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Cottages in Southern Vermont

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Relax by the campfire in a serene wooded setting, surrounded by Adirondack chairs and a rustic picnic table.

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (53)
"Great place just need the fire place to be fixed asap, especially for the winter time"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Cozy space with a high ceiling, round table, and four chairs, surrounded by large windows and a decorative wreath.

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (224)
"Very cozy cabin for a weekend getaway. Multiple fireplaces with plenty of firewood available. Great place to curl up with a book or lots of shopping / restaurants in the area. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Rare new Home on Lake Whitingham. Semi-priv beach
Enjoy the serene view from this balcony with a wooden table and two chairs.

Rare new Home on Lake Whitingham. Semi-priv beach

10.0 out of 10, Exceptional, (1)
"This home is spectacular, built on a hillside overlooking a pond. Very tastefully built into the landscape. Inside was very well appointed and plenty of room for our family. Three bathrooms was a big plusCould have spent the entire day lookjng out the windows"
Rare new Home on Lake Whitingham. Semi-priv beach
Home with a spring-fed pond and mountain view.
Relax on the lakeside dock, surrounded by serene woods and a tranquil atmosphere.

Home with a spring-fed pond and mountain view.

10.0 out of 10, Exceptional, (117)
"Cute cottage with a lot of charm. The kiddos loved the concept of staying next to a pond. Convenient location to Manchester center and also to Bromley. Jeremy was quick to respond to all to all pf our questions."
Home with a spring-fed pond and mountain view.
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Relax in the cottage's outdoor seating area, featuring a wicker chair, cushioned bench, and small table.

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (13)
"We very much enjoyed our stay in this historic, architecturally significant home. We would definitely stay here again."
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!
Enjoy meals in the well-appointed kitchen and dining area, featuring a stainless steel stove, microwave, and wooden table for four.

Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!

10.0 out of 10, Exceptional, (28)
"Loved Dorset and this house was great. Very clean and living area was nice to spend time with family. Also close to skiing which we took advantage of"
Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Situated on a grassy lawn, this charming house features a gabled roof and a welcoming front porch.

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

10.0 out of 10, Exceptional, (1)
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Lake life at Woodford Cottage
Cozy cabin interior with a fireplace, comfortable seating area, and wooden accents.

Lake life at Woodford Cottage

9.6 out of 10, Exceptional, (15)
"Perfect getaway for a family ski trip."
Lake life at Woodford Cottage
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Enjoy cooking in this well-equipped kitchen with an oven, range hood, and stainless steel sink.

Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont

10.0 out of 10, Exceptional, (2)
"The Carriage House is lovely and surroundings beautiful. We had a very relaxing experience. Lizzie was a perfect host."
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Cozy Wilmington Home: 6 Mi to Mount Snow!
House (4 Bedrooms) | Interior

Cozy Wilmington Home: 6 Mi to Mount Snow!

3.0 star property
Cozy Wilmington Home: 6 Mi to Mount Snow!
Bennington Gem w/ Smart TV Near Historic District!
House (1 Bedroom) | Interior

Bennington Gem w/ Smart TV Near Historic District!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We liked staying at the place as it had good amenities (washer, dryer, dishwasher, fridge with a freezer, fan, inflatable bed, wifi, cable, free parking spots. etc) and a lot of space. Where there is no central AC, it had a window unit which worked well - we had a comfortable stay in mid-July."
Bennington Gem w/ Smart TV Near Historic District!
Perfect for a peaceful get away in clean fresh Vermont air!
Stroll up to the charming entrance, flanked by windows, and enjoy the covered deck area.

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

10.0 out of 10, Exceptional, (74)
"Enjoyed the cozy cabin feel. Property was extremely clean and when hit with snow the plow service was totally on top of it! A lovely stay!"
Perfect for a peaceful get away in clean fresh Vermont air!
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Set amidst lush greenery, this charming house features a gabled roof and a welcoming porch.

This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.

10.0 out of 10, Exceptional, (28)
"This was a great location… close to town but also close to skiing, hiking and skating."
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
House (3 Bedrooms) | Interior

'mount Pine' Getaway Near Green Mtn Nat'l Forest!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing place! Super clean and cozy, and host was extremely nice and communicative. Highly recommend."
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
Wilmington Retreat Near Trails, Skiing & Festivals
House (3 Bedrooms) | Interior

Wilmington Retreat Near Trails, Skiing & Festivals

3.0 star property
10.0 out of 10, Exceptional, (1)
"Would definitely recommend! House had an everything we would need. So comfy and cozy! "
Wilmington Retreat Near Trails, Skiing & Festivals
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Cozy cabin-style room with a high ceiling and large window, featuring a simple bed and wooden staircase.

Rustic Marlboro Cottage: 4 Mi to Lake Raponda!

3.0 star property
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
West Dover Vacation Rental w/ Hot Tub Near Mt Snow
Prepare meals in this kitchen with a microwave, oven, and sink.

West Dover Vacation Rental w/ Hot Tub Near Mt Snow

3.0 star property
West Dover Vacation Rental w/ Hot Tub Near Mt Snow
Near Skiing & Hiking: Quiet Home in West Wardsboro
Enjoy cooking in this well-equipped kitchen with a central island, oven, and sink with a window above.

Near Skiing & Hiking: Quiet Home in West Wardsboro

3.0 star property
Near Skiing & Hiking: Quiet Home in West Wardsboro
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
Enjoy cooking in this well-equipped kitchen with a stainless steel stove, dishwasher, and microwave.

Wilmington Home on 18 Acres ~ 9 Mi to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
Vermont Country Cottage (Near Village)
Cozy home with a small porch, white picket fence, and a well-manicured lawn.

Vermont Country Cottage (Near Village)

9.4 out of 10, Exceptional, (13)
"Cute place. Enjoyed our stay. "
Vermont Country Cottage (Near Village)
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 Covered Bridge Inn

The Covered Bridge Inn

10/10 Excellent
"All good "
richard 1-night trip
Posted 1 day ago
The Covered Bridge Inn

Frequently asked questions

How much do cottages in Southern Vermont cost?
Prices for cottages in Southern Vermont range between and 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 120 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.