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First Floor Studio Apartment in Historic Chestertown

Apartment in Chestertown with a fitness center and an outdoor pool

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

Reviews

9.6 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroomSleeps 3

Popular amenities

  • Hot tub
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Chestertown, MD
  • Place, Wilmer Park
    ‪3 min drive‬
  • Place, River Arts Chestertown
    ‪4 min drive‬
  • Place, Washington College
    ‪5 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪110 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 - 3 min drive - 1.8 miles
  • River Arts Chestertown - 4 min drive - 2.2 miles
  • Historical Society of Kent County Maryland - 4 min drive - 2.2 miles
  • Chestertown Historic District - 4 min drive - 2.2 miles
  • Washington College - 5 min drive - 2.6 miles

Getting around

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

Restaurants

  • ‪Royal Farms - ‬4 min drive
  • ‪Royal Farms - ‬7 min drive
  • ‪Dunkin - ‬6 min drive
  • ‪Procolino's - ‬6 min drive
  • ‪7-Eleven - ‬4 min drive

About this property

Entire place

You'll have the entire apartment to yourself and will only share it with other guests in your party.

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

Lobby lounge
Red Roof Inn & Suites Chestertown
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.2 out of 10, Good, 426 reviews
$72 nightly
The price is $80
Jan 13 - Jan 14
Total with taxes and fees
Red Roof Inn & Suites Chestertown

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the apartment: Free WiFi

Parking and transportation

  • Street parking available
  • Parking on site

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

  • 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

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.

Frequently asked questions

What can I see near this apartment?

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

Is parking available on site at this apartment?

No, there isn't parking at this apartment.

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 are an outdoor pool and a hot tub.

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, private pools in some apartments, as well as an outdoor pool.

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

Yes, this apartment has 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.

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 deck with some featuring golf course or water views.

First Floor Studio Apartment in Historic Chestertown Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 91 out of 108 reviews
Rating 8 - Good. 13 out of 108 reviews
Rating 6 - Okay. 2 out of 108 reviews
Rating 4 - Poor. 2 out of 108 reviews
Rating 2 - Terrible. 0 out of 108 reviews

9.8/10

Cleanliness

9.6/10

Amenities

9.8/10

Property conditions & facilities

9.4/10

Eco-friendliness

Reviews

10/10 Excellent

lesia k.

Liked: Cleanliness
Every thing was great
Stayed 3 nights in Nov 2025

8/10 Good

Cheryl W.

Liked: Cleanliness
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

10/10 Excellent

Iriana J.

Liked: Cleanliness
Everything was clean and neat and welcoming
Stayed 1 night in Nov 2025

10/10 Excellent

Cecily L.

Liked: Cleanliness
Clean, comfortable accessible, and very responsive owner. Highly recommend :-)
Stayed 1 night in Oct 2025

10/10 Excellent

Firoze R.

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

10/10 Excellent

SoYoung L.

Liked: Cleanliness
Very comfortable and clean. Shower pressure is excellent!
Stayed 2 nights in Oct 2025

10/10 Excellent

Anne D.

Liked: Cleanliness
We had a lovely visit. It was nice and quiet and parking was perfect.
Stayed 5 nights in Sep 2025

10/10 Excellent

Christine G.

Liked: Cleanliness
The room was clean, comfortable and quiet. We enjoyed sleeping with the windows open, listening to the night insects in a very peaceful, quiet neighborhood.The bed was comfortable, and the bathroom was spacious with lots of linens, soaps. We especially appreciated the bowl of travel toiletries, first aid needs, cold/sinus needs, and many other travel size products!We didn't get a chance to use the pool, but it looked very inviting. Our host was extremely gracious and promptly responded when we had a question.We highly recommend this apartment, and would stay here again!
Stayed 1 night in Sep 2025

10/10 Excellent

Sandra S.

Liked: Cleanliness
Beautiful property, immaculately kept in lovely neighborhood. Responsive and thoughtful host!
Stayed 1 night in Sep 2025

10/10 Excellent

Judy S.

Liked: Cleanliness
The property was beautiful and our accommodations were wonderful. The only issue we had was nothing to do with this property. It was not easily accessible to town by foot. We went to the Chestertown Community page and asked about Uber accessibility and were told 24/7. We came to Chestertown by boat, no vehicle. We had a 2 mile walk to town to get something to eat.
Stayed 1 night in Aug 2025

10/10 Excellent

Lisa O.

Liked: Cleanliness
Beautiful, spacious, and clean!
Stayed 1 night in Aug 2025

10/10 Excellent

Alexander M.

Liked: Cleanliness
Amazing and neat and very private
Stayed 1 night in Aug 2025

10/10 Excellent

Amber A.

Liked: Cleanliness
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

8/10 Good

judith v.

Liked: Cleanliness

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

10/10 Excellent

Mary

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

10/10 Excellent

Susan A., Blacksburg, VA USA

Liked: Cleanliness
The place was appealing with a private entrance. The swimming pool was a big plus for our granddaughters who play in it most every day as the air temperature was very hot . Alerted the owner to a malfunctioned door and she replied immediately. All in all an enjoyable stay!
Stayed 7 nights in Jul 2025

10/10 Excellent

Victoria P.

Liked: Cleanliness
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

10/10 Excellent

Balon T.

Liked: Cleanliness

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

10/10 Excellent

Zoe O.

Stayed 2 nights in May 2025

10/10 Excellent

Randy B.

Liked: Cleanliness

Chestertown Retreat

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

10/10 Excellent

Mindy

Liked: Cleanliness, amenities, property conditions & facilities
This property was perfect! Host was very communicative and quick to respond to even the simplest of questions. Entry was a breeze, and air-conditioning unit worked to keep it cool even in 90° weather. I had everything I needed to be comfortable. Plenty of space to work out, sit and eat my meals, get some work done, and also do laundry before leaving. They have supplied so many basic needs as well. Coffee, toiletries, bottled water, etc… I walked the neighborhood for a few miles, and did not run into any vehicles on roads or people while walking. It was so peaceful and quiet! I would definitely stay again!
Stayed 3 nights in Jun 2025

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

10/10 Excellent

Jackie O.

Liked: Cleanliness
Great situation for us in every way.
Stayed 3 nights in May 2025

10/10 Excellent

Betsy T.

Liked: Cleanliness

Perfect

An exceptionally clean studio with plenty of space, a large full bath and comfortable bed. The owner also provided lots of nice extras.
Stayed 1 night in May 2025

10/10 Excellent

Valarie S.

Liked: Cleanliness

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