Circa 1900 Home in the Heart of Historic Downtown Chestertown
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1 room, 2 adults, 0 children
All properties in Chestertown
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Chestertown, Maryland 21620, United States
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Amenities
Wi-Fi in Public Areas
Fishing
Barbecue
No Smoking in Public Areas
Garden
Clothes Dryer
All amenities
Property Description
Beautiful1900 built home that has all of its historic charm while having updated amenities. Enjoy everything historic Chestertown has to offer as the house is walking distance to the shops, restaurants, Chester River Waterfront, and year round Saturday farmers market. Located on a one way street that is flanked with beautiful historic homes and free on street parking. For those with boats, the home is a short walk to the Chestertown Marina which has a boat ramp and transient slips. Our home is only 2.6 miles from Brittland Manor. Please note there is a ring camera by the front door for security purposes.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
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10.0/10
Cleanliness10.0
Amenities10.0
Location10.0
Service10.0
All 30 reviews
Surroundings
Airport: Easton Airport
(53.4km)
Train: Aberdeen Amtrak
(90.5km)
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Overview
Rooms
Guest Reviews
Services & Amenities
Policies
Host
9
4 Bedrooms Private Vacation Home
4 bedrooms: 1 queen bed 2 king beds and 1 double bed
Non-smoking
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Guest Reviews
10.0/10
Outstanding
30 reviews
Verified Reviews- Cleanliness10.0
- Amenities10.0
- Location10.0
- Service10.0
Average for similar properties in Chestertown
Lora D.
August 16, 2025
The house is exactly as advertised. It is well stocked and it’s clear the host has put a lot of thought into making the house comfortable for folks. Host was also very quick to respond. Chestertown is lovely and this house is in the perfect location. Will stay here again!
Chris C.
July 7, 2025
Great location, very comfy house
Lovely restored home on a very nice street in the heart of Chestertown. Comfy beds, loved the front porch. Cool coffee station! We had everything we needed, we really enjoyed our week's stay. Thank you to the owner for responding so promptly and resolving the problem with one of the shower faucets, really appreciated that.
Vijay S.
June 13, 2025
Property was as described in the listing!! Very clean and well appointed with toiletries, towels, dishes, etc.Very clean, safe, quiet neighborhood.Enjoyed walking to the farmer's market, Evergrain Bread Company, and waterfront area.I would highly recommend if you're able to navigate the stairs!
Marcella M.
June 11, 2025
Wonderful home in Chestertown
We rented four bedroom home in Chestertown for graduation weekend. Home has everything you could possibly need. All bedrooms are upstairs with one bathroom and one bathroom on lower level. If you have any elderly members of your party, this may be
Nicole N.
March 21, 2025
Chestertown
House was in a great location and very well appointed. We had everything we needed. Would highly recommend.
amy p.
January 25, 2025
Perfect!
This is the cutest place! Super clean and equipped to the max, everything we could possibly need was provided. The beds/linens are extremely comfortable. And our hostess was quick to respond to a problem with the heat. Highly recommend!
Gary N.
June 9, 2025
Great house, will stay again in the future.
Darren H.
November 1, 2024
Fall weekend
Lovely, well kept and tastefully furnished house in a great location.
Suzi A.
July 8, 2024
A week in living history -Chestertown, Ms
The house we rented resided on Queen Street, an historical street near the Chester River. It provided our family with welcoming spaces to chat, dine and watch shows as well as four comfortable bedrooms to sleep peacefully at night. We walked to nearby shops and a farmer market, all charming. The people are friendly and helpful. One senses a true feeling of commnity! We will return for another vacation in this lovely town well preserved and charming!
Services & Amenities
Most popular amenities
Wi-Fi in Public Areas
More Amenities
Internet
Wi-Fi in Public Areas
Activities
Fishing
Off-site
Public areas
Barbecue
No Smoking in Public Areas
Garden
Cleaning services
Clothes Dryer
Property Policies
Check-in and Check-out Times
Check-in: after 15:00
Check-out: Before 11:00
Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.
Cots and Extra Beds
Please contact the hotel for details about cot and extra bed policies.
Age Requirements
The main guest checking in must be at least 21 years old
Property host
Michelle S.
Speaks English
About this property
Beautiful1900 built home that has all of its historic charm while having updated amenities. Enjoy everything historic Chestertown has to offer as the house is walking distance to the shops, restaurants, Chester River Waterfront, and year round Saturday farmers market. Located on a one way street that is flanked with beautiful historic homes and free on street parking. For those with boats, the home is a short walk to the Chestertown Marina which has a boat ramp and transient slips. Our home is only 2.6 miles from Brittland Manor. Please note there is a ring camera by the front door for security purposes.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
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Frequently Asked Questions
What is the cancellation policy for Circa 1900 Home in the Heart of Historic Downtown Chestertown?
The cancellation policy for Circa 1900 Home in the Heart of Historic Downtown Chestertown varies depending on the type of room and booking conditions.What is the cancellation policy for Circa 1900 Home in the Heart of Historic Downtown Chestertown?
How much does it cost at Circa 1900 Home in the Heart of Historic Downtown Chestertown?
Prices at Circa 1900 Home in the Heart of Historic Downtown Chestertown change according to dates, hotel policy, and other factors. Please search for the dates you wish to stay to view prices.How much does it cost at Circa 1900 Home in the Heart of Historic Downtown Chestertown?
What are Circa 1900 Home in the Heart of Historic Downtown Chestertown nearby landmarks?
Nearby attractions to Circa 1900 Home in the Heart of Historic Downtown Chestertown include Garfield Center for the Arts at the Prince Theatre, only 150m from your search (straight-line distance) away.What are Circa 1900 Home in the Heart of Historic Downtown Chestertown nearby landmarks?
What are check-in & check-out time at Circa 1900 Home in the Heart of Historic Downtown Chestertown?
Check-in at Circa 1900 Home in the Heart of Historic Downtown Chestertown starts from 15:00, and the standard check-out time is by 11:00.What are check-in & check-out time at Circa 1900 Home in the Heart of Historic Downtown Chestertown?
About This Property
| Distance to Airport | 53.4KM |
|---|---|
| Nearest Train Station | Aberdeen Amtrak |
| Distance to Train Station | 90.5KM |
| Hotel Star Rating | 4 |