Apartments in Windsor County

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Our top choices for Windsor County apartments

Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK

Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
Ludlow
9.8 out of 10, Exceptional, (182 reviews)
"Great spot to stay in with a group for skiing. Easy check in and check out process."
United States
Aidan O.
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK

Main St Studio - Newly Updated!

Main St Studio - Newly Updated!
Ludlow
10.0 out of 10, Exceptional, (7 reviews)
"Great place to stay to enjoy Okemo"
United States
Erika
Main St Studio - Newly Updated!

3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view

3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view
Cavendish
9.2 out of 10, Wonderful, (7 reviews)
3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view

Ski In/Out Studio at Okemo on Sachem Trail

Ski In/Out Studio at Okemo on Sachem Trail
Ludlow
9.4 out of 10, Exceptional, (18 reviews)
"Great location, appliances, very clean"
United States
Isaac F.
Ski In/Out Studio at Okemo on Sachem Trail

The Owl's Nest A Cozy 1-bed studio apartment in Bridgewater

The Owl's Nest A Cozy 1-bed studio apartment in Bridgewater
Bridgewater
10.0 out of 10, Exceptional, (9 reviews)
The Owl's Nest A Cozy 1-bed studio apartment in Bridgewater

Hawks Mountain Farm, full apartment on a working farm.

Hawks Mountain Farm, full apartment on a working farm.
Baltimore
10.0 out of 10, Exceptional, (52 reviews)
"Absolutely and They have everything you need to stay there. It is an outstanding getaway."
United States
STEPHEN B.
Hawks Mountain Farm, full apartment on a working farm.

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)
"Great location and great place!"
United States
Linda G.
The price is AED 389
AED 863 total
includes taxes & fees
30 Mar - 31 Mar
Cozy Studio Condo with Great Location, WiFi & Kitchenette

Vermont Retreat

Vermont Retreat
Bridgewater
10.0 out of 10, Exceptional, (40 reviews)
"Beautiful place to stay! "
United States
Kevin O.
Vermont Retreat

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 437
AED 1,200 total
includes taxes & fees
22 Apr - 23 Apr
Well-appointed studio right downtown - less than a mile to Okemo Mountain

Vermont Suite | 10 Min to Killington & Woodstock

Vermont Suite | 10 Min to Killington & Woodstock
Bridgewater
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
The price is AED 327
AED 755 total
includes taxes & fees
21 Apr - 22 Apr
Vermont Suite | 10 Min to Killington & Woodstock

Views! Sauna Historic - Woodstock Riverside Escape

Views! Sauna Historic - Woodstock Riverside Escape
Woodstock
9.4 out of 10, Exceptional, (6 reviews)
"The house had such character! It was an old house and had such charm. I loved all the windows and the sound of the river was wonderful. "
United States
Mary Anne C.
Views! Sauna Historic - Woodstock Riverside Escape

2-BR Winterplace Ski-In/Ski-Out Okemo Escape

2-BR Winterplace Ski-In/Ski-Out Okemo Escape
Okemo Village
10.0 out of 10, Exceptional, (6 reviews)
"Great weekend getaway! Place was clean and check in was easy. Communication was also excellent"
United States
Liam K.
2-BR Winterplace Ski-In/Ski-Out Okemo Escape

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 437
AED 908 total
includes taxes & fees
21 Apr - 22 Apr
Efficient condo near slopes with kitchenette & great location

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

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Ludlow
8.8 out of 10, Excellent, (33 reviews)
"Great stay and location "
United States
Greg N.
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

Historic Condo In Town - Okemo Shuttle Outside

Historic Condo In Town - Okemo Shuttle Outside
Ludlow
10.0 out of 10, Exceptional, (1 review)
"Clean rooms, all as described, property well renovated, we enjoyed our stay."
United States
Yury
Historic Condo In Town - Okemo Shuttle Outside

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

Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi
Barnard
8.0 out of 10, Very Good, (1 review)
"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. "
United States
Alexis N.
Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi

Vermont Suite | Minutes to Killington | Skiing

Vermont Suite | Minutes to Killington | Skiing
Bridgewater
8.0 out of 10, Very Good, (2 reviews)
"clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! "
United States
Amanda K.
The price is AED 294
AED 715 total
includes taxes & fees
25 Mar - 26 Mar
Vermont Suite | Minutes to Killington | Skiing

Vermont Suite | 10 Min to Woodstock & Killington

Vermont Suite | 10 Min to Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (5 reviews)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is AED 378
AED 820 total
includes taxes & fees
6 Apr - 7 Apr
Vermont Suite | 10 Min to Woodstock & Killington

Charming King Loft in Downtown Woodstock

Charming King Loft in Downtown Woodstock
Woodstock
10.0 out of 10, Exceptional, (4 reviews)
"A very charming space in the perfect location for downtown convenience!"
United States
Alex M.
Charming King Loft in Downtown Woodstock

Ludlow Condo Near Okemo | Walk to Dining & Shuttle

Ludlow Condo Near Okemo | Walk to Dining & Shuttle
Ludlow
10.0 out of 10, Exceptional, (4 reviews)
"This property was perfect for our trip. The location was great for accessing restaurants. The parking was convenient so loading and unloading the car was a breeze. The unit itself was clean and served our needs. There were some issues upon check in, but Dacia, the property manager, was very responsive and assisted us without hesitation. "
United States
Joshua P.
Ludlow Condo Near Okemo | Walk to Dining & Shuttle
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 County Hotel Reviews