See all properties
Apartment

First Floor Studio Apartment in Historic Chestertown

Photo gallery for First Floor Studio Apartment in Historic Chestertown

Back Yard
Property grounds
Bed
Property grounds
Pool

Reviews

9.6 out of 10
Exceptional
1 bedroom1 bathroomSleeps 3

Popular amenities

  • Hot tub
  • Dryer
  • Gym
  • Washer
  • Parking available

Explore the area

Map
Chestertown, MD
  • Historical Society of Kent County Maryland
    ‪5 min drive‬
  • Washington College
    ‪6 min drive‬
  • Rolphs Wharf Marina
    ‪17 min drive‬
  • Easton, MD (ESN-Easton - Newnam)
    ‪63 min drive‬

Rooms & beds

1 bedroom (sleeps 3)

Bedroom 1

1 Queen Bed and 1 Double Futon

1 bathroom

Bathroom 1

Shower only

Spaces

Deck or patio
Outdoor play area

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*

Property manager

Elisabeth Cunningham
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Washer
Dryer
Free WiFi
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Outdoor dining

Historic Downtown Garden Oasis with Private Patio

  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor space
10.0 out of 10, (34 reviews)
Historic Downtown Garden Oasis with Private Patio

House Rules

Check in after 4:00 PM
Minimum age to rent: 20
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
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.

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
Property Registration Number 025962

About the area

Chestertown

Located in Chestertown, this apartment is in a rural area and next to a golf course. Rolphs Wharf Marina and Cassinelli Winery and Vineyards are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Wilmer Park and Chestertown Historic District. Crumpton Auction and Hazel Miner Monument are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Chestertown, MD

What's nearby

  • Wilmer Park - 4 min drive - 2.8 km
  • River Arts Chestertown - 5 min drive - 3.5 km
  • Historical Society of Kent County Maryland - 5 min drive - 3.5 km
  • Washington College - 6 min drive - 4.2 km
  • Rolphs Wharf Marina - 17 min drive - 12.5 km

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 24 June 2025, prices found for a 1-night stay for 2 adults at First Floor Studio Apartment in Historic Chestertown on 26 June 2025 start from AU$215.19, including 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?

Checkout 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 miles (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 miles (5 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 73 out of 88 reviews
Rating 8 - Good. 11 out of 88 reviews
Rating 6 - Okay. 2 out of 88 reviews
Rating 4 - Poor. 2 out of 88 reviews
Rating 2 - Terrible. 0 out of 88 reviews

9.6/10

Cleanliness

9.6/10

Amenities

9.8/10

Property conditions & facilities

9.2/10

Eco-friendliness

9.8/10

Check-in

9.8/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

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

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

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

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

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

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

Laurie P.

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

Re iee

EasyvPeasy place.
Stayed 1 night in Nov 2024

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

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

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

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

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

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

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

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

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

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

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

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

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

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

About the host

Hosted by Elisabeth Cunningham

Host profile image
We are a family of 5, looking to share our quite sanctuary! We strive to offer our guests a clean, affordable place to relax, while exploring Chestertown.

Why they chose this property

This property has large doorways, shower/toilet grab rails and smooth, level flooring. There are 4 stairs to enter this property, with rails on either side. Please let us know how we can make your stay most enjoyable!

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback

Hotels

pet-friendly rentals in Melbourne

Holiday Rentals

Lorne Holiday Rentals
Jamberoo Holiday Rentals
Victoria Holiday Rentals
Biarritz Holiday Rentals
Chianti Region Holiday Rentals
Corindi Beach Holiday Rentals
Lord Howe Island Holiday Rentals
St. Leonards Holiday Rentals
Pokolbin Holiday Rentals
Townsville Holiday Rentals
Albury Holiday Rentals
Bellingen Holiday Rentals
Broulee Holiday Rentals
Niseko Holiday Rentals
Mission Beach Holiday Rentals
Apollo Bay Holiday Rentals
Balham Holiday Rentals
Fort Worth Holiday Rentals
Heraklion Holiday Rentals
North Sydney Holiday Rentals
Coolangatta Holiday Rentals
North Stradbroke Island Holiday Rentals
South Yarra Holiday Rentals
Milos Holiday Rentals
Mermaid Waters Holiday Rentals
Split Holiday Rentals
Wollongong Holiday Rentals
Inverell Holiday Rentals
Ballarat Holiday Rentals