bed avail. Hiking/ski/snowboard/music/dining/exploring. Near Wedding Venues-Wylder Hotel, Hayfield & Windham Manor. Walkable to restaurants, movies, pubs, galleries & shops. Parking. WIFI. Smart TV/NO CABLE. Bring your Roku/Amazon/Netflex/Hulu codes. DVDs avail.

Aug. 11 – 18

$152 CAD per night

Guest favourite

Townhouse in Windham

4.91 out of 5 average rating, 111 reviews

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.

Apr. 11 – 18

$251 CAD per night

Guest favourite

Cabin in Maplecrest

4.94 out of 5 average rating, 163 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.

Jun. 1 – 8

$225 CAD per night

Superhost

Chalet in Hensonville

4.85 out of 5 average rating, 114 reviews

Beautiful Two-unit Chalet 5 minutes to Windham

Vacation together, but have your own space at this Beautiful Chalet with separate upstairs and downstairs living spaces. Close to town, skiing, mountain biking, hiking, lakes, golfing, wine tasting, zip lining, restaurants, and more. Relax on the 2 decks while taking in the mountain views or cozy up to the fire pit. Enjoy a Gorgeous modern kitchen and a fireplace on each floor. Close to both Windham Mountain and Hunter Mountain ski areas. Enjoy the many amenities provided. Free WiFi. Pets ok.

Apr. 13 – 20

$456 CAD per night

Guest favourite

Condo in Windham

4.89 out of 5 average rating, 133 reviews

Cozy Mountain hideaway Windham, Hunter

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.

Aug. 21 – 28

$144 CAD per night

Guest favourite

Condo in Hunter

4.97 out of 5 average rating, 428 reviews

*Great Reviews* Hunter Mtn. Close/Cozy/Clean Condo

*Clean, cozy studio condo in the Village of Hunter featuring vintage decor. Short walk to the Ski Slopes, Snowtubing Park, Scenic Skyride, Dolan's Lake/Beach, Schoharie Creek, Fly Fishing, Hiking, Disc Golf, Stores, Eateries & Trailways Bus Stop. A Murphy bed w/ full size comfy Casper Mattress, a sectional couch, kitchen, microwave, electric wood stove, dinette, full bath, strong WiFi, Smart TV (no cable) w/Netflix, HBOGO, Pandora. No Pets/No Smoking or vaping in or on the property. Thanks

Jun. 12 – 19

$112 CAD per night

Guest favourite

Apartment in Windham

5.0 out of 5 average rating, 17 reviews

Black Dome - a 2B, 2B Condo 5 min from Windham Mt.

Experience ultimate comfort in our renovated, 2 story condo in the Catskills. With 1,000 sq ft of modern style, it boasts mountain views. Upstairs, find two cozy bedrooms with plush bedding for a restful sleep. The fully-equipped kitchen features top-notch appliances, perfect for any culinary needs. Unwind in the living room with high-speed wifi and a cozy fireplace. Step out onto a spacious back deck overlooking Elm Ridge forest. Located minutes from Windham Path, Mountain, and town.

Jun. 13 – 20

$203 CAD per night

Guest favourite

Home in Hensonville

4.83 out of 5 average rating, 6 reviews

The Happy Hideaway- 2

Self-contained ground level apartment with private entrance located 6 minutes from the base of Windham Mountain and 12 minutes from Hunter Mountain. This family-friendly spot features 2 bedrooms, full bath, living room, full kitchen and dining area. Relax by the fire pit in the backyard, or grill and chill on the upper back deck. Close-by amenities include the Windham Mountain Resort, golf courses, hiking, biking, waterfalls, shopping, area restaurants, wineries and breweries.

Jul. 1 – 8

$169 CAD per night

Guest favourite

Chalet in Hensonville

4.9 out of 5 average rating, 10 reviews

Chic Creek Chalet- 5 min Windham Mt 12 min Hunter

Welcome to our Chalet, a haven nestled amid breathtaking mountain and valley views. Here, sophistication meets nature's grandeur, offering an unparalleled experience that transcends mere accommodation. Featuring modern finishes, two floors of space, and a spacious outdoor deck, our sanctuary promises an unforgettable escape. Conveniently located near Windham & Hunter Ski resorts, it's the perfect destination for a weekend getaway or thrilling ski adventure with friends and family

Sep. 13 – 20

$437 CAD per night

Guest favourite

Townhouse in Windham

4.96 out of 5 average rating, 23 reviews

First Floor Condo with full kitchen.

Relax in this beautifully appointed studio Condo in Windham NY just 2 miles from the base at Ski Windham. Windham provides a wealth of year-round activities. The surrounding area is ideal for hiking, skiing, golfing, biking, fishing, snowmobiling and horseback riding. Scenic views abound. Come enjoy Windham's fine dining establishments, full service spas, world class ski resort, two golf courses, breweries, wine bars, unique shops, movie theater and fine art galleries.

Jul. 24 – 31

$236 CAD per night

Guest favourite

Home in Windham

4.99 out of 5 average rating, 318 reviews

Custom-built Catskills retreat, 7 mins from skiing

Located 7 mins from Windham mountain, the house is surrounded by scenic land. Skiing in the winter, foliage in the fall, swimming holes in the summer, sweet air in the spring. Mountain biking, hiking, golf, antiquing, horseback riding, local farms and so much more! The house itself is a true retreat, you will leave totally re-charged. Bird chirping, star gazing, grilling, baking, pancakes, yoga or simply enjoy a few days of not seeing another soul :)

Oct. 18 – 25

$509 CAD per night

Guest favourite

Condo in Hensonville

4.88 out of 5 average rating, 32 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 BEDS/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 :)

Jul. 5 – 12

$261 CAD per night