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Windham County, Vermont, United States of America

Windham County vacation rentals

We found 1,014 vacation rentals — enter your dates for availability

Discover a selection of 1,000 vacation rentals in Windham County that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $120 per night, and condos and houses are popular options for a stay in Windham County. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Condos/Apartments

View 192 Condos/Apartments

Houses

View 733 Houses

Cabins

View 122 Cabins

Chalets

View 43 Chalets

Cottages

View 77 Cottages

Bungalows

View 77 Bungalows

Townhouses

View 77 Townhouses

Farmhouses

View 22 Farmhouses

Studios

View 46 Studios

Find the best place to stay — Windham County

Quiet country cottage

Sleeps 5 · 2 Bedrooms · 2 Bathrooms
$120 avg/night
(126)

Mountain Log Cabin Getaway

Sleeps 10 · 3 Bedrooms · 2 Bathrooms
$183 avg/night
(29)

Gorgeous indoor spa, restorative sauna, serene yoga room in private community

Sleeps 10 · 4 Bedrooms · 4 Bathrooms
$450 avg/night
(40)

Romantic Rock River Cottage with Hot Tub, Fireplace & Beach - Newfane VT

Sleeps 4 · 1 Bedroom · 1 Bathroom
$175 avg/night
(12)

Spectacular 4 Season Home On Spruce Lake Near Mt. Snow

Sleeps 14 · 5 Bedrooms · 5 Bathrooms
$500 avg/night
(40)

Secluded dog-friendly home w/ wood burning fireplace, Internet, & forest views!

Sleeps 10 · 4 Bedrooms · 3 Bathrooms
$186 avg/night
(10)

Search 1,014 vacation rentals

Top rated rentals — Windham County
Stayed Apr 2021

Amazing Opportunity to Experience this Property

What a magnificent property! I should have taken the description more seriously when it said "architect designed." I highly recommend any who stays here should read through the coffee table book on the architect's design history, of which "Baby Barn"...

Shannon W.
Shannon W.

New York

Stayed Apr 2021

Fantastic get-away!

We loved everything about our experience - great house, fantastic location and excellent communication. The house was equipped with everything we needed and the grounds were perfect for both our 5 year old AND our 13 year old (pleasing them both is n...

Brianna V.
Brianna V.

Monson, Massachusetts

Stayed Apr 2021

Perfect cabin getaway

My boyfriend and I stayed here for two nights and it was the perfect getaway! The cabin is a very cute space to relax in and get away from the chaos of the real world. The hot tub was an amazing bonus to unwind and relax in. The property was clean an...

Brittany D.
Brittany D.
Stayed Apr 2021

Peaceful Getaway

My husband, kids (12, 9, 6, 2) and I spent 3 nights at this lake house with my two sisters, my niece and my brother-in-law. We all found this house to be very quiet and very peaceful. My family took over the lower level which was perfect because the ...

Krista R.
Krista R.
Stayed Apr 2021

Vermont weekend getaway

We had a great time this past weekend. We had 6 of us that went up to unwind, and that’s exactly what we did. The home was as described on the site, and the owners were more than accommodating to our needs! Thanks so much for the use of your home. We...

Travis T.
Travis T.
Stayed Apr 2021

Great House!

The house ended up being better than we expected! Because of all the restrictions, we spent a lot of time back at the house, and there was so much to do without ever leaving. We used the fire pit and hot tub both nights of our stay, and Tom was very ...

Anne B.
Anne B.
Stayed Apr 2021

Great Stay!

The cabin is in an amazing spot that is both secluded and not too far away from civilization. There's plenty of hiking around and the river looked like it would be great for swimming (too cold for us in early April). The cabin is great and comes with...

John F.
John F.
Stayed Apr 2021

Wonderful place, cozy and quiet!

Absolutely loved staying here! It's an exceptionally beautiful space, with tons of natural light, amazing architecture, and carefully selected decor. Loved the full kitchen and the amazing tub. Lots of outdoor space as well with two large decks, and ...

Sara R.
Sara R.
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How many vacation rentals are available around Windham County?

Our 2021 property listings offer a large selection of 1,014 vacation rentals around Windham County. From 192 condo and apartment rentals to 733 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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