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

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Master bedroom.. King-size bed and en-suite bathroom.
Master bathroom with amenities: shampoo, conditioner and soap.
Queen-size bed
Hall bathroom with amenities: shampoo, conditioner and soap.
Twin-size bed

Reviews

10 out of 10
Exceptional
3 bedrooms2+ 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

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Twin Bed

Living Room 1

1 Double Sofa Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
Dining area

About this property

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Free EV charging is allowed for renter's vehicle only.

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

We should mention

This property does not have elevators

About the neighborhood

Chestertown

Chestertown is home to this vacation home. Historical Society of Kent County Maryland and Betterton Historic District are local landmarks, and the area's natural beauty can be seen at Kings Town Park and Chestertown Historic District. Traveling with kids? Consider Garfield Center for the Arts at the Prince Theater and Larrabee Arts Center.
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Map
Chestertown, MD

What's nearby

  • Kings Town Park - 1 min walk - 0.1 km
  • Historical Society of Kent County Maryland - 13 min walk - 1.1 km
  • Chestertown Historic District - 14 min walk - 1.2 km
  • River Arts Chestertown - 17 min walk - 1.5 km
  • Washington College - 19 min walk - 1.6 km

Getting around

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

Restaurants

  • ‪Milano's Pizzeria - ‬3 min drive
  • ‪Royal Farms - ‬2 min drive
  • ‪Dunkin - ‬3 min drive
  • ‪McDonald's - ‬4 min drive
  • ‪Royal Farms - ‬13 min walk

Frequently asked questions

Is Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest ?

As of Mar 26, 2026, prices found for a 1-night stay for 2 adults at Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest on May 3, 2026 start from $260, including 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 Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest ?

Check-in begins at 3:00 PM.

What time is check-out at Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest ?

Check-out is at 11:00 AM.

Where is Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest located?

This family-friendly Chestertown vacation home is within a 15-minute walk of Kings Town Park, Garfield Center for the Arts at the Prince Theater, and Chestertown Historic District. Wilmer Park and Historical Society of Kent County Maryland are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 19 out of 19 reviews
Rating 8 - Good. 0 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

michael f.

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

10/10 Excellent

Jennifer F.

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

10/10 Excellent

Michael B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable home. Brilliantly updated; well maintained. Very convenient to local sights by a short walk.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Diane M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very easy without stress. Host answered promptly. Centrally located!
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Gabrielle G.

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

Chestertown Stay

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

10/10 Excellent

Amy M.

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

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
Verified

10/10 Excellent

Cherie W.

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

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
Verified

10/10 Excellent

Colleen B.

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

10/10 Excellent

Tory H.

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

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
Verified

10/10 Excellent

maureen B.

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

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
Verified

10/10 Excellent

Brenda C.

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

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
Verified

10/10 Excellent

Michelle P.

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

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
Verified

10/10 Excellent

Stephanie L.

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

Amazing!!!

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

10/10 Excellent

Richard B.

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

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
Verified

10/10 Excellent

DANIEL L.

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

Amazing pkace

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

10/10 Excellent

Ben B.

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

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
Verified

10/10 Excellent

LLoyd M.

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

Perfect

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

10/10 Excellent

C B.

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

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
Verified

10/10 Excellent

Dave T.

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

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

About the host

Hosted by Teddi

Host profile image
I'm from the east coast but have lived on the west coast and in the south. I love hosting guests and feel so much accomplishment from the comments people leave behind as a result of enjoying their stays. I have been a short-term rental host for over 4 years. I love knitting, dance fitness and travel.

Why they chose this property

I love the vibrancy of Chestertown and the diverse community and culture found here. This town's history is fascinating! Washington College is a wonderful school and boasts its own history as the nation's tenth-oldest college.

What makes this property unique

Old Bridge is in a quiet neighborhood and is only blocks from the quaint Chestertown galleries, shops, restaurants and farmers market, just to name a few attractions.

Languages:

English, German

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