10/10 Excellent
Rebecca M.
Feb 11, 2026
Liked: Cleanliness
Rebecca M.
Stayed 3 nights in Jan 2026
Entire home
Walk to Historic Chestertown: Dog-Friendly Retreat
Choose dates to view prices
Photo gallery for Walk to Historic Chestertown: Dog-Friendly Retreat
Reviews
1010 out of 10
Exceptional
Entire home
2 bedrooms2 bathrooms967 sq ft
Popular amenities
- Kitchen
- Washer
- Dryer
- Pet friendly
- Air conditioning
- Outdoor Space
Explore the area
Chestertown, MD
- Washington CollegePlace, Washington College3 min walk
- River Arts ChestertownPlace, River Arts Chestertown11 min walk
- Historical Society of Kent County MarylandPlace, Historical Society of Kent County Maryland14 min walk
- Baltimore, MD (MTN-Martin State)Airport, Baltimore, MD (MTN-Martin State)125 min drive
Room options
About the neighborhood
Chestertown
Located within a 5-minute walk of Washington College, this vacation home is within a 15-minute stroll of Larrabee Arts Center. The vacation home includes a kitchen, a fireplace, and a patio.
What's nearby
- Washington College - 3 min walk - 0.2 miles
- River Arts Chestertown - 11 min walk - 0.6 miles
- Garfield Center for the Arts at the Prince Theater - 13 min walk - 0.7 miles
- Historical Society of Kent County Maryland - 14 min walk - 0.8 miles
- Wilmer Park - 16 min walk - 0.9 miles
Getting around
- Baltimore, MD (MTN-Martin State) - 106 min drive
Restaurants
- Milano's Pizzeria - 4 min drive
- McDonald's - 3 min drive
- Dunkin - 2 min drive
- Royal Farms - 4 min drive
- Procolino's - 2 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Walk to Historic Chestertown: Dog-Friendly Retreat
Fenced Backyard | Furnished Deck | Family Game Nights
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 PROPERTY --
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
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)
-- THE LOCATION --
- 0.3 miles to Washington College
- 0.5 miles to Historical Society of Kent County
- 0.7 miles to Chestertown Historic District: Chestertown Farmers Market (every Saturday from 8:00 AM to 12:00 PM), Chestertown Tea Party Festival (Memorial Day weekend), parks, restaurants, art galleries, shops
- 1 mile to Chester River
- 18 miles to Eastern Neck National Wildlife Refuge
- 67 miles to Baltimore/Washington International Airport
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- 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
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 PROPERTY --
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
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)
-- THE LOCATION --
- 0.3 miles to Washington College
- 0.5 miles to Historical Society of Kent County
- 0.7 miles to Chestertown Historic District: Chestertown Farmers Market (every Saturday from 8:00 AM to 12:00 PM), Chestertown Tea Party Festival (Memorial Day weekend), parks, restaurants, art galleries, shops
- 1 mile to Chester River
- 18 miles to Eastern Neck National Wildlife Refuge
- 67 miles to Baltimore/Washington International Airport
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- 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
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 2 bedrooms. Other standard amenities include a washing machine, a fireplace, and a coffee maker.
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Property amenities
Internet
- Available in the house: Internet access
Parking and transportation
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Ice maker
- Microwave
- Refrigerator
- Spices
- Stovetop
- Toaster
Dining
- Dining table
Bedrooms
- 2 bedrooms
- Bedsheets provided
Bathroom
- 2 bathrooms
- Hair dryer
- Towels provided
Living spaces
- Dining table
- Fireplace
Entertainment
- Books
- Games
- TV
Outdoor areas
- Barbecue grill
- Garden
- Patio
Laundry
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- Pet friendly
Suitability/Accessibility
- Smoking not allowed
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- First aid kit
- Fire extinguisher
General
- Garden
- Unit size: 967 square feet
Policies
Check-in
Check-in time starts at 3:00 PM
Minimum check-in age: 18
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
- This property welcomes pets
- Service animals exempt from fees
- Note from host: A maximum of 2 pets are allowed.
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
- Check-in: 3:00 PM
- Check-out: 11:00 AM
- Minimum check-in age: 18
We should mention
Details about charges, deposits, or other important information:
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
- This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
- Charges for extra guests may apply and vary depending on the property's policy.
- A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
- Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
- Onsite parties or group events are strictly prohibited.
- Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.
Property is also known as
552688
Frequently asked questions
What's there to do within easy reach of this vacation home?
This vacation home is located in Chestertown, a short 13-minute walk from Garfield Center for the Arts at the Prince Theater and also 14 minutes on foot from Historical Society of Kent County Maryland. You'll also find Wilmer Park and Chestertown Historic District less than a mile away.
Is parking available on site at Walk to Historic Chestertown: Dog-Friendly Retreat?
No, there isn't parking at this vacation home.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
What do couples enjoy most about Walk to Historic Chestertown: Dog-Friendly Retreat?
Couples staying at this vacation home will appreciate amenities like a fireplace and a kitchen as well as a garden.
Does Walk to Historic Chestertown: Dog-Friendly Retreat have a hot tub?
No, there isn't a spa tub at this vacation home.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay for free?
Although pets can't stay for free, they are welcome at this vacation home.
Does Walk to Historic Chestertown: Dog-Friendly Retreat have connecting rooms available?
No, this vacation home doesn't feature connecting guestrooms.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Baltimore, MD (MTN-Martin State), which is about 20.2 mi away. Another top airport is Easton, MD (ESN-Easton - Newnam), which is around 27.8 mi away.
Are there rooms with balconies that I can book at Walk to Historic Chestertown: Dog-Friendly Retreat?
Yes, every house at Walk to Historic Chestertown: Dog-Friendly Retreat comes with a patio.
Walk to Historic Chestertown: Dog-Friendly Retreat Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 2 out of 2 reviews
10 - Excellent
2
Rating 8 - Good. 0 out of 2 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 2 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 2 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 2 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Gary F.
Dec 26, 2025
Liked: Cleanliness
Highly recommend if you're staying in Chestertown. Everything is near by and the comforts and quality of stay are above the five star review. Comfortable and warm home with all the amenities. Just bring some personable items and your set. Fairly priced too! Definitely would stay again.Thank you!
Gary F.
Stayed 3 nights in Dec 2025