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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Southern Vermont cottages

Exterior

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

Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Stratton
The price is ￥63,178
￥81,590 total
includes taxes & fees
Nov 2 - Nov 3
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
A house with a gravel driveway, surrounded by trees and a well-maintained lawn.

2. 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 ￥19,793
￥30,055 total
includes taxes & fees
Oct 18 - Oct 19
Peaceful Cottage Retreat
A wooden deck with a table and chairs overlooking a lake, surrounded by trees.

3. 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 ￥23,637
￥47,347 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.

4. 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, (2 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is ￥28,185
￥85,656 total
includes taxes & fees
Nov 4 - Nov 5
Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
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, (16 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is ￥31,668
￥58,168 total
includes taxes & fees
Oct 15 - Oct 16
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 ￥27,172
￥45,287 total
includes taxes & fees
Oct 15 - Oct 16
Brook Road Cabin
A wooden deck with picnic tables and chairs, surrounded by dense trees and a clear sky.

7. Hilltop Cottage

Hilltop Cottage
Argyle
10.0 out of 10, Exceptional, (3 reviews)
"great place to stay"
United States
Anna Z.
The price is ￥87,087
￥138,673 total
includes taxes & fees
Oct 15 - Oct 16
Hilltop Cottage
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
The price is ￥57,200
￥87,946 total
includes taxes & fees
Nov 8 - Nov 9
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
The price is ￥35,468
￥87,746 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is ￥217,559
￥340,523 total
includes taxes & fees
Oct 15 - Oct 16
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

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

8/10 Good
"The accommodations were very good but was disappointed that they made us pay $20 to park for the day we were leaving because we asked to stay in the lobby for an extra hour until we could pick up our grandson up at a neighboring ski camp. Especially since the parking lot was not full & we were there for four nights."
Timothy 4-night trip
Posted 2 hours ago
Grand Summit Resort, A Vail Resorts Property

Find out more about Southern Vermont

Southern Vermont Cottages information

Number of reviews
81
Accommodation
123 Cottages
Lowest Price
￥30,055
Highest Price
￥340,523

Frequently asked questions

How much do cottages in Southern Vermont cost?
Prices for cottages in Southern Vermont range between ￥30,055 and ￥340,523 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 123 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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