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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Cuttingsville cottages

A cabin with a porch, a garage, and a dirt driveway surrounded by trees.

1. The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Mendon
9.6 out of 10, Exceptional, (22 reviews)
"The communication with Host was awesome to a question we had; Dave's response was so helpful. Beautiful place, quiet. Get ‘get-away’."
United States
Diane
The price is CA $209
CA $637 total
includes taxes & fees
Nov 10 - Nov 11
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
A wooden deck with two chairs and a small table, overlooking a green landscape.

2. Game Room, Fire Pit & Views! Spacious Ludlow Home

Game Room, Fire Pit & Views! Spacious Ludlow Home
3.0 star property
Ludlow
The price is CA $428
CA $1,136 total
includes taxes & fees
Nov 10 - Nov 11
Game Room, Fire Pit & Views! Spacious Ludlow Home
A row of white houses with a clear night sky and visible stars.

3. Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (18 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is CA $318
CA $540 total
includes taxes & fees
Nov 16 - Nov 17
Comfy Cottage with Private Hot Tub in Historic East Poultney
A two-story house with a covered porch, surrounded by a well-maintained lawn and trees.

4. Renovated Vermont Retreat with mountain views near Okemo & Killington for 6

Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
Cavendish
10.0 out of 10, Exceptional, (3 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is CA $229
CA $706 total
includes taxes & fees
Nov 10 - Nov 11
Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
A green wooden house with a sloped roof and a front porch.

5. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is CA $1,941
CA $3,038 total
includes taxes & fees
Nov 10 - Nov 11
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
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 reviews in Cuttingsville

A hotel entrance with a covered walkway, stone pillars, and a sign reading 'Hampton Inn.'
Hampton Inn Rutland

Hampton Inn Rutland

Hampton Inn Rutland
Rutland

10/10 Excellent

Room was very clean and beds comfortable.
Canada
shelly-lynn
Reviewed November 13, 2025
Hampton Inn Rutland

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