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


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)
Mar 23, 2026$200Available2
Mar 24, 2026$200Available2
Mar 25, 2026$200Available2
Mar 26, 2026$200Available2
Mar 27, 2026$200Not Available2
Mar 28, 2026$200Not Available2
Mar 29, 2026$200Not Available2
Mar 30, 2026$200Available2
Mar 31, 2026$200Available3
Apr 1, 2026$202Available3
Apr 2, 2026$208Available3
Apr 3, 2026$293Available3
Apr 4, 2026$292Available3
Apr 5, 2026$271Available3
Apr 6, 2026$235Available3
Apr 7, 2026$241Available3
Apr 8, 2026$236Not Available3
Apr 9, 2026$298Not Available3
Apr 10, 2026$320Not Available3
Apr 11, 2026$310Available3
Apr 12, 2026$257Available3
Apr 13, 2026$237Available3
Apr 14, 2026$245Available3
Apr 15, 2026$247Available3
Apr 16, 2026$275Available3
Apr 17, 2026$329Not Available3
Apr 18, 2026$321Not Available3
Apr 19, 2026$240Not Available3
Apr 20, 2026$227Available3
Apr 21, 2026$239Available3
Apr 22, 2026$251Available3
Apr 23, 2026$285Available3
Apr 24, 2026$340Available3
Apr 25, 2026$327Available3
Apr 26, 2026$267Available3
Apr 27, 2026$271Available3
Apr 28, 2026$271Available3
Apr 29, 2026$248Available3
Apr 30, 2026$296Available3
May 1, 2026$382Available3
May 2, 2026$381Available3
May 3, 2026$311Available3
May 4, 2026$282Available3
May 5, 2026$277Available3
May 6, 2026$304Available3
May 7, 2026$346Available3
May 8, 2026$401Available3
May 9, 2026$400Available3
May 10, 2026$326Available3
May 11, 2026$315Available3
May 12, 2026$320Available3
May 13, 2026$394Available3
May 14, 2026$427Available3
May 15, 2026$532Available3
May 16, 2026$583Available3
May 17, 2026$517Available3
May 18, 2026$486Available3
May 19, 2026$497Available3
May 20, 2026$533Available3
May 21, 2026$559Available3
May 22, 2026$876Available3
May 23, 2026$904Available3
May 24, 2026$802Available3
May 25, 2026$523Available3
May 26, 2026$395Available3
May 27, 2026$389Available3
May 28, 2026$491Available3
May 29, 2026$632Available3
May 30, 2026$602Available3
May 31, 2026$479Available3
Jun 1, 2026$384Available3
Jun 2, 2026$369Available3
Jun 3, 2026$355Available3
Jun 4, 2026$540Available3
Jun 5, 2026$694Available3
Jun 6, 2026$654Available3
Jun 7, 2026$509Available3
Jun 8, 2026$457Available3
Jun 9, 2026$448Available3
Jun 10, 2026$482Available3
Jun 11, 2026$606Available3
Jun 12, 2026$791Available3
Jun 13, 2026$820Available3
Jun 14, 2026$637Available3
Jun 15, 2026$597Available3
Jun 16, 2026$587Available3
Jun 17, 2026$614Available3
Jun 18, 2026$753Available3
Jun 19, 2026$858Not Available3
Jun 20, 2026$810Not Available3
Jun 21, 2026$659Not Available3

Amenities

Hot tub
Game Room
BBQ Area
Patio
Balcony
Wifi
Free parking
Air conditioning
Washer

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
No smoking - fees will apply
Events not permitted
Commercial photography requires approval