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First Floor Studio Apartment in Historic Chestertown

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

Reviews

9.6 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroomSleeps 3

Popular amenities

  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Gym

Explore the area

View in a map
Chestertown, MD
  • Place, Wilmer Park
    ‪5 min drive‬
  • Place, River Arts Chestertown
    ‪5 min drive‬
  • Place, Washington College
    ‪6 min drive‬
  • Airport, Baltimore, MD (MTN-Martin State)
    ‪131 min drive‬

Room options

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Private beach nearby, sun-loungers, beach volleyball
The Lodge at Great Oak Landing
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  • Pool
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
3.9 out of 5, Good, 83 reviews
The price is €130
includes taxes & fees
3 Jun - 4 Jun
The Lodge at Great Oak Landing

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*
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 laundry facilities. 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
  • Amenities include laundry facilities and a car charging station
  • 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 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 amenities

Beach

  • Beach towels

Pool/Spa

  • Outdoor pool
  • Private pool

Internet

  • Available in the apartment: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Street parking available
  • Wheelchair-accessible parking and van parking available

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

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Accessible parking space
  • No lift
  • Wheelchair-accessible parking
  • Wheelchair-accessible van parking
  • 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

General

  • Electric car charging station

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

Information provided by the property may be translated using automated translation tools

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. 94 out of 111 reviews
Rating 8 - Good. 13 out of 111 reviews
Rating 6 - Okay. 2 out of 111 reviews
Rating 4 - Poor. 2 out of 111 reviews
Rating 2 - Terrible. 0 out of 111 reviews

9.8/10

Cleanliness

9.6/10

Amenities

9.8/10

Property conditions & facilities

Reviews

10/10 Excellent

S G.

Liked: Cleanliness
Exactly as advertised. Great room, clean and highly recommended.
Stayed 2 nights in Apr 2026

10/10 Excellent

Lisa v., Ephrata, PA

Liked: Cleanliness
We had a lovely stay at Elisabeths place. She helped us with anything we needed. The aprtment was clean, cozy and just right for 2 people.
Stayed 3 nights in Mar 2026

10/10 Excellent

Rob C.

Liked: Cleanliness
Hosts were extremely friendly and helpful!Parking was within feet of entrance. Studio and bathroom were spotless. Nice touches like coffee and accoutrements in the shower. Beautiful surroundings, everything was in bloom and spring beauty was everywhere!Washer and dryer in studio with soap and softener. Charming location!
Stayed 2 nights in Apr 2026

10/10 Excellent

lesia k.

Liked: Cleanliness
Every thing was great
Stayed 3 nights in Nov 2025

8/10 Good

Cheryl W.

Liked: Cleanliness
Very clean and welcoming. We would have liked plates/utensils to heat up our breakfast food. We also would have loved to meet our hosts! Especially after we discovered that our granddaughter and their daughter were friends in the same class. Small world. The location near the school was optimal.
Stayed 1 night in Nov 2025

10/10 Excellent

Iriana J.

Liked: Cleanliness
Everything was clean and neat and welcoming
Stayed 1 night in Nov 2025

10/10 Excellent

Cecily L.

Liked: Cleanliness
Clean, comfortable accessible, and very responsive owner. Highly recommend :-)
Stayed 1 night in Oct 2025

10/10 Excellent

Firoze R.

Liked: Cleanliness
Perfect location, excellent communication. Served the purpose very well.
Stayed 1 night in Oct 2025

10/10 Excellent

SoYoung L.

Liked: Cleanliness
Very comfortable and clean. Shower pressure is excellent!
Stayed 2 nights in Oct 2025

10/10 Excellent

Anne D.

Liked: Cleanliness
We had a lovely visit. It was nice and quiet and parking was perfect.
Stayed 5 nights in Sep 2025

10/10 Excellent

Christine G.

Liked: Cleanliness
The room was clean, comfortable and quiet. We enjoyed sleeping with the windows open, listening to the night insects in a very peaceful, quiet neighborhood.The bed was comfortable, and the bathroom was spacious with lots of linens, soaps. We especially appreciated the bowl of travel toiletries, first aid needs, cold/sinus needs, and many other travel size products!We didn't get a chance to use the pool, but it looked very inviting. Our host was extremely gracious and promptly responded when we had a question.We highly recommend this apartment, and would stay here again!
Stayed 1 night in Sep 2025

10/10 Excellent

Sandra S.

Liked: Cleanliness
Beautiful property, immaculately kept in lovely neighborhood. Responsive and thoughtful host!
Stayed 1 night in Sep 2025

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

Mary

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
A charming studio in a quiet neighborhood. great directions from host on how to use the property -
Stayed 1 night 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

Mindy

Liked: Cleanliness, amenities, property conditions & facilities
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

Mario

Liked: Cleanliness, amenities, property conditions & facilities
Very pretty location. Few minutes drive to town center.
Stayed 1 night in Jun 2025