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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Windsor Apartments

Nana's House
Exterior detail

Nana's House

10.0 out of 10, Exceptional, (42)
"I'm not much for reviews, but everything about this place was perfect! We can't wait to go back!"
Nana's House
Vermont Retreat
Fridge, microwave, oven, stovetop

Vermont Retreat

10.0 out of 10, Exceptional, (24)
"We thoroughly enjoyed our stay. It was the perfect location between events that we were attending. Beautiful location, wonderful house and attentive/ helpful hosts."
Vermont Retreat
Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi
Microwave, oven, stovetop, coffee/tea maker

Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi

8.0 out of 10, Very good, (1)
"The loft space is cute. Just know there is another house that is also rented out and it’s right next to this garage loft. I didn’t expect it to be so close. "
Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi
Hawks Mountain Farm, full apartment on a working farm.
Property grounds

Hawks Mountain Farm, full apartment on a working farm.

9.8 out of 10, Exceptional, (41)
"Very nice place "
Hawks Mountain Farm, full apartment on a working farm.
Studio 154 tucked away, peaceful and convenient access to the upper valley NH.
1 bedroom, free WiFi, bed sheets

Studio 154 tucked away, peaceful and convenient access to the upper valley NH.

10.0 out of 10, Exceptional, (20)
"Really great setup and made for great ski weekend. Really well stocked, clean and felt like home. Thanks for awesome stay!"
Studio 154 tucked away, peaceful and convenient access to the upper valley NH.
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Fridge, microwave, oven, stovetop

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

8.8 out of 10, Excellent, (30)
"We had a great time here and would definitely stay again!"
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Efficient condo near slopes with kitchenette & great location
Property grounds

Efficient condo near slopes with kitchenette & great location

8.8 out of 10, Excellent, (31)
"great location, close walkto store, restaurants. Okemoabout a minute drive toparking lots. "
The price is CA $67
CA $229 total
includes taxes & fees
Aug 17 - Aug 18
Efficient condo near slopes with kitchenette & great location
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Fridge, microwave, oven, stovetop

2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House

9.0 out of 10, Wonderful, (10)
"Had everything that is needed and easy to get to."
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Long Trail Suite | 10 Mins to Mountains | A/C
Exterior

Long Trail Suite | 10 Mins to Mountains | A/C

8.0 out of 10, Very good, (2)
"clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! "
The price is CA $125
CA $285 total
includes taxes & fees
Aug 26 - Aug 27
Long Trail Suite | 10 Mins to Mountains | A/C
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM
Living area

Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM

8.8 out of 10, Excellent, (5)
"Comfortable stay. Great location. Pool n spa was very nice and new."
The price is CA $197
CA $478 total
includes taxes & fees
Aug 14 - Aug 15
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
Outdoor dining

Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily

9.0 out of 10, Wonderful, (18)
"Great price, location, and property owner. "
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Property grounds

Clean & bright condo with mountain views & modern kitchen - walk to lifts

7.2 out of 10, Good, (44)
"Quick trip to and from Killington mt"
The price is CA $81
CA $349 total
includes taxes & fees
Aug 17 - Aug 18
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Modern Ski Château - 4 min from Killington Ski mountain lifts
Fridge, oven, stovetop, dishwasher

Modern Ski Château - 4 min from Killington Ski mountain lifts

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay- it was perfect for our family of 4. Easy access to Killington and Pico and the pool was a great bonus for the kids!"
The price is CA $1,861
CA $2,695 total
includes taxes & fees
Aug 15 - Aug 16
Modern Ski Château - 4 min from Killington Ski mountain lifts
Riverfront studio with river view, full kitchen, & free WiFi
Fridge, microwave, oven, stovetop

Riverfront studio with river view, full kitchen, & free WiFi

6.8 out of 10, (11)
"Easy to find, somewhat dated but clean and tidy, comfortable bed; perfect for a short stay."
The price is CA $76
CA $297 total
includes taxes & fees
Aug 17 - Aug 18
Riverfront studio with river view, full kitchen, & free WiFi
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
Property grounds

Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK

9.8 out of 10, Exceptional, (170)
"Great location, perfect size, awesome to be able to bring the pooch. Will look to book again next season."
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Fridge, microwave, oven, stovetop

Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

9.8 out of 10, Exceptional, (69)
"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! "
The price is CA $138
CA $445 total
includes taxes & fees
Aug 20 - Aug 21
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Views! Sauna Historic | Woodstock Riverside Escape
Exterior

Views! Sauna Historic | Woodstock Riverside Escape

10.0 out of 10, Exceptional, (1)
"The home was well-appointed and very comfortable. Love the location! The property managers were extremely responsive, as well. Highly recommend this home."
Views! Sauna Historic | Woodstock Riverside Escape
Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna
Fridge, microwave, oven, stovetop

Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna

10.0 out of 10, Exceptional, (4)
"Nice unit. The facilities in building three were a big plus as well. Great location. Great communication."
The price is CA $172
CA $669 total
includes taxes & fees
Sep 1 - Sep 2
Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna
Jack S'Bearo- AC, Pool, Mountain Views, Hiking, Gym
Smart TV, fireplace

Jack S'Bearo- AC, Pool, Mountain Views, Hiking, Gym

10.0 out of 10, Exceptional, (10)
"Great location for pico and Killington mountain. Cute little condo with a very comfy master bed!"
The price is CA $112
CA $372 total
includes taxes & fees
Sep 10 - Sep 11
Jack S'Bearo- AC, Pool, Mountain Views, Hiking, Gym
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
Iron/ironing board, WiFi, bed sheets

Woodstock Suite | 10 Min to Mountains |A/C| Hiking

10.0 out of 10, Exceptional, (5)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
The price is CA $150
CA $318 total
includes taxes & fees
Aug 18 - Aug 19
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
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

Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"Great place, and value. "
Robert 1-night trip
Posted 1 day ago
Align Inn Vermont