Vacation Rentals in Windham - HomeToGo base64Hash Vacation Rentals in Windham - HomeToGo

Vacation Rentals in Windham

Find 403 available offers from 7 partners
Windham
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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.

Compare and find a vacation rental meeting your needs among the 403 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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Best Vacation Home Deals in Windham

Save up to 59%

House Windham
Nov 2 - Nov 9
-59%
$264
$108 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Windham with Wood-Burning Fireplace

4.8
Outstanding (53 ratings)
Windham, Greene County, New York, United States
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House Windham
Dec 23 - Dec 30
-21%
$158
$125 per night
House ∙ 3 guests ∙ 1 bedroom

Vacation Home in Windham + Beautiful View

4.7
Excellent (32 ratings)
Windham, Greene County, New York, United States
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Chalet Windham
Jun 29 - Jul 6
-15%
$728
$617 per night
Chalet ∙ 16 guests ∙ 6 bedrooms

Pleasant Chalet in Windham with Yard & Grill + Phenomenal Views

4.9
Outstanding (24 ratings)
Windham, Greene County, New York, United States
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Top-Rated Rentals and Accommodations in Windham

Book Vacation Rental Offers with the Highest User Rating

House Windham
Feb 26 - Mar 4
$372 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Windham with Yard & Grill

5.0
Outstanding (66 ratings)
Windham, Greene County, New York, United States
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House Windham
Nov 23 - Nov 30
$1,022 per night
House ∙ 14 guests ∙ 5 bedrooms

Vacation Home in Windham with Yard & Grill

4.8
Outstanding (24 ratings)
Windham, Greene County, New York, United States
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House Windham
Nov 1 - Nov 8
$383 per night
House ∙ 13 guests ∙ 6 bedrooms

Vacation Home in Windham with Yard

4.8
Outstanding (23 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 $83 per night

House Windham
Aug 31 - Sep 7
$1,756 per night
House ∙ 30 guests ∙ 9 bedrooms

Vacation Home in Windham with Grill & Yard + Mountain Views

5.0
Outstanding (167 ratings)
Windham, Greene County, New York, United States
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House Windham
Nov 1 - Nov 8
$341 per night
House ∙ 8 guests ∙ 3 bedrooms

Wonderful Vacation Home in Windham with Yard & Grill + Great Views

4.8
Outstanding (21 ratings)
Windham, Greene County, New York, United States
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House Windham
Jun 29 - Jul 6
$525 per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Windham with Yard & Grill + Beautiful Views

5.0
Outstanding (6 ratings)
Windham, Greene County, New York, United States
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House Windham
Dec 16 - Dec 23
$703 per night
House ∙ 11 guests ∙ 3 bedrooms

Vacation Home in Windham

5.0
Outstanding (6 ratings)
Windham, Greene County, New York, United States
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House Windham
May 24 - May 31
$902 per night
House ∙ 12 guests ∙ 6 bedrooms

Entire House in Windham with Yard & Grill

5.0
Outstanding (13 ratings)
Windham, Greene County, New York, United States
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Condo Windham
Nov 1 - Nov 8
-38%
$1,286
$800 per night
Condo ∙ 10 guests ∙ 4 bedrooms

Condo in Windham with Grill, Pool & Yard

5.0
Outstanding (30 ratings)
Windham, Greene County, New York, United States
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House Windham
Aug 31 - Sep 7
$562 per night
House ∙ 10 guests ∙ 4 bedrooms

Pleasant House in Windham with Grill, Pool & Yard

4.9
Outstanding (20 ratings)
Windham, Greene County, New York, United States
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House Windham
Aug 31 - Sep 7
$1,586 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Windham with Indoor Pool

5.0
Outstanding (39 ratings)
Windham, Greene County, New York, United States
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House Windham
Nov 1 - Nov 8
-36%
$425
$272 per night
House ∙ 8 guests ∙ 4 bedrooms

Private House in Windham with Grill & Yard

4.9
Outstanding (99 ratings)
Windham, Greene County, New York, United States
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Budget-friendly Vacation Rentals in Windham

Find Fantastic yet Inexpensive Offers

Cabin Windham
May 24 - May 31
-28%
$275
$199 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Cabin in Windham with Free Parking + Mountain Views

5.0
Outstanding (68 ratings)
Windham, Greene County, New York, United States
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House Windham
Aug 31 - Sep 7
-16%
$1,215
$1,016 per night
House ∙ 11 guests ∙ 4 bedrooms

House in Windham with Wood-Burning Fireplace + Unobstructed Views

4.9
Outstanding (39 ratings)
Windham, Greene County, New York, United States
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House Windham
Feb 24 - Mar 2
$861 per night
House ∙ 12 guests ∙ 4 bedrooms

Wonderful House in Windham with Large Fireplace + Unbeatable Views

5.0
Outstanding (12 ratings)
Windham, Greene County, New York, United States
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Windham accommodation with high-speed internet.

House  Windham
Aug 24 - Aug 31
$128 per night
House ∙ 8 guests ∙ 2 bedrooms

Vacation Home in Windham with Grill & Pool

4.9
Outstanding (46 ratings)
Windham, Greene County, New York, United States
Internet
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House  Windham
Nov 23 - Nov 30
$445 per night
House ∙ 15 guests ∙ 4 bedrooms

Vacation Home in Windham with Grill & Yard

4.9
Outstanding (40 ratings)
Windham, Greene County, New York, United States
Internet
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House  Windham
Nov 1 - Nov 8
$549 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Windham with Grill & Yard

5.0
Outstanding (16 ratings)
Windham, Greene County, New York, United States
Internet
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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  Windham
Dec 9 - Dec 16
-26%
$169
$125 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Windham

Windham, Greene County, New York, United States
Fireplace
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House  Windham
Nov 1 - Nov 8
$664 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Windham with Yard & Grill + Golf View

5.0
Outstanding (15 ratings)
Windham, Greene County, New York, United States
Fireplace
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Condo  Windham
Aug 31 - Sep 7
$629 per night
Condo ∙ 10 guests ∙ 4 bedrooms

Wonderful Condo in Windham with Grill, Pool & Yard + Valley Views

4.6
Excellent (15 ratings)
Windham, Greene County, New York, United States
Fireplace
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Windham rental with full kitchen.

House  Windham
Dec 31 - Jan 7
$522 per night
House ∙ 7 guests ∙ 2 bedrooms

Vacation Home in Windham

Windham, Greene County, New York, United States
Kitchen
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House  Windham
Nov 1 - Nov 8
$277 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Windham with Private Patio + Mountain Views

4.0
Very good (1 rating)
Windham, Greene County, New York, United States
Kitchen
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House  Windham
Nov 1 - Nov 8
$629 per night
House ∙ 8 guests ∙ 4 bedrooms

Pleasant House in Windham with Grill, Hot Tub + Mountain Views

5.0
Outstanding (35 ratings)
Windham, Greene County, New York, United States
Kitchen
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Popular Rental Amenities in Windham

  • Pet-friendly (64)
  • Pool (82)
  • WiFi (410)
  • Fireplace (284)
  • Hot tub (16)
  • Kitchen (297)
  • TV (373)
  • Washing machine (192)
  • No smoking (276)
  • Grill (227)
  • Balcony/patio (145)
  • Dishwasher (207)

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 travel with your pet or you're dreaming of days spent poolside. Plan your vacation in advance if you want a rental with a yard or you need a crib for your baby. There are just 209 listed rentals including "Yard" and 27 accommodations including "Crib."

Price and Availability Index in Windham

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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 $696 (5/25 – 6/1). Opt for a getaway in October (10/26 – 11/2) 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 October, as it comprises the busiest week of the next 12 months (10/26 – 11/2). Conversely, it is in December (12/9 – 12/16) that the highest percentage of rentals are available.

The Weather in Windham

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Min.
34°
18°
21 days 21
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36°
18°
19 days 19
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45°
27°
17 days 17
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59°
37°
15 days 15
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72°
50°
17 days 17
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79°
57°
14 days 14
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84°
64°
13 days 13
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82°
61°
11 days 11
max.
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75°
54°
11 days 11
max.
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61°
43°
16 days 16
max.
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50°
30°
15 days 15
max.
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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

Thu, 7 Dec
30°
28°

30%

2 h

4 mi/h

Fri, 8 Dec
46°
35°

10%

4 h

2 mi/h

Sat, 9 Dec
46°
42°

15%

0 h

2 mi/h

Sun, 10 Dec
53°
46°

15%

0 h

11 mi/h

Mon, 11 Dec
33°
32°

10%

3 h

12 mi/h

Tue, 12 Dec
39°
35°

0%

5 h

13 mi/h

Wed, 13 Dec
30°
26°

15%

3 h

8 mi/h

Accommodations for your vacation in Windham

117 of the 403 offers in Windham are house rental. They account for nearly half of the property types in this destination (49.58%). Additionally, the average size of house rental in Windham is 295 m² with an average price of $848 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 and breakfast rental are, for example, another typical type of accommodation in this destination, with 33 offers to compare. Bed and breakfast rental in Windham are 21 m² on average, with average prices of $238 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 available 403 homes
💳 Possible discounts up to 59%
🌙 Nightly prices starting at $108
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 64 homes
🏊 Vacation rentals with pools 82 homes

Frequently Asked Questions

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

The average accommodation in Windham is priced at $108 per night. If you are looking for a house rental, the nightly price is $848 on average. A bed and breakfast rental Windham will cost on average $238 per night.

How many vacation rentals are available to book in Windham?

Currently there are 403 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 82 rentals across 7 providers in Windham.

Are pets allowed in vacation rentals in Windham?

If traveling with a pet in Windham, 16% 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 $108.

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