Chestertown, MD

Harbor View Haven

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10 guests
3 bedrooms
2 bathrooms
1000 sqft

BNB Breeze Presents Harbor View Haven

10 guests
3 bedrooms
2 bathrooms
1000 sqft

  • Flexible check-in & out

    Check-in after 4:00 PM • Check-out before 10:00 AM

  • Easy cancellation

    You can cancel your trip for up to 14 days prior to start.


About this property

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! KITCHEN + DINING - Fully-Equipped Kitchen w/ Cooking + Baking Essentials - 6-Person Dining Table - Stove + Oven - Fridge + Freezer - Microwave - Coffee Bar - Drip Coffee Machine - Jura Espresso Machine! (Coffee Beans Provided) - Coffee Bean Grinder - Kitchen Knife Block Set - Waffle Maker - Pots + Pans - Dishes - Silverware - Glasses + Coffee Mugs 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!

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! KITCHEN + DINING - Fully-Equipped Kitchen w/ Cooking + Baking Essentials - 6-Person Dining Table - Stove + Oven - Fridge + Freezer - Microwave - Coffee Bar - Drip Coffee Machine - Jura Espresso Machine! (Coffee Beans Provided) - Coffee Bean Grinder - Kitchen Knife Block Set - Waffle Maker - Pots + Pans - Dishes - Silverware - Glasses + Coffee Mugs 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!

Availability & Pricing

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
Dec 9, 2025$300Available2
Dec 10, 2025$300Available2
Dec 11, 2025$300Available2
Dec 12, 2025$300Available2
Dec 13, 2025$300Available2
Dec 14, 2025$300Available2
Dec 15, 2025$300Available2
Dec 16, 2025$300Available2
Dec 17, 2025$300Available2
Dec 18, 2025$300Available2
Dec 19, 2025$300Available2
Dec 20, 2025$300Available2
Dec 21, 2025$300Available2
Dec 22, 2025$300Available2
Dec 23, 2025$300Available2
Dec 24, 2025$300Not Available2
Dec 25, 2025$300Not Available2
Dec 26, 2025$303Not Available2
Dec 27, 2025$306Available2
Dec 28, 2025$314Available3
Dec 29, 2025$300Available3
Dec 30, 2025$300Available3
Dec 31, 2025$300Not Available3
Jan 1, 2026$300Not Available3
Jan 2, 2026$300Not Available3
Jan 3, 2026$300Available3
Jan 4, 2026$300Available3
Jan 5, 2026$300Available3
Jan 6, 2026$300Available3
Jan 7, 2026$300Available3
Jan 8, 2026$300Available3
Jan 9, 2026$300Not Available3
Jan 10, 2026$300Not Available3
Jan 11, 2026$300Not Available3
Jan 12, 2026$300Available3
Jan 13, 2026$300Available3
Jan 14, 2026$300Available3
Jan 15, 2026$300Available3
Jan 16, 2026$300Available3
Jan 17, 2026$300Available3
Jan 18, 2026$300Available3
Jan 19, 2026$300Available3
Jan 20, 2026$300Available3
Jan 21, 2026$300Available3
Jan 22, 2026$300Available3
Jan 23, 2026$300Available3
Jan 24, 2026$300Available3
Jan 25, 2026$300Available3
Jan 26, 2026$300Available3
Jan 27, 2026$300Available3
Jan 28, 2026$300Available3
Jan 29, 2026$300Available3
Jan 30, 2026$300Available3
Jan 31, 2026$300Available3
Feb 1, 2026$300Available3
Feb 2, 2026$300Available3
Feb 3, 2026$300Available3
Feb 4, 2026$300Available3
Feb 5, 2026$300Available3
Feb 6, 2026$380Available3
Feb 7, 2026$334Available3
Feb 8, 2026$315Available3
Feb 9, 2026$300Available3
Feb 10, 2026$300Available3
Feb 11, 2026$300Available3
Feb 12, 2026$309Available3
Feb 13, 2026$382Available3
Feb 14, 2026$373Available3
Feb 15, 2026$369Available3
Feb 16, 2026$323Available3
Feb 17, 2026$310Available3
Feb 18, 2026$314Available3
Feb 19, 2026$344Available3
Feb 20, 2026$394Available3
Feb 21, 2026$337Available3
Feb 22, 2026$346Available3
Feb 23, 2026$388Available3
Feb 24, 2026$335Available3
Feb 25, 2026$337Available3
Feb 26, 2026$323Available3
Feb 27, 2026$377Available3
Feb 28, 2026$338Available3
Mar 1, 2026$363Available3
Mar 2, 2026$341Available3
Mar 3, 2026$368Available3
Mar 4, 2026$369Available3
Mar 5, 2026$361Available3
Mar 6, 2026$435Available3
Mar 7, 2026$452Available3
Mar 8, 2026$335Available3
Mar 9, 2026$334Available3

Amenities

Toilet
Shower
Hair dryer
Toilet
Shower
Bath linens
Bed linens
Air conditioning
Heating

Where you'll sleep



Explore Chestertown, MD


Things to know

Here are some things which you should know before booking Harbor View Haven

House rules

Check-in after 4:00 PM
Check-out before 10:00 AM
10 guests maximum
Pets not allowed
Events require approval

Cancellation policy

This property follows BNB Breeze’s standard cancellation policy.