Photo by William E Berry Jr.

Search Apartments in Windsor

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Sep - 7 Sep
In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct

Apartments in Windsor

Our top choices for Windsor apartments

Nana's House
Exterior detail

Nana's House

10.0 out of 10, Exceptional, (43)
"I'm not much for reviews, but everything about this place was perfect! We can't wait to go back!"
Nana's House
Hawks Mountain Farm, full apartment on a working farm.
Property grounds

Hawks Mountain Farm, full apartment on a working farm.

9.8 out of 10, Exceptional, (42)
"Very nice place "
Hawks Mountain Farm, full apartment on a working farm.
Vermont Retreat
Fridge, microwave, oven, stovetop

Vermont Retreat

10.0 out of 10, Exceptional, (25)
"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
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (30)
"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
Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi
Microwave, oven, stovetop, coffee/tea maker

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

8.0 out of 10, Very Good, (1)
"The loft space is cute. Just know there is another house that is also rented out and it’s right next to this garage loft. I didn’t expect it to be so close. "
Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi
Studio 154 tucked away, peaceful and convenient access to the upper valley NH.
1 bedroom, free WiFi, bed sheets

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.
Ben & Jerry Suite | Minutes to Woodstock | Hiking
Interior

Ben & Jerry Suite | Minutes to Woodstock | Hiking

9.6 out of 10, Exceptional, (5)
"Pleasant and convenient. "
The price is SAR 409
SAR 866 total
includes taxes & fees
7 Sep - 8 Sep
Ben & Jerry Suite | Minutes to Woodstock | Hiking
Long Trail Suite | 10 Mins to Mountains | A/C
Exterior

Long Trail Suite | 10 Mins to Mountains | A/C

8.0 out of 10, Very Good, (2)
"clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! "
The price is SAR 341
SAR 780 total
includes taxes & fees
8 Sep - 9 Sep
Long Trail Suite | 10 Mins to Mountains | A/C
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Fridge, microwave, oven, stovetop

2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House

9.0 out of 10, Wonderful, (10)
"Had everything that is needed and easy to get to."
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Exterior

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 SAR 244
SAR 761 total
includes taxes & fees
31 Aug - 1 Sep
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM
Living area

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 1,302 total
includes taxes & fees
30 Aug - 31 Aug
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM
Modern Ski Château - 4 min from Killington Ski mountain lifts
Fridge, oven, stovetop, dishwasher

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 5,073
SAR 7,344 total
includes taxes & fees
29 Sep - 30 Sep
Modern Ski Château - 4 min from Killington Ski mountain lifts
Riverfront studio with river view, full kitchen, & free WiFi
Fridge, microwave, oven, stovetop

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

7.4 out of 10, Good, (13)
"Easy to find, somewhat dated but clean and tidy, comfortable bed; perfect for a short stay."
The price is SAR 206
SAR 785 total
includes taxes & fees
1 Sep - 2 Sep
Riverfront studio with river view, full kitchen, & free WiFi
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Property grounds

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"
The price is SAR 221
SAR 931 total
includes taxes & fees
2 Sep - 3 Sep
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (70)
"Wonderful, cozy, and comfy (bed is amazing) place to stay. Also very convenient location. Hosts clearly place directions and helpful tips around. Everything was a breeze! "
The price is SAR 281
SAR 844 total
includes taxes & fees
2 Sep - 3 Sep
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
Iron/ironing board, WiFi, bed sheets

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 387
SAR 837 total
includes taxes & fees
2 Sep - 3 Sep
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
Hartford Escape w/ Fire Pit ~ 3 Mi to Ski & Golf!
Apartment (2 Bedrooms) | Interior

Hartford Escape w/ Fire Pit ~ 3 Mi to Ski & Golf!

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was perfect for our 4 day stay. There were 5 adults and we managed just fine with one full bath ( & a half bath) a queen bed and 2 bunk beds. It was so close to everything.The property was clean & cozy. We loved the gas stove for heat. The property owner is a great communicator and offers a wonderful property."
Hartford Escape w/ Fire Pit ~ 3 Mi to Ski & Golf!
Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna
Fridge, microwave, oven, stovetop

Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna

10.0 out of 10, Exceptional, (4)
"Nice unit. The facilities in building three were a big plus as well. Great location. Great communication."
The price is SAR 426
SAR 1,783 total
includes taxes & fees
3 Sep - 4 Sep
Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna
Efficient condo near slopes with kitchenette & great location
Property grounds

Efficient condo near slopes with kitchenette & great location

8.6 out of 10, Excellent, (32)
"great location, close walkto store, restaurants. Okemoabout a minute drive toparking lots. "
The price is SAR 184
SAR 609 total
includes taxes & fees
1 Sep - 2 Sep
Efficient condo near slopes with kitchenette & great location
2 Queens | 10 Mins to the Mountains | A/C | Hiking
Iron/ironing board, WiFi, bed sheets

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

8.6 out of 10, Excellent, (4)
"As advertised"
The price is SAR 428
SAR 887 total
includes taxes & fees
2 Sep - 3 Sep
2 Queens | 10 Mins to the Mountains | A/C | Hiking
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

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?
Below are some of the favorite apartments in the area: Nana's House: Located 14.2 mi/22.9 km away in Bridgewater. Free WiFi and Smart TVs are included. 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. Onsite laundry facilities and a hot tub are on site. Hawks Mountain Farm, full apartment on a working farm.: It's located in Chester, 12.7 mi/20.4 km from Windsor. Includes free WiFi, private patios, and 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 Path of Life Garden 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.