See all properties
Entire home

Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Chestertown vacation home with patio

Choose dates to view prices

Photo gallery for Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Unclassified image, 1 of 15, button
Unclassified image, 2 of 15, button
Unclassified image, 3 of 15, button
Unclassified image, 4 of 15, button
Unclassified image, 5 of 15, button

Entire home

1 bedroom1 bathroom112 sq m

Popular amenities

  • Pool
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Chestertown, MD
  • Place, Kings Town Park
    ‪5 min drive‬
  • Place, Chestertown Historic District
    ‪6 min drive‬
  • Place, Washington College
    ‪6 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪130 min drive‬

Room options

About the area

Chestertown

Close to the beach.You'll find Rolphs Wharf Marina and Kings Town Park within 3 miles (5 km) of this vacation home. Historical Society of Kent County Maryland and Chestertown Historic District are also within 6 miles (10 km).
View more Vacation homes in ChestertownOpens in a new window

What's nearby

  • Kings Town Park - 5 min drive - 5.2 km
  • Chestertown Historic District - 6 min drive - 7.0 km
  • Historical Society of Kent County Maryland - 6 min drive - 7.0 km
  • River Arts Chestertown - 6 min drive - 7.3 km
  • Washington College - 6 min drive - 7.6 km

Getting around

  • Baltimore, MD (MTN-Martin State) - 113 min drive

Restaurants

  • ‪Milano's Pizzeria - ‬3 min drive
  • ‪McDonald's - ‬9 min drive
  • ‪Dunkin - ‬9 min drive
  • ‪Royal Farms - ‬4 min drive
  • ‪Cafe Sado - ‬9 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.

Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Private 1-Bedroom Retreat in Chestertown, MD

Skip the traditional hotel and enjoy your own private 1-bedroom, full-bath retreat with 1,200+ sq. ft. of comfortable living space!

Perfect for a weekend getaway, visiting family, a Washington College visit, or simply enjoying a relaxing stay on Maryland’s Eastern Shore.

Your stay includes:
• Private entrance
• Spacious bedroom & full bath
• Large open living room
• Kitchenette
• Washer & dryer in the unit
• Seasonal Pool access
• Large backyard space
• Grill & firepit
• Air mattress available for additional sleeping space

Great Chestertown Location!

Enjoy being close to Washington College and historic downtown Chestertown, a charming waterfront town along the Chester River. Downtown offers locally owned boutiques, galleries, cafés, restaurants and plenty of small-town Eastern Shore character. (Washington College⁠)

On Saturday mornings, visit the popular Chestertown Farmers Market at Fountain Park, a local tradition featuring fresh produce, baked goods, flowers, artisan products and handmade goods. The market is held Saturdays from 8 AM–noon year-round, weather permitting during the winter season. (Chestertown MD⁠)

Spend the day exploring Chestertown, then come back, take a dip in the pool, grill dinner and relax around the firepit.

More space. More privacy. More ways to relax than your average hotel room. Please keep in mind host is onsite. If you would like to use the grill, pool and/or firepit, please let the host know so as to avoid any overlaps and proper preparation. There are three dogs kept in the main house that will be kept in separate area out of sight and away from guest areas.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Outdoor pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a river
  • Near the bay
  • Near the marina

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hunting nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks nearby

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)
  • Fire extinguisher

General

  • Garden
  • Unit size: 1,200 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM
Contactless check-out available

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

Check-out instructions

The host requires you complete the following before checking out:
Remove personal items and remove leftover food and drinks
Turn off the lights, lock the doors, and return the keys
Please leave the property in the condition you found it.
Please leave the key on the counter and set the thermostat to 80.
Please be sure all lights and does are turned off and locked.
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

Events allowed: family gatherings, birthday parties, weddings
Special events require advance notice

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 30
Note from host: Special events require advance notice
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. 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. Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 30. Note from host: Special events require advance notice For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Frequently asked questions

How close is Cozy 1-bedroom in-law suite in lovely Chestertown with AC to the airport?

Cozy 1-bedroom in-law suite in lovely Chestertown with AC is 77.6 mi (113-min drive) away from the Baltimore, MD (MTN-Martin State) airport, the closest popular airport to the property.

How much does it cost to stay at Cozy 1-bedroom in-law suite in lovely Chestertown with AC?

As of Aug 27, 2026, prices found for a 1-night stay for 2 adults at Cozy 1-bedroom in-law suite in lovely Chestertown with AC on Sept 16, 2026 start from CA $262, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Cozy 1-bedroom in-law suite in lovely Chestertown with AC have an airport shuttle?

Airport shuttle services are not available at Cozy 1-bedroom in-law suite in lovely Chestertown with AC.

How close is Cozy 1-bedroom in-law suite in lovely Chestertown with AC to the beach?

This vacation home is 18.5 mi (43-min drive) from Earle Landing.

Does Cozy 1-bedroom in-law suite in lovely Chestertown with AC offer free breakfast?

Cozy 1-bedroom in-law suite in lovely Chestertown with AC does not offer free breakfast.

Is there a casino at Cozy 1-bedroom in-law suite in lovely Chestertown with AC?

No, there is no casino at this vacation home.

What time is check-in at Cozy 1-bedroom in-law suite in lovely Chestertown with AC?

Check-in begins at 3:00 PM.

Is there free parking at Cozy 1-bedroom in-law suite in lovely Chestertown with AC?

Free parking is not available at this vacation home.

Does Cozy 1-bedroom in-law suite in lovely Chestertown with AC have a pool?

Cozy 1-bedroom in-law suite in lovely Chestertown with AC features an outdoor pool.

Does Cozy 1-bedroom in-law suite in lovely Chestertown with AC have a spa?

There are no spa services available at this vacation home.

How close is Cozy 1-bedroom in-law suite in lovely Chestertown with AC to downtown Chestertown?

Cozy 1-bedroom in-law suite in lovely Chestertown with AC is 3.5 mi away from Chestertown.

Cozy 1-bedroom in-law suite in lovely Chestertown with AC Reviews