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First Floor Studio Apartment in Historic Chestertown

Golf Chestertown apartment next to a golf course

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

Reviews

9.6 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroomSleeps 3

Popular amenities

  • Hot Tub
  • Dryer
  • Washer
  • Parking available
  • Gym

Explore the area

View in a map
Chestertown, MD
  • Place, Historical Society of Kent County Maryland
    ‪4 min drive‬
  • Place, Washington College
    ‪5 min drive‬
  • Place, Rolphs Wharf Marina
    ‪14 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪50 min drive‬

Room options

About the neighborhood

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

  • 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
  • Rolphs Wharf Marina - 14 min drive - 7.8 miles

Getting around

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

Restaurants

  • ‪Milano's Pizzeria - ‬8 min drive
  • ‪Royal Farms - ‬4 min drive
  • ‪Royal Farms - ‬7 min drive
  • ‪Dunkin - ‬6 min drive
  • ‪Procolino's - ‬6 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*

Similar properties

Property grounds
Historic Downtown Garden Oasis with Private Patio
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5.0 out of 5, Exceptional, 43 reviews
Historic Downtown Garden Oasis with Private Patio

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

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.

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. 90 out of 106 reviews
Rating 8 - Good. 12 out of 106 reviews
Rating 6 - Okay. 2 out of 106 reviews
Rating 4 - Poor. 2 out of 106 reviews
Rating 2 - Terrible. 0 out of 106 reviews

9.8/10

Cleanliness

9.6/10

Amenities

9.8/10

Property conditions & facilities

9.4/10

Eco-friendliness

Reviews

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

4/10 Poor

Michelle S.

Not what was expected

This was very disappointing. The photos and the property misleading. The photo they show of the front is the back and guests do not have access. There is no where on the property to walk or sit and relax.Very noisy, hosts running washer and dryer until after 9 at night and 7 a.m. The thermostat was disconnected and we could not regulate the temperature and it was cold in the room. I have a hard time with steps and the apartment was listed as a first floor studio, and there were outside steps to get in. Also the shower was tiny, neither of us are big people ( I'm 5 ft. and my husband 6 ft) but you could barely get in. Exactly 2 bath towels, 1 hand towel and 1 washcloth were left for us. We had to call when we first arrived as the toilet was running, host said they were at a sporting event and would deal with it later. We have no idea if they did as we went out to dinner, and my husband dealt with it. Also the inside of the shower doors looked as though they had not been cleaned in a very long time. All of the pictures are misleading. Also no waterview.
Stayed 2 nights in Apr 2025

10/10 Excellent

Peter E.

Liked: Cleanliness

Chestertown

Lovely. Owners were friendly and helpful. Handy laundry facilities in unit.
Stayed 2 nights in Apr 2025