Photo by William E Berry Jr.

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Compare 108 Apartments in Windsor with updated reviews, rates, and availability.

Efficient condo near slopes with kitchenette & great location

8.8 out of 10, Excellent, (29)
"Very clean, thankful for NO smoke smell. Very close to Okeemo summit. Would stay again. "
The price is AED 198
AED 627 total
includes taxes & fees
17 Mar - 18 Mar
Efficient condo near slopes with kitchenette & great location

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

9.8 out of 10, Exceptional, (169)
"It was a described. Well maintained, great communication."
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK

Well-appointed studio right downtown - less than a mile to Okemo Mountain

9.2 out of 10, Wonderful, (11)
"Easy check in clean place "
The price is AED 198
AED 883 total
includes taxes & fees
16 Mar - 17 Mar
Well-appointed studio right downtown - less than a mile to Okemo Mountain

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

9.8 out of 10, Exceptional, (65)
"Perfect for a quick ski trip for 2 of us. Clean and comfortable and walkable to the spots in town. We will be back! "
The price is AED 331
AED 888 total
includes taxes & fees
8 Apr - 9 Apr
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

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

7.0 out of 10, Good, (2)
"VRBO was perfect for everything we needed. Location was right next to the slopes so had no stress with parking. Had everything we needed amenity wise, Bar, Ski rental shop, Pool/ Hot tub. Would recommend to anyone and plan on renting here again this season"
The price is AED 915
AED 1,776 total
includes taxes & fees
12 Mar - 13 Mar
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM

Condo near ski resorts with a private balcony & full kitchen

8.6 out of 10, Excellent, (27)
"It was the best place and near all we ask for. the contraction was not quiet."
The price is AED 485
AED 1,725 total
includes taxes & fees
17 Mar - 18 Mar
Condo near ski resorts with a private balcony & full kitchen

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 242
AED 795 total
includes taxes & fees
12 Mar - 13 Mar
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.

Cozy Studio Condo with Great Location, WiFi & Kitchenette

8.6 out of 10, Excellent, (25)
"Great location and great place!"
The price is AED 198
AED 658 total
includes taxes & fees
16 Mar - 17 Mar
Cozy Studio Condo with Great Location, WiFi & Kitchenette

Pinnacle F21, 3 bedroom 2 bath with shuttle to the slopes every day of the week.

8.8 out of 10, Excellent, (3)
"The unit was exactly as advertised. Slept 4 adults and 3 children comfortably. Killington is very close and Pico is about a 15 minute ride. Would stay again. Thank you."
Pinnacle F21, 3 bedroom 2 bath with shuttle to the slopes every day of the week.

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

9.0 out of 10, Wonderful, (26)
"The tiny houses were cute and well equipped. They were ideal for 2 friends traveling together having their own space. I would definitely rent this property again. Only negative was having 3 empty propane tanks when we wanted to use the fire table(something to be added to the maintenance checklust) however once i text them they dropped a fresh tank off that same evening."
The price is AED 808
AED 1,528 total
includes taxes & fees
12 Mar - 13 Mar
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

Spacious mountain studio with free WiFi & full kitchen - close to skiing

6.2 out of 10, (19)
"Room was smaller..not spacious as the add suggested. It was advertized as having a fireplace. There are pictures of the fireplace, with wood stacked next to it. Couldnt use the fireplace per order of the FD or something. Felt a little untoward to have a key in room amenity like that be unavailable and not share it. Building was very nice, amenities were very nice. Pool area was top notch, restaurant was good. Having a ski shop on site was super convenient. Parking was sufficient."
The price is AED 345
AED 1,109 total
includes taxes & fees
13 Mar - 14 Mar
Spacious mountain studio with free WiFi & full kitchen - close to skiing

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 4,965
AED 7,549 total
includes taxes & fees
13 Mar - 14 Mar
Modern Ski Château - 4 min from Killington Ski mountain lifts

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

6.8 out of 10, (11)
"Sufficient space and easy distance to center of Ludlow and Okemo Mt"
The price is AED 220
AED 866 total
includes taxes & fees
12 Mar - 13 Mar
Riverfront studio with river view, full kitchen, & free WiFi

Run, ride, hike and swim in Central Vermont

9.8 out of 10, Exceptional, (15)
"We had a great stay, the property is as advertised, clean and well appointed. Beds were comfortable. Half hour drive to the ski mountains. Would definitely recommend and stay again!"
Run, ride, hike and swim in Central Vermont

Hawks Mountain Farm, full apartment on a working farm.

9.8 out of 10, Exceptional, (37)
"A Much needed Weekend getaway to just Relax.. Carol and Davie are the Best as we have stayed here before and Absolutely Love what they have to offer .. A Must for anyone looking to get away from it all. Thanks again Carol and DavieStephen and Jill"
Hawks Mountain Farm, full apartment on a working farm.

Stunning 4-Bed, 4-Bath Killington Apartment – Pet-Friendly, Sleeps 8

10.0 out of 10, Exceptional, (1)
Stunning 4-Bed, 4-Bath Killington Apartment – Pet-Friendly, Sleeps 8

First-floor condo with shared laundry - steps to ski bus pickup, walk to dining

7.4 out of 10, Good, (6)
"Quick but relaxing stay in Ludlow. Perfect 3"
The price is AED 907
AED 2,065 total
includes taxes & fees
12 Mar - 13 Mar
First-floor condo with shared laundry - steps to ski bus pickup, walk to dining

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

10.0 out of 10, Exceptional, (1)
"Place was great"
The price is AED 303
AED 883 total
includes taxes & fees
12 Mar - 13 Mar
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

Loft, Top-Floor Mountain View 2BR/2BA at Mountain Green. Pool. Hot Tub. Shuttle.

The price is AED 646
AED 1,991 total
includes taxes & fees
12 Mar - 13 Mar
Loft, Top-Floor Mountain View 2BR/2BA at Mountain Green. Pool. Hot Tub. Shuttle.

Cozy 2-BR Winterplace Condo Steps from Okemo Mtn.

2.0 star property
Cozy 2-BR Winterplace Condo Steps from Okemo Mtn.
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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Other property types in Windsor

Mountain Green

2.0 star property
5.8 out of 10, (8)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is AED 823
AED 1,104 total
includes taxes & fees
20 Mar - 21 Mar
Mountain Green

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

9.0 out of 10, Wonderful, (68)
"Was supposed to be first floor but had to go up lots of stairs. The place was very clean but dated. Better for young people not good for old people."
The price is AED 400
AED 1,161 total
includes taxes & fees
25 Mar - 26 Mar
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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.

Frequently asked questions

What's it like to stay at an apartment in Windsor?
There are plenty of places to stay in Windsor with 20 accommodations. 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 top apartments in the area to choose from: Efficient condo near slopes with kitchenette & great location: Situated in Ludlow, 17 mi/27.3 km from the heart of Windsor. Includes sofa beds. Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly: Located in Ludlow, 16.5 mi/26.6 km away. Includes private patios and sofa beds. Access to a hot tub is available on site. Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK: Located 16.5 mi/26.6 km away in Ludlow. Laundry facilities, free WiFi, and private patios are included. A fitness center and an outdoor pool are on site. Well-appointed studio right downtown - less than a mile to Okemo Mountain: It’s located in Ludlow, 17 mi/27.3 km from Windsor. Includes sofa beds.
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.