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Bright 3-Bedroom Historical Cottage w/ pool table

Photo gallery for Bright 3-Bedroom Historical Cottage w/ pool table

A two-story house with a covered porch, outdoor seating, and string lights.
A two-story red house with a stone foundation, surrounded by a garden with various plants and a gravel driveway.
A staircase with a stone wall, white railing, and a potted plant.
A staircase with white railings and a patterned rug leading to a bedroom with a bed and a wooden door.
A living room with a black leather sectional sofa, a round coffee table, and a patterned rug. There are two windows with white curtains, a stone wall, and a small table with a lamp.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
At the riverfront, this 3-bedroom cottage accommodates 8 guests and features 2 bathrooms. Enjoy outdoor activities like ice skating and motorboating, while the property offers water views from the porch and deck. It's pet-friendly and includes games for family-friendly adventures in a rural mountain setting.

Highlights

  • Top-rated comfy beds
    Guests liked the comfy beds here.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Unmatched views, unforgettable moments
    Guests like the location for the scenic views.
  • Discover nearby landmarks
    Near Green Mountain National Forest
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Arcade/game room
  • Gas barbecue
  • Patio
  • Internet
  • Dog-friendly
  • Refrigerator

Explore the area

View in a map
Bennington, VT
  • Place, Green Mountain National Forest
    ‪1 min walk‬
  • Place, Bennington College
    ‪2 min drive‬
  • Place, Stratton Mountain Resort
    ‪52 min drive‬
  • Airport, Albany, NY (ALB-Albany Intl.)
    ‪66 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom #1

1 Queen Bed

Bedroom #2

1 Queen Bed

Bedroom #3

1 Queen Bed

2 bathrooms

Downstairs

Toilet · Shower only

Upstairs

Toilet · Shower only

Spaces

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

About this property

Bright 3-Bedroom Historical Cottage w/ pool table

Welcome to the Cottage at Henry House, a charming three-bedroom, two-full-bath Vermont cottage surrounded by gardens and woods and located across from the historic Henry Bridge.

The Cottage combines the character of an older Vermont home with comfortable, updated living spaces. Original wood floors, exposed stonework, and warm farmhouse details give the home plenty of character, while the open layout makes it an inviting place for families and friends to spend time together.

The main level features a bright, fully equipped kitchen with a large butcher-block island, seating at the island, and a dining table for six. Just beyond is the spacious living and game room, featuring a large sectional sofa, a 140-year-old antique regulation-size pool table, and a beautiful stone fireplace with an oak mantel. A full bathroom with a shower is also located on the main floor.

Upstairs are three comfortable bedrooms and a second full bathroom with a shower. Please note that all three bedrooms are located upstairs and require the use of stairs.

Outside, relax on the patio surrounded by mature trees and gardens, enjoy your morning coffee, or simply take in the peaceful Vermont setting. The Cottage sits on the historic Henry House property, giving guests a quiet country atmosphere while remaining convenient to North Bennington, Bennington College, and the surrounding area.

The Cottage accommodates up to six overnight guests and is a wonderful home base for exploring Southern Vermont—whether you’re visiting family, touring the area, enjoying fall foliage, or simply looking for a peaceful getaway.

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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

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Pet fee of $40 per dog for extra cleaning
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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 do not leave the towels on the floor, put them in the showers or bathtubs. please do not leave them on the floors,
Please leave the used sheets in a pile on the bed and fold the comforters and blankets. Also, leave them on the bed.
Ensure that all appliances and lights are turned off, and that the door is completely shut. Thank you for choosing the Henry House Cottage; have a safe trip home.
Failure to complete these may result in a negative review from the host.
The fireplace is non-working / sorry no fires.
Additional fee $62 per night per guest
The stairs leading to the basement are off-limits

Important information

You need to know

Property # 2450334vb
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 and a first aid kit
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 cottage is in a rural area and on a river. Prospect Mountain Cross-Country Ski Center and Prospect Mountain Nordic 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. Travelling with kids? Consider Bennington Center for the Arts and Bennington Arts Guild Gallery. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as sledging and snowmobiling.
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Map
Bennington, VT

What's nearby

  • Green Mountain National Forest - 1 min walk - 0.0 km
  • Bennington College - 2 min drive - 1.1 km
  • 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

Getting around

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

Restaurants

  • ‪Cumberland Farms - ‬6 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪Burger King - ‬5 min drive
  • ‪Starbucks - ‬6 min drive
  • ‪Starbucks - ‬6 min drive

Frequently asked questions

Is Bright 3-Bedroom Historical Cottage w/ pool table pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much is parking at Bright 3-Bedroom Historical Cottage w/ pool table?

On-site parking is available at the property.

What time is check-in at Bright 3-Bedroom Historical Cottage w/ pool table?

Check-in begins at 3:00 PM.

What time is check-out at Bright 3-Bedroom Historical Cottage w/ pool table?

Checkout is at 11:00 AM.

Where is Bright 3-Bedroom Historical Cottage w/ pool table located?

This family-friendly North Bennington cottage is located on a river, 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 labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 18 out of 18 reviews
Rating 8 - Good. 0 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great stay here. House is cozy and the beds were very comfortable. We put the pool table to good use. I would definitely stay here again.
Stayed 2 nights in Jan 2026
Response from VrboOwner on 2 Feb, 2026
Shawn was a wonderful guest! He was very respectful of all house directions and took great care of the Historic Henry Cottage. We would be delighted to host him again anytime.
Verified review

10/10 Excellent

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

Beautiful property!

Quaint cabin on stunning property with view of historic covered bridge. Hosts were very friendly and helpful. We would definitely stay again!
Stayed 6 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great like get away! Too short if you ask me!! The cottage id delightful and bright! Love the simplicity in the decor. We enjoyed the pool table and the large room is great for hanging out and chatting! Our hosts were very responsive in answering questions . Would love to visit in spring or summer.
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

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

Nice property

Great space for big family/Friends
Stayed 4 nights in Jan 2023
Verified review

10/10 Excellent

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

Beautiful home

Gorgeous home and property! House was well equipped, very comfortable and has a great location. We would highly recommend!
Stayed 3 nights in Jul 2023
Response from VrboOwner on 7 Jul, 2023
Anna, thanks so much for the wonderful review! We are so glad you enjoyed the newly renovated Red Cottage at the Henry House in North Bennington, VT! You and your family were fabulous guests, and we look forward to your return! Be well!
Verified review

10/10 Excellent

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

Vermont Weekend

Loved the cottage and grounds, more room than we anticipated - we'll definitely be back! Nice touches, breakfast food in the fridge, coffee and fixings already there - and the cottage itself was outstanding! And our Swissy loved the field and path!
Stayed 2 nights in Feb 2023
Response from VrboOwner on 27 Feb, 2023
Thank you so much for your thoughtful and wonderful review, Matthew! You are welcome back anytime!
Verified review

10/10 Excellent

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

Vermont house

Lovely
Stayed 3 nights in Dec 2023
Response from VrboOwner on 14 Jan, 2024
Wonderful guests!
Verified review

10/10 Excellent

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

Vermont Birthday Trip

The house was prefect for my birthday trip with family, friends and my fur baby. It was much bigger than I expected and very clean and homey. Everyone couldn’t stop talking about the finishes on the house! Look forward to staying again!
Stayed 2 nights in Feb 2024
Verified review

10/10 Excellent

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

Charming Spacious Cottage

This cottage was perfect. Historic charm with modern amenities. The owners did such a great job renovating this cottage. It was super clean and we were pleasantly surprised that they were so gracious to leave us a bottle of wine along with everything that we needed for a delicious country breakfast. The kitchen dining area was so nice to cook and serve on the large island. The two bathrooms are beautifully renovated. The living room with the pool table and games made for wonderful family time together while having enough seating to enjoy football at the same time, Beautiful area to walk around and enjoy nature. Truly lovely Thank you again for sharing your wonderful home with us!
Stayed 3 nights in Jan 2023
Response from VrboOwner on 24 Jan, 2023
Thanks so much for the wonderful review, Angela! It was a pleasure to host you and your wonderful family! We look forward to your return! Thanks again! ❤️
Verified review

10/10 Excellent

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

Felt like home

Nice, large, welcoming house. Loved the pool table. All the lights were on when we got there. So many games we didn't even have time to watch TV. Showers are huge and beds are like sleeping on a cloud. Looks like there are walking paths, on the grounds, but it was too cold to go exploring. It was snowing when we left, but it would have been nice to curl up on the couch with cocoa and read a book during the snowstorm. Very peaceful and quiet. Would definitely go back.
Stayed 3 nights in Jan 2024
Response from VrboOwner on 29 Jan, 2024
Thank you so much for these kind words, and excellent review, Laurie! It was our pleasure having you stay at The Red Cottage, and we look forward to your return!
Verified review

10/10 Excellent

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

A real gem

Our stay at the Henry House Cottage was wonderful. We couldn’t have picked a better spot. The cottage is located on pristine grounds. There were flowers everywhere and the lawn and plants are impeccably maintained. The house was truly spotless and very comfortable. Rebecca was a pleasure to deal with as she and Tom were quick to respond and ready to address any of our concerns. The proximity to grocery stores and other shopping was perfect just minutes away. The location of the cottage was also close the highways for our shopping and entertainment expeditions further north. We are looking forward to coming back very soon.
Stayed 6 nights in Jul 2023
Response from VrboOwner on 25 Jul, 2023
Thanks so much for the wonderful review, Martha! It was a pleasure having you at the Henry House Cottage! We are so glad you loved the cottage, the grounds, and the location! We look forward to your return!
Verified review

10/10 Excellent

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

Lovely house, property, & host!

We chose this house for Super Bowl weekend to ski and get out of the city. We loved the house and the host was so kind, leaving us breakfast supplies, a bottle of wine, and some sweets! The house setup was great for two couples but could’ve fit 4 more, we only used two of the three bedrooms. The entire house has been recently renovated but still manages to keep its farmhouse charm. The kitchen was great for the little bit of cooking we did. Everything was very clean and plenty of extra blankets. The outside property was beautiful, the owners have a great spot for weddings in the side yard, back woods, and pretty patio. Was only 10 minutes from downtown Bennington, 30 minutes to Manchester, and about 45 to Mt Snow. Loved Kevin’s down the road and Madison Brewery downtown for a bite and a beer. Would love to come back for another stay!
Stayed 3 nights in Feb 2023
Response from VrboOwner on 18 Feb, 2023
Thanks so much for the wonderful review, Ashley! It was such a pleasure having you and your friends stay at The Red Cottage, and we look forward to your return! Thanks again!
Verified review

10/10 Excellent

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

Perfect stay with family

I can't tell you how pleased we were with our stay here, but I will try. The rental is a model of what VRBO owners SHOULD do. So smart. We were greeted with a bottle of wine and makings for breakfast in the fridge - so even if you arrive late at night after groceries close you have an omelet and wine! Keurig and plenty of coffee choices available as well as kitchen equipment and basic supplies (oil, spices) for cooking. Even the bathrooms has shampoo, soaps etc supplied. The house is old and quaint but has been restored and cared for so is as clean and perfect as if it was just built. Bedrooms, bath were roomy and perfect. Our 20 somethings played pool and we all played board games too. Location was private but was just a short distance to town and groceries. We had a lovely time and would come back again, highly recommended!
Stayed 3 nights in Mar 2023
Response from VrboOwner on 28 Mar, 2023
Thank you so much for the fantastic review, Gretchen! We are so glad you enjoyed the privacy, yet close to town, and the amenities of the restored historic cottage! You were such a a fabulous guest, and we look forward to your return!
Verified review

10/10 Excellent

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

A True Gem

If you are looking for a very special place to stay in a picturesque Vermont setting, this historic and lovingly renovated cottage is for you! It certainly was for us. Located right next to an iconic Vermont covered bridge and close to many excellent hiking and xc skiing trails, you just can’t get better than this. We had a wonderful stay with our corgi pup here. The cottage is simply beautiful with real wood floors, an old fashioned barn door, tasteful farmhouse decor, comfortable beds, and a full modern kitchen with new appliances for those who love to cook. The pool table was fun, and there is good Wi-Fi and streaming service on the tv for those who want to relax inside. For us, it was a comfortable home base to enjoy the Vermont countryside. We took a peaceful hike on the Robert Frost Trail to a lake on a snowy day, reading his poems along the way. We enjoyed excellent xc ski conditions at Prospect Mountain Ski Center, and beautiful mountain views while hiking up to the Bennington Battle State Historic Site. The hosts are very responsive and gracious, and had excellent recommendations for nearby restaurants and a local brewery. We would have loved to stay longer, and hope to return to enjoy the cottage in the summer or during the fall foliage season. We highly recommend this special place. This is Vermont just as you imagine it, and more.
Stayed 3 nights in Feb 2023
Response from VrboOwner on 3 Mar, 2023
You were fantastic guests, and we are so glad you enjoyed the historic value of the cottage and the area! The cottage and Bennington really are a special place! You, your wife and your special corgi, Rey, are welcome back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Was absolutely amazing such a beautiful property for a great price. Beds were super comfy. Showers were great. It was 100 plus when we were hear and it was so comfortable. Highly recommend it for any type of stay
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

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

Beauty in Bennington

Perfect. That's simply the only way to describe our stay at the cottage. From the check-in procedure to the communication with Rebecca to the location, everything was fantastic. While Bennington is not a "loud" place, the cottage's setting just north of town is quiet and peaceful. The house itself is gorgeous with comfortable beds and spacious living areas (and the pool table is an awesome addition!). For anybody interested in traveling to Bennington, I would highly, highly recommend a stay here!
Stayed 2 nights in Mar 2022
Verified review

10/10 Excellent

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

Nice stay in Bennington

We enjoyed our stay in Bennington. The house was very clean and the owners were very welcoming, even leaving us coffee and breakfast food as well as a bottle of wine and some snacks. We were grateful to be able to bring our dog, who enjoyed chasing a ball in the large yard. Owners were very communicative and checking in/out was easy.
Stayed 2 nights in Feb 2022
Verified review

10/10 Excellent

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

Just perfect

From the moment you walk in the front door you feel right at home. Rebecca, Denise and Tom have made the Cottage at Henry House just perfect. They have kept so many of the old farmhouse elements and added updated touches that make your time at the cottage such that you never want to leave. The house kitchen is very well stocked with everything you need to cook, the bedrooms are comfortable and decorated to the period and having two large updated full bathrooms makes it ideal for families. The grounds are gorgeous! You have the Henry covered bridge right across the road, and a view from your dining room and kitchen. The Henry House itself is so pretty to look at and the Hosts have transformed it into a lovely venue or place for families to stay as well. For all of you who bring your dogs, there is a huge field to run in as well as a park across the river. Please be sure to clean up after your pets. This property is pristine for a reason. To top it off we had a beautiful snow fall to make our Thanksgiving just perfect. We wish we never had to leave. We will return, again and again. Thank you. Rebecca, Denise and Tom
Stayed 4 nights in Nov 2021

About the host

Hosted by Denise Sklepowicz

Host profile image

Languages:

English
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