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Entire apartment

First Floor Studio Apartment in Historic Chestertown

Photo gallery for First Floor Studio Apartment in Historic Chestertown

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

Entire apartment

1 bedroom1 bathroomSleeps 3

Popular amenities

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

Add dates for prices

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*

Property manager

Elisabeth Cunningham

Languages

English

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

Similar properties

Property grounds

Historic Downtown Garden Oasis with Private Patio

  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space
10.0 out of 10, Exceptional, 36 reviews
Historic Downtown Garden Oasis with Private Patio

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

Access methods

Private entrance

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Property Registration Number 025962

About the neighborhood

Map
Chestertown, MD

What's nearby

  • Wilmer Park - 4 min drive - 1.8 miles
  • River Arts Chestertown - 5 min drive - 2.2 miles
  • Historical Society of Kent County Maryland - 5 min drive - 2.2 miles
  • Washington College - 6 min drive - 2.6 miles
  • Rolphs Wharf Marina - 17 min drive - 7.8 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪Dining Hall - ‬6 min drive
  • ‪Procolino Pizza - ‬6 min drive
  • ‪China House - ‬6 min drive
  • ‪The Freeze - ‬6 min drive

Frequently asked questions

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

Yes, this property has an outdoor pool.

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

As of Aug 4, 2025, prices found for a 1-night stay for 2 adults at First Floor Studio Apartment in Historic Chestertown on Aug 5, 2025 start from $99.0, 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.

Is First Floor Studio Apartment in Historic Chestertown pet-friendly?

No, pets are not allowed at this property.

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

Check-in begins at 4:00 PM.

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

Check-out is at 11:00 AM.

Where is First Floor Studio Apartment in Historic Chestertown located?

Situated in Chestertown, this golf apartment building is within 3 mi (5 km) of Wilmer Park, Sumner Hall, and Chestertown Historic District. River Arts Chestertown and Garfield Center for the Arts at the Prince Theater are also within 3 mi (5 km).

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First Floor Studio Apartment in Historic Chestertown Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 76 out of 91 reviews
Rating 8 - Good. 11 out of 91 reviews
Rating 6 - Okay. 2 out of 91 reviews
Rating 4 - Poor. 2 out of 91 reviews
Rating 2 - Terrible. 0 out of 91 reviews

9.6/10

Cleanliness

9.6/10

Amenities

9.8/10

Property conditions & facilities

9.2/10

Eco-friendliness

Reviews

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

Peter E.

Liked: Cleanliness, communication, location, listing accuracy

Chestertown

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

10/10 Excellent

Mindy

Liked: Cleanliness, amenities, property conditions & facilities, communication
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

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

10/10 Excellent

Lesley E.

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

Lovely stay

The room and bathroom were very spacious and clean! I love and appreciate the small toiletries that were left for us! The small refrigerator and table are a nice touch that we used during our stay!
Stayed 1 night in Nov 2024

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

10/10 Excellent

Shawn

Liked: Cleanliness, amenities, property conditions & facilities, communication
Very clean, excellent communications,
Stayed 2 nights in Jan 2025

10/10 Excellent

Deborah P.

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

Second visit

Our second time staying at this property did not disappoint. Beautiful home, great location. Hosts are wonderful and easy to communicate with.
Stayed 1 night in Dec 2024

10/10 Excellent

Donald M.

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

Excellent

This property is located in a excellent neighborhood overlooking a golf course and a short distance to the Chester river. The room was immaculate and ideal for all ages, especially Senior citizens. We booked this room for our 67th wedding anniversary in the first week in February with unfavorable weather, but the room was very cozy. We will defiently return later this year.
Stayed 2 nights in Feb 2025

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

10/10 Excellent

Laurie P.

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

Re iee

EasyvPeasy place.
Stayed 1 night in Nov 2024

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

10/10 Excellent

Judi M.

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

Second Visit

This was our second stay and we will most definitely be repeat visitors. Spacious room, easy check in and communication with owner, lovely property and area!
Stayed 1 night in Feb 2024

10/10 Excellent

Steven S.

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

Quiet little place

Very easy to get into, very clean, the owners, make it very easy and will definitely stay again
Stayed 1 night in Jan 2023

10/10 Excellent

marcy s.

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

Fabulous property :)

We had a wonderful stay at this Chestertown property and enjoyed it's close proximity to town, cleanliness, and comfort!
Stayed 1 night in Apr 2023

10/10 Excellent

Jean Marie r.

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

short get away to chestertown

This studio apt is wonderful. It is well appointed with robes and nice soaps. The host Elizabeth is very communicative and quickly responds and is so helpful and kind.
Stayed 3 nights in Jul 2024

10/10 Excellent

David

Liked: Cleanliness, amenities, property conditions & facilities, communication
The property was clean and comfortable and the owners were friendly and were quick to reply. I would definitely stay again.
Stayed 1 night in Jul 2022

10/10 Excellent

Gary B.

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

Nice place

It was a nice room in a nice neighborhood. Only complaint would be the coffee maker was awful.
Stayed 2 nights in May 2024

10/10 Excellent

Kurt C.

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

Just what we needed

This was the perfect place to rest our heads along our trip down the east coast. Very comfortable, clean and quiet. We made time to visit the beautiful town and I’m glad we did!
Stayed 1 night in Apr 2024

10/10 Excellent

Liane D.

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

Wedding weekend

Just what we needed for the night! Thank you
Stayed 1 night in Aug 2024

10/10 Excellent

Matt B.

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

Clean and close to town

Enjoyed a getaway to Chestertown. Apartment was very nice.
Stayed 2 nights in Feb 2023

8/10 Good

Karen

Liked: Cleanliness, amenities, property conditions & facilities, communication
Loved the backyard view onto the golf course.
Stayed 2 nights in Sep 2022

10/10 Excellent

Melanie D.

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

Beautiful, Clean and Tranquil

This was our second stay at this Vrbo in Chestertown. It was just as perfect for our second stay. It is very clean, quiet and comfortable and in a beautiful location.
Stayed 3 nights in May 2023

10/10 Excellent

Michael S., York, PA

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

Delightful room in delightful small town

very nice
Stayed 1 night in Oct 2023

10/10 Excellent

Theresa M.

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

Cozy place to relax

Stayed for a weekend, very nice, cozy place. Very close to town and very quiet, relaxing area. Super clean, comfy bed, good communication from host. Would definitely stay again - it's a great place for a short, relaxing stay when not planning to do any cooking. There's a little fridge and a microwave to heat stuff up, which is all we needed on this trip. Very nice, spacious bathroom with great water pressure in shower, also a washer/dryer available in the unit. They even had nice, fluffy bathrobes for guests!
Stayed 2 nights in Aug 2024

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