Photo by William E Berry Jr.

Search Apartment Rentals 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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Browse Select Windsor Apartments

Our top choices for Windsor apartments

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.

9.8 out of 10, Exceptional, (42)
"Very nice place "
Hawks Mountain Farm, full apartment on a working farm.

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

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

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.

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.

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

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 CA $102
CA $257 total
includes taxes & fees
Aug 26 - Aug 27
Long Trail Suite | 10 Mins to Mountains | A/C

Ben & Jerry Suite | Minutes to Woodstock | Hiking

9.6 out of 10, Exceptional, (5)
"Pleasant and convenient. "
The price is CA $126
CA $286 total
includes taxes & fees
Aug 26 - Aug 27
Ben & Jerry Suite | Minutes to Woodstock | Hiking

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 CA $198
CA $480 total
includes taxes & fees
Aug 26 - Aug 27
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

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 CA $1,869
CA $2,768 total
includes taxes & fees
Aug 26 - Aug 27
Modern Ski Château - 4 min from Killington Ski mountain lifts

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 CA $90
CA $280 total
includes taxes & fees
Aug 26 - Aug 27
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

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 CA $87
CA $349 total
includes taxes & fees
Sep 2 - Sep 3
Clean & bright condo with mountain views & modern kitchen - walk to lifts

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 CA $76
CA $289 total
includes taxes & fees
Aug 26 - Aug 27
Riverfront studio with river view, full kitchen, & free WiFi

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 CA $104
CA $311 total
includes taxes & fees
Sep 1 - Sep 2
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

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 CA $68
CA $224 total
includes taxes & fees
Aug 26 - Aug 27
Efficient condo near slopes with kitchenette & great location

Views! Sauna Historic | Woodstock Riverside Escape

10.0 out of 10, Exceptional, (1)
"The home was well-appointed and very comfortable. Love the location! The property managers were extremely responsive, as well. Highly recommend this home."
Views! Sauna Historic | Woodstock Riverside Escape

Robin's Nest- Pool, Gym, Fireplace, Near the AT

10.0 out of 10, Exceptional, (1)
"Place was great. Hosts were great. Would highly recommend. Me and my family couldn't have been happier."
The price is CA $127
CA $620 total
includes taxes & fees
Aug 27 - Aug 28
Robin's Nest- Pool, Gym, Fireplace, Near the AT

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

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 CA $140
CA $637 total
includes taxes & fees
Aug 26 - Aug 27
Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna
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

Top Windsor Hotel Reviews