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First Floor Studio Apartment in Historic Chestertown

Photo gallery for First Floor Studio Apartment in Historic Chestertown

A house with a swimming pool, surrounded by a fence, and two red umbrellas. - First Floor Studio Apartment in Historic Chestertown (Chestertown)
A swimming pool with a curved edge, surrounded by a brick patio and a hedge. - First Floor Studio Apartment in Historic Chestertown (Chestertown)
A building with a balcony and large windows, surrounded by trees and a fence. - First Floor Studio Apartment in Historic Chestertown (Chestertown)
A bedroom with a bed, a ceiling fan, a painting, and a door leading to another room. - First Floor Studio Apartment in Historic Chestertown (Chestertown)
A closet with a wooden floor, a white door, and a blue bag on top. - First Floor Studio Apartment in Historic Chestertown (Chestertown)
At First Floor Studio Apartment in Historic Chestertown, you can look forward to an adjacent golf course, a playground and laundry facilities. In addition to a gym, guests can connect to free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pool
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Gym
The current price is NZ$279
includes taxes & fees
2 Nov - 3 Nov

Add dates for prices

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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About the area

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 Chesapeake Bay and Wilmer Park. Schooner Sultana and Garfield Center for the Arts at the Prince Theater are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and ecotours nearby. Visit our Chestertown travel guide
View more Apartments in Chestertown
Map
Chestertown, MD

What's nearby

  • A field of soybeans with a barn and silos in the background.
    Washington College
    6 min drive - 5.2 km
  • Wilmer Park
    5 min drive - 3.8 km
  • Sumner Hall
    5 min drive - 4.2 km
  • River Arts Chestertown
    6 min drive - 4.5 km
  • Chestertown Historic District
    6 min drive - 4.9 km

Getting around

  • Baltimore, MD (MTN-Martin State)
    110 min drive

Restaurants

  • Royal Farms
    7 min drive
  • McDonald's
    7 min drive
  • Dunkin
    6 min drive
  • Procolino's
    6 min drive
  • Royal Farms
    4 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 26 Oct 2026, prices found for a 1-night stay for 2 adults at First Floor Studio Apartment in Historic Chestertown on 2 Nov 2026 start from NZ$279, 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.

How much is parking at First Floor Studio Apartment in Historic Chestertown?

On-site parking is available at the 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 2 miles (3 km) of Wilmer Park, Sumner Hall and Schooner Sultana. Chestertown Historic District and River Arts Chestertown are also within 3 miles (5 km).

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Reviews

First Floor Studio Apartment in Historic Chestertown Reviews

9.8

Exceptional

9.8

Cleanliness

9.6

Location

9.8

Property conditions & facilities
Rating 10 - Excellent. 111 out of 130 reviews
Rating 8 - Good. 15 out of 130 reviews
Rating 6 - Okay. 2 out of 130 reviews
Rating 4 - Poor. 2 out of 130 reviews
Rating 2 - Terrible. 0 out of 130 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A beautiful and comfortable accomodations.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thoughtful touches at every turn made our two-night, last-minute stay even more enjoyable. We appreciated the clean room, the stocked mini-fridge, and the location that was close to all we wanted to do.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
This property is delightful. It's very "beachy" and relaxing. There are lots of thoughtful amenities which made our stay smooth. The only thing I would mention is that the property is reached by a set of six stair steps, even though strictly speaking it is on the first floor of the house. That wasn't a problem for us. Other than that, we can highly recommend it. We thoroughly enjoyed our stay here. (My husband wants me to mention that he loved the bed and slept very well.)
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely, clean apartment in a great location near Chestertown. Easy check-process and great recommendations on local places to eat.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, comfortable accessible, and very responsive owner. Highly recommend :-)
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable and clean. Shower pressure is excellent!
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location, excellent communication. Served the purpose very well.
Stayed 1 night in Oct 2025
Verified review

8/10 Good

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

Nice getaway

A comfortable, charming getaway in a great location
Stayed 1 night in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Access to the pool and hot tub was great! Quiet and easily accessable
Stayed 1 night in Aug 2023
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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
Verified review

8/10 Good

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

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

Chestertown

Lovely. Owners were friendly and helpful. Handy laundry facilities in unit.
Stayed 2 nights in Apr 2025
Verified review

8/10 Good

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

Cozy apartment

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

10/10 Excellent

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Very clean, excellent communications,
Stayed 2 nights in Jan 2025
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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

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