Windsor County Apartment Rentals from CA $328

A river flowing through a forest with autumn foliage.

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Top Cities in Windsor County

A red convertible car parked in front of a brick house with black shutters and a white picket fence.

Our top choices for Windsor County apartments

A modern kitchen with a stainless steel refrigerator, double sink, and wooden cabinets.

1. Charming King Loft in Downtown Woodstock

Woodstock

John M.

A black door with a wreath and a welcome sign.

2. 3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view

Cavendish

karlie j.

A wooden pergola structure with a bench and table underneath, surrounded by a garden with various plants and a stone pathway.

3. Hawks Mountain Farm, full upstairs apartment on a working farm.

Baltimore

Phil C.

A multi-level wooden structure with a balcony, surrounded by snow.

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

Ludlow

A cozy cabin interior with a wooden ceiling, a sofa, a bed, a dining table, and a kitchen area.

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

Bridgewater

Jeff K.

A cabin with a large, curved roof and a smaller adjacent structure, surrounded by dense forest and mountains in the background.

6. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

Ludlow

Tyler

An outdoor patio with a wooden table and chairs, a grill, and a stone pathway leading to a house.

7. Country retreat for rest, creativity, and renewal

Woodstock

Tera L.

A golf course with a winding path, trees, and a distant mountain range.

8. Efficient condo near slopes with kitchenette & great location

Ludlow

Frank R.

CA $328 total

includes taxes & fees

Oct 14 - Oct 15

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Top Windsor County Hotel Reviews

Norwich Inn

10/10 Excellent

"As a history buff, I found the whole experience charming! Our room was very nice and the food in the Inn's restaurant was fantastic. The staff was pleasant and welcoming."

Pointe at Castle Hill Resort

10/10 Excellent

"My sister and I needed a very last minute place to stay after our VRBO rental was not what we thought. The ladies at the front desk were really nice and very help. The beds and pillows were very comfortable and the room was very clean. The only issue is the area, it’s a bit of a drive if you want to shop however, one minute up the road is Murdoch’s restaurant and they had delicious food. We ate there twice. Just make sure to make a reservation. All in all it was a nice stay and we definitely suggest staying there."