A winding road surrounded by autumn foliage.

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Nov 27 - Nov 29
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Mar 5 - Mar 7

Our top choices for Rutland 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
$402 nightly
The price is $454
Nov 11 - Nov 12
Total with taxes and fees
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
A two-story wooden house with a covered porch and a large window with a decorative wheel.

2. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (97 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
$176 nightly
The price is $197
Nov 22 - Nov 23
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
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.
$342 nightly
The price is $383
Nov 16 - Nov 17
Total with taxes and fees
Comfy Cottage with Private Hot Tub in Historic East Poultney
A wooden deck with two chairs and a small table, overlooking a green landscape.

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

Game Room, Fire Pit & Views! Spacious Ludlow Home
3.0 star property
Ludlow
$719 nightly
The price is $791
Nov 11 - Nov 12
Total with taxes and fees
Game Room, Fire Pit & Views! Spacious Ludlow Home
A two-story house with a covered porch, surrounded by a well-maintained lawn and trees.

5. 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, (4 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
$512 nightly
The price is $573
Nov 11 - Nov 12
Total with taxes and fees
Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
A green wooden house with a sloped roof and a front porch.

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

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
$1,955 nightly
The price is $2,151
Nov 11 - Nov 12
Total with taxes and fees
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 Rutland Hotel Reviews

Hampton Inn Rutland

Hampton Inn Rutland

10/10 Excellent
"The fitness room was very good, lots of towels, access to television channels, the equipment was in super shape."
Stewart 2-night trip
Posted 2 hours ago
Hampton Inn Rutland

Find out more about Rutland

Rutland Cottages information

Number of reviews
141
Accommodation
97 Cottages
Lowest Price
$197
Highest Price
$2,151

Frequently asked questions

Why book your cottage in Rutland with Expedia?
Expedia has some great cottages in Rutland, so get set for an unforgettable vacation on nature's doorstep. If you're sticking to a budget, select how much you're willing to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with a pool or a hot tub. We'll help you find the perfect place whatever your escape looks like.
How can I find cheap cottages in Rutland?
An excellent way to get cheap cottages in Rutland is with Expedia's useful filter tool. Refine your search by star rating, budget and amenities to secure awesome rates with only a few clicks.
What is there to do in Rutland near my cottage?
Whatever you love to do, Rutland has plenty to keep you busy. Rutland Country Club, Paramount Theater and Vermont State Fairgrounds are on many travelers' schedules. Don't leave without exploring Diamond Run Mall, Pine Hill Park and Green Mountain Rock Climbing Center either. With Expedia's Rutland hotel deals, you can discover even more terrific attractions like these with the cash you save.

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