Country Estate in Historic District

Chestertown, Maryland

$400 avg/night

Overview

Bed

Bath

Private Vacation Home

Property Type

Max Sleeps

Description

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.

Features
Map
Rates & Availability
Review

Features

PETS

Pet Friendly
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
KITCHEN

Blender Coffee Grinder Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
LAUNDRY

Laundry Facilities Washing Machine And Dryer
PARKING

Onsite Parking
INTERNET

Free WiFi
OUTDOORS

Balcony Fenced Yard Firepit Garden Gas Grill Outdoor Furniture
BATHROOMS

3.5 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

Fireplace Living Room
CLIMATE CONTROL

Air Conditioning Heating
FAMILY FRIENDLY

Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Travel Crib
LOCATION HIGHLIGHTS

In The City Center
SERVICES AND CONVENIENCES

Iron/ironing Board
SUITABILITY/ACCESSIBILITY

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

Check-in : 04:00 PM Check-out : 11:00 AM

No Wheelchair No smoking No pets Children allowed

Max occupancy : 10

Map

Rates & Availability

Review

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!
Elder p.
Submitted May 4, 2025

Stayed May 2, 2025

Beautiful kitchen so whole family could cook dinner together Friday night before soiree at Brittland Manor. Patio out back, perfect for sipping coffee and chatting. Close to town, lots of places to walk to - including farmer's market and the college.
Diana M.
Submitted Oct 20, 2024

Stayed Oct 15, 2024

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!
Alisa R.
Submitted Jul 31, 2024

Stayed Jul 14, 2024

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.
ira d.
Submitted Jul 6, 2024

Stayed Jul 1, 2024

Lovely property, a nice anniversary get away for us. Thank you for the generosity and kindness to our hosts Beth and Bob.
Michael D.
Submitted Mar 2, 2024

Stayed Feb 28, 2024

Place is FABULOUS!!! Fantastic location easy to walk around town. THANKS FOR EVERYTHING