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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Southern Vermont cottages

Cottage (1 Bedroom) | Interior

< 6 Mi to Arlington: 'whimsical Stone Abode!'

< 6 Mi to Arlington: 'whimsical Stone Abode!'
3.0 star property
Arlington
10.0 out of 10, Exceptional, (1 review)
"We came into town for a few days to visit friends. This was a perfect place. The home was clean and very inviting! Quiet location. Fully stocked kitchen with all the appliances and cooking ware you may need. You will not regret staying here. We loved the photo album of how the home was built! "
United States
Dale
The price is AED 823
AED 1,264 total
includes taxes & fees
29 Jun - 30 Jun
< 6 Mi to Arlington: 'whimsical Stone Abode!'
Exterior

Perfect for a peaceful get away in clean fresh Vermont air!

Perfect for a peaceful get away in clean fresh Vermont air!
Woodford
10.0 out of 10, Exceptional, (83 reviews)
"We had the most wonderful stay! The house and the property were beautiful, the amentities were excellent, and Linda Jane was an incredibly generous and accommodating host. We visit Bennington every year for Thanksgiving with family and we hope to rent with Linda Jane again in the future."
United States
Karissa A.
The price is AED 628
AED 1,415 total
includes taxes & fees
30 Jun - 1 Jul
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior

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 1,401
AED 1,808 total
includes taxes & fees
29 Jun - 30 Jun
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
Living area

Awesome Cottage with Fireplace and Swimming Pool in Sunderland, Vermont

Awesome Cottage with Fireplace and Swimming Pool in Sunderland, Vermont
Sunderland
The price is AED 3,377
AED 4,280 total
includes taxes & fees
5 Jul - 6 Jul
Awesome Cottage with Fireplace and Swimming Pool in Sunderland, Vermont
Exterior

< 6 Mi to Arlington: 'Whimsical Stone Abode!'

< 6 Mi to Arlington: 'Whimsical Stone Abode!'
Sandgate
10.0 out of 10, Exceptional, (2 reviews)
"This was an amazing property! Great location, comfortable furnishings, and wonderful hosts! "
United States
Karla P.
The price is AED 646
AED 1,318 total
includes taxes & fees
29 Jun - 30 Jun
< 6 Mi to Arlington: 'Whimsical Stone Abode!'
House (3 Bedrooms) | Interior

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 643
AED 1,597 total
includes taxes & fees
29 Jun - 30 Jun
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
House (4 Bedrooms) | Interior

3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
3.0 star property
West Dover
The price is AED 1,293
AED 2,398 total
includes taxes & fees
28 Jun - 29 Jun
3 Mi to Mount Snow: Spacious West Dover Home
Exterior

Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views
Poultney
9.4 out of 10, Exceptional, (59 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 1,585 total
includes taxes & fees
28 Jun - 29 Jun
Quaint, friendly cottage with lakefront location & water views
Exterior

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, (13 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 1,411 total
includes taxes & fees
5 Jul - 6 Jul
Comfy Cottage with Private Hot Tub in Historic East Poultney
Exterior

Quaint lakefront home with great views & full kitchen

Quaint lakefront home with great views & full kitchen
Poultney
The price is AED 386
AED 1,585 total
includes taxes & fees
30 Jun - 1 Jul
Quaint lakefront home with great views & full kitchen
House (2 Bedrooms) | Interior

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 940
AED 1,640 total
includes taxes & fees
1 Jul - 2 Jul
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Exterior

Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.8 out of 10, Good, (9 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 674
AED 1,098 total
includes taxes & fees
29 Jun - 30 Jun
Brook Road Cabin
Exterior

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.
The price is AED 826
AED 2,230 total
includes taxes & fees
29 Jun - 30 Jun
Terrific 3-bedroom cottage with AC in charming Cavendish
TV, books

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
10.0 out of 10, Exceptional, (8 reviews)
"Easy hand's off check in and great communication with the host. The cottage itself was lovely - my friends and I were in town for a wedding and it was the perfect accommodations! Would definitely stay here again! "
United States
Frances D.
The price is AED 894
AED 1,106 total
includes taxes & fees
28 Jun - 29 Jun
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
House (3 Bedrooms) | Interior

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
28 Jun - 29 Jun
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
House (5 Bedrooms) | Interior

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 4,268
AED 6,783 total
includes taxes & fees
28 Jun - 29 Jun
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

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Enjoyed our one night stay. Convenient location. Unique vibe. Staff very helpful and friendly."
Antonia 1-night trip
Posted 5 hours ago
Latchis Hotel

Frequently asked questions

How much do cottages in Southern Vermont cost?
Prices for cottages in Southern Vermont range between AED 1,098 and AED 6,783 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 144 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.