Walk to Historic Chestertown: Dog-Friendly Retreat
Entire home in Chestertown, MD
Why you'll love this stay
Outdoor Living
Fenced backyard and deck provide private dog-friendly outdoor gatherings.
Location & Accessibility
Walkable to downtown shops, galleries, and riverside boat cruises.
Value & Savings
Guests save an average of 17% when booking this stay vs. Airbnb and Vrbo.
Property details
Step into a storybook at 'Sage Bungalow' in Chestertown, where historic streets and riverside breezes set the scene for adventure. Head downtown to explore local art galleries, enjoy a picnic in the leafy serenity of Wilmer Park, or glide along the Chester River on a boat cruise. After a fun day, retreat to the 2-bed, 2-bath home to cozy up by the fire or settle in for a night of board games. Your Eastern Shore escape awaits!
The space
SLEEPING ARRANGEMENTS
- Bedroom 1: 1 king bed
- Bedroom 2: 1 queen bed
- Living Room: 1 queen sleeper sofa
OUTDOOR LIVING
- Deck w/ dining space & charcoal grill
- Covered porch w/ 2 chairs
- Fenced backyard
INDOOR LIVING
- Smart TV, fireplace
- Dining table
- Walk-in shower, shower/tub combo
- Board games, books
- Ceiling fans in bedrooms
KITCHEN
- Stove/oven, refrigerator, dishwasher
- Cooking basics, dishware/flatware
- Cuisinart dual coffee maker (drip & single-serve pod, coffee provided)
- Microwave, toaster, blender, ice maker
- Limited spices (salt, pepper, garlic salt, paprika, tajin, cinnamon & dill weed)
GENERAL
- Free WiFi
- Central heating & A/C
- Complimentary toiletries, hair dryer
- Washer/dryer, laundry detergent, hangers
- Linens/towels, trash bags/paper towels
FAQ
- Pet fee (paid pre-trip)
ACCESSIBILITY
- Single-story home, 8 steps to enter
PARKING
- Driveway (1 vehicle)
- EV outlet (bring your own charging cable)
Guest access
Guests will have access to the entire property
Other things to note
- No smoking
- Pet friendly w/ $50 fee (+ fees & taxes, dogs only, 2 max)
- No events, parties, or large gatherings
- Must be at least 18 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
ADDITIONAL INFORMATION
- This single-story home requires 8 steps to enter
Sleeping arrangements
Bedroom 1
1 king Bed
Bedroom 2
1 queen Bed
Living room
1 sofa Bed
What’s included
Free parking on premises
EV charger
Washer
Dryer
Central air conditioning
Central heating
Indoor fireplace
Pets allowed
Guest reviews
Ana
August 2026
The home was lovely and very well kept and stocked with many necessities. Perfect if you’re traveling with dogs. Mine loved the yard.
Krissy
July 2026
This bungalow was perfect for our stay in Chestertown. It was easy to get to everything within Chestertown and Rock Hall. The host definitely made sure you have everything if you forgot something. Thank you for the amazing place!
Rebecca
July 2026
Really nice cottage well equipped. Great AC was important in 100 degree weather. Too hot to enjoy the deck but my dog likes the securely fenced back yard as well as a nearby walking trail. The street out from was rather busy but in was quiet inside.
Angela
June 2026
Very clean and comfortable. Excellent sleep!
Know before you go
House rules
Check-in: 3:00pm
Checkout: 11:00am
Pets allowed
Min. age to rent: 18Minimum age to rent: 18
No smoking
No parties