Vacation Rentals in Windsor, VT
PRICE PER NIGHT
ACCOMMODATION TYPES
Largest Colonial Revival Mansion less than 15 minutes to Woodstock
No reviews
·
Windsor
·
15 br
·
Sleeps 32
·
Dishwasher · Workspace · Balcony ·
From
$1,900/nightProperty
House · 15 Beds · 15 baths
Amenities
Dishwasher
Lake
Waterfront
Mountains
In Unit Laundry
Fireplace
Oven
Wifi
Other spaces
Workspace, Balcony, Kitchen
Private Wing of largest Colonial Revival Mansion- Only 15 min to Woodstock
No reviews
·
Windsor
·
3 br
·
Sleeps 7
·
Ski In Ski Out · Balcony · Lake ·
From
$258/nightProperty
House · 3 Beds · 4 baths
Amenities
Ski In Ski Out
Lake
Waterfront
Mountains
In Unit Laundry
Fireplace
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen
Villa Near Biking and Hiking Trails
No reviews
·
Windsor
·
3 br
·
Pool · Fitness Center · Free Parking ·
From
$199/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Pool
Fitness Center
Free Parking
In Unit Laundry
Fireplace
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
Vermont Villa Near the Trails
10
Excellent
·
Windsor
·
1 br
·
Pool · Fitness Center · Free Parking ·
From
$143/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Pool
Fitness Center
Free Parking
In Unit Laundry
Fireplace
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
Villa with Pool + Fitness Center Access
9.6
Excellent
·
Windsor
·
3 br
·
Pool · Fitness Center · Free Parking ·
From
$213/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Pool
Fitness Center
Free Parking
In Unit Laundry
Fireplace
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
Villa with a Fireplace Near the Trails
9.8
Excellent
·
Windsor
·
2 br
·
Pool · Fitness Center · Free Parking ·
From
$184/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Pool
Fitness Center
Free Parking
In Unit Laundry
Fireplace
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
10
Excellent
·
Windsor
·
1 br
·
Sleeps 4
·
Oven · Wifi · Air Conditioning ·
From
$395/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Oven
Wifi
Air Conditioning
Furnished
Wheelchair Accessible
Other spaces
Kitchen
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
No reviews
·
Windsor
·
1 br
·
Sleeps 4
·
Outdoor Space · Oven · Wifi ·
From
$350/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Oven
Wifi
Air Conditioning
Furnished
Wheelchair Accessible
Other spaces
Kitchen
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Stunning Modern Cabin on Beautiful Vermont Farm
10
Excellent
·
Windsor
·
1 br
·
Sleeps 4
·
Mountains · Oven · Wifi ·
From
$350/nightProperty
House · 1 Bed · 1 bath
Amenities
Mountains
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Beautiful Modern Cabin on a Vermont Farm - Stunning Panoramic Views!
No reviews
·
Windsor
·
2 br
·
Sleeps 6
·
High Ceilings · Outdoor Space · Oven ·
From
$450/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
High Ceilings
Oven
Wifi
Air Conditioning
Furnished
Wheelchair Accessible
Other spaces
Kitchen
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
No reviews
·
Windsor
·
1 br
·
Sleeps 6
·
High Ceilings · Oven · Wifi ·
From
$450/nightProperty
House · 1 Bed · 1 bath
Amenities
High Ceilings
Oven
Wifi
Air Conditioning
Furnished
Wheelchair Accessible
Other spaces
Kitchen
Fat Sheep Farm & Cabins
No reviews
·
Windsor
·
1 br
·
Sleeps 6
·
Assigned Parking · Mountains · Outdoor Space ·
From
$158/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Mountains
Free Parking
Fireplace
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
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Dog-friendly, 2-story condo at the base of Ascutney with fireplace & balcony
No reviews
·
Brownsville
·
3 br
·
Sleeps 8
·
On Site Laundry · Dishwasher · Balcony ·
From
$95/nightProperty
Condo · 3 Beds · 3 baths
Amenities
On Site Laundry
Dishwasher
Mountains
In Unit Laundry
Fireplace
Oven
Wifi
Furnished
Other spaces
Balcony, Kitchen
Vermont cabin on 20 acres in open field
No reviews
·
Brownsville
·
2 br
·
Sleeps 5
·
Balcony · Lake · Waterfront ·
From
$225/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Lake
Waterfront
Mountains
In Unit Laundry
Oven
Air Conditioning
Furnished
Garage Parking
Other spaces
Balcony, Kitchen
Beautiful craftsman-built home with natural wood and large windows in every room
10
Excellent
·
Brownsville
·
3 br
·
Sleeps 8
·
Dishwasher · Ski In Ski Out · Mountains ·
From
$286/nightProperty
House · 3 Beds · 3 baths
Amenities
Dishwasher
Ski In Ski Out
Mountains
In Unit Laundry
Fireplace
Oven
Wifi
Air Conditioning
Other spaces
Kitchen
Long Range Mountain Views in West Windsor
10
Excellent
·
West Windsor
·
3 br
·
Sleeps 4
·
Dishwasher · In Unit Laundry · Oven ·
From
$425/nightProperty
House · 3 Beds · 3 baths
Amenities
Dishwasher
In Unit Laundry
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Custom Built Ascutney Home with Mountain views
10
Excellent
·
Brownsville
·
2 br
·
Sleeps 6
·
Balcony · Outdoor Space · In Unit Laundry ·
From
$297/nightProperty
House · 2 Beds · 2 baths
Amenities
In Unit Laundry
Wifi
Air Conditioning
Furnished
Other spaces
Balcony
Ronnoco Farm-Charming Brownsville/West Windsor, VT cottage
10
Excellent
·
West Windsor
·
3 br
·
Sleeps 6
·
On Site Laundry · Dishwasher · Mountains ·
From
$338/nightProperty
Apartment · 3 Beds · 1 bath
Amenities
On Site Laundry
Dishwasher
Mountains
In Unit Laundry
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Holiday Inn Mount Ascutney Resort -1BD Sleep up to 4
10
Excellent
·
Brownsville
·
1 br
·
Sleeps 4
·
Private Pool · Hot Tub · Balcony ·
From
$140/nightProperty
House · 1 Bed · 1 bath
Amenities
Private Pool
Hot Tub
Pool
Fitness Center
In Unit Laundry
Air Conditioning
Furnished
Swimming Pool
Other spaces
Balcony, Kitchen
Lovely 2 Bedroom Townhouse on Ascutney Mountain
10
Excellent
·
Brownsville
·
2 br
·
Sleeps 4
·
On Site Laundry · Dishwasher · Ski In Ski Out ·
From
$234/nightProperty
Condo · 2 Beds · 2 baths
Amenities
On Site Laundry
Dishwasher
Ski In Ski Out
Mountains
In Unit Laundry
Fireplace
Oven
Wifi
Other spaces
Workspace, Balcony, Kitchen
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Exquisite Log Home with views near Woodstock, Vt.
10
Excellent
·
Brownsville
·
5 br
·
Sleeps 10
·
On Site Laundry · Deck · Hardwood Floor ·
From
$358/nightProperty
House · 5 Beds · 3 baths
Amenities
On Site Laundry
Hardwood Floor
Walk In Closets
Dishwasher
Pool
Fitness Center
In Unit Laundry
Fireplace
Other spaces
Deck, Workspace, Kitchen
5 Star Accommodation Meets Farm Life #hartlandhillfarm
10
Excellent
·
Hartland
·
5 br
·
Sleeps 12
·
Hardwood Floor · Assigned Parking · Dishwasher ·
From
$2,299/nightProperty
House · 5 Beds · 7 baths
Amenities
Hardwood Floor
Assigned Parking
Dishwasher
In Unit Laundry
Fireplace
Oven
Wifi
Air Conditioning
Other spaces
Kitchen
Tranquil VT River House
10
Excellent
·
Perkinsville
·
6 br
·
Sleeps 12
·
Dishwasher · Outdoor Space · In Unit Laundry ·
From
$800/nightProperty
House · 6 Beds · 3 baths
Amenities
Dishwasher
In Unit Laundry
Fireplace
Oven
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
A lonely head retreat
9.7
Excellent
·
West Windsor
·
3 br
·
Sleeps 8
·
Dishwasher · Fitness Center · Mountains ·
From
$359/nightProperty
House · 3 Beds · 2 baths
Amenities
Dishwasher
Fitness Center
Mountains
In Unit Laundry
Fireplace
Oven
Wifi
Furnished
Other spaces
Kitchen
Updated: March 22, 2023
Learn about vacation rentals in
Windsor
Explore 12 vacation rentals near Windsor, Vermont. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Windsor, you can see photos of Windsor vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Windsor vacation rentals in specific areas. Whether you’re looking for a Windsor staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Windsor is $143 per night and the highest price is $1,900 per night.
4 of the vacation rentals near Windsor are houses.
The average bathroom count for a vacation house near Windsor is
5. The average price for vacation houses near Windsor is $740 per night. There are 3 vacation homes under this price. The most common
amenities for vacation rentals near Windsor are: furnished, outdoor space, and kitchen. 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
6 available
2 bed rentals
2 available
3 bed rentals
3 available
4+ bed rentals
1 available
Getting around Windsor
Walking
2/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Car
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Transit
0/10
FYI, there are little to no public transit options within walking distance.
Points of interest in Windsor
Groceries
2/10
No grocery stores within walking distance
Shopping
2/10
Few or no shops within walking distance
Cafes
0/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Nightlife
0/10
Few or no bars within walking distance
Vacation Rentals in Windsor, VT FAQ
How many vacation rentals in Windsor are available?
There are currently 12 vacation rentals in Windsor available. Our vacation rentals in Windsor include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Windsor?
Yes, right now there are 5 pet friendly vacation rentals in Windsor. A pet friendly vacation rental in Windsor means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Windsor with a pool?
Yes there are vacation rentals with a pool available in Windsor, VT. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Windsor with internet access?
As of March 22, 2023, there are vacation rentals with internet access available in Windsor, Vermont. Check out more enjoyable destinations on Vacations by Zumper.
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