Chester, MD

Crab Alley

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8 guests
4 bedrooms
2 bathrooms
1000 sqft

BNB Breeze Presents: Crab Alley

4.93/10
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


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)
Feb 4, 2026$200Available2
Feb 5, 2026$200Available2
Feb 6, 2026$200Available2
Feb 7, 2026$200Available2
Feb 8, 2026$200Available2
Feb 9, 2026$200Available2
Feb 10, 2026$200Available2
Feb 11, 2026$200Available2
Feb 12, 2026$200Available2
Feb 13, 2026$200Not Available2
Feb 14, 2026$200Not Available2
Feb 15, 2026$200Not Available2
Feb 16, 2026$200Available2
Feb 17, 2026$200Available2
Feb 18, 2026$200Available2
Feb 19, 2026$200Available2
Feb 20, 2026$200Available2
Feb 21, 2026$200Available2
Feb 22, 2026$200Available2
Feb 23, 2026$200Available2
Feb 24, 2026$200Available3
Feb 25, 2026$200Available3
Feb 26, 2026$200Not Available3
Feb 27, 2026$200Not Available3
Feb 28, 2026$200Not Available3
Mar 1, 2026$200Available3
Mar 2, 2026$200Available3
Mar 3, 2026$200Available3
Mar 4, 2026$200Available3
Mar 5, 2026$200Available3
Mar 6, 2026$203Available3
Mar 7, 2026$207Available3
Mar 8, 2026$200Available3
Mar 9, 2026$200Available3
Mar 10, 2026$200Available3
Mar 11, 2026$200Available3
Mar 12, 2026$200Available3
Mar 13, 2026$210Available3
Mar 14, 2026$206Available3
Mar 15, 2026$200Available3
Mar 16, 2026$200Available3
Mar 17, 2026$200Available3
Mar 18, 2026$200Available3
Mar 19, 2026$200Available3
Mar 20, 2026$202Not Available3
Mar 21, 2026$203Not Available3
Mar 22, 2026$200Not Available3
Mar 23, 2026$200Available3
Mar 24, 2026$200Available3
Mar 25, 2026$200Available3
Mar 26, 2026$202Available3
Mar 27, 2026$208Available3
Mar 28, 2026$225Available3
Mar 29, 2026$205Available3
Mar 30, 2026$221Available3
Mar 31, 2026$221Available3
Apr 1, 2026$221Available3
Apr 2, 2026$231Available3
Apr 3, 2026$332Available3
Apr 4, 2026$369Available3
Apr 5, 2026$340Available3
Apr 6, 2026$290Available3
Apr 7, 2026$295Available3
Apr 8, 2026$295Not Available3
Apr 9, 2026$340Not Available3
Apr 10, 2026$356Not Available3
Apr 11, 2026$333Available3
Apr 12, 2026$285Available3
Apr 13, 2026$268Available3
Apr 14, 2026$270Available3
Apr 15, 2026$278Available3
Apr 16, 2026$303Available3
Apr 17, 2026$354Not Available3
Apr 18, 2026$366Not Available3
Apr 19, 2026$274Not Available3
Apr 20, 2026$265Available3
Apr 21, 2026$271Available3
Apr 22, 2026$291Available3
Apr 23, 2026$320Available3
Apr 24, 2026$398Available3
Apr 25, 2026$387Available3
Apr 26, 2026$325Available3
Apr 27, 2026$315Available3
Apr 28, 2026$316Available3
Apr 29, 2026$307Available3
Apr 30, 2026$359Available3
May 1, 2026$432Available3
May 2, 2026$431Available3
May 3, 2026$361Available3
May 4, 2026$358Available3
May 5, 2026$320Available3

Amenities

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

Where you'll sleep



4.93 Guest love this place

10 VERIFIED REVIEWS
5.0 / 5
This place was great! The experience and memories created at this location is one to remember. I love the decor and simplicity. I will be back ! 👍🏾😉
William
WilliamStayed in January 2026
5.0 / 5
Lovely home very clean and had everything we needed. The host was very friendly and accommodating.
Ashley
AshleyStayed in January 2026
5.0 / 5
We loved our stay at Ridgeline. We hope to stay again soon!
Whitney
WhitneyStayed in January 2026
5.0 / 5
Great stay!
Shelby
ShelbyStayed in January 2026
5.0 / 5
Spacious house with beautiful Chesapeake views and water access, great for a big group of families to celebrate New Year’s together. Two separate wings of the house allowed for spreading out and different members of the group to engage in different activities. Picturesque views from the large windows were peaceful and calming. Fun for kids - my 7-year old son says “there was always something to do!”
Julia
JuliaStayed in January 2026
5.0 / 5
We had a great time at this place. Very relaxing and was in great condition. We would definitely come back especially in the summer so we can utilize the pond on the property. Great host and highly recommend for anyone trying to have a nice relaxing getaway.
Jared
JaredStayed in January 2026

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

Cancellation policy

This property follows BNB Breeze’s standard cancellation policy.