Entire home

1920's Bennington Vermont Guest Barn

Family-friendly holiday home in Bennington

Overview
Location
Amenities
Policies

Wonderful

3 bedrooms1 bathroomSleeps 7970 sq ft

Popular amenities

Dryer
Fireplace
Washer
Kitchen
Barbecue grill
Parking available

Explore the area

Bennington, VT

Place, Robert Frost Stone House Museum
‪2 min drive‬
Place, Mount Snow
‪44 min drive‬
Place, Stratton Mountain Resort
‪47 min drive‬

Rooms & beds

3 bedrooms (sleeps 7)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Single Bed

1 bathroom

Bathroom 1

Bathtub or shower · Bathtub · Toilet

Spaces

Deck or patio

Porch or lanai

Kitchen

Outdoor play area

Garden

Dining area

About this property

1920's Bennington Vermont Guest Barn

Very comfortable accommodations of three bedrooms with queen mattresses and a twin roll out bed for the extra guest for the common area. Free WiFi, VHS, DVD, and CD players for you to enjoy along with a TV in the parlor a TV in one of the bedrooms. There is a desk with some supplies for your use. The Coffee Bar is open 24/7 with oodles of coffee or tea to chose from. There are some staples in the cupboards for your use. You'll also find some games around for those rainy days and nights. Out back is a patio with a table, chairs and umbrella for those sunny days along with a gas grill for your use. Behind the Barn is a secluded landscaped lawn with a great fire pit and chairs to gather around making conversation and smores. There are some chairs in the bin on the north side of the Barn. Conveniently located near many ski mountains like Bromley, Mt. Snow, Stratton, Magic Mountain which are roughly 40 - 60 minutes away. There are many area colleges including Bennington College, Southern Vermont College and Williams College. In town there is the Bennington Museum which is also the home to Grandma Moses Art Museum. The Robert Frost Museum is only 1 mile from the Guest Barn. The Clark Art Museum in Williamstown, and Mass Moca in North Adams is 30 minutes away. Saratoga Springs is only 40 miles away and Albany is only 50 minutes away where you will find many more museums and places of interest like the "Egg". Robert Todd Lincoln's home in Manchester is 30 minutes away along with many of the Manchester shopping outlets. Check out the Dorset Playhouse, Vermont Country Store, and Bennington Potters while on your trip. If you want to go back in time, visit Williams Store in Dorset for a great nostalgic experience. A trip to Lake George, NY a little over an hour away and worth a ride on the famed steamboat Minnie Ha-Ha. And don't forget to visit Bennington's 3 covered bridges.

Add dates for prices

Amenities

Kitchen

Washing machine

Dryer

Pet-friendly

Air conditioning

Outdoor space

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Kitchen
Free WiFi
Air conditioning
Outdoor space

House Rules

Check in after 4:00 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 less than 9 kg per pet (limit one pet total)

Smoking

Smoking is not permitted

.Please notify me of the amount of guests that will be staying at the Farmhouse so I may prepare the rooms.

Please note there is an additional charge of $25 per person per night over the initial two guests.

There is an Amazon Fire Stick for your convenience. Please do not order movies or subscriptions on my account that cost money.

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

We should mention

A car is required for transport to and from this property

About the area

Bennington

Located in Bennington, this holiday home is in a rural area and in the mountains. 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 Bennington

Bennington, VT

What's nearby

Robert Frost Stone House Museum - 2 min drive - 2.2 km
Prospect Mountain Cross-Country Ski Center - 14 min drive - 20.8 km
Mount Snow - 44 min drive - 58.6 km
Jiminy Peak Mountain Resort - 46 min drive - 72.7 km
Stratton Mountain Resort - 47 min drive - 74.5 km

Getting around

Albany, NY (ALB-Albany Intl.) - 55 min drive

Restaurants

‪Cumberland Farms - ‬4 min drive
‪McDonald's - ‬4 min drive
‪Dunkin' - ‬5 min drive
‪Madison Brewing Company Pub & Restaurant - ‬6 min drive
‪The Dutchman's Tavern - ‬5 min drive

Frequently asked questions

Is 1920's Bennington Vermont Guest Barn pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much is parking at 1920's Bennington Vermont Guest Barn?

On-site parking is available at the property.

What time is check-in at 1920's Bennington Vermont Guest Barn?

Check-in begins at 4:00 PM.

What time is check-out at 1920's Bennington Vermont Guest Barn?

Checkout is at 11:00 AM.

Where is 1920's Bennington Vermont Guest Barn located?

This family-friendly Bennington holiday home is located in the mountains, within 1 mi (2 km) of Green Mountain National Forest and Robert Frost Stone House Museum. Bennington College and Howard Park are also within 3 miles (5 km).

9.2

Wonderful

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

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8.6/10

Cleanliness

9.6/10

Check-in

9.4/10

Communication

9.0/10

Location

9.0/10

Listing accuracy

10/10 Excellent

Karin W.

15 Nov, 2025

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

The amenities and the actual place was super clean and comfortable.

Stayed 2 nights in Nov 2025

10/10 Excellent

Debbie D.

21 Jul, 2025

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

We had such a lovely stay at the guest barn! The yard was perfect for our grandchild to run around in and everyone had comfortable beds and plenty of room to relax and enjoy our stay. Thanks to Eleanor for being a wonderful, responsive host!

Stayed 2 nights in Jul 2025

10/10 Excellent

Mike S.

17 Feb, 2025

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

Perfect stay

Came into town to celebrate my wife's birthday with another couple. Place was just as described and welcoming. We would stay again.

Stayed 2 nights in Feb 2025

10/10 Excellent

Curtis D., Royalston USA

25 Oct, 2020

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

Great place.

Great place to stay. Close to everything but in a quiet spot.

Stayed 2 nights in Oct 2020

10/10 Excellent

elaine c.

29 Sept, 2024

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

Cute, pleasant, and centrally located

My family and I stayed here for a long weekend visiting relatives. The guest barn is super cute - big cozy beds, a nice kitchen and living area, and located off the beaten path but within 10 minutes of pretty much everything in Bennington.

Stayed 4 nights in Sep 2024

10/10 Excellent

Belinda R.

12 Aug, 2024

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

Relaxing mini vacation

the Barn was a cute place to stay. Eleanor had all amenities as listed, the kitchen well-stocked, The location was beautiful. The beds were comfortable. Newly renovated bathroom and kitchen were nicely done. would stay

Stayed 3 nights in Aug 2024

10/10 Excellent

Joanne P.

21 Sept, 2018

Great hospitality

All the comforts of home in a great location!!!! House was comfortable with ample space

Stayed 3 nights in Sep 2018

10/10 Excellent

Deb T.

23 Jun, 2018

Everything you need!

Everything you need in clean-cute remodeled barn!!

Stayed 11 nights in Jun 2018

10/10 Excellent

Rebekah D.

27 Oct, 2021

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

Vermont Leaf Peeps

Vermont is one of the most beautiful places I have visited. The 1920’s Bennington Vermont Guest Barn was in the perfect location. My sisters and I were able to visit all the sites and then relax in a cozy home away from home. Thank you, so very much!

Stayed 4 nights in Oct 2021

10/10 Excellent

Richard W.

25 Jul, 2024

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

Family Reunion

Overall, the facility was clean and comfortable. Location was close to family. This was our second time staying at this location and we may stay here again in the future. We would recommend adding a grab bar in the bathroom near the toilet to help with mobility. My wife had knee surgery in March. Thanks for a pleasant stay.

Stayed 4 nights in Jul 2024

10/10 Excellent

Colleen R.

16 Oct, 2019

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

wedding party

we rented the barn house to go along with the main house for a wedding we were attending. It worked out perfectly. My grandchildren we pleasantly surprised by the collection of movies and games. Clean and well stocked!

Stayed 2 nights in Oct 2019

8/10 Good

Arthur M.

12 Jun, 2024

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

Golf outing

Gold course is great, incredible views, $85/man but worth it! The place was nice, the backyard bonfire pit is great! Maybe a couple more chairs would be nice. For the price its worth it if you're looking for an affordable weekend trip and plan on being outside the barn. Not a place to really settle in and cook so eat out should be a strong option if you plan to stay. Garbage cans are tiny and overflow happens quickly so pack light or sack your own trash. shower pressure is pretty low but you get clean if you need a shower. Beds are ok, linen is ok, utensils and cooking gear is a little lacking as well as a good toaster or pans to cook in. Overall, great comms with the owner, the place is affordable and relatively clean.

Stayed 2 nights in Jun 2024

10/10 Excellent

sarah k.

5 Jan, 2020

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

Quaint Cottage

We rented this property from Dec 29-Jan 02. The location was perfect for access to our eldest son who resides in upstate NY, convenient to civilization, interstate access, while also allowing for the more remote feel we prefer. The surrounding area has multiple local diners and spots to stop for a bite. Would definitely recommend going to Blue Benns for breakfast, it was delicious and much more than we expected based on its appearance. During our stay we had our youngest daughter (17) and her friend that shared a room. This home is set up for the conveniences of home, to include a fully equipped eat in kitchen, living area, WiFi, 3 bedrooms, one bath, laundry area, and small deck with grill off of the master. The attention to detail is clear throughout this home. If I’m being honest, our only issue was the lack of water pressure. It wasn’t unbearable, just took some getting used to. Eleanor is precious and she and her husband were very accessible, at any time we needed anything. We will definitely be back to rent again, as we plan to move to VT and will be returning numerous times before we buy in VT.

Stayed 6 nights in Dec 2019

6/10 Okay

Cheryl Ann P.

21 Oct, 2023

Liked: Cleanliness, check-in, location

Barn Conversion

The conversion could be adorable if certain details were updated (lighting dim, ceiling and lamps throughout each room; pitch the loveseat, sagged to floor; and eliminate all the shabby chic knick-knacks). A positive vote for outstanding mattresses and shower. This could be a jewel if updated inside (less stuff in living space, kitchen) and the exterior entry, yard area needs some TLC. This is why the VRBO picture is strictly interior. Note, we arrived early just to drop off bags before exploring area. My phone had the wrong time & date (bad battery). We were met by a young lady who identified herself as the 'cleaner'. Her approach was unprofessional, accusatory. After the interaction (3 minutes tops), we left to enjoy Bennington. The owner contacted us in a few minutes to repeat the check-in policy time and question why I did not reply to her. Unsure if this VRBO is booked non-stop in the Fall, but the tone from owner and cleaner was unnecessary.

Stayed 2 nights in Oct 2023

4/10 Poor

Heidi B.

12 Aug, 2022

Liked: Check-in, communication

Disliked: Cleanliness, location, listing accuracy

Property photos should be updated

Not like the photos shown on the listing. Our small group of 3 women over 50 were disappointed with the "guest barn". The photos shown on the VRBO listing must have been taken immediately after the barn renovation when everything was new. It might be easiest to list the OK and the NOT OK things we encountered. OK: beds were comfortable, bathroom had plenty of towels, coffee maker worked, plates/glasses/mugs/silverware were all in good quantity. NOT OK: musty and damp - would benefit from a dehumidifier instead of the air purifier that was running; lots of dead bugs on the bedroom window sills, spider webs and spiders in the bathroom at the base of the tub and in the small windows; overgrown with weeds around all sides of the house; patio and lawn furniture was dirty and deck paint peeling almost entirely away; too much leftover food/condiments in the refrigerator and cupboards; shower supplies seemed shared from many previous guests; no water cooler as shown in the photos and the water line to the refrigerator is not connected. When we were preparing to leave and collecting bed linens and towels, one friend showed me the stains on the pillowcase in her room and I found a dried bug of some sort under the sheet I had just removed. The hostess did stop by early in the stay to ask us to move a car and asked how we were doing. Overall not a great experience and probably ranks lowest on my 6 + years of VRBO experiences. We did take time to drive and explore the local towns of Bennington and Manchester. Shout out to the 421 Craft Bar and Kitchen in Bennington - fabulous staff and food!

Stayed 2 nights in Jul 2022

4/10 Poor

Nicole D.

4 Jan, 2022

Liked: Check-in, communication, location

Disliked: Cleanliness

Quaint but needs alot of updates and work

The overall smell of the place is dank and musty. This place is way over priced for what we got. We run our own rental and know what this should have been. 1- Info sharing- there were no instructions on how to use the TV, VCR, DVD player or the fireplace. Brief concise instructions would be helpful for many renters. The entertainment is a joke, should have live streaming, 20 shopping channels does not make entertainment. 2- No place to hang wet towels. The Barn sleeps 6, one towel bar in the bathroom. Perhaps double hooks on the back of bedroom doors would be helpful. 3- Not enough bathmats for the bathroom. There was one, we had to use towels all over the floor, the floor is VERY cold in the winter. 4- Cobwebs on the bathroom light fixtures, on the picture frames in the living room and on the legs of the nightstands in all the bedrooms. 5- Mouse droppings in a dresser drawer, under the sink and on the floor under fallen baseboard in front of kitchen sink. 6- No heat in the AM of our first night. They came and fixed it the same day. 7- Polyester sheets, not ideal cotton would be better. 8- Coffee maker dirty and very old, SAFETY HAZARD- does not have an automatic shut off. It was left on all day and night without us knowing. UPGRADE NEEDED 9- Smoke detectors not hooked up the batteries SAFETY HAZARD This means if there was a fire they would not go off. 10- Ceiling tile falling or bulging over the bed in one of the rooms. NEEDS FIXING 11- No stereo or radio 12- Light out in bathroom 13- Shower curtain is moldy NEEDS CHANGING. 14- Beds are comfortable and cozy (minus the poly sheets 😊) 15- Water pressure is good 16- Large Fridge and nice appliances in kitchen 17- Not one box of tissues in the rental- I had to buy my own, there should be a box in every room 18- Found a dead bug/beetle in a pot under the cabinet 19- Towels and washcloths stained and soiled, NEED REPLACING I have pictures to support the mouse droppings, the drooping ceiling tile and the bug in a pot. We were not impressed by this rental.

Stayed 7 nights in Dec 2021

10/10 Excellent

Donald B.

7 Sept, 2021

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

Comfy and cozy

Perfect place for a two night stay in Bennington. Clean and comfortable all around.

Stayed 2 nights in Sep 2021

10/10 Excellent

Rob S., ALLENTOWN

14 Aug, 2021

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

Adorable Yankee Barn VT Cottage

Excellent! This converted 3 bed 1 bath barn was perfect for our party of two adults and two grown children as a comfy home base to explore the Bennington-Manchester area and adventured in the Greem Mountain Wilderness of VT. The bedrooms are fairly large and the beds are clean and comfortable. The unit features a smallish eat-in kitchen with excellent appliances and shelves that are pre-stocked with useful items and some spices. The bathroom is clean, modern, with okay water pressure. We felt immediately at home here and enjoyed our fire pit every night. Summer swimming is quite convenient at Paran Lake (10 mins or less), Dorset Marble Quarry (26 mins), and Shaftbury Lake (15 mins). Bennington is charmimg and features shops, 2 plus breweries, and restaurants (things close SUPER early in Southern VT). Try Ramuntos for delicious Italian, great pizza (we're from NJ so we're Pizza Snobs!), and a great selection of beers on tap! For an upscale dining experience make a reservation at the Publick House. It is fantastic and just up the road from the Barn. Elinor & Mike are wonderful and do everything they can for your stay. The only thing wec didn’t adore about the Barn is the eyesore trailer-home that sits behind the property. You can't help but see it when enjoying the backyard and fire pit. But, all in all, a relatively minor detacting factor. If you consider the actual accommodation, the LOCATION, the cleanliness, the owners, etc., the Barn is a real find!

Stayed 5 nights in Aug 2021

8/10 Good

Jason E.

10 Aug, 2021

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

A great homebase for our time in Bennington

We enjoyed our stay st the guest barn; it's a great location if you're in the Bennington area to explore. We missed the turn for the house upon arrival, not realizing it shares a parking lot with the Baptist church. We appreciated the responsiveness of our hosts - when the coffee maker didn't turn on, it was replaced the same day. We were there at a rainy time and the space might have benefited from a dehumidifier.

Stayed 7 nights in Jul 2021

10/10 Excellent

susan b.

1 Aug, 2021

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

Cozy, well-equipped three full size bedrooms and full bath

Very well equipped, with confortable beds and just about everything one could need.

6/10 Okay

Stanley S.

16 Jul, 2021

Liked: Check-in, communication, location

good and bad

great location peaceful and quiet. only met the rev. and he was a very nice man willing to do anything to make our stay pleasant. good shower water pressure was fine. beds were comfortable. all appliances worked well. but there were a few drawbacks. bathroom not very senior friendly no bars to grab and no mat in tub. the only air conditioning in the house is in the rear bedroom. food left in the house has been there so long some of it is out of date. if you walked around in a pair of white socks when you took them off they were dirty so the rugs needed a good scrubbing. small minor improvements needed and if they were taken care of i would definitely go back.

Stayed 5 nights in Jul 2021