Entire home

Discover the rich history of the Henry House, a captivating landmark since 1769.

Riverside holiday home with patio and fireplace

A perfectly centered house that invites you to walk through and explore.

Explore 21 acres of lawn, forest, trails, and Adirondack chairs.

Overview
Amenities
Policies
Location

Exceptional

6 bedrooms5 bathroomsSleeps 10408.8 sq m

Popular amenities

Parking available
Dryer
Washer
Barbecue grill
Fireplace

Place, Bennington College
Place, Hemmings Motor News Car Lover's Convenience Store & Vehicle Display
Place, Bennington Battle Monument
Airport, Albany, NY (ALB-Albany Intl.)

Rooms & beds

6 bedrooms (sleeps 10)

Ballroom

1 King Bed

Borning room

1 Queen Bed

Burt Henry

1 Queen Bed

Mary Henry

2 Single 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

Separate dining area

Outdoor play area

Garden

Dining area

About this property

Discover the rich history of the Henry House, a captivating landmark since 1769.

Built in 1769, the historic Henry House tells the inspiring story of Lt. William Henry, a Revolutionary War hero who fought in the Battle of Bennington. Nestled on 21 acres of serene meadows and majestic mountains, this charming landmark has been lovingly restored by our family, preserving its original character for your enjoyment. Imagine relaxing on the beautiful open front porch, with breathtaking views of the Henry Covered Bridge and the Walloomsac River — a perfect spot to soak in the tranquility of this timeless retreat.

Add dates for prices

Amenities

Washing machine

Dryer

Pet-friendly

Free WiFi

Air conditioning

Outdoor space

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Kitchen
Washer
Dryer
Pet-friendly

House Rules

Check in after 3:00 PM

Minimum age to rent: 21

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: dogs (limit 2 total)

Require an additional pet/cleaning fee of $40/dog

Smoking

Smoking is not permitted

Check-out instructions

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 remember to place all wet towels in the showers or tubs. Let's keep our wood floors dry and safe—thank you for helping us keep the space tidy!

Please ensure all furniture is returned to its proper place before you leave. Thank you!

Failure to complete these may result in a negative review from the host.

Important information

You need to know

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

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

We should mention

This property does not have any lifts

About the area

North Bennington

Located in North Bennington, this holiday home is in a rural area and on a river. Harmon Hill and Prospect Mountain Cross-Country Ski Center are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Bennington Potters Yard and Fiddlehead at Four Corners. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

View more Holiday homes in North Bennington

North Bennington, VT

What's nearby

Bennington College - 15 min walk - 1.3 km
Hemmings Motor News Car Lover's Convenience Store & Vehicle Display - 7 min drive - 7.5 km
Bennington Museum - 7 min drive - 7.5 km
Bennington Potters Yard - 7 min drive - 7.9 km
Bennington Battle Monument - 7 min drive - 6.1 km

Getting around

Albany, NY (ALB-Albany Intl.) - 56 min drive

Restaurants

‪Cumberland Farms - ‬6 min drive
‪McDonald's - ‬6 min drive
‪Dunkin' - ‬8 min drive
‪The Dutchman's Tavern - ‬8 min drive
‪Burger King - ‬5 min drive

Frequently asked questions

Is Discover the rich history of the Henry House, a captivating landmark since 1769. pet-friendly?

Yes, this property allows dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

What time is check-in at Discover the rich history of the Henry House, a captivating landmark since 1769.?

Check-in begins at 3:00 PM.

What time is check-out at Discover the rich history of the Henry House, a captivating landmark since 1769.?

Checkout is at 11:00 AM.

Where is Discover the rich history of the Henry House, a captivating landmark since 1769. 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.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Lavel M.

10 November 2024

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

10/10 Excellent

Susan M.

18 February 2025

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

10/10 Excellent

Melanie L.

24 October 2023

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

10/10 Excellent

Taylor L.

15 January 2021

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

10/10 Excellent

Avery W.

13 August 2023

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

10/10 Excellent

Kim F.

21 January 2025

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

10/10 Excellent

Patty W.

1 December 2024

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

10/10 Excellent

Martha M.

16 June 2024

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

10/10 Excellent

Verified traveller

13 June 2024

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

10/10 Excellent

timothy h.

21 May 2024

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

10/10 Excellent

Meg G.

21 April 2024

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

10/10 Excellent

Elizabeth S.

17 December 2023

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

10/10 Excellent

timothy h., Rochester new york

18 October 2023

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

10/10 Excellent

Debbie S.

5 August 2023

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

10/10 Excellent

Josh S., New York, NY

2 March 2022

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

10/10 Excellent

Kiran A., Washington DC

21 February 2022

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

10/10 Excellent

Martha D.

14 February 2022

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

10/10 Excellent

Jessica F.

31 December 2021

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

10/10 Excellent

Mary Beth L.

21 April 2021

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

10/10 Excellent

Cindy K.

27 March 2021

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

What makes this property unique

Step inside the Henry House, a true gem and among Vermont's oldest surviving homes. Marvel at the astonishing craftsmanship displayed throughout this historic masterpiece.

Languages:

English

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Discover the rich history of the Henry House, a captivating landmark since 1769.

Photo gallery for Discover the rich history of the Henry House, a captivating landmark since 1769.

Reviews

Popular amenities

Explore the area

Rooms & beds

6 bedrooms (sleeps 10)

Ballroom

Borning room

Burt Henry

Mary Henry

Sarah Henry

William Henry

5 bathrooms

Downstairs Bathroom

Upstairs Bathroom #1

Upstairs Bathroom #2

Upstairs Bathroom #3

Upstairs Bathroom #4

Spaces

About this property

Discover the rich history of the Henry House, a captivating landmark since 1769.

Add dates for prices

Amenities

Have a question?

Similar properties

Mountain Sanctuary Dome Rustic Solitude 5BR

House Rules

Children

Events

Pets

Smoking

Check-out instructions

Important information

You need to know

We should mention

About the area

North Bennington

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

10/10

10/10

10/10

10/10

10/10

Reviews

10/10 Excellent

Lavel M.

Perfect Historical Home!

Lavel M.

10/10 Excellent

Susan M.

Very nice stay!

Susan M.

10/10 Excellent

Melanie L.

Beautiful house for a family gathering

Melanie L.

10/10 Excellent

Taylor L.

wonderful holiday in an enchanting home

Taylor L.

10/10 Excellent

Avery W.

A great combination of casual and elegant

Avery W.

10/10 Excellent

Kim F.

Absolute treasure

Kim F.

10/10 Excellent

Patty W.

Family Thanksgiving

Patty W.

10/10 Excellent

Martha M.