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First Floor Studio Apartment in Historic Chestertown

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Photo gallery for First Floor Studio Apartment in Historic Chestertown

A house with a swimming pool, surrounded by a fence, and two red umbrellas.
A bedroom with a bed, a ceiling fan, a painting, and a door leading to another room.
A swimming pool with a curved edge, surrounded by a brick patio and a hedge.
A closet with a wooden floor, a white door, and a blue bag on top.
A building with a balcony and large windows, surrounded by trees and a fence.

Reviews

9.8 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroomSleeps 3

Popular amenities

  • Pool
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Gym
The current price is $159
$144 nightly
$159 total
Total with taxes and fees
Sep 29 - Sep 30

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

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Free daily full breakfast
Comfort Inn & Suites Chestertown
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  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
4.3 out of 5, Excellent, 983 reviews
$104 nightly
The price is $116
Oct 18 - Oct 19
Total with taxes and fees
Comfort Inn & Suites Chestertown

About the neighborhood

Chestertown

When you stay at this apartment in Chestertown, you'll be next to a golf course, within a 5-minute drive of Wilmer Park and Schooner Sultana. .This golf apartment is 11.6 mi (18.6 km) from Chesapeake Bay and 1.9 mi (3.1 km) from River Arts Chestertown.
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

  • ‪McDonald's - ‬7 min drive
  • ‪Royal Farms - ‬7 min drive
  • ‪Dunkin - ‬6 min drive
  • ‪Procolino's - ‬6 min drive
  • ‪Royal Farms - ‬4 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*
Make yourself comfortable in this air-conditioned apartment, which features a private pool and a Smart TV. There's a private patio. Complimentary wireless internet access is available to keep you connected. Conveniences include a safe and a refrigerator.
Enjoy recreational amenities such as an outdoor pool and a fitness center.
Guests will find features like internet access, onsite parking, and a car charging station.

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

  • 1 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
  • Washing machine

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"on-site accessible parking spaces 1", on-site accessible parking spaces
  • 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

Pets not 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 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
Property Registration Number 025962

We should mention

This property does not have elevators

First Floor Studio Apartment in Historic Chestertown Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 107 out of 125 reviews
Rating 8 - Good. 14 out of 125 reviews
Rating 6 - Okay. 2 out of 125 reviews
Rating 4 - Poor. 2 out of 125 reviews
Rating 2 - Terrible. 0 out of 125 reviews

9.8/10

Cleanliness

9.6/10

Amenities

9.8/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

John R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A beautiful and comfortable accomodations.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Darius H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely, clean apartment in a great location near Chestertown. Easy check-process and great recommendations on local places to eat.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

S G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exactly as advertised. Great room, clean and highly recommended.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Lisa v.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a lovely stay at Elisabeths place. She helped us with anything we needed. The aprtment was clean, cozy and just right for 2 people.
Stayed 3 nights in Mar 2026
Verified review

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 review

10/10 Excellent

Rob C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Hosts were extremely friendly and helpful!Parking was within feet of entrance. Studio and bathroom were spotless. Nice touches like coffee and accoutrements in the shower. Beautiful surroundings, everything was in bloom and spring beauty was everywhere!Washer and dryer in studio with soap and softener. Charming location!
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

lesia k.

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

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 review

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 review

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 review

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 review

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 review

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 review

10/10 Excellent

Lisa O.

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

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 review

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 review

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 review

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 review

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 review

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 review

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 review

10/10 Excellent

christopher b.

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

Chestertown stay

amazing spot
Stayed 1 night in Jul 2023
Verified review

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 review

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
Verified review

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