The Bennington County Court House with a white facade, green shutters, and a gold dome.

Search Southern Vermont Cottages

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Southern Vermont cottages

Terrace/patio

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

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
$639 nightly
The price is $722
Nov 11 - Nov 12
Total with taxes and fees
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.

2. Little River Cottage

Little River Cottage
Salem
$237 nightly
The price is $263
Nov 11 - Nov 12
Total with taxes and fees
Little River Cottage
A house with a gravel driveway, surrounded by trees and a well-maintained lawn.

3. 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.
$156 nightly
The price is $173
Nov 11 - Nov 12
Total with taxes and fees
Peaceful Cottage Retreat
A row of white houses with a clear night sky and visible stars.

4. 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.

5. 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.

6. 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.
$441 nightly
The price is $494
Nov 16 - Nov 17
Total with taxes and fees
Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
A wooden deck with a table and chairs, surrounded by greenery and a wooden fence.

7. 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
$282 nightly
The price is $306
Nov 11 - Nov 12
Total with taxes and fees
Brook Road Cabin
A wooden deck with a table, benches, and outdoor furniture.

8. 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
$555 nightly
The price is $620
Nov 13 - Nov 14
Total with taxes and fees
The Cottage on Mill Brook is walking distance to Berkshire East and the River.
A cabin with a wooden deck, a covered porch, and a gravel driveway.

9. 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
$529 nightly
The price is $587
Nov 11 - Nov 12
Total with taxes and fees
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
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
$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 Southern Vermont Hotel Reviews

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Very unique property with a feel like home feel Good breakfast ."
Michael 1-night trip
Posted 2 hours ago
The Equinox Golf Resort And Spa

Find out more about Southern Vermont

Southern Vermont Cottages information

Number of reviews
82
Accommodation
117 Cottages
Lowest Price
$173
Highest Price
$2,151

Frequently asked questions

How much do cottages in Southern Vermont cost?
Prices for cottages in Southern Vermont range between $173 and $2,151 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 117 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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