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Compare 131 Apartments in Windsor with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (170)
"Great spot to stay in with a group for skiing. Easy check in and check out process."
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK

Efficient condo near slopes with kitchenette & great location

8.8 out of 10, Excellent, (30)
"great location, close walkto store, restaurants. Okemoabout a minute drive toparking lots. "
The price is AED 180
AED 649 total
includes taxes & fees
6 Jun - 7 Jun
Efficient condo near slopes with kitchenette & great location

Condo near ski resorts with a private balcony & full kitchen

8.6 out of 10, Excellent, (27)
"Excellent location, condo in great condition. "
Condo near ski resorts with a private balcony & full kitchen

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

9.0 out of 10, Wonderful, (28)
"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

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

9.8 out of 10, Exceptional, (67)
"This was a perfect spot for two to stay. Close walk to town and quick drive to Okemo. Had everything you would need to cook simple meals also."
The price is AED 294
AED 839 total
includes taxes & fees
17 Jun - 18 Jun
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

Hawks Mountain Farm, full apartment on a working farm.

9.8 out of 10, Exceptional, (39)
"Very nice place "
Hawks Mountain Farm, full apartment on a working farm.

Okemo Mountain, Family Affordable 2 fl village location walk to town, Dogs OK.

9.6 out of 10, Exceptional, (15)
"Bob was an incredible host and very responsive! This was a perfect getaway for me and the property was great. I'd stay again in a heartbeat. Thanks Bob for the great stay!"
Okemo Mountain, Family Affordable 2 fl village location walk to town, Dogs OK.

Vermont Retreat

10.0 out of 10, Exceptional, (21)
"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

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

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 AED 526
AED 1,270 total
includes taxes & fees
6 Jun - 7 Jun
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM

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 AED 334
AED 755 total
includes taxes & fees
9 Jun - 10 Jun
Woodstock Suite | 10 Min to Mountains |A/C| Hiking

Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.

8.0 out of 10, Very Good, (2)
"Room was great for the 140 price point it normally is, not the 250 price for World Cup weekend. Would stay again though, very convenient. Checkin was super easy and the room was clean, just needs "
The price is AED 287
AED 813 total
includes taxes & fees
8 Jun - 9 Jun
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.

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 AED 4,966
AED 7,433 total
includes taxes & fees
7 Jun - 8 Jun
Modern Ski Château - 4 min from Killington Ski mountain lifts

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.

Cozy Studio Condo with Great Location, WiFi & Kitchenette

8.6 out of 10, Excellent, (27)
"Perfect spot to stay for a ski weekend at Okemo. It’s literally down the block. Can’t say enough great things about the room. Clean, comfortable, safe. It had everything I needed. "
Cozy Studio Condo with Great Location, WiFi & Kitchenette

BearHug AC, Pool, Hot Tub, Tennis, Close to Resort

10.0 out of 10, Exceptional, (8)
"Perfect location, short drive to the mountain. Condo was beautifully decorated and clean. Kitchen was stocked with everything you could need. "
The price is AED 814
AED 2,490 total
includes taxes & fees
8 Jun - 9 Jun
BearHug AC, Pool, Hot Tub, Tennis, Close to Resort

Bright Condo w/ Community Perks: Near Ski Quechee!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place for 2 couples to relax and enjoy the fall sights.Only problem was the master bedroom bath. The bathtub drain was blocked and took 30 minutes to drain the water. Property owner was unable to get a plumber over the weekend, so I removed the stopper cleaned a lot of hair and waste, replaced the stopper and bathtub drained real good after that. "
Bright Condo w/ Community Perks: Near Ski Quechee!

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

BearNecessities- AC, Pool, Hot Tub, Gym, Sauna

10.0 out of 10, Exceptional, (1)
"The unit was right across from Killington with many great amenities. The place was very cozy and perfect for a quick stay before a day of skiing."
The price is AED 262
AED 981 total
includes taxes & fees
12 Jun - 13 Jun
BearNecessities- AC, Pool, Hot Tub, Gym, Sauna

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"
Clean & bright condo with mountain views & modern kitchen - walk to lifts
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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Frequently asked questions

What's it like to stay at an apartment in Windsor?
You’ll find 19 accommodations in Windsor. Though there aren’t many apartments, we can help you find accommodations that are similar. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as vacation homes, condos, or guest houses.
How do you know if an apartment is a good option for you?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home.
What's a favorite apartment I should consider for a stay in Windsor?
Listed below are some of the favorite apartments in the area: Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly: Located 16.5 mi/26.6 km away in Ludlow. Private patios and sofa beds are included. Access to a hot tub is available on site. Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK: Located in Ludlow, 16.5 mi/26.6 km from Windsor. Includes laundry facilities, free WiFi, and private patios. A fitness center and onsite laundry facilities are on site.
What can I expect from the weather during my trip to Windsor?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Windsor. The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.
What are the must-see places to visit in Windsor?
Connecticut River and Paradise Park are a couple of scenic spots to enjoy the outdoors, whereas American Precision Museum is one of the cultural attractions. While here, Harpoon Brewery and Mt Ascutney State Park are other places worth a visit.
What's the best way to get to and around Windsor?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Lebanon, NH (LEB-Lebanon Municipal), which is located 10.7 mi (17.3 km) from the heart of the city. Otherwise, look for flights into Springfield, VT (VSF-Hartness State), which is 11.7 mi (18.8 km) away. To venture out into the surrounding area, hop aboard a train at Windsor Station.