Windsor County Vacation Rentals : Search Short-Term Rentals

Our top choices for Windsor County vacation rentals

1. Fat Sheep Farm & Cabins

Windsor

Jessica

NT$10,158 total

includes taxes & fees

Sep 1 - Sep 2

2. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow

NT$14,438 total

includes taxes & fees

Aug 7 - Aug 8

3. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Ludlow

NT$61,845 total

includes taxes & fees

Aug 7 - Aug 8

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Windsor County Hotel Reviews

The Quechee Inn at Marshland Farm

8/10 Good

"Beautiful location and a wonderful, quaint, historic place. Definitely in need of updating, though. Beds are well past the replacement date."

Sleep Woodstock Motel

10/10 Excellent

"My favorite thing about this motel is how clean it was. It smelled and felt very, very clean. The manager, Lisa, was also very kind. Bumped into her twice while I was sitting outside my room. They only had one physical key for the room, so plan accordingly, but they should have electronic door codes up and running soon. 9.5/10 experience!"

The Hartness House

8/10 Good

"Beautiful grounds and common areas. Room was plain which was fine but a/c was inefficient and the bed was just ok. K-cups are not coffee in my book, and we had better pastry elsewhere. The location was great for us, the town is cute. Everything was closed on Sunday so we headed to Chester which is close and adorable too. All the towns shut down early so plan accordingly even restaurants and ice cream places. Vermont is gorgeous and friendly. If you get a chance, do go."

Best Western Springfield Hotel

10/10 Excellent

"We liked our welcome when we arrived approximately 3:30 pm. The front desk person offered us an upgrade to have a jacuzzi, but we refused. We only wanted the room we booked with a couch. The room was very spacious and on the first floor, which is important to us, even though we didn’t request it. The front desk person gave us a list of area restaurants. When asked she told us about the Sumer House on the third page. We looked all the restaurants over and decided to take her recommendation. Our experience was excellent!"

Fullerton Inn

10/10 Excellent

"The rooms are very clean. I had no problem with any of that. We went downstairs and told the manager that the bathroom sink was not draining and he said he would take care of it and he did we got back from where we had gone for the day it was working. We had our breakfast between eight and 11 is they said it would parking was good. We had a great time nice people to deal with."

Find out more about Windsor County

Vacation Apartments in Windsor County

Search for Vacation rentals in Windsor County on Expedia.! You can easily find your home rentals, villas, Vacation apartments in Windsor County using one of the methods below:

View our selection of featured Vacation rentals in Windsor County
Use the map to find apartments and other Vacation homes in the Windsor County neighbourhood you prefer
Enter your travel dates to view the best deals on Vacation rentals in Windsor County while they last

Look no further and take a look at our great range of rental properties in Windsor County!

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Windsor County vacation rentals

1. Fat Sheep Farm & Cabins

2. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

3. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Find vacation rentals that suit your style

Top Windsor County Hotel Reviews

The Quechee Inn at Marshland Farm

Hotel Coolidge

Align Inn Vermont

The Jackson

Sleep Woodstock Motel

Jackson Gore Village, A Vail Resorts Property

The Hartness House

Best Western Springfield Hotel

Fullerton Inn

Find out more about Windsor County

Vacation Apartments in Windsor County

Vacation Rentals in Windsor County

Change your mind

Treat yourself

Be picky

Our top choices for Windsor County vacation rentals

1. Fat Sheep Farm & Cabins

2. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

3. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Find vacation rentals that suit your style

Top Windsor County Hotel Reviews

The Quechee Inn at Marshland Farm

Find out more about Windsor County

Vacation Apartments in Windsor County