Chester, MD
Crab Alley
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
- Chesapeake Heritage & Visitors Center
- Queenstown Premium Outlets
- The Matapeake Clubhouse and Beach
- Matapeake State Park
- Terrapin Nature Park
RESTAURANTS
- The Jetty
- Bridges Restaurant on Kent Narrows
- The Narrows Restaurant
- Fisherman's Crab Deck
- Fisherman's Inn Restaurant
- Harris Crab House
- Senor Chile - Kent Island
- Shogun Sushi Teriya
- Adams Grille & Tap House Kent Island
COFFEE
- Dessert First Dockside Coffee and Dessert Bar
- Sugar Doodles - Crepes, Coffee and Ice Cream
- Yo Java Bowl Café
GROCERY
- Safeway
- Whole Foods
- Royal Farm
Please Note:
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.
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.
Please refrain from smoking inside the home! If any signs of smoking are documented, the renter agrees to pay $200.00 / per day.
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.
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.
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
- Chesapeake Heritage & Visitors Center
- Queenstown Premium Outlets
- The Matapeake Clubhouse and Beach
- Matapeake State Park
- Terrapin Nature Park
RESTAURANTS
- The Jetty
- Bridges Restaurant on Kent Narrows
- The Narrows Restaurant
- Fisherman's Crab Deck
- Fisherman's Inn Restaurant
- Harris Crab House
- Senor Chile - Kent Island
- Shogun Sushi Teriya
- Adams Grille & Tap House Kent Island
COFFEE
- Dessert First Dockside Coffee and Dessert Bar
- Sugar Doodles - Crepes, Coffee and Ice Cream
- Yo Java Bowl Café
GROCERY
- Safeway
- Whole Foods
- Royal Farm
Please Note:
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.
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.
Please refrain from smoking inside the home! If any signs of smoking are documented, the renter agrees to pay $200.00 / per day.
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.
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.
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
- Chesapeake Heritage & Visitors Center
- Queenstown Premium Outlets
- The Matapeake Clubhouse and Beach
- Matapeake State Park
- Terrapin Nature Park
RESTAURANTS
- The Jetty
- Bridges Restaurant on Kent Narrows
- The Narrows Restaurant
- Fisherman's Crab Deck
- Fisherman's Inn Restaurant
- Harris Crab House
- Senor Chile - Kent Island
- Shogun Sushi Teriya
- Adams Grille & Tap House Kent Island
COFFEE
- Dessert First Dockside Coffee and Dessert Bar
- Sugar Doodles - Crepes, Coffee and Ice Cream
- Yo Java Bowl Café
GROCERY
- Safeway
- Whole Foods
- Royal Farm
Please Note:
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.
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.
Please refrain from smoking inside the home! If any signs of smoking are documented, the renter agrees to pay $200.00 / per day.
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.
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.
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) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 17, 2026 | $220 | Not Available | 2 |
| Jul 18, 2026 | $220 | Not Available | 2 |
| Jul 19, 2026 | $200 | Not Available | 2 |
| Jul 20, 2026 | $200 | Available | 2 |
| Jul 21, 2026 | $200 | Available | 2 |
| Jul 22, 2026 | $200 | Available | 2 |
| Jul 23, 2026 | $262 | Not Available | 2 |
| Jul 24, 2026 | $329 | Not Available | 2 |
| Jul 25, 2026 | $327 | Not Available | 2 |
| Jul 26, 2026 | $213 | Not Available | 2 |
| Jul 27, 2026 | $200 | Available | 2 |
| Jul 28, 2026 | $276 | Not Available | 2 |
| Jul 29, 2026 | $255 | Not Available | 2 |
| Jul 30, 2026 | $500 | Not Available | 2 |
| Jul 31, 2026 | $653 | Not Available | 2 |
| Aug 1, 2026 | $641 | Not Available | 2 |
| Aug 2, 2026 | $487 | Not Available | 2 |
| Aug 3, 2026 | $447 | Not Available | 2 |
| Aug 4, 2026 | $443 | Not Available | 2 |
| Aug 5, 2026 | $485 | Not Available | 2 |
| Aug 6, 2026 | $517 | Not Available | 2 |
| Aug 7, 2026 | $624 | Not Available | 2 |
| Aug 8, 2026 | $645 | Not Available | 2 |
| Aug 9, 2026 | $543 | Not Available | 2 |
| Aug 10, 2026 | $517 | Available | 2 |
| Aug 11, 2026 | $520 | Available | 2 |
| Aug 12, 2026 | $446 | Available | 2 |
| Aug 13, 2026 | $548 | Available | 2 |
| Aug 14, 2026 | $665 | Available | 2 |
| Aug 15, 2026 | $621 | Available | 2 |
| Aug 16, 2026 | $526 | Not Available | 2 |
| Aug 17, 2026 | $490 | Available | 2 |
| Aug 18, 2026 | $490 | Available | 2 |
| Aug 19, 2026 | $455 | Available | 2 |
| Aug 20, 2026 | $525 | Available | 2 |
| Aug 21, 2026 | $627 | Not Available | 2 |
| Aug 22, 2026 | $641 | Not Available | 2 |
| Aug 23, 2026 | $541 | Not Available | 2 |
| Aug 24, 2026 | $451 | Available | 2 |
| Aug 25, 2026 | $422 | Available | 2 |
| Aug 26, 2026 | $434 | Available | 2 |
| Aug 27, 2026 | $545 | Available | 2 |
| Aug 28, 2026 | $629 | Not Available | 2 |
| Aug 29, 2026 | $649 | Not Available | 2 |
| Aug 30, 2026 | $490 | Not Available | 2 |
| Aug 31, 2026 | $416 | Available | 2 |
| Sep 1, 2026 | $388 | Available | 2 |
| Sep 2, 2026 | $390 | Available | 2 |
| Sep 3, 2026 | $491 | Available | 2 |
| Sep 4, 2026 | $873 | Available | 2 |
| Sep 5, 2026 | $892 | Available | 2 |
| Sep 6, 2026 | $838 | Not Available | 2 |
| Sep 7, 2026 | $386 | Available | 2 |
| Sep 8, 2026 | $329 | Available | 2 |
| Sep 9, 2026 | $347 | Available | 2 |
| Sep 10, 2026 | $494 | Not Available | 2 |
| Sep 11, 2026 | $555 | Not Available | 2 |
| Sep 12, 2026 | $527 | Not Available | 2 |
| Sep 13, 2026 | $431 | Not Available | 2 |
| Sep 14, 2026 | $346 | Available | 2 |
| Sep 15, 2026 | $503 | Available | 3 |
| Sep 16, 2026 | $524 | Available | 3 |
| Sep 17, 2026 | $526 | Available | 3 |
| Sep 18, 2026 | $645 | Available | 3 |
| Sep 19, 2026 | $627 | Available | 3 |
| Sep 20, 2026 | $471 | Not Available | 3 |
| Sep 21, 2026 | $370 | Available | 3 |
| Sep 22, 2026 | $366 | Available | 3 |
| Sep 23, 2026 | $392 | Available | 3 |
| Sep 24, 2026 | $482 | Available | 3 |
| Sep 25, 2026 | $638 | Available | 3 |
| Sep 26, 2026 | $624 | Available | 3 |
| Sep 27, 2026 | $445 | Not Available | 3 |
| Sep 28, 2026 | $381 | Available | 3 |
| Sep 29, 2026 | $457 | Available | 3 |
| Sep 30, 2026 | $376 | Available | 3 |
| Oct 1, 2026 | $451 | Available | 3 |
| Oct 2, 2026 | $558 | Available | 3 |
| Oct 3, 2026 | $549 | Available | 3 |
| Oct 4, 2026 | $442 | Not Available | 3 |
| Oct 5, 2026 | $441 | Available | 3 |
| Oct 6, 2026 | $379 | Available | 3 |
| Oct 7, 2026 | $456 | Available | 3 |
| Oct 8, 2026 | $501 | Available | 3 |
| Oct 9, 2026 | $686 | Available | 3 |
| Oct 10, 2026 | $695 | Available | 3 |
| Oct 11, 2026 | $615 | Not Available | 3 |
| Oct 12, 2026 | $391 | Not Available | 3 |
| Oct 13, 2026 | $370 | Available | 3 |
| Oct 14, 2026 | $388 | Available | 3 |
| Oct 15, 2026 | $475 | Available | 3 |
Amenities
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Where you'll be
Chester, MD, 21619, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
