Photo by William E Berry Jr.

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Compare 101 Apartments in Windsor with updated reviews, rates, and availability.

Cozy Studio for 4 - Walk to Mountain w/ Balcony
The spacious studio offers a cozy place to base yourself while visiting Kill
Cozy Studio for 4 - Walk to Mountain w/ Balcony
8.6 out of 10, Excellent, (19)
"Cozy but roomy enough to have a couch for tv viewing, and an actual dining table in the kitchenette. The balcony was temporarily closed off for construction as was mentioned in the ad. We want to return next year to see the condo with the new roof completed. The bed was comfortable as well."
The price is SAR 379
SAR 832 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Cozy Studio for 4 - Walk to Mountain w/ Balcony
Hawks Mountain Farm, full apartment on a working farm.
Hawk Mountain Farm
Hawks Mountain Farm, full apartment on a working farm.
9.8 out of 10, Exceptional, (29)
"Beautiful spot in a natural setting. Property owner was very informative about the areas around us as well as the area we were in. A tour of his rescue animals was very enjoyable and informative. It was the perfect getaway. The apartment supplied everything we needed. I would highly recommend a stay there."
Hawks Mountain Farm, full apartment on a working farm.
Efficient condo near slopes with kitchenette & great location
Efficient condo near slopes with kitchenette & great location
9.0 out of 10, Wonderful, (24)
"Stay was good. Couldn’t figure out the TV - Not sure if there was actually cable or not. Close to the main road so traffic was a bit loud. Other than that great stay. "
The price is SAR 225
SAR 676 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Efficient condo near slopes with kitchenette & great location
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Cozy Studio Condo with Great Location, WiFi & Kitchenette
8.6 out of 10, Excellent, (24)
"Conveniently located within a 5 min. drive to Okemo Mountain Resort and within walking distance of a number of restaurant/bars. Has all the necessities for a weekend in Ludlow."
The price is SAR 225
SAR 712 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Cozy 1 king bed Apt Minutes to Okemo (Pet Friendly)
Living area
Cozy 1 king bed Apt Minutes to Okemo (Pet Friendly)
10.0 out of 10, Exceptional, (2)
"We had a great weekend staying in this wonderful little vrbo. A great surprise was a general store that had everything we needed right across the street, and beautiful hiking and places to eat within a half hour. I also appreciated the updated and very comfortable king size mattress and bed! Hosts were very accommodating and had great communication. We would definitely stay here again."
Cozy 1 king bed Apt Minutes to Okemo (Pet Friendly)
Condo near ski resorts with a private balcony & full kitchen
Condo near ski resorts with a private balcony & full kitchen
8.8 out of 10, Excellent, (25)
"Excellent location, condo in great condition. "
The price is SAR 481
SAR 1,767 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Condo near ski resorts with a private balcony & full kitchen
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Well-appointed studio right downtown - less than a mile to Okemo Mountain
9.2 out of 10, Wonderful, (9)
"great"
The price is SAR 233
SAR 963 total
includes taxes & fees
13 Nov 2024 - 14 Nov 2024
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Spacious mountain studio with free WiFi & full kitchen - close to skiing
6.0 out of 10, (18)
"Communication was excellent and service was great."
The price is SAR 346
SAR 1,059 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Minutes to Woodstock | Hiking | Ben & Jerry Suite
Queen sized bed, extra blankets, Roku TV and plenty of locally inspired charm.
Minutes to Woodstock | Hiking | Ben & Jerry Suite
9.6 out of 10, Exceptional, (4)
"Older building on the outside and yard. But rooms were remodeled and very nice. No contact with any staff except by text and emails. They give you a code for the doors. A little different."
The price is SAR 282
SAR 693 total
includes taxes & fees
6 Nov 2024 - 7 Nov 2024
Minutes to Woodstock | Hiking | Ben & Jerry Suite
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
#68 Pleasant Street Ludlow ,Vt.
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
9.8 out of 10, Exceptional, (163)
"Bob has always been easy to communicate with and we love the cozy yes spacious stay. Highly recommend!"
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
Okemo Mountain, Family Affordable 2 fl village location walk to town, Dogs OK.
Exterior
Okemo Mountain, Family Affordable 2 fl village location walk to town, Dogs OK.
9.6 out of 10, Exceptional, (14)
"Everything was great. Was exactly as advertised "
Okemo Mountain, Family Affordable 2 fl village location walk to town, Dogs OK.
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Living area
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
9.0 out of 10, Wonderful, (6)
"We had a great stay here. Thank you!"
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Modern Ski Château - 4 min from Killington Ski mountain lifts
Private kitchen
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 5,078
SAR 7,427 total
includes taxes & fees
28 Nov 2024 - 29 Nov 2024
Modern Ski Château - 4 min from Killington Ski mountain lifts
Charming Ludlow Studio - 8 Mi to Okemo Mtn!
Living area
Charming Ludlow Studio - 8 Mi to Okemo Mtn!
3.0 star property
10.0 out of 10, Exceptional, (1)
"I decided to stay a bit out of town for a ski trip....and it was perfect. Just a 10 min ride down the hill to OKEMO and LUDLOW. It is absolutely beautiful and quiet...the sunsets and sunrises are amazing from the top of that hill. It is secluded and you really get a slice of VT. The unit is very large and spacious. It has everything you need for a short stay...for some, not having a microwave is an issue, but not for me. Toaster over, full stove, fridge, electric water kettle, coffee maker,...
Charming Ludlow Studio - 8 Mi to Okemo Mtn!
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
Living area
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
3.0 star property
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
Perfect Getaway minutes to Killington & Woodstock
Perfect Getaway minutes to Killington & Woodstock
10.0 out of 10, Exceptional, (1)
"Stayed with my trainer for show at GMHA. Place is lovely and clean, rooms are large, great Wi-Fi so I could do work in evenings. I don’t sleep well away from my own bed normally but the beds are really comfortable and linens and towels soft. I slept great- to my surprise. Also lots of nice places to eat nearby and close to showgrounds. Manager incredibly fast at communicating. Hope it’s available next year- we will be back!"
Perfect Getaway minutes to Killington & Woodstock
SnowDen - Ski on and off at Pico, Fireplace
Enjoy the spacious king-size bed with a lovely outdoor view and the gentle breeze of the ceiling fan.
SnowDen - Ski on and off at Pico, Fireplace
The price is SAR 487
SAR 1,931 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
SnowDen - Ski on and off at Pico, Fireplace
Charming Ludlow Studio - 8 Mi to Okemo Mtn!
Ludlow Vacation Rental | Studio | 1BA | Step-Free Entry | 1,100 Sq Ft
Charming Ludlow Studio - 8 Mi to Okemo Mtn!
10.0 out of 10, Exceptional, (3)
"Place was much bigger than expected, perfect set up for what we needed. Tons of privacy and great communication by the owner."
Charming Ludlow Studio - 8 Mi to Okemo Mtn!
New! Charming 1BR Hideaway in Hartland VT!
New! Charming 1BR Hideaway in Hartland VT!
6.0 out of 10, (1)
"apartment itself was good for what we needed but unfortunately the check in process was horrendous. the address listed was incorrect and dropped us in the middle of two roads. when we called multiple times for customer service and field service representatives were very unhelpful with the situation. It would have been helpful to be able to speak with the actual owner of the property. "
New! Charming 1BR Hideaway in Hartland VT!
BeaverBox- pool, Shuttle on ski home!
BeaverBox- pool, Shuttle on ski home!
BeaverBox- pool, Shuttle on ski home!
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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Other property types in Windsor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (38)
"Absolutely perfect! Very nice location. Quiet and cozy little townhome. Short drive to Bear Mountain and Killington Ski Resort. Amazing area with plenty of awesome views."
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
Spacious, private lot
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
9.8 out of 10, Exceptional, (163)
"Stayed at this property with 11 co-workers/friends for an annual golf trip we do. Beautiful property, well maintained, and plenty of space for everyone. Will for sure be looking to rent this property again if we have another trip nearby."
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor spa tub
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (193)
"The house was beautifully done inside and felt much bigger than it is, great use of space! The yard was really well kept and large, loved the deck and hot tub, and so many great areas to hike and explore in the immediate area. Would definitely stay again!"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
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.

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?
Here are some of the top apartments in the area: Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly: Located in Ludlow, 16.5 mi/26.6 km from the heart of Windsor. Includes private patios and sofa beds. Access to a spa tub is available on site. Efficient condo near slopes with kitchenette & great location: It’s located in Ludlow, 17 mi/27.3 km from Windsor. Includes 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, April, and November, with each month seeing an average of 17 inches of snowfall.
What are the must-see places to visit in Windsor?
Mt Ascutney State Park and Connecticut River 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 South Congregational Church 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.