Circa 1900 Home in the Heart of Historic Downtown Chestertown | House in Chestertown

Q: How much does it cost per night to stay in Chestertown house?

Best-rates for the Chestertown house starts from $331 per night with includes TV, Balcony/Terrace, Bedding/Linens, Child Friendly, Wellness Facilities, Air Conditioner, Security/Safety, Internet, Kitchen, Laundry, Sports/Activities, Fireplace/Heating, Guest Services, Entertainment, Barbecue/Outdoor Cooking, Parking with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

10.0 (74 Reviews) | 4 Bedrooms 2 Bathrooms 6 Guests

Chestertown House | Circa 1900 Home in the Heart of Historic Downtown Chestertown

4 Bedroom House in Chestertown

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.

Circa 1900 Home in the Heart of Historic Downtown Chestertown is located in Chestertown. Circa 1900 Home in the Heart of Historic Downtown Chestertown provides accommodation, featuring Air Conditioner, Security/Safety, Internet, among other amenities. This House features Air Conditioner, Security/Safety, Internet, to make your stay a comfortable one.

Circa 1900 Home in the Heart of Historic Downtown Chestertown has 4 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Chestertown has interesting places to visit. If you want to learn more about the House in Chestertown, such as places to visit and things to do nearby, you can check below to learn more.

Amenities

Air Conditioner
Parking
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Policies

Event Policy No events allowed

Check-in Check-in time starts at 3:00 pm minimum check-in age: 21

Check-out Check-out before 11:00 am

Child Policy Children are welcome.

Pet Policy Pets not allowed

Smoking Policy Smoking is not permitted

Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

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Reviews

Vijay S. Jun 13, 2025 10:41:46 PM

Summary: 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. Jun 11, 2025 01:25:00 AM

Summary: 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

Gary N. Jun 8, 2025 11:14:50 PM

Summary: Great house, will stay again in the future.

Bethany M. Apr 7, 2025 06:01:26 AM

Summary: The home is on a beautiful street in downtown Chestertown that is walkable to restaurants, stores, and the Saturdays farmers market. Each room is well decorated and stocked for a comfortable stay. We enjoyed the backyard with spring flowers in bloom. We would highly recommend this home!

Nicole N. Mar 21, 2025 12:12:17 AM

Summary: House was in a great location and very well appointed. We had everything we needed. Would highly recommend.

amy p. Jan 25, 2025 04:17:01 AM

Summary: 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!

Sallie S. Dec 19, 2024 10:53:02 PM

Summary: Great space. Cozy fireplace. Well appointed house. Perfect location, we walked everywhere.

David F. Nov 5, 2024 10:13:30 AM

Summary: We enjoyed everything about the property.

Darren H. Oct 31, 2024 11:39:20 PM

Summary: Lovely, well kept and tastefully furnished house in a great location.

Mary D. Aug 25, 2024 11:11:37 PM

Summary: Enjoyed the stay and house very comfortable.

FAQ's

Is this Chestertown house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Chestertown house have a swimming pool?

No, this Chestertown house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Chestertown house?

Best-rates for the Chestertown house starts from $331 per night with includes TV, Balcony/Terrace, Bedding/Linens, Child Friendly, Wellness Facilities, Air Conditioner, Security/Safety, Internet, Kitchen, Laundry, Sports/Activities, Fireplace/Heating, Guest Services, Entertainment, Barbecue/Outdoor Cooking, Parking with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Chestertown house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chestertown house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chestertown house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Chestertown house?

Based on the information reported by the owner or manager, the Chestertown house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Chestertown house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chestertown house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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Nightly rates from:

US $331