Windsor County Villa
Villa
9.6(15 Reviews)
2 Bedrooms
2 Baths
6 Guests
Fireplace/Heating
Kitchen
Parking
Air Conditioner
CA $333/Night
7 Nights - CA $2,333
Villa
9.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $299/Night
7 Nights - CA $2,096
Villa
10.0(2 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
Pool- Kitchen
- Parking
CA $353/Night
7 Nights - CA $2,474
Villa
9.6(17 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
CA $412/Night
7 Nights - CA $2,885
Villa
9.6(8 Reviews)
2 Bedrooms
2 Baths
8 Guests
Hot Tub
Skiing- Fireplace/Heating
- Pool
CA $2,355/Night
7 Nights - CA $16,484
Villa
3 Bedrooms
3 Baths
7 Guests
- Air Conditioner
Internet
Child Friendly
Barbecue/Outdoor Cooking
CA $724/Night
7 Nights - CA $5,071
Apartment
10.0(153 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
Balcony/Terrace- Kitchen
- Parking
CA $260/Night
7 Nights - CA $1,823
Apartment
10.0(9 Reviews)
1 Bedroom
1 Bath
4 Guests
150.69 ft²
- Skiing
- Fireplace/Heating
- Pool
- Air Conditioner
CA $241/Night
7 Nights - CA $1,690
House
10.0(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Internet
CA $407/Night
7 Nights - CA $2,852
House
10.0(76 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
CA $316/Night
7 Nights - CA $2,214
House
10.0(3 Reviews)
3 Bedrooms
4 Baths
8 Guests
2497.23 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,400/Night
7 Nights - CA $9,803
Ski Chalet
10.0(73 Reviews)
3 Bedrooms
2 Baths
6 Guests
1400 ft²
Spa- Fireplace/Heating
- Pool
Ocean View
CA $529/Night
7 Nights - CA $3,702
People Visiting Windsor County Also Like
Why Choose Rent By Owner for your Windsor County Villa?
What makes our Villa special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Windsor County
How to Book Your Windsor County Villa
What's our booking process?
Our platform allows you to browse a curated selection of villa. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Windsor County
Common Villa Amenities
What amenities can you expect?
Our Villa are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Windsor County, VT
Ludlow
Bridgewater Corners
West Bridgewater
Woodstock
Cavendish
Quechee
Plymouth
Chester
Chester Depot
West Windsor
Proctorsville
Brownsville
Frequently Asked Questions About Windsor County Rental Villas
1. What are the top Villas in Windsor County?
There are a lot of options in Windsor County. If you plan on staying in the Windsor County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Villas in Windsor County:
- Luxurious, Secluded, Ski Chalet, w/Country Decor & Hot Tub Near Okemo
- Charming Log Cabin Apartment in Woodstock Village
- GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!
- Perfect Design & Location for the VT Experience. "Hope Upon, Up Above"
- Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
- Quiet Vermont Winter Getaway
- "The Crooked House" with A/C and sauna on private wooded lot near Killington
- Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE
- 11 BR, 7 Bth, 1/2 mile to Okemo, Hot Tub, on Ski Shuttle, King Bed, Walk to Town
- Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
2. How many Villas are available in Windsor County?
Currently, the total number of properties listed by RBO in 2026 is over 6 in the Windsor County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Villas in Windsor County.
More Rentals You May Like Near Windsor County
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
21.53 ft²
- Skiing
- Fireplace/Heating
View- Parking
CA $497/Night
7 Nights - CA $3,476
Apartment
10.0(69 Reviews)
1 Bedroom
1 Bath
4 Guests
1700 ft²
- Fireplace/Heating
- Balcony/Terrace
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- Kitchen
CA $440/Night
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Apartment
10.0(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
1657.64 ft²
- Skiing
- Fireplace/Heating
- Pet Friendly
- Child Friendly
CA $738/Night
7 Nights - CA $5,164
Cabin
10.0(65 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $263/Night
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House
10.0(2 Reviews)
5 Bedrooms
2 Baths
12 Guests
2002.09 ft²
Private Pool- Skiing
- Fireplace/Heating
- Pool
CA $690/Night
7 Nights - CA $4,829
House
10.0(60 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $689/Night
7 Nights - CA $4,821
Apartment
10.0(2 Reviews)
1 Bedroom
3 Baths
6 Guests
2131.25 ft²
- Skiing
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $632/Night
7 Nights - CA $4,421
Cabin
10.0(57 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $336/Night
7 Nights - CA $2,355
Condo
10.0(54 Reviews)
2 Bedrooms
2 Baths
9 Guests
- Hot Tub
- Skiing
- Fireplace/Heating
- Pool
CA $359/Night
7 Nights - CA $2,510
Apartment
10.0(54 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $189/Night
7 Nights - CA $1,320
Cabin
10.0(53 Reviews)
2 Bedrooms
2 Baths
8 Guests
1574 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $643/Night
7 Nights - CA $4,499
House
10.0(51 Reviews)
2 Bedrooms
1 Bath
8 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $656/Night
7 Nights - CA $4,593
