A winding road surrounded by autumn foliage.

Search Rutland Cottages

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Rutland cottages

A single-story house with a gabled roof, large windows, and a chimney.

1. Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views
Poultney
9.4 out of 10, Exceptional, (60 reviews)
"The cottage is in a nice spot on the lake. It is accurately depicted in the listing and was great for our trip"
United States
Jim V.
$364 nightly
The price is $408
Oct 9 - Oct 10
Total with taxes and fees
Quaint, friendly cottage with lakefront location & water views
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, (95 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
$197 nightly
The price is $220
Oct 18 - Oct 19
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, (16 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
$329 nightly
The price is $368
Oct 14 - Oct 15
Total with taxes and fees
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. Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
$486 nightly
The price is $544
Oct 27 - Oct 28
Total with taxes and fees
Terrific 3-bedroom cottage with AC in charming Cavendish
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
$1,955 nightly
The price is $2,151
Sep 27 - Sep 28
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.
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

Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"This is a unique property. Very clean, great shampoos, comfortable beds. Bring your own food and snacks. The grounds are super clean and in a safe, private area. We had an issue with the arrival instructions not opening in email but a call to the property phone number got our issue resolved quickly. Everything was great."
Sherry 1-night trip
Posted 5 hours ago
Emrose Luxury Cabins

Find out more about Rutland

Rutland Cottages information

Number of reviews
78
Accommodation
91 Cottages
Lowest Price
$220
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.

Explore a world of travel with Expedia