Pet-Friendly Home on Chester River w/ Dock!
Entire home in Chestertown, MD
Property details
Calling all outdoor explorers! Lower your anchor at this 4-bedroom, 4.5-bath vacation rental in Chestertown. With an enclosed porch, a boat dock right on the Chester River, and a basement game room, this spacious abode promises endless family fun! When you're ready to explore, head 1 mile to the Historic District for sightseeing, souvenir shopping, local seasonal events, and of course, the Chestertown Farmer's Market.
The space
SLEEPING ARRANGEMENTS
- Bedroom 1: 1 queen bed
- Bedroom 2: 1 king bed
- Bedroom 3: 2 queen beds
- Bedroom 4: 1 twin daybed w/ 1 twin trundle (convertible to 1 king bed)
- Sunroom: 1 queen sleeper sofa
- Game Room: 2 queen futons
- Additional Sleeping: 1 portable crib
INDOOR LIVING
- Flat-screen TV
- Office w/ L-shaped desk, printer & monitor
- Furnished sunroom w/ pool view
- Dining tables
OUTDOOR LIVING
- Large yard w/ tree swing
- Enclosed 20' x 40' porch w/ dining areas
- Charcoal grill (charcoal provided), gas grill (propane provided)
- Seasonal outdoor pool (May 15-September 15)
KITCHEN
- Refrigerator, 5-burner stove, oven
- Drip/Keurig coffee maker (starter coffee provided), toaster, microwave
- Cooking basics, trash bags & paper towels
GENERAL
- Free WiFi
- Central A/C, heat pump w/ electric backup, ceiling fans
- Iron & board, hangers
- Linens & towels, hair dryer
FAQ
- Pet fee (paid pre-trip, 3 pets max)
ACCESSIBILITY
- Multi-level home, 6 steps to enter
- Bedroom & bathroom on 1st floor
PARKING
- Driveway (8 vehicles)
Guest access
Guests will have access to the entire property via keyless entry
Other things to note
- No smoking
- Pet friendly w/ $100 fee (+ fees & taxes, 3 pets max)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
ADDITIONAL INFORMATION
- This multi-level home requires 6 steps to enter
- The seasonal outdoor pool is open from May 15 to September 15
-Pets are not allowed on the 2nd floor rooms. Please keep pets on the 1st floor or basement and do not let them in 2nd floor rooms.
Sleeping arrangements
Bedroom 1
1 queen Bed
Bedroom 2
1 king Bed
Bedroom 3
2 queen Beds
Bedroom 4
2 single Beds
Living room 1
1 sofa Bed
Living room 2
2 sofa Beds
What’s included
Self check-in
Free parking on premises
Private outdoor pool
Central air conditioning
Pets allowed
Kitchen
Wifi
Dedicated workspace
Guest reviews
Patricia
Perfect home for family gathering in Chestertown
October 2025
Perfect home for family gathering in Chestertown. Clean, great space, great kitchen supplies. Just as listed 🤗
Kevin
Coffee on the dock.
June 2025
We had a great family vacation in Chestertown. We enjoyed the pool and beautiful views of the water. It was a great place to be durning the heat wave!
Tori
Excellent stay
October 2024
This was a wonderful house for our family gathering. We enjoyed watching the birds, fish, and wildlife from the glassed-in porch. We cooked in the well appointed kitchen and we kayaked too. Evolve staff was top notch all around.
Know before you go
House rules
Check-in: 4:00pm
Checkout: 10:00am
Pets allowed
Min. age to rent: 18Minimum age to rent: 18
No smoking
No parties