See all properties
Save
Entire home

Country Estate in Historic District

Choose dates to view prices

Photo gallery for Country Estate in Historic District

Fridge, microwave, oven, stovetop
Property grounds
Exterior
5 bedrooms, desk, iron/ironing board, travel cot
Smart TV, fireplace, books, stereo
Reviews
10

Exceptional

Popular amenities

  • FireplaceFireplaceFireplace
  • Pet-friendlyPet-friendlyPet-friendly
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • WasherWasherWasher
  • DryerDryerDryer

Check out the area

Map
Chestertown, MD
  • Popular LocationRiver Arts Chestertown6 min walk
  • Popular LocationWashington College8 min walk
  • Popular LocationWilmer Park10 min walk
  • AirportSalisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)101 min drive

Space details

5 bedrooms, 4 bathrooms, sleeps 10
Bedroom 1
    1 queen bed
Bedroom 2
    2 single beds
Bedroom 3
    1 queen bed
Bedroom 4
    1 queen bed
Bedroom 5
    1 king bed
Bathroom 1
    No shower or bath
Bathroom 2
    No shower or bath
Bathroom 3
    No shower or bath

Room options

About the area

Chestertown

A family-friendly stay in the heart of Chestertown awaits you at this holiday home. You'll be 0.7 km (0.4 mi) from Washington College and 20.9 km (13 mi) from Betterton Beach. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 4 bathrooms, a fireplace and a balcony. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a fenced private garden and a Smart TV are also available. .This pet-friendly holiday home offers a garden and gas grills. .In proximity to this Chestertown holiday home you'll find Sandy Point State Park.
View more Holiday homes in ChestertownOpens in a new window

What's nearby

  • River Arts Chestertown - 6 min walk
  • Historical Society of Kent County Maryland - 7 min walk
  • Washington College - 8 min walk
  • Wilmer Park - 10 min walk
  • Rolphs Wharf Marina - 11 min drive

Getting around

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

Restaurants

  • McDonald's - 3 min drive
  • Procolino Pizza - 3 min drive
  • Dining Hall - 12 min walk
  • Luisas Cafe - 3 min drive
  • Uncle Charlie's Bistro - 18 min walk

About this property

Entire place

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

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

Property amenities

Beach

  • Beach towels
  • Beach sunloungers

Internet

  • Available in the house: Free WiFi

Parking and transport

  • On-site parking

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Toaster
  • Paper towels
  • Coffee/tea maker
  • Ice maker

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bed sheets provided

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Shampoo
  • Shower only
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV with cable/satellite service
  • Books
  • Stereo
  • Games

Outdoor areas

  • Balcony
  • Fenced garden
  • Gas grills
  • Garden
  • Outdoor furniture
  • Firepit

Laundry

  • Washing machine and dryer

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property
  • Note from host: No smoking on property.

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

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

Pets

  • Pets are welcome
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.
  • Note from host: One time $20 pet fee

Children and extra beds

  • Children are welcome.

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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. Note from host: No parties. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadlock in all accommodation. Contactless check-in is available.

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

Property is also known as

Estate In Historic District
Country Estate in Historic District Chestertown
Country Estate in Historic District Private vacation home

Frequently asked questions

Are there any beaches close to Country Estate in Historic District?

The closest beach to Country Estate in Historic District is Betterton Beach (17.7 km).

Does Country Estate in Historic District have a pool?

No, this holiday home doesn't have a pool.

Is Country Estate in Historic District family-friendly?

You bet! With amenities like a gas grill, highchairs and children's dinnerware, it's no surprise Country Estate in Historic District is a winner with our family travellers.

Is there a free airport shuttle available at Country Estate in Historic District?

No, Country Estate in Historic District does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Country Estate in Historic District Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 63 out of 63 reviews" "
Rating 8 - Good. 0 out of 63 reviews" "
Rating 6 - Okay. 0 out of 63 reviews" "
Rating 4 - Poor. 0 out of 63 reviews" "
Rating 2 - Terrible. 0 out of 63 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Michael D.

Liked: Cleanliness
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
Best place ever
Wonderful place with great hosts
Stayed 2 nights in Dec 2023

10/10 Excellent

susan s.

Liked: Cleanliness
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., Columbia

Liked: Cleanliness
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
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
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
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
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
Great stay!
Great stay!
Stayed 2 nights in Oct 2023

10/10 Excellent

Dmitry K.

Liked: Cleanliness
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