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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

View map
Chestertown, MD
  • River Arts Chestertown
    ‪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*

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Amenities

Pool
Hot tub
Washing machine
Dryer
Free WiFi
Air conditioning

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Exterior detail

BAYSIDE BUNGALOW

  • Free WiFi
  • Air conditioning
  • Outdoor space
  • Parking available
10.0 out of 10, (48 reviews)
BAYSIDE BUNGALOW

House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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.
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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

  • ‪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

Frequently asked questions

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

Yes, this property has an outdoor pool.

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

9.8/10

Cleanliness

9.6/10

Amenities

9.8/10

Property conditions & facilities

9.4/10

Eco-friendliness

9.8/10

Check-in

9.8/10

Communication

9.6/10

Location

9.6/10

Listing accuracy
Rating 10 - Excellent. 84 out of 100 reviews
Rating 8 - Good. 12 out of 100 reviews
Rating 6 - Okay. 2 out of 100 reviews
Rating 4 - Poor. 2 out of 100 reviews
Rating 2 - Terrible. 0 out of 100 reviews

Reviews

10/10 Excellent

Sandra S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, immaculately kept in lovely neighborhood. Responsive and thoughtful host!
Stayed 1 night in Sep 2025

10/10 Excellent

Alexander M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing and neat and very private
Stayed 1 night in Aug 2025

10/10 Excellent

Lisa O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, spacious, and clean!
Stayed 1 night in Aug 2025

10/10 Excellent

Amber A.

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

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

Randy B.

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

Chestertown Retreat

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

10/10 Excellent

Victoria P.

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

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

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

Susan A.

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

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

Judy S.

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

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

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

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

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

Shawn

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

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

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.

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

Laurie P.

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

Re iee

EasyvPeasy place.
Stayed 1 night in Nov 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
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