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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 AED 536
AED 1,480 total
includes taxes & fees
5 Oct - 6 Oct
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Exterior

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 AED 1,486
AED 1,800 total
includes taxes & fees
30 Sep - 1 Oct
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
A wooden deck leading to a house with a view of a road and greenery.

3. Spacious Vermont Farmhouse 3 Mi to Mount Snow

Spacious Vermont Farmhouse 3 Mi to Mount Snow
3.0 star property
West Dover
The price is AED 1,396
AED 2,870 total
includes taxes & fees
30 Sep - 1 Oct
Spacious Vermont Farmhouse 3 Mi to Mount Snow
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, (49 reviews)
"Nice cozy little home Was well welcomed and host very communicative"
United States
Caleb N.
The price is AED 459
AED 693 total
includes taxes & fees
1 Oct - 2 Oct
Peaceful Cottage Retreat
A wooden deck with a table and chairs overlooking a lake, surrounded by trees.

5. 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 AED 547
AED 1,096 total
includes taxes & fees
4 Oct - 5 Oct
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A single-story house with a gabled roof, large windows, and a chimney.

6. 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.
The price is AED 386
AED 1,498 total
includes taxes & fees
9 Oct - 10 Oct
Quaint, friendly cottage with lakefront location & water views
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
The price is AED 630
AED 1,051 total
includes taxes & fees
30 Sep - 1 Oct
Brook Road Cabin
A two-story house with a covered porch, surrounded by a well-maintained lawn and trees.

8. 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.
Terrific 3-bedroom cottage with AC in charming Cavendish
A row of white houses with a clear night sky and visible stars.

9. 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 AED 790
AED 1,353 total
includes taxes & fees
14 Oct - 15 Oct
Comfy Cottage with Private Hot Tub in Historic East Poultney
A wooden deck with picnic tables and chairs, surrounded by dense trees and a clear sky.

10. Hilltop Cottage

Hilltop Cottage
Argyle
10.0 out of 10, Exceptional, (3 reviews)
"great place to stay"
United States
Anna Z.
The price is AED 2,020
AED 3,037 total
includes taxes & fees
30 Sep - 1 Oct
Hilltop Cottage
A cabin with a wooden deck, a covered porch, and a gravel driveway.

11. 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 AED 823
AED 2,035 total
includes taxes & fees
12 Oct - 13 Oct
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A green wooden house with a sloped roof and a front porch.

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

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is AED 5,047
AED 7,899 total
includes taxes & fees
30 Sep - 1 Oct
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 Manchester View

The Manchester View

10/10 Excellent
"We really enjoyed our stay at The Manchester View. Our terrace room was spacious and comfortable, and the view was absolutely to die for—definitely one of the highlights of our stay. Check-in and checkout were both very easy, and the included breakfast was a nice touch and a great way to start the day. The location is also very convenient, especially for visiting Hildene, which is nearby and was a very special place and one of the highlights of our trip. A comfortable, relaxing stay with beautiful Vermont views. We would definitely stay here again."
Jose 1-night trip
Posted 4 hours ago
The Manchester View

Frequently asked questions

How much do cottages in Southern Vermont cost?
Prices for cottages in Southern Vermont range between AED 693 and AED 7,899 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 130 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?
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