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"PIER JOY!" - 3BR WATERFRONT HOME W/PRIVATE DOCK

Photo gallery for "PIER JOY!" - 3BR WATERFRONT HOME W/PRIVATE DOCK

Exterior
Marina
Exterior
Exterior detail
Exterior

Reviews

9.8 out of 10
Exceptional

Highlights

  • Fireplace
    A rare find - cozy up in front of a warm, inviting fireplace.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Porch or lanai
  • Barbecue grill
  • Air conditioning
  • Free WiFi
  • Pet-friendly
  • Kitchen

Explore the area

View in a map
Shady Side, MD
  • Place, Shadyside Park
    ‪2 min drive‬
  • Place, Captain Avery Museum
    ‪3 min drive‬
  • Place, U.S. Naval Academy
    ‪37 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪61 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet

Bathroom 3

Bathtub · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden

About this property

"PIER JOY!" - 3BR WATERFRONT HOME W/PRIVATE DOCK

Gorgeous view, expansive covered back porch with fans & cascading stairs down to paver patio, fire pit and a dock where you catch an abundance of crabs! Large master suite with huge bath offering over-sized frameless glass shower, deep soaking tub & custom closet. Stunning glass addition off master suite w/cathedral ceiling, ideal for lounging or work from home! Wow view! Expansive kitchen with granite countertops, center island/breakfast bar & cathedral ceiling!

For security, the home is equipped with 3 Ring doorbells (cameras) -- 1/ located at the front door, covering only the front porch & steps; 2/ located on the front left side of the home, covering the full driveway; 3/ located on far left side of the covered back porch, covering the full porch & backyard. All of these devices are in plain view & only cover the exterior of the home. There are NO devices in the home or that can see into the home. Please let your host know if you are uncomfortable with the Ring cameras & we can disable them during your stay.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 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 and cats less than 50 lbs per pet (limit 2 pets total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2542393
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

About the neighborhood

Shady Side

Located in Shady Side, this vacation home is in a rural area and on the waterfront. Thanksgiving Farm Wines and South River Golf Links are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. Annapolis Bowl and Maryland Hall for Creative Arts are also worth visiting. Discover the area's water adventures with kayaking, windsurfing, and motor boating nearby, or enjoy the great outdoors with cycling.
View more Vacation Homes in Shady SideOpens in a new window
Map
Shady Side, MD

What's nearby

  • Shadyside Park - 2 min drive - 1.4 km
  • Captain Avery Museum - 3 min drive - 2.1 km
  • U.S. Naval Academy - 37 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) - 46 min drive

Restaurants

  • ‪Bayside Bull - ‬18 min drive
  • ‪7-Eleven - ‬9 min drive
  • ‪Jesse Jay’s - ‬7 min drive
  • ‪Dunkin' - ‬18 min drive
  • ‪Skippers Pier Restaurant and Dock Bar - ‬13 min drive

Frequently asked questions

Is "PIER JOY!" - 3BR WATERFRONT HOME W/PRIVATE DOCK pet-friendly?

Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite parking is available at the property.

What time is check-in at "PIER JOY!" - 3BR WATERFRONT HOME W/PRIVATE DOCK?

Check-in begins at 3:00 PM.

What time is check-out at "PIER JOY!" - 3BR WATERFRONT HOME W/PRIVATE DOCK?

Check-out is at 11:00 AM.

Where is "PIER JOY!" - 3BR WATERFRONT HOME W/PRIVATE DOCK located?

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

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 34 out of 37 reviews
Rating 8 - Good. 2 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 1 out of 37 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Dan S.

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

fantastic stay

The house was phenomenal. Great location and facilities..Would definitely stay again.
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Jon M.

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

the very best place we have stayed and best value

Everything was perfect, this was like house sitting for your rich uncle. Host were hospitable and easy to work with.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Joanne R.

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

Great place

This family of 5 had a great stay. Love the water views and ammenities - everything we needed including extra blankets and wood for fireplace - very homey and comfortable with plenty of space - thanks so much for a very enjoyable Thanksgiving trip to see family in Maryland.
Stayed 4 nights in Nov 2024
Verified

10/10 Excellent

Bill D.

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

peaceful and perfect

The property was great, we were in town working a boat show, The house was exactly as described, had everything we could have possibly needed for our stay. The neighborhood was quiet and peaceful. Hope we have the opportunity to stay there again.
Stayed 4 nights in Apr 2025
Verified

10/10 Excellent

daniel b.

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

Waterfront gem

Such a great place on the water! And couldnt of asked for better hosts! Thanks again for sharing your property with us. 11/10 would recommend!
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

suzanne p.

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

Wonderful Home

We really enjoyed our stay with you. Thanks for everything.
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Jason M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed at Pier Joy for a week and had an absolute blast! The hosts were great—friendly, responsive, and made sure we had everything we needed. There was tons to do, from relaxing on the deck to exploring the water. We caught a lot of crab right off the pier, which was a highlight for our family. The house was clean, comfortable, and in a perfect spot to enjoy beautiful sunsets. Highly recommend if you’re looking for a relaxing getaway with easy water access and plenty of fun right outside your door!
Stayed 9 nights in Jun 2025
Response from VrboOwner on Jul 29, 2025
sounds like you had a fabulous time which makes us so happy! come back again!
Verified

10/10 Excellent

Camille V.

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

Guest house for visiting Family(I live in neighborhood)

Cozy, comfortable- great room to gather Amazing location
Stayed 4 nights in Jan 2023
Response from VrboOwner on Feb 16, 2023
Camille was a lovely guest and we'd welcome them back anytime~
Verified

10/10 Excellent

Jeny D.

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

Perfect Escape

My two friends and I have come here twice now for a weekend getaway. It’s just perfection. Warm and cozy without being on top of each other or cluttered. Absolutely beautiful inside, gorgeous views outside. Thank you so much!!
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Edoardo C.

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

Annapolis with the grandkids

It was wonderful. Very quiet and great water views Spent time on the dock. Easy drive to most nearby attractions
Stayed 7 nights in Oct 2023
Verified

10/10 Excellent

Amanda E.

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

Pictures don’t do it justice!

Super cute property on the water! Clean, spacious and a convenient quick drive to downtown Annapolis. Would stay again!
Stayed 2 nights in Oct 2023
Response from VrboOwner on Oct 9, 2023
thank you! Come back any time!
Verified

10/10 Excellent

Robert B.

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

Weekend stay

We enjoyed our two nights very much. Great house, well equipped, and very responsive hosts. Highly recommend.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Michael W.

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

Great experience for the family

My family and I stayed in the house for three nights in mid-April. Overall, this was a great experience.The home was well maintained and as advertised, the location was excellent, and our family had a great time.We expect to return next year.Thanks again.
Stayed 3 nights in Apr 2025
Response from VrboOwner on Apr 30, 2025
thanks so much for your kind review; we look forward to hosting you again the future! jojo and jeff
Verified

10/10 Excellent

Sandy L.

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

Perfect quiet getaway

Beautiful home with spacious gathering areas and great location . Great outdoor and 3 season porch sitting areas . Short drive to Annapolis but away from the congestion. Would definitely stay here again .
Stayed 5 nights in Oct 2022
Response from VrboOwner on Nov 10, 2022
thank you, Sandy! We hope you will return!
Verified

10/10 Excellent

James S.

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

Quiet getaway

We like the bay and wanted to stay in a different area.
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Kara K.

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

Relaxing

Was only for a few days but the views were peaceful and relaxing. Just what we needed. The house had everything you’d need to just show up with clothes and enjoy. The list of local restaurants and grocery was super helpful.
Stayed 2 nights in Jan 2025
Verified

10/10 Excellent

Currin B.

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

Shady Side Jewel

We had a wonderful time in this rental. It was so comfortable, beautiful and clean. One of the very best we have stayed. Appreciate being able to have the owners share this home with VRBO followers. Hope to return later in the right season to try to crab off their dock. Loved all the geese.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Grace B.

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

Midship Visit

We had a relaxing weekend with our midshipman and pier joy was beautiful. Great kitchen and family room to cook and watch movies together. Very quiet area for rest and deep sleep. Fantastic outdoor space for coffee and reading. Was the perfect home for our time together and the hosts were responsive and helpful!
Stayed 3 nights in Jan 2025
Response from VrboOwner on Feb 2, 2025
Thank you, Grace! We are so happy you enjoyed your stay! We love it here and hope you return!
Verified

10/10 Excellent

Patti P.

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

Fantastic location!

We had a great family weekend. Even though we had a little rain we lived on the back porch just watching the drizzle on the water. The house is set up well for family time. Very peaceful! Would definitely come again !
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Kevin M.

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

Quick Get Away

Property was as advertised. Many grocery stores and restaurants nearby. Nice views from the dock and sitting room off of the master bedroom.
Stayed 3 nights in Mar 2022
Verified

10/10 Excellent

Carol K.

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

Relaxing on the waterfront

We are a retired couple and met our daughter and boyfriend for a reunion on Memorial Day Weekend. This home provided everything we needed and more. The outdoor space was a great place to relax or dine outside. We enjoyed sitting around the fire pit one evening and enjoying the peace and quiet. The kitchen was one of the best equipped of any place we have stayed allowing us to prepare most of our meals at home. This home is pet friendly and the owners provide several nice touches to make furry family members comfortable. We would love to stay here again.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Adam Y.

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

Wintry getaway

Even on a cold and windy weekend, Pier Joy did not disappoint! The house was spotless and cozy. The kitchen was spacious. The views were great even from the inside. Just what we needed to get away from the hustle and bustle. Can’t wait to return in a warmer month!
Stayed 3 nights in Jan 2024
Verified

10/10 Excellent

Vonda N.

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

Pure Joy at Pier Joy

The photos of this fabulous home does not do it justice! We fell in love with this location during our here for our son’s wedding in Maryland and we hated to leave this lovely property! It was warm and inviting! The hosts were a joy to work with! We had everything we needed to make a comfortable stay
Stayed 6 nights in Oct 2023
Response from VrboOwner on Nov 18, 2023
thank you for such a kind review. we love this home and are so happy you enjoyed your stay! come back and visit!
Verified

10/10 Excellent

Stephen P.

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

Perfect Chesapeake Bay getaway with the family!

Pier Joy was perfect for a long weekend with the family. I trailered my boat out from DC and used the private dock at the house. Surprisingly easy. In good weather, it’s great home base for a beautiful cruise up to Annapolis or across to the Eastern shore. The house is gorgeous and exactly as advertised. Joan and Jeff were fantastic hosts, very responsive and Jeff even took time to help me get the boat in and out.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Cynthia C.

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

New Years at Pier Joy

Pier Joy was a great location for a family get together south of Annapolis on the Bay. The view was lovely on the water. The house had great kitchen for cooking together. Well supplied. Bedrooms upstairs were lovely. Master bath wonderful. We would love to come back in the summer when we could enjoy the pier and the back deck. Jeff and Joan were very accommodating answering all questions — and providing excellent recommendations for local restaurants. We will definitely return!
Stayed 8 nights in Dec 2024

About the host

Hosted by Joan Stansfield

Host profile image

Languages:

English
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