Photo by William E Berry Jr.

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Apartments in Windsor

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

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.

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 SAR 338
SAR 908 total
includes taxes & fees
24 Jun - 25 Jun
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

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 SAR 240
SAR 832 total
includes taxes & fees
16 Jun - 17 Jun
Riverfront studio with river view, full kitchen, & free WiFi

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 SAR 537
SAR 1,298 total
includes taxes & fees
16 Jun - 17 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 SAR 342
SAR 780 total
includes taxes & fees
17 Jun - 18 Jun
Woodstock Suite | 10 Min to Mountains |A/C| Hiking

Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We travelled to Vermont to experience the total eclipse of the sun with my so, daughter and her partner. It was an incredible experience, made all that more comfortable by being able to stay in this beautiful apartment. Next time we ate in that area we will not hesitate to book again. Thanks"
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!

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 SAR 293
SAR 831 total
includes taxes & fees
16 Jun - 17 Jun
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.

2 Queens | 10 Mins to the Mountains | A/C | Hiking

8.8 out of 10, Excellent, (3)
"As advertised"
The price is SAR 364
SAR 809 total
includes taxes & fees
16 Jun - 17 Jun
2 Queens | 10 Mins to the Mountains | A/C | Hiking

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 SAR 5,075
SAR 7,482 total
includes taxes & fees
17 Jun - 18 Jun
Modern Ski Château - 4 min from Killington Ski mountain lifts

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.

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.

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 SAR 210
SAR 650 total
includes taxes & fees
16 Jun - 17 Jun
Efficient condo near slopes with kitchenette & great location

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

Brookside Hideaway, Brook Road Inn

3.5 star property
10.0 out of 10, Exceptional, (1)
"This is a secret Hidaway. Don't judge a book by its cover. Very cozy, roomy cottage. We were a family of 4 and there was more than enough room. Communication was amazing and is what made our stay easy! Perfect distance to Mount Sunapee. "
Brookside Hideaway, Brook Road Inn

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

10.0 out of 10, Exceptional, (8)
"This condo is great for a family ski vacation at Killington. It is clean,comfortable, and within a short drive of the mountain, spa, and restaurants. The hosts were very responsive & provided clear instructions before/during our stay. We would stay here again. "
The price is SAR 1,087
SAR 2,863 total
includes taxes & fees
16 Jun - 17 Jun
BearHug AC, Pool, Hot Tub, Tennis, Close to Resort
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?
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. Onsite laundry facilities and a hot tub are 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 onsite laundry facilities are on site. Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.: Located in Ludlow, 16.5 mi/26.5 km from Windsor. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available 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.