Windham Vacation Rentals

Compare 304 available properties from 19 providers
Windham
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2 guests
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Best Vacation Home Deals in Windham

-46%
e.g. 6/15 - 6/22
House ∙ 6 guests ∙ 2 bedrooms
Windham, Greene County, New York, United States
from $121 $225
Vrbo
4.8
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-26%
e.g. 6/15 - 6/22
Apartment ∙ 7 guests ∙ 2 bedrooms
Windham, Greene County, New York, United States
from $211 $286
Vrbo
4.6
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-20%
e.g. 6/8 - 6/15
Apartment ∙ 4 guests ∙ 1 bedroom
Windham, Greene County, New York, United States
from $166 $209
Vrbo
5.0
View deal

Compare and find a vacation rental meeting your needs among the 303 fantastic options from different vacation rental websites in Windham. HomeToGo immediately shows the best offers by comparing all of the listed vacation rentals in Windham from its various partners.

Recommended Vacation Rentals in Windham

Find your perfect vacation rental in Windham: from $83 per night

House ∙ 2 guests ∙ 1 bedroom
Windham, Greene County, New York, United States
from $161
Vrbo
5.0
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House ∙ 4 guests ∙ 1 bedroom
Windham, Greene County, New York, United States
from $96
Vrbo
5.0
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House ∙ 6 guests ∙ 3 bedrooms
Windham, Greene County, New York, United States
from $244
Vrbo
5.0
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Apartment ∙ 6 guests ∙ 2 bedrooms
Windham, Greene County, New York, United States
from $97
Vrbo
4.5
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Apartment ∙ 6 guests
Windham, Greene County, New York, United States
from $110
Vrbo
4.3
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House ∙ 6 guests ∙ 3 bedrooms
Windham, Greene County, New York, United States
from $251
Vrbo
4.9
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House ∙ 8 guests ∙ 3 bedrooms
Windham, Greene County, New York, United States
from $82
Airbnb
5.0
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Cabin ∙ 5 guests ∙ 1 bedroom
Windham, Greene County, New York, United States
from $78
Airbnb
5.0
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House ∙ 8 guests ∙ 2 bedrooms
Windham, Greene County, New York, United States
from $195
Vrbo
4.9
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 5 guests ∙ 2 bedrooms
Windham, Greene County, New York, United States
from $159
Vrbo
4.4
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Fireplace
House ∙ 9 guests ∙ 2 bedrooms
Windham, Greene County, New York, United States
from $311
Vrbo
4.8
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Fireplace
House ∙ 8 guests ∙ 4 bedrooms
Windham, Greene County, New York, United States
from $179
Airbnb
5.0
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Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 10 guests ∙ 4 bedrooms
Windham, Greene County, New York, United States
from $215
Vrbo
4.8
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Pet-friendly
Apartment ∙ 12 guests ∙ 3 bedrooms
Windham, Greene County, New York, United States
from $230
Airbnb
5.0
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Pet-friendly
Cabin ∙ 10 guests ∙ 5 bedrooms
Windham, Greene County, New York, United States
from $359
Airbnb
5.0
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 14 guests ∙ 6 bedrooms
Windham, Greene County, New York, United States
from $922
Vrbo
4.7
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Fishing
House ∙ 12 guests ∙ 6 bedrooms
Windham, Greene County, New York, United States
from $252
Vrbo
4.3
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Fishing
House ∙ 12 guests ∙ 3 bedrooms
Windham, Greene County, New York, United States
from $325
Vrbo
4.8
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Popular Rental Amenities in Windham

  • TV (291)
  • Kitchen (290)
  • Internet (283)
  • Washer (224)
  • Fireplace (221)
  • Microwave (189)
  • Dishwasher (157)
  • Grill (149)
  • No smoking (132)
  • Parking (125)
  • Yard (117)
  • AC (110)
Listed above are the most selected filters in Windham and the number of vacation rentals that include them. Many properties in Windham provide "TVs" or "internet," which makes it a great vacation spot if you never miss an episode of your favorite show or you can't imagine a vacation without internet. Plan your vacation in advance if you want a rental with a sauna or you enjoy soaking in the hot tub. There are just 13 listed rentals including "saunas" and 21 accommodations including "Jacuzzis."

Price and Availability Index in Windham

Vacation Rental Price Information in Windham

The price graph will give you the nightly price average for the upcoming months of the year. in Windham, prices can go up to $330 (12/21 - 12/28). Opt for a getaway in March (3/21 - 3/28) for optimal savings when heading to Windham.

Rental Availability Information in Windham

Find out the percentage of available rentals in Windham with the graph above. Be careful if you plan to go to Windham in January, as it comprises the busiest week of the next 12 months (1/11 - 1/18). Conversely, it is in September (9/7 - 9/14) that the highest percentage of rentals are available.

The Weather in Windham

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18°
45°
27°
59°
37°
72°
50°
79°
57°
84°
64°
82°
61°
75°
54°
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43°
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30°
39°
27°
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July
Aug.
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Oct.
Nov.
Dec.
- Rainy days

You can see our climate diagram above. The highest average temperatures are in the month of July. However, temperatures can go lower than 17° in Windham in January. The rainiest month is December while the driest month is August.

Accommodations in Windham

198 of the 303 offers in Windham are house rentals. They account for more than half of the property types in this destination (58.93%). Additionally, the average size of house rentals in Windham is 2,460 ft² with an average price of $466 per night. Furthermore, this specific type of residence is the perfect choice for large groups, as most of the house rentals can host 10 guests. You can also compare other property types in Windham. Apartment rentals are, for example, another typical type of accommodation in this destination, with 50 offers to compare. Apartment rentals in Windham are 1,210 ft² on average, with average prices of $249 a night.

Windham vacation rentals a gateway to outdoor adventure and more

Cozy cabins and mountain chalets provide the warmth, modern rustic charm and relaxing atmosphere that travelers want to come back to after a long day at play. Decompress in an house with a private hot tub, or stare out the windows of your mountain view vacation home as you plot your next excursion.

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Family Activities

Fun for kids of all ages

If you are looking for something more sporting, mountain biking, zip-lines, go carts, huge trampolines, a free skate park as well as golf courses are all within easy reach of Windham. In the summer visitors enjoy the nearby water park or, during winter, you can slide down the snow tubes at the local mountain resorts.

Nightlife

Nightlife in and around Windham

There is plenty to do after a hard day at play. Family-friendly restaurants provide dinner options for all. For nights without the kids, local taverns, pubs and bars have something for everyone. Poker, pool, DJs, karaoke and quizzes are there to make nights as fun as the days.

Local Attractions

Outdoor and indoor fun for every season

Heavy average snowfalls provide vacationers with ample opportunities to enjoy winter sports. Convenient for skiers and snowboarders looking to hit the slopes there are two mountain resorts within 15 minutes of the area which are comparable to the best the northeast region has to offer.

Many snowshoe and cross country ski trails are available nearby. These activities are a nice way to experience something new and they are worth the effort in order to take in scenic snow-covered mountains and lakes.

In spring and autumn surround your senses with nature on wilderness trails that wend through hemlock, balsam fir and hardwood forests. If you keep a watchful eye you may catch a glimpse of various wildlife including beaver, deer and turkey. More challenging treks are rewarded with sights such as the Kaaterskill Falls and Point Lookout which overlooks 5 states.

We compare more than 600 providers, including:

Booking.com Vacation Rentals in Windham Vrbo Vacation Rentals in Windham HomeAway Vacation Rentals in Windham Airbnb Vacation Rentals in Windham TripAdvisor Vacation Rentals in Windham VacationRentals.com Vacation Rentals in Windham HouseTrip Vacation Rentals in Windham FlipKey Vacation Rentals in Windham 9flats.com Vacation Rentals in Windham VaycayHero Vacation Rentals in Windham PerfectPlaces.com Vacation Rentals in Windham Homestay.com Vacation Rentals in Windham Only-apartments Vacation Rentals in Windham Interhome Vacation Rentals in Windham Bedycasa Vacation Rentals in Windham Novasol Vacation Rentals in Windham HomeEscape Vacation Rentals in Windham

Vacation Destinations Near Windham

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