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First Floor Studio Apartment in Historic Chestertown

Golf Chestertown apartment next to a golf course

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Photo gallery for First Floor Studio Apartment in Historic Chestertown

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 area

Chestertown

In Chestertown .You'll find Wilmer Park and Sumner Hall within 2 miles (3 km) of this apartment. Chestertown Historic District and River Arts Chestertown are also within 3 miles (5 km).
View more Apartments in ChestertownOpens in a new window

What's nearby

  • Wilmer Park - 5 min drive - 3.8 km
  • River Arts Chestertown - 5 min drive - 4.5 km
  • Chestertown Historic District - 5 min drive - 4.9 km
  • Historical Society of Kent County Maryland - 5 min drive - 4.9 km
  • Washington College - 6 min drive - 5.5 km

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*

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Comfort Inn & Suites Chestertown
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  • Pet friendly
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The price is CA $149
CA $165 total
includes taxes & fees
Jul 2 - Jul 3
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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

  • No pets allowed

Children and extra beds

  • Children are welcome.

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
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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property Registration Number 025962

Frequently asked questions

How close is First Floor Studio Apartment in Historic Chestertown to the airport?

This apartment is 78.2 mi (110-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 First Floor Studio Apartment in Historic Chestertown?

As of Jun 5, 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 CA $138, 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 First Floor Studio Apartment in Historic Chestertown have an airport shuttle?

Airport shuttle services are not available at this apartment.

How close is First Floor Studio Apartment in Historic Chestertown to the beach?

This apartment is 15.5 mi (29-min drive) from Main Beach.

Does First Floor Studio Apartment in Historic Chestertown offer free breakfast?

This apartment does not offer free breakfast.

Is there a casino at First Floor Studio Apartment in Historic Chestertown?

No, there is no casino at this apartment.

What time is check-in at First Floor Studio Apartment in Historic Chestertown?

Check-in begins at 4:00 PM.

Is there free parking at First Floor Studio Apartment in Historic Chestertown?

Free parking is not available at this apartment.

Does First Floor Studio Apartment in Historic Chestertown have a pool?

This apartment features an outdoor pool.

Does First Floor Studio Apartment in Historic Chestertown have a spa?

There are no spa services available at this apartment.

How close is First Floor Studio Apartment in Historic Chestertown to downtown Chestertown?

This apartment is 2.2 mi away from Chestertown.

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

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