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

Vacation Rentals in Windham

Find 463 available offers from 14 partners
Windham
Anytime
Guests
Windham
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Windham

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

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 463 properties

Vacation rentals with Wi-Fi

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

House  Windham
May 14 - May 21
-29%
$146
$104 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Windham with Yard, Grill & Patio + Fantastic Views

4.7
Excellent (22 ratings)
Windham, Greene County, New York, United States
Internet
View deal
View deal
House  Windham
Apr 20 - Apr 27
$775 per night
House ∙ 14 guests ∙ 6 bedrooms

Vacation Home in Windham with Patio, Yard & Grill

4.9
Outstanding (106 ratings)
Windham, Greene County, New York, United States
Internet
View deal
View deal
Chalet  Windham
Jul 12 - Jul 19
$1,500 per night
Chalet ∙ 14 guests ∙ 6 bedrooms

Family Friendly Chalet in Windham with Yard, Patio & Grill + Direct Views

5.0
Outstanding (83 ratings)
Windham, Greene County, New York, United States
Internet
View deal
View deal
See all offers

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
May 18 - May 25
-20%
$537
$432 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Windham with Grill, Yard & Patio

5.0
Outstanding (31 ratings)
Windham, Greene County, New York, United States
Kitchen
View deal
View deal
House  Windham
Jun 15 - Jun 22
-24%
$650
$495 per night
House ∙ 17 guests ∙ 5 bedrooms

Vacation Home in Windham with Wood-Burning Fireplace + Mountain Views

4.4
Very good (41 ratings)
Windham, Greene County, New York, United States
Kitchen
View deal
View deal
House  Windham
May 25 - Jun 1
-30%
$551
$386 per night
House ∙ 8 guests ∙ 4 bedrooms

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

5.0
Outstanding (61 ratings)
Windham, Greene County, New York, United States
Kitchen
View deal
View deal
See all offers

Vacation rentals and apartments with air conditioning

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

House  Windham
May 20 - May 27
$1,590 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Windham with Indoor Pool

5.0
Outstanding (35 ratings)
Windham, Greene County, New York, United States
Air conditioning
View deal
View deal
House  Windham
Jul 12 - Jul 19
$348 per night
House ∙ 12 guests ∙ 4 bedrooms

Charming House in Hensonville with Yard, Patio & Grill

5.0
Outstanding (34 ratings)
Windham, Greene County, New York, United States
Air conditioning
View deal
View deal
House  Windham
Jul 12 - Jul 19
$383 per night
House ∙ 13 guests ∙ 6 bedrooms

Vacation Home in Windham with Patio & Yard

4.8
Outstanding (27 ratings)
Windham, Greene County, New York, United States
Air conditioning
View deal
View deal
See all offers

Best Vacation Home Deals in Windham

Save up to 50%

Cottage Windham
May 11 - May 18
-30%
$182
$128 per night
Cottage ∙ 8 guests ∙ 1 bedroom

Nice Cottage in Windham with Grill

5.0
Outstanding (2 ratings)
Windham, Greene County, New York, United States
View deal
View deal
Apartment Windham
Apr 20 - Apr 27
-19%
$333
$270 per night
Apartment ∙ 8 guests ∙ 1 bedroom

Rental Apartment in Windham

5.0
Outstanding (1 rating)
Windham, Greene County, New York, United States
View deal
View deal
House Windham
Jun 7 - Jun 14
-50%
$1,218
$608 per night
House ∙ 12 guests ∙ 6 bedrooms

Entire House in Windham with Yard, Grill & Patio

5.0
Outstanding (18 ratings)
Windham, Greene County, New York, United States
View deal
View deal

Compare and find a vacation rental meeting your needs among the 463 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 $103 per night

House Windham
Jul 12 - Jul 19
$525 per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Windham with Patio, Yard & Grill + Beautiful Views

5.0
Outstanding (7 ratings)
Windham, Greene County, New York, United States
View deal
View deal
House Windham
Jul 27 - Aug 3
$128 per night
House ∙ 8 guests ∙ 2 bedrooms

Vacation Home in Windham with Grill, Patio & Pool

4.9
Outstanding (48 ratings)
Windham, Greene County, New York, United States
View deal
View deal
House Windham
May 18 - May 25
$425 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Windham with Yard, Patio & Grill + Gorgeous Views

5.0
Outstanding (48 ratings)
Windham, Greene County, New York, United States
View deal
View deal
House Windham
May 18 - May 25
$414 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Windham with Yard, Grill & Patio + Panoramic Views

5.0
Outstanding (3 ratings)
Windham, Greene County, New York, United States
View deal
View deal
House Windham
Jul 12 - Jul 19
$372 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Windham with Yard, Grill & Patio

5.0
Outstanding (71 ratings)
Windham, Greene County, New York, United States
View deal
View deal
House Windham
Jul 12 - Jul 19
$1,425 per night
House ∙ 30 guests ∙ 9 bedrooms

Vacation Home in Windham with Grill, Yard & Patio + Mountain Views

5.0
Outstanding (171 ratings)
Windham, Greene County, New York, United States
View deal
View deal
House Windham
May 20 - May 27
$137 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
View deal
View deal
Farmhouse Windham
Jul 20 - Jul 27
$533 per night
Farmhouse ∙ 16 guests ∙ 5 bedrooms

Farm in Windham with Patio, Yard & Grill + Mountain Views

5.0
Outstanding (7 ratings)
Windham, Greene County, New York, United States
View deal
View deal
Chalet Windham
Jul 27 - Aug 3
$617 per night
Chalet ∙ 16 guests ∙ 6 bedrooms

Pleasant Chalet in Windham with Yard, Patio & Grill + Phenomenal Views

5.0
Outstanding (24 ratings)
Windham, Greene County, New York, United States
View deal
View deal
See all offers

Budget-friendly Vacation Rentals in Windham

Find Fantastic yet Inexpensive Offers

Cabin Windham
Jul 12 - Jul 19
$498 per night
Cabin ∙ 12 guests ∙ 4 bedrooms

Cabin in Windham with Wood-Burning Fireplace

5.0
Outstanding (46 ratings)
Windham, Greene County, New York, United States
View deal
View deal
Condo Windham
Jun 29 - Jul 6
$135 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Windham with Pool, Patio & Grill + Scenic View

5.0
Outstanding (6 ratings)
Windham, Greene County, New York, United States
View deal
View deal
Chalet Windham
May 18 - May 25
$390 per night
Chalet ∙ 8 guests ∙ 3 bedrooms

Chalet in Windham with Wood-Burning Fireplace

5.0
Outstanding (20 ratings)
Windham, Greene County, New York, United States
View deal
View deal

Top-Rated Rentals and Accommodations in Windham

Book Vacation Rental Offers with the Highest User Rating

House Windham
Jul 20 - Jul 27
$411 per night
House ∙ 15 guests ∙ 4 bedrooms

Vacation Home in Windham with Grill & Yard

4.9
Outstanding (41 ratings)
Windham, Greene County, New York, United States
View deal
View deal
House Windham
Jul 12 - Jul 19
$341 per night
House ∙ 8 guests ∙ 3 bedrooms

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

4.8
Outstanding (21 ratings)
Windham, Greene County, New York, United States
View deal
View deal
Condo Windham
Jul 27 - Aug 3
-21%
$174
$137 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Windham

5.0
Outstanding (12 ratings)
Windham, Greene County, New York, United States
View deal
View deal
2024-americas-best-customer-service-newsweek-statista-award

Popular Rental Amenities in Windham

  • Pet-friendly (72)
  • Pool (113)
  • WiFi (454)
  • Fireplace (329)
  • Hot tub (45)
  • Kitchen (298)
  • TV (419)
  • Washing machine (215)
  • No smoking (423)
  • Grill (250)
  • Balcony/patio (270)
  • Dishwasher (211)

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 are looking for a pet-friendly rental or you want a rental with a pool. Plan your vacation in advance if you want a rental with a yard or you need a crib for your baby. There are just 206 listed rentals including "Yard" and 82 accommodations including "Crib."

The Weather in Windham

max.
Min.
34°
18°
21 days 21
max.
Min.
36°
18°
19 days 19
max.
Min.
45°
27°
17 days 17
max.
Min.
59°
37°
15 days 15
max.
Min.
72°
50°
17 days 17
max.
Min.
79°
57°
14 days 14
max.
Min.
84°
64°
13 days 13
max.
Min.
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

Fri, 19 Apr
48°
44°

55%

1 h

11 mi/h

Sat, 20 Apr
46°
44°

5%

3 h

12 mi/h

Sun, 21 Apr
50°
48°

0%

4 h

11 mi/h

Mon, 22 Apr
48°
42°

15%

4 h

10 mi/h

Tue, 23 Apr
53°
53°

5%

1 h

11 mi/h

Wed, 24 Apr
46°
39°

15%

0 h

10 mi/h

Thu, 25 Apr
44°
42°

10%

6 h

15 mi/h

Accommodations for your vacation in Windham

134 of the 463 offers in Windham are house rental. They account for nearly half of the property types in this destination (48.03%). Additionally, the average size of house rental in Windham is 296 m² with an average price of $813 per night. Furthermore, this specific type of residence is the perfect choice for large groups, as most of the house rental can host 11 guests. You can also compare other property types in Windham. Apartment rental are, for example, another typical type of accommodation in this destination, with 31 offers to compare. Apartment rental in Windham are 98 m² on average, with average prices of $308 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 463 rentals
💳 Possible discounts up to 40%
🌙 Nightly prices starting at $103
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 72 homes
🏊 Vacation rentals with pools 112 homes
1 reviews
Windham vacation rentals have an average rating of 4.6/5 on 1 reviews left by travelers.

Frequently Asked Questions

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

The average accommodation in Windham is priced at $103 per night. If you are looking for a house rental, the nightly price is $813 on average. A apartment rental Windham will cost on average $308 per night.

How many vacation rentals are available to book in Windham?

Currently there are 463 vacation homes from 14 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 112 rentals across 14 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 $103.

Top cities to visit

Show more

Vacation Destinations Near Windham

Top Vacation Ideas

Explore More Vacation Ideas

Show more
image-tag