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First Floor Studio Apartment in Historic Chestertown

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Property grounds
1 bedroom, in-room safe, free WiFi, bed sheets
Exterior
Outdoor pool
Property grounds

Reviews

9.6 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroomSleeps 3

Popular amenities

  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Gym

Explore the area

View in a map
Chestertown, MD
  • Place, Wilmer Park
    ‪5 min drive‬
  • Place, River Arts Chestertown
    ‪5 min drive‬
  • Place, Washington College
    ‪6 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪131 min drive‬

Room options

About the neighborhood

Chestertown

This apartment places you within 2 miles (3 km) of Wilmer Park and Sumner Hall. The apartment includes a private pool, a patio, and a sofa bed.
View more Apartments in ChestertownOpens in a new window

What's nearby

  • Wilmer Park - 5 min drive - 2.4 miles
  • River Arts Chestertown - 5 min drive - 2.8 miles
  • Chestertown Historic District - 5 min drive - 3.0 miles
  • Historical Society of Kent County Maryland - 5 min drive - 3.0 miles
  • Washington College - 6 min drive - 3.5 miles

Getting around

  • Baltimore, MD (MTN-Martin State) - 110 min drive

Restaurants

  • ‪Milano's Pizzeria - ‬8 min drive
  • ‪McDonald's - ‬7 min drive
  • ‪Dunkin - ‬6 min drive
  • ‪Royal Farms - ‬7 min drive
  • ‪Procolino's - ‬6 min drive

About this property

First Floor Studio Apartment in Historic Chestertown

One bedroom, one full bath, studio apartment. Private off the street parking and entrance. We invite you to enjoy everything our private residence has to offer: private inground pool, seasonal hot tub, lush grounds and outdoor seating. The space is well equipped with a queen sized bed, linens, washer/dryer, microwave, refrigerator, dinette, toiletries, lux robes... everything you could possibly need to escape the hustle and bustle of life. An additional sleeper sofa, crib, etc. are available at request. Walk to the waterfront or historic district, ride bikes on back country roads. We are more than happy to help arrange paddleboard and kayak adventures! *We require guests to have a verified profile by VRBO OR verification by ID prior to stay*
The apartment is air-conditioned and features a patio and space to spread out with a separate bedroom. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washer/dryer, and a sofa bed.

Similar properties

Free daily full breakfast
Comfort Inn & Suites Chestertown
Chestertown
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
8.6 out of 10, Excellent, 918 reviews
$107 nightly
The price is $119
Jul 2 - Jul 3
Total with taxes and fees
Comfort Inn & Suites Chestertown

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Outdoor pool
  • Private pool

Internet

  • Available in the apartment: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Street parking available
  • Wheelchair-accessible parking and van parking available

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Ice maker
  • Microwave
  • Paper towels
  • Refrigerator

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • No elevator
  • Wheelchair-accessible parking
  • Wheelchair-accessible van parking
  • Smoking not allowed

Services and conveniences

  • Safe

Location highlights

  • In a rural location
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Next to a golf course

Things to do

  • Golf
  • Gym
  • Optional golf privileges
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours 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)
  • First aid kit
  • Fire extinguisher

General

  • Electric car charging station

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 20

Check-out

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

Special check-in instructions

Guests can access their accommodation through a private entrance
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

Rules

There is a 0 smoking tolerance policy. Any evidence of inside smoking will result in a $250 fee.
Pets may not be left alone. No pets in the pool.
Any evidence of illicit drug use will result in a $500 fee, immediate eviction without refund and notification of law enforcement.

Access methods

Private entrance

Pets

  • This property doesn't allow pets

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 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: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 20
Property Registration Number 025962

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • 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.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What can I see near this apartment?

This apartment is located in Chestertown, close to Chestertown Historic District, Rolphs Wharf Marina, and Wilmer Park. You'll also find Garfield Center for the Arts at the Prince Theater and Historical Society of Kent County Maryland within a short drive.

How much does it cost to stay at First Floor Studio Apartment in Historic Chestertown?

As of Jun 3, 2026, prices found for a 1-night stay for 2 adults at First Floor Studio Apartment in Historic Chestertown on Jun 8, 2026 start from $159, including 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.

Is parking available on site at First Floor Studio Apartment in Historic Chestertown?

Yes, there is an electric car charging station and wheelchair-accessible van parking available.

Is this apartment next to a casino?

No, this apartment is not connected to a casino.

Is there an indoor pool at this apartment?

No, this apartment doesn't have an indoor pool; however, there is an outdoor pool.

What will couples enjoy most about a stay at First Floor Studio Apartment in Historic Chestertown?

There are many amenities for couples at this apartment, including a private pool, a private pool in some apartments, as well as an outdoor pool.

Are there hot tubs at First Floor Studio Apartment in Historic Chestertown?

No, this apartment doesn't have a spa tub.

Does this apartment provide breakfast?

No, this apartment doesn't offer breakfast.

Does this apartment allow pets to stay for free?

No, pets aren't allowed at this apartment.

Are there connecting rooms at First Floor Studio Apartment in Historic Chestertown?

No, there aren't connecting guestrooms at this apartment.

Where is the closest airport to this apartment?

The closest major airport to this apartment is Baltimore, MD (MTN-Martin State), which is about 20.7 mi away. Another top airport is Easton, MD (ESN-Easton - Newnam), which is around 26.1 mi away.

Are there rooms with balconies that I can book at First Floor Studio Apartment in Historic Chestertown?

Yes, every apartment at First Floor Studio Apartment in Historic Chestertown comes with a patio and some offer golf course and water views.

First Floor Studio Apartment in Historic Chestertown Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 94 out of 111 reviews
Rating 8 - Good. 13 out of 111 reviews
Rating 6 - Okay. 2 out of 111 reviews
Rating 4 - Poor. 2 out of 111 reviews
Rating 2 - Terrible. 0 out of 111 reviews

9.8/10

Cleanliness

9.6/10

Amenities

9.8/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

lesia k.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Every thing was great
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Anne D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a lovely visit. It was nice and quiet and parking was perfect.
Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

Iriana J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was clean and neat and welcoming
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Cecily L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, comfortable accessible, and very responsive owner. Highly recommend :-)
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

SoYoung L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable and clean. Shower pressure is excellent!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Firoze R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location, excellent communication. Served the purpose very well.
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Alexander M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing and neat and very private
Stayed 1 night in Aug 2025
Verified

10/10 Excellent

Randy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chestertown Retreat

Wonderful stay in a beautiful location convenient to everything. Host was outstanding.
Stayed 1 night in Jun 2025
Verified

10/10 Excellent

Lisa O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, spacious, and clean!
Stayed 1 night in Aug 2025
Verified

10/10 Excellent

Sandra S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, immaculately kept in lovely neighborhood. Responsive and thoughtful host!
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Mario

Liked: Cleanliness, amenities, property conditions & facilities
Very pretty location. Few minutes drive to town center.
Stayed 1 night in Jun 2025
Verified

10/10 Excellent

Valarie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent for short stay

Perfect set up for a short stay. Refrigerator, microwave and nespresso machine provided so basics are covered. Would definitely stay here again.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Amber A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The space was super cute and cozy! So close to town, which was AMAZING!! The owners were readily available, if I needed anything or had any questions. I will definitely be back!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Stephanie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Most amazing place!

Quiet neighborhood and the best place to stay.
Stayed 1 night in Aug 2024
Verified

8/10 Good

Cheryl W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and welcoming. We would have liked plates/utensils to heat up our breakfast food. We also would have loved to meet our hosts! Especially after we discovered that our granddaughter and their daughter were friends in the same class. Small world. The location near the school was optimal.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Jackie O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great situation for us in every way.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Mary

Liked: Cleanliness, amenities, property conditions & facilities, communication
A charming studio in a quiet neighborhood. great directions from host on how to use the property -
Stayed 1 night in Aug 2025
Verified

8/10 Good

judith v.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outing with a grandchild

All was excellent. I do prefer a firmer mattress though - my only downside to our visit.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Balon T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Easy

Booking, the stay, and the communication was great. Cute downtown within a mile and half. Room was spacious, clean, and had everything you need.
Stayed 4 nights in Jul 2025
Verified

8/10 Good

Hilary G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice getaway

A comfortable, charming getaway in a great location
Stayed 1 night in Apr 2024
Verified

10/10 Excellent

Deborah P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful weekend

We had a wonderful stay. The apartment was lovely, clean and very close to town. Highly recommend!
Stayed 1 night in Oct 2024
Verified

10/10 Excellent

Victoria P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely area with shaded parking, spacious room, very clean. Plenty of towels and amenities. We had to cut the trip short due to an emergency, but thoroughly enjoyed our short stay. There was a bit of water in the refrigerator and the owners were very responsive.
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

christopher b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chestertown stay

amazing spot
Stayed 1 night in Jul 2023
Verified

10/10 Excellent

Mark D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very quiet, home-like, personable

Excellent accommodations
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Maika Y.

Disliked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

This was super comfortable, and the hosts were exceptionally generous! I highly recommend!
Stayed 2 nights in Mar 2023