Search Villas in Windsor

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months
No exact matches found, but these alternatives could be just right

Recommended hotels in Windsor

Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
The price is €439
includes taxes & fees
4 May - 5 May
Cabin on the hill Ascutney Vt - 4 bedrooms

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.8 out of 10, Excellent, (66 reviews)
"Super friendly and knowledgeable staff. The Inn is historic, in a lovely spot, and reasonably priced. Dining recommendations were spot on. "
United States
Christina
The price is €77
includes taxes & fees
4 May - 5 May
Lincoln Inn & Gallery

Newport Motel

Newport Motel
2.0 star property
Newport
8.8 out of 10, Excellent, (311 reviews)
"Place was clean, staff was friendly, and room was affordable. "
United States
Erick
The price is €83
includes taxes & fees
4 May - 5 May
Newport Motel

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,180 reviews)
"Clean room, friendly staff, good breakfast. Always enjoy staying at the Inn. 👍👍"
United States
Daniele
The price is €123
includes taxes & fees
3 May - 4 May
Align Inn Vermont

The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
3.0 star property
Quechee
9.0 out of 10, Wonderful, (1,000 reviews)
"Great location, close to nearby attractions and the town of Woodstock. Historic house, the rooms are big, super cosy bed and the breakfast is superb!"
United States
Alexander
The price is €119
includes taxes & fees
3 May - 4 May
The Quechee Inn at Marshland Farm

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (497 reviews)
"Convenient location and friendly staff."
United States
Robert
The price is €93
includes taxes & fees
2 May - 3 May
Claremont Motor Lodge

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (573 reviews)
"Welcoming and clean. A cute little spot with a great aesthetic and location. "
United States
Kelsey
The price is €119
includes taxes & fees
7 May - 8 May
Sleep Woodstock Motel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (855 reviews)
"Location and amenities were great and so was breakfast "
United States
Adina
The price is €151
includes taxes & fees
12 May - 13 May
Best Western Springfield Hotel

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (260 reviews)
"If you're planning a trip to bellows falls or the surrounding areas I would highly recommend the Harvest Barn Inn. The location is beauti"
United States
Gabriel
The price is €152
includes taxes & fees
4 May - 5 May
Harvest Barn Inn

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
7.6 out of 10, Good, (56 reviews)
"The place was very dirty. The linens were dirty, the pots/pans and all of the cooking utensils were dirty. There was a rubber band on the floor in bathroom that didn't belong to us.There was only 3 forks and a few spoons. Very little silverwear."
United States
Leigh-Ellen F.
The price is €246
includes taxes & fees
2 May - 3 May
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (36 reviews)
"Great location, so well set up with many extra touches inside "
United States
Victoria H.
The price is €248
includes taxes & fees
4 May - 5 May
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (433 reviews)
"The staff were incredible and the property have the perfect vibes for a ski trip. The food was great and everything was very clean and comfy."
United States
Rob
The price is €120
includes taxes & fees
6 May - 7 May
Fullerton Inn

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
3.0 star property
Newbury
9.2 out of 10, Wonderful, (405 reviews)
"Best place around for a nice family get away and small gathering"
United States
Jadecyn
The price is €163
includes taxes & fees
13 May - 14 May
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,003 reviews)
"Always love our stay - dog friendly and people friendly!"
United States
Hanna
The price is €132
includes taxes & fees
11 May - 12 May
The Mountain Inn at Killington

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is €194
includes taxes & fees
4 May - 5 May
Stone Hearth Inn and Eatery

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is €220
includes taxes & fees
31 May - 1 Jun
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Hotel Coolidge

Hotel Coolidge
3.0 star property
White River Junction
8.2 out of 10, Very good, (1,003 reviews)
"Room was nice and clean, staff was lovely and parking was okay. "
United States
Mickey
The price is €109
includes taxes & fees
4 May - 5 May
Hotel Coolidge

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
9.0 out of 10, Wonderful, (79 reviews)
"Unit was as advertised. Clean and comfortable."
United States
Ralph D.
The price is €218
includes taxes & fees
2 May - 3 May
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
2.0 star property
Newbury
8.8 out of 10, Excellent, (169 reviews)
"Perfect stay thank you "
United States
Jason
The price is €118
includes taxes & fees
4 May - 5 May
Hideaway Inn Mt.Sunapee

Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (46 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is €292
includes taxes & fees
3 May - 4 May
Resort condo with mountain views, full kitchen, and free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

Find out more about Windsor

Windsor Villas information

Number of reviews
7,949
Accommodation
4 Villas
Lowest Price
€77
Highest Price
€439

Frequently asked questions

Why book your villa in Windsor with Expedia?
Booking a villa in Windsor is as easy as entering your travel dates and picking a place that has what you need. Searching for something luxurious or low cost, or a stay that also offers a laundry and kitchen? Use Expedia's search filters to narrow your results and find your ideal match.
How can I find cheap villas in Windsor?
A wonderful way to get cheap villas in Windsor is with Expedia's handy filter tool. Narrow down your search by budget, star rating and amenities to nab awesome deals in only a few clicks.
What is there to do near my villa in Windsor?
After you've unpacked your bags, venture out and explore the fantastic things Windsor has for you to experience. American Precision Museum is a great attraction to add to your must-see list.