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

Apartments in Windsor for Rent

Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Windsor apartments

Terrace/patio

Charming 2BR Hanover Apartment—Walk to Dartmouth

Charming 2BR Hanover Apartment—Walk to Dartmouth
Hanover
$723 nightly
The price is $784
Aug 2 - Aug 3
Total with taxes and fees
Charming 2BR Hanover Apartment—Walk to Dartmouth
Exterior

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
Aug 2 - Aug 3
Total with taxes and fees
Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
Interior

The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle

The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle
Ludlow
10.0 out of 10, Exceptional, (1 review)
"Cute place right in town, super convenient to the mountain (although if you’re relying on the shuttle it’s only once an hour so can be annoying if you don’t time it well). Rooms comfortably slept 4 plus one on the sofa bed, annd everything was in good shape, Andrew and Jillian were great hosts!"
United States
Max R.
$662 nightly
The price is $768
Jul 27 - Jul 28
Total with taxes and fees
The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle
Exterior

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
Jul 27 - Jul 28
Total with taxes and fees
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Golf

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.
$205 nightly
The price is $232
Jul 27 - Jul 28
Total with taxes and fees
Efficient condo near slopes with kitchenette & great location
Outdoor dining

Okemo | Studio Condo + Loft | Near Slopes + Pool

Okemo | Studio Condo + Loft | Near Slopes + Pool
Jackson Gore Base Area
10.0 out of 10, Exceptional, (2 reviews)
"Very conveinent check in, nice property."
United States
michael
$240 nightly
The price is $265
Jul 28 - Jul 29
Total with taxes and fees
Okemo | Studio Condo + Loft | Near Slopes + Pool
Golf

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
Jul 27 - Jul 28
Total with taxes and fees
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Outdoor dining

Okemo | Studio Condo + Close to All Amenities

Okemo | Studio Condo + Close to All Amenities
Jackson Gore Base Area
$203 nightly
The price is $224
Jul 28 - Jul 29
Total with taxes and fees
Okemo | Studio Condo + Close to All Amenities
Outdoor dining

Okemo | Charming Room & Amenities Nearby | Pools

Okemo | Charming Room & Amenities Nearby | Pools
Jackson Gore Base Area
$212 nightly
The price is $234
Jul 28 - Jul 29
Total with taxes and fees
Okemo | Charming Room & Amenities Nearby | Pools
Outdoor dining

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.
$193 nightly
The price is $213
Jul 28 - Jul 29
Total with taxes and fees
Okemo | Spacious Executive Room w Amenities Nearby
Interior

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Killington
9.6 out of 10, Exceptional, (19 reviews)
"Would stay again!"
United States
Hannah M.
$145 nightly
The price is $157
Aug 9 - Aug 10
Total with taxes and fees
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Coffee/tea maker, fridge, oven, stovetop

Modern Ski Château - 4 min from Killington Ski mountain lifts

Modern Ski Château - 4 min from Killington Ski mountain lifts
Killington
6.0 out of 10, (2 reviews)
"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!"
United States
Anonymous traveler
$1,819 nightly
The price is $2,055
Jul 28 - Jul 29
Total with taxes and fees
Modern Ski Château - 4 min from Killington Ski mountain lifts
Terrace/patio

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.
$415 nightly
The price is $455
Jul 28 - Jul 29
Total with taxes and fees
Wade`s World- AC, Pool, Tennis, Bike to Mountain
Terrace/patio

Apres Hideaway- Bike to Mountain, Pool, Hiking!

Apres Hideaway- Bike to Mountain, Pool, Hiking!
Killington
$421 nightly
The price is $461
Jul 27 - Jul 28
Total with taxes and fees
Apres Hideaway- Bike to Mountain, Pool, Hiking!
Interior

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.
$601 nightly
The price is $657
Jul 27 - Jul 28
Total with taxes and fees
RabbitHole | AC, Pool, Hot Tub, Near Resort
Dining

Trails Together! Pool, Hot tub, Sauna, Near Resort

Trails Together! Pool, Hot tub, Sauna, Near Resort
Killington
10.0 out of 10, Exceptional, (1 review)
"Our stay was great. The condo was spacious with plenty of storage space. Everything we needed was there. The hosts were quickly responsive to questions. The welcome treats were such a nice touch."
United States
Stephanie D.
$418 nightly
The price is $459
Jul 27 - Jul 28
Total with taxes and fees
Trails Together! Pool, Hot tub, Sauna, Near Resort
Golf

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.
$293 nightly
The price is $331
Jul 29 - Jul 30
Total with taxes and fees
BearNecessities- Pool, Hot Tub, Gym
TV, fireplace

BearsLair- Pool, Hot tub, Bike to Mountain!

BearsLair- Pool, Hot tub, Bike to Mountain!
Killington
10.0 out of 10, Exceptional, (1 review)
"The Host is amazing, they responded quickly to any questions or concerns we had then to our surprise they left us some gifts from Vermont to enjoy during our stay. The unit was immaculate and is extremely easy and close to get to the slopes and when we were done skiing the hot tub and pool were a great way to reflect on the day. The condo complex has a pro shop for rental equipment as well as a bar/restaurant on site. This place is 5 star "
United States
Steve D.
$420 nightly
The price is $460
Jul 28 - Jul 29
Total with taxes and fees
BearsLair- Pool, Hot tub, Bike to Mountain!
Exterior

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

Spacious mountain studio with free WiFi & full kitchen - close to skiing
Killington
$271 nightly
The price is $306
Jul 27 - Jul 28
Total with taxes and fees
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Golf

BaseLoj - Pool, Firepit, Bike to Mountain!

BaseLoj - Pool, Firepit, Bike to Mountain!
Killington
10.0 out of 10, Exceptional, (5 reviews)
"Great location, everything we needed for our vacation was there, and really easy access to the multiple base lodges. Skiing conditions were excellent. "
United States
Scott R.
$576 nightly
The price is $628
Jul 28 - Jul 29
Total with taxes and fees
BaseLoj - Pool, Firepit, Bike to Mountain!
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

Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction

8/10 Good
"This Super 8 was good to stay at and would stay here again. When I arrived they had put me on the second floor. I tld them there was a note that I was handicapped and could not stay on the 2nd floor without an elevator. I called 3 days before my stat to make sure they knew of my situation. Seemed to be ignored,"
bill 1-night trip
Posted 2 hours ago
Super 8 by Wyndham White River Junction

Find out more about Windsor

Windsor Apartments information

Number of reviews
137
Accommodation
154 Apartments
Lowest Price
$157
Highest Price
$2,055

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?
Below is a top apartment in the area: Charming King Loft in Downtown Woodstock: Located in Woodstock, 12 mi/19.3 km from the heart of 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.

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