Vacation Rentals in Windham

Compare 147 available properties from 11 providers
Windham
Anytime
2 guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed & Breakfast
Distance to center
Max. 1 mi
Max. 2 mi
Max. 3 mi
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 31%

Best Vacation Home Deals in Windham

Bed & Breakfast Windham
-31%
Dec 12 - Dec 19
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Windham, Greene County, New York, United States
from $142 $206
HomeToGo
5.0
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Compare and find a vacation rental meeting your needs among the 147 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 $48 per night

House Windham 7
House ∙ 7 guests ∙ 2 bedrooms
Windham, Greene County, New York, United States
from $284
Vrbo
4.9
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House Windham 8
House ∙ 8 guests ∙ 4 bedrooms
Windham, Greene County, New York, United States
from $493
Vrbo
4.9
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House Windham 25
House ∙ 25 guests ∙ 8 bedrooms
Windham, Greene County, New York, United States
from $540
Vrbo
4.5
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House Windham 25
House ∙ 25 guests ∙ 8 bedrooms
Windham, Greene County, New York, United States
from $1,089
Vrbo
5.0
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Vacation Rentals With Fireplaces

House Fireplace Windham
Fireplace
House ∙ 6 guests ∙ 3 bedrooms
Windham, Greene County, New York, United States
from $347
Vrbo
4.8
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House Fireplace Windham
Fireplace
House ∙ 6 guests ∙ 2 bedrooms
Windham, Greene County, New York, United States
from $187
Vrbo
4.8
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House Fireplace Windham
Fireplace
House ∙ 8 guests ∙ 4 bedrooms
Windham, Greene County, New York, United States
from $191
Vrbo
5.0
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Vacation rentals and apartments with air conditioning

Apartment Aircondition Windham
Aircondition
Apartment ∙ 2 guests ∙ 1 bedroom
Windham, Greene County, New York, United States
from $192
Vrbo
4.7
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Apartment Aircondition Windham
Aircondition
Apartment ∙ 3 guests ∙ 1 bedroom
Windham, Greene County, New York, United States
from $77
Vrbo
5.0
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House Aircondition Windham
Aircondition
House ∙ 4 guests ∙ 1 bedroom
Windham, Greene County, New York, United States
from $100
Vrbo
4.8
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Best vacation rentals with a balcony

House Balcony Windham
Balcony
House ∙ 8 guests ∙ 2 bedrooms
Windham, Greene County, New York, United States
from $205
Vrbo
4.9
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House Balcony Windham
Balcony
House ∙ 10 guests ∙ 4 bedrooms
Windham, Greene County, New York, United States
from $865
Vrbo
5.0
View deal
House Balcony Windham
Balcony
House ∙ 11 guests ∙ 4 bedrooms
Windham, Greene County, New York, United States
from $393
Vrbo
4.6
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Popular Rental Amenities in Windham

  • Internet (91)
  • No smoking (88)
  • Parking (88)
  • Kitchen (80)
  • No pets (64)
  • TV (59)
  • Microwave (56)
  • Washer (53)
  • Fireplace (50)
  • Grill (49)
  • Dishwasher (47)
  • Air conditioning (46)

Listed above are the most selected filters in Windham and the number of vacation rentals that include them. Many properties in Windham provide "internet" or "TVs," which makes it a great vacation spot if you need internet access during your vacation or you want to tune out with some TV time. Plan your vacation in advance if you want to sweat it out in a sauna or you need a crib for your baby. There are just 11 listed rentals including "saunas" and 29 accommodations including "cribs."

The Weather in Windham

34°
18°
36°
18°
45°
27°
59°
37°
72°
50°
79°
57°
84°
64°
82°
61°
75°
54°
61°
43°
50°
30°
39°
27°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
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 for your vacation in Windham

68 of the 147 offers in Windham are house rentals. They account for more than half of the property types in this destination (55.28%). Additionally, the average size of house rentals in Windham is 3,560 ft² with an average price of $817 per night. Furthermore, this specific type of residence is the perfect choice for large groups, as most of the house rentals can host 11 guests. You can also compare other property types in Windham. Hotel rooms are, for example, another typical type of accommodation in this destination, with 20 offers to compare. Hotel rooms in Windham are 900 ft² on average, with average prices of $210 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.

Show all 147 properties
What are the best activities for families in Windham?

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.

What are the best nightlife spots in Windham?

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.

Where are the unique attractions in Windham?

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 1,300 providers, including:

Booking.com Vacation Rentals in Windham TripAdvisor Vacation Rentals in Windham Vrbo Vacation Rentals in Windham Airbnb 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 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

Vacation Rentals

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