Windsor County Holiday Rentals - Holiday Homes in Windsor County

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Our top choices for Windsor County holiday rentals

1. Fat Sheep Farm & Cabins

Windsor

Jessica

RM1,286 total

includes taxes & fees

1 Sept - 2 Sept

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

Ludlow

RM1,828 total

includes taxes & fees

12 Aug - 13 Aug

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Top Windsor County Hotel Reviews

Align Inn Vermont

10/10 Excellent

"Good"

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!"

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Holiday Apartments in Windsor County

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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 holiday rentals

1. Fat Sheep Farm & Cabins

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

Find holiday rentals that suit your style

Top Windsor County Hotel Reviews

Align Inn Vermont

The Shire Woodstock

The Quechee Inn at Marshland Farm

Hotel Coolidge

The Jackson

Sleep Woodstock Motel

Jackson Gore Village, A Vail Resorts Property

The Hartness House

Best Western Springfield Hotel

Find out more about Windsor County

Holiday Apartments in Windsor County

Windsor County Vacation Rentals

Change your mind

Treat yourself

Be picky

Our top choices for Windsor County holiday rentals

1. Fat Sheep Farm & Cabins

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

Find holiday rentals that suit your style

Top Windsor County Hotel Reviews

Align Inn Vermont

Find out more about Windsor County

Holiday Apartments in Windsor County