A winding road surrounded by autumn foliage.

Search Rutland Cottage Rentals from CA $290

  • 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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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
The price is CA $208
CA $626 total
includes taxes & fees
Oct 26 - Oct 27
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
The price is CA $186
CA $290 total
includes taxes & fees
Nov 22 - Nov 23
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.
The price is CA $301
CA $540 total
includes taxes & fees
Oct 26 - Oct 27
Comfy Cottage with Private Hot Tub in Historic East Poultney
A wooden deck with a table and chairs overlooking a lake, surrounded by trees.

4. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is CA $260
CA $475 total
includes taxes & fees
Oct 26 - Oct 27
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
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 8

Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
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 $224
CA $726 total
includes taxes & fees
Nov 4 - Nov 5
Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
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
The price is CA $1,924
CA $3,011 total
includes taxes & fees
Oct 26 - Oct 27
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.
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 Rutland Hotel Reviews

Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"Great place to stay. This is a family run place that offers a hot breakfast every morning. The staff were amazing and helpful with suggestions of places to visit. Highly recommend. We plan to stay again when we return to Vermont"
Sheila 2-night trip
Posted 4 hours ago
Mountain Sports Inn

Find out more about Rutland

Rutland Cottages information

Number of reviews
137
Accommodation
97 Cottages
Lowest Price
CA $290
Highest Price
CA $3,011

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.

Explore a world of travel with Expedia