Vacation rentals in Hensonville

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Top-rated vacation rentals in Hensonville

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Guest favourite

Home in Prattsville

4.91 out of 5 average rating, 270 reviews

Yanity House

You will have access to the entire house fully furnished. Pet's are welcome just keep paws clean its a beige rug. We want everyone to be comfortable, so please let us know how and what you would like to see improved if you rent the unit. We will improve the unit as per guest suggestions. Currently we do not have cable but we do have a dvd and game system in the living room - All the bedrooms have TV's, dvd players or bring your streaming device There currently is no phone but cell service works

Oct. 5 – 12

$165 CAD per night

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.

Sep. 17 – 24

$151 CAD per night

Guest favourite

Townhouse in Windham

4.91 out of 5 average rating, 109 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.

Sep. 28 – Oct. 5

$218 CAD per night

Guest favourite

Cabin in Tannersville

4.99 out of 5 average rating, 143 reviews

Cabin by the woods, Hunter Mountain & Kaaterskills

Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

Sep. 20 – 27

$220 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.

May 21 – 28

$255 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.

Nov. 5 – 12

$485 CAD per night

Guest favourite

Condo in Windham

4.89 out of 5 average rating, 131 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.

Sep. 2 – 9

$125 CAD per night

Guest favourite

Condo in Hunter

4.97 out of 5 average rating, 427 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. 27 – Jul. 4

$128 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.

Aug. 3 – 10

$167 CAD per night

Superhost

Townhouse in Windham

4.82 out of 5 average rating, 177 reviews

Redwood Retreat in Windham - minutes to Mtn!

True mountain getaway, just 2.5 hours from NYC!! Modern and clean 2 bedroom 2 bathroom townhouse minutes to Windham Mountain. Enjoy beautiful wood-burning fireplace, Roku TV and high speed Wi-Fi perfect for remote work. Complex amenities include outdoor pool (open from Memorial Day through Labor Day) 2 tennis courts and a fire pit with Adirondack chairs. Very close to town and the amazing escarpment hiking and Elm Ridge mountain bike trails. NOW OPEN FOR 2024/25 SKI SEASON!!

May 4 – 11

$178 CAD per night

Guest favourite

Cottage in Gilboa

4.93 out of 5 average rating, 199 reviews

Home Alone Mountain Retreat

The cottage is beautifully located in the small vacation community on the hill with a stunning mountain view from the wrap-around deck. Nature and sport enthusiasts will love the area. Take on the early morning stroll in the woods, wander around the historic villages, take a swim in the pond, enjoy the country roads on the mountain bike, and visit neighboring Windham and Hunter Mountain Resort. The kitchen is equipped with cooking essentials such as pots, pans, and utensils.

Nov. 4 – 11

$208 CAD per night

Guest favourite

Tiny homes in Lexington

4.95 out of 5 average rating, 298 reviews

Diamond Notch - Mini A-frame, Spectacular Views

The Diamond Notch is a site-specific, passive-house level insulated, off-grid mini A-frame - locally designed & built by the architects in co-operation with Lexington Arts + Science (LA+S). Requires a 5 minute hike in. Bring hiking boots. Micro spikes or snow shoes provided if needed. Yes, there is a cozy propane fireplace inside which provides plenty of heat for cold winter nights. We provide bedding, limited cooking utensils and a fire pit. (no T mobile cell coverage)

Sep. 25 – Oct. 2

$153 CAD per night