Townhome holiday rentals in Windham

4.91 out of 5 average rating, 170 reviews

A comfortable living area features a stone fireplace and large windows, allowing for ample natural light and views of the outdoors. A sectional sofa and a coffee table provide seating, while a ceiling fan circulates air. Decorative accents include vibrant cushions and wall art.

Townhouse in Hunter

Mountain Views with a Cozy Fireplace In Townhome

Summer is here—Classic Townhome w/ Timeless Charm. Superhost Centrally located, spacious retreat blending clean contemporary style with classic comfort and stunning mountain views, hosted by Super host & NY native. Just a 2-min drive or 15-min walk to Hunter Mtn. Hike, bike, BBQ, and unwind or cozy up by two stone fireplaces or the outdoor fire pit. Steps from the boutique Scribner Lodge local dining. Bedrooms include A/C for summer. Perfect for a family escape or a relaxed getaway with friends.

Superhost

The spacious outdoor area features a wooden deck surrounded by greenery and garden beds. A long dining table with several chairs provides a gathering space, while a cozy seating area enhances the inviting atmosphere. Trees offer shade, creating a pleasant spot for relaxation.

4.85 out of 5 average rating, 128 reviews

1BR Hudson Apt, 3Min Walk To Warren St For Two

Welcome to La Maison in Hudson, a labor of love from our family! This charming townhouse is your ideal retreat for relaxation or adventure with friends. Apartment #1, our cozy ground-floor unit, features direct access to the garden, porch, and private parking. Every detail has been thoughtfully curated from our home & local thrift stores, ensuring a warm & inviting stay. Experience the charm of La Maison! Warren St: 3-min walk Train station: 15-min walk Olana: 8-min drive Art OMI: 15-min drive

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, 164 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, 44 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.

4.93 out of 5 average rating, 127 reviews

Red Fox Townhouse Alpine Hot Tub & Miniature Golf

Red FoxTownhouse & Spa Hot Tub Miniature Golf Course clubs & balls provided 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 Walking distance to the Chicken Run Restaurant & Bar The homeowners reside on premise

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, 135 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 usually summer and winter. Air Conditioning in summer.

A living room is presented with a rustic brick fireplace as a focal point, featuring a wall-mounted television above. A cozy chair sits to the side, accompanied by a potted plant. Textured wall art adds visual interest to the light-colored walls.

4.93 out of 5 average rating, 110 reviews

BRAND NEW Renovation in the Heart of Hudson, NY!

Escape to "Happiest in Hudson"! Less than a minute walk off Hudson's bustling downtown Warren Street, this brand new renovation features: 4 bedrooms, 2.5 bathrooms, large kitchen, living/dining room, laundry, an office and a brand new sprawling back deck. The house is conveniently located to Amtrak Hudson Train Station, or alternatively a 2 hour drive from NYC. Centrally located, you’ll be just 40 mins from both the Catskills and the Berkshires. Check us out on Instagram: @happiestinhudson

A modern living area is illustrated with a cozy, gold-accented sofa draped with a light blanket. A floor lamp provides soft lighting beside a small table adorned with books and a vase of flowers. Soft curtains frame a window, allowing natural light to fill the space.

4.99 out of 5 average rating, 124 reviews

Elegant Townhouse + 3 Ensuite Baths + Central

3-bedroom new and modern townhouse centrally located with en suite baths in every bedroom (walk-in showers, soaking tub) and a powder room on main floor; chef's kitchen (induction cooktop, convection and speed ovens, built-in refrigerator with ice maker, dishwasher, wine cooler); two living rooms, one with smart tv; silent split-unit heating and cooling; washer/dryer; off-street parking; private decks; garden + grill in back; high speed internet; built-in desks in every bedroom.

4.93 out of 5 average rating, 319 reviews

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.

Townhouse in Saugerties

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.

Superhost

The outdoor pool is surrounded by a fenced area with lounge chairs positioned around its perimeter. Lush greenery and trees provide a natural backdrop, with a shaded umbrella nearby. A storage shed is visible in the background, adding to the functional outdoor space.

4.84 out of 5 average rating, 207 reviews

Redwood Retreat in Windham - Pool! Tennis!

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.

The kitchen features a cozy layout with a farmhouse sink, marble countertops, and a rustic wooden table. Pendant lights hang from the ceiling, and vintage cookware is displayed on the wall, complemented by artwork and warm-toned accents.

4.93 out of 5 average rating, 149 reviews

Bespoke + Luxe Designer Rental in Hudson NY

Welcome to This Old Hudson’s Maison! This spacious, light-filled rental has been tastefully renovated by Zio and Sons with vintage charm and artful details. The luxuriant, timeless design combines comfort, convenience, and elegance. A quick walk to Warren Street offers the finest eateries, art galleries, and antique stores the valley has to offer. We take pride in our exceptional hospitality with this authentic rental experience.

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, 162 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.

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

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.

5 out of 5 average rating, 10 reviews

Windham Mountain Getaway!

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.

Townhouse in Saugerties

Lovely Creekside Spacious 2BR

The exterior of the home features a combination of wooden and stucco elements, with large windows allowing natural light. A covered entrance is highlighted by a sturdy wooden beam. A garage door is visible, along with landscaped greenery that complements the entrance.

5 out of 5 average rating, 17 reviews

On the Mountain-Short Walk to Trail

A dining area features a wooden table surrounded by matching chairs. Bar stools are positioned at a counter adjacent to a kitchen equipped with modern appliances. Natural light highlights the warm wood tones and inviting space.

4.96 out of 5 average rating, 28 reviews

Windham Townhouse. Base of Mountain

A modern living area showcases a large flat-screen television mounted above a sleek fireplace. A sectional sofa is arranged around a low coffee table, complemented by a warm throw blanket. Large windows allow natural light to fill the space, with views of the surrounding landscape.

Townhouse in Hensonville

Townhouse in Windham

A stone fireplace features a cozy fire crackling inside. Above, decorative lanterns and small gnomes create a charming display. Soft string lights enhance the ambiance, while a basket of firewood waits nearby. The kitchen area can be glimpsed in the background.

4.95 out of 5 average rating, 62 reviews

Windham Twnhse-"Make Memories" Free Mtn shuttle

5 out of 5 average rating, 27 reviews

Cozy Townhouse-Only minutes to Ski/Hike/Golf/Town

Townhouse accommodation with a washing machine and dryer

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!

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

4.99 out of 5 average rating, 70 reviews

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.

Townhouse in Saugerties

Hudson Pearl

4.88 out of 5 average rating, 66 reviews

The living area features a spacious sectional sofa adorned with colorful throw pillows. A wooden coffee table sits in the center, complemented by an area rug. Large sliding doors allow natural light to fill the room, revealing views of the outdoor patio.

Townhouse in Hensonville

Cozy getaway at a bright modern townhouse

5 out of 5 average rating, 63 reviews

The exterior of the townhouse is featured with a mix of red and stone finishes, complemented by green trim. A tall stone chimney rises alongside multiple balconies on the second and third floors. Lush greenery and landscaped pathways enhance the inviting surroundings.

Townhouse in Hunter

Massive LUX 3BR Ski ON/OFF Condo on MTN.Sleeps 12!

Townhouse in Tannersville

The living room displays a spacious sofa adorned with colorful cushions, accompanied by a circular coffee table. A wall-mounted TV is visible, and a fireplace adds warmth to the space. Light green walls reflect a soothing atmosphere, while soft carpeting enhances comfort underfoot.

4.93 out of 5 average rating, 55 reviews

Cozy Townhouse Near Hunter Mountain

5 out of 5 average rating, 16 reviews

Townhouse in Freehold

Beaver Lodge at Carter Bridge Estate

A spacious balcony is shown with two white adirondack chairs facing a lush green landscape. The view includes rolling hills and a pond, illuminated by soft natural light. A glimpse of a table is also visible, enhancing the outdoor seating area.

4.85 out of 5 average rating, 95 reviews

5 min to mtn. Chic condo internet & mtn views

Townhouse rentals with a patio

4.89 out of 5 average rating, 100 reviews

An outdoor swimming pool is surrounded by a fenced area, featuring clear blue water that reflects the sky. Lush green mountains provide a scenic backdrop, while nearby buildings indicate a residential complex. The pool deck, with its tiled edge, offers ample space for relaxation.

Townhouse in Hunter

Mountainside Oasis + 2 min from Hunter Mountain!

4.96 out of 5 average rating, 70 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

5 out of 5 average rating, 7 reviews

Stylish Catskills Escape w/ Tennis, Hot Tub & Pool

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.

4.78 out of 5 average rating, 18 reviews

EV charger - moments to slopes!

5 out of 5 average rating, 27 reviews

Townhouse in Acra

Panoramic 5-State Views • Charming 1850s Bungalow!

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.