Vacation Rentals in Windsor County

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Our top choices for Windsor County vacation rentals

House (5 Bedrooms) | Front of property

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is NT$36,702
NT$58,329 total
includes taxes & fees
Jun 23 - Jun 24
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
House (2 Bedrooms) | Interior

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is NT$8,086
NT$14,101 total
includes taxes & fees
Jun 23 - Jun 24
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Exterior

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (41 reviews)
"Very nice place great owner"
United States
Joe
The price is NT$8,812
NT$9,605 total
includes taxes & fees
Jun 23 - Jun 24
Robert Frost Mountain Cabins
Outdoor spa tub

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is NT$11,023
NT$13,702 total
includes taxes & fees
Jun 23 - Jun 24
Long Trail House at Stratton Mountain Resort
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (25 reviews)
"I enjoy the location "
United States
troy
The price is NT$1,888
NT$6,501 total
includes taxes & fees
Jun 23 - Jun 24
Mountain Green
Family Cabin, 2 Bedrooms, Mountain View | Living room | 40-inch Smart TV with cable channels, TV, Netflix

Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.8 out of 10, Good, (9 reviews)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
The price is NT$5,799
NT$9,445 total
includes taxes & fees
Jun 29 - Jun 30
Brook Road Cabin
Apartment, Multiple Beds (Colony Club C12) | Interior

Colony Club C12

Colony Club C12
3.5 star property
Killington
The price is NT$7,714
NT$20,685 total
includes taxes & fees
Jun 26 - Jun 27
Colony Club C12
House, 3 Bedrooms | Living area | Smart TV

Blue Haven 3 Bedroom Home

Blue Haven 3 Bedroom Home
3.0 star property
Killington
The price is NT$13,684
NT$34,144 total
includes taxes & fees
Jun 30 - Jul 1
Blue Haven 3 Bedroom Home
Apartment, 2 Bedrooms | Private kitchen

Bridges Resort

Bridges Resort
2.0 star property
Warren
8.0 out of 10, Very Good, (25 reviews)
"close to the mountain"
United States
Brian Shultis
The price is NT$2,041
NT$5,635 total
includes taxes & fees
Jun 23 - Jun 24
Bridges Resort
Apartment (Trail Creek 05) | Interior

Trail Creek 05

Trail Creek 05
3.5 star property
Killington
10.0 out of 10, Exceptional, (2 reviews)
"I ended up getting changed to another property trail creek 80. I wish I could give 10 stars! This place is amazing! Clean quiet spacious and so much more. I want to already book this same place for next years Spartan race!! Thank you for having an amazing property "
United States
Kimberly
The price is NT$5,416
NT$12,800 total
includes taxes & fees
Jun 26 - Jun 27
Trail Creek 05
Condo, 1 King Bed (Pinnacle C16) | Interior

Pinnacle C16

Pinnacle C16
3.0 star property
Killington
8.8 out of 10, Excellent, (3 reviews)
"Ski trip - warm, cozy, quiet, 2 min ride on free shuttle bus to base."
United States
Steve
The price is NT$4,760
NT$13,887 total
includes taxes & fees
Jun 26 - Jun 27
Pinnacle C16
Condo, 1 Queen Bed with Sofa bed (Pinnacle F21) | Pool | Indoor pool, outdoor pool

Pinnacle F21

Pinnacle F21
3.5 star property
Killington
The price is NT$6,105
NT$17,282 total
includes taxes & fees
Jun 26 - Jun 27
Pinnacle F21
House, 6 Bedrooms | Living area

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
The price is NT$5,689
NT$23,490 total
includes taxes & fees
Jun 23 - Jun 24
Breakaway House by Killington Vacation Rentals
Condo, Multiple Beds (Whiffletree C2) | Property grounds

Whiffletree C2

Whiffletree C2
3.5 star property
Killington
4.0 out of 10, (1 review)
"It would be good if they informed you that the unit is a walkout basement unit. Also out key code did not work when we arrived. Answering service gave us the cleaning peoples code that only worked once. day 2 we had to call and get a third code. "
United States
Gregory
The price is NT$4,825
NT$13,178 total
includes taxes & fees
Jun 27 - Jun 28
Whiffletree C2
House, Multiple Beds (Hemlock Ridge 6A) | Interior

Hemlock Ridge 6A

Hemlock Ridge 6A
3.5 star property
Killington
8.0 out of 10, Very Good, (1 review)
"Everything was good except minor confusion with the lock code. But response was quick, and the issue was resolved."
United States
Leonid
The price is NT$7,714
NT$19,421 total
includes taxes & fees
Jun 26 - Jun 27
Hemlock Ridge 6A
Condo, 3 Bedrooms | Pool

Trail Creek by Killington Vacation Rentals

Trail Creek by Killington Vacation Rentals
2.0 star property
Killington
The price is NT$10,572
NT$27,824 total
includes taxes & fees
Jun 25 - Jun 26
Trail Creek by Killington Vacation Rentals
Condo, 1 Queen Bed with Sofa bed (Pinnacle E15) | Interior

Pinnacle E15

Pinnacle E15
3.5 star property
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great location and close to restaurants in Killington. "
United States
Kevin
The price is NT$3,545
NT$10,653 total
includes taxes & fees
Jun 26 - Jun 27
Pinnacle E15
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

Hotel Coolidge

Hotel Coolidge

8/10 Good
"The atmosphere is sedate and quiet. The room was clean and comfortable with all the usual amenities. This a grand old place that has aging charm and needs more upgrades than it will probably receive. We'll continue to stay here in future visits and avoid the predictable sameness of chain hotels."
John 2-night trip
Posted 6 hours ago
Hotel Coolidge

Find out more about Windsor County

Vacation Apartments in Windsor County

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