Title: Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=118131300&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access Apartment in Chestertown with kitchen and balcony ## Photo gallery for Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access ![Pool - Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access (Chestertown)](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/8266855e.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access (Chestertown)](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/49dceb1c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access (Chestertown)](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/afbe5ced.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior detail - Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access (Chestertown)](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/6f891835.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access (Chestertown)](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/w1075h1080x5y0-d2ed6db8.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Take advantage of a firepit, a garden, and laundry facilities at Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access. Stay connected with free in-room WiFi. ## Reviews 10 Exceptional ### Entire apartment 2 bedrooms2 bathrooms ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - Air conditioning - Outdoor Space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire apartment to yourself and will only share it with other guests in your party. ### Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access • Embrace historic charm in our exquisitely renovated third-floor walk-up, located in a beautiful historic building in the Chestertown Historic District. • Perfectly positioned to overlook Fountain Park and within walking distance of Washington College and all of downtown Chestertown. • Enjoy unique furnishings that blend early 1900s decor with modern comforts. • Indulge in luxury amenities with priority booking access at Park Row Floats, a renowned exclusive Float Spa located just below the space. Pippin’s Retreat offers: • Two bedrooms, each featuring a queen bed. • Two full bathrooms, with the primary bedroom offering an ensuite. • A large, fully-equipped modern kitchen with a view of Fountain Park. • A comfortable living room with characteristic furnishings, opening onto a sizeable back deck - perfect for relaxing or entertaining. • We use Melaleuca's nontoxic, plant-based cleaning products to ensure a healthy, chemical-free environment for your stay. Guest access • You will have the entire third floor to yourself, including the large back deck that provides an elevated view across the historic rooftops of Chestertown. • Access through the rear exterior staircase or enjoy walking up the original historic stairway inside the main front lobby, with its charmingly narrow design reflective of the early era. Other things to note • We cherish the building's historic elements and ask guests to be mindful of the unique charm of the narrow staircase. • Visit the Park Row Floats website to make a Spa appointment. • We use Melaleuca's nontoxic, plant-based cleaning products to ensure a healthy, chemical-free environment for your stay. These eco-friendly cleaners leave your space fresh and welcoming, perfect for guests with sensitivities or anyone looking to avoid harsh chemicals. Relax knowing your comfort and the planet are prioritized - ideal for Washington College parents cheering on their students! ## Property amenities ### Internet - Available in the apartment: Free WiFi ### Parking and transportation - Electric car charging station on site - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Kitchen island - Microwave - Oven - Paper towels - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Games - Smart TV ### Outdoor areas - Balcony - Firepit - Garden ### Laundry - Laundry facilities - Washing machine ### 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. - 32 steps to reach entrance - Area rugs in public areas - Handrails in stairways - Smooth flooring in public areas - Upper floors accessible by stairs only - Well-lit path to entrance - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center ### 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 - Deadbolt lock ### General - At least 80% lighting from LEDs - Double-glazed windows - Electric car charging station - Energy-saving switches in guestrooms - Garden - Recycling ## Similar properties ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83930000/83926700/83926700/a6f0c6ca.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic Downtown Garden Oasis with Private Patio Chestertown - Kitchen - Free WiFi - Air conditioning - Outdoor Space 10 Exceptional 45 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=83926700&PinnedHotelID=83926700&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/65000000/65000000/64994000/64993941/8455e483.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown! 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Failure to complete these may result in a negative review from the host. ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know 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 Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock 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 ### We should mention This property does not have elevators ## About the area Located in Chestertown, this apartment is in the city center. Garfield Center for the Arts at the Prince Theater and Historical Society of Kent County Maryland are cultural highlights, and some of the area's activities can be experienced at Rolphs Wharf Marina and Cassinelli Winery and Vineyards. Crumpton Auction and Hazel Miner Monument are also worth visiting. [Visit our Chestertown travel guide](https://www.expedia.ca/Chestertown.dx7215) [View more Apartments in Chestertown](https://www.expedia.ca/Chestertown-Apartments.d7215-aaApartments.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=39.206604,-76.06557&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:klinFxpgoM%3FS%3FU%40S%3FS%40S%40S%3FS%40SBS%40S%40SBSBSBSBS%40SDQBSDSBQDSDQDQDQDQFQDSFQDQFOFQHQFOFQHOFOHQFMHQHMJOFOJMHMJOHMJMJKJMJMJKJKJKJMLKJILKLIJKLILILGLKJENILILELGNGLGLENELENELCNENELCNCLCNANCNANALANAN%3FNAN%3FN%3FN%3FL%3FN%40N%3FN%40N%40N%40L%40NBN%40LBNBNBLDNDNBLDNDLDLDNFLFLFLDNHLHLFLHJFLJLFLJLHJJLHJJJLLJJJHLLJJLHJJLHLJNHLJLHNHNHNHNHLFPHNFNHPFNFPFPFNDPFPFRDPDPFPDPBRDPDPBRDRBPBRBRBR%40RBR%40RBR%40R%40R%40R%3FR%40R%40R%3FR%3FT%3FR%3FR%3FR%3FRARAR%3FRATARAPCRARCRARCRCRCRCPERCREPEPCREPGPEREPGPGPEPGPGPGNGPINGNIPGNINILIPILINKNIJKNILKLILKLMJILKJMJKJKJMHKJMJMHMHMHKHMFMHMFOHMFMFMDOFMDMDODMDODODMBOBOBMBOBO%40MBO%3FO%40OBO%3FO%3FM%3FO%3FO%3FO%3FO%3FO%3FOCMAO%3FOCOAOCMCOCMCOCOEMEOEMEOEMEMGOEMGMGMIOGKGMIMIMIMIKIMKMKKIMKKKKKKKKMKKKMKMKMIMKOIKKOGOKMIOIOGOIOGQIOGOGQIOGQGQEQGQEQGQESEQEQEQESCQESCSEQASCSCSCSCSASASCQAS%3FUASAS%3FSAS%3FS%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=PRh08_NedbH3QRd3tWhSXSKxpN8=) Chestertown, MD ### What's nearby - ![Eastern Shore Maryland, USA is between the Chesapeake bay and Delaware Bay. There are so many farms and fresh produce in this area just 20 minutes from the surrounding water ways. There are also small venues to eat and all have great crabs and crab bisque.](https://images.trvl-media.com/place/7215/6507b0e9-7981-44e0-9a0d-e95b6eb38908.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Washington College 6 min walk \- 0.6 km - River Arts Chestertown 2 min walk \- 0.2 km - Historical Society of Kent County Maryland 3 min walk \- 0.3 km - Chestertown Historic District 3 min walk \- 0.3 km - Wilmer Park 6 min walk \- 0.6 km ### Getting around - Baltimore, MD (MTN-Martin State) 105 min drive ### Restaurants - Royal Farms 3 min walk - Dunkin 2 min drive - McDonald's 3 min drive - Procolino's 2 min drive - 7-Eleven 3 min walk ## Frequently asked questions ### Is Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access pet-friendly? ### How much does it cost to stay at Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access? ### How much is parking? ### What time is check-in at Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access? ### What time is check-out at Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access? ### Where is Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 3 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ### 10 Property conditions & facilities ## Reviews ### 10/10 Excellent #### Jason Jul 20, 2025 Liked: Cleanliness, amenities, property conditions & facilities, communication We had a great stay. Property was updated, clean and in a nice part of town walkable to everything. We would definitely stay here again and are looking forward to it. ##### Jason Stayed 2 nights in Jul 2025 ### 10/10 Excellent #### Jason B. Aug 13, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great location right downtown! Very comfortable beds. Highly recommend! ##### Jason B. Stayed 3 nights in Aug 2025 ### 10/10 Excellent #### Us Oct 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Very nice and clean. Would stay again if in the area. Very good location. ##### Us Stayed 2 nights in Oct 2025 ## Expedia's Latest Trends ### Hotels > [Sunset Ridge 3 Bedroom House](https://www.expedia.ca/Cumberland-Hotels-Sunset-Ridge-3-Bedroom-House.h32721388.Hotel-Information) > > [TownePlace Suites Bowie Town Center](https://www.expedia.ca/Annapolis-Hotels-TownePlace-Suites-Bowie-Town-Center.h1185103.Hotel-Information) > > [Lake Escape 5 Bedroom House](https://www.expedia.ca/Cumberland-Hotels-Lake-Escape-5-Bedroom-House.h32720708.Hotel-Information) > > [The Lodge at Great Oak Landing](https://www.expedia.ca/Chestertown-Hotels-The-Lodge-At-Great-Oak-Landing.h96826266.Hotel-Information) > > [The Pines 3 Bedroom House](https://www.expedia.ca/Cumberland-Hotels-The-Pines-3-Bedroom-House.h32721105.Hotel-Information) > > [Hyatt Regency Chesapeake Bay](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) > > [Sleep Inn & Suites Near Joint Base Andrews - Washington Area](https://www.expedia.ca/Waldorf-Hotels-Sleep-Inn-Suites-Near-Joint-Base-Andrews-Washington-Area.h2001534.Hotel-Information) > > [Cherry Cove Cottage 2 Bedroom House](https://www.expedia.ca/Cumberland-Hotels-Cherry-Cove-Cottage-2-Bedroom-House.h32720784.Hotel-Information) > > [Cozy 1-bedroom efficiency apartment with private entrance in Westminster.](https://www.expedia.ca/Westminster-Hotels-Cozy-1-Bedroom-Second-Floor-Apartment-With-Private-Entrance-In-Westminster.h110783291.Hotel-Information) > > [Tucked Inn 4 Bedroom House](https://www.expedia.ca/Cumberland-Hotels-Tucked-Inn-4-Bedroom-House.h32720819.Hotel-Information) > > [Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area](https://www.expedia.ca/Edgewood-Hotels-Wingate-By-Wyndham-Bel-Air-I-95-Exit-77A.h56432.Hotel-Information) > > [Rocky Gap Casino & Resort](https://www.expedia.ca/Cumberland-Hotels-Rocky-Gap-Casino-Resort.h119318.Hotel-Information) > > [Robert Morris Inn](https://www.expedia.ca/Oxford-Hotels-Robert-Morris-Inn.h1501598.Hotel-Information) > > [Travelodge by Wyndham Brunswick near Frederick](https://www.expedia.ca/Frederick-Hotels-Travelodge-By-Wyndham-Brunswick-Near-Frederick.h890617.Hotel-Information) > > [Four Seasons 4 Bedroom Apartment](https://www.expedia.ca/Cumberland-Hotels-Four-Seasons-4-Bedroom-Apartment.h32721028.Hotel-Information) > > [Hilton Garden Inn Annapolis Downtown](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) > > [The Hotel at the University of Maryland](https://www.expedia.ca/College-Park-Hotels-The-Hotel-At-The-University-Of-Maryland.h19715080.Hotel-Information) > > [Top Floor Standard Deluxe](https://www.expedia.ca/North-East-Hotels-Sandy-Cove-Ministries-Third-East-Standard-Deluxe.h71447308.Hotel-Information) > > [Fire Pit, Hot Tub, Suites & Scenery Await!](https://www.expedia.ca/McHenry-Hotels-NEW-Lakefront-Home-WPrivate-Dock.h83923588.Hotel-Information) > > [Secluded Lake Escape w/ Dock, Fire Pit & Views](https://www.expedia.ca/Oakland-Hotels-New-Sylvan-Sweet-Lakefront.h97539454.Hotel-Information) > > [Holiday Inn Express & Suites Clear Spring by IHG](https://www.expedia.ca/Hagerstown-Hotels-Holiday-Inn-Express-Suites-Clear-Spring.h2710513.Hotel-Information) > > [Econo Lodge Andrews Air Force Base](https://www.expedia.ca/Waldorf-Hotels-Econo-Lodge-Andrews-Air-Force-Base.h20372.Hotel-Information) > > [Gaithersburg Marriott Washingtonian Center](https://www.expedia.ca/Bethesda-Hotels-Gaithersburg-Marriott-Washingtonian-Center.h13778.Hotel-Information) > > [Sleepy Pines](https://www.expedia.ca/Cumberland-Hotels-Sleepy-Pines.h40218024.Hotel-Information) > > [Cumberland Inn and Spa](https://www.expedia.ca/Cumberland-Hotels-Cumberland-Inn-And-Spa.h21228325.Hotel-Information) > > [The Rockville Hotel, a Ramada by Wyndham](https://www.expedia.ca/Bethesda-Hotels-The-Rockville-Hotel.h34565.Hotel-Information) > > [Mountain Top Ski In/Out Chalet w/ Hot Tub](https://www.expedia.ca/McHenry-Hotels-New-Bear-Bottom-Lodge-Lake-Area.h88728888.Hotel-Information) > > [Boston Inn](https://www.expedia.ca/Frederick-Hotels-Boston-Inn.h1219619.Hotel-Information) > > [Americas Best Value Inn Princess Anne](https://www.expedia.ca/Salisbury-Hotels-Americas-Best-Value-Inn-Princess-Anne.h871786.Hotel-Information)