Top-rated for comfort — guests feel right at home here.
Arcade/game room
A rare find - fun for all ages with on-site arcade/game room.
Centrally-located
You're never far from where you need to be with this convenient location.
3 bedrooms2 bathroomsSleeps 10
Popular amenities
Hot tub on site
Garage parking available
Kitchen
Washer
Air conditioning
Barbecue grill
Explore the area
Chestertown, MD
Roundtop Park
Place, Roundtop Park
19 min walk
Washington College
Place, Washington College
5 min drive
Dover International Speedway
Place, Dover International Speedway
63 min drive
Baltimore, MD (MTN-Martin State)
Airport, Baltimore, MD (MTN-Martin State)
131 min drive
Rooms & beds
3 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Common Space
2 Twin Beds and 1 Double Sofa Bed
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area
About this property
Harbor View Haven | Waterfront w/ Hot Tub + Dock!
BNB Breeze Presents Harbor View Haven This exquisite waterfront property offers a captivating retreat to relax and recharge with stunning views and an array of desirable features! With a serene waterfront location, this idyllic home provides a picturesque setting for unplugging and experiencing outdoor enjoyment. Your extensive amenity list includes:
- Hot Tub - Outdoor Gas Fireplace - Jura Espresso Machine - Private Dock + Kayaks - Bikes for Exploring - Ping-Pong Table - Bay Views
Get ready to experience this incredible waterfront property located in the serene countryside of Chestertown, Maryland! Expansive windows throughout this stunning home offer breathtaking panoramic views of the Chesapeake Bay. When you first enter the home, you are greeting by a modern and comfortably designed living room with plush seating and a large Smart TV. The chef in your group will thank you for the spacious fully-equipped kitchen, and the game fanatics in your group will thank you for the incredible ping-pong table! And we cannot wait for you to experience one of our favorite spots... the upper balcony for your morning cup of coffee! There is never a lack of relaxation and entertainment at this dream vacation spot!
We know, contracts aren't the most exciting part of your getaway, but to keep our home safe, we'll need you to sign a quick rental agreement upon booking (this will be sent to you, after you book) — then it's all fun from there! You can see what the contract looks like in the House Rules section. Note, check in details will not be sent until that contract has been signed.
THE INTERIOR SPACE: - Lighting Fast Wi-Fi - Laundry Room w/ Washer + Dryer (Detergent Provided) - Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay!
LIVING ROOM - 55" Smart TV - Plush Oversized-Sofa - Relaxing Chairs - Games - Throw Pillows + Blankets - There is an additional living area upstairs with a 43" Smart TV, sitting area, and upstairs balcony access!
DREAM GARAGE SPACE - Ping-Pong Table - Extra Seating - Bikes - Yard Games - Toys - Life Jackets *This is a GREAT Space for the Kids!
THE SLEEPING ARRANGEMENTS | 3 Bedrooms | - Bedroom 1: Located on the 1st floor with King Bed and pac n' play stored in the closet - Bedroom 2: Located on the 2nd floor with Queen Bed - Bedroom 3: Located on the 3rd floor with Queen Bed and Writing Desk - Upstairs Living Area: Twin Bed Speedboat with trundle and pullout Queen size sofa bed *Each bedroom includes dreamy mattresses and quality, sustainable linens.
BATHROOMS | 2 | - Bathroom 1: Full Bath located on the first floor with a standing shower - Bathroom 2: Full Bath located on the second floor with a shower + tub combo
The property also boasts an array of outdoor amenities. The deck and patio areas provide ample space for outdoor dining and lounging, ideal for soaking in the serenity of the waterfront. A private dock allows for easy access to boating, fishing, and other water activities, ensuring endless fun and adventure. Two kayaks are provided for guest use and life jackets can be found in the garage for swimming!
THE EXTERIOR SPACE - Screened in porch with large 8-person dining table - Upper deck with gas grill and small sitting area - Lower patio with comfy cushioned lounge area - Outdoor gas fireplace with low seated Adirondack chairs - HOT TUB! - Kayak stand with two kayaks available for guest use - Private dock with boat lift and outdoor lighting - Private yard for games and lounging - The entire space is covered in twinkling string lights to brighten up the outdoor, evening activities! - Parking space available for up to 6 vehicles!
We cannot wait to (hopefully) host you at Harbor View Haven soon! Beyond the immediate property, the area surrounding Chestertown offers a host of attractions and amenities. Chestertown is a charming, historic town with a vibrant arts and cultural scene, featuring art galleries, boutiques, and local restaurants. The region is known for its scenic beauty, including picturesque countryside, charming small towns, and of course, the majestic Chesapeake Bay.
SEE HOW WE ARE GOING GREEN! We love the environment, and are doing everything that we can to minimize our carbon footprint on this area. Here are a few ways that we are loving on the beautiful environment, and welcoming you to join us! - We use high-quality, sustainable mattresses and linens - We offer a drip coffee maker so that you can reduce your single-use pod disposable, while opting for a pot of coffee to eliminate waste! - All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste. - We use LED lighting throughout the home to minimize electricity usage. Thanks to the natural sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lightning during the day! - Our home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas! - Love on the environment by exploring the surrounding area sustainably with our provided bikes!
ADDITIONAL AMENITIES: - Linens for each Bed - Towels and Washcloths - Roll of Paper Towels - Bottle of Dish Soap - Trash Bags - Coffee - Laundry Detergent - 2 Rolls of toilet paper, per bathroom - Bath essentials - Body soap, shampoo & conditioner *Please be prepared to bring any additional supplies that you will need during your stay.
LOCAL AIRPORTS: 1. Wilmington Airport 2. BWI Thurgood Marshall Airport
----> Proximity to Local Attractions <---- 1. Wilmer Park - Beautiful grassy park located right on the water! Take a stroll along the waterfront boardwalk and check out the boats floating by. 2. The Historic District- This district is known for its well-preserved 18th century architecture! 3. Washington College- As one of the oldest colleges in the US, you can explore the beautiful grounds and check for local events held on campus! 4. Chestertown Farmer's Market- One of our favorite things to do on a Saturday morning! 5. Fishing + Crabbing- If you enjoy these activities, there are plenty of opportunities on the Chester River and nearby Chesapeake Bay!
LOCAL RESTAURANTS: 1. Play it Again Sam - Delicious bagel sandwiches! Located in our beautiful downtown! 2. Luisa's Cucina Italiana 3. Uncle Charlie's Bistro 4. The Kitchen at the Imperial 5. Bad Alfred's Distillery 4. Molly's Restaurant (A Favorite!)
LOCAL COFFEE: 1. Evergrain Bread Company - this place is an absolute must! It's a small bakery located on one of the older streets of Chestertown. Their pastries are absolutely incredible. If you walk down the street a ways, you will find an open garden. It is a local spot that is open to the public but not well known - a great place to stroll through after grabbing a cup of coffee. 2. Play it Again Sam 3. Figg's Ordinary
LOCAL GROCERIES: 1. Harris Teeter 2. Chestertown Natural Foods 3. The Farmer's Market :) 4. Redner's Markets
Please Note:
1. 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.
2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.
3. This home is equipped with a security camera outside for the protection of home and safety of our guests. It is recording 24/7, 365 days a year. There are no cameras on the interior of the home.
4. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.
5. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night, and we will provide you with a swift response!
6. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of your stay at Harbor View Haven!
Our prices include all fees. No hidden fees.
Add dates for prices
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BNB Breeze has a rental agreement that guests will have to sign upon booking.
Important information
You need to know
Property # 3463581
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 security system, a first aid kit, outdoor lighting, and a deadbolt lock
About the neighborhood
Chestertown
Located in Chestertown, this vacation home is in a rural area and on the waterfront. Historical Society of Kent County Maryland and Betterton Historic District are local landmarks, and some of the area's attractions include Garfield Center for the Arts at the Prince Theater and Larrabee Arts Center. Traveling with kids? Consider Crumpton Auction and The Mainstay. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
Delaware State University - 54 min drive - 66.9 km
Dover Downs Casino - 57 min drive - 68.3 km
Dover International Speedway - 63 min drive - 69.0 km
Getting around
Baltimore, MD (MTN-Martin State) - 93 min drive
Restaurants
Milano's Pizzeria - 7 min drive
McDonald's - 10 min drive
Dunkin - 9 min drive
Royal Farms - 6 min drive
7-Eleven - 7 min drive
Frequently asked questions
Is Harbor View Haven | Waterfront w/ Hot Tub + Dock! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Harbor View Haven | Waterfront w/ Hot Tub + Dock!?
As of Aug 22, 2026, prices found for a 1-night stay for 2 adults at Harbor View Haven | Waterfront w/ Hot Tub + Dock! on Aug 25, 2026 start from $524, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Harbor View Haven | Waterfront w/ Hot Tub + Dock!?
Check-in begins at 4:00 PM.
What time is check-out at Harbor View Haven | Waterfront w/ Hot Tub + Dock!?
Check-out is at 10:00 AM.
Where is Harbor View Haven | Waterfront w/ Hot Tub + Dock! located?
This family-friendly Chestertown vacation home is located on the waterfront, within 3 mi (5 km) of Roundtop Park, Garfield Center for the Arts at the Prince Theater and Kings Town Park. Historical Society of Kent County Maryland and Chestertown Historic District are also within 3 mi (5 km).
About the host
Hosted by Landon Schlabach
Hi there, my name is Landon!
I'm a husband and father to 3 incredible little boys. My all time favorite things to do, would have to be golf, exploring a downtown area, or relaxing all day on a beach. I love brainstorming with like-minded entrepeneurs who are enthusiastic about new opportunities, just like me. I like to make things happen! Which is why I love what I do.
Currently, I am helping homeowners from across the country manage there Vacation Rentals and welcome guests into their 2nd homes through our company called BNB Breeze. We are a hands-on short term rental management company and mostly handle Airbnb listings and the logistical work that goes into managing these properties. Showcasing these properties to look their best and bring in higher returns for investors is just a small part of what I do. Currently managing properties in 13 different states.
I'm excited to say that the company has grown to include many team members! Heather, Aj, and Barb are all working full-time to help BNBbreeze maintain all of the beautiful properties we manage. Additional part-time team members help round out our entire business. Working with with these folks is part of what makes this job so fun:)
I look forward to serving you and making your Airbnb experience one you'll love and remember for years to come!
Landon
Languages:
English
Premier Host
They consistently provide great experiences for their guests