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Oct 24 - Oct 26
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Nov 7 - Nov 9
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Condo Rentals in Windsor

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Property grounds

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. "
$227 nightly
The price is $256
Oct 13 - Oct 14
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Interior

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!"
$203 nightly
The price is $230
Oct 14 - Oct 15
Total with taxes and fees
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Exterior detail

2nd-floor downtown Ludlow studio condo with kitchenette, streaming

8.8 out of 10, Excellent, (3)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
$203 nightly
The price is $230
Oct 13 - Oct 14
Total with taxes and fees
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Property grounds

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

9.4 out of 10, Exceptional, (20)
"Enjoy our stay !!!!! Awesome in and out right on the slope feet away for deck."
$326 nightly
The price is $369
Oct 13 - Oct 14
Total with taxes and fees
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Exterior

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!"
$485 nightly
The price is $543
Oct 13 - Oct 14
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Microwave, oven, stovetop, coffee/tea maker

Condo in the heart of town near skiing - less than a mile to Okemo Mountain

9.0 out of 10, Wonderful, (13)
"Great location and very comfortable."
$227 nightly
The price is $256
Oct 13 - Oct 14
Total with taxes and fees
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
1 bedroom, desk, iron/ironing board, travel crib

Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area

9.8 out of 10, Exceptional, (10)
"Great communication, ski in/out location"
$325 nightly
The price is $368
Oct 15 - Oct 16
Total with taxes and fees
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Microwave, oven, stovetop, dishwasher

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

10.0 out of 10, Exceptional, (99)
"Wonderful two bedroom condo, fantastic communication from the manager, easy everything, parking, accessing the beautiful unit, checking out, just perfect!"
$279 nightly
The price is $303
Oct 29 - Oct 30
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Dining

Ski-In/Out Condo with Mountain Views, and Washer/Dryer

9.8 out of 10, Exceptional, (16)
"Location location location!"
$401 nightly
The price is $453
Oct 13 - Oct 14
Total with taxes and fees
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.
Exterior

Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.

2.0 star property
9.4 out of 10, Exceptional, (3)
"Absolutely perfect spot. Kids and parents loved it. Everything you’re looking for in an on mountain condo. Pool and hot tub are a short drive away but we still used it. "
$355 nightly
The price is $401
Oct 13 - Oct 14
Total with taxes and fees
Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.
Condo on Quechee Golf Course 3bd/2bt Private Feel
Dining

Condo on Quechee Golf Course 3bd/2bt Private Feel

9.6 out of 10, Exceptional, (4)
"We had a great stay here with our family for the weekend! Owners gave easy to follow directions for finding the condo and checking in, which made everything go smoothly. Condo itself was clean & well equipped with everything we needed. Would absolutely stay here again!"
Condo on Quechee Golf Course 3bd/2bt Private Feel
Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.
Indoor pool, a heated pool

Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.

2.5 star property
10.0 out of 10, Exceptional, (2)
"Roomy, excellant property. I would rent again, loved it"
$371 nightly
The price is $419
Oct 13 - Oct 14
Total with taxes and fees
Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Fridge, microwave, oven, stovetop

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

7.6 out of 10, Good, (53)
"Property great location but needs interior renovations"
$233 nightly
The price is $263
Oct 14 - Oct 15
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Cozy 3-Bedroom Whiffletree Condo in Killington, VT with Ski-In/Shuttle Access. Ski rental deals.
Exterior

Cozy 3-Bedroom Whiffletree Condo in Killington, VT with Ski-In/Shuttle Access. Ski rental deals.

2.0 star property
9.0 out of 10, Wonderful, (2)
"Beautiful condo. Convenient proximity to slopes. Neighbors upstairs were load til 3am partying but not the fault of the owner."
$354 nightly
The price is $399
Oct 13 - Oct 14
Total with taxes and fees
Cozy 3-Bedroom Whiffletree Condo in Killington, VT with Ski-In/Shuttle Access. Ski rental deals.
Swirl Suite Annex: Studio w/ Kitchenette and Workspace. Discounted Ski Rentals.
Exterior

Swirl Suite Annex: Studio w/ Kitchenette and Workspace. Discounted Ski Rentals.

10.0 out of 10, Exceptional, (1)
"Perfect place to stay, no issues at all!"
$213 nightly
The price is $241
Oct 13 - Oct 14
Total with taxes and fees
Swirl Suite Annex: Studio w/ Kitchenette and Workspace. Discounted Ski Rentals.
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Interior

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

9.6 out of 10, Exceptional, (4)
"The place was clean and easy to get to. "
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Alpine Oasis Studio at Mountain Green Resort Killington: Shuttle, Pool, Hot Tub, Gym, Deals!
Interior

Alpine Oasis Studio at Mountain Green Resort Killington: Shuttle, Pool, Hot Tub, Gym, Deals!

9.6 out of 10, Exceptional, (4)
"My friends and I enjoyed it solid spot for a skiing weekend"
$261 nightly
The price is $295
Oct 14 - Oct 15
Total with taxes and fees
Alpine Oasis Studio at Mountain Green Resort Killington: Shuttle, Pool, Hot Tub, Gym, Deals!
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
TV, DVD player, books

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

9.4 out of 10, Exceptional, (9)
"Condo was perfect for our weekend ski getaway the bus to the K! lodge runs about every 15 min. to the front door of the building will defiantly stay again"
$233 nightly
The price is $263
Oct 13 - Oct 14
Total with taxes and fees
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Fridge, microwave, dishwasher, coffee/tea maker

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

9.4 out of 10, Exceptional, (63)
"Great location and nicely appointed. Bus pickup to slopes was super easy"
$214 nightly
The price is $242
Oct 13 - Oct 14
Total with taxes and fees
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Resort condo with mountain views, full kitchen, and free WiFi
Property grounds

Resort condo with mountain views, full kitchen, and free WiFi

8.8 out of 10, Excellent, (44)
"Very close to Killington and in the shuttle route."
$323 nightly
The price is $365
Oct 13 - Oct 14
Total with taxes and fees
Resort condo with mountain views, full kitchen, and free WiFi
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 Hotel Reviews

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"Great place to stay. Lovely atmosphere. Pool and hot tub were nice. Great hot buffet breakfast. They kept replenishing the hot food which was great. Room was clean. "
Lauren 1-night trip
Posted 2 days ago
Fireside Inn & Suites West Lebanon

Find out more about Windsor

Windsor Condo Rentals information

Number of reviews
315
Accommodation
900 Condo Rentals
Lowest Price
$230
Highest Price
$543

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