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Top Cities in Windsor County

Cottages in Windsor County

Peaceful Riverview Retreat - 1 mi to Dartmouth College - 4-bd -3ba

2.0 star property
Norwich
10.0 out of 10, Exceptional, (1)
"A great experience and stay!"
United States
Cameron M.
Peaceful Riverview Retreat - 1 mi to Dartmouth College - 4-bd -3ba

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Ludlow
9.6 out of 10, Exceptional, (19)
"The house, its location, and dock are real nice. Would come here again."
United States
Wendy G.
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Addie's Place: A Quiet and Quirky Private Guesthouse

Hartford
10.0 out of 10, Exceptional, (4)
"Perfect size and location! "
United States
Lyn H.
$180 nightly
The price is $203
Dec 11 - Dec 12
Total with taxes and fees
Addie's Place: A Quiet and Quirky Private Guesthouse

Cozy Historic Hilltop Cottage with Mount Ascutney View

West Windsor
9.6 out of 10, Exceptional, (84)
"Wonderful old schoolhouse with lots of charm! We loved having breakfast on the deck and a fire in the chiminea in the evenings. The house had everything we needed for our 5 night stay. Great location near historic sites, parks, the Connecticut River, and quaint towns."
United States
Amy K.
Cozy Historic Hilltop Cottage with Mount Ascutney View

Enchanting 4-bedroom cottage with a view in Weston

2.0 star property
Weston
Enchanting 4-bedroom cottage with a view in Weston

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

Reading
10.0 out of 10, Exceptional, (13)
"What an adorable little place! The host was wonderful and we loved all the care put into every little detail from the decor to the outdoor area, this place had it all!"
United States
Dana V.
Cozy cottage on the river, minutes from skiing, horse events, and so much more!

Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!

3.0 star property
Ludlow
10.0 out of 10, Exceptional, (1)
"Great place "
United States
Mauro
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!

Luxury Vermont Vacation Rental: Private Hot Tub!

3.0 star property
Brownsville
Luxury Vermont Vacation Rental: Private Hot Tub!

8 Mi to Okemo Mountain Resort: Mtn-view Retreat!

3.0 star property
Ludlow
8 Mi to Okemo Mountain Resort: Mtn-view Retreat!

Terrific 3-bedroom cottage with AC in charming Cavendish

Cavendish
$543 nightly
The price is $608
Dec 8 - Dec 9
Total with taxes and fees
Terrific 3-bedroom cottage with AC in charming Cavendish

Woodstock Village Carriage House

Woodstock
9.8 out of 10, Exceptional, (102)
"Nice location, walking distance from the center of town. "
United States
Jack W.
Woodstock Village Carriage House

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3.0 star property
Chester
10.0 out of 10, Exceptional, (1)
"The property was lovely, peaceful, and quiet, surrounded by trees on a quiet country drive. It was the perfect weekend getaway and we really enjoyed sitting on the porch and out under the string lights, watching the sun go down through the trees. The house itself is lovely, cozy, and comfortable. Our hosts were very sweet, everything was very thoughtfully laid out and clean and easy to access. We also loved meeting the goats, Ozzy and Coco, and the chickens! This was such a pleasant stay, I...
United States
Angela
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

Inviting Vermont Home On Mount Ascutney!

3.0 star property
Brownsville
Inviting Vermont Home On Mount Ascutney!

Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

3.0 star property
Bridgewater Corners
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

Weston Vacation Rental - Close to Ski Resorts!

3.0 star property
Weston
Weston Vacation Rental - Close to Ski Resorts!

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

3.0 star property
Chester
Chester Farmhouse on 100 Acres, 15 Min to Okemo!

18 Mi to Skiing: Colorful Home in Springfield!

3.0 star property
Springfield
18 Mi to Skiing: Colorful Home in Springfield!

Killington Area Escape w/ Deck, Views & Hot Tub!

3.0 star property
Stockbridge
Killington Area Escape w/ Deck, Views & Hot Tub!

4bdrm Cottage central to year round fun w/fireplace

Weston
4bdrm Cottage central to year round fun w/fireplace

Private Chester Home w/ Deck, Mins to Skiing!

3.0 star property
Chester
Private Chester Home w/ Deck, Mins to Skiing!
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.
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Top Windsor County Hotel Reviews

Find out more about Windsor County

Windsor County Cottages information

Number of reviews
188
Accommodation
52 Cottages
Lowest Price
$203
Highest Price
$608

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