Title: The Waterfront Retreat- With Sauna and Hot Tub! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=121069747&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Waterfront Retreat- With Sauna and Hot Tub! Waterfront vacation home with kitchen and balcony ## Photo gallery for The Waterfront Retreat- With Sauna and Hot Tub! ![Fridge, microwave, oven, stovetop - The Waterfront Retreat- With Sauna and Hot Tub! (Chestertown)](https://images.trvl-media.com/lodging/122000000/121070000/121069800/121069747/w1329h900x0y0-b5a3cb14.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - The Waterfront Retreat- With Sauna and Hot Tub! (Chestertown)](https://images.trvl-media.com/lodging/122000000/121070000/121069800/121069747/a7d79664.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool - The Waterfront Retreat- With Sauna and Hot Tub! (Chestertown)](https://images.trvl-media.com/lodging/122000000/121070000/121069800/121069747/e5dd34ff.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - The Waterfront Retreat- With Sauna and Hot Tub! (Chestertown)](https://images.trvl-media.com/lodging/122000000/121070000/121069800/121069747/86094ec4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - The Waterfront Retreat- With Sauna and Hot Tub! (Chestertown)](https://images.trvl-media.com/lodging/122000000/121070000/121069800/121069747/95cb1479.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies At The Waterfront Retreat- With Sauna and Hot Tub!, you can look forward to a firepit, a garden, and a sauna. Guests can connect to in-room WiFi. ## Reviews 10 Exceptional ### Entire home 4 bedrooms4 bathrooms ## Popular amenities - Kitchen - Washer - Dryer - Air conditioning - Outdoor Space - Parking available ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### The Waterfront Retreat- With Sauna and Hot Tub! Welcome To Paradise! Experience Waterfront luxury at this renovated retreat in a very quiet Chestertown neighborhood. The home features an open layout, spacious living room with sweeping bay views. Enjoy the private guest house, heated pool, private beach and spacious deck for some of the most beautiful sunsets you\`ve ever seen. Just minutes from historic downtown, experience comfort with coastal charm—perfect for relaxing, entertaining, or exploring the Eastern Shore. Some days you simply won\`t want to leave the house! Enjoy the sparkling pool with lounge chairs. The expansive waterfront porch is the perfect spot for a morning coffee or enjoying the best sunset views on the East Coast. The back patio also includes an outdoor dining area, hot tub, sauna, and the spacious guest house deck. Fire up the grill or black stone for a crab feast, or simply relax as sailboats drift by. With a quiet neighborhood and some of the most incredible views, this is an ideal spot for a couples’ retreat, family vacation, or friends’ getaway. BRING YOUR BOAT! We are right up the road from Tolchester Marina. They rent slips for an average of $100 per night. The Property Layout Consists Of The Main Home and a Guest House Next To The Pool THE INTERIOR SPACE: Lightning-fast Wi-Fi Laundry area with washer + dryer (detergent provided) Multiple sitting areas with plush furniture Single-level main home plus separate guest house KITCHEN + DINING AREA (Main Home): \- Fully-equipped kitchen with cooking + baking essentials (no food) \- Large dining table for 6 \- Kitchen island with seating \- Stove + oven \- Refrigerator + freezer \- Microwave \- Dishwasher (detergent provided) \- Coffee maker + mugs \- Kitchen knife block set \- Dishes, silverware, glasses LIVING ROOM: \- Smart TV \- Comfortable sofa and armchairs \- Throw pillows + blankets THE SLEEPING ARRANGEMENTS – Main Home + Guest House: \- Bedroom 1 (Master): King bed with an expansive Bathroom \- Bedroom 2: King Bed + Smart TV \- Bedroom 3: King Bed \- Guest House (Bedroom 4) Sleeps 4: Open living/sleeping area with pull down Queen bed and pull out sofa, kitchen, full bath, and balcony with water views BATHROOMS – 3.5: \- Bathroom 1: Full bath with walk-in shower, double vanity (In the Master) \- Bathroom 2: Full bath with tub/shower combo (In Between Bedrooms Two and Three) \- Bathroom 3: Full bath with shower (GUEST HOUSE) \- Half bath: Powder room off main living area THE OUTDOOR SPACE: \- Private pool with lounge chairs \- Spacious deck with dining table \- Gas grill \- Blackstone griddle \- Expansive lawn with water frontage \- Parking for multiple vehicles in the driveway \- Garage / Arcade Room \- Changing room for pool use \- Storage for water toys \- Outdoor chairs LOCAL FAVORITES: \- Historic Downtown Chestertown – 10 minutes \- Washington College – 10 minutes \- Eastern Neck National Wildlife Refuge – 20 minutes \- Rock Hall (waterfront dining & marinas) – 25 minutes \- Baltimore – \~1.5 hours \- Washington, DC – \~1.5 hours The house, pool, are exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. A Few Additional Notes: 1\. Please respect the neighborhood quiet hours from 10PM - 8AM 2\. Pool Heat: This property is equipped with pool heat. Heat is turned on from May 1st - May 30th, and again September 1st - 15th and is included with your stay at no extra costs. The temp is set to 80 degrees (or around there). Pool heat does not mean the pool water will be hot it just makes it a comfortable temp to swim in. 3\. The pool is closed for the Winter between September 15th - May 1st so please be sure to plan your vacation accordingly 4\. Upon booking, each guest will receive a guest rental agreement. This must be signed before the House Manual (which includes access instructions for the property) is sent. 5\. Pet Policy: This property is NOT pet friendly. Please note, if we find evidence of an unauthorized pet in the home, we will ask for it to be removed immediately and guests will be charged a $400 non-refundable fine. This is also grounds for immediate removal of the guests from the home. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Sauna ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 3.5 bathrooms ### Living spaces - Dining table ### Entertainment - TV ### Outdoor areas - Balcony - Barbecue grill - Firepit - Garden ### Laundry - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - On the waterfront ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Garden ## Similar properties ![Marina](https://images.trvl-media.com/lodging/124000000/123110000/123105100/123105067/1f6cb8c9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Tolhouse Short or Long-Term Essex - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=123105067&PinnedHotelID=123105067&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109890000/109882200/109882181/cbbfa1a9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront oasis near the Inner Harbor Key Highway - Kitchen - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=109882181&PinnedHotelID=109882181&HadPinnedHotel=true®ionId=-1&adults=2) ![Sun loungers](https://images.trvl-media.com/lodging/122000000/121850000/121842200/121842142/6c76a7bf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious & charming 3-bedroom rancher in Ferry Park section of Rock Hall Rock Hall - Washer - Dryer - Free WiFi - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=121842142&PinnedHotelID=121842142&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/121000000/120800000/120799800/120799738/c3743726.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 7-bedroom house in tranquil Fallston with fitness room, AC Fallston - Pool - Washer - Dryer - Pet friendly [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=120799738&PinnedHotelID=120799738&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/121000000/120700000/120694000/120693945/45d09f56.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 4-bedroom retreat house with plenty of parking Overlea - Washer - Dryer - Free WiFi - Air conditioning 10 Exceptional 1 review CA $401 CA $777 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-26&endDate=2026-01-27&selected=120693945&PinnedHotelID=120693945&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89760000/89752000/89751957/c3286590_edited_cf31.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy Cottage Dundalk - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=89751957&PinnedHotelID=89751957&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/94000000/93370000/93366800/93366726/94144341.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxe Houseboat: Breathtaking Skyline 360 Views Baltimore - Pool - Kitchen - Free WiFi - Air conditioning 10 Exceptional 22 reviews CA $399 CA $878 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-26&endDate=2026-01-27&selected=93366726&PinnedHotelID=93366726&HadPinnedHotel=true®ionId=-1&adults=2) ![Reception](https://images.trvl-media.com/lodging/111000000/110820000/110810400/110810356/7abc61ad.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Baltimore executive Furnished rentals Downtown Baltimore - Kitchen - Pet friendly - Parking included - Free WiFi 8.0 Very good 2 reviews CA $198 CA $412 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-26&endDate=2026-01-27&selected=110810356&PinnedHotelID=110810356&HadPinnedHotel=true®ionId=-1&adults=2) ![Porch](https://images.trvl-media.com/lodging/118000000/117520000/117514500/117514499/c407e8fd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Inn at Haven Harbour Rock Hall - Pool - Breakfast included - Pet friendly - Parking included 8.6 Excellent 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=117514499&PinnedHotelID=117514499&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby lounge](https://images.trvl-media.com/lodging/24000000/23690000/23686900/23686806/d7725583.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### SpringHill Suites Baltimore White Marsh/Middle River Middle River - Breakfast included - Parking included - Free WiFi - Restaurant 9.0 Wonderful 790 reviews CA $148 CA $171 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-26&endDate=2026-01-27&selected=23686806&PinnedHotelID=23686806&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 21 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### 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 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 This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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 ### Property is also known as 437893 ## About the area Located in Chestertown, this vacation home is on the waterfront. Rock Hall Harbor and Rolphs Wharf Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Eastern Neck National Wildlife Refuge and Chesapeake Bay. [Visit our Chestertown travel guide](https://www.expedia.ca/Chestertown.dx7215) [View more Vacation homes in Chestertown](https://www.expedia.ca/Chestertown-Private-Vacation-Homes.d7215-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C39.22074%2C-76.24106&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=yRnY1cxdMJdbxLPzkCHZI6MnVhQ=) 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 17 min drive \- 20.9 km - The Mainstay 13 min drive \- 15.1 km - Rock Hall Harbor 14 min drive \- 15.8 km - Waterman’s Museum 14 min drive \- 15.5 km - Ferry Park 15 min drive \- 16.9 km ### Getting around - Baltimore, MD (MTN-Martin State) 125 min drive ### Restaurants - Jellyfish Joel's 26 min drive - Tolchester Marina Beach Bar 16 min walk - Ford's Seafood 13 min drive - Waterman's Crab House 14 min drive - Harbor Shack 15 min drive ## Frequently asked questions ### Is The Waterfront Retreat- With Sauna and Hot Tub! pet-friendly? ### How much is parking? ### What time is check-in at The Waterfront Retreat- With Sauna and Hot Tub!? ### What time is check-out at The Waterfront Retreat- With Sauna and Hot Tub!? ### Where is The Waterfront Retreat- With Sauna and Hot Tub! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## The Waterfront Retreat- With Sauna and Hot Tub! Reviews ## Reviews 10 ### Exceptional ## Expedia's Latest Trends ### Hotels > [Charming 2 bedroom hotel suite in beautiful National Harbor.](https://www.expedia.ca/Washington-Hotels-Charming-2-Bedroom-Hotel-Suite-In-Beautiful-National-Harbor.h109356434.Hotel-Information) > > [Gaylord National Resort & Convention Center](https://www.expedia.ca/College-Park-Hotels-Gaylord-National-Resort-Convention-Center.h1777196.Hotel-Information) > > [The Lodge at Great Oak Landing](https://www.expedia.ca/Chestertown-Hotels-The-Lodge-At-Great-Oak-Landing.h96826266.Hotel-Information) > > [Staybridge Suites Washington DC East - Largo by IHG](https://www.expedia.ca/College-Park-Hotels-Staybridge-Suites-Washington-DC-East-Largo.h42493776.Hotel-Information) > > [Hyatt Place National Harbor](https://www.expedia.ca/College-Park-Hotels-Hyatt-Place-National-Harbor.h53607104.Hotel-Information) > > [Days Inn by Wyndham Camp Springs/Andrews AFB DC Area](https://www.expedia.ca/College-Park-Hotels-Days-Inn-By-Wyndham-Camp-SpringsAndrews-AFB-DC-Area.h10908.Hotel-Information) > > [Comfort Inn Largo-Washington DC East](https://www.expedia.ca/Upper-Marlboro-Hotels-Comfort-Inn.h19389.Hotel-Information) > > [MGM National Harbor Resort & Casino](https://www.expedia.ca/College-Park-Hotels-MGM-National-Harbor-Resort-Casino.h17230833.Hotel-Information) > > [Bethesda North Marriott Hotel & Conference Center](https://www.expedia.ca/Bethesda-Hotels-Bethesda-North-Marriott-Hotel-Conference-Center.h1100230.Hotel-Information) > > [Hotels near White River Amphitheatre](https://www.expedia.ca/White-River-Amphitheatre-Hotels.0-l6127664-0.Travel-Guide-Filter-Hotels) > > [Club Wyndham National Harbor](https://www.expedia.ca/College-Park-Hotels-Club-Wyndham-National-Harbor.h3089660.Hotel-Information) > > [Hotels in Clifton Park](https://www.expedia.ca/Clifton-Park-Hotels.d10233.Travel-Guide-Hotels) > > [Embassy Suites by Hilton Bethesda Washington DC](https://www.expedia.ca/Bethesda-Hotels-Bethesda-Marriott-Suites.h17695.Hotel-Information) > > [St. Bart's Retreat 7 Bedroom House](https://www.expedia.ca/Cumberland-Hotels-St-Barts-Retreat-7-Bedroom-House.h32721072.Hotel-Information) > > [The Westin Washington National Harbor](https://www.expedia.ca/College-Park-Hotels-The-Westin-Washington-National-Harbor.h1850637.Hotel-Information) > > [Hotels in Lunenburg](https://www.expedia.ca/Lunenburg-Hotels.d6058263.Travel-Guide-Hotels) > > [Hotels in Whitecourt](https://www.expedia.ca/Whitecourt-Hotels.d6139547.Travel-Guide-Hotels) ### Flights > [Flights from Kastrup (CPH) to Spata-Artemida (ATH)](https://www.expedia.ca/lp/flights/cph/ath/copenhagen-to-athens) > > [Flights from Wellington (WLG) to Nelson (NSN)](https://www.expedia.ca/lp/flights/wlg/nsn/wellington-to-nelson) > > [Flights from Kansas City (MCI) to Richmond (YVR)](https://www.expedia.ca/lp/flights/mci/yvr/kansas-city-to-vancouver) ### Cars > [Car rentals in San Carlos de Bariloche](https://www.expedia.ca/Car-Rentals-In-San-Carlos-De-Bariloche.d6085464.Car-Rental-Guide) ### Activities > [Things to do in Rethymno](https://www.expedia.ca/Things-To-Do-In-Rethymno.d182119.Travel-Guide-Activities) ### Packages ### General > [Visit Intramuros](https://www.expedia.ca/Manila-Intramuros.dx179425)