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Cottages in Southern Vermont

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!
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Interior

Rustic Marlboro Cottage: 4 Mi to Lake Raponda!

3.0 star property
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Near Skiing & Hiking: Quiet Home in West Wardsboro
Interior

Near Skiing & Hiking: Quiet Home in West Wardsboro

3.0 star property
Near Skiing & Hiking: Quiet Home in West Wardsboro
< 6 Mi to Arlington: 'whimsical Stone Abode!'
Interior

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

3.0 star property
< 6 Mi to Arlington: 'whimsical Stone Abode!'
West Dover Vacation Rental w/ Hot Tub Near Mt Snow
House (4 Bedrooms) | Interior

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 Hiking & Skiing: Home in Wilmington!
House (3 Bedrooms) | Interior

Near Hiking & Skiing: Home in Wilmington!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Owner Brent was helpful and quick to respond to questions. The house is near Mount Snow great for skiing! Very nice place to stay, we will definitely stay again when booking for next year."
Near Hiking & Skiing: Home in Wilmington!
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
Microwave, oven, stovetop, dishwasher

Peaceful Marlboro Vacation Rental w/ Sauna & Yard!

3.0 star property
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
Londonderry Chalet w/ Deck, Fire Pit & Views!
House (3 Bedrooms) | Interior

Londonderry Chalet w/ Deck, Fire Pit & Views!

3.0 star property
Londonderry Chalet w/ Deck, Fire Pit & Views!
Hike & Swim On-site: Cozy Falls Brook Cabin
House (2 Bedrooms) | Interior

Hike & Swim On-site: Cozy Falls Brook Cabin

3.0 star property
10.0 out of 10, Exceptional, (2)
Hike & Swim On-site: Cozy Falls Brook Cabin
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Interior

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

3.0 star property
10.0 out of 10, Exceptional, (1)
"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+"
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Wilmington Retreat Near Trails, Skiing & Festivals
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
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

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!
Manchester Center Home w/ Green Mtn Views!
House (2 Bedrooms) | Interior

Manchester Center Home w/ Green Mtn Views!

3.0 star property
Manchester Center Home w/ Green Mtn Views!
'john's Farmhouse in Mount Snow' on 120 Acres!
House (5 Bedrooms) | 5 bedrooms, laptop workspace, free cribs/infant beds, bed sheets

'john's Farmhouse in Mount Snow' on 120 Acres!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home. Great for a family get away. Hosts were top notch. I stay in rentals all the time for work and this was great. I will bring my grand kids next time. "
'john's Farmhouse in Mount Snow' on 120 Acres!
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
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!
Historic New Hampshire Home: 1 Mi to Boat Launch
Interior

Historic New Hampshire Home: 1 Mi to Boat Launch

3.0 star property
Historic New Hampshire Home: 1 Mi to Boat Launch
4 Mi to Bromley Mountain Ski Resort: Home w/ Views
House (3 Bedrooms) | Interior

4 Mi to Bromley Mountain Ski Resort: Home w/ Views

3.0 star property
4 Mi to Bromley Mountain Ski Resort: Home w/ Views
Londonderry Retreat ~ 3 Mi to Lowell Lake!
Interior

Londonderry Retreat ~ 3 Mi to Lowell Lake!

3.0 star property
Londonderry Retreat ~ 3 Mi to Lowell Lake!
Wilmington Vacation Rental Near Hiking and Skiing!
Dining

Wilmington Vacation Rental Near Hiking and Skiing!

3.0 star property
Wilmington Vacation Rental Near Hiking and Skiing!
Charming Putney Home: Porch, Grill & Hiking Trails
House (4 Bedrooms) | Interior

Charming Putney Home: Porch, Grill & Hiking Trails

3.0 star property
Charming Putney Home: Porch, Grill & Hiking Trails
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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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 99 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.