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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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
The price is 3.767.092 ₫
10.393.304 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
A wooden deck with a table and chairs, surrounded by greenery and a wooden fence.

2. 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 4.423.391 ₫
7.372.339 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Brook Road Cabin
A cabin with a wooden deck, a covered porch, and a gravel driveway.

3. 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 6.547.104 ₫
15.142.369 ₫ total
includes taxes & fees
17 Nov - 18 Nov
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A green wooden house with a sloped roof and a front porch.

4. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is 35.416.224 ₫
55.433.350 ₫ total
includes taxes & fees
16 Nov - 17 Nov
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

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

10/10 Excellent
"Clean room."
Jessica 2-night trip
Posted 3 hours ago
Travelodge by Wyndham Brattleboro VT

Find out more about Southern Vermont

Southern Vermont Cottages information

Number of reviews
11
Accommodation
104 Cottages
Lowest Price
7.372.339 ₫
Highest Price
55.433.350 ₫

Frequently asked questions

How much do cottages in Southern Vermont cost?
Prices for cottages in Southern Vermont range between 7.372.339 ₫ and 55.433.350 ₫ 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 104 cottages in Southern Vermont and lock in your favourite. Whether you're thinking about a holiday 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 favourite 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 Centre and Tasha Tudor Museum. Basing yourself in Manchester Centre? Equinox Preservation Trust, Gander Gallery and Manchester Designer Outlets are popular sights in this city.