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Check availability on Southern Vermont Historic Hotels

Top Southern Vermont Historic Hotels

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Situated amidst a serene landscape, this charming house features a covered porch, a chimney, and a small front porch with a bench.

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (157)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is £275
includes taxes & fees
28 Jul - 29 Jul
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow
Cozy seating area with sofa, chairs, and flat-screen TV, plus a stone fireplace and large windows.

Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow

10.0 out of 10, Exceptional, (14)
"We absolutely loved the home! We couldn’t have had a better family trip! The location was great for the ski mountain. The space accommodated us nicely. We will definitely stay again if we have the chance! I highly recommend this amazing home!! "
The price is £894
includes taxes & fees
15 Jul - 16 Jul
Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow
The Carriage Barn Inn
Enjoy a meal with a view from this dining table near a window.

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (152)
"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."
The price is £127
includes taxes & fees
24 Jul - 25 Jul
The Carriage Barn Inn
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Relax in this inviting living room with a checkered armchair, sofa, and dining table.

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

10.0 out of 10, Exceptional, (7)
"Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. "
The price is £204
includes taxes & fees
13 Jul - 14 Jul
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Entire Farmhouse with lots of open space 15 min north of Keene
Traditional two-story house with a charming front porch featuring a rocking chair and potted plants.

Entire Farmhouse with lots of open space 15 min north of Keene

10.0 out of 10, Exceptional, (35)
"Great location, great house, and wonderful breakfast. Would highly recommend and plan to stay there again some day soon."
The price is £228
includes taxes & fees
13 Jul - 14 Jul
Entire Farmhouse with lots of open space 15 min north of Keene
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Enjoy cooking in this well-equipped kitchen with a central island, appliances, and ample countertop space.

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

9.8 out of 10, Exceptional, (99)
"Great location and house was very nice."
The price is £302
includes taxes & fees
13 Jul - 14 Jul
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Compact kitchen with a refrigerator, microwave, coffee maker, sink, and dishwasher.

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

10.0 out of 10, Exceptional, (96)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
The price is £190
includes taxes & fees
14 Jul - 15 Jul
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Relax in a cozy living space with a comfortable sofa, flat-screen TV, and fireplace, perfect for unwinding with a view of the outdoors.

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

9.4 out of 10, Exceptional, (24)
"Great location for ski in ski out unit on 1st floor. Steps away from clock tower base and lift. Easy access to post ski fun for drink/dining super close The Loft or The Bull both 2 mins walk from condo. "
The price is £167
includes taxes & fees
20 Jul - 21 Jul
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Kitchen features a central island, stainless steel oven, and microwave, along with light-colored cabinetry and white countertops.

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

9.8 out of 10, Exceptional, (23)
"convenient to okemo"
The price is £453
includes taxes & fees
13 Jul - 14 Jul
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
North Getaway Cottage
Stunning two-story house with a central entrance and lush green surroundings.

North Getaway Cottage

9.6 out of 10, Exceptional, (20)
"Claudia is such a considerate and thoughtful host! We felt so welcome and at ease."
The price is £337
includes taxes & fees
14 Jul - 15 Jul
North Getaway Cottage
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.