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Country Estate in Historic District

Photo gallery for Country Estate in Historic District

Garden bridge
Family room
Front
House front exterior
Front exterior

Reviews

10 out of 10
Exceptional
5 bedrooms3+ bathroomsSleeps 10

Popular amenities

  • Dryer
  • Fireplace
  • Washer
  • Kitchen
  • Parking available
  • Barbecue grill

Explore the area

Map
Chestertown, MD
  • River Arts Chestertown
    ‪6 min walk‬
  • Historical Society of Kent County Maryland
    ‪7 min walk‬
  • Washington College
    ‪8 min walk‬
  • Aberdeen, MD (APG-Phillips Army Airfield)
    ‪90 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

2

1 Queen Bed

First floor master suite

1 Queen Bed

Loft

2 Single Beds

Master

1 King Bed

Second story bedroom

1 Queen Bed

3 bathrooms, 1 half bathroom

First floor en suite bath

Toilet · Shower only

First floor powder room

Toilet

Second floor bath/laundry room

Toilet

Second floor master bath

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden

About this property

Country Estate in Historic District

Enjoy historic ambiance with every modern convenience, including a first floor bedroom with private bath.
Our house is in the historic district of Chestertown, and a two block walk from both Washington College and the Chestertown waterfront. It features two master bedroom suites, one on the ground floor. There are three more bedrooms and a secluded yard. Just outside your garden gate is over an acre of manicured gardens to explore. Gas grill on patio

Over the years, we have stayed in a lot of vacation rentals, and we know what we need as guests.

1. Comfortable beds and furniture
2. Quality linens and towels
3. Limitless hot water
4. Well-equipped kitchen (hate buying
corkscrews!)
5. Peace and privacy, but security in knowing
someone is always available.
6. CLEAN, CLEAN, CLEAN.

Our goal is to give you the experience we would want to have. To maintain quality control we do our own cleaning, and we are available 24/7 if you should need anything, but will be invisible otherwise.
The entire house and fenced yard is yours, as well as the large gardens, which are right outside the back gate. We might be doing some gardening in the large garden, but will keep our distance.

Property manager

Robert Kestell

Languages

Portuguese, Spanish

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
No parties.
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Pets

Pets allowed
One time $20 pet fee
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Smoking

Smoking is not permitted
No smoking on property.

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
On-site parties or group events are strictly prohibited
Note from host: No parties.
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Chestertown

Located in Chestertown, this holiday home is in the city centre. Wilmer Park and Kings Town Park reflect the area's natural beauty and area attractions include Crumpton Auction and Hazel Miner Monument.
Map
Chestertown, MD

What's nearby

  • Garfield Center for the Arts at the Prince Theater - 6 min walk - 0.5 km
  • River Arts Chestertown - 6 min walk - 0.6 km
  • Historical Society of Kent County Maryland - 7 min walk - 0.6 km
  • Washington College - 8 min walk - 0.7 km
  • Rolphs Wharf Marina - 11 min drive - 7.9 km

Getting around

  • Baltimore, MD (MTN-Martin State) - 105 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Dining Hall - ‬12 min walk
  • ‪Procolino Pizza - ‬3 min drive
  • ‪China House - ‬3 min drive
  • ‪The Freeze - ‬3 min drive

Frequently asked questions

Is Country Estate in Historic District pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Country Estate in Historic District?

Check-in begins at 4:00 PM.

What time is check-out at Country Estate in Historic District?

Checkout is at 11:00 AM.

Where is Country Estate in Historic District located?

Located in the centre of Chestertown, this family-friendly holiday home is within a 10-minute walk of Garfield Center for the Arts at the Prince Theater, Wilmer Park and Historical Society of Kent County Maryland. River Arts Chestertown and Washington College are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 66 out of 66 reviews
Rating 8 - Good. 0 out of 66 reviews
Rating 6 - Okay. 0 out of 66 reviews
Rating 4 - Poor. 0 out of 66 reviews
Rating 2 - Terrible. 0 out of 66 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Diana M.

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

WHAT A JEWEL

Wow! This house is beautiful. A gem of old and new areas with lovely finishes and lots of space, each of us four guests had our own bedroom. The owners have supplied this domicile with every amenity one could imagine. It was well stocked with towels, paper products, kitchen tools and wonderful appliances. On the island stood a welcoming bottle of wine. Having enjoyed our stay so much, We may be returning next year!
Stayed 3 nights in Oct 2024

10/10 Excellent

Alisa R.

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

Owner wonderful to work with; walk to downtown Chestertown.

VRBO screwed up our booking and the owner took great pains to help us rebook a different property that they own in the neighborhood. She went above and beyond to make sure that our vacation went smoothly and communicated well with us every step of the way. What could have been an awful experience turned out to be a wonderful one. We had a great vacation. Head's up to other customers out there: VRBO has messed up 3 of our bookings this past 12 months. Make sure you DM the owner to ensure that everything is done correctly.
Stayed 6 nights in Jul 2024

10/10 Excellent

ira d.

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

anniversary get away

Lovely property, a nice anniversary get away for us. Thank you for the generosity and kindness to our hosts Beth and Bob.
Stayed 2 nights in Jul 2024

10/10 Excellent

Michael D.

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

Chestertown wedding

Place is FABULOUS!!! Fantastic location easy to walk around town. THANKS FOR EVERYTHING
Stayed 3 nights in Feb 2024

10/10 Excellent

David K.

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

Best place ever

Wonderful place with great hosts
Stayed 2 nights in Dec 2023

10/10 Excellent

susan s.

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

Great location and amazing house

The property was perfect. Comfortable and spacious while retaining the historic elegance. Hosts were amazing. Answered questions/requests quickly. We had a fantastic stay and cant wait to return.
Stayed 2 nights in Dec 2023

10/10 Excellent

Len L.

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

The best place!

We've stayed at a lot of places, but this was by far our favorite--a delightful historic and completely updated house, with a spectacular kitchen. All within walking distance of Chestertown's charming shopping district. Would definitely recommend!
Stayed 4 nights in Nov 2023

10/10 Excellent

Stephen C.

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

Excellent

The home is beautiful! Beth and Bob took great care of us. I look forward to staying there again!
Stayed 2 nights in Nov 2023

10/10 Excellent

Sondra W.

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

November 2023

Thank you! The family enjoyed their stay and loved the ambiance of your B&B and of Chestertown. 🙏❣️👏
Stayed 2 nights in Nov 2023

10/10 Excellent

Ann S.

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

Utterly GORGEOUS home and FANTASTIC hosts

I cannot say enough good things about our stay at Robert & Beth's home. The listing photos truly don't do justice to this home. It has beautiful historic details (warm, rich woodwork; built in shelving; a doorbell that you turn like a bike bell...) but doesn't feel stuffy or fragile. There is SO much living space to spread out in that our group of six never felt at all cramped. You can easily accommodate four couples or three couples and a family in this home. (The converted attic has two day beds and is accessed THROUGH one of the bedrooms, so not ideal for a 4th couple.) The outdoor space is also lovely. The house has a small, enclosed backyard with a patio table. A great place for happy hour or a sunny breakfast. You can go through the gate to Robert & Beth's adjoining huge garden. The home is as well appointed as the listing describes. And every night stand has a charging station with 3 plugs & 2 USB-As. Not sure if the listing mentioned that. Beth is about the most responsive host we've ever stayed with. I sent several questions before and during our stay and always had a response in under an hour - usually, within minuts. She also sent several suggestions for restaurants in town. No one was staying before or after us, so Robert & Beth graciously allowed us to arrive early and stay for a few extra hours. I would one MILLION PERCENT recommend staying here if you are going to Chestertown.
Stayed 2 nights in Oct 2023

10/10 Excellent

Cookie S.

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

Fabulous house

We absolutely loved this house. It was beautiful and immaculate and had everything you would need for your stay. Beth and Bob, the hosts were wonderful to deal with and we really enjoyed chatting with them. We were there for a wedding and wished we had more time to spend in the house since it was so fabulous. It was a quick walk to town and the perfect location. We would highly recommend this house!! Thank you again to Beth and Bob!!
Stayed 2 nights in Oct 2023

10/10 Excellent

Chris W.

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

Great stay!

Great stay!
Stayed 2 nights in Oct 2023

10/10 Excellent

Dmitry K.

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

Amazing Property

In the words of my wife: if we could give this house 10 stars, we would. Every detail is thought out, very well appointed property, great hosts. Highly recommended
Stayed 3 nights in Sep 2023

10/10 Excellent

Deborah K.

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

Beautiful property in middle of Chestertown

Home is meticulously maintained, located on a quiet cut de sac. Walking distance to the restaurants and shops on Main St. Wonderful amenities -- coffee bar, bottled water, etc.
Stayed 2 nights in Aug 2023

10/10 Excellent

Amy D., Collegeville, PA, USA

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

Chestertown Fun

We were a group of family and friends in Chestertown for a week. Bob and Beth have a beautiful, comfortable house, and there was plenty of room for the seven of us. The house was very clean. The kitchen is equipped with everything you need to have a nice dinner at home. We liked the wine refrigerator, too. We will definitely stay at this property again.
Stayed 8 nights in Jul 2023

10/10 Excellent

Donna L.

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

Great property

This home was perfect for our family visit. The gardens were so beautiful. The town was just up the block and friendly with shops and restaurants and a Saturday farmers market. The beds were comfortable. The space was homie and convenient. The 6 year old looks up at me on our last night and says. Grandma can’t we just stay here longer. I think we found a winner.
Stayed 6 nights in Jun 2023

10/10 Excellent

Peter T.

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

A beautiful home. Enjoyed it very much.

Trouble with air conditioning first day. After that everything was great. Very beautiful home,
Stayed 4 nights in Jun 2023

10/10 Excellent

Mary Beth K.

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

Spectacular property

This house was so beautifully restored with a beautiful family room, dining area for family dinners and comfortable beds. The gardens are spectacular! It feels like a retreat but only a block from High and Cross Streets. We loved it.
Stayed 5 nights in Apr 2023

10/10 Excellent

Dawn M.

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

Historic Charm with a Modern Flair

As others have stated, the pictures of this property do not do it justice. The owners have attended to every detail in this beautifully appointed home. The house was spotless, with quality linens and towels, and very comfortable beds. It is only a short walk to the cute downtown area. Beth and Robert live next store and are very friendly, while respectfully providing as much privacy as desired. We would definitely recommend!
Stayed 2 nights in Apr 2023

10/10 Excellent

sue B.

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

Welcome

We felt at home, comfortable and welcomed. Great to be in walking distance to charming Chestertown, a safe and lovely town with a super Saturday market.
Stayed 7 nights in Apr 2023

10/10 Excellent

Mary S., Alexandria, Virginia

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

Gorgeous historic home; perfect location

Beautiful renovation of historic home with spacious kitchen and four lovely bedrooms. One block from restaurants/spas etc but on quiet side street with charming large garden. Gracious host; well stocked home. A great find!
Stayed 3 nights in Mar 2023

10/10 Excellent

Stacy S.

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

Charming home in a charming town!

This house is fantastic! From the tasteful decor to the radiant heated floors, it was a pleasure staying here. Wonderful fully appointed kitchen we actually could cook in, and very comfy beds and pillows! Hosts responded quickly to get a little wi-if issue resolved within 10 minutes! Can’t say enough good things about how great it is. We are returning and even extended our stay to enjoy the house again and the beautiful outside spaces!
Stayed 2 nights in Mar 2023

10/10 Excellent

Susan N.

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

walking distance to downtown and historic Chestertown and campus. well located.

A lovely home and amenities. We had a winderful stay.
Stayed 2 nights in Jan 2023

10/10 Excellent

Walter B.

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

Excellent Stay

Stayed here for hunting trip. Hosts were extremely hospitable. Turned on football game in tv prior to our arrival so it was on when we got there. Very nice house with historic charm. Walking distance to downtown restaurants. Kitchen and family room were large and perfect for hanging out. Thank you. We’ll be back.
Stayed 2 nights in Jan 2023

10/10 Excellent

Kyle W.

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

Exemplary!

Everything about this property is perfection. It’s like walking into a brand new 1920s house. The charm is all there in spades, but the woodwork and hardware are in mint condition throughout. It’s the most perfectly kept old house I’ve ever stayed in. All that, but there are modern touches, too. The kitchen is huge and well stocked, and the main bath has a huge jacuzzi tub. Our dog had a blast running around the large park-like yard. The house is close to everything in town. The hosts were quick to respond. It was just a fantastic visit in every way. We hope to come back with friends soon!
Stayed 2 nights in Jan 2023

About the host

Hosted by Robert Kestell

Host profile image

Languages:

Spanish, Portuguese
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