A snow-covered river valley with a bridge and a town.

Apartments in Windsor for Rent

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Windsor apartments

A compact room with a kitchenette, a dining area, a TV, and two beds.

1. Bridgewater Living - Ski VT Suite

Bridgewater Living - Ski VT Suite
Bridgewater
$205 nightly
The price is $230
Sep 5 - Sep 6
Total with taxes and fees
Bridgewater Living - Ski VT Suite
A golf course with a winding path, trees, and a distant mountain range.

2. Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (33 reviews)
"the home was clean and very nice. "
United States
Frank R.
$204 nightly
The price is $231
Sep 8 - Sep 9
Total with taxes and fees
Efficient condo near slopes with kitchenette & great location
A two-story house with a porch, a staircase, and a front door.

3. Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio Condo with Great Location, WiFi & Kitchenette
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Small but well organized and super convenient!"
United States
Mikhail R.
$211 nightly
The price is $239
Sep 7 - Sep 8
Total with taxes and fees
Cozy Studio Condo with Great Location, WiFi & Kitchenette
A cabin with a large, curved roof and a smaller adjacent structure, surrounded by dense forest and mountains in the background.

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

Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
Ludlow
9.8 out of 10, Exceptional, (16 reviews)
"Great stay, house is clean and has everything you’de ever need. Perfect location to explore the ludlow area. Thanks Bob, we enjoyed ourselves "
United States
Tyler
$280 nightly
The price is $316
Sep 5 - Sep 6
Total with taxes and fees
Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
A red building with a bear logo, a stone pathway, and neatly trimmed bushes.

5. Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102

Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
Killington
8.8 out of 10, Excellent, (8 reviews)
"Great room, plenty of amenities, close to restaurants and mountains"
United States
Daniel T.
$154 nightly
The price is $167
Sep 5 - Sep 6
Total with taxes and fees
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
A white house with a green roof, a covered porch, and a driveway with a parked car.

6. Bridgewater Living - Ben&Jerry Suite

Bridgewater Living - Ben&Jerry Suite
Bridgewater
$206 nightly
The price is $231
Sep 5 - Sep 6
Total with taxes and fees
Bridgewater Living - Ben&Jerry Suite
A bedroom with a bed, bedside tables, a dresser, a television, and a microwave.

7. Bridgewater Living - Woodstock Suite

Bridgewater Living - Woodstock Suite
Bridgewater
$205 nightly
The price is $230
Sep 6 - Sep 7
Total with taxes and fees
Bridgewater Living - Woodstock Suite

8. Bridgewater Living - Long Trail Suite

Bridgewater Living - Long Trail Suite
Bridgewater
$205 nightly
The price is $230
Sep 5 - Sep 6
Total with taxes and fees
Bridgewater Living - Long Trail Suite
A residential area with houses, a swimming pool, and a mountain backdrop.

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

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Killington
9.6 out of 10, Exceptional, (4 reviews)
"Place was great"
United States
Nathan H.
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

10. Okemo | Spacious Executive Room w Amenities Nearby

Okemo | Spacious Executive Room w Amenities Nearby
Jackson Gore Base Area
9.0 out of 10, Wonderful, (2 reviews)
"We waited outside the room for 30 minutes to check in at exactly 5 PM when it was obvious that the room was ready earlier. The lack of early check in was a hassle."
United States
David K.
$248 nightly
The price is $274
Sep 7 - Sep 8
Total with taxes and fees
Okemo | Spacious Executive Room w Amenities Nearby
A bedroom with two beds, a dresser, a desk, and a window with a view of trees.

11. Charming Killington Studio w/ Pool. Bus Route. Ski Rental Deals! - Killington Center Suites 131

Charming Killington Studio w/ Pool. Bus Route. Ski Rental Deals! - Killington Center Suites 131
Killington
$216 nightly
The price is $244
Sep 8 - Sep 9
Total with taxes and fees
Charming Killington Studio w/ Pool. Bus Route. Ski Rental Deals! - Killington Center Suites 131

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

Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.
Killington
7.4 out of 10, Good, (3 reviews)
"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 "
United States
Joe S.
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.
An aerial view of a golf course with a hotel, lush greenery, and a lake.

13. BearNecessities- Pool, Hot Tub, Gym

BearNecessities- Pool, Hot Tub, Gym
Killington
10.0 out of 10, Exceptional, (3 reviews)
"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."
United States
Matthew S.
$291 nightly
The price is $328
Sep 8 - Sep 9
Total with taxes and fees
BearNecessities- Pool, Hot Tub, Gym
A kitchen with wooden cabinets, a stove, microwave, and dishwasher.

14. 2-BD short drive to DHMC & Dartmouth College

2-BD short drive to DHMC & Dartmouth College
Sharon
$275 nightly
The price is $308
Sep 7 - Sep 8
Total with taxes and fees
2-BD short drive to DHMC & Dartmouth College
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

15. Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (16 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
$241 nightly
The price is $272
Sep 7 - Sep 8
Total with taxes and fees
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
A golf course with a winding path, trees, and a hilly landscape.

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

Well-appointed studio right downtown - less than a mile to Okemo Mountain
Ludlow
8.8 out of 10, Excellent, (13 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
$273 nightly
The price is $309
Sep 7 - Sep 8
Total with taxes and fees
Well-appointed studio right downtown - less than a mile to Okemo Mountain
A multi-story building with a clock on the facade, balconies, and a small garden area.

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

Spacious mountain studio with free WiFi & full kitchen - close to skiing
Killington
$257 nightly
The price is $291
Sep 8 - Sep 9
Total with taxes and fees
Spacious mountain studio with free WiFi & full kitchen - close to skiing
A wooden gazebo with a roof, surrounded by lush greenery and flowers.

18. Wade`s World- AC, Pool, Tennis, Bike to Mountain

Wade`s World- AC, Pool, Tennis, Bike to Mountain
Killington
9.6 out of 10, Exceptional, (7 reviews)
"Gorgeous little spot. Slept for comfortably had a fantastic vacation weekend. Great snow first class owners. Perfect for a ski weekend."
United States
Michael K.
$413 nightly
The price is $453
Sep 5 - Sep 6
Total with taxes and fees
Wade`s World- AC, Pool, Tennis, Bike to Mountain
An indoor swimming pool with tiled flooring, a seating area with chairs, and large windows allowing natural light.

19. RabbitHole | AC, Pool, Hot Tub, Near Resort

RabbitHole | AC, Pool, Hot Tub, Near Resort
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Our hosts were super communicative. The check in process was smooth. The condo was clean and well appointed. Beds good. Our hosts even gave us some local coffee and maple syrup as a welcome gift (along with a few other things). Definitely recommend "
United States
Amy G.
$566 nightly
The price is $617
Sep 5 - Sep 6
Total with taxes and fees
RabbitHole | AC, Pool, Hot Tub, Near 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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Top Windsor Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Terrific beds & amazing views."
Brian 2-night trip
Posted 17 hours ago
Mountain Meadows Lodge

Find out more about Windsor

Windsor Apartments information

Number of reviews
131
Accommodation
153 Apartments
Lowest Price
$167
Highest Price
$617

Frequently asked questions

What's it like to stay at an apartment in Windsor?
There are plenty of places to stay in Windsor with 21 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 favorite apartments in the area to choose from: Hawks Mountain Farm, full apartment on a working farm.: Situated in Chester, 12.7 mi/20.4 km from the heart of Windsor. Includes free WiFi, private patios, and sofa beds. Charming King Loft in Downtown Woodstock: Located 12 mi/19.3 km away in Woodstock. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.: Located in Ludlow, 16.5 mi/26.6 km from Windsor. Includes free WiFi, private patios, and fireplaces. 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, Mt Ascutney State Park and Harpoon Brewery 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.

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