See all properties
Entire home

Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

Choose dates to view prices

Photo gallery for Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

Exterior
3 bedrooms, desk, iron/ironing board, travel crib
Dining
Fridge, microwave, oven, stovetop
Exterior

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 61440 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Chestertown, MD
  • Place, Kings Town Park
    ‪1 min walk‬
  • Place, Historical Society of Kent County Maryland
    ‪13 min walk‬
  • Place, Washington College
    ‪19 min walk‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪107 min drive‬

Room options

About the neighborhood

Chestertown

This vacation home places you next to Kings Town Park and within a 15-minute walk of Historical Society of Kent County Maryland. The vacation home includes a kitchen, a patio, and a dining area.
View more Vacation Homes in ChestertownOpens in a new window

What's nearby

  • Kings Town Park - 1 min walk - 0.1 miles
  • Historical Society of Kent County Maryland - 13 min walk - 0.7 miles
  • Garfield Center for the Arts at the Prince Theater - 14 min walk - 0.8 miles
  • River Arts Chestertown - 17 min walk - 0.9 miles
  • Washington College - 19 min walk - 1.0 mile

Getting around

  • Baltimore, MD (MTN-Martin State) - 104 min drive

Restaurants

  • ‪Milano's Pizzeria - ‬3 min drive
  • ‪McDonald's - ‬4 min drive
  • ‪Dunkin - ‬3 min drive
  • ‪Royal Farms - ‬2 min drive
  • ‪Procolino's - ‬3 min drive

About this property

Entire place

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

Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

“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 vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a patio. There's space to spread out with 3 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board. Housekeeping is available on request.

Similar properties

Smart TV, books
Newly restored apartment in the heart of Chestertown
Chestertown
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
9.8 out of 10, Exceptional, 28 reviews
Newly restored apartment in the heart of Chestertown

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Double-glazed windows
  • Electric car charging station
  • Energy-saving switches in guestrooms
  • Garden
  • Housekeeping (on request)
  • Local artist showcase
  • Locally-owned and organized tours and activities
  • Recycling
  • Unit size: 1,440 square feet
  • Water-efficient showers

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

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
Information provided by the property may be translated using automated translation tools

Rules

Free EV charging is allowed for renter's vehicle only.

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
Long-term renters welcome
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher and a smoke detector.

Additional information about polices, regulations, and more:

  • Long-term renters welcome.
  • There are no elevators.

Frequently asked questions

What is there to do close to this vacation home?

This vacation home is located in Chestertown, just steps from Kings Town Park. You'll also find Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater less than a mile away.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Baltimore, MD (MTN-Martin State), which is about 21.4 mi away. Another top airport is Easton, MD (ESN-Easton - Newnam), which is around 27.2 mi away.

Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 21 out of 21 reviews
Rating 8 - Good. 0 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Eleanora R.

Liked: Cleanliness
What a gem. 5 minutes from center of Chestertown and so well appointed. Really appreciated the little extras like coffee pods and snacks and the fact that linens were provided. Would definitely stay here again if I’m in the area and would recommend to others.
Stayed 3 nights in Apr 2026

10/10 Excellent

Claudette B.

Liked: Cleanliness
Everything was perfect! Couldn’t have asked for a better place and the host was amazing!!
Stayed 4 nights in Mar 2026

10/10 Excellent

Diane M.

Liked: Cleanliness
Very easy without stress. Host answered promptly. Centrally located!
Stayed 3 nights in Nov 2025

10/10 Excellent

michael f.

Liked: Cleanliness
Place was perfect for our quick stay in town for a wedding. Very clean and exactly as described. Would definitely stay again.
Stayed 2 nights in Oct 2025

10/10 Excellent

Michael B.

Liked: Cleanliness
Very comfortable home. Brilliantly updated; well maintained. Very convenient to local sights by a short walk.
Stayed 3 nights in Aug 2025

10/10 Excellent

Jennifer F.

Liked: Cleanliness
Beautiful home and location, easy check-in, great communication.
Stayed 2 nights in Aug 2025

10/10 Excellent

Cherie W.

Liked: Cleanliness

Family fishing trip

This place was amazing and SO clean which means a lot to us! Very well stocked and the host was amazing! Thanks again!
Stayed 2 nights in Jul 2025

10/10 Excellent

Colleen B.

Liked: Cleanliness
This was a lovely place to stay while in the area for a wedding. The house is very clean and comfortable. We enjoyed staying there and recommend it to others visiting the area. It is easy to park and get in and out of the house. Great host!
Stayed 2 nights in Jun 2025

10/10 Excellent

maureen B., Annandale, NJ

Liked: Cleanliness

Our stay with Teddi in Chestertown, MD

The house was perfect for what we needed. Teddi was always responsive if we had a question. It was so well furnished it was a pleasure.We would definitely return there if possible.Maureen
Stayed 7 nights in May 2025

10/10 Excellent

Tory H.

Liked: Cleanliness

Best VRBO Ever

Clean, beautifully decorated, spacious, convenient location, fully stocked kitchenware. My family has stayed at several rentals, this one was our favorite! We will be back!
Stayed 3 nights in May 2025

10/10 Excellent

Amy M.

Liked: Cleanliness

Baseball Tourney stay

Communication was excellent, property was super clean and well stocked. Beautiful decor close to the quaint downtown Chestertown. We would definitely stay here again if back in the area.
Stayed 2 nights in May 2025

10/10 Excellent

Brenda C.

Liked: Cleanliness

Washington College student visit

This house is very nice and conveniently close to Washington College. Teddi was responsive to our last minute rental.
Stayed 2 nights in Feb 2025

10/10 Excellent

Gabrielle G.

Liked: Cleanliness

Chestertown Stay

Very friendly and helpful host and a great property.
Stayed 8 nights in Jan 2025

10/10 Excellent

Michelle P.

Liked: Cleanliness

Beautiful, Comfortable Home

This home had to have been the most perfect VRBO we have stayed in. The home was clean, comfortable, stocked with amenities that made the stay incredibly pleasant and in a fantastic location. We particularly enjoyed the built in speakers in the dining room. I would highly recommend this home for a visit to Chestertown.
Stayed 2 nights in Nov 2024

10/10 Excellent

LLoyd M.

Liked: Cleanliness

Perfect

More than expected. Great locatiom. Everything. But hot chocolate pods provided. Loved it
Stayed 2 nights in Nov 2024

10/10 Excellent

Richard B.

Liked: Cleanliness

Delightful House in Chestertow, MD

Beautiful home with all the amenities and more. Host made us feel welcome and provided complete information on the property and surrounding arrs. Exceptionally clean and sanitized.
Stayed 3 nights in Aug 2024

10/10 Excellent

Ben B.

Liked: Cleanliness

Highly recommend

We really enjoyed our stay at this property. Very comfortable home with many modern updates. Host was very friendly and really made us feel welcome. Definitely recommend. We are curious what brand of mattress was under the king bed because it was most comfortable!
Stayed 3 nights in Jul 2024

10/10 Excellent

DANIEL L.

Liked: Cleanliness

Amazing pkace

Very clean, easy to get to and great communication
Stayed 1 night in Jul 2024

10/10 Excellent

C B.

Liked: Cleanliness

5 star

I wish I had a way with words, so I could better describe my stay, because I have never had such a wonderful experience in a vacation rental (and I’ve had dozens). Not only is the home well located and immaculately cared for, but the level of detail in the preparation for what a guest may need is amazing: iron, towels, etc. are basics…. Teddi had a child stroller, facecloths specifically for makeup removal, stepladder, feminine hygiene products, jams/jelly, every type of cooking utensil,…. All the comforts of home, plus more.
Stayed 2 nights in May 2024

10/10 Excellent

Stephanie L.

Liked: Cleanliness

Amazing!!!

An absolutely beautiful home!!! The host thought of everything to make our stay fantastic…
Stayed 3 nights in May 2024

10/10 Excellent

Dave T.

Liked: Cleanliness

Kingstown Gem for Chestertown Weekend

My family, friends and I absolutely adored the location, cleanliness and appointments of this delightful 3-bedroom home. With thoughtful amenities (we played cards one evening after perusing the games available in the dining room credenza) and a well-appointed kitchen, we found everything we needed to make a weekend of Washington College events in Chestertown enjoyable. The bedrooms each have incredibly comfortable mattresses (as advertised) and the bathrooms are all nicely equipped with plush towels. Should you need to throw something in the wash, an efficient washer and dryer are accessible. With a location adjacent the scenic Chester River bridge, it was easy to zip in and out of town for all our numerous activities. And with ample parking behind the home, we never stressed about coming or going throughout the weekend. Cheers to Teddi for being a thoughtful and accommodating host!
Stayed 3 nights in Apr 2024