House in Chestertown, MD
7 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
“Old Bridge” is a 100-year-old house in a quiet Kingstown section of Chestertown. The house is an "American Four Square" style home recently renovated from top to bottom. Walk a block to the waterfront or visit the shops, galleries and restaurants close by. This is a no-pet property.
The space
Since it has been completely gutted and revamped, the interior is as a new house. All of the appliances, including cooling and heating, etc. are all new. The kitchen is outfitted with cookware, utensils and dishes. Your bedrooms are well-appointed and each has a chair, should you want to sit and relax. All the mattresses in this house are highly-rated HYPHEN brand which are supportive and comfortable.
Guest access
You will have plenty of parking in an easy-to-turn-around-in lot. You can pull your car right up to the back door to unload luggage with ease. You have full use of the first and second floors of the house.
Free EVIQO EV charging is provided for a guest with an electric car. COMPATIBLE WITH ALL EVs: EVIPOWER electric car home charging stations are equipped with heavy duty rubberized SAE J1772 connector compatible with all EVs / PHEVs in NA: all Tesla models, Chevrolet Bolt, VW ID 4, Nissan Leaf, Polestar 2, Ford Mustang Mach-E, IONIQ 5/6, BMW i3, i4, iX, Mercedes EQS, Audi, Rav4, Jeep Wrangler 4xe level 2 charger (Tesla requires an adapter).
Other things to note
There will be a guidebook for your convenience when you visit which includes information about attractions and restaurants in our quaint area.
The space
Since it has been completely gutted and revamped, the interior is as a new house. All of the appliances, including cooling and heating, etc. are all new. The kitchen is outfitted with cookware, utensils and dishes. Your bedrooms are well-appointed and each has a chair, should you want to sit and relax. All the mattresses in this house are highly-rated HYPHEN brand which are supportive and comfortable.
Guest access
You will have plenty of parking in an easy-to-turn-around-in lot. You can pull your car right up to the back door to unload luggage with ease. You have full use of the first and second floors of the house.
Free EVIQO EV charging is provided for a guest with an electric car. COMPATIBLE WITH ALL EVs: EVIPOWER electric car home charging stations are equipped with heavy duty rubberized SAE J1772 connector compatible with all EVs / PHEVs in NA: all Tesla models, Chevrolet Bolt, VW ID 4, Nissan Leaf, Polestar 2, Ford Mustang Mach-E, IONIQ 5/6, BMW i3, i4, iX, Mercedes EQS, Audi, Rav4, Jeep Wrangler 4xe level 2 charger (Tesla requires an adapter).
Other things to note
There will be a guidebook for your convenience when you visit which includes information about attractions and restaurants in our quaint area.
Amenities at Lovely Home in Chestertown - Free EV Charging for guests
Non-smoking
No pets allowed
Family friendly
Map of Chestertown, MD
Ratings and reviews
10 / 10Outstanding·Jul 2026
The house was super cute and clean. Perfect for hanging out by the water in chestertown.
10 / 10Outstanding·Jun 2026
Had an issue with the AC, but the host had it fixed at breakneck pace. Great location, great place, great host. Would stay here again.
10 / 10Outstanding·Jun 2026
Very tidy, comfortable, and cozy house. Even smelled amazing walking in. Just clean and fresh. Teddi obviously considers what renters may need and provides many items (e.g., bathroom products like shampoo, conditioner, soap) and stocked kitchen (e.g, coffee creamer, baggies, Al foil, many others). Would very much enjoy a chance to rent again.
10 / 10Outstanding·May 2026
Fantastic location and property!
$$$$
Top rated by guests
10Outstanding
(31 Ratings)
"The house was super cute and clean. Perfect for hanging out by the water in chestertown."
Hunter T.Don't miss out! Price and availability may change
