Updating...

Enter dates for more accurate prices

Vacation Rentals & Timeshares in Windham

Filter

Vacation Rentals & Timeshares in Windham

About Windham

181 timeshares

Secluded Charming Water Front Log Home

Windham house

4 bedrooms / 2 bathrooms / sleeps 15

1 / 53

***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***

Windham house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 37 minutes

1 / 26

Responds fast! avg. 23 minutes

1 / 45

The Catskills Tranquility House

Windham house

3 bedrooms / 2 bathrooms / sleeps 10

1 / 23

*4SeasonNirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw

Windham house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 23 minutes

1 / 24

Two-Story, 3-Bedroom Family Home

Windham house

3 bedrooms / 1 bathroom / sleeps 4

1 / 24

Country Convenient 2, 2bd townhouse Windham Hunter

Windham townhouse

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 32 minutes

1 / 20

Mountain House Retreat-Catskill Mountains-Windham, NY:

Windham house

5 bedrooms / 2 bathrooms / sleeps 10

1 / 18

Brand new 4-bedroom ski chalet with bucolic mountain, lake and meadow views.

Windham house

4 bedrooms / 3 bathrooms / sleeps 10

1 / 45

Mountain Treasure Cottage, WIndham, NY

Windham cottage

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 52 minutes

1 / 20

2 Bedroom 2 Bath Condo, Sleeps 7. Just Minutes from Windham Ski Mountain.

Windham condo

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 42 minutes

1 / 6

Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham

Windham log cabin

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 23 minutes

1 / 38

The Presidential Suite at Brie & Bordeaux

Windham apartment

3 bedrooms / 2 bathrooms / sleeps 6

1 / 9

The Mountain House: The Perfect 4 Season Retreat

Windham chalet

8 bedrooms / 7 bathrooms / sleeps 22

1 / 34

Windham Mountain Ski House with Great Views

Windham house

3 bedrooms / 2 bathrooms / sleeps 9

1 / 20

Responds fast! avg. 23 minutes

1 / 39

Chickadee Chalet

Windham apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 40 minutes

1 / 12

Cristal pound at Windham ski resort

Windham condo

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 26 minutes

1 / 8

Beautiful mountain lodge home

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

1 / 10

Windham Mountain Ski House

Windham house

5 bedrooms / 4 bathrooms / sleeps 10

1 / 9

Beautiful apartment with great views!

Windham apartment

2 bedrooms / 1 bathroom / sleeps 4

1 / 14

Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!

Windham tented camp

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 23 minutes

1 / 64

A Stunning Upstate NY Property

Windham house

4 bedrooms / 3 bathrooms / sleeps 8

1 / 16

Amazing Mountain Views, Total Privacy

Windham house

4 bedrooms / 3 bathrooms / sleeps 13

Responds fast! avg. 3 hours 32 minutes

1 / 21

WINDHAM MAGNIFICENT HOLIDAY GETAWAY

Windham house

5 bedrooms / 4 bathrooms / sleeps 18

Responds fast! avg. 3 hours 38 minutes

1 / 54

Amazing 4 BR on Windham

Windham villa

4 bedrooms / 4 bathrooms / sleeps 8

1 / 39

Exclusive! 4 BR Windham, NY-262440

Windham villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 47 minutes

1 / 37

The Xenia

Windham house

4 bedrooms / 3 bathrooms / sleeps 16

1 / 24

Ukroatian Mountain Kucha 4 beds, 2 baths, Sleeps 12

Windham house

4 bedrooms / 2 bathrooms / sleeps 12

1 / 11

NEW! Restored Firehouse Loft 1 Mi. to Windham Mtn.

Windham townhouse

4 bedrooms / 2 bathrooms / sleeps 16

Responds fast! avg. 3 hours 8 minutes

1 / 29
Viewing 38 of 181

About Windham

×

Known to Native Americans as 'The Land in the Sky', Windham is perfect for the outdoor enthusiast. With nature and activities at the heart of the town, you'll have plenty to do and see. Book your Windham vacation rental with FlipKey today.

About Windham

Windham is a town located in Greene County and was first settled in around 1780. These days, locals gain their main source of income from the ski resort in the Windham mountains, which attracts tourists from the New York area three hours away. It features 54 trails and 12 lifts, with its highest peak at 3,100 feet.

If you fancy trekking around the rivers and streams, you'll be sure to find a large variety of fish and other wildlife, such as deer and turkeys.

What to do

As mentioned, Windham Mountain Resort is the main reason why tourists travel to this particular town in New York. With ninety-seven percent snow coverage, you'll have the best possible snow conditions to make the most of your trip. This activity would definitely be for thrill-seekers looking to add another cool activity to their bucket-list!

There's also an adventure park at Windham Mountain—another exciting experience for those looking for active pursuits. Here, you can have a go on a high zip-line, try off-road go-karting, trampolines and even test your skills at a skate park.

You may even decide to take a trip to Windham Golf Club where you can play on an 18-hole golf course. This charming course in the picturesque Catskills was designed in 1928.

While there's plenty to keep outdoors enthusiasts occupied, there's also the option to completely chill-out. The town is filled with relaxing spas which offer several treatments, so you can feel fully refreshed after a tiring day.

Top travel tips

To get around Windham, use a car—there are no major public transport. This is especially relevant if you wish to go to the Windham Mountain due to the remoteness of the area.

There are bike rentals you can hire for your vacation, which is perfect if you wish to explore more of the area.

The weather in Windham is fairly cool all year round, which is to be expected of a snow resort! In the months of January and February, temperatures can reach lows of -1 degree Fahrenheit.

Take a trip to Windham this year for an outdoor adventure you'll never forget. Packed with active pursuits and relaxing scenic views, this small town is definitely worth the visit. Book your Windham rental with FlipKey and experience it for yourself.

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more