Country Estate in Historic District | House in Chestertown

10.0 (73 Reviews) |   Pet Friendly   5 Bedrooms  3 Bathrooms  10 Guests
Chestertown House | Country Estate in Historic District

5 Bedroom House in Chestertown

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.

Country Estate in Historic District is located in Chestertown. Country Estate in Historic District provides accommodation, featuring Air Conditioner, TV, Sports/Activities, among other amenities. This House features Air Conditioner, TV, Sports/Activities, to make your stay a comfortable one.

Country Estate in Historic District has 5 Bedrooms , 3 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Chestertown has interesting places to visit. If you want to learn more about the House in Chestertown, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
TV
View
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Shampoo
  • Shower
  • Hair dryer
  • Towels provided
  • Toilet paper
  • 3+ bathrooms
  • Soap
Bedroom
  • Bed sheets provided
  • 5 bedrooms
  • Dining table
  • Living room
  • Fireplace
Kitchen
  • Electric kettle
  • Coffee/tea maker
  • Microwave
  • Dishwasher
  • Coffee grinder
  • Oven
  • Refrigerator
  • Ice maker
  • Stovetop
Laundry
  • Laundry facilities
  • Washing machine and dryer
Ocean view
  • Beach sun loungers
  • Beach towels
Parking
  • Onsite parking
Pet Friendly
  • Pet friendly
Accessibility
  • Note from host: No smoking on property.
  • Smoke-free property
Entertainment
  • Games
  • Books
  • Stereo
  • Smart TV with cable/satellite service
General
  • Portuguese
  • Spanish
  • In the city center
  • Desk
  • Desk chair
Guest Services
  • Children's dinnerware
  • Travel crib
  • Highchair
  • Children's toys
  • Children's games
  • Children's books
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Balcony
  • Fenced yard
  • Outdoor furniture
  • Gas grill
  • Garden
  • Firepit
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

Policies

Check-in
Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed;no parties.
Pet Policy
Note from host: one time $20 pet fee pets allowed restrictions apply; for more information contact the property at the number on the booking confirmation service animals are welcome, and are exempt from fees
Smoking Policy
Smoking is not permitted;no smoking on property.

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property note from host: no parties. onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Judie G.
Sep 8, 2025 10:15:17 PM
Review Score:   10
Summary: Such a lovely restored spacious comfortable home. We keep coming back! Friendly gracious hosts. Highly recommended’
See All Reviews

FAQ's

Is this Chestertown house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Chestertown house have a swimming pool?

No, this Chestertown house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Chestertown house?

Best-rates for the Chestertown house starts from $375 per night with includes Balcony/Terrace, Bedding/Linens, Guest Services, Child Friendly, Laundry, Parking, Pet Friendly, Fireplace/Heating, Entertainment, Internet, Kitchen, View, Security/Safety, Sports/Activities, Barbecue/Outdoor Cooking, Air Conditioner, TV, Ocean View, Wellness Facilities with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Chestertown house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chestertown house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chestertown house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Chestertown house?

Based on the information reported by the owner or manager, the Chestertown house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Chestertown house?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Check House Availability
Nightly rates from:
USD375
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