Short-Term Rentals in Windham Mountain Resort, NY: Compare 10+ Sites & Save

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460 Best Short-Term Rentals in Windham Mountain Resort (Starting from $149)

Wintertime
Wintertime
House
Windham, NY, USA
0.8k from Windham Mountain Resort center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Ski resorts

8 Bedrooms22 Guests
New to Booking
$2531
Average price / night
Check Availability
Luxury Windham Mtn Slope Side 3 BDRM Condo
Luxury Windham Mtn Slope Side 3 BDRM Condo
Condo
Windham, NY, 12496, United States
0.3k from Windham Mountain Resort center

AC, Arcade, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

3 Bedrooms8 Guests
9.4

Superb

8 reviews

$516
Average price / night
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Fireplaces, Home Theater, Ski-In Out Windham Lodge
Fireplaces, Home Theater, Ski-In Out Windham Lodge
House
Windham, NY, USA
0.8k from Windham Mountain Resort center

Fireplace/Heating, Air Conditioner, Internet, Skiing, Pet Friendly, Security/Safety

8 Bedrooms20 Guests
New to Booking
$2362
Average price / night
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On the Mountain in Windham,  New York in the Catskills
On the Mountain in Windham, New York in the Catskills
House
Windham, NY, 12496, United States
0.5k from Windham Mountain Resort center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$249
Average price / night
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Ski, Hike and More Year-Round Gem in Windham
Ski, Hike and More Year-Round Gem in Windham
House
Windham, NY, USA
1.1k from Windham Mountain Resort center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$354
Average price / night
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Spacious 5BR All-Season Ski-In/Ski-Out Home Modern Renovation & Smart Features
Spacious 5BR All-Season Ski-In/Ski-Out Home Modern Renovation & Smart Features
House
Windham, NY, 12496, United States
0.6k from Windham Mountain Resort center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$1067
Average price / night
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Cozy Rustic Bliss Seconds from Windham Mt Resort
Cozy Rustic Bliss Seconds from Windham Mt Resort
House
Windham, NY, USA
1.7k from Windham Mountain Resort center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms8 Guests
New to Booking
$1062
Average price / night
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Luxurious ski in/out,  3-story chalet directly on the slopes of Windham Mountain
Luxurious ski in/out, 3-story chalet directly on the slopes of Windham Mountain
House
Windham, NY, 12496, United States
0.7k from Windham Mountain Resort center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

7 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$3375
Average price / night
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Slope Views Luxe Windham Retreat with Hot Tub!
Slope Views Luxe Windham Retreat with Hot Tub!
House
Windham, NY, USA
1.7k from Windham Mountain Resort center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Hot tubs

5 Bedrooms17 Guests
New to Booking
$647
Average price / night
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Contemporary Renovated Retreat with Mountain Views, Ski-In/Ski-Out,...
Contemporary Renovated Retreat with Mountain Views, Ski-In/Ski-Out,...
House
Windham, NY, 12496, United States
0.7k from Windham Mountain Resort center

Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms12 Guests
New to Booking
$1021
Average price / night
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Townhouse W Private Deck & Mt View
Townhouse W Private Deck & Mt View
Apartment
Windham Mountain Resort, Windham, New York, USA
1.9k from Windham Mountain Resort center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Ski resorts

4 Bedrooms14 Guests
8.0

Good

8 reviews

$180
Average price / night
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Luxury Mountain Log Home, Ski-In/Ski-Out to Windham Resort
Luxury Mountain Log Home, Ski-In/Ski-Out to Windham Resort
House
Windham, NY, 12496, United States
0.8k from Windham Mountain Resort center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms22 Guests
10.0

Exceptional

9 reviews

$4142
Average price / night
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The Mountain House Windham Retreat with Hot Tub!
The Mountain House Windham Retreat with Hot Tub!
House
Windham, NY, USA
2.2k from Windham Mountain Resort center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Hot tubs

4 Bedrooms8 Guests
New to Booking
$745
Average price / night
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Above & beyond.  Perfect house for family, friends & fresh air.
Above & beyond. Perfect house for family, friends & fresh air.
House
Windham, NY, 12496, United States
0.8k from Windham Mountain Resort center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms10 Guests
9.8

Exceptional

38 reviews

$642
Average price / night
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Windham Home Near Mountain Biking and Hiking Trails!
Windham Home Near Mountain Biking and Hiking Trails!
House
Windham, NY, USA
2.4k from Windham Mountain Resort center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Ski resorts

2 Bedrooms4 Guests
6.0

Review score

1 reviews

$318
Average price / night
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Luxury 4BR/4BA Ski-In / Ski-Out Mountain Stay \"The Four Ski-sons\"
Luxury 4BR/4BA Ski-In / Ski-Out Mountain Stay \"The Four Ski-sons\"
Condo
Windham, NY, 12496, United States
0.8k from Windham Mountain Resort center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms10 Guests
10.0

Exceptional

10 reviews

$766
Average price / night
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Georgian Garden
Georgian Garden
House
Windham, NY, USA
2.6k from Windham Mountain Resort center

B&bs, Luxury, Cheap, Accommodations, Parking, Guest houses, Homestays, 5-star, Lodgings

6 Bedrooms12 Guests
9.3

Superb

20 reviews

$149
Average price / night
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Luxury 3-BR Enclave condo in Windham, ski-in/ski-out with pool and hot-tub
Luxury 3-BR Enclave condo in Windham, ski-in/ski-out with pool and hot-tub
Condo
Windham, NY, 12496, United States
0.9k from Windham Mountain Resort center

AC, Arcade, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms8 Guests
New to Booking
$1079
Average price / night
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Vacation Rental Home about 2 Mi to Windham Mountain!
Vacation Rental Home about 2 Mi to Windham Mountain!
House
Windham, NY, USA
3.0k from Windham Mountain Resort center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms9 Guests
8.5

Very Good

2 reviews

$552
Average price / night
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5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
Condo
Windham, NY, 124296, United States
0.9k from Windham Mountain Resort center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
10.0

Exceptional

24 reviews

$693
Average price / night
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5-Star Lux Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
5-Star Lux Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
Condo
Windham, NY, 12496, United States
0.9k from Windham Mountain Resort center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
9.6

Exceptional

13 reviews

$693
Average price / night
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All Season Luxury Condo in Windham/ Ski On - Ski Off
All Season Luxury Condo in Windham/ Ski On - Ski Off
Condo
Windham, NY, 12496, United States
0.9k from Windham Mountain Resort center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms12 Guests
10.0

Exceptional

15 reviews

$802
Average price / night
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*The View* ski in/out modern luxury at Windham Mountain Resort
*The View* ski in/out modern luxury at Windham Mountain Resort
House
Windham, NY, 12496, United States
0.9k from Windham Mountain Resort center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms14 Guests
9.8

Exceptional

10 reviews

$2511
Average price / night
Check Availability
2 Bed Ski-In/Out Condo
2 Bed Ski-In/Out Condo
Condo
Windham, NY, 12496, United States
0.9k from Windham Mountain Resort center

AC, Dryer, Fitness Equipment, Free Parking, Internet, Laundry, No Smoking, Pool, Washer

2 Bedrooms6 Guests
New to Booking
$709
Average price / night
Check Availability
Luxury Ski-in Ski-Out 4 Bedroom 10 Bed Condo at Whisper Creek Windham Mountain
Luxury Ski-in Ski-Out 4 Bedroom 10 Bed Condo at Whisper Creek Windham Mountain
Apartment
Windham, NY, 12496, United States
1.0k from Windham Mountain Resort center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$710
Average price / night
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Luxury Ski-in Ski-Out Condo + Amenities
Luxury Ski-in Ski-Out Condo + Amenities
Condo
Windham, NY, 12496, United States
1.0k from Windham Mountain Resort center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$630
Average price / night
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Red Lift Cabin - Close to town, hiking and biking
Red Lift Cabin - Close to town, hiking and biking
House
Windham, NY, 12496, United States
1.0k from Windham Mountain Resort center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
New to Booking
$1002
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Windham Mountain Resort.

Windham Mountain Resort Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 460 verified short-term rentals in Windham Mountain Resort, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Windham Mountain Resort vary depending on location, property size, and travel dates. Rates typically start from around $149 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Windham Mountain Resort include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Windham Mountain Resort, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Windham Mountain Resort often include amenities such as Fireplace/Heating, Internet, and Wellness Facilities, providing a comfortable and convenient stay.

Short-term rentals in Windham Mountain Resort are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.