Are there townhouse rentals with a dedicated workspace in Windham?

Yes! Work meets play with ease at over 10 townhouse rentals in Windham featuring dedicated workspaces. Stay connected and productive in your home away from home.

How much does it cost to stay in townhouse rentals in Windham?

Experience the best of Windham with our townhouse rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Are there Windham condo rentals on Airbnb with pools?

Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Windham, available on Airbnb. Make a splash and soak up the sun in style!

Do house rentals in Windham have self check-in?

Absolutely! We offer over 50 house rentals with self check-in in Windham. Enjoy a tailored experience with all the comforts you desire.

Do apartment rentals in Windham have wifi?

Absolutely! We offer over 10 apartment rentals with wifi in Windham. Enjoy a tailored experience with all the comforts you desire.

Do cabin rentals in Windham have a bbq area?

Absolutely! We offer over 10 cabin rentals with a bbq area in Windham. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Windham have a gym?

Absolutely! We offer over 10 house rentals with a gym in Windham. Enjoy a tailored experience with all the comforts you desire.

Are there pet-friendly house rentals in Windham?

Four-legged friends are welcome in Windham. Choose from more than 20 house rentals for guests traveling with pets.

Are there family-friendly townhouse rentals in Windham?

Windham has more than 20 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

What are the most popular amenities for Cabin Rentals in Windham?

Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Windham vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Windham

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

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Superhost

Home in Windham

4.88 out of 5 average rating, 129 reviews

Live the Slow Life at an All-Season Mountain Escape

A private, spacious 4 bedroom house located in the Catskills Mountain, in the Town of Windham, NY just 2 hours from New York City. Perfectly suited for all 4 seasons. Minutes away from Windham Mountain Resort, the Northeast’s year-round outdoor lifestyle destination and about 20 minutes to Hunter Mountains. Wake up to breathtaking views of the mountains all year-round from large windows. Four bedrooms: 2 with queen size beds; 1 with bunk bed (twin and full size bed at the bottom) and 1 with two single beds. Five Star Cottage comfortably sleeps 8 to 9 guests. The main floor has a open floor plan, multiple large skylights and views of Windham Mountains. Cozy living room with wood burning fireplace, Smart TV with WiFi plus dining area with table that seats 6 and opens up to accommodate 10. Full kitchen with upgraded stainless steel appliances. A bedroom with 2 single beds. Also, a half bath and spa room are located in the main floor. Large deck with seating and gas grill to enjoy life outdoors. The top floor have 2 bedrooms (one with a private balcony), a full bath with tub and shower. Catwalk overlooking the living room on the main floor. The lower level is home to one bedroom with a queen size bed, a full bathroom with shower and tub plus a beautiful den with a large sectional sofa, Smart TV with WiFi and multiple board games. Plus, laundry room with new washer and dryer. Walk out into the yard from lower level and enjoy life outdoors. Guests will have full access at Five Star Cottage which includes 4 bedrooms, 2.5 bathrooms, full kitchen with pots, pans and utensils, family room, two TV's with WiFi, den, laundry room with washer and dryer, spa room with hot tub, private balcony, large deck and 2-acres of land. Please contact me for instructions to get access to the house. The cottage is within minutes of Windham Mountain, the closest ski resort to NYC. Hiking trails and golf courses are nearby, as are places to go mountain biking and horseback riding. Nearby Windham Path is a family-friendly spot for novice hikers. The best way to get around is by car.

Guest favorite

Cabin in Durham

4.91 out of 5 average rating, 181 reviews

Coziest Catskills Cabin new huge trex deck+hottub

Please read entire listing before submitting inquiries/booking requests. New oversized 'Trex' back deck and new hot tub June 2024. New Bike and ski storage area/workshop! Welcome to our personal Catskills retreat! Completely private & set on an acre overlooking the Hudson Valley. Perfect for a romantic retreat, ski, fall or summer trip with friends or family. Only 2 hours from the GWB in NYC &10 mins from Ski Windham. Professionally cleaned before every stay; prop manager lives minutes away.

Superhost

Home in Hunter

4.73 out of 5 average rating, 51 reviews

HUNTER MOUNTAIN HOUSE- IRISH ALPS

Relaxing cosy cabin in the Catskills , Full private house + large yard 2 smart TVs Beautiful views of Hunter Mountain from the backyard. Fire pit area with Adirondack chairs Large deck with BBQ and dining table outdoor lights Childrens ninja line/swings 7 person hot tub -fee applies 2 minute drive to hunter ski mountian 15 minutes to windham mountian ski and snow tubin Kaaterskill Falls and other well known hiking trails within a minutes drive Many restaurants/bars and shops close by

Superhost

Rental unit in Saugerties

5 out of 5 average rating, 3 reviews

Esopus Creekfront Game Room Family Fire Pit Kayaks

Welcome to Upstate Waterfronts! Whether you're traveling for the Holidays, visiting family, or looking for a restorative Upstate getaway - this Creekside gem has you covered. - 3 bedrooms/ 1 full bathroom - Fully equipped kitchen & high-end amenities - Private creek access - including kayaks/vests/paddles - Stunning creek views - including a water facing balcony - 3,000 Arcade games, 75'' Smart TV, endless board games - High-speed WiFi - Prime location - walkable to town/restaurants/shops/beach

Guest favorite

Home in Lake Katrine

4.95 out of 5 average rating, 109 reviews

Waterfront 3BR Home in Hudson Valley, Catskills

Key Residence Features at a glance; Waterfront on the Esopus Creek, Seasonal Kayaks, Rowboat, Dock (approx. Memorial Day weekend-mid October) large yard. Fully equipped kitchen, cable, wireless internet, washer and dryer. Enclosed porch, deck and patio with propane grill and patio furniture. Paved flat driveway, ramp allowing access to first floor, oversize door to first floor bathroom. Three spacious bedrooms with air conditioners. Convenient location close to thruway exits. No boat launch.

Guest favorite

Townhouse in Windham

4.89 out of 5 average rating, 138 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.

Guest favorite

Home in Athens

4.93 out of 5 average rating, 114 reviews

Lake house, 700 ft waterfront - from every room

Panoramic views from the wrap-around deck offers privacy and 700 feet of lake frontage from this comfortable home. Enjoy the sunrise and sunsets views of the lake from EVERY room. Two kayaks, canoe, paddle board to be enjoyed from its private beach. The great room has full lake view, heated floors and two large decks. This home offers 4 bedrooms, 2 and 1/2 baths, a finished lower level that features game room with private deck, ping pong table, giant Jenga, home gym, and large 55in TV.

Guest favorite

Home in Woodstock

4.92 out of 5 average rating, 453 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

Completely Private w/ Exceptional, Expansive Mountain View, All-Seasons Hot Tub and Sauna. Billiards room, Fireplace, Woodstove, Screen Porch, 300 Vinyl records, Full Kitchen, bathtub and Bidet Surrounded by nature, but 2 miles from center of town. Hiking and creek swimming walking distance This property is for Love. La Dolce Vita. The Love of Friends and Family. The Love of Time. Fall in Love here, with the Land and with One-Another. *No checkins are avail Tgiving,Xmas Day, Easter Sunday

Guest favorite

Condo in Windham

4.88 out of 5 average rating, 165 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.

Superhost

Cottage in Red Hook

4.9 out of 5 average rating, 201 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

Get away from it all to your little slice of paradise. Kayak, swim and rest. Just a hop skip and jump from the city. A blue stone pathways leads to your own private charming cottage overlooking a beautiful spring fed lake with your own private Hot Tub OPEN ALL YEAR ROUND and lake front oasis. Completely surrounded by perennials, and native trees. Lake dock, Hammock and kayaks await you. BE SURE TO SEE OUR OTHER 2 BEDROOM COTTAGE ON THE LAKE - LILY PAD - IF YOUR DATES ARE NOT AVAILABLE.

Guest favorite

Home in Windham

4.95 out of 5 average rating, 20 reviews

“Amazing Mtn & Ski Slope Views “

The highest breathtaking Mtn Views in Windham w ski slope and lake views. This amazing resort like atmosphere includes a 8 person hot tub w 5 acres of tranquility ,3 outdoor firepits , walking pathways through beautiful gardens with a ski lift chair and Adirondack chairs at fire pits also a Japanese style garden with serene lake & Mtn views as well as from every room in the home. Two fireplaces and a lg bar w game rm as well as 2 living rooms w tvs. A 4 min drive to town & 6 min to slopes.

Guest favorite

Cabin in Hunter

4.99 out of 5 average rating, 178 reviews

Lakeside log home with Mtn views (dog friendly)

Tranquil log cabin on lake 10 min from Windham & Hunter Mtns (dog friendly). If you're searching for a peaceful, dog friendly, Catskill Mtn getaway, then look no more! From the moment you enter this charming waterfront log cabin you'll sense it's Zen vibes. The cabin is tastefully decorated with an open floor plan which includes a wood burning stove, Lg kitchen, Lg bathroom with X-Lg sky lit shower, 1 Lg bedroom with Queen size bed looking onto a covered porch and breathtaking views!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Windham vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Windham's top sights

Windham Mountain Resort515 locals recommend

Chicken Run Family Restaurant and Steak House213 locals recommend

The Windham Local129 locals recommend

The Windham Path114 locals recommend

Millrock Restaurant105 locals recommend

Catskill Mountain Country Store - Windham105 locals recommend

Other great vacation rentals in Windham

Guest favorite

Home in Windham

5 out of 5 average rating, 17 reviews

Perfect Mountain Getaway Minutes from Windham!

Superhost

Home in Westerlo

4.74 out of 5 average rating, 84 reviews

Explore the Emerald Isle of the Catskills

Guest favorite

Chalet in Hunter

4.98 out of 5 average rating, 140 reviews

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

Guest favorite

Home in Windham

5 out of 5 average rating, 14 reviews

Luxurious Home & Amazing Views

Guest favorite

Home in Tannersville

4.97 out of 5 average rating, 71 reviews

CottageintheClouds-InVillage,King bed,5m to Hunter

Guest favorite

Home in Athens

5 out of 5 average rating, 11 reviews

Lake house with arcade games

Guest favorite

Cabin in Shandaken

4.99 out of 5 average rating, 101 reviews

A Place Called Home in The Catskill

Superhost

Guesthouse in Windham, Hensonville

4.77 out of 5 average rating, 382 reviews

Windham NY 2 Bedroom Cozy Getaway

Show all

Quick stats about vacation rentals in Windham

Total rentals
160 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
30 properties have a pool

Frequently Asked Questions

Are there townhouse rentals with a dedicated workspace in Windham?
Yes! Work meets play with ease at over 10 townhouse rentals in Windham featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in townhouse rentals in Windham?
Experience the best of Windham with our townhouse rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Windham condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Windham, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Windham have self check-in?
Absolutely! We offer over 50 house rentals with self check-in in Windham. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Windham have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Windham. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Windham have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Windham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Windham have a gym?
Absolutely! We offer over 10 house rentals with a gym in Windham. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Windham?
Four-legged friends are welcome in Windham. Choose from more than 20 house rentals for guests traveling with pets.
Are there family-friendly townhouse rentals in Windham?
Windham has more than 20 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Cabin Rentals in Windham?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Windham vacation rentals

Top-rated vacation rentals in Windham

Home in Windham

Cabin in Durham

Home in Hunter

Rental unit in Saugerties

Home in Lake Katrine

Townhouse in Windham

Home in Athens

Home in Woodstock

Condo in Windham

Cottage in Red Hook

Home in Windham

Cabin in Hunter

Vacation rentals for every style

Chalets

Houses

Hotels

Popular amenities for Windham vacation rentals

Stay near Windham's top sights

Other great vacation rentals in Windham

Home in Windham

Home in Westerlo

Chalet in Hunter

Home in Windham

Home in Tannersville

Home in Athens

Cabin in Shandaken

Guesthouse in Windham, Hensonville

Quick stats about vacation rentals in Windham

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Frequently Asked Questions

Destinations to explore