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Historic 1769 Vermont Home Near Manchester

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Exterior
Front Porch “Relax”
A perfectly centered house that invites you to walk through and explore.
Explore 21 acres of lawn, forest, trails, and Adirondack chairs.
Henry covered Bridge

Reviews

10 out of 10
Exceptional
6 bedrooms5 bathroomsSleeps 10

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill
  • Deck or patio

Rooms & beds

6 bedrooms (sleeps 10)

Ballroom

1 King Bed

Borning room

1 Queen Bed

Burt Henry

1 Queen Bed

Mary Henry

2 Twin Beds

Sarah Henry

1 Queen Bed

William Henry

1 Queen Bed

5 bathrooms

Downstairs Bathroom

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Upstairs Bathroom #1

Soap · Towels provided · Bathtub or shower · Toilet · Shower only · Shampoo · Hair dryer

Upstairs Bathroom #2

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Upstairs Bathroom #3

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Upstairs Bathroom #4

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

About this property

Historic 1769 Vermont Home Near Manchester

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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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed, service animals permitted
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you 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 trash
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 # 2111950
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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

North Bennington

Located in North Bennington, this vacation 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 ice skating and snowmobiling.
View more Vacation Homes in North BenningtonOpens in a new window
Map
North Bennington, VT

What's nearby

  • Bennington College - 2 min drive - 1.1 km
  • Park McCullough House - 5 min drive - 3.2 km
  • Stratton Mountain Resort - 52 min drive - 83.0 km
  • Saratoga Racetrack - 56 min drive - 80.4 km
  • Saratoga Performing Arts Center - 64 min drive - 79.4 km

Getting around

  • Albany Intl. Airport (ALB) - 56 min drive

Restaurants

  • ‪Cumberland Farms - ‬6 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪Pizza Hut - ‬5 min drive
  • ‪Burger King - ‬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 does it cost to stay at Historic 1769 Vermont Home Near Manchester?

As of May 17, 2026, prices found for a 1-night stay for 2 adults at Historic 1769 Vermont Home Near Manchester on Jul 25, 2026 start from $381, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite 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?

Check-out is at 11:00 AM.

Where is Historic 1769 Vermont Home Near Manchester located?

Situated on a river, this vacation home is within 1 mi (2 km) of Green Mountain National Forest and Bennington College. Park McCullough House is 1.4 mi (2.2 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 22 out of 22 reviews
Rating 8 - Good. 0 out of 22 reviews
Rating 6 - Okay. 0 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Cynthia B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The hosts were welcoming and accommodating for our family. Wish we could stay for a week!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

toni h.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was welcoming for pets. Need to keep a good eye on a pet so it doesn't try to jump on furniture.All the furnishings and furniture including beds were attractive, clean, comfortable and good quality. On inspection of the various rooms there was heard a myriad of "Wows"!!We didn't use any outdoor furniture, but enjoyed lounging and enjoying a fire in one gathering room. The house was welcoming and well stocked with kitchen and bathroom supplies for our stay.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Lavel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Historical Home!

I was immediately impressed by the cleanliness of the home, but there were so many extra “little” (and not so little) things that make a guest feel welcome. Thank you for sharing this beautiful home!
Stayed 5 nights in Nov 2024
Response from VrboOwner on Nov 11, 2024
Thank you so much for the kind review! You and your family were exemplary guests, and we look forward to your return! Be well! ❤️
Verified

10/10 Excellent

Kim F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolute treasure

What a wonderful place. Our stay was wonderful and the hosts could not have been more welcoming or helpful. We were kept stocked in wood for the fireplace as well as freshly cut Christmas tree replete with lights. The history of the house and the view of covered bridge across the road made it a quintessential Vermont stay.
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

Susan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice stay!

The property was everything stated in the listing and more. It's an older house, but we were never cold and kept the thermostat at 65º the whole time. While we were there, it snowed several times and the owners came out to clear the drive and walk - amazing.We really appreciate the wonderful experience we had at Henry House and hope to be able to do it again.
Stayed 14 nights in Feb 2025
Verified

10/10 Excellent

timothy h.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall getaway

We had a fantastic time. The house was amazing. Even better than the pictures. The house was spotless and was equipped with everything that we needed. Communication with the host was very quick and easy. We would definitely rent this house again
Stayed 6 nights in Oct 2023
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect base for family event

We were in Bennington for a graduation. The Henry House was ideally located and perfect for extended family time to comfortably catch up and reconnect. Communication was easy and everything was meticulously clean. We will definitely return any time we need a space this large. Thank you!
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Patty W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Thanksgiving

We stayed at the Henry House while in Bennington for a family Thanksgiving. It was very spacious for our family of 6. We had all the amenities we needed. For such a large house there was coziness all around. And for such an old house it was immaculate in cleanliness. The character of the house was so special and the touched of decorations added additional ambiance. We would definitely visit again!
Stayed 4 nights in Nov 2024
Verified

10/10 Excellent

Elizabeth S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Christmas dinner with gram

Our family was originally from north bennington and we came back to host a Christmas dinner for grandma. Such a beautiful location for our family to meet for the afternoon and spend the day together. Thank you so much for sharing your beautiful home and grounds. Every need was provided for and our hosts were so gracious.
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

Melanie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house for a family gathering

My family and I stayed at the Henry House to celebrate a birthday and see the fall colors in Vermont. The home and grounds were gorgeous, spacious and clean. There was plenty of room for our family to spread out and enjoy the historic charm of the home. The fireplace was massive, the bathrooms were updated and all the bedrooms had their own unique aesthetic. We hope to stay at the Henry House again during the holiday season!
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Meg G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

Our group (including ages 4-to-80+ with two dogs) had a wonderful time at the beautiful Henry House and grounds. Spacious, nice kitchen. Historic but with modern amenities and comfy beds. Owners were responsive and friendly. Loved this stay and hope to be able to do it again in the future. Thanks!
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

timothy h.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring reunion

Our family had a great time at the Henry House. The house was immaculate and everything was in great working order. We had several fires in both the indoor and outdoor fireplaces. We would definitely stay here again and recommend this property without reservation. The hosts were quick to respond and informative
Stayed 6 nights in May 2024
Response from VrboOwner on May 24, 2024
Thanks so much for your wonderful review! You and your family were exceptional guests, and we look forward to your return! Be well and stay in touch!
Verified

10/10 Excellent

Taylor L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

wonderful holiday in an enchanting home

As enticing as Henry House appears in pictures, it is even more lovely in actuality. The home is redolent with the care of its owners, and that aesthetic and emotional investment conjures an atmosphere of warm beauty. Its kitchen is a delight to cook in and with the combined power of a robust heating system, an enormous fireplace and decorative charm, Henry House looks and feels warm even in the middle of a Vermont January. The owners were very thoughtful, leaving welcome treats for our human and dog party. The few times we had questions they also responded with remarkable speed and congeniality.
Stayed 7 nights in Jan 2021
Verified

10/10 Excellent

Avery W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A great combination of casual and elegant

I have driven by the Henry House so many times and had no idea what a gem was hidden behind. We had a great stay. Our hostess was very responsive to our needs. We were gathered for a little family reunion with 12 folks (some local and some staying) and would have been comfortable with more. We got take-out from Spice Root in Williamstown and ate out on the stone patio in front of a fire in the handsome stone fireplace. We had a nice breakfast around the big dining room table. We gathered around the screen in the den for a slide show of long ago family trips. The rooms were spacious and beautiful with lots of bathrooms. We went to the Food Truck Festival, The Clark Museum and Berle Farm's store and wished we had time for more. No complaints and highly recommend!
Stayed 2 nights in Aug 2023
Response from VrboOwner on Aug 18, 2023
Thank you so much for the fantastic review! We are so happy you enjoyed your stay at the Henry House and took advantage of all the wonderful places/events nearby! You were fabulous guests, and we look forward to your return! Thanks again!
Verified

10/10 Excellent

Martha M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing gem in Vermont!!

Henry House is the most amazing place! The grounds are beautiful and meticulously maintained - it’s like you’re at a resort! Awesome outdoor patio area with a fireplace and enough comfortable seating for a large group. While keeping a feel that’s true to the historic nature of the house, the inside still has all the modern amenities from kitchen supplies to high quality linens. There are multiple sitting rooms and areas with comfortable furniture. We were a big group and had plenty of space throughout. We enjoyed visiting on the front porch, games at the dining table, drinks on the patio, and reading in the living rooms. The views are idyllic, and the covered bridge is the cherry on top of this charming and one-of-a-kind property. Tom and Denise are accessible and gracious hosts. I can’t say enough good things about them and their house. Our whole group would go back there in a heartbeat!!
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

Debbie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular accommodations for girls' trip!

We had six Vermont women golfers stay at the Henry House during the Vermont Amateur Golf Tournament. What a fabulous experience! Denise made everything so easy for check-in. She left us a sweet welcome note wishing us luck for our tournament. You can spend hours looking at everything in the Henry House. It's amazing for such a historic home. And the outdoors area is phenomenal. The huge fireplace on the patio is so inviting! We totally planned on building a fire and making s'mores but instead took naps after long rounds of golf on the lovely patio furniture. We set up a chipping course (because really, we didn't play enough golf???) in the lawn area and it's really great for other lawn sports as well. Took a walk to see the wedding venue and again were amazed. My favorite is the small pond, waterfall and brook. I can see why the Henry House would be a go-to for weddings or other family gatherings. Thank you for being such a wonderful host Denise! xoxo
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Josh S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay and great hosts

Had a great time staying here with a group of friends and my dog. The house itself was spacious and very well maintained; I was worried it would be a little out-of-date due to its age but everything was very modern in terms of kitchen and plumbing but still managed to hold its antique charm as a house overall. Hosts were extremely accommodating and responsive when a snow storm warning was active and walked us through every part of check in and check out. There’s also a dog kennel just a block away for when you need to leave the house without the dog so it worked out perfectly for us. Would love to revisit the house and I look forward to returning again for another weekend.
Stayed 2 nights in Feb 2022
Verified

10/10 Excellent

Kiran A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely weekend stay!

The hosts of Henry House have created a wonderful home to stay in! It's clean, charming, well located in Bennington, and our group had a wonderful stay. The kitchen was stocked, there were thoughtful details like fleece blankets around the house and plenty of firewood to use. The hosts were friendly, communicative, and very accessible, which always makes things easier. We would definitely recommend it to anyone considering it, and would certainly book again ourselves if we were coming back to the area!
Stayed 3 nights in Feb 2022
Response from VrboOwner on Feb 22, 2022
Kiran and her friends were fabulous guests! Kiran, was an excellent communicator, very pleasant, respectful and positive! She made sure everything was kept neat and orderly, and very appreciative of all the extra amenities! We look forward for her and her friends to return!
Verified

10/10 Excellent

Martha D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderfully authentic

We enjoyed our stay immensely, and was in awe of the spaciousness and well-appointed accoutrements! Would definitely recommend. Martha
Stayed 2 nights in Feb 2022
Verified

10/10 Excellent

Jessica F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely large house

We stayed here for a mini-family reunion in between Christmas and New Year’s, and couldn’t be happier. We had ample space, and the kitchen was more than up to us cooking for 9 people.
Stayed 5 nights in Dec 2021
Verified

10/10 Excellent

Mary Beth L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Wonderful Birthday Weekend

From the moment we pulled up to the Henry House, we knew our weekend was going to be special. The property was well maintained and offered something for every age. We all experienced the natural beauty whether from the rocking chairs on the front porch with views of the mountains to the marked trail in the woods to explore. The home offered plenty of room for our guests and was fully equipped with games, kitchen necessities, blankets, towels and toiletries. The attention to detail and hospitality of Rebecca and her family were appreciated. The essentials of milk, bread, eggs and cheese and crackers was a welcomed surprise. We highly recommend this home and look forward to our next weekend getaway here.
Stayed 2 nights in Apr 2021
Verified

10/10 Excellent

Cindy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful historic getaway

What a find! A beautiful historic home with a covered bridge just across the street. The hosts were gracious and responsive. We really enjoyed exploring the area, hiking, and Mass MOCA. They really left no detail out. From hammock to lights and fireplace on the porch or inside. We highly recommend this beautiful home.
Stayed 7 nights in Mar 2021

About the host

Hosted by Denise Sklepowicz

Host profile image
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.

Languages:

English
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