Townhome holiday rentals in Windham

The open living area features elevated ceilings with wooden beams and large windows flooding the space with natural light. A wood-burning fireplace is positioned beneath a wall-mounted TV, flanked by two rocking chairs and a circular coffee table set on a textured area rug.

4.95 out of 5 average rating, 106 reviews

Lothbrok - the "B" side - 2 mile slopes & town

5 min to Windham Mountain / easy 15-19 min to Hunter! 1 mile to Windham's Main Street - restaurants, pubs, movie theatre & shopping. Remodeled with luxury vinyl flooring, low VOC paint, LED lighting, Culligan water treatment, excellent cell phone service & FREE WiFi means no issues making calls/texts/internet. We kept some of the groovy charm of the 1970's (spiral stairs) and brought the house into this century looking brand new again. NOT SAFE for babies, children under 12 or pets. No smoking.

A private hot tub is situated on a covered deck, surrounded by a wooden railing. Steam rises from the bubbling water, illuminated by soft red lights. The deck features natural wood flooring and a view of trees and mountains in the background.

4.93 out of 5 average rating, 127 reviews

Red Fox Townhouse Alpine Hot Tub close to skiing

Red FoxTownhouse & Spa Hot Tub Spa Bathrobes & slippers provided Epic location to ski slope & town Clean & comfortable home 3 beautiful bedrooms 2 full bathrooms Well-stocked kitchen FREE Coffee - Mr Coffee unit Living room fireplace Fireplace - electric fire logs Large screen Smart TV Outside fire pit-firewood provided Weber BBQ grill-tools & propane tank Amazing spa hot tub with power jets & fountains Walking distance to the Chicken Run Restaurant & Bar The homeowners reside on premise

A bright and modern kitchen features white cabinetry and a stylish backsplash. An island with four wooden stools provides seating. Appliances include a refrigerator, dishwasher, and coffee maker, while natural light fills the space from overhead lighting and large windows.

4.86 out of 5 average rating, 200 reviews

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.

The open-concept living area features a comfortable sofa, a foosball table, and a dining table made of wood. A modern kitchen with granite countertops and bar seating is visible in the background, illuminated by natural light. Artwork decorates the walls, adding character to the space.

5 out of 5 average rating, 26 reviews

Your Windham Mtn. Getaway•Private Spa•5 min to Ski

Relax with family & friends at this serene Windham Mountain townhome, with views of the mountains through forest evergreens, sounds of a babbling brook, wood-burning fireplace, new Weber grill, foosball table, and luxurious hot tub, this is the perfect place to apreś & unwind. Convenient location just minutes away from all that Windham and Hunter Mountain has to offer. This cozy upstate home is for those looking to stay close to town but still experience a natural setting in a quiet community.

A cozy bedroom features a spacious bed with a patterned quilt. Bright natural light fills the room through large windows, complemented by soft window treatments. A comfortable chair, wooden dresser, and wall-mounted television add to the inviting space's functionality and warmth.

4.88 out of 5 average rating, 160 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.

A cozy living area is furnished with a plush sofa and an armchair, complemented by a round coffee table. Large windows offer expansive mountain views, while soft lighting from a chandelier creates a warm ambiance. A bookshelf with decorative items enhances the inviting space.

5 out of 5 average rating, 40 reviews

Mountain View Condo • Windham

This cozy-chic condo is our love letter to Windham. We re-built this space with heart, laughter, and far too many trips to the hardware store. Every detail has been crafted with care—we hope it brings you as much joy as it brings us. With 2 bedrooms, a queen pull-out, stunning mountain views, and everything you need for a comfortable stay, its the perfect home base in the Great Northern Catskills. Just 5mins to Windham and 10mins to Hunter—come to relax, explore, and make your own memories.

4.75 out of 5 average rating, 12 reviews

Ski Chalet | Windham Mtn Village | Hot Tub & Views

Wake up to mountain views and unwind under the stars in your private hot tub — your perfect Windham escape! This 3BR/2BA townhome is just steps from Windham Mountain Club, ideal for skiing, hiking, biking, and year-round adventure. Relax by the wood-burning fireplace, sip coffee on the deck, or enjoy the heated indoor pool and tennis courts. Family- and pet-friendly, with easy access to trails, shops, and restaurants — Aisling House is your cozy Catskills retreat in every season.

A private home is nestled among tall trees, showcasing a spacious deck with outdoor seating. A red chair is visible, along with a table set for four. The exterior features a neutral palette, complemented by a small balcony on the upper level.

4.93 out of 5 average rating, 319 reviews

15 min to Woodstock/Saugerties/Hunter (2 bedroom)

Private 2 bedroom home on a wooded lot. Owner lives on site. I live on one side, the other is your unit. Fully stocked kitchen, bathroom and on site parking. All linens and towels provided. 10 minutes from Woodstock & Saugerties. 100 miles from NYC. Located in the Catskills Private yard with fire-pit and BBQ. If you are looking for a weekend away to enjoy the quiet of the outdoors and close to great restaurants, hiking and swimming holes, this is the place.

The exterior view showcases two townhouse units set against a backdrop of rolling hills and clear blue skies. A sprawling lawn, dotted with trees, provides open green space. Features include a stone pathway leading to the units and a fire pit area visible in the distance.

4.9 out of 5 average rating, 132 reviews

Windham Mountain Village 2 bedroom townhouse

This 2 bedroom, 2 bath Townhouse with loft that sleeps 8 (max 6 adults) is located at the top of Windham Mt Village a very short walking distance from the Windham ski lodge and beginner lifts. Fully equipped kitchen, dining area, living area with fireplace including firewood. TV with cable and free high speed wifi. Outdoor deck with gas grill. Washer and Dryer. 2 parking spots in front. Access to community pool and hot tub when open. Air Conditioning in summer.

A living room features a stone fireplace with a wood-burning fire, complemented by a mounted flat-screen TV above. The hardwood floor adds warmth, while artwork of trees decorates the wall. A comfortable couch invites relaxation next to a stack of firewood.

4.83 out of 5 average rating, 205 reviews

Redwood Retreat in Windham - minutes to Mtn!

True mountain getaway, just 2.5 hours from NYC!! Spacious 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. Amenities include outdoor pool (open from Memorial through Labor Day), pickleball, basketball and tennis courts, as well as a fire pit with Adirondack chairs. Very close to town and the amazing escarpment hiking and Elm Ridge mountain bike trails.

Townhouse in Tannersville

A living area features a stone fireplace with a wooden mantel, complemented by a comfortable grey sectional sofa. A coffee table sits in front of the sofa, while a TV is positioned next to a console. Natural light floods the space through sliding glass doors leading to a deck.

4.94 out of 5 average rating, 160 reviews

Cozy 3BR townhome w/views & smart climate control

Escape the city with this cozy 3-bedroom (including loft), 2-bath Catskills vacation rental with scenic views located only 2 hours away from NYC. You’ll be within 1 mile of Tannersville’s Main Street lined with lots of restaurants and antique shops, 4 miles to Hunter Mountain and 13 miles to Windham Mountain as well as other nearby attractions. Perfect for families or small group of friends.

A serene winter landscape is depicted, featuring densely packed evergreen trees blanketed in fresh snow. The cloud-covered sky casts a soft light over the scene, while distant mountains create a subtle backdrop, enhancing the tranquil nature of the environment.

4.98 out of 5 average rating, 108 reviews

Fully Updated and Centrally Located

Prime location and convenience for all Windham Mountain activities! Fully updated townhouse with safety and comfort in mind. Located minutes from Windham Mountain, this is the premier location for ease of access to town and all activities Windham has to offer. Whether you hit the slopes, mountain bike, or trail hike, this centrally located townhouse helps you make the most of your stay.

Popular amenities for townhouse rentals in Windham

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

The exterior of the condo features a charming combination of green siding and stone accents. Multiple pitched roofs provide architectural interest, while neatly maintained landscaping includes small shrubs and gravel pathways leading to the entrance.

4.83 out of 5 average rating, 12 reviews

Near Hunter and Windham, shuttle, 4 BR 3.5 ba

Townhouse in Tannersville

An outdoor deck area features a sectional seating arrangement and a coffee table. A grill is positioned in one corner, with decorative outdoor rugs enhancing the space. Surrounding greenery adds a natural backdrop, while warm sunlight illuminates the setting.

4.9 out of 5 average rating, 104 reviews

Catskills 4Townhome- A/C, 4miles to Hunter Mtn

A cozy living area features a plaid sofa with decorative pillows and a wooden coffee table. A blue armchair complements the space, while a spiral staircase leads to an upper level. Natural light filters through the window, illuminating the warm colors of the room.

Windham Mountain Getaway!

A swimming pool is viewed with steps leading into the water. In the background, rolling green hills rise, showcasing a mountainous landscape. A red building sits nearby, and a safety buoy is visible on the fencing surrounding the pool area.

4.59 out of 5 average rating, 39 reviews

Spacious Mountainview Townhouse

A bright and airy sunroom features large windows dressed in sheer white curtains. A low, round wooden table sits at the center, surrounded by a soft beige sofa and two matching armchairs, creating a comfortable seating area.

5 out of 5 average rating, 13 reviews

Saugerties Village, 3-min from HITS 2 BR beauty!

The exterior of the two-story apartment is framed by lush greenery and colorful flowering plants. A stone pathway leads to the entrance, while blooming shrubs add vibrant hues to the landscape. Sunlight filters through the trees, enhancing the natural setting.

5 out of 5 average rating, 10 reviews

Lovely Creekside Spacious 2BR

Private room in Port Ewen

Rondout Beautiful

A charming multi-unit building is set against a backdrop of rolling hills and autumn foliage. Vibrant red and yellow leaves are visible among the trees, enhancing the natural scenery. A well-maintained driveway is lined with greenery, inviting guests into the welcoming property.

Townhouse in Hensonville

4.67 out of 5 average rating, 9 reviews

4BR rental close to Hunter & Windham 2.5h from NYC

Townhouse accommodation with a washing machine and dryer

A cozy living area is presented with a dark coffee table and a light-colored sofa adorned with decorative pillows. A lamp provides soft lighting, and a mirror reflects the space. The open kitchen area is visible in the background, showcasing white cabinetry and modern appliances.

4.83 out of 5 average rating, 98 reviews

Ski-In/Ski-Out Townhouse at Hunter Mountain

4.68 out of 5 average rating, 68 reviews

Family friendly townhouse minutes from Hunter Mtn

Townhouse Slopeside 4-5 Min Walk to Ski

An aerial view showcases the Mill House surrounded by vibrant autumn foliage. A winding gravel driveway leads to the home, which is nestled among lush trees. The backyard is partially visible, bordered by greenery, providing a tranquil, natural setting.

4.89 out of 5 average rating, 46 reviews

Sunny 3 BR Getaway in Windham | The Mill House 1

4.93 out of 5 average rating, 41 reviews

A modern kitchen space is highlighted with marble countertops and stainless steel appliances. Two comfortable armchairs are positioned on a soft area rug. Wooden beams are visible along the ceiling, contributing to a cozy ambiance in this open layout.

Townhouse in Lanesville

Cozy Townhouse w/ Fireplaces near Hunter Mtn

A spacious living area is highlighted by a large sectional sofa and a round coffee table. Natural light floods the space through multiple windows, showcasing a stone fireplace with a wooden mantle. A telescope is positioned nearby for scenic views.

4.94 out of 5 average rating, 50 reviews

Secluded and Scenic Large Townhouse

An oversized spa hot tub sits invitingly on a stone patio, surrounded by lush greenery. Outdoor seating, including a dining set and grill, is arranged nearby, offering an ideal space for relaxation and alfresco dining. The backdrop features tall trees and a glimpse of the surrounding landscape.

4.6 out of 5 average rating, 65 reviews

Windham Ridge Chalet

A vibrant red bridge spans a calm river, surrounded by lush greenery. Sunlight filters through the leaves of nearby trees, casting reflections on the water's surface. The scene captures a peaceful moment in nature, with the gentle movement of the water and the serenity of the landscape.

4.99 out of 5 average rating, 69 reviews

Hudson Pearl

Townhouse rentals with a patio

4.93 out of 5 average rating, 14 reviews

An open concept living area features a light-colored sofa adjacent to a round dining table. A minimalist kitchen with wood cabinetry and stainless-steel appliances is visible in the background. Natural light filters through large windows, highlighting the spacious, airy atmosphere.

Townhouse in East Durham

Rabbit Run at Carter Bridge Estate

A spacious living area features a stone fireplace, with firewood stacked nearby. A light-colored sofa is positioned to create a cozy atmosphere. The kitchen is visible in the background, showcasing wooden cabinetry and bar seating. Recessed lighting enhances the welcoming feel of the space.

4.89 out of 5 average rating, 94 reviews

Mountainside Oasis + 2 min from Hunter Mountain!

4.93 out of 5 average rating, 44 reviews

An open living space is highlighted by high ceilings and natural light pouring in through skylights. A gray sofa faces a mounted TV and a stone fireplace, while a round dining table with white chairs is positioned nearby. Large glass doors lead outside.

Townhouse in Elka Park

Families and Friends - Hike, Ski, Dine, Relax!

4.93 out of 5 average rating, 40 reviews

A modern living room is highlighted by a comfortable sectional sofa and a spacious area rug. A wooden coffee table sits in the center, with a wall-mounted flatscreen TV directly across. Large windows provide natural light and views of the outside, complemented by simple decor.

Townhouse in Hensonville

Cozy townhome just minutes from Windham & Hunter

4.95 out of 5 average rating, 65 reviews

A stylish living area showcases a mid-century modern sofa adorned with various textured cushions. Two green armchairs are positioned nearby, facing a coffee table made from natural wood. A floor lamp and a piece of mountain-themed wall art add to the cozy ambiance.

Townhouse in Hensonville

Spacious 2 Bdr. Townhome Minutes from Windham Mtn

The open living area features a stone fireplace as its focal point, surrounded by large windows allowing natural light to fill the space. Comfortable seating arrangements include a plaid sofa, a chair, and a wooden coffee table. Dining chairs are seen nearby, complementing the inviting atmosphere.

4.95 out of 5 average rating, 21 reviews

Windham 17 Townhouse @ Crystal Pond

A spacious living area is illuminated by natural light filtering through skylights and large glass doors. A cozy fireplace is positioned within stone accents, complemented by comfortable seating arrangements. A neutral color palette enhances the calm ambiance, with a coffee table at the center.

4.94 out of 5 average rating, 18 reviews

Misty Windham

The inviting living area features vaulted wood-paneled ceilings and large windows that provide natural light. A gas fireplace is centered against a wooden wall, complemented by a cozy seating arrangement consisting of leather sofas and a coffee table on a light carpet.