Apartment

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

Photo gallery for Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

A kitchen with blue cabinets, a central island, stainless steel appliances, and wooden bar stools.
A hallway with wooden flooring, a wooden bench, and a large wooden clock on the wall.
A cozy living room with a sofa, chairs, a coffee table, and a fireplace. There are framed certificates on the wall and a large window with a view of trees.
A two-story house with a large bay window on the ground floor, a covered porch, and a sign indicating it is a private property.
A staircase with a wooden handrail, a wall-mounted ski rack, and a window with a view of the outdoors.

Reviews

10 out of 10
Exceptional

Highlights

  • Top-rated comfy beds
    Guests liked the comfy beds here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Green Mountain National Forest
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Free Wi-Fi
  • Dryer

Explore the area

View in a map
Bennington, VT
  • Place, Green Mountain National Forest
    ‪1 min walk‬
  • Place, Bennington Potters Yard
    ‪8 min walk‬
  • Place, Southern Vermont College
    ‪3 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

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

Spaces

Kitchen
Separate dining area
Dining area

About this property

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown


The Shopkeeper's Oasis is a property on the state historic register right in the center of downtown Bennington. The former home of some of Bennington's most popular businesses, it has been converted into a lux apartment that fits the age of the property. Tastfully appointed with a mixture of locally antiques and artifacts collected over a lifetime.

Located mere steps from restaurants, shops, and breweries. Just a short drive to Mt Snow, Bromley, Stratton and Prospect Mountains.

This property is home to Haberdasher Wine and Provisions on the main floor, and the entire second floor is dedicated to the VBRO. Enjoy plenty of peace and privacy, while still being close to all the amenities that downtown Bennington has to offer.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
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
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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
Take out the rubbish
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 4470810vb
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

About the area

Bennington

Bennington is home to this apartment. 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 looking for area attractions can visit Bennington Arts Guild Gallery and Bennington Center for the Arts. 62 Center for Theater and Dance and Hopkins Observatory are also worth visiting.
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Map
Bennington, VT

What's nearby

  • Green Mountain National Forest - 1 min walk - 0.0 km
  • Fiddlehead at Four Corners - 3 min walk - 0.3 km
  • Bennington Potters Yard - 8 min walk - 0.7 km
  • Bennington Museum - 18 min walk - 1.5 km
  • Southern Vermont College - 3 min drive - 1.8 km

Getting around

  • Pittsfield, MA (PSF-Pittsfield Municipal) - 58 min drive

Restaurants

  • ‪Cumberland Farms - ‬3 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Burger King - ‬4 min drive
  • ‪Starbucks - ‬5 min drive
  • ‪Starbucks - ‬3 min drive

Frequently asked questions

Is Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown pet-friendly?

No, pets are not allowed at this property.

How much is parking at Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown?

On-site parking is available at the property.

What time is check-in at Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown?

Check-in begins at 3:00 PM.

What time is check-out at Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown?

Checkout is at 11:00 AM.

Where is Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown located?

Situated in Bennington, this apartment building is steps away from Green Mountain National Forest and Bennington Arts Guild Gallery. Fiddlehead at Four Corners and Bennington Potters Yard are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 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
Beautifully restored apartment above a wine shop. Loved it!
Stayed 7 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is lovely and has all the needed items for a short or long stay. Comfortable beds, a kitchen that could be used to make gourmet meals, and a gorgeous bathroom with a wonderful soaking tub. The location is convenient - right in downtown Bennington - and the shop below is the property owners’ and is filled with great food and drink. We really enjoyed our time here.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and property. A little wonky finding where to park but host was great to reach and air traffic control me in where to go
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Convenient location, easy access to restaurants and shops. Nice to have two separate bedrooms both with large comfy beds and nice modern shower.
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very well appointed and clean. It was a lovely place to stay for our visit.
Stayed 3 nights in Nov 2025
Response from VrboOwner on 4 Dec, 2025
Thank you so much for staying with us! It was a pleasure!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The hosts were wonderful and great communicators. Had a great stay at this beautiful oasis in Bennington!
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location with awesome hosts, clean rooms and everything we needed for a first time visit to Vermont. With very easily walkable shopping (don’t miss the shop below the room!) and excellent options this was an unforgettable experience for us. We are very thankful to have stayed here! We definitely recommend!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment was even better than the pictures. The beds were very comfortable and the location was excellent for walking around. There is no other place anyone should stay in Bennington besides this place.
Stayed 5 nights in Sep 2025
Response from VrboOwner on 7 Sept, 2025
Thank you so much for the awesome review! I hope we can host you again soon!
Verified review

10/10 Excellent

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

A perfect downtown location

Everything was lovely and easy
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ideal downtown location and a classic yet comfortable decor make this a great choice in Bennington. The kitchen and bath are beautiful - throwback style but modern fixtures. Even loved the push-button wall switches. Reasonable rates too.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I was sad to leave. My husband called the place "exceptional." It really was a great place to stay.We were looking for a home base for exploring Manchester, Bennington, Williamstown, and North Adams, and this was a perfect location.The apartment itself is fantastic. It was clean and nicely furnished. The bathroom was a delight to use, and the kitchen was well appointed. The beds were so comfortable, and the decor fit the time period of the space while being uncluttered at the same time. The host was very appropriately responsive, to boot! The apartment is on a main street in a small town, so there is some street noise. We also arrived on a weekend when the local restaurants had outdoor dining and live music, so we were a little nervous about that - but they all closed at 9 or 10, so that wasn't a problem at all. Overall, a truly excellent experience. We'd love to stay here again the next time we're in the area!
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

Stayed 2 nights in Apr 2026

About the host

Hosted by Chris Macksey

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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