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First Floor Studio Apartment in Historic Chestertown

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

Reviews

9.6 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroomSleeps 3

Popular amenities

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

Explore the area

View in a 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

Room options

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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*
During your stay at this apartment building, you'll be close to Wilmer Park. You'll find features such as an outdoor pool, a gym and 1 hot tub. The apartment includes amenities such as free WiFi and a private pool.
  • Air-conditioned apartment with private pool, washer/dryer and patio
  • Free WiFi
  • Take a swim in the outdoor pool or soak in the hot tub
  • Amenities include laundry facilities
  • On-site recreation includes a gym and a playground
  • Just a 4-minute drive from Wilmer Park and a few minutes from River Arts Chestertown
First Floor Studio Apartment in Historic Chestertown offers its guests an outdoor pool, Access to hot tub, and a fitness centre. First Floor Studio Apartment in Historic Chestertown also features barbecue grills and laundry facilities.

This Chestertown apartment is smoke free.

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 transport

  • 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

  • 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 centre
  • 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 and check-out are available
Minimum check-in age - 20

Check-out

Check-out before 11:00 AM
Contactless check-out

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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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
Guests can access their accommodation through a private entrance. You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
Property Registration Number 025962

First Floor Studio Apartment in Historic Chestertown Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 83 out of 99 reviews
Rating 8 - Good. 12 out of 99 reviews
Rating 6 - Okay. 2 out of 99 reviews
Rating 4 - Poor. 2 out of 99 reviews
Rating 2 - Terrible. 0 out of 99 reviews

9.8/10

Cleanliness

9.6/10

Amenities

9.8/10

Property conditions & facilities

9.4/10

Eco-friendliness

Reviews

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

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

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

10/10 Excellent

Christine C.

Liked: Cleanliness

Lovely

Clean, well appointed, plenty of space, all small amenities were thought of. We would definitely come back. Very responsive owner too!
Stayed 1 night in Mar 2025

10/10 Excellent

Jennifer M.

Liked: Cleanliness

Great location and comfortable accommodation

The space was very clean. Communication with the owner was a breeze. It was quiet. The neighborhood is great. It is close to downtown Chestertown. A fabulous stay!
Stayed 2 nights in Mar 2025

10/10 Excellent

Donald M.

Liked: Cleanliness

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

Shawn

Travelled with family, Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
Very clean, excellent communications,
Stayed 2 nights in Jan 2025

10/10 Excellent

Lesley E.

Liked: Cleanliness

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

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

8/10 Good

Terry S.

Stayed 1 night in Oct 2024

10/10 Excellent

Laurie P.

Liked: Cleanliness

Re iee

EasyvPeasy place.
Stayed 1 night in Nov 2024

10/10 Excellent

Andrew R.

Liked: Cleanliness

Beautiful Place

This is a very nice room in a beautiful and quiet neighborhood. The hostess was accessible and responsive. Only one minor issue was with the TV and available channels, but we weren't there to watch TV on such a nice time in Chestertown.
Stayed 1 night in Oct 2024

10/10 Excellent

Deborah P.

Liked: Cleanliness

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