Chester, MD

Crab Alley

4 bedrooms 5 beds 2 baths 8 guests New

About the property

BNB Breeze Presents: Crab Alley Welcome to Crab Alley, a stunning Bayfront home nestled in the serene surroundings of Chester, Maryland. This beautiful property offers a perfect blend of relaxation and adventure, making it an ideal getaway for families or groups of friends. With its prime waterfront location, guests can enjoy breathtaking views and easy access to water activities right from the comfort of their home. - HOT TUB! - Boat Dock to access the Bay - Deck w/ Bay Views - Game Room - ​​​​​​​Kayaks ​​​​​​​- Fire Pit - Outdoor Dining Table and Loungers Experience this stunning bayfront property nestled in the heart of Maryland. Crab Alley features four spacious bedrooms, accommodating up to eight guests comfortably. The heart of the home is its expansive kitchen, equipped with modern appliances. The dining area provides ample space for everyone to gather and enjoy meals together. After a day of exploring, unwind in the inviting living room or challenge friends to a game in the dedicated game room, complete with a pool table and foosball. Crab Alley is also conveniently close to local attractions, including boating opportunities and scenic parks. 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: - Wi-Fi - Multiple Story Home - Large Game Tables: Football & Pool - Multiple Lounge Areas - Spacious Entryway - Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay! KITCHEN + DINING AREA - Spacious Fully-Equipped Kitchen - Dining Table + Chairs for 8 - Large Windows in the Kitchen Overlooking the Water - Stove + Oven - Fridge + Freezer - Microwave - Dishwasher (Detergent Provided) - Keurig Coffee Maker - Drip Coffee Maker - Dishes - Silverware - Glasses - Wine Glasses - Coffee Mugs - Cook/bakeware - and more! LIVING ROOM - Spacious, Open Living Room - Large Sofa - Coffee Table - Deck Access - Throw Pillows + Blankets SLEEPING ARRANGEMENTS | 4 Bedrooms | Bedroom 1 - King Bed (Located on 1st Floor) Bedroom 2 - Queen Bed (Located on 1st Floor) Bedroom 3 - Queen Bed (Located on Basement Floor) Bedroom 4 - Queen Beds (Located on Basement Floor) *Each bedroom includes dreamy mattresses (Helix Hospitality Brand) and quality, sustainable linens. BATHROOMS | 2 Bathrooms | Bathroom 1 - Walk-in Shower (through bedroom 1) Bathroom 2 - Shower/Tub Combo (Located in hallway on 1st Floor) Step outside to discover the outdoor oasis featuring a hot tub, perfect for soaking under the stars, and plenty of seating areas to relax and soak in the stunning bay views. The private yard and decked area provide a tranquil space for barbecues or simply enjoying the fresh air. The boat dock is perfect for pulling your boat right on up so everyone can go and have an adventure on the bay! THE OUTDOOR OASIS: - Hot Tub ​​​​​​​- Fire Pit - Outdoor Deck w/ View of the Water - Private Boat Dock ​​​​​​​- Kayaks - Outdoor Lounge Furniture - Cornhole Don't miss the chance to experience this luxurious Bayfront retreat. Book your stay at Crab Alley today and create unforgettable memories! SEE HOW WE ARE GOING GREEN! We love the environment, and are doing everything that we can to minimize our carbon footprint. Here are a few ways that we are loving on the beautiful coastal 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! ​​​​​​​LOCAL ATTRACTIONS 1. Chesapeake Heritage & Visitors Center 2. Queenstown Premium Outlets 3. The Matapeake Clubhouse and Beach 4. Matapeake State Park 5. Terrapin Nature Park RESTAURANTS 1. The Jetty 2. Bridges Restaurant on Kent Narrows 3. The Narrows Restaurant 4. Fisherman's Crab Deck 5. Fisherman's Inn Restaurant 6. Harris Crab House 7. Senor Chile - Kent Island 8. Shogun Sushi Teriya 9. Adams Grille & Tap House Kent Island COFFEE 1. Dessert First Dockside Coffee and Dessert Bar 2. Sugar Doodles - Crepes, Coffee and Ice Cream 3. Yo Java Bowl Café GROCERY 1. Safeway 2. Whole Foods 3. Royal Farm Please Note: 1. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time. No prom events/parties, even if an adult is willing to sign for the minor. Thank you for your understanding. 2. 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. 3. Please refrain from smoking inside the home! If any signs of smoking are documented, the renter agrees to pay $200.00 / per day. 4. If there is snow here in the Winter, we try to maintain the road with a plow, but you will need a 4 wheel drive in the Winter if there is snow. 5. We offer 24/7 complimentary 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!

BNB Breeze Presents: Crab Alley Welcome to Crab Alley, a stunning Bayfront home nestled in the serene surroundings of Chester, Maryland. This beautiful property offers a perfect blend of relaxation and adventure, making it an ideal getaway for families or groups of friends. With its prime waterfront location, guests can enjoy breathtaking views and easy access to water activities right from the comfort of their home. - HOT TUB! - Boat Dock to access the Bay - Deck w/ Bay Views - Game Room - ​​​​​​​Kayaks ​​​​​​​- Fire Pit - Outdoor Dining Table and Loungers Experience this stunning bayfront property nestled in the heart of Maryland. Crab Alley features four spacious bedrooms, accommodating up to eight guests comfortably. The heart of the home is its expansive kitchen, equipped with modern appliances. The dining area provides ample space for everyone to gather and enjoy meals together. After a day of exploring, unwind in the inviting living room or challenge friends to a game in the dedicated game room, complete with a pool table and foosball. Crab Alley is also conveniently close to local attractions, including boating opportunities and scenic parks. 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: - Wi-Fi - Multiple Story Home - Large Game Tables: Football & Pool - Multiple Lounge Areas - Spacious Entryway - Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay! KITCHEN + DINING AREA - Spacious Fully-Equipped Kitchen - Dining Table + Chairs for 8 - Large Windows in the Kitchen Overlooking the Water - Stove + Oven - Fridge + Freezer - Microwave - Dishwasher (Detergent Provided) - Keurig Coffee Maker - Drip Coffee Maker - Dishes - Silverware - Glasses - Wine Glasses - Coffee Mugs - Cook/bakeware - and more! LIVING ROOM - Spacious, Open Living Room - Large Sofa - Coffee Table - Deck Access - Throw Pillows + Blankets SLEEPING ARRANGEMENTS | 4 Bedrooms | Bedroom 1 - King Bed (Located on 1st Floor) Bedroom 2 - Queen Bed (Located on 1st Floor) Bedroom 3 - Queen Bed (Located on Basement Floor) Bedroom 4 - Queen Beds (Located on Basement Floor) *Each bedroom includes dreamy mattresses (Helix Hospitality Brand) and quality, sustainable linens. BATHROOMS | 2 Bathrooms | Bathroom 1 - Walk-in Shower (through bedroom 1) Bathroom 2 - Shower/Tub Combo (Located in hallway on 1st Floor) Step outside to discover the outdoor oasis featuring a hot tub, perfect for soaking under the stars, and plenty of seating areas to relax and soak in the stunning bay views. The private yard and decked area provide a tranquil space for barbecues or simply enjoying the fresh air. The boat dock is perfect for pulling your boat right on up so everyone can go and have an adventure on the bay! THE OUTDOOR OASIS: - Hot Tub ​​​​​​​- Fire Pit - Outdoor Deck w/ View of the Water - Private Boat Dock ​​​​​​​- Kayaks - Outdoor Lounge Furniture - Cornhole Don't miss the chance to experience this luxurious Bayfront retreat. Book your stay at Crab Alley today and create unforgettable memories! SEE HOW WE ARE GOING GREEN! We love the environment, and are doing everything that we can to minimize our carbon footprint. Here are a few ways that we are loving on the beautiful coastal 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! ​​​​​​​LOCAL ATTRACTIONS 1. Chesapeake Heritage & Visitors Center 2. Queenstown Premium Outlets 3. The Matapeake Clubhouse and Beach 4. Matapeake State Park 5. Terrapin Nature Park RESTAURANTS 1. The Jetty 2. Bridges Restaurant on Kent Narrows 3. The Narrows Restaurant 4. Fisherman's Crab Deck 5. Fisherman's Inn Restaurant 6. Harris Crab House 7. Senor Chile - Kent Island 8. Shogun Sushi Teriya 9. Adams Grille & Tap House Kent Island COFFEE 1. Dessert First Dockside Coffee and Dessert Bar 2. Sugar Doodles - Crepes, Coffee and Ice Cream 3. Yo Java Bowl Café GROCERY 1. Safeway 2. Whole Foods 3. Royal Farm Please Note: 1. Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time. No prom events/parties, even if an adult is willing to sign for the minor. Thank you for your understanding. 2. 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. 3. Please refrain from smoking inside the home! If any signs of smoking are documented, the renter agrees to pay $200.00 / per day. 4. If there is snow here in the Winter, we try to maintain the road with a plow, but you will need a 4 wheel drive in the Winter if there is snow. 5. We offer 24/7 complimentary 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!

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 19, 2026$239Available2
May 20, 2026$256Not Available2
May 21, 2026$327Not Available2
May 22, 2026$483Not Available2
May 23, 2026$544Not Available2
May 24, 2026$501Not Available2
May 25, 2026$337Not Available2
May 26, 2026$284Not Available2
May 27, 2026$277Not Available2
May 28, 2026$360Not Available2
May 29, 2026$245Available2
May 30, 2026$236Available2
May 31, 2026$200Not Available2
Jun 1, 2026$200Available2
Jun 2, 2026$200Available2
Jun 3, 2026$200Available2
Jun 4, 2026$375Not Available2
Jun 5, 2026$460Not Available2
Jun 6, 2026$436Not Available2
Jun 7, 2026$243Not Available2
Jun 8, 2026$218Available2
Jun 9, 2026$222Available3
Jun 10, 2026$225Available3
Jun 11, 2026$361Available3
Jun 12, 2026$409Available3
Jun 13, 2026$421Available3
Jun 14, 2026$346Not Available3
Jun 15, 2026$282Available3
Jun 16, 2026$275Available3
Jun 17, 2026$357Available3
Jun 18, 2026$569Available3
Jun 19, 2026$850Not Available3
Jun 20, 2026$773Not Available3
Jun 21, 2026$598Not Available3
Jun 22, 2026$303Available2
Jun 23, 2026$296Available2
Jun 24, 2026$315Available2
Jun 25, 2026$662Not Available3
Jun 26, 2026$839Not Available3
Jun 27, 2026$730Not Available3
Jun 28, 2026$393Not Available3
Jun 29, 2026$397Available3
Jun 30, 2026$401Available3
Jul 1, 2026$380Available3
Jul 2, 2026$799Not Available3
Jul 3, 2026$888Not Available3
Jul 4, 2026$907Not Available3
Jul 5, 2026$576Not Available3
Jul 6, 2026$573Available3
Jul 7, 2026$449Available3
Jul 8, 2026$460Available3
Jul 9, 2026$543Available3
Jul 10, 2026$692Available3
Jul 11, 2026$736Available3
Jul 12, 2026$506Not Available3
Jul 13, 2026$509Available3
Jul 14, 2026$508Available3
Jul 15, 2026$524Available3
Jul 16, 2026$578Available3
Jul 17, 2026$648Not Available3
Jul 18, 2026$601Not Available3
Jul 19, 2026$493Not Available3
Jul 20, 2026$441Available2
Jul 21, 2026$422Available2
Jul 22, 2026$455Available2
Jul 23, 2026$506Not Available3
Jul 24, 2026$603Not Available3
Jul 25, 2026$583Not Available3
Jul 26, 2026$489Not Available3
Jul 27, 2026$425Available3
Jul 28, 2026$399Available3
Jul 29, 2026$421Available3
Jul 30, 2026$573Not Available3
Jul 31, 2026$712Not Available3
Aug 1, 2026$741Not Available3
Aug 2, 2026$511Not Available3
Aug 3, 2026$525Available3
Aug 4, 2026$512Available3
Aug 5, 2026$536Available3
Aug 6, 2026$712Available3
Aug 7, 2026$655Available3
Aug 8, 2026$676Available3
Aug 9, 2026$614Not Available3
Aug 10, 2026$613Available3
Aug 11, 2026$614Available3
Aug 12, 2026$618Available3
Aug 13, 2026$625Available3
Aug 14, 2026$786Available3
Aug 15, 2026$712Available3
Aug 16, 2026$604Not Available3
Aug 17, 2026$603Available3

Amenities

Waterfront
Lake Access
Game Room
Mountain view
Wifi
Air conditioning
Washer
Dryer

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Where you'll be

Chester, MD, 21619, US

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 8 guests.