Heart of Bennington.Within a 15-minute walk of the vacation home, you'll find Green Mountain National Forest and Fiddlehead at Four Corners. Bennington Arts Guild Gallery and Harmon Hill are also within half a mile (1 km).
Hemmings Motor News Car Lover's Convenience Store & Vehicle Display - 19 min walk - 1.0 mile
Bennington Museum - 3 min drive - 1.3 miles
Old First Congregational Church - 3 min drive - 1.6 miles
Bennington Battle Monument - 4 min drive - 1.9 miles
Getting around
Pittsfield, MA (PSF-Pittsfield Municipal) - 62 min drive
Restaurants
McDonald's - 4 min drive
Taco Bell - 4 min drive
Apple Barn Country Bake Shop - 4 min drive
The Dutchman's Tavern - 16 min walk
Chili's Grill & Bar - 7 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Historic Downtown Home w/Bar Room, Hot Tub
🏡Historic home with 6 bedrooms, 5.5 bathrooms 🍸Bar room perfect for entertaining guests. 🎮Game room, complete with an Xbox One and convertible game table. 🏙️10 minute walk from downtown Bennington. 🚵7 minutes to BATS mountain biking trails ⛷️Within an hour from resorts like Mt. Snow, Stratton, Jiminy Peak, and more! 🛀Hot tub to relax after a day on the slopes! Please be sure to inquire with the correct number of guests to see the most accurate pricing, as group size impacts pricing.
While check-in is completely contactless, help is available 24/7 and is just a phone call away! You will receive check-in instructions 5 days prior to your stay. Please don't hesitate to reach out for anything you may need.
Our home is a 5 minute walk from downtown Bennington. That being said, it is in a quiet, residential area and is set back form the road quite a bit. While you'll be close to shops and restaurants, you'll be in a quiet area, away from the hustle and bustle of downtown.
You'll have complete access to the home, surrounding yard, and hot tub. There a few doors that are locked and marked private, which include storage closets and the basement. We ask that guests refrain from going into those spaces.
⭐We welcome large groups to our home and kindly ask that you inquire prior to booking if you are expecting groups of more than 16 people. We include an additional fee for larger groups, for insurance and liability purposes, and want to be sure you are able to see the full amount you will be paying prior to booking. Thanks!
Welcome to our historic inn! This historic home, built by original Green Mountain Boy Samuel Safford in 1774, combines the beauty, charm, and décor of old-fashioned homes, with the comfort and amenities of modern living. New updates include a bar room, a game room, and a hot tub. There are several gathering areas, which makes this home perfect for hosting large events such as family gatherings! Our large kitchen is fully functional with all major appliances and even contains an industrial sink; however the kitchen is not as polished as the rest of the home. Though much of the home has been updated, care was taken to preserve much of the wood work that was done in the original construction. We guarantee, the detail in the original work will astound you!
Our home has 6 bedrooms with the following set-up: 🛏️Bedroom 1 (Downstairs): Queen bed with full bathroom 🛏️Bedroom 2 (Downstairs): Queen bed with full bathroom 🛏️Bedroom 3 (Upstairs): Queen bed with full bathroom 🛏️Bedroom 4 (Upstairs): Two bunk beds (sleeps 4) 🛏️Bedroom 5 (Upstairs): Queen bed with full bathroom 🛏️Bedroom 6 (Upstairs): Two bunk beds (sleeps 4) In addition, we have another full bathroom in the game room and a half bathroom in the bar room. We can sleep 16 guests in beds, but there is plenty of room for air mattresses, allow for a maximum of 22 overnight guests. Please note, you would need to supply your own air mattresses.
Our home is perfect for a ski trip! We are within an hour's drive from many world-class ski resorts including Mt. Snow, Stratton Mountain, and Jiminy Peak Mountain Resort. Our home also has several electric fireplaces, providing a cozy, comfortable atmosphere to come home to. After a day on the slopes, come back and enjoy our 8 person hot tub!
This home is a 10 minute walk from historic, downtown Bennington. Bennington is most well-known for the Bennington Battle Monument, which commemorates the Battle of Bennington during the American Revolutionary War and for being the resting place of Robert Frost, renowned American poet. Bennington is also home to several small art galleries and museums. Once you're done exploring, enjoy many of the restaurants and breweries within walking distance! There's also a fabulous restaurant, The Miller's Toll, right next to the house. We definitely recommend you make a reservation at this restaurant before your stay!
IMPORTANT NOTE: We have an occupied apartment adjacent to the main house, on the third floor. There is no access between the apartment and the main house.
⭐WE PREFER TO HOST GUESTS WHO ARE 25 OR OLDER
⭐We can comfortably sleep 16 guests in beds and we also have a pack-and-play style crib for an infant. We welcome groups up to 22 people and encourage guests to bring extra sleeping materials. We can easily fit several air mattresses in the rooms, and groups over 16 guests are welcome to bring their own for sleeping.
⭐We are pet friendly, so please be sure to include your pets in your inquiry, as the pricing will change to include an additional fee. While we are excited to welcome your fur babies into our home, we ask that guests be sure to clean up after their pets both inside and outside. We also ask guests to keep pets off of all furniture including beds. This makes cleaning easier and also protects future guests with allergies. Lastly, pets (especially dogs) MUST be crated if left alone in the home. If these particular rules are not followed, an additional fee may be added at the end of your stay.
⭐For Vrbo guests, please note that refunds returned for cancellations will have a payment processing fee of 3.5% deducted form the refund. ---- ⛷️Closest Ski Mountains-Prospect Mountain Ski Area (7.1 miles), Dutch Hill Ski Area (19.7 miles), Mount Snow (27.4 miles), Timber Creek Cross Country Ski (27.2 miles), Bromley Mountain (31.6 miles), Stratton Mountain (41 miles)
🥾Closest Hiking-White Rocks (1.0 miles), Bradford Putnam Wetlands (1.2 miles), Everett Cave (2.6 miles), Woodford State Park (10.3 miles)
🚵Bennington Area Trail System (BATS)-This is a major network of mountain biking trails. We are 7 minutes away by car, 17 minutes away by bike ride, 45 minutes away by walking, and there's also a bus that drives by every 40 minutes (Bennington Blue Line).
🏙️Bennington, VT-Downtown Bennington has a ton to offer. Museums, a diversity of food options, breweries, and lots of funky stores-10 minute walk from the house.
Williamstown, MA-Great college town with museums, attractions, great food, and concert venues-14.1 miles
🎨🎸MASS MoCA-Amazing contemporary art museum that also doubles as a performing arts venue-18.4 miles
⭐For non-Airbnb users, please note that you will receive a pre-arrival email that will need to be completed prior to check-in.
⭐We are pet 🐶 friendly, so please be sure to include your pets in your inquiry, as the pricing will change to include an additional fee. While we are excited to welcome your fur babies into our home, we ask that guests be sure to clean up after their pets both inside and outside. We also ask guests to keep pets off of all furniture including beds. This makes cleaning easier and also protects future guests with allergies. Lastly, pets (especially dogs) MUST be crated if left alone in the home. If these particular rules are not followed, an additional fee may be added at the end of your stay.
⭐The hot tub is available year round! We ask that guests be sure to shower prior to using this wonderful amenity, as this ensures the water stays clean and clear. If the hot tub is left in a dirty and messy state, there will be an additional cleaning fee.
⭐Under no circumstances do we allow smoking/vaping in the house. Smoking/vaping is allowed outside, far away from the entrances and windows of the house. We ask guests to refrain from tossing cigarettes onto the property.
⭐IMPORTANT NOTE: We have an occupied apartment adjacent to the main house, on the third floor. There is no access between the apartment and the main house.
⭐For Vrbo guests, please note that refunds returned for cancellations will have a payment processing fee of 3.5% deducted form the refund.
⭐NB: Reservations consisting of greater than 12 persons will be asked to sign a separate rental agreement which simply enforces the house rules, as specified in this rental listing.
Property manager
Michael Oquendo
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Wheelchair accessibility
Smoke-free property
Location highlights
In the city center
Things to do
Arcade/game room
Foosball table
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
General
Unit size: 4,995 square feet
Policies
Check-in
Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 12:00 PM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
Pets are welcome
Service animals are exempt from fees
Children and extra beds
Children are welcome.
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
Parties and events are allowed on site
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 is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Parties and events are allowed on site. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property is also known as
61c477cc-08b1-46e9-9b29-0e97c10b45a0
Frequently asked questions
How close is Historic Downtown Home w/Bar Room, Hot Tub to the airport?
This vacation home is 38.4 mi (62-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.
Does Historic Downtown Home w/Bar Room, Hot Tub have an airport shuttle?
Airport shuttle services are not available at this vacation home.
Does Historic Downtown Home w/Bar Room, Hot Tub offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Historic Downtown Home w/Bar Room, Hot Tub?
No, there is no casino at this vacation home.
What time is check-in at Historic Downtown Home w/Bar Room, Hot Tub?
Check-in begins at 3:00 PM.
Is there free parking at Historic Downtown Home w/Bar Room, Hot Tub?
Free parking is not available at this vacation home.
Does Historic Downtown Home w/Bar Room, Hot Tub have a pool?
This vacation home does not have a pool.
Does Historic Downtown Home w/Bar Room, Hot Tub have a spa?
There are no spa services available at this vacation home.
How close is Historic Downtown Home w/Bar Room, Hot Tub to downtown Bennington?
This vacation home is 1.4 mi away from Bennington.
Historic Downtown Home w/Bar Room, Hot Tub Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 11 out of 12 reviews
10 - Excellent
11
Rating 8 - Good. 1 out of 12 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 12 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 12 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 12 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Gavin K.
Feb 23, 2025
Gavin K.
Stayed 2 nights in Jan 2025
10/10 Excellent
Stephanie C.
Nov 20, 2024
Liked: Cleanliness
Charming and welcoming space
Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!
Stephanie C.
Stayed 3 nights in Nov 2024
10/10 Excellent
James D.
Aug 20, 2024
Liked: Cleanliness
Family reunion
We had 15 members of my family in this old house. Another 5 at another VRBO , and 4 others that joined us all day Saturday. Good weather and the annual recognition of the Battle of Bennington was a wonderful surprise
The house needs many repairs. The kitchen was a big disappointment
James D.
Stayed 3 nights in Aug 2024
10/10 Excellent
Sally G.
Aug 17, 2024
Liked: Cleanliness
Vermont Chill Vacation
Loved our stay in Bennington, Vermont! The inn had beautiful woodwork in the living room and the side family room and we really enjoyed playing games there and having wonderful talks!
Walking distance to town and coffee shops made this one of our favorite vacations. Thank you!
Sally G.
Stayed 4 nights in Aug 2024
10/10 Excellent
Bryan L.
Jun 4, 2024
Liked: Cleanliness
Graduation celebration
House was perfect for our family to gather and celebrate my son’s graduation from Bennington. Sean was very quick to respond to questions.
Bryan L.
Stayed 2 nights in May 2024
10/10 Excellent
Mary Ellen L.
Mar 11, 2024
Liked: Cleanliness
Responsive and helpful hosts!
Beautiful property! Responsive and helpful hosts. Short walk into downtown Bennington. We had a blast!
Mary Ellen L.
Stayed 2 nights in Mar 2024
10/10 Excellent
Alex H.
Jan 16, 2024
Liked: Cleanliness
Great stay for a large group
We had a great weekend here celebrating a friend's birthday. There were tons of beds, lots to do in the house, lots of things to do nearby, and communication with the host was prompt and great throughout our time there. I would highly recommend.
Alex H.
Stayed 2 nights in Jan 2024
8/10 Good
Martin G.
Nov 14, 2023
Liked: Cleanliness
Ideal location & good for large groups / multiple families
The property is situated in a great location within town. You can walk to several convenience stores and restaurants. Also a short walk to a playground right behind the property. Nice big yard set far enough back from the street to be private. The property is a converted BNB, so expect it to feel that way. Lots of space for people to spread out yet big enough common areas to come together. The bar room was great to gather in the evening. Note that the kitchen is pretty spartan; it's designed as a "service" kitchen right off of the bar room.
Martin G.
Stayed 2 nights in Oct 2023
10/10 Excellent
Ilya G.
Sep 6, 2023
Liked: Cleanliness
Awesome house with lots to do
The house is large, used to be a real BnB before. Has a lot of things to do inside and outside of the house.
Ilya G.
Stayed 2 nights in Sep 2023
10/10 Excellent
Michelle H.
Aug 22, 2023
Liked: Cleanliness
Amazing stay
16 members of our family came together to celebrate our Mom’s 80th birthday. This house in Bennington was classic history with modern conveniences. It is huge with big comfortable gathering spaces many bedrooms (with private baths). It was quiet, a houseful of people and in your bedrooms there was absolutely no noise. This incredible historic house is in walking distance to quaint downtown Bennington with its many shops and eateries. We had a wonderful time. Check in and check out so easy. Amazing accommodations led to an unforgettable vacation!
Michelle H.
Stayed 3 nights in Aug 2023
10/10 Excellent
Ashley T.
Aug 14, 2023
Liked: Cleanliness
Escape to Green Mountain State
I, along with 11 girlfriends, comfortably stayed at this gorgeous historical home for the weekend. And Bennington, VT did not dissapoint!
Perfectly close to downtown to walk in the morning for coffee, bagel sandwiches, antiques, and we even caught a food truck festival.
**"The Local" had amazingggg honey cinnamon creamed cheese amongst others, best cream cheese bagel I've ever had.
Almost every room had its own beautiful bathroom which made everyone's stay so comfortable. Rooms were so quiet when doors shut. Beautiful yard and firepit, along with grill and kitchen access made for memories of group dinners and endless laughs. We can't wait to come back and do it again. Thank you for a safe, clean, and professional rental! It truly felt like home away from home for the weekend. :)
Ashley T.
Stayed 2 nights in Aug 2023
10/10 Excellent
Liz B.
Jul 17, 2023
Liked: Cleanliness
Fantastic Property for Groups
My friends and I stayed at the property for a weekend and the house and outdoor space were fantastic (and larger than expected). Vermont is beautiful in the summer and this house didn’t disappoint. The layout worked really well for everyone to have their own rooms/bathrooms and also space for the whole group (12) to gather comfortably. We enjoyed using the bar room for meals, the sun room, game room, and fire pit. The proximity to town and activities was an added bonus as we could walk to local restaurants. Every accommodation was thought of and it was perfect for our group. The Property Manager was super helpful and communicated well before/during/after our stay. Would definitely book the property again!