Country Estate in Historic District

Chestertown, Maryland
$400 avg/night
Minimum Stay 1 Nights
Bed 5

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 1 nights

Min Stay

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.

Read More Expand
  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    1 Total (up To 218 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Cats And Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Property Does Not Allow Children
  • KITCHEN

    Coffee Grinder Coffee/tea Maker Dishwasher Kitchen Island Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Balcony Fenced Yard Firepit Gas Grill Outdoor Furniture
  • BATHROOMS

    4 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    Portuguese Spanish
  • ENTERTAINMENT

    Books Games Stereo Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Note From Host: No Smoking On Property. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • Joyce D.

    Submitted Jan 21, 2026

    Stayed Jan 10, 2026

    This house is so lovely that it is a destination in itself. It has a happy vibe. Beautiful decor, tall ceilings, nice clean bathrooms with plenty of towels. The kitchen is very large & has everything! It is pet-friendly & also grandma friendly. We had a great time.

  • Connor J.

    Submitted Jan 10, 2026

    Stayed Dec 28, 2025

    The house is comfortable and roomy. The hosts are great. I’ll stay here every time I am in Chestertown!

  • Diana S.

    Submitted Jan 8, 2026

    Stayed Dec 24, 2025

    The house was lovely, very comfortable and hosts were very responsive! We will be back for another stay.

  • Judie G.

    Submitted Sep 8, 2025

    Stayed Sep 5, 2025

    Such a lovely restored spacious comfortable home. We keep coming back! Friendly gracious hosts. Highly recommended’

  • Robin G.

    Submitted Jun 15, 2025

    Stayed Jun 13, 2025

    Great hosts, location, gardens, and overallstay!

  • Gwen R.

    Submitted Jun 11, 2025

    Stayed May 29, 2025

    Everything was wonderful! Thank you!

Your dates are Available!

Total

Includes taxes and fees
$500+
View details