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Whimsical Room & Private Bathroom in Historic Inn

Vacation home in Chester with kitchen and patio

Photo gallery for Whimsical Room & Private Bathroom in Historic Inn

Interior
Terrace/patio
Interior
Interior
1 bedroom, desk, iron/ironing board, free WiFi
At the charming Chester Inn, step into a private room with a queen bed and en-suite bathroom. Enjoy shared spaces like the living room, dining area, kitchenette and porch or explore nearby hiking trails right through the backyard.

Reviews

8.8 out of 10
Excellent

Entire home

1 bedroom1 bathroomSleeps 3200 sq ft

Popular amenities

  • Parking available
  • Air conditioning
  • Kitchen
  • Outdoor Space
  • Free WiFi

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Whimsical Room & Private Bathroom in Historic Inn

Enjoy a private room & bathroom with tub in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main St in walking distance to restaurants, shops & galleries.

Public hiking/snowshoeing trails can be entered right through the backyard & Okemo mountain is just a short drive away!

Although the building is bed & breakfast style we do not provide breakfast.

*The fireplace is currently not working. Estimated fix date is Feb 16th*

Room #2 is located on the first floor and is equipped with a queen bed & private bathroom. This quaint room has a gas fireplace (currently not working), TV, microwave, coffee maker, mugs/wine glasses & bathroom essentials. Shared spaces are also available for relaxing, reading, getting your coffee fix or enjoying board games. There is also a front porch available for your leisure.

Guests are free to access:
- Living room
- Dining room
- Kitchenette
- Porch
- Access to trails via backyard...

Estimated driving distance to popular skiing / snowboarding / tubing destinations:
- Magic Mountain - 15 minutes
- Okemo - 19 minutes
- Stratton - 31 minutes
- Killington - 39 minutes
- Mt. Snow - 50 minutes

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • TV

Outdoor areas

  • Patio

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator (single-level property)
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

Things to do

  • Optional golf privileges
  • Snow sports gear
  • Basketball nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Ice skating nearby
  • Snowmobiling nearby

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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 200 square feet

Similar properties

Terrace/patio
Room in Historic Inn! 20 Minutes to Okemo!
  • Air conditioning
  • Parking available
  • Kitchen
  • Microwave
9.2 out of 10, Wonderful, 17 reviews
$149 nightly
The price is $167
Nov 23 - Nov 24
Total with taxes and fees
Room in Historic Inn! 20 Minutes to Okemo!

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 19

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

$200 fine for smoking on the property.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
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 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

About the neighborhood

Map
Chester, VT

What's nearby

  • DaVallia Art & Accents - 2 min walk - 0.1 miles
  • Bonnie's Bundles Dolls - 13 min walk - 0.7 miles
  • Okemo Mountain Resort - 20 min drive - 15.1 miles
  • Stratton Mountain Resort - 41 min drive - 30.5 miles
  • Killington Resort - 43 min drive - 35.0 miles

Getting around

  • Bellows Falls Station - 21 min drive
  • Springfield, VT (VSF-Hartness State) - 17 min drive

Restaurants

  • ‪McDonald's - ‬13 min drive
  • ‪Chester Country Girl Diner - ‬13 min walk
  • ‪Dunkin' - ‬14 min drive
  • ‪Southern Pie Cafe - ‬3 min walk
  • ‪Black Rock Steakhouse - ‬14 min drive

Frequently asked questions

Is Whimsical Room & Private Bathroom in Historic Inn pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Whimsical Room & Private Bathroom in Historic Inn?

As of Nov 20, 2025, prices found for a 1-night stay for 2 adults at Whimsical Room & Private Bathroom in Historic Inn on Nov 23, 2025 start from $99.0, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Whimsical Room & Private Bathroom in Historic Inn?

Check-in begins at 4:00 PM.

What time is check-out at Whimsical Room & Private Bathroom in Historic Inn?

Check-out is at 11:00 AM.

Where is Whimsical Room & Private Bathroom in Historic Inn located?

Located in Chester Depot, this vacation home is within a 15-minute walk of DaVallia Art & Accents and Bonnie's Bundles Dolls. Vermont Country Store and My Minds Design are also within 9 mi (15 km).

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Whimsical Room & Private Bathroom in Historic Inn Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 6 out of 9 reviews
Rating 8 - Good. 1 out of 9 reviews
Rating 6 - Okay. 1 out of 9 reviews
Rating 4 - Poor. 1 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

9.0/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Paul S.

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

Nice calm stay

After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!
Stayed 2 nights in Apr 2025

10/10 Excellent

Bethany

Liked: Cleanliness, property conditions & facilities, communication
The room was really cozy and the community area was quaint and comfortable.
Stayed 1 night in Aug 2024

10/10 Excellent

Jeff D.

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

Perfect easy and conveniently located

Was really easy to get in, place was warm and inviting. East walk to multiple restaurants huge fireplace in hang out room. Great coffee
Stayed 1 night in Mar 2023

10/10 Excellent

Louisa S.

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

Fabulous

Lovely
Stayed 2 nights in Sep 2024

10/10 Excellent

Julie

Liked: Cleanliness, amenities, property conditions & facilities, communication
Lovely inn! Original wide floorboards throughout. No vinyl or pergo. Furnishings very comfortable; not cluttered or dusty. Flexible helpful proprietors!
Stayed 3 nights in Oct 2022

6/10 Okay

Doug

Liked: Cleanliness, amenities, communication
The owners have done a good job of making the property special. Unfortunately, the first floor rooms are next to the house's front door, which was extremely noisy as it is the only way to access the house. If you stay, keep that in mind. Guests were entering and exiting between midnight and sun-up, and the noise prevented me from getting descent sleep.
Stayed 2 nights in Aug 2024

10/10 Excellent

Jean W.

Liked: Cleanliness, communication, location, listing accuracy

Great room

We had a great stay. Everything we needed was there. Only issue was I couldn't do anything with VRBO on my cell. I signed in and found no links to the property information. AND, plenty of advertising to book another trip. Had to go to the local library to fire up my computer so that we could communicate with the host, Tyler. He was awesome and responded to all my communication promptly. We will be back.
Stayed 2 nights in Apr 2024

8/10 Good

Theresa S.

Liked: Check-in, communication, location, listing accuracy

stay was ok

House is OLD and needs attention. Bed was uncomfortable. Windows had plastic covering and were not shut and not locked. The tub needs to be regrouted. Water damage everywhere.
Stayed 2 nights in Aug 2024

4/10 Poor

Brian B.

Liked: Cleanliness, location
Disliked: Listing accuracy

Out of order

Booked this room for our anniversary. I should have backed out when the Expedia description of a private venue was different than the Vrbo description of a shared venue. Description did say that the fireplace would be repaired 2/16. It was not. Jetted tub? Big old ‘out of order’ on that too. Paid a premium rate for premium features, but they were broken.
Stayed 1 night in Mar 2025