First Floor Studio Apartment in Historic Chestertown

Chestertown, Maryland
$159 avg/night
Minimum Stay 1 Nights
Bed 1

Bed

Bath 1

Bath

Home Apartment

Property Type

Sleep 3

Max Sleeps

Night 1 nights

Min Stay

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 availableat 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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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided Sofa Bed
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Ice Maker Microwave Paper Towels Refrigerator
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Electric Car Charging Station On Site Onsite Parking Street Parking Available Wheelchair-accessible Parking And Van Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Outdoor Furniture Patio
  • POOL/SPA

    Fence Around The Pool Outdoor Pool Private Pool
  • BATHROOMS

    1 Bathroom Hair Dryer Shampoo Shower Soap Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Center Fitness Facilities Nearby Golf Privileges Golfing On Site Hiking Nearby Horse Riding Nearby Power Boating Nearby Water Skiing Nearby Water Tubing Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Children's Games Playground
  • LOCATION HIGHLIGHTS

    In A Rural Location Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Bay Next To A Golf Course
  • SERVICES AND CONVENIENCES

    Safe
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Wheelchair-accessible Parking Wheelchair-accessible Van Parking

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 3

Map Map

School District Availability

Review Review

  • Mary

    Submitted Aug 10, 2025

    Stayed Aug 9, 2025

    A charming studio in a quiet neighborhood. great directions from host on how to use the property -

  • Mindy

    Submitted Jun 20, 2025

    Stayed Jun 17, 2025

    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!

  • Mario

    Submitted Jun 19, 2025

    Stayed Jun 13, 2025

    Very pretty location. Few minutes drive to town center.

  • Shawn

    Submitted Jan 7, 2025

    Stayed Jan 5, 2025

    Very clean, excellent communications,

  • Barbara

    Submitted Aug 31, 2023

    Stayed Aug 28, 2023

    We liked the hot tub tho' it wasn't very hot. Comfortable bed. Spacious bathroom. Some items were missing. For example there was a nice coffee maker but no mug or cup. The table and chairs were inadequate: not comforatable or useful to write or eat. The host was responsive.

  • bruce

    Submitted Aug 11, 2023

    Stayed Aug 5, 2023

    Access to the pool and hot tub was great! Quiet and easily accessable

  • Craig

    Submitted Oct 9, 2022

    Stayed Sep 14, 2022

    Beautiful

  • Karen

    Submitted Sep 12, 2022

    Stayed Sep 9, 2022

    Loved the backyard view onto the golf course.

  • David

    Submitted Jul 12, 2022

    Stayed Jul 8, 2022

    The property was clean and comfortable and the owners were friendly and were quick to reply. I would definitely stay again.

  • S G.

    Submitted Apr 19, 2026

    Stayed Apr 16, 2026

    Exactly as advertised. Great room, clean and highly recommended.

  • Lisa v.

    Submitted Apr 16, 2026

    Stayed Mar 28, 2026

    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.

  • Rob C.

    Submitted Apr 4, 2026

    Stayed Apr 2, 2026

    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!

  • lesia k.

    Submitted Dec 7, 2025

    Stayed Nov 13, 2025

    Every thing was great

  • Cheryl W.

    Submitted Nov 27, 2025

    Stayed Nov 24, 2025

    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.

  • Iriana J.

    Submitted Nov 12, 2025

    Stayed Nov 8, 2025

    Everything was clean and neat and welcoming

  • Cecily L.

    Submitted Oct 21, 2025

    Stayed Oct 18, 2025

    Clean, comfortable accessible, and very responsive owner. Highly recommend :-)

  • Firoze R.

    Submitted Oct 21, 2025

    Stayed Oct 17, 2025

    Perfect location, excellent communication. Served the purpose very well.

  • SoYoung L.

    Submitted Oct 10, 2025

    Stayed Oct 2, 2025

    Very comfortable and clean. Shower pressure is excellent!

  • Anne D.

    Submitted Oct 2, 2025

    Stayed Sep 16, 2025

    We had a lovely visit. It was nice and quiet and parking was perfect.

  • Christine G.

    Submitted Sep 24, 2025

    Stayed Sep 12, 2025

    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!

  • Sandra S.

    Submitted Sep 7, 2025

    Stayed Sep 6, 2025

    Beautiful property, immaculately kept in lovely neighborhood. Responsive and thoughtful host!

  • Judy S.

    Submitted Aug 25, 2025

    Stayed Aug 22, 2025

    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.

  • Lisa O.

    Submitted Aug 17, 2025

    Stayed Aug 15, 2025

    Beautiful, spacious, and clean!

  • Alexander M.

    Submitted Aug 16, 2025

    Stayed Aug 12, 2025

    Amazing and neat and very private

  • Amber A.

    Submitted Aug 15, 2025

    Stayed Aug 7, 2025

    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!

  • judith v.

    Submitted Aug 13, 2025

    Stayed Aug 10, 2025

    All was excellent. I do prefer a firmer mattress though - my only downside to our visit.

  • Susan A.

    Submitted Aug 6, 2025

    Stayed Jul 19, 2025

    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!

  • Victoria P.

    Submitted Aug 4, 2025

    Stayed Jul 27, 2025

    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.

  • Balon T.

    Submitted Jul 20, 2025

    Stayed Jul 13, 2025

    Booking, the stay, and the communication was great. Cute downtown within a mile and half. Room was spacious, clean, and had everything you need.

  • Randy B.

    Submitted Jun 30, 2025

    Stayed Jun 28, 2025

    Wonderful stay in a beautiful location convenient to everything. Host was outstanding.

  • Jackie O.

    Submitted Jun 9, 2025

    Stayed May 22, 2025

    Great situation for us in every way.

  • Betsy T.

    Submitted May 12, 2025

    Stayed May 10, 2025

    An exceptionally clean studio with plenty of space, a large full bath and comfortable bed. The owner also provided lots of nice extras.

  • Valarie S.

    Submitted May 10, 2025

    Stayed May 8, 2025

    Perfect set up for a short stay. Refrigerator, microwave and nespresso machine provided so basics are covered. Would definitely stay here again.

  • Michelle S.

    Submitted May 2, 2025

    Stayed Apr 16, 2025

    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.

  • Peter E.

    Submitted Apr 27, 2025

    Stayed Apr 10, 2025

    Lovely. Owners were friendly and helpful. Handy laundry facilities in unit.

  • Christine C.

    Submitted Mar 30, 2025

    Stayed Mar 29, 2025

    Clean, well appointed, plenty of space, all small amenities were thought of. We would definitely come back. Very responsive owner too!

  • Jennifer M.

    Submitted Mar 23, 2025

    Stayed Mar 21, 2025

    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!

  • Donald M.

    Submitted Feb 9, 2025

    Stayed Feb 7, 2025

    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.

  • Lesley E.

    Submitted Dec 9, 2024

    Stayed Nov 23, 2024

    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!

  • Deborah P.

    Submitted Dec 8, 2024

    Stayed Dec 7, 2024

    Our second time staying at this property did not disappoint. Beautiful home, great location. Hosts are wonderful and easy to communicate with.

  • Laurie P.

    Submitted Nov 9, 2024

    Stayed Nov 8, 2024

    EasyvPeasy place.

  • Andrew R.

    Submitted Nov 2, 2024

    Stayed Oct 31, 2024

    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.

  • Deborah P.

    Submitted Oct 28, 2024

    Stayed Oct 26, 2024

    We had a wonderful stay. The apartment was lovely, clean and very close to town. Highly recommend!

  • Liane D.

    Submitted Sep 12, 2024

    Stayed Aug 31, 2024

    Just what we needed for the night! Thank you

  • Aaron B.

    Submitted Sep 8, 2024

    Stayed Sep 7, 2024

    Great

  • Charles B.

    Submitted Sep 1, 2024

    Stayed Aug 19, 2024

    The property is in a lovely neighborhood, nestled along the Country Club golf course and not too far from the Chester River. The entrance could use some love; cut back the tree where guest are to park and power wash the entry brick sidewalk, steps and deck. The studio was as shown in the Vrbo posted pictures. I would have liked a sitting chair with arms, otherwise seating is limited. The bed is fine and bathroom was very clean and plenty of towels etc. Coffee espresso maker only has tiny cups. The mini fridge needs a good thawing out, it was frozen over. We would certainly stay at this property in the future. It is maybe a 5 minute drive to the downtown area, which makes this an extra great gem!

  • Diane G.

    Submitted Aug 25, 2024

    Stayed Aug 23, 2024

    Check in and out was easy. The room was nice and clean. The deck area was dirty and had 1 broken chair. The pool was not full and the hot tub was not open.

  • Elizabeth L.

    Submitted Aug 15, 2024

    Stayed Aug 14, 2024

    Stayed here to move my daughter into her dorms so we just used it for an overnight and it was perfect for us. The fold out futon was a little small for my daughter so she just slept in bed with me. When I bring my five year-old with me to visit, that could work for him. So for us it was perfect fit. The room was clean and ready, and the host was amazing at communication. Thank you for our stay!

  • Judy O.

    Submitted Aug 14, 2024

    Stayed Aug 9, 2024

    Great property, inside accommodations were clean and comfortable. Host was easy to communicate with and very responsive to questions. We wanted to use the hot tub but we didn't know the hot tub was seasonal. The pool had a vacuum in it 24/7 and we were not comfortable swimming in it. I understand that is a mayter of preference. The studio apartment is great for short stays. Would stay there again.

  • Craig J.

    Submitted Aug 9, 2024

    Stayed Aug 7, 2024

    Owners are a plus. Location VG. Privacy excelleny

  • Theresa M.

    Submitted Aug 4, 2024

    Stayed Aug 2, 2024

    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!

  • Stephanie T.

    Submitted Aug 2, 2024

    Stayed Aug 1, 2024

    Quiet neighborhood and the best place to stay.

  • Hilary G.

    Submitted Jul 23, 2024

    Stayed Apr 6, 2024

    A comfortable, charming getaway in a great location

  • Jean Marie r.

    Submitted Jul 23, 2024

    Stayed Jul 18, 2024

    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.

Your dates are Available!

Total

Includes taxes and fees
$159+
View details