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Vacation Rentals in Windham

Find 332 available offers from 7 partners
Windham
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Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

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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Save up to 40%

Best Vacation Home Deals in Windham

House Windham
Jun 24 - Jul 1
-40%
$198
$118 per night
House ∙ 7 guests ∙ 2 bedrooms
Lovely House in Windham with Private Balcony + Mountain View
4.5
"Outstanding" (36 ratings)
Windham, Greene County, New York, United States
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House Windham
Jun 10 - Jun 17
-23%
$413
$318 per night
House ∙ 8 guests ∙ 3 bedrooms
Lovely Vacation Home in Windham with Grill + Mountain View
Windham, Greene County, New York, United States
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House Windham
May 27 - Jun 3
-32%
$157
$107 per night
House ∙ 3 guests ∙ 1 bedroom
Vacation Home in Windham + Beautiful View
4.7
"Outstanding" (30 ratings)
Windham, Greene County, New York, United States
Details
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Compare and find a vacation rental meeting your needs among the 332 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.

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Top-Rated Rentals and Accommodations in Windham

House Windham
Jun 24 - Jul 1
$355 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Windham with Yard & Grill
5.0
"Excellent" (5 ratings)
Windham, Greene County, New York, United States
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House Windham
Feb 17 - Feb 24
-50%
$200
$101 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Windham with Grill + Beautiful Views
4.5
"Outstanding" (4 ratings)
Windham, Greene County, New York, United States
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Cabin Windham
Jun 24 - Jul 1
-25%
$415
$312 per night
Cabin ∙ 6 guests ∙ 2 bedrooms
Cabin in Windham with Grill & Yard
5.0
"Excellent" (2 ratings)
Windham, Greene County, New York, United States
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Recommended Vacation Rentals in Windham

Find your perfect vacation rental in Windham: from $107 per night

House Windham
Jun 5 - Jun 12
-50%
$250
$125 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Windham with Wood-Burning Fireplace
4.8
"Excellent" (52 ratings)
Windham, Greene County, New York, United States
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House Windham
Aug 5 - Aug 12
$157 per night
House ∙ 6 guests ∙ 2 bedrooms
Lovely House in Windham with Grill & Yard
4.8
"Excellent" (53 ratings)
Windham, Greene County, New York, United States
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House Windham
Aug 26 - Sep 2
$298 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Windham with Free Parking + Mountain Views
5.0
"Excellent" (33 ratings)
Windham, Greene County, New York, United States
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House Windham
Aug 5 - Aug 12
$762 per night
House ∙ 12 guests ∙ 4 bedrooms
Wonderful House in Windham with Large Fireplace + Unbeatable Views
5.0
"Excellent" (7 ratings)
Windham, Greene County, New York, United States
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House Windham
Jun 2 - Jun 9
-72%
$517
$147 per night
House ∙ 8 guests ∙ 3 bedrooms
Wonderful Vacation Home in Hensonville with Yard & Grill
5.0
"Excellent" (2 ratings)
Windham, Greene County, New York, United States
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House Windham
Mar 2 - Mar 9
$1,487 per night
House ∙ 12 guests ∙ 5 bedrooms
House in Windham with Indoor Pool
5.0
"Excellent" (23 ratings)
Windham, Greene County, New York, United States
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Cabin Windham
Aug 26 - Sep 2
$436 per night
Cabin ∙ 12 guests ∙ 4 bedrooms
Cabin in Windham with Wood-Burning Fireplace
5.0
"Excellent" (45 ratings)
Windham, Greene County, New York, United States
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House Windham
Jun 2 - Jun 9
-74%
$950
$248 per night
House ∙ 15 guests ∙ 4 bedrooms
Vacation Home in Windham with Grill & Yard
4.9
"Excellent" (42 ratings)
Windham, Greene County, New York, United States
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Apartment Windham
Aug 5 - Aug 12
-40%
$343
$206 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Rental Apartment in Windham with Large Garden + Mountain View
5.0
"Excellent" (1 rating)
Windham, Greene County, New York, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Windham

House Windham
Aug 5 - Aug 12
$158 per night
House ∙ 3 guests ∙ 1 bedroom
Vacation Home in Windham + Beautiful View
4.7
"Outstanding" (30 ratings)
Windham, Greene County, New York, United States
Details
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House Windham
Jun 10 - Jun 17
-26%
$413
$308 per night
House ∙ 8 guests ∙ 3 bedrooms
Lovely Vacation Home in Windham with Grill + Mountain View
Windham, Greene County, New York, United States
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House Windham
Jun 24 - Jul 1
-40%
$198
$118 per night
House ∙ 7 guests ∙ 2 bedrooms
Lovely House in Windham with Private Balcony + Mountain View
4.5
"Outstanding" (36 ratings)
Windham, Greene County, New York, United States
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Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Windham by booking a vacation home with a fireplace.

House Fireplace Windham
Jun 3 - Jun 10
-50%
$251
$125 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Windham with Wood-Burning Fireplace
4.8
"Excellent" (52 ratings)
Windham, Greene County, New York, United States
Fireplace
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House Fireplace Windham
Aug 5 - Aug 12
$158 per night
House ∙ 6 guests ∙ 2 bedrooms
Lovely House in Windham with Grill & Yard
4.8
"Excellent" (53 ratings)
Windham, Greene County, New York, United States
Fireplace
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House Fireplace Windham
Jun 24 - Jul 1
$299 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Windham with Free Parking + Mountain Views
5.0
"Excellent" (33 ratings)
Windham, Greene County, New York, United States
Fireplace
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Windham and book a vacation rental with air conditioning.

House Air conditioning Windham
Jun 24 - Jul 1
$372 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Windham with Yard & Grill
5.0
"Excellent" (70 ratings)
Windham, Greene County, New York, United States
Air conditioning
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Cabin Air conditioning Windham
Aug 26 - Sep 2
$437 per night
Cabin ∙ 12 guests ∙ 4 bedrooms
Cabin in Windham with Wood-Burning Fireplace
5.0
"Excellent" (45 ratings)
Windham, Greene County, New York, United States
Air conditioning
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House Air conditioning Windham
Mar 2 - Mar 9
$1,494 per night
House ∙ 12 guests ∙ 5 bedrooms
House in Windham with Indoor Pool
5.0
"Excellent" (23 ratings)
Windham, Greene County, New York, United States
Air conditioning
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Windham with their own private patios and balconies.

House Balcony Windham
Jun 2 - Jun 9
-74%
$952
$248 per night
House ∙ 15 guests ∙ 4 bedrooms
Vacation Home in Windham with Grill & Yard
4.9
"Excellent" (42 ratings)
Windham, Greene County, New York, United States
Balcony
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House Balcony Windham
Sep 2 - Sep 9
-16%
$158
$133 per night
House ∙ 3 guests ∙ 1 bedroom
Vacation Home in Windham + Beautiful View
4.7
"Outstanding" (30 ratings)
Windham, Greene County, New York, United States
Balcony
Details
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House Balcony Windham
Jun 24 - Jul 1
-41%
$199
$118 per night
House ∙ 7 guests ∙ 2 bedrooms
Lovely House in Windham with Private Balcony + Mountain View
4.5
"Outstanding" (36 ratings)
Windham, Greene County, New York, United States
Balcony
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Popular Rental Amenities in Windham

  • Pets allowed (45)
  • Pool (81)
  • Internet (340)
  • Fireplace (209)
  • Hot tub (14)
  • Kitchen (203)
  • TV (322)
  • Washer (177)
  • No smoking (226)
  • Grill (197)
  • Balcony/Patio (128)
  • Dishwasher (159)

Listed above are the most selected filters in Windham and the number of vacation rentals that include them. Many properties in Windham provide "Pets allowed" or "Pool," which makes it a great vacation spot if you bring your pet everywhere or you want a rental with a pool. Plan your vacation in advance if you want a rental with a yard or you want a rental providing a crib. There are just 195 listed rentals including "Yard" and 20 accommodations including "Crib."

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 $799 (4/27 - 5/4). Opt for a getaway in July (7/29 - 8/5) 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 April, as it comprises the busiest week of the next 12 months (4/27 - 5/4). Conversely, it is in June (6/3 - 6/10) that the highest percentage of rentals are available.

The Weather in Windham

max.
Min.
34°
18°
21 days 21
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36°
18°
19 days 19
max.
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45°
27°
17 days 17
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59°
37°
15 days 15
max.
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72°
50°
17 days 17
max.
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79°
57°
14 days 14
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84°
64°
13 days 13
max.
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82°
61°
11 days 11
max.
Min.
75°
54°
11 days 11
max.
Min.
61°
43°
16 days 16
max.
Min.
50°
30°
15 days 15
max.
Min.
39°
27°
23 days 23
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 18° in Windham in January. The rainiest month is December while the driest month is August.

7-Day Weather Forecast in Windham

Mon, 29 May
71°
57°

0%

14 h

6 mi/h

Tue, 30 May
69°
44°

0%

15 h

4 mi/h

Wed, 31 May
75°
46°

15%

13 h

3 mi/h

Thu, 1 Jun
78°
50°

15%

14 h

3 mi/h

Fri, 2 Jun
82°
59°

15%

14 h

5 mi/h

Sat, 3 Jun
66°
55°

15%

5 h

6 mi/h

Sun, 4 Jun
69°
53°

10%

15 h

4 mi/h

Accommodations for your vacation in Windham

103 of the 332 offers in Windham are house rental. They account for more than half of the property types in this destination (56.28%). Additionally, the average size of house rental in Windham is 314 m² with an average price of $911 per night. Furthermore, this specific type of residence is the perfect choice for large groups, as most of the house rental can host 10 guests. You can also compare other property types in Windham. Bed & Breakfast are, for example, another typical type of accommodation in this destination, with 31 offers to compare. Bed & Breakfast in Windham are 21 m² on average, with average prices of $213 a night.
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.

Information about vacation rentals in Windham

🏡 Vacation rentals 332 properties
💳 Possible discounts up to 40%
🌙 Nightly prices starting at $101
⭐ Popular amenities Pets allowed, Pool and Internet
🏊 Vacation rentals with pools 81 properties

Frequently Asked Questions

What is the typical nightly price for a vacation home in Windham?

The average accommodation in Windham is priced at $101 per night. If you are looking for a house rental, the nightly price is $911 on average. A bed & breakfast Windham will cost on average $213 per night.

How many vacation rentals are available to book in Windham?

Currently there are 332 vacation homes from 7 providers in Windham.

What amenities are most popular for vacation homes in Windham?

Usually travelers look for Pool, Pets allowed, and Internet when booking a vacation rental in Windham.

How many vacation rentals with pools are in Windham?

There are 81 rentals across 7 providers in Windham.

Are pets allowed in vacation rentals in Windham?

If traveling with a pet in Windham, 0% of rentals are pet-friendly.

What's the best time of year to travel to Windham?

Windham has its warmest time of year in July and August, with average nightly prices around $101.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Windham TripAdvisor Vacation Rentals in Windham Vrbo Vacation Rentals in Windham VacationRentals.com Vacation Rentals in Windham HouseTrip Vacation Rentals in Windham FlipKey Vacation Rentals in Windham Homestay.com Vacation Rentals in Windham Only-apartments Vacation Rentals in Windham Interhome Vacation Rentals in Windham Novasol Vacation Rentals in Windham HomeEscape Vacation Rentals in Windham

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