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

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Our top choices for Southern Vermont cottages

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 AU$713
includes taxes & fees
1 Nov - 2 Nov
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont

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 AU$273
includes taxes & fees
18 Oct - 19 Oct
Peaceful Cottage Retreat

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 AU$486
includes taxes & fees
15 Oct - 16 Oct
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

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 AU$817
includes taxes & fees
25 Oct - 26 Oct
Renovated Vermont Retreat with mountain views near Okemo & Killington for 8

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 AU$514
includes taxes & fees
15 Oct - 16 Oct
Comfy Cottage with Private Hot Tub in Historic East Poultney

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 AU$410
includes taxes & fees
15 Oct - 16 Oct
Brook Road Cabin

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 AU$1,229
includes taxes & fees
18 Oct - 19 Oct
Hilltop Cottage

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 AU$785
includes taxes & fees
8 Nov - 9 Nov
The Cottage on Mill Brook is walking distance to Berkshire East and the River.

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 AU$794
includes taxes & fees
15 Oct - 16 Oct
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

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 AU$3,080
includes taxes & fees
15 Oct - 16 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

Find out more about Southern Vermont

Southern Vermont Cottages information

Number of reviews
81
Accommodation
133 Cottages
Lowest Price
AU$273
Highest Price
AU$3,080

Frequently asked questions

How much do cottages in Southern Vermont cost?
Cottages in Southern Vermont range between AU$273 and AU$3,080 per night. These stays offer a chance to get in touch with nature — at a price you can afford. This price was 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?
Southern Vermont has 133 cottages to choose from. Click on your travel dates, enter your destination and start organising your next getaway today.
What is there to do in Southern Vermont near my cottage?
There are plenty of things to put on your to-do list in Southern Vermont. If you're bound for Brattleboro, check out Brattleboro Bowl, Brattleboro Museum & Art Centre and Fort Dummer State Park. Packing your bags for Bennington? Old First Congregational Church, Robert Frost Stone House Museum and Southern Vermont College are popular attractions in this city.