Newly restored apartment in the heart of Chestertown | Apartment in Chestertown

9.8 (26 Reviews) |   2 Bedrooms  1 Bathroom  4 Guests
Chestertown Apartment | Newly restored apartment in the heart of Chestertown

2 Bedroom Apartment in Chestertown

Newly renovated apartment in downtown Chestertown. Directly across the street from Evergrain Bakery. In the center of all Chestertown has to offer. This apartment span the entire front of a recently restored building, built in 1877. Open living room/dining area/kitchen Historic character with all modem conveniences, including dishwasher, washer/dryer, TV with AppleTv and high speed wifi internet access. Off street parking for one car on first come first served basis with ample street parking.

Newly restored apartment in the heart of Chestertown is located in Chestertown. Newly restored apartment in the heart of Chestertown provides accommodation, featuring Air Conditioner, Security/Safety, Bedding/Linens, among other amenities. This Apartment features Air Conditioner, Security/Safety, Bedding/Linens, to make your stay a comfortable one.

Newly restored apartment in the heart of Chestertown has 2 Bedrooms , 1 Bathroom, and max occupancy of 4 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
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm minimum check-in age: 18
Check-out Check-out before 11:00 am
Child Policy Children are welcome.
Pet Policy Pets not allowed
Smoking Policy Smoking is not permitted
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip host has not indicated whether there is a smoke detector on the property onsite parties or group events are strictly prohibited 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, USA

What Our Guests say 500 + Reviews

May 27, 2025 07:40:23 AM
Summary: We stayed here for Memorial weekend and the location was perfect for watching the Tea Party Parade! The property is directly across the street from Evergrain which is perfect for coffee and baked goods. Shopping was within walking distance which was so convenient. Beds were very comfortable and the place was really clean. We will definitely stay here again!
Douglas G. Douglas G.
May 15, 2025 09:26:00 PM
Summary: Booked this for a wedding since there were limited hotel options in town and everyone was jealous of our setup! Everything was spotless and the place is adorable. Worked out perfectly and you are walking distance from everything in town. Highly recommend!
Eliza M. Eliza M.
May 2, 2025 11:13:10 PM
Summary: We had a great experience and stay in Chestertown. We stayed during Easter weekend so we could visit out son at Washington College. The apartment is in a great location. Our host was fantastic and very helpful. We will definitely be booking again next year.
Jeffrey W. Jeffrey W.
Apr 30, 2025 12:04:47 AM
Summary: Great place / very spacious/ bed super comfy - kitchen has everything you need. Easy entry instructions - best location right downtown - near everything and an easy walk up to the college. Looking forward to staying here again!
Karen G. Karen G.
Mar 23, 2025 11:34:26 PM
Summary: We loved this apartment. The communication with the owner was very timely and clear!
April D. April D.
Mar 2, 2025 11:20:58 PM
Summary: Nice downtown location.
Russell C. Russell C.
Nov 8, 2024 08:48:28 PM
Summary: We fell in love with Chestertown and are so glad we stayed in the heart of downtown at this charming vrbo. Everything was perfect. Will return and recommend
Katherine P. Katherine P.
Aug 19, 2024 06:16:09 AM
Summary: Awesome
Dan B. Dan B.
May 13, 2024 03:38:23 AM
Summary: This was a great apartment in an excellent location. We visited Washington college and attended a sailing regatta. The Evergrain Bakery across the street was amazing. Shops and restaurants all within walking distance! Apartment was well stocked, nicely decorated and clean! Also very close to the Hodson boathouse. It was a 3 minute drive!
Michelle K. Michelle K.
Apr 30, 2024 06:48:58 AM
Summary: The location was great. The decor was pretty and all very comfortable
Tamara H. Tamara H.

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?

No, this Chestertown apartment does not have 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 $298 per night with includes Security/Safety, Bedding/Linens, Fireplace/Heating, Child Friendly, Kitchen, Parking, Wellness Facilities, Guest Services, Internet, Laundry, Air Conditioner 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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  • Air Conditioner
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