Search Southern Vermont Cottage Rentals from CA $174

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Southern Vermont cottages

A house with a deck, surrounded by trees and a grassy slope.

1. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Terrace/patio

2. Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
The price is CA $821
CA $1,008 total
includes taxes & fees
Nov 10 - Nov 11
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
A small, light blue house with a porch and a garage, surrounded by a grassy yard and dense trees.

3. Little River Cottage

Little River Cottage
Salem
The price is CA $265
CA $371 total
includes taxes & fees
Nov 10 - Nov 11
Little River Cottage
A house with a gravel driveway, surrounded by trees and a well-maintained lawn.

4. Peaceful Cottage Retreat

Peaceful Cottage Retreat
cambridge
9.8 out of 10, Exceptional, (50 reviews)
"Nice cozy little home Was well welcomed and host very communicative"
United States
Caleb N.
The price is CA $175
CA $251 total
includes taxes & fees
Nov 10 - Nov 11
Peaceful Cottage Retreat
A row of white houses with a clear night sky and visible stars.

5. 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 $300
CA $515 total
includes taxes & fees
Nov 16 - Nov 17
Comfy Cottage with Private Hot Tub in Historic East Poultney
A wooden deck with a table and chairs, surrounded by greenery and a wooden fence.

6. Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.4 out of 10, Good, (10 reviews)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
The price is CA $247
CA $408 total
includes taxes & fees
Dec 6 - Dec 7
Brook Road Cabin
A two-story house with a covered porch, surrounded by a well-maintained lawn and trees.

7. 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 $226
CA $698 total
includes taxes & fees
Nov 10 - Nov 11
Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
A cabin with a wooden deck, a covered porch, and a gravel driveway.

8. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is CA $355
CA $821 total
includes taxes & fees
Nov 12 - Nov 13
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A wooden deck with a table, benches, and outdoor furniture.

9. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

The Cottage on Mill Brook is walking distance to Berkshire East and the River.
Charlemont
The price is CA $505
CA $757 total
includes taxes & fees
Nov 13 - Nov 14
The Cottage on Mill Brook is walking distance to Berkshire East and the River.
A green wooden house with a sloped roof and a front porch.

10. 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 $1,920
CA $3,005 total
includes taxes & fees
Nov 8 - Nov 9
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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Learn more about Southern Vermont

Covered bridges and quaint villages dot the landscape, inviting you to explore charming towns like Manchester and Bennington. Hike part of the Appalachian Trail, or hit the slopes at Mount Snow for year-round outdoor adventures.

See all hotels in Southern Vermont
A covered bridge with a sign indicating a height restriction of 10 feet 6 inches.

Frequently Asked Questions

How much do cottages in Southern Vermont cost?

Prices for cottages in Southern Vermont range between CA $174 and CA $1,919 per night. Whatever your budget, you're sure to find the ideal place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Southern Vermont?

Explore our cottages in Southern Vermont and lock in your favorite. Whether you're thinking about a vacation with the fam or a weekend with friends, your perfect stay is just a few clicks away with Expedia.

Why book your cottage in Southern Vermont with Expedia?

We think that vacays should be a breeze, so if you're seeking cottages in Southern Vermont at a competitive rate, Expedia has you covered. Stick to the budget and check in to an economical option far from the hustle and bustle, or splurge on a luxury cottage to really pamper your favorite people.

How can I find cheap cottages in Southern Vermont?

The simplest way to spot cheap cottages in Southern Vermont is with Expedia's handy filter tool. Refine your search by budget, amenities and star rating to nab unbeatable deals in just a few keystrokes.

What is there to do in Southern Vermont near my cottage?

You'll find plenty of things to keep you busy in Southern Vermont. If you're bound for Brattleboro, don't miss Creamery Covered Bridge, Vermont Jazz Center and Tasha Tudor Museum. Basing yourself in Manchester Center? Equinox Preservation Trust, Gander Gallery and Manchester Designer Outlets are popular sights in this city.

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