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Waterfront Home on the Chesapeake Bay!

Photo gallery for Waterfront Home on the Chesapeake Bay!

Private Pier
Street view of the home
Waterfront side of the home
Your morning view from your private pier
Aerial view

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Garage parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Single Bunk Bed

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only · Jetted bathtub

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Garden

About this property

Waterfront Home on the Chesapeake Bay!

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.

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House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 11:00 AM

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Children

Children allowed: ages 0–17

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Events

No events allowed

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Pets

Pets allowed: dogs (limit 2 total)

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Smoking

Smoking is not permitted

Important information

You need to know

Property # 3081348vb
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Shady Side

Located in Shady Side, this holiday home is on the waterfront. Captain Avery Museum and The Kunta Kinte Alex Haley Memorial are local landmarks, and the area's natural beauty can be seen at Chesapeake Bay and Franklin Point State Park. Looking to enjoy an event or a game while in town? See what's happening at Show Place Arena or Navy-Marine Corps Memorial Stadium. Spend some time exploring the area's activities, including wildlife walks and birdwatching.
View more Holiday homes in Shady SideOpens in a new window
Map
Shady Side, MD

What's nearby

  • Shadyside Park - 2 min drive - 1.8 km
  • Captain Avery Museum - 3 min drive - 2.4 km
  • U.S. Naval Academy - 38 min drive - 41.5 km
  • Annapolis City Dock - 40 min drive - 42.5 km
  • Chesapeake Bay Bridge - 47 min drive - 53.6 km

Getting around

  • Bowie State Station - 44 min drive
  • Fort Meade, MD (FME-Tipton) - 47 min drive

Restaurants

  • ‪Bayside Bull - ‬18 min drive
  • ‪7-Eleven - ‬9 min drive
  • ‪Dunkin' - ‬18 min drive
  • ‪Jesse Jay’s - ‬7 min drive
  • ‪Happy Harbor Restaurant - ‬12 min drive

Frequently asked questions

Is Waterfront Home on the Chesapeake Bay! pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much does it cost to stay at Waterfront Home on the Chesapeake Bay!?

As of 12 May, 2026, prices found for a 1-night stay for 2 adults at Waterfront Home on the Chesapeake Bay! on 29 May, 2026 start from S$623, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Waterfront Home on the Chesapeake Bay!?

On-site parking is available at the property.

What time is check-in at Waterfront Home on the Chesapeake Bay!?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront Home on the Chesapeake Bay!?

Checkout is at 11:00 AM.

Where is Waterfront Home on the Chesapeake Bay! located?

Situated on the waterfront, this holiday home is within 2 miles (3 km) of Shadyside Park, Captain Avery Museum and Franklin Point State Park. Chesapeake Bay and Northern Chesapeake Bay are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 28 out of 31 reviews
Rating 8 - Good. 3 out of 31 reviews
Rating 6 - Okay. 0 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

10/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Tracey P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 6 nights in Dec 2025
Verified

10/10 Excellent

Wade C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home with lots of room.
Stayed 8 nights in Nov 2025
Verified

10/10 Excellent

Roxanne K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome stay

The property was even bigger than we imagined and we had a wonderful quiet vacation looking at the water and going to museums.
Stayed 6 nights in Aug 2023
Verified

10/10 Excellent

Kenneth D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet place to relax

Very nice and friendly community very peaceful and serene. Enjoyed our stay very much.
Stayed 4 nights in Apr 2023
Verified

8/10 Good

Stacie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice

Great location and nice rental.
Stayed 6 nights in Aug 2023
Verified

10/10 Excellent

Parker N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property - central location

We were expecting the usual rental accommodations so were blown away by the homes newly renovated open floor plan, spectacular waterfront view and central location to DC, Annapolis and Alexandria. We had a magnificent time.e bedrond LRs
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Richard R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Easter weekend

The views from the primary bedroom, enclosed porch (with outdoor dining for 8 and great room were beautiful!Kitchen was large and well equipped. Neighbors were friendly.Close to Annapolis.Would return in the future.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Erik Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay

This was an ideal setup for our family. Multiple bedrooms, bathrooms, and plenty of space to stretch out. Backyard and location on the water was fantastic. Loved watching the sunset over the water each night. Would stay here again in a heartbeat!
Stayed 8 nights in May 2023
Verified

10/10 Excellent

Mike H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place, great location

The house and property are beautiful. We brought our boat with us and made trips to Annapolis and Kent Narrows. If you’re looking for a place that is quiet, has great views, but is centrally located, then consider this as homebase.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Stevie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Views!

We had an amazing time here. The house was great, the views amazing. The yard was perfect for our child and dog to play around on. We loved being able to use the kayaks and were sad to leave! Would definitely stay again!
Stayed 4 nights in Jul 2023
Verified

10/10 Excellent

Derek B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Right place and right time

Thrilled to stay here with my family. We all enjoyed this waterfront home together and we will cherish the memory. I would like to thank the host for making it all possible.
Stayed 6 nights in Aug 2024
Verified

10/10 Excellent

Lisa K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Something For Everyone

The house was clean, nicely decorated and comfortable. Fishing, boating and biking were enjoyed by all ages.
Stayed 4 nights in Jul 2023
Verified

8/10 Good

Amena S.

Liked: Cleanliness, check-in, communication, listing accuracy

Beautiful house that feels like a home!

We spent 3 nights and 4 days here and had a very comfortable stay . The house was clean and well maintained and had everything that we needed, even an umbrella to protect our daughter from sun when sitting at the water. The covered patio was a plus to spend time in the morning. Really appreciated the water filter and complimentary coffee in the kitchen.
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

C H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another Wonderful Holiday Stay!

We loved this home so much last year that we booked again this year for another peaceful family Thanksgiving getaway. The house is well supplied with everything we needed, and the sun porch facing the water provided seating that allowed us to watch the sunset as we enjoyed each other's company. It's tucked away in a quiet neighborhood off the beaten path, just what we needed to step away from our busy lives to rest. Easy check in and check out, immaculately clean.
Stayed 4 nights in Nov 2023
Verified

10/10 Excellent

Subir D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful weekend getaway

The house was very nice and comfortable sitting nicely along the bay. The backyard of the house has some amazing views of the bay. The house is at half an hour drive to Annapolis and Sandy point state park. There are a lot of restaurant options at 15 min drive from the house. The house was very clean and we enjoyed our stay at the house.
Stayed 3 nights in Apr 2023
Verified

10/10 Excellent

Fred M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Happy New Year

Our family thoroughly enjoyed our New Years together in this welcoming home. Kitchen and dining area well appointed, very clean and comfortable. GREAT location to many activities incl Washington D.C., Annapolis etc. Weather cooperating made the location even better !!!!Owner is really interested in making sure our stay a success.
Stayed 6 nights in Dec 2022
Verified

10/10 Excellent

Claire S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful retreat

We loved our stay here! The views are incredible and the house is wonderfully decorated. The only thing I would note is that the water heater seemed to be on demand, so if people are showering at the same time you will lose hot water. A simple "turn off-turn on" fixed it right up, and it saves water! Our group would love to come back in the summer, I'm sure its lovely.
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

Justin Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property!

Our family enjoyed a wonderful week here. The house was very spacious, clean and comfortable. Even better than the photos. Our nine year old loved the dock, bunk room and big bath upstairs. Crabbing and fishing was a blast! Host was phenomenal and went out of his way to make our stay amazing. Several great restaurants within 15-30 minutes of the house. Lots of great historical places to visit within one to two hours.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 8 Aug, 2023
So glad that you and your family enjoyed your stay!! Looking forward to hosting you and your family again.
Verified

10/10 Excellent

Elizabeth D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxation in Shady Side

The property manager was great at answering questions and offered prompt & courteous assistance. The house was exactly as described, and we really appreciated the toys & books for young children. We enjoyed the dock - we fed the fish with the worms on our hooks! Didn't catch any fish but had fun. The nearby swim area and playground was a 2 minute walk for the kids. We are already talking about coming back!
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Deborah S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Happy Gathering

We really enjoyed staying here. Perfect size and very clean. Amazing master suite overlooking the water. Love that it had a porch, deck and chairs to enjoy the water view. Only suggestion would be to put grab bars in all the showers. We are senior citizens with one handicapped, so really need it. Overall, loved it! Thank you.
Stayed 4 nights in May 2023
Verified

10/10 Excellent

Wes L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Couldn’t be better!

We arrived after a 17 hour travel nightmare from the mountains of Colorado. Had a two year old and four year old in tow who were very cranky from the journey. We needed the house to be just right and it overperformed in every way. The view is amazing, the house is very clean, everything worked and was well organized. We had some family down from Annapolis and everyone was so impressed. Couldn’t have had a better time. Look forward to visiting again in the future. Very cool neighborhood and a gem of a house.
Stayed 4 nights in Nov 2024
Verified

10/10 Excellent

Russ G.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Great

The only problem was the dorr key information we had people coming in form Panama.New York and Boston Did not get the key in time to send before the plane left Asked and got no repones till about 1300 on the day we arrived.
Stayed 5 nights in Oct 2023
Verified

10/10 Excellent

Joe B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Labor Day Weekend Getaway

Property was as expected based on the listing, property manager very responsive. Location was perfect with a nice size backyard and dock for the kids to enjoy. Beautiful sunset view. Beds were comfortable and more then enough room for 2 families with multiple kids each. Property had onsite cornhole, bikes, and other amenities we weren’t expecting. Kids love to take the kayaks out into the cove and fish off the dock. House was super clean. We loved it so much we are thinking of making this an annual trip with our friends and their family. What an amazing Oasis local to the DMV. Who knew such existed. Definitely will be back.
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Jackie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good relaxation for a Navy midshipmen and family

Very nice getaway for a family reunion group of 8 while we visited our son at the USNA. Location is 35 min from US Naval academy; perfect to feel like he's really getting off the Yard. Having such a huge yard really offered lots to do (corn hole, frisbee, etc.). The incredible water views drew us all back home every night, along with the gorgeous sunsets. Had really nice weather so we took advantage of the 3 kayaks and paddled around the marina. Bikes were convenient too, as well as small playground 2 houses down. Dock is large, sturdy and fun to fish off of, although we didn't catch anything. House is spacious, clean, roomy and well decorated. Appreciated the info binder which gave great restaurant recommendations. 10 min drive to large grocery store, 5 min to beer & ice store. Neighborhood is family oriented and very quiet. We really felt we were getting away from it all and living the "water life". Thank you!
Stayed 5 nights in Oct 2024
Verified

10/10 Excellent

Vicki D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Bridal Shower weekend

We rented the property for My Daughter’s Bridal Shower weekend so that we could all be together. The house was perfect with the most beautiful sunsets! The windows at the back of the house in the family room and in the Master bedroom allow the sunlight in with expansive views of the water. We did not want to leave! The house is very well equipped with everything that you need to cook a large family meal. The property Manager is awesome and she responded very quickly. I loved this house and would definitely rent it again. Also- for anyone that needs a reference of where the property is located- you are only 25 minutes to Annapolis and less than 20 minutes to Dunkirk in Calvert County .This property is also close to enough to DC and Baltimore if you want to do some sightseeing in addition to relaxing on the water. I would highly recommend planning to spend time here just relaxing and enjoying the beautiful sunsets!!
Stayed 4 nights in Apr 2023

About the host

Hosted by Rick Cefaratti

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