Chestertown Rentals USA Maryland Chestertown

First Floor Studio Apartment in Historic Chestertown | Apartment in Chestertown

9.6 (91 Reviews) |   1 Bedroom  1 Bathroom  3 Guests  Stay&Play
Chestertown Apartment | First Floor Studio Apartment in Historic Chestertown

1 Bedroom Apartment in 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*

First Floor Studio Apartment in Historic Chestertown is located in Chestertown. First Floor Studio Apartment in Historic Chestertown provides accommodation, featuring Fireplace/Heating, Parking, View, among other amenities. This Apartment features Fireplace/Heating, Parking, View, to make your stay a comfortable one.

First Floor Studio Apartment in Historic Chestertown has 1 Bedroom , 1 Bathroom, and max occupancy of 3 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Apartment because of the excellent services rendered by the owner or manager of this Apartment, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Apartment has a friendly neighborhood, and the Chestertown has interesting places to visit. If you want to learn more about the Apartment in Chestertown, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pool
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 20
Check-out Check-out before 11:00 am contactless check-out available
Child Policy Children are welcome.
Pet Policy Pets not allowed
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number 025962 safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Chestertown, 21620, United States

What Our Guests say 500 + Reviews

Mar 31, 2025 12:19:11 AM
Summary: Clean, well appointed, plenty of space, all small amenities were thought of. We would definitely come back. Very responsive owner too!
Christine C. Christine C.
Mar 24, 2025 06:36:33 AM
Summary: 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!
Jennifer M. Jennifer M.
Feb 10, 2025 04:01:26 AM
Summary: 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.
Donald M. Donald M.
Jan 8, 2025 02:07:53 AM
Summary: Very clean, excellent communications,
Shawn Shawn
Dec 10, 2024 05:35:06 AM
Summary: 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!
Lesley E. Lesley E.
Dec 9, 2024 02:32:50 AM
Summary: Our second time staying at this property did not disappoint. Beautiful home, great location. Hosts are wonderful and easy to communicate with.
Deborah P. Deborah P.
Nov 10, 2024 04:43:49 AM
Summary: EasyvPeasy place.
Laurie P. Laurie P.
Nov 3, 2024 06:57:43 AM
Summary: 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.
Andrew R. Andrew R.
Oct 28, 2024 08:22:00 AM
Summary: We had a wonderful stay. The apartment was lovely, clean and very close to town. Highly recommend!
Deborah P. Deborah P.
Sep 12, 2024 10:18:30 PM
Summary: Just what we needed for the night! Thank you
Liane D. Liane D.

FAQ's

Is this Chestertown apartment pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Chestertown apartment have a swimming pool?

Yes, this Chestertown apartment has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Chestertown apartment?

Best-rates for the Chestertown apartment starts from $134 per night with includes TV, Wellness Facilities, Fireplace/Heating, Parking, View, Private Pool, Sports/Activities, Child Friendly, Hot Tub, Internet, Pool, Security/Safety, Kitchen, Laundry, Barbecue/Outdoor Cooking, Air Conditioner, Ocean View, Balcony/Terrace, Bedding/Linens StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Chestertown apartment a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this apartment Good or guests have recommended them suitable for families. As reported by the owner or manager, the apartment has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chestertown apartment wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chestertown apartment has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Chestertown apartment?

Based on the information reported by the owner or manager, the Chestertown apartment indicates 1 day stay policy at this apartment. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Chestertown apartment?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chestertown apartment are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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