Skip to navigationSkip to main contentSkip to footer
Vacations by Zumper

Vacation Rentals in Windsor, VT

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Windsor, VT

Book a vacation rental in Windsor that has the highest visitor rating. Here are 3 of the best vacation rentals in Windsor.
Lovely Vermont Cabin on a quiet street
10

Excellent

·
Windsor
·
3 br
·
Sleeps 7
·
Furnished · In Unit Laundry · Outdoor Space ·
From
$258/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Furnished
In Unit Laundry
Air Conditioning
Ev Charging
Oven
Wifi
Dishwasher
Other spaces
Kitchen
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
10

Excellent

·
Windsor
·
1 br
·
Sleeps 4
·
Wifi · Wheelchair Accessible · Outdoor Space ·
From
$395/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Wheelchair Accessible
Furnished
Air Conditioning
Oven
Other spaces
Kitchen
Stunning Modern Cabin on Beautiful Vermont Farm
10

Excellent

·
Windsor
·
1 br
·
Sleeps 4
·
Furnished · Kitchen · Mountains ·
From
$350/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Furnished
Mountains
Air Conditioning
Wifi
Oven
Other spaces
Kitchen

Our Recommended Vacation Rentals in Windsor, VT

We analyzed vacation rentals in Windsor from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Windsor to help you find a deal for your next trip.
Private Wing of largest Colonial Revival Mansion- Only 15 min to Woodstock

No rating

·
Windsor
·
3 br
·
Sleeps 7
·
Outdoor Space · In Unit Laundry · Furnished ·
From
$287/night
Check availability
Property
House · 3 Beds
Amenities
In Unit Laundry
Furnished
Waterfront
Wifi
Lake
Ski In Ski Out
Fireplace
Mountains
Other spaces
Kitchen, Balcony
Fat Sheep Farm & Cabins

No rating

·
Windsor
·
1 br
·
Sleeps 6
·
Assigned Parking · Mountains · Furnished ·
From
$158/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Mountains
Furnished
Free Parking
Fireplace
Oven
Wheelchair Accessible
Wifi
Other spaces
Kitchen
Private wing of the Largest Colonial Revival Mansion in the US

No rating

·
Windsor
·
3 br
·
Sleeps 7
·
Air Conditioning · Furnished · Wifi ·
From
$525/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Air Conditioning
Furnished
Wifi
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!

No rating

·
Windsor
·
1 br
·
Sleeps 4
·
Wheelchair Accessible · Kitchen · Furnished ·
From
$350/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wheelchair Accessible
Furnished
Oven
Air Conditioning
Wifi
Other spaces
Kitchen
Expand your search criteria to see more vacation rentals near Windsor.
Home > Vermont Vacation Rentals > Windsor Vacation Rentals
Updated: September 27, 2023