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First Floor Studio Apartment in Historic Chestertown

Leave your worries behind as you stroll to the waterfront or historic district. Enjoy tranquil evenings with outdoor seating under starry skies.

Photo gallery for First Floor Studio Apartment in Historic Chestertown

Property grounds
1 bedroom, in-room safe, free WiFi, bed sheets
View from property
Golf
Outdoor pool

Reviews

9.6 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroomSleeps 3

Popular amenities

  • Hot tub
  • Washer
  • Parking available
  • Gym
  • Air conditioning

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

  • Outdoor pool
  • Private pool
  • Spa tub

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

  • Laundromat nearby
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

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, (25)
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 area

Map
Chestertown, MD

What's nearby

  • River Arts Chestertown - 4 min drive
  • Historical Society of Kent County Maryland - 4 min drive
  • Washington College - 5 min drive
  • Rolphs Wharf Marina - 14 min drive
  • Rock Hall Harbor - 26 min drive

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 Feb 28, 2025, prices found for a 1-night stay for 2 adults at First Floor Studio Apartment in Historic Chestertown on Mar 5, 2025 start from CA $140.53, 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, River Arts Chestertown, and Garfield Center for the Arts at the Prince Theater. Historical Society of Kent County Maryland and Washington College 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. 65 out of 79 reviews
Rating 8 - Good. 11 out of 79 reviews
Rating 6 - Okay. 2 out of 79 reviews
Rating 4 - Poor. 1 out of 79 reviews
Rating 2 - Terrible. 0 out of 79 reviews

9.6/10

Cleanliness

9.4/10

Amenities

9.8/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

10/10 Excellent

Shawn

Very clean, excellent communications,
Stayed 2 nights in Jan 2025

10/10 Excellent

Stephanie T.

Most amazing place!
Quiet neighborhood and the best place to stay.
Stayed 1 night in Aug 2024

10/10 Excellent

Mark D.

Very quiet, home-like, personable
Excellent accommodations
Stayed 2 nights in May 2024

10/10 Excellent

christopher b.

Chestertown stay
amazing spot
Stayed 1 night in Jul 2023

10/10 Excellent

Judi M.

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

Gary B.

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.

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

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

Steven S.

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

bruce

Access to the pool and hot tub was great! Quiet and easily accessable
Stayed 1 night in Aug 2023

10/10 Excellent

marcy s.

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

David

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

Matt B.

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

8/10 Good

Craig J.

Tv is a pain
Owners are a plus. Location VG. Privacy excelleny
Stayed 2 nights in Aug 2024

10/10 Excellent

Melanie D.

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

8/10 Good

Karen

Loved the backyard view onto the golf course.
Stayed 2 nights in Sep 2022

10/10 Excellent

Michael S., York, PA

Delightful room in delightful small town
very nice
Stayed 1 night in Oct 2023

8/10 Good

Patti D.

Quick Work trip, but hope to come back
Really nice property. Clean and quiet. Easy access to Chestertown.
Stayed 1 night in Mar 2023

10/10 Excellent

Val R.

Great location, lovely stay
Very happy I booked this property for my stay in Chestertown. I was attending a wedding close to the property so it was conveniently located, only a few min drive away. Host was very helpful, responsive, and accommodating. The property itself was clean and comfortable. I enjoyed the little touches too like having some drinks stocked in fridge and other things like make up removal wipes, etc. I would stay here again if ever in the area!
Stayed 1 night in May 2024

10/10 Excellent

Annie J.

Chestertown visit
My husband and I are relocating to Chestertown, and this was a great introduction. The space was very clean, nice location, well decorated, and comfortable! We would stary here again!
Stayed 4 nights in Dec 2023

10/10 Excellent

Rhonda P.

Just right & very convenient!
Thanks so much for accommodating our pre-wedding stay! My son & his groomsman enjoyed their brief but comfortable and quiet stay at your place and I can’t thank you enough for your hospitality! It made all the difference!
Stayed 2 nights in Apr 2024

8/10 Good

Bill M.

Cozy apartment
Nice apartment in a quiet neighborhood! Lovely surroundings overlooking a golf course.
Stayed 2 nights in Sep 2023

10/10 Excellent

Christy T.

Comfortable and Cozy
Comfortable and clean room stocked with everything you need. Was perfect for an overnight in Chestertown! The owner was also very easy to work with.
Stayed 1 night in Feb 2023

10/10 Excellent

Janet W.

Winter Break
A beautiful, well maintained studio apartment in a quiet neigborhood. Two miles from the shops/restaurants of Chestertown.
Stayed 3 nights in Nov 2023

10/10 Excellent

Dustin P.

Disliked: Cleanliness, check-in, communication, location, listing accuracy
Vacation
All good as described
Stayed 5 nights in Jul 2023