Chester, MD

Crab Alley

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8 guests
4 bedrooms
2 bathrooms
1000 sqft

BNB Breeze Presents: Crab Alley

8 guests
4 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: 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 - 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 - 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 - 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 - 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

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
Dec 9, 2025$225Available2
Dec 10, 2025$225Available2
Dec 11, 2025$225Not Available2
Dec 12, 2025$225Not Available2
Dec 13, 2025$225Not Available2
Dec 14, 2025$225Available2
Dec 15, 2025$225Available2
Dec 16, 2025$225Available2
Dec 17, 2025$225Available2
Dec 18, 2025$225Available2
Dec 19, 2025$225Available2
Dec 20, 2025$225Available2
Dec 21, 2025$225Available2
Dec 22, 2025$241Available2
Dec 23, 2025$245Available2
Dec 24, 2025$266Available2
Dec 25, 2025$275Available2
Dec 26, 2025$287Not Available2
Dec 27, 2025$284Not Available2
Dec 28, 2025$271Not Available2
Dec 29, 2025$254Not Available3
Dec 30, 2025$225Not Available2
Dec 31, 2025$264Not Available3
Jan 1, 2026$249Not Available3
Jan 2, 2026$247Not Available3
Jan 3, 2026$230Not Available3
Jan 4, 2026$296Not Available3
Jan 5, 2026$237Available3
Jan 6, 2026$225Available3
Jan 7, 2026$225Available3
Jan 8, 2026$225Available3
Jan 9, 2026$233Available3
Jan 10, 2026$232Available3
Jan 11, 2026$225Available3
Jan 12, 2026$225Available3
Jan 13, 2026$225Available3
Jan 14, 2026$233Available3
Jan 15, 2026$233Available3
Jan 16, 2026$294Available3
Jan 17, 2026$285Available3
Jan 18, 2026$277Available3
Jan 19, 2026$225Available3
Jan 20, 2026$225Available3
Jan 21, 2026$225Available3
Jan 22, 2026$225Available3
Jan 23, 2026$246Available3
Jan 24, 2026$241Available3
Jan 25, 2026$245Available3
Jan 26, 2026$225Available3
Jan 27, 2026$225Available3
Jan 28, 2026$225Available3
Jan 29, 2026$236Available3
Jan 30, 2026$258Available3
Jan 31, 2026$260Available3
Feb 1, 2026$239Available3
Feb 2, 2026$251Available3
Feb 3, 2026$225Available3
Feb 4, 2026$248Available3
Feb 5, 2026$252Available3
Feb 6, 2026$332Available3
Feb 7, 2026$331Available3
Feb 8, 2026$280Available3
Feb 9, 2026$274Available3
Feb 10, 2026$253Available3
Feb 11, 2026$259Available3
Feb 12, 2026$290Available3
Feb 13, 2026$374Available3
Feb 14, 2026$379Available3
Feb 15, 2026$357Available3
Feb 16, 2026$285Available3
Feb 17, 2026$243Available3
Feb 18, 2026$263Available3
Feb 19, 2026$274Available3
Feb 20, 2026$332Available3
Feb 21, 2026$335Available3
Feb 22, 2026$278Available3
Feb 23, 2026$274Available3
Feb 24, 2026$276Available3
Feb 25, 2026$287Available3
Feb 26, 2026$266Available3
Feb 27, 2026$300Available3
Feb 28, 2026$300Available3
Mar 1, 2026$284Available3
Mar 2, 2026$269Available3
Mar 3, 2026$257Available3
Mar 4, 2026$274Available3
Mar 5, 2026$287Available3
Mar 6, 2026$332Available3
Mar 7, 2026$359Available3
Mar 8, 2026$314Available3
Mar 9, 2026$299Available3

Amenities

Patio
Balcony
Wifi
Free parking
Hot water
Fire extinguisher
Carbon monoxide detector
Smoke detector
First aid kit

Where you'll sleep



Explore Chester, MD

Immerse yourself in the serene charm of Chester, Maryland, ideally situated for exploring the natural beauty of the Chesapeake Bay. A short drive brings you to the Chesapeake Bay Environmental Center and Terrapin Nature Park, perfect for scenic strolls and wildlife observation. Savor exquisite local flavors at The Narrows Restaurant or the Stevensville Crab Shack, both minutes away, or enjoy waterfront leisure at Bay Bridge Marina, also a short drive from your doorstep.

Things to know

Here are some things which you should know before booking Crab Alley

House rules

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

Cancellation policy

This property follows BNB Breeze’s standard cancellation policy.