Holiday Rentals in Windsor County

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Featured Holiday Rentals in Windsor County

Beach
Fall into Cozy at Bigfoot Chalet
Fall into Cozy at Bigfoot Chalet
2.0 star property
10.0 out of 10, Exceptional, (14)
"We only stayed on night while exploring the area, but it was so lovely! The more we looked, the more cute, and thoughtful elements we sae. Would definitely come back!"
United States
Thomas O.
The price is €419
includes taxes & fees
28 Oct - 29 Oct
Fall into Cozy at Bigfoot Chalet
Interior
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
2.0 star property
10.0 out of 10, Exceptional, (8)
"Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay"
United States
Nicholas M.
The price is €274
includes taxes & fees
26 Oct - 27 Oct
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Property grounds
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
9.0 out of 10, Wonderful, (72)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is €225
includes taxes & fees
26 Oct - 27 Oct
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Microwave, oven, stovetop, dishwasher
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
10.0 out of 10, Exceptional, (100)
"Wonderful two bedroom condo, fantastic communication from the manager, easy everything, parking, accessing the beautiful unit, checking out, just perfect!"
United States
Charlie D.
The price is €252
includes taxes & fees
27 Oct - 28 Oct
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Fridge, microwave, oven, stovetop
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
9.8 out of 10, Exceptional, (72)
"Wonderful, cozy, and comfy (bed is amazing) place to stay. Also very convenient location. Hosts clearly place directions and helpful tips around. Everything was a breeze! "
United States
Vanessa
The price is €202
includes taxes & fees
12 Nov - 13 Nov
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Property grounds
Treehouse at Wise Pines- SoBo
Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, (23)
"The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)"
Canada
Victoria M.
The price is €165
includes taxes & fees
2 Nov - 3 Nov
Treehouse at Wise Pines- SoBo
Fridge, microwave, oven, stovetop
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
9.8 out of 10, Exceptional, (103)
"A lovely time enjoying the off-season in a ski town. "
United States
Ed C.
The price is €367
includes taxes & fees
27 Oct - 28 Oct
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Interior
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
10.0 out of 10, Exceptional, (27)
"Really enjoyed the cabin! Clean and tidy. Having the extra things like kayaks and paddled boards absolutely added to the experience. Definitely would stay again!"
United States
Gayle W.
The price is €310
includes taxes & fees
25 Nov - 26 Nov
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Interior
Beautiful home offering privacy on 7 acres with private pond
Beautiful home offering privacy on 7 acres with private pond
10.0 out of 10, Exceptional, (30)
"Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!"
United States
Roy S.
The price is €432
includes taxes & fees
26 Oct - 27 Oct
Beautiful home offering privacy on 7 acres with private pond
Exterior
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
10.0 out of 10, Exceptional, (18)
"Lovely large property, everything was clean and well maintained! Will happily stay there again!"
United States
David
The price is €481
includes taxes & fees
26 Oct - 27 Oct
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Exterior
Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
9.8 out of 10, Exceptional, (84)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is €355
includes taxes & fees
30 Oct - 31 Oct
Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Fridge, microwave, oven, stovetop
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
9.8 out of 10, Exceptional, (10)
"Great communication, ski in/out location"
United States
Robin
The price is €330
includes taxes & fees
26 Oct - 27 Oct
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
Exterior
Treehouse at Wise Pines- NoBo
Treehouse at Wise Pines- NoBo
9.8 out of 10, Exceptional, (11)
"Unique settings. Loved the accommodations "
United States
Gabriela
The price is €165
includes taxes & fees
2 Nov - 3 Nov
Treehouse at Wise Pines- NoBo
Interior
A charming 1820's farmhouse
A charming 1820's farmhouse
10.0 out of 10, Exceptional, (28)
"Excellent accommodations! One of the best VRBO’s I’ve ever stayed in. There were 5 women traveling together for a long weekend and Carmen’s place was just the ticket with our own bedrooms and en suite bathrooms. We had the entire place to ourselves and felt very spoiled."
United States
kelly f.
The price is €1,292
includes taxes & fees
7 Nov - 8 Nov
A charming 1820's farmhouse
Interior
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
10.0 out of 10, Exceptional, (9)
"Everything was in working order. Easy to use. Was a very tranquil stay. Will definatly be back. "
United States
Jen P.
The price is €272
includes taxes & fees
17 Nov - 18 Nov
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Interior
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
9.0 out of 10, Wonderful, (22)
"Great rate for a place with all the basics!"
United States
Macgregor
The price is €201
includes taxes & fees
28 Oct - 29 Oct
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Property grounds
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
9.4 out of 10, Exceptional, (21)
"Enjoy our stay !!!!! Awesome in and out right on the slope feet away for deck."
United States
Dan G.
The price is €327
includes taxes & fees
26 Oct - 27 Oct
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Fridge, microwave, oven, stovetop
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
7.6 out of 10, Good, (53)
"Property great location but needs interior renovations"
United States
William D.
The price is €288
includes taxes & fees
26 Oct - 27 Oct
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Cabin, 4 Bedrooms | Private kitchen
Bear Hill Cabin 4 Bedroom Cabin
Bear Hill Cabin 4 Bedroom Cabin
3.0 star property
Bear Hill Cabin 4 Bedroom Cabin
Fridge, microwave, oven, stovetop
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
9.4 out of 10, Exceptional, (16)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is €435
includes taxes & fees
3 Nov - 4 Nov
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
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

Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"Obviously this entire complex has been updated and remodeled. Very nice and well kept. The breakfast dining area and food variety is excellent. Will come again soon."
Frank 2-night trip
Posted 3 days ago
Align Inn Vermont

Find out more about Windsor County

Holiday Homes in Windsor County

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