Waterfront Home on the Chesapeake Bay! | House in Shady Side

10.0 (31 Reviews) |   Pet Friendly   4 Bedrooms  3 Bathrooms  8 Guests
Shady Side House | Waterfront Home on the Chesapeake Bay!

4 Bedroom House in Shady Side

Expansive views of the Cheasapeake Bay, located on the West River this home is private, peaceful and immaculate. Home includes private dock with boat lift, 1 car garage and a large open floor plan.
Large family room over-looks the water with a beautiful Sunroom that has a large sliding door to allow the bay breeze in. Fully stocked kitchen with Kureig/Pot coffee maker and gas stove.
On the upper level you will find 3 large bedrooms. The primary offers beautiful views of the water and is complete with a full ensuite bath. There is a full hallway bath that serves the other two bedrooms. On the main floor you will find the "bunk" room, with a full-size bed on the bottom and a twin up top, with a full hallway bath next to it.
Home offers a large private pier that will allow you to pull right up with your boat. So much to do at this home, crabbing, fishing, paddle-boarding, kayaking, or just relaxing. This property is located just 25 minutes south of Annapolis, and 40 minutes from either downtown DC or Baltimore.
Numerous waterfront restaurants within 10 minutes from the home.
Offstreet parking for 3 vehicles.

Waterfront Home on the Chesapeake Bay! is located in Shady Side. Waterfront Home on the Chesapeake Bay! provides accommodation, featuring Air Conditioner, Sports/Activities, Pet Friendly, among other amenities. This House features Air Conditioner, Sports/Activities, Pet Friendly, to make your stay a comfortable one.

Waterfront Home on the Chesapeake Bay! has 4 Bedrooms , 3 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Shady Side has interesting places to visit. If you want to learn more about the House in Shady Side, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
TV
View
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Fireplace/Heating
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Soap
  • Toilet paper
  • Towels provided
  • Bathtub or shower
  • Jetted bathtub
  • 3 bathrooms
Bedroom
  • Bed sheets provided
  • 4 bedrooms
  • Dining table
  • Living room
Kitchen
  • Paper towels
  • Microwave
  • Dishwasher
  • Stovetop
  • Oven
  • Cookware/dishes/utensils
  • Spices
  • Toaster
  • Refrigerator
Laundry
  • Laundry facilities
  • Washing machine and dryer
Ocean view
  • Beach towels
Parking
  • Onsite parking
  • Onsite parking options include a garage
Pet Friendly
  • Welcoming dogs only
  • 2 total pets
  • Pet friendly
Accessibility
  • Smoke-free property
Activities
  • Wildlife and game walks nearby
  • Marina nearby
  • Birdwatching nearby
  • Fitness facilities nearby
Entertainment
  • TV with cable/satellite service
General
  • English
  • Near a hospital
  • Near the bay
  • On the waterfront
Guest Services
  • Travel crib
  • Children's dinnerware
  • Children's games
Internet
  • Free WiFi
Outdoors
  • Outdoor furniture
  • Barbecue grill
  • Patio
  • Garden
Security/Safety
  • Deadbolt lock
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
2 total pets pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking is not permitted

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Tracey P.
Jan 6, 2026 10:07:04 PM
Review Score:   10
Summary: We had a lovely stay over Christmas. The host provided everything we could need from board games to laundry detergent and plenty of cookware, even coffee. They were very accommodating and responsive. We would definitely stay again.
See All Reviews

FAQ's

Is this Shady Side house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Shady Side house have a swimming pool?

No, this Shady Side house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Shady Side house?

Best-rates for the Shady Side house starts from $618 per night with includes Pet Friendly, Ocean View, Security/Safety, Fireplace/Heating, Kitchen, Laundry, Parking, TV, Balcony/Terrace, Child Friendly, Hot Tub, Internet, View, Bedding/Linens, Barbecue/Outdoor Cooking, Air Conditioner, Sports/Activities with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Shady Side house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Shady Side house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Shady Side house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Shady Side house?

Based on the information reported by the owner or manager, the Shady Side house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Shady Side house?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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