Welcome to The Henry House, a truly special Vermont stay in a beautifully preserved home dating back to 1769. Set on 21 scenic acres in North Bennington, this historic property offers a peaceful getaway full of charm, character, and the kind of atmosphere you simply can’t find in a newer home. Please note: Base pricing includes up to 3 guests. Additional guests are charged at $62 per guest, per night.” Lovingly restored by our family, the Henry House is filled with original details, beautiful old rooms, and a warmth that guests feel the moment they walk in. Whether you’re here for a relaxing weekend, fall foliage, skiing, Bennington College, Williams College, or time away with family and friends, the house offers a memorable stay in one of Vermont’s oldest homes.
The property is located near the Walloomsac River and the historic Henry Covered Bridge, with easy access to Bennington, Manchester, local dining, shopping, cultural attractions, and several ski mountains. It’s a wonderful home base for enjoying Southern Vermont while staying somewhere with real history and soul. 7The Henry House isn’t a modern, cookie-cutter rental — and that’s exactly what makes it special. Guests who appreciate old homes, original charm, and authentic Vermont character tend to love it here most.
Our prices include all fees. No hidden fees.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Please place all wet towels in the showers or tubs before leaving. This helps protect our wood floors and keeps the cottage tidy—thank you!
If any furniture has been moved during your stay, please return it to its original place before departure. Thank you!
Please make sure all windows and doors are closed and securely locked before you leave.
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property # 2111950vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
North Bennington
Located in North Bennington, this holiday home is in a rural area and on a river. Bennington Museum and Robert Frost Stone House Museum are cultural highlights, and some of the area's attractions include Bennington Center for the Arts and Bennington Arts Guild Gallery. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the snowmobiling and ice skating.
Jiminy Peak Mountain Resort - 48 min drive - 69.8 km
Mount Snow - 49 min drive - 63.3 km
Stratton Mountain Resort - 52 min drive - 83.0 km
Saratoga Racetrack - 56 min drive - 80.4 km
Getting around
Albany, NY (ALB-Albany Intl.) - 56 min drive
Restaurants
McDonald's - 6 min drive
Stewart's Shops - 10 min drive
Starbucks - 6 min drive
Pizza Hut - 5 min drive
Starbucks - 6 min drive
Frequently asked questions
Is Historic 1769 Vermont Home Near Manchester pet-friendly?
No, only service animals are welcome at the property.
How much is parking at Historic 1769 Vermont Home Near Manchester?
On-site parking is available at the property.
What time is check-in at Historic 1769 Vermont Home Near Manchester?
Check-in begins at 3:00 PM.
What time is check-out at Historic 1769 Vermont Home Near Manchester?
Checkout is at 11:00 AM.
Where is Historic 1769 Vermont Home Near Manchester located?
Situated on a river, this holiday home is within 1 mile (2 km) of Green Mountain National Forest and Bennington College. Park McCullough House is 1.4 mi (2.2 km) away.
About the host
Hosted by Denise Sklepowicz
We’re a family who cares deeply about old homes and the stories they carry. The Henry House has been lovingly restored and shared with guests who appreciate history, character, and a peaceful Vermont setting. We enjoy welcoming people to a place that feels special, comfortable, and full of warmth.
Why they chose this property
We love this area for its quiet beauty, history, and easy access to so much Southern Vermont has to offer. The Henry House sits near the Walloomsac River and historic Henry Covered Bridge, with Bennington, Manchester, local dining, shops, cultural attractions, and several ski mountains all within easy reach. It’s a peaceful setting that still puts guests close to everything.
What makes this property unique
The Henry House is not just a place to stay — it’s a home with real history, warmth, and character. Built in 1769, it offers original details, beautiful old rooms, and a setting that feels peaceful and memorable. Guests who love historic homes, authentic charm, and a true sense of place tend to feel right at home here.