Search Apartments in Windsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Windsor apartments

1 bedroom, desk, iron/ironing board, free WiFi

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
10.0 out of 10, Exceptional, (2 reviews)
"Place was great"
United States
Nathan H.
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
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.
The price is AED 282
AED 1,007 total
includes taxes & fees
5 Apr - 6 Apr
BearNecessities- Pool, Hot Tub, Gym
Fridge, microwave, oven, stovetop

Jack S`Bearo - Slopes, Fireplace, Pool.

Jack S`Bearo - Slopes, Fireplace, Pool.
Killington
10.0 out of 10, Exceptional, (14 reviews)
"Great place to lay your head in between days on the mountain. The hosts Holly and Dan are so nice. "
United States
Carly C.
The price is AED 393
AED 1,124 total
includes taxes & fees
31 Mar - 1 Apr
Jack S`Bearo - Slopes, Fireplace, Pool.
Golf

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is AED 389
AED 841 total
includes taxes & fees
30 Mar - 31 Mar
Efficient condo near slopes with kitchenette & great location
Property grounds

Vermont Double Queen Suite | 10 Mins to Killington

Vermont Double Queen Suite | 10 Mins to Killington
Bridgewater
8.8 out of 10, Excellent, (5 reviews)
"This was perfect for our girls weekend! Great location, spacious & clean. Our host was so responsive & kind- highly recommend staying here when you visit Salem! "
United States
Brianna L.
The price is AED 338
AED 767 total
includes taxes & fees
26 Mar - 27 Mar
Vermont Double Queen Suite | 10 Mins to Killington
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
The price is AED 393
AED 1,150 total
includes taxes & fees
30 Mar - 31 Mar
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Indoor pool

Clean & bright condo with mountain views & modern kitchen - walk to lifts

Clean & bright condo with mountain views & modern kitchen - walk to lifts
Killington
7.0 out of 10, Good, (47 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is AED 231
AED 890 total
includes taxes & fees
7 Apr - 8 Apr
Clean & bright condo with mountain views & modern kitchen - walk to lifts
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, (18 reviews)
"Would stay again!"
United States
Hannah M.
The price is AED 667
AED 958 total
includes taxes & fees
26 Mar - 27 Mar
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Exterior

Scandibearia- Sauna, Shuttle, Pool , Hot tub

Scandibearia- Sauna, Shuttle, Pool , Hot tub
Killington
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved our stay at Scandibearia! Dan and Holly were such thoughtful and helpful hosts. We loved the bright, cheerful Scandinavian decor, the very well equip kitchen, and the unique private sauna! It’s so convenient to the slopes, right across the street from the Ramshead lodge area. We hope to come stay again soon!!!-Stacey & John"
United States
John & Stacey B.
Scandibearia- Sauna, Shuttle, Pool , Hot tub
Interior

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
2.0 star property
Killington
The price is AED 765
AED 1,327 total
includes taxes & fees
2 Apr - 3 Apr
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
Golf

LilBear- Shuttle, FIreplace, Pool, Hot Tub.

LilBear- Shuttle, FIreplace, Pool, Hot Tub.
Killington
10.0 out of 10, Exceptional, (7 reviews)
"Great location and comfortable condo."
United States
Timothy R.
LilBear- Shuttle, FIreplace, Pool, Hot Tub.
Exterior

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.
The price is AED 513
AED 1,269 total
includes taxes & fees
29 Mar - 30 Mar
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.
Interior

MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort

MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
Killington
10.0 out of 10, Exceptional, (5 reviews)
"The condo was perfect! "
United States
Mandy b.
MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
Golf

Bearitime Lodge - Pool, Gym, Hot Tub, Location.

Bearitime Lodge - Pool, Gym, Hot Tub, Location.
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Overall, property was excellent. Only issue was no ac. A fan was provided but air was not moving in the little apartment. It was also unusually hot when were there. Location was excellent for all the hiking we had planned :-)"
United States
Kim C.
Bearitime Lodge - Pool, Gym, Hot Tub, Location.
Interior

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.
Trails Together! Pool, Hot Tub, Sauna, Near Resort
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
The price is AED 819
AED 1,034 total
includes taxes & fees
12 Apr - 13 Apr
Okemo | Studio Condo + Loft | Near Slopes + Pool
Pool

Rabbit Hole Trail Creek, Pool, Hot Tub, Fireplace

Rabbit Hole Trail Creek, Pool, Hot Tub, Fireplace
Killington
10.0 out of 10, Exceptional, (1 review)
"Place was great. Clean. Well appointed. Comfortable. Host were communicative. Easy check in. Could use mattress up grade. Otherwise great"
United States
Barbara B.
The price is AED 1,148
AED 2,431 total
includes taxes & fees
26 Mar - 27 Mar
Rabbit Hole Trail Creek, Pool, Hot Tub, Fireplace
Indoor pool

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

Spacious mountain studio with free WiFi & full kitchen - close to skiing
Killington
6.4 out of 10, (21 reviews)
"Communication was excellent and service was great."
United States
Emmanuella A.
The price is AED 415
AED 1,178 total
includes taxes & fees
8 Apr - 9 Apr
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Smart TV, fireplace

BearHug - Game Room, Pool, Hot Tub!

BearHug - Game Room, Pool, Hot Tub!
Killington
10.0 out of 10, Exceptional, (10 reviews)
"This condo is great for a family ski vacation at Killington. It is clean,comfortable, and within a short drive of the mountain, spa, and restaurants. The hosts were very responsive & provided clear instructions before/during our stay. We would stay here again. "
United States
Lexie L.
The price is AED 1,338
AED 3,200 total
includes taxes & fees
30 Mar - 31 Mar
BearHug - Game Room, Pool, Hot Tub!
Interior

Killington Center 531

Killington Center 531
3.5 star property
Killington
Killington Center 531
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.
View all properties
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

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

6/10 Okay
"Caters to families so very noisy. Almost zero staff and those who were there were either powerless or unwilling to assist. "
Andrew 1-night trip
Posted 3 hours ago
Hideaway Inn Mt.Sunapee

Frequently asked questions

What's it like to stay at an apartment in Windsor?
There are plenty of places to stay in Windsor with 22 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 is a popular apartment in the area: Mt Green 3-f04 in Killington: It's situated in Killington, 22.9 mi/36.9 km from Windsor.
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.

Explore a world of travel with Expedia