Best Vacation Rentals in Windham

Top Vacation Rentals in Windham

Plan your perfect getaway with our selection of vacation rentals in Windham. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Windham
The Haüs Windham - Luxury Suites, Hot Tub, Mountain Views!
Hotel
218 New York 296, Windham, NY, NY 12496, USA

Located in Windham, within 7.3 miles of Catskill State Park and 29 miles of Hudson Athens Lighthouse, The Haüs Windham - Luxury Suites, Hot Tub, Mountain Views! has accommodations with a garden and free WiFi throughout the property as well as free private parking for guests who drive. This 5-star hotel provides a spa experience, with its sauna and hot tub. Some accommodations at the property have a patio with a mountain view. At the hotel, the rooms include a balcony. Complete with a private bathroom equipped with a shower and free toiletries, all rooms at The Haüs Windham - Luxury Suites, Hot Tub, Mountain Views! have a flat-screen TV and air conditioning, and selected rooms also feature a terrace. The rooms will provide guests with a fridge. Guests at the accommodation will be able to enjoy activities in and around Windham, like skiing and cycling. Hunter Mountain is 9 miles from The Haüs Windham - Luxury Suites, Hot Tub, Mountain Views!. Albany International Airport is 63 miles from the property.

Guest Reviews:

- "Awesome friends weekend with full comfort and great jacuzzi" - "Romantic getaway in the Catskills" - "Amazing weekend getaway! Highly reccomend!" - "Don't judge a book by its cover!" - "Very relaxing definitely recommend" - "Amazing stay! Highly reccomend!" - "A peaceful glass cabin in the mountains with a private hot tub and total silence — the perfect one-night escape." - "It was a realy great spot would stay their again and again"

Vacation Rentals in Windham
Winwood Condominiums by Windham Mountain Club
Hotel
5220 NY-23, Windham, NY, 12496, USA

Family-friendly ski hotel with a seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club offers a convenient ski shuttle service; those who skip the slopes can take advantage of ski passes and complimentary wireless internet access.
Winwood Condominiums by Windham Mountain Club offers 48 accommodations with blackout drapes/curtains. This Windham hotel provides complimentary wireless Internet access. Housekeeping is provided daily.
Recreational amenities at the hotel include a seasonal outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Very nice place" - "Clean and comfortable with all the kitchen amenities and beautiful grounds." - "The comfy bed was my favorite part. After dancing at a wedding all night, I got into bed and didn’t wanna move. It was the most comfortable bed I’ve ever slept in. " - "Great rooms and amazingly warm pool..Awesome stay!!" - "We stayed in a condo on this property with two teenagers. It had two bedrooms and two bathrooms which was ideal. It was quite comfortable and spacious. Would definitely stay here again!"

Vacation Rentals in Windham
Georgian Garden
House
5159 New York 23, Windham, NY, NY 12496, USA

Featuring garden views, Georgian Garden in Windham provides accommodations, a garden, and a shared lounge. This property offers access to a terrace, free private parking, and free Wifi. The guest house offers a sauna and a shared kitchen. At the guest house, every unit is equipped with a outdoor furniture, a flat-screen TV, a private bathroom, bed linen, and towels. The guest house features some units with mountain views, and all units are equipped with a patio. The rooms are equipped with heating facilities. A selection of options including warm dishes and pancakes are available for the American breakfast. Guests at the guest house will be able to enjoy activities in and around Windham, like hiking. Skiing, cycling, and fishing are possible within the area, and Georgian Garden offers ski storage space. Catskill State Park is 8.2 miles from the accommodation, while Hudson Athens Lighthouse is 28 miles from the property. Albany International Airport is 62 miles away.

Amenities:

View • Fireplace/Heating • Guest Services • Parking • Air Conditioner • Entertainment • Tv • Skiing • Sports/Activities • Other • Wellness Facilities • Internet

Vacation Rentals in Windham
Albergo Allegria Hotel & Breakfast Restaurant
Bed & Breakfast
43 State Route 296, Windham, NY, 12496, USA

Victorian bed & breakfast in Windham with free parking
A restaurant, a microwave in a common area, and a refrigerator in a common area are available at this smoke-free bed & breakfast. Free WiFi in public areas and free self parking are also provided. Additionally, a business center, a meeting room, and concierge services are onsite.
Housekeeping is available on request.
Albergo Allegria Hotel & Breakfast Restaurant offers 21 air-conditioned accommodations with DVD players and complimentary bottled water. Each accommodation is individually furnished and decorated. Beds feature down comforters and premium bedding. 55-inch flat-screen televisions come with cable channels. Bathrooms include complimentary toiletries and hair dryers.

This Windham bed & breakfast provides complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs. Additionally, rooms include irons/ironing boards and ceiling fans. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. Housekeeping is provided daily.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The property is beautiful, clean and cozy." - "It was a quaint and pleasant place. The breakfast was outstanding! " - "Nice room, comfortable bed, nice downstairs sitting areas, fantastic breakfast and staff!!" - "Great owners operators Great bed Wonderful breakfast " - "This place was beautiful and I will definitely be back " - "The staff/owners were absolutely wonderful! The hotel is charming and warm with many things we love. The breakfasts were fantastic! We will definitely be returning at a later date with our son and his wife. "

Vacation Rentals in Windham
Redwood Retreat in Windham - minutes to Mtn!
House
44 Quads Way, Windham, NY, NY 12496, USA

Offering a seasonal outdoor swimming pool, Redwood Retreat in Windham - minutes to Mtn! features accommodations in Windham. The air-conditioned accommodation is 7.7 miles from Catskill State Park, and guests can benefit from on-site private parking and complimentary Wifi. Outdoor seating is also available at the vacation home. Offering direct access to a patio, the vacation home consists of 2 bedrooms. Featuring a terrace with garden views, this vacation home also includes a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and a hair dryer. There's also a seating area and a fireplace. A water park is available on-site and skiing can be enjoyed close to Redwood Retreat in Windham - minutes to Mtn!. Hudson Athens Lighthouse is 27 miles from the accommodation, while Hunter Mountain is 10 miles from the property. Albany International Airport is 61 miles away.

Guest Reviews:

- "Great summer weekend hiking spot." - "Very much enjoyed our stay. Communication was good with homeowners and very comfortable" - "Good" - "Decent spot, not great nights of sleep."

Vacation Rentals in Windham
Antique Rose Inn Windham
Bed & Breakfast
326 State Route 296, Windham, NY, 12496, USA

Powdery heaven for skiers, close to Windham Country Club
Start your day at Antique Rose Inn Windham with a complimentary breakfast before a day on the slopes. Additional amenities include ski passes and complimentary wireless internet access.
Antique Rose Inn Windham offers 3 accommodations with slippers and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include separate bathtubs and showers and complimentary toiletries. This Windham bed & breakfast provides complimentary wired and wireless Internet access. Refrigerators and irons/ironing boards can be requested. Housekeeping is provided daily.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The owner or manager was quite accommodating with early checkin for our luggage and let us use her mini refrigerator. She was very friendly and gave us a tour of this 1889 home. She made a delicious breakfast accommodating my gluten and dairy intolerance. The bed and room were totally comfortable! The only drawbacks were sharing the bathroom with the three other rooms making six people using the one bathroom. A water filter is also needed for the brown water."

Vacation Rentals in Windham
Townhouse W Private Deck & Mt View
Apartment
5359 Route 23, Windham, NY, NY 12496

Townhouse W Private Deck & Mt View enjoys a location in Windham, 9 miles from Catskill State Park and 29 miles from Hudson Athens Lighthouse. There's a private entrance at the apartment for the convenience of those who stay. The apartment offers rooms with air conditioning, free private parking, and free Wifi. The apartment provides guests with a balcony, mountain views, a seating area, cable flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and a private bathroom with shower and free toiletries. A microwave, a toaster, and fridge are also featured, as well as a coffee machine. At the apartment complex, each unit comes with bed linen and towels. During the colder months, guests can enjoy winter sports in the surrounding area. Guests can also relax on the sun terrace. Hunter Mountain is 11 miles from Townhouse W Private Deck & Mt View. Albany International Airport is 63 miles away.

Guest Reviews:

- "Perfect location for a stay in a quaint town in the Catskills." - "Great spot in the mountains" - "I would highly recommend this property!" - "We were in the area for a family reunion - the unit met our needs nicely." - "Easy booking process, prompt service, nice location. Plenty of room and comfortable beds. Good value" - "Good"

Vacation Rentals in Windham
Wylder Hotel Windham
Hotel
19 New York 296, Windham, NY, 12496, USA

Hotel in Windham with a seasonal outdoor pool and a coffee shop
This smoke-free hotel features an outdoor pool, a restaurant, and a bar/lounge. Free WiFi in public areas and free self parking are also provided. Other amenities include a coffee shop/cafe, a seasonal outdoor pool, and free use of bicycles.
Wylder Hotel Windham offers 110 air-conditioned accommodations with tablet computers and laptop-compatible safes. Flat-screen televisions are featured in guestrooms.

Bathrooms include bathrobes and hair dryers. Guests can surf the web using the complimentary wireless Internet access. A nightly turndown service is provided and housekeeping is offered daily.


Recreational amenities at the hotel include an outdoor pool and complimentary bicycles.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "My partner and I had a wonderful time here. We were only here for a night and wish we had longer, but will certainly be back next year! The on-site restaurant is excellent. The staff was professional and helpful. The pool was amazing and so were the bikes. It’s a really beautiful property and so peaceful. Book this hotel!" - "Great location and pool!" - "Very pleasant" - "Stayed here for a wedding on-site and it was wonderful all around! Great staff"

Vacation Rentals in Windham
Fantastic 2 family vacation home with EV charger
Ski Chalet
88 Brainard Ridge Road, Windham, NY, NY 12496

Fantastic 2 family vacation home with EV charger is located in Windham, just 10 miles from Catskill State Park and 11 miles from Hunter Mountain. This property offers access to a terrace and free private parking. Outdoor seating is also available at the chalet. With free Wifi, this 4-bedroom chalet provides a satellite flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are provided in the chalet. There's also a seating area and a fireplace. During the colder months, guests can enjoy winter sports in the surrounding area. Albany International Airport is 64 miles away.

Amenities:

Sports/Activities • Security/Safety • Internet • Balcony/Terrace • Other • Parking • Child Friendly

Vacation Rentals in Windham
Beds on Clouds
House
5320 Main Street, Windham, NY, 12496, USA

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a flat-screen TV, as well as a garden and air conditioning. Other amenities include premium bedding, pay movies, towels, and an electric kettle.

Guest Reviews:

- "Loved the quirky decor and the coziness. I slept like the dead when I stayed here. It was awesome." - "Sato & Rebecca were gracious hosts who accommodated us last minute with my little service dog “Number One” The room was absolutely lovely super comfortable beds great bathroom great water pressure in the shower some excellent photographs on the wall from Siegfried and Roy of Las Vegas. The highlight was the gourmet breakfast in the morning I’m still thinking about the amazing omelette fresh fruit and potatoes gratin which were cooked to perfection . If I didn’t know that Sato was an accomplished professional photographer he certainly missed his calling as a gourmet chef. We shared many great conversations with both and I look forward to staying up there again ."

Vacation Rentals in Windham
Windham Ridge Chalet
Apartment
4B French Park Drive, Windham N.Y, Catskills, U.S.A 4B, Windham, NY, NY 12496, USA

10 miles from Catskill State Park in Windham, Windham Ridge Chalet features accommodations with access to spa facilities and wellness packages. Both free Wifi and parking on-site are available at the apartment free of charge. The apartment has an outdoor fireplace and a hot tub. Leading onto a terrace with mountain views, the spacious apartment consists of 3 bedrooms. The air-conditioned apartment also provides a flat-screen TV, a fully equipped kitchen with a dishwasher, a seating area, washing machine, and 2 bathrooms with a walk-in shower, a bidet, and a bath. The property has an outdoor dining area. During warmer months, you can make use of the barbecue facilities and eat on the private patio. During the colder months, guests can enjoy winter sports in the surrounding area. Guests at Windham Ridge Chalet will be able to enjoy activities in and around Windham, like cycling, fishing, and canoeing. Outdoor play equipment is also available at the accommodation, while guests can also relax in the garden. Hudson Athens Lighthouse is 30 miles from Windham Ridge Chalet, while Hunter Mountain is 12 miles away. Albany International Airport is 48 miles from the property.

Amenities:

Spa • Other • Parking • Air Conditioner • Child Friendly • Sports/Activities • Entertainment • Fireplace/Heating • Ev Charge Station • Security/Safety • Balcony/Terrace • Barbecue/Outdoor Cooking

Vacation Rentals in Windham
Georgian Garden Inn
Bed & Breakfast
5159 state route 23, Windham, NY, 12496, USA

Bed & breakfast with free parking, near Windham Mountain Resort
A sauna, a garden, and charcoal grills are available at this smoke-free bed & breakfast. Free WiFi in public areas and free self parking are also provided. Additionally, a picnic area, a lobby fireplace, and multilingual staff assistance are onsite.
Georgian Garden Inn offers 5 accommodations with rice cookers and shared/communal kitchens. Guests can make use of the in-room full-sized refrigerators/freezers and microwaves.

Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers. This Windham bed & breakfast provides complimentary wireless Internet access.


Recreational amenities at the bed & breakfast include a sauna.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "We had a comfortable and lovely stay. The hostesses Viktoria and Irina were very hospitable, friendly and helpful, if you have any questions feel free to ask them. The property has a great location, it is close to the center of Windhem. Our room was clean, comfortable, with beautiful view and excellent internet service. Glad we chose Georgian Garden, highly recommended." - "My kids (12 and 3 y.o.) and I had a wonderful experience at the place. Victoria (the owner) was very attentive to our needs. The place is clean, our room had a gorgeous view of the mountains, there’s plenty of space in the backyard for the kids to play. They even have the access to the creek. Just bring water shoes if you visit in the summer. "

Vacation Rentals in Windham
Walnut Grove
Villa
12295 Route 23, Ashland, NY, NY 12407, USA

Walnut Grove provides a sauna and free private parking, and is within 14 miles of Catskill State Park and 13 miles of Hunter Mountain. A hot tub is available for guests. Outdoor seating is also available at the villa. Leading onto a patio, the air-conditioned villa consists of 1 bedroom. Providing a terrace with mountain views, this villa also provides guests with a cable flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a hot tub and bathrobes. There's also a seating area and a fireplace. Delaware Ulster Railroad is 29 miles from Walnut Grove. Albany International Airport is 55 miles away.

Amenities:

Hot Tub • Air Conditioner • Security/Safety • Child Friendly • Balcony/Terrace • Wellness Facilities • Parking • Pet Friendly

Vacation Rentals in Windham
Hotel Vienna
Hotel
107 State Route 296, Windham, NY, 12496, USA

Hotel with free breakfast, 7-minute walk to Windham Country Club
This smoke-free hotel features an indoor pool, free use of bicycles, and concierge services. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a computer station, express check-out, and tour/ticket assistance.
Housekeeping is available once per stay.
Hotel Vienna offers 30 air-conditioned accommodations with DVD players and complimentary bottled water. Rooms open to balconies or patios. 32-inch flat-screen televisions come with cable channels. Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers.

This Windham hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Housekeeping is offered once per stay and irons/ironing boards can be requested. Housekeeping is provided on a limited basis.


Recreational amenities at the hotel include an indoor pool and complimentary bicycles.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Amazing hotel great staff super clean" - "Very cozy and comfortable environment. The hotel is very clean. Our stay was enjoyable. " - "Convenient location, nice staff and comfortable rooms! One thing to note: there aren’t coffee machines in the hotel rooms (or microwaves). They do offer coffee for free throughout the morning, but if you’re an early riser or night owl, you will need to bring your own! Bathroom in the room was dated, but clean - would return to the property again! "

Vacation Rentals in Windham
Slope Views Luxe Windham Retreat with Hot Tub!
House
Windham, NY, USA

29 miles from Hudson Athens Lighthouse in Windham, Slope Views Luxe Windham Retreat with Hot Tub! offers accommodations with access to a hot tub and spa center. This vacation home is 10 miles from Hunter Mountain. Free Wifi is available throughout the property and Catskill State Park is 8.5 miles away. The air-conditioned vacation home consists of 5 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 3 bathrooms with a hot tub and free toiletries. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. During the colder months, guests can enjoy winter sports in the surrounding area. Albany International Airport is 63 miles from the property.

Amenities:

Fireplace/Heating • Security/Safety • Accessibility • Internet • Parking • Hot Tub • Other • Sports/Activities • Spa • Wellness Facilities • Skiing • Child Friendly

Vacation Rentals in Windham
Cave Mountain Motel
Hotel
10978 STATE RTE 23, Windham, NY, 12496, USA

Motel in Windham with free breakfast and a 24-hour front desk
A 24-hour front desk, a garden, and barbecue grills are available at this smoke-free motel. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a picnic area.
Cave Mountain Motel offers 8 air-conditioned accommodations with complimentary toiletries. Beds feature premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include showers. This Windham motel provides complimentary wireless Internet access. Housekeeping is provided daily.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Loved staying here!!" - "Old school motel but very clean with a few little modern touches like USB charging ports." - "Rustic very rustic but clean right on rt.23. " - "Nice place the beds are comfortable very clean. " - "The room and furniture are very nice. Everything is very clean. A simple motel room very well taken care of. We will certainly check availability next time we are in the Catskills. " - "In the country, great views, hospitality, all good things"

Vacation Rentals in Windham
Lux Windham Getaway - Views & Indoor Heated Pool
House
4 Goff Road, Windham, NY, NY 12496, USA

Featuring a garden, Lux Windham Getaway - Views & Indoor Heated Pool provides accommodations in Windham. This vacation home offers air-conditioned accommodations with a patio. There's a terrace and guests have access to free Wifi, free private parking, and an electric vehicle charging station. Offering a balcony and mountain views, the spacious vacation home includes 5 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 4 bathrooms with a walk-in shower and a bath. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. During the colder months, guests can enjoy winter sports in the surrounding area. The vacation home also features a pool with a view and an indoor pool for guests to relax in. Catskill State Park is 10 miles from Lux Windham Getaway - Views & Indoor Heated Pool, while Hudson Athens Lighthouse is 30 miles away. Albany International Airport is 48 miles from the property.

Amenities:

Pool • Other • Air Conditioner • Oceanfront • Guest Services • Balcony/Terrace • Internet • Security/Safety • Private Pool • Parking • View • Ev Charge Station

Vacation Rentals in Windham
Eastwind Windham
Hotel
5088 NY-23, Windham, NY, 12496, USA

Hotel in Windham with free parking
This smoke-free hotel features a bar/lounge, coffee/tea in a common area, and free self parking. WiFi in public areas is free.
Housekeeping is available on request.
Eastwind Windham offers 26 air-conditioned accommodations with hair dryers. This Windham hotel provides complimentary wireless Internet access, with a speed of 50+ Mbps.

Bathrooms include showers with rainfall showerheads. Business-friendly amenities include desks and desk chairs. Housekeeping is provided on request.

Guest Reviews:

- "Cute, clean and comfortable. Nice property grounds. Easy commute to Windham and Hunter. " - "Awesome hotel in the Catskills!!! Beautiful surroundings, convenient to the town of Windham, ski resorts, and hiking. Hotel room was so nicely decorated and spacious! Bed was super comfortable! Room was impeccably clean!!! Staff was so warm, welcoming, and friendly! The amenities are great—fire pits, barrel saunas in the woods, a bar in the hotel. Highly recommend! "

Vacation Rentals in Windham
Cozy Rustic Bliss Seconds from Windham Mt Resort
House
Windham, NY, USA

Cozy Rustic Bliss Seconds from Windham Mt Resort offers accommodations in Windham, 29 miles from Hudson Athens Lighthouse and 11 miles from Hunter Mountain. The air-conditioned accommodation is 8.8 miles from Catskill State Park. Outdoor seating is also available at the vacation home. With free Wifi, this 5-bedroom vacation home offers a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. During the colder months, guests can enjoy winter sports in the surrounding area. Guests can also relax in the garden. Albany International Airport is 63 miles away.

Amenities:

Child Friendly • Security/Safety • Internet • Laundry • Fireplace/Heating • Air Conditioner • View

Vacation Rentals in Windham
The Haüs Windham
Hotel
218 NY-296, Windham, NY, 12496, USA

Hotel in Windham with free parking
Gas grills, free self parking, and free WiFi in public areas are available at this hotel.
Change of towels is available on request.
The Haüs Windham offers 9 accommodations with coffee/tea makers and designer toiletries. Accommodations have separate sitting areas and are furnished with queen sofa beds. Memory foam beds feature down comforters and premium bedding. Smart televisions come with digital channels.

Bathrooms include showers with hydromassage showerheads, and hair dryers. Guests can surf the web using the complimentary wireless Internet access (speed: 50+ Mbps). Housekeeping is offered daily and change of towels can be requested.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Parking Conveniently Located by Every Property! Furniture is Stylish and Comfortable. Showers are Brilliant aka Jetted! Bedroom Jacuzzi was Deep & Relaxing. Sleep was Amazing in Memory Foam Bed. Kitchen was Supplied Amply: Dishes, Utensils, etc. Beautiful Night Scenery: The Stars!" - "Great property easy instruction, hot tub was full on arrival " - "Had a bit of a musky smell, had sliding glass doors to nice deck, wish they had screens to keep bugs out, other than that nice"

Windham Family Friendly Vacation rentals

Windham Vacation rentals with Parking

Windham Vacation rentals with Entertainment

Windham Pet Friendly Vacation rentals

Windham Vacation rentals with Spa

Windham Vacation rentals with Private Pool

Windham Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Windham – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
The Haüs Windham - Luxury Suites, Hot Tub, Mountain Views! 218 New York 296, Windham, NY, NY 12496, USA 319 5.0 8.1 62 Click here
Winwood Condominiums by Windham Mountain Club 5220 NY-23, Windham, NY, 12496, USA 182 3.0 8.8 343 Click here
Georgian Garden 5159 New York 23, Windham, NY, NY 12496, USA 149 5.0 9.3 20 Click here
Albergo Allegria Hotel & Breakfast Restaurant 43 State Route 296, Windham, NY, 12496, USA 168 3.0 9.6 270 Click here
Redwood Retreat in Windham - minutes to Mtn! 44 Quads Way, Windham, NY, NY 12496, USA 301 4.0 9.3 16 Click here
Antique Rose Inn Windham 326 State Route 296, Windham, NY, 12496, USA 145 3.0 9.0 124 Click here
Townhouse W Private Deck & Mt View 5359 Route 23, Windham, NY, NY 12496 180 4.0 8.0 8 Click here
Wylder Hotel Windham 19 New York 296, Windham, NY, 12496, USA 272 3.0 8.8 81 Click here
Fantastic 2 family vacation home with EV charger 88 Brainard Ridge Road, Windham, NY, NY 12496 675 4.0 10.0 2 Click here
Beds on Clouds 5320 Main Street, Windham, NY, 12496, USA 222 3.0 7.4 68 Click here
Windham Ridge Chalet 4B French Park Drive, Windham N.Y, Catskills, U.S.A 4B, Windham, NY, NY 12496, USA 186 4.0 10.0 1 Click here
Georgian Garden Inn 5159 state route 23, Windham, NY, 12496, USA 247 3.0 9.0 28 Click here
Walnut Grove 12295 Route 23, Ashland, NY, NY 12407, USA 222 4.0 1 Click here
Hotel Vienna 107 State Route 296, Windham, NY, 12496, USA 120 2.0 9.4 702 Click here
Slope Views Luxe Windham Retreat with Hot Tub! Windham, NY, USA 647 4.0 1 Click here
Cave Mountain Motel 10978 STATE RTE 23, Windham, NY, 12496, USA 150 2.0 9.4 127 Click here
Lux Windham Getaway - Views & Indoor Heated Pool 4 Goff Road, Windham, NY, NY 12496, USA 999 4.0 1 Click here
Eastwind Windham 5088 NY-23, Windham, NY, 12496, USA 214 2.0 9.2 67 Click here
Cozy Rustic Bliss Seconds from Windham Mt Resort Windham, NY, USA 1062 4.0 1 Click here
The Haüs Windham 218 NY-296, Windham, NY, 12496, USA 238 2.0 8.6 17 Click here

Note: The prices for each Vacation-Rentals in Windham do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Windham that include a pool include:

  • Winwood Condominiums by Windham Mountain Club .- Review Count: 343, Rating: 8.8
  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 270, Rating: 9.6
  • Redwood Retreat in Windham - minutes to Mtn!.- Review Count: 16, Rating: 9.3

Vacation rentals in Windham offering shuttle or transport options include:

  • Winwood Condominiums by Windham Mountain Club .- Review Count: 343, Rating: 8.8
  • Beds on Clouds.- Review Count: 68, Rating: 7.4
  • Winwood Condominiums by Windham Mountain Club.- Review Count: 13, Rating: 7.6

These vacation rentals in Windham provide spa or wellness access:

  • Windham Ridge Chalet.- Review Count: 1, Rating: 10.0
  • Georgian Garden Inn.- Review Count: 28, Rating: 9.0
  • Slope Views Luxe Windham Retreat with Hot Tub!.- Review Count: 0, Rating: 0.0

Family-friendly vacation rentals in Windham include:

  • The Haüs Windham - Luxury Suites, Hot Tub, Mountain Views!.- Review Count: 62, Rating: 8.1
  • Winwood Condominiums by Windham Mountain Club .- Review Count: 343, Rating: 8.8
  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 270, Rating: 9.6

Pet-friendly vacation rentals in Windham include:

  • The Haüs Windham - Luxury Suites, Hot Tub, Mountain Views!.- Review Count: 62, Rating: 8.1
  • Walnut Grove.- Review Count: 0, Rating: 0.0
  • Alpine 5BR Chalet 6 min Away to SKI.- Review Count: 0, Rating: 0.0

Vacation rentals in Windham that include breakfast options include:

  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 270, Rating: 9.6
  • Antique Rose Inn Windham.- Review Count: 124, Rating: 9.0
  • Wylder Hotel Windham.- Review Count: 81, Rating: 8.8

Vacation rentals in Windham with private or on-site parking include:

  • The Haüs Windham - Luxury Suites, Hot Tub, Mountain Views!.- Review Count: 62, Rating: 8.1
  • Winwood Condominiums by Windham Mountain Club .- Review Count: 343, Rating: 8.8
  • Georgian Garden.- Review Count: 20, Rating: 9.3

Some of the best Vacation Rentals in Windham are:

  • The Haüs Windham - Luxury Suites, Hot Tub, Mountain Views!.- Review Count: 62, Rating: 8.1
  • Georgian Garden.- Review Count: 20, Rating: 9.3
  • Redwood Retreat in Windham - minutes to Mtn!.- Review Count: 16, Rating: 9.3

Some of the popular Vacation Rentals in Windham are:

  • Hotel Vienna.- Review Count: 702, Rating: 9.4
  • Winwood Condominiums by Windham Mountain Club .- Review Count: 343, Rating: 8.8
  • Albergo Allegria Hotel & Breakfast Restaurant.- Review Count: 270, Rating: 9.6