Windham Mountain Vacation Rentals
PRICE PER NIGHT
ACCOMMODATION TYPES
Good Day Sunshine | 1 BR + Sunroom | Hudson Valley
No reviews
·
Condo
·
1 br
·
Hardwood Floor · Waterfront · Air Conditioning ·
From
$112/nightProperty
Condo · 1 Bed · 1 bath
Amenities
Hardwood Floor
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Oven
Garage Parking
Storage
Other spaces
Kitchen
Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!
8.8
Very good
·
Apartment
·
3 br
·
Sleeps 8
·
Ski In Ski Out · Balcony · Fireplace ·
From
$190/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Ski In Ski Out
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Balcony, Kitchen
*Bissell House* 5MilestoHOF
No reviews
·
House
·
2 br
·
Sleeps 6
·
Fitness Center · On Site Laundry · Lake ·
From
$125/nightProperty
House · 2 Beds · 2 baths
Amenities
Fitness Center
On Site Laundry
Lake
Waterfront
Air Conditioning
Dishwasher
In Unit Laundry
Furnished
Other spaces
Workspace, Kitchen
'Casa Reál' ~ Expansive Woodstock House w/ Hot Tub
9.8
Excellent
·
House
·
4 br
·
Sleeps 8
·
Hardwood Floor · Hot Tub · Ski In Ski Out ·
From
$219/nightProperty
House · 4 Beds · 4 baths
Amenities
Hardwood Floor
Hot Tub
Ski In Ski Out
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Other spaces
Kitchen
'The Mountain House:' Windham Retreat w/ Hot Tub!
9.9
Excellent
·
House
·
4 br
·
Sleeps 8
·
High Ceilings · Hot Tub · Ski In Ski Out ·
From
$445/nightProperty
House · 4 Beds · 2 baths
Amenities
High Ceilings
Hot Tub
Ski In Ski Out
Mountains
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
Mountainview Lodge - Windham, Hunter Mountain
10
Excellent
·
House
·
6 br
·
Sleeps 12
·
Workspace · Assigned Parking · Balcony ·
From
$663/nightProperty
House · 6 Beds · 4 baths
Amenities
Assigned Parking
Air Conditioning
Dishwasher
In Unit Laundry
Furnished
Wifi
Oven
Swimming Pool
Other spaces
Workspace, Balcony, Kitchen
LUXURY Log Home rental—Woodstock!
9.8
Excellent
·
House
·
4 br
·
Sleeps 14
·
High Ceilings · Fitness Center · Walk In Closets ·
From
$707/nightProperty
House · 4 Beds · 3 baths
Amenities
High Ceilings
Fitness Center
Walk In Closets
Ceiling Fan
Mountains
Air Conditioning
Fireplace
Dishwasher
Other spaces
Balcony, Kitchen
'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!
9.9
Excellent
·
Apartment
·
3 br
·
Sleeps 8
·
Ski In Ski Out · Fireplace · Dishwasher ·
From
$463/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Ski In Ski Out
Fireplace
Dishwasher
In Unit Laundry
Furnished
Oven
Other spaces
Kitchen
The best of Zumper, delivered
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Picturesque Waterfront Log Cabin
10
Excellent
·
Apartment
·
2 br
·
Sleeps 6
·
Deck · On Site Laundry · Waterfront ·
From
$225/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
On Site Laundry
Waterfront
Furnished
Oven
Other spaces
Deck, Kitchen
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!
9
Excellent
·
House
·
3 br
·
Sleeps 8
·
Deck · Ski In Ski Out · Air Conditioning ·
From
$156/nightProperty
House · 3 Beds · 2 baths
Amenities
Ski In Ski Out
Air Conditioning
Furnished
Wifi
Oven
Other spaces
Deck, Kitchen
Roscoe Cabin Pet Friendly book 2 night get 3rd Free
9.1
Excellent
·
Apartment
·
3 br
·
Sleeps 6
·
Deck · Workspace · Balcony ·
From
$231/nightProperty
Apartment · 3 Beds · 1 bath
Amenities
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Oven
Wheelchair Accessible
Other spaces
Deck, Workspace, Balcony, Kitchen
The Luna - Hunter Catskills luxury stay
9.6
Excellent
·
House
·
5 br
·
Sleeps 12
·
Dishwasher · In Unit Laundry · Furnished ·
From
$426/nightProperty
House · 5 Beds · 2 baths
Amenities
Dishwasher
In Unit Laundry
Furnished
Oven
Other spaces
Kitchen
Discover The hidden Pond
10
Excellent
·
Apartment
·
4 br
·
Sleeps 12
·
Lake · Hot Tub · Pool ·
From
$637/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Lake
Hot Tub
Pool
Waterfront
Mountains
Air Conditioning
Fireplace
Dishwasher
Other spaces
Workspace, Balcony, Kitchen
Views for Miles at this 2 BR Bucolic Mountain Cabin
9.5
Excellent
·
Apartment
·
2 br
·
Sleeps 4
·
Workspace · Balcony · Waterfront ·
From
$205/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Waterfront
Fireplace
In Unit Laundry
Furnished
Wifi
Oven
Wheelchair Accessible
Swimming Pool
Other spaces
Workspace, Balcony, Kitchen
Peaceful lakefront haven in the Catskill mountains, two fire pits, four...
No reviews
·
House
·
4 br
·
Sleeps 6
·
Lake · Pool · Waterfront ·
From
$1,117/nightProperty
House · 4 Beds · 3 baths
Amenities
Lake
Pool
Waterfront
Mountains
Air Conditioning
Dishwasher
In Unit Laundry
Furnished
Other spaces
Kitchen
Single Home 1 Mile from Town, 7.5 miles from Bethel Woods
9.4
Excellent
·
House
·
4 br
·
On Site Laundry · Lake · Workspace ·
From
$359/nightProperty
House · 4 Beds · 2 baths
Amenities
On Site Laundry
Lake
Waterfront
Mountains
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Other spaces
Workspace, Kitchen
LOCATION! ONE CLOVEWOOD in HIGH FALLS (2 miles to center & 2 miles to preserve)
9.9
Excellent
·
House
·
3 br
·
Sleeps 8
·
High Ceilings · Balcony · Air Conditioning ·
From
$330/nightProperty
House · 3 Beds · 2 baths
Amenities
High Ceilings
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Balcony, Kitchen
Hillside Escape: Saugerties Getaway w/ Hot Tub, Cabana & Shuffleboard
10
Excellent
·
House
·
3 br
·
Sleeps 6
·
Private Pool · Hot Tub · Pool ·
From
$424/nightProperty
House · 3 Beds · 3 baths
Amenities
Private Pool
Hot Tub
Pool
Assigned Parking
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Kitchen
EASY WALK TO TOWN Office, Fireplace, Game Room w. Pool Table HOT TUB!
10
Excellent
·
House
·
5 br
·
Fitness Center · Ceiling Fan · On Site Laundry ·
From
$390/nightProperty
House · 5 Beds · 4 baths
Amenities
Fitness Center
Ceiling Fan
On Site Laundry
Hot Tub
Ski In Ski Out
Waterfront
Air Conditioning
Fireplace
Other spaces
Workspace, Kitchen
Spectacular Private Hilltop Contemporary Estate (Pool/Catamount/Bash Bish Fall)
9.7
Excellent
·
House
·
5 br
·
Sleeps 10
·
Fitness Center · Private Pool · Deck ·
From
$1,071/nightProperty
House · 5 Beds · 5 baths
Amenities
Fitness Center
Private Pool
Pool
Mountains
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Deck, Balcony, Kitchen
Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views
10
Excellent
·
House
·
5 br
·
Sleeps 10
·
Private Pool · Lake · Pool ·
From
$1,143/nightProperty
House · 5 Beds · 3 baths
Amenities
Private Pool
Lake
Pool
Ski In Ski Out
Waterfront
Mountains
Air Conditioning
Fireplace
Other spaces
Balcony, Kitchen
Newly Renovated And Furnished. Near Woodstock, Hunter and Windham ski resorts.
9.4
Excellent
·
House
·
5 br
·
Sleeps 12
·
Carpet · Hardwood Floor · Fitness Center ·
From
$474/nightProperty
House · 5 Beds · 3 baths
Amenities
Carpet
Hardwood Floor
Fitness Center
On Site Laundry
Ski In Ski Out
Air Conditioning
Fireplace
Dishwasher
Other spaces
Kitchen
Creekside Cabin: Streamside Cozy Log Cabin w/ Wood Burning Fireplace
10
Excellent
·
House
·
2 br
·
Sleeps 4
·
High Ceilings · Workspace · Assigned Parking ·
From
$401/nightProperty
House · 2 Beds · 1 bath
Amenities
High Ceilings
Assigned Parking
Mountains
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Other spaces
Workspace, Kitchen
1st-Floor Hunter Condo
No reviews
·
Condo
·
1 br
·
Sleeps 4
·
On Site Laundry · Air Conditioning · Fireplace ·
From
$103/nightProperty
Condo · 1 Bed · 1 bath
Amenities
On Site Laundry
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Kitchen
Peaceful chalet set on over two acres of land, large deck, fire pit,...
No reviews
·
House
·
3 br
·
Sleeps 5
·
Deck · Balcony · Mountains ·
From
$243/nightProperty
House · 3 Beds · 2 baths
Amenities
Mountains
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Deck, Balcony, Kitchen
Luxe Windham Home w/ Hot Tub - Walk to Ski Resort!
9
Excellent
·
House
·
5 br
·
Sleeps 17
·
Central Heat · On Site Laundry · Hot Tub ·
From
$363/nightProperty
House · 5 Beds · 3 baths
Amenities
Central Heat
On Site Laundry
Hot Tub
Ski In Ski Out
Mountains
Air Conditioning
Fireplace
Dishwasher
Other spaces
Kitchen
NEW! Bright Swan Lake Getaway w/ Canoe & Hot Tub!
7.7
Very good
·
House
·
2 br
·
Sleeps 4
·
Garden · Tv · Free Parking ·
From
$160/nightProperty
House · 2 Beds · 1 bath
Amenities
Tv
Free Parking
Central Heat
Lake
Assigned Parking
Waterfront
Dishwasher
Wifi
Other spaces
Garden, Kitchen
Spacious Stone Ridge Family Home: 6 Private Acres!
9.8
Excellent
·
House
·
7 br
·
Sleeps 8
·
Toiletries · Garden · Walk In Closets ·
From
$280/nightProperty
House · 7 Beds · 3 baths
Amenities
Toiletries
Walk In Closets
Tv
Microwave
Free Parking
Mountains
Dishwasher
Wifi
Other spaces
Garden, Kitchen
NEW! Country Escape w/ Sauna, 10 Mi to Cooperstown
9.6
Excellent
·
House
·
4 br
·
Sleeps 10
·
Toiletries · Garden · Walk In Closets ·
From
$185/nightProperty
House · 4 Beds · 2 baths
Amenities
Toiletries
Walk In Closets
Ceiling Fan
Microwave
Free Parking
Lake
Mountains
Fireplace
Other spaces
Garden, Kitchen
Waterfalls and Trails at 'The Mills At Green Hole'
10
Excellent
·
House
·
6 br
·
Sleeps 15
·
Garden · Beach · Walk In Closets ·
From
$410/nightProperty
House · 6 Beds · 3 baths
Amenities
Beach
Walk In Closets
Tv
Microwave
Free Parking
Central Heat
Pool
Assigned Parking
Other spaces
Garden, Kitchen
Expansive Upstate Home w/ Pool + Home Theater!
10
Excellent
·
House
·
5 br
·
Sleeps 14
·
Toiletries · Ceiling Fan · Tv ·
From
$400/nightProperty
House · 5 Beds · 3 baths
Amenities
Toiletries
Ceiling Fan
Tv
Microwave
Free Parking
Central Heat
Pool
Fireplace
Other spaces
Kitchen
NEW! West Shokan Home Near Woodstock & Area Trails
9.6
Excellent
·
House
·
2 br
·
Sleeps 4
·
Cable · Toiletries · Garden ·
From
$141/nightProperty
House · 2 Beds · 1 bath
Amenities
Cable
Toiletries
Ceiling Fan
Tv
Microwave
Free Parking
Central Heat
Assigned Parking
Other spaces
Garden, Kitchen
NEW! Bright Main St Condo ~ Half Mi to Windham Mtn
10
Excellent
·
Apartment
·
2 br
·
Sleeps 4
·
Toiletries · Walk In Closets · Tv ·
From
$115/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Toiletries
Walk In Closets
Tv
Microwave
Free Parking
Central Heat
Assigned Parking
Mountains
Other spaces
Kitchen
Cozy Victorian home near wedding venues, hiking, swimming & skiing at Belleayre
No reviews
·
House
·
3 br
·
Sleeps 8
·
Beach · Lake · Pool ·
From
$263/nightProperty
House · 3 Beds · 3 baths
Amenities
Beach
Lake
Pool
Waterfront
Mountains
Air Conditioning
Fireplace
In Unit Laundry
Other spaces
Workspace, Kitchen
Waterfalls and Trails at 'The Mills At Green Hole'
10
Excellent
·
House
·
6 br
·
Sleeps 15
·
Beach · Private Pool · Central Heat ·
From
$717/nightProperty
House · 6 Beds · 3 baths
Amenities
Beach
Private Pool
Central Heat
Pool
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Phoenicia Creekside Cottage
9.9
Excellent
·
Apartment
·
1 br
·
Sleeps 4
·
Ski In Ski Out · Waterfront · Air Conditioning ·
From
$203/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Ski In Ski Out
Waterfront
Air Conditioning
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Kitchen
Toymaker Farmhouse: Bright Private Oasis in Saugerties w/ Fishing Pond
8
Very good
·
House
·
4 br
·
Sleeps 8
·
On Site Laundry · Workspace · Assigned Parking ·
From
$329/nightProperty
House · 4 Beds · 2 baths
Amenities
On Site Laundry
Assigned Parking
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Workspace, Kitchen
White Tail Farmhouse: Pet Friendly Home in Stone Ridge
9.2
Excellent
·
House
·
4 br
·
Sleeps 7
·
Workspace · Assigned Parking · Air Conditioning ·
From
$380/nightProperty
House · 4 Beds · 3 baths
Amenities
Assigned Parking
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Workspace, Kitchen
Saugerties Light House: Mid-Century Modern Waterfront Getaway
9.7
Excellent
·
House
·
3 br
·
Sleeps 8
·
Deck · Workspace · Assigned Parking ·
From
$408/nightProperty
House · 3 Beds · 2 baths
Amenities
Assigned Parking
Waterfront
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Deck, Workspace, Balcony, Kitchen
Catskills Home, 5 Mins to Windham Mtn Resort!
10
Excellent
·
House
·
2 br
·
Sleeps 6
·
Ceiling Fan · Central Heat · Ski In Ski Out ·
From
$108/nightProperty
House · 2 Beds · 2 baths
Amenities
Ceiling Fan
Central Heat
Ski In Ski Out
Mountains
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Bearsville Barn: Featured in Vogue - Renovated Barn w/ 30 ft Ceilings and Historic Wood Beams
10
Excellent
·
House
·
4 br
·
Sleeps 8
·
Private Pool · Pool · Assigned Parking ·
From
$791/nightProperty
House · 4 Beds · 2 baths
Amenities
Private Pool
Pool
Assigned Parking
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
Esopus Escape: Family-Friendly Getaway with Hot Tub
9.5
Excellent
·
House
·
3 br
·
Sleeps 8
·
Private Pool · Hot Tub · Pool ·
From
$595/nightProperty
House · 3 Beds · 3 baths
Amenities
Private Pool
Hot Tub
Pool
Assigned Parking
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Stony Kill Cabin: A-Frame Kerhonkson Getaway with Modern Kitchen & Firepit
10
Excellent
·
House
·
3 br
·
Sleeps 6
·
Assigned Parking · Outdoor Space · Air Conditioning ·
From
$300/nightProperty
House · 3 Beds · 1 bath
Amenities
Assigned Parking
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Kitchen
Hilltop House: Charming 1890s Farmhouse Near Kingston Waterfront
10
Excellent
·
Apartment
·
3 br
·
Sleeps 6
·
Assigned Parking · Balcony · Air Conditioning ·
From
$299/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Assigned Parking
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Balcony, Kitchen
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
10
Excellent
·
House
·
3 br
·
Sleeps 6
·
Hot Tub · Assigned Parking · Balcony ·
From
$266/nightProperty
House · 3 Beds · 2 baths
Amenities
Hot Tub
Assigned Parking
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Balcony, Kitchen
Hudson River Boathouse
9.8
Excellent
·
House
·
3 br
·
Sleeps 6
·
High Ceilings · Balcony · Waterfront ·
From
$450/nightProperty
House · 3 Beds · 2 baths
Amenities
High Ceilings
Waterfront
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Balcony, Kitchen
Catskills Lake Retreat - Pool, hot tub, fire pit
9.3
Excellent
·
House
·
3 br
·
Sleeps 8
·
Beach · Lake · Hot Tub ·
From
$501/nightProperty
House · 3 Beds · 2 baths
Amenities
Beach
Lake
Hot Tub
Pool
Waterfront
Mountains
Air Conditioning
Fireplace
Other spaces
Workspace, Kitchen
Beautiful Hudson River Waterfront Home
10
Excellent
·
House
·
3 br
·
Beach · On Site Laundry · Workspace ·
From
$603/nightProperty
House · 3 Beds · 2 baths
Amenities
Beach
On Site Laundry
Waterfront
Air Conditioning
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Workspace, Kitchen
Modern Mountain Getaway | The Catskills Cottage
10
Excellent
·
House
·
3 br
·
Sleeps 6
·
Ski In Ski Out · Mountains · Air Conditioning ·
From
$380/nightProperty
House · 3 Beds · 2 baths
Amenities
Ski In Ski Out
Mountains
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
Newly Listed! Beautiful home minutes to town
10
Excellent
·
House
·
3 br
·
Sleeps 5
·
Balcony · Outdoor Space · Air Conditioning ·
From
$441/nightProperty
House · 3 Beds · 3 baths
Amenities
Air Conditioning
Fireplace
Dishwasher
In Unit Laundry
Furnished
Wifi
Oven
Other spaces
Balcony, Kitchen
Showing 1 - 50 of 3,368 results
Updated: March 25, 2023
Learn about vacation rentals in
Windham Mountain
Explore 3384 vacation rentals near Windham Mountain, New York. This mountain area is a good place to enjoy the outdoors and find hiking trails and other nature based activities. Use our interactive map to find Windham Mountain rentals with views and more. Whether you’re looking for a daily trip, weekend getaway, or a long vacation, we’ve got you covered. The lowest vacation rental price near Windham Mountain is $103 per night and the highest price is $1,143 per night. Use the date filters at the top to select your travel dates and view availability.
469 of the vacation rentals near Windham Mountain are
apartments or condos. The average bathroom count for this property type is 1. The median price for these vacation
units is $112 per night. There are
currently 112 vacation units under this
price. 2233 of the vacation rentals near Windham Mountain are houses.
The average bathroom count for a vacation house near Windham Mountain is
2. The average price for vacation houses near Windham Mountain is $440 per night. There are 1405 vacation homes under this price. The most common
amenities for vacation rentals near Windham Mountain are: furnished, kitchen, and oven. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
580 available
2 bed rentals
650 available
3 bed rentals
969 available
4+ bed rentals
1125 available
Getting around Windham Mountain
Walking
2/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Car
10/10
Commuting is easy with multiple accessible routes and plenty of parking.
Points of interest in Windham Mountain
Groceries
3/10
At least one grocery store within a 30-minute walk
Shopping
2/10
Few or no shops within walking distance
Cafes
1/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Nightlife
2/10
Few or no bars within walking distance
Windham Mountain Vacation Rentals FAQ
How many Windham Mountain vacation rentals are available?
As of March 25, 2023, there are 3384 Windham Mountain vacation rentals available. Use the filters on Vacations by Zumper to find your next Windham Mountain vacation spot.
Are there vacation rentals near Windham Mountain that have more than 2 bedrooms?
Currently, there are 2744 vacation rentals near Windham Mountain that have more than 2 bedrooms. Check each listing to view photos, pricing, and amenities, and contact the listing manager to begin your next vacation today.
How many Windham Mountain vacation rentals have internet access?
There are currently 3194 Windham Mountain vacation rentals that have internet access. See a full list of property features, photos, pricing, and check availability today.
How many vacation rentals near Windham Mountain have more than 1 bathroom?
Right now, there are 3264 vacation rentals near Windham Mountain that have more than 1 bathroom. View vacation spots and check availability for different properties today.
Are there any pet friendly Windham Mountain vacation rentals?
As of March 25, 2023, there are 1327 pet friendly vacation rentals near Windham Mountain. Pet friendly rental policies are managed by the owner. We recommend contacting the listing agent for dog, cat, and other pet policies.
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