Search Holiday Homes in Southern Vermont

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Browse Select Southern Vermont Holiday Homes

Property grounds
Beautiful, private log cabin with huge, relaxing screened porch
10.0 out of 10, Exceptional, (24)
"The house was very comfortable for our family. It was well-stocked with plates, pots, and pans. Bed were comfortable."
Beautiful, private log cabin with huge, relaxing screened porch
Fridge, microwave, oven, stovetop
Victorian Home in Bennington, Vermont
10.0 out of 10, Exceptional, (78)
"The house fit our needs so well that we stayed an extra day. High ceilings, lots of light, more than ample room. We used it as a home base for ski slopes less than an hour away. Great work-from-home setup for a non-skier. Thank you for hosting us!"
Victorian Home in Bennington, Vermont
Property grounds
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
10.0 out of 10, Exceptional, (183)
"The barn was spacious and had everything we needed. The property is breathtaking, great location to the town, and Jeff was a great host. Our dogs were welcome, living their best life running around the property, and it was so special to see the mountains and just breathe in the air there. Would love to come back in the warmer weather!"
The price is £634
per night
20 May - 21 May
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
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Property grounds
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
10.0 out of 10, Exceptional, (192)
"Our family rated this as our best stay in 7 years of traveling with VRBO properties. There was lots of room for everyone to spread-out, but the family spent most of the time in the game room playing pool, fuzzball, shuffleboard and Ping-Pong. Overall and great spring break for the family and friends."
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Fridge, microwave, oven, stovetop
Mt Snow, Summer house Escape- Spacious 4BR Cozy Home!
10.0 out of 10, Exceptional, (24)
"Such a cozy place to relax and spend time with family. My niece loved the selection of games. Very convenient location right in the middle of Dover."
Mt Snow, Summer house Escape- Spacious 4BR Cozy Home!
Fridge, microwave, stovetop, dishwasher
Winhall Home w/ Deck + Views, 6 Mi to Ski Slopes!
10.0 out of 10, Exceptional, (2)
"My family loved staying at the Winhall property. The house was beautiful and extremely cozy. The guest contacts were accommodating and friendly. We are already planning our next trip!"
Winhall Home w/ Deck + Views, 6 Mi to Ski Slopes!
Fridge, microwave, oven, stovetop
Home base at Mount Snow
10.0 out of 10, Exceptional, (5)
"Nice well maintained 70s style house, great location , highly recommend."
Home base at Mount Snow
TV, fireplace
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
10.0 out of 10, Exceptional, (6)
"This unit was so clean and well cared for. We felt right at home! And so close to both Mt Snow and all of the restaurants in Wilmington. We really enjoyed our stay and plan to return again."
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
10.0 out of 10, Exceptional, (205)
"Very comfortable stay in a peaceful and private setting. Would definitely back again."
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
View from property
Cool Barn reno with views. 5 mins to hike, restaurants, fishing...
10.0 out of 10, Exceptional, (50)
"Will be my first choice when I return to Manchester. Beautiful property, very comfortable layout and great privacy from main property. Thank you!"
Cool Barn reno with views. 5 mins to hike, restaurants, fishing...
Property grounds
Cozy cottage tucked away in the woods
10.0 out of 10, Exceptional, (34)
"Stayed here to celebrate a birthday, hang out with friends, and go to Stratton. The house was amazing. We really enjoyed the record player and relaxing by the wood stove. The property was kept nicely and the home was very clean. The house had all of the standard things that are typically needed. We look forward to staying there again next year."
Cozy cottage tucked away in the woods
Books
Idyllic dog-friendly mountain retreat with firepit & balcony views - near skiing
10.0 out of 10, Exceptional, (4)
Idyllic dog-friendly mountain retreat with firepit & balcony views - near skiing
Property grounds
*Wandering Moose* Hot Tub at a Renovated Stratton Home
10.0 out of 10, Exceptional, (12)
"This house is exactly what you want in a mountain home. Multiple fire places plenty of room yet cozy feel. Plenty of bathrooms. And the location is perfect. Just an easy 5 minute drive to the mountain. David was super helpful and responsive in getting this last minute booking done for us! 10/10 would recommend"
*Wandering Moose* Hot Tub at a Renovated Stratton Home
Interior
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
9.8 out of 10, Exceptional, (7)
"Beautiful property! Responsive and helpful hosts. Short walk into downtown Bennington. We had a blast!"
The price is £695
per night
20 May - 21 May
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
Property grounds
By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.
9.8 out of 10, Exceptional, (57)
"We loved our stay at the lodge. We had two couples and kids ranging in age from 2 to 12. We did lots of skiing at Bromley but loved having Manchester so close to explore. The pinball arcade was a great rainy day activity for kids! The house was amazing and bigger than we imagined, we were all extremely comfortable. The only thing to mention is the stairs and upstairs loft are a bit scary for little ones. We blocked them with a baby gate and didn’t let the two year old up there, but it was fine...
By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.
Property grounds
Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.
9.8 out of 10, Exceptional, (22)
"Friendly host, ans check in process was very simple. House was big enough for 8 adults and 6 children. Location is 30-40 mins away from stratton, which we decided to go fo skiing. It felt a little further away due to traffic and busy long weekend."
Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.
TV, DVD player, books
Storybook Stratton House: 3 Mi to Mount Snow!
9.8 out of 10, Exceptional, (7)
"Overall the house was great. Exactly as advertised"
Storybook Stratton House: 3 Mi to Mount Snow!
Outdoor dining
West Dover Home w/ Deck, Grill & EV Outlet
9.8 out of 10, Exceptional, (16)
"Long weekend ski trip to Mt. Snow with three families. Layout of bedrooms and living spaces was perfect. Location to Mt. Snow and area market and restaurants was also perfect. We’ll be back."
West Dover Home w/ Deck, Grill & EV Outlet
Smart TV, books
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
9.8 out of 10, Exceptional, (28)
"Super clean and tidy. Good location with 5 nearby ski mountains. The listing does not state that the indoor fireplace can not be used; so we were disappointed to discover that on arrival."
The price is £888
per night
20 May - 21 May
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
Indoor pool, a heated pool
Hike, Explore, Swim ~ Adventure in Vermont!
9.6 out of 10, Exceptional, (40)
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Hike, Explore, Swim ~ Adventure in Vermont!
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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.

Other property types in Southern Vermont

Exterior
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (177)
"We stayed the weekend for our 26th anniversary and had a wonderful time. Very private and everything was as described. The cottage is super charming! Will definitely be going back!"
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Interior
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
9.4 out of 10, Exceptional, (47)
"We loved our stay at the chalet. It's perfectly situated in the cutest little neighborhood, while also feeling very secluded. The chalet had everything we needed for our stay. While visiting we walked a few of the trails nearby, part of the Valley Trail and the Hoot, Toot and Whistle. They were both perfect for our pups, especially during hunting season. We gave our pups an extra squeeze in honor of Scarlet. Thank you for sharing your place with us! We would love to stay again!!"
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
Property grounds
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
9.0 out of 10, Wonderful, (24)
"Awesome cabin, fireplace was amazing. Spacious open and a great place to spend time and relax"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
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.

Southern Vermont Holiday Homes information

Number of reviews
654
Accommodation
584 Holiday Homes
Lowest Price
£232
Highest Price
£695

Southern Vermont Hotel Reviews
Expedia verified reviews