Shady Side is home to this holiday home. Captain Avery Museum and The Kunta Kinte Alex Haley Memorial are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Annapolis Harbor Center Shopping Center. Travelling with kids? Consider Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. With kayaking, power boating and fishing nearby, you'll find plenty of adventures in the water.
Navy-Marine Corps Memorial Stadium - 36 min drive - 40.4 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) - 46 min drive
Restaurants
Bayside Bull - 18 min drive
Boat House - 11 min drive
South County Cafe - 11 min drive
7-Eleven - 9 min drive
Pirates Cove Restaurant - 14 min drive
Frequently asked questions
Is Lovely bay views with kayaks, bikes, fire pit, crabbing & more pet-friendly?
Yes, this property allows dogs (limit 2 total).
How much does it cost to stay at Lovely home in bay community with kayaks, bikes, fire pit, & more?
As of 29 October 2026, prices found for a 1-night stay for 2 adults at Lovely home in bay community with kayaks, bikes, fire pit, & more on 9 November 2026 start from NZ$1,166, 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 Lovely bay views with kayaks, bikes, fire pit, crabbing & more?
On-site parking is available at the property.
What time is check-in at Lovely bay views with kayaks, bikes, fire pit, crabbing & more?
Check-in begins at 4:00 PM.
What time is check-out at Lovely bay views with kayaks, bikes, fire pit, crabbing & more?
Checkout is at 11:00 AM.
Where is Lovely bay views with kayaks, bikes, fire pit, crabbing & more located?
This family-friendly Shady Side holiday home is within 2 mi (3 km) of Shadyside Park, Franklin Point State Park and Captain Avery Museum. Chesapeake Bay and Northern Chesapeake Bay are also within 3 miles (5 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a wonderful weekend stay. This home was so relaxing and our dog enjoyed the yard space. We loved playing the games too! Thank you all for a lovely weekend!
We recently stayed at Shady Side and had a great experience start to end. Communication was 10/10 and the property was as described. You could tell the hosts thought about the little details. The rental was ideal for two families with a dedicated upstairs with two bedrooms and a bathroom and the a primary bedroom downstairs with a bathroom. As a pet parent, I particularly appreciated the fenced in yard and lots of areas in the community for walking. Would definitely recommend!
Cute little house with a lakeside theme. Fit our family of 5 perfectly! Hosts checked in with us via the app during our stay to make sure everything was to our liking. We didn’t have any issues during our stay, but it was nice knowing they would have been very responsive if we needed them! Highly recommend this property!
The hosts are lovely and so kind and really made us feel welcomed! Everything is as described and our girls trip was excellent with their recommendations of things to do and their home is a great place e to gather! We would be back for sure!!!
Bright clean beach house in a nice family-friendly and pet-friendly neighborhood. We really appreciated the large fenced-in backyard and being supplied with bottled water and the thoughtful dog basket. The beach house was perfect for two couples. The driving distance between the house and dining & entertainment options was comfortable. We appreciated the messages from our hosts - perfect mix of information and frequency. Thank you for the opportunity to stay at your beach house!
This is a great home base for exploring the Chesapeake Bay Area. In all the rentals we’ve ever stayed at, this one was the most generous in stocking supplies for us to use and they were also the most welcoming to our dog. We’d love to visit again during warmer weather so we can enjoy that beautiful backyard.
Stayed 7 nights in Feb 2026
Response from VrboOwner on 23 March 2026
We're so happy to hear that the supplies we provide were helpful. That's our goal so we're so happy to hear that you found everything you needed. Thanks for staying with us and we look forward to hosting you in warmer weather!
Very clean with modern decor. Owners were attentive and gave detailed instructions for check-in and check-out. Plenty of beds and extra sheets, blankets and towels. Large dining table for game nights. Additional game shed/man cave in the back yard. Very nice property in a cute area with views of the water. Highly recommend!
Stayed 2 nights in Mar 2026
Response from VrboOwner on 11 May 2026
Thanks so much for being such a lovely guest. It was such a pleasure to host you. And thanks so much for the feedback. So glad you enjoyed your stay!
Was a great stay. Was on a work detail and needed something close to elderly parents and work. Coo k ed every night with all needed to achieve dinner. Thx again. JBCAIN
Stayed 28 nights in Jan 2026
Response from VrboOwner on 23 March 2026
Thanks for staying with us. We greatly appreciate you taking good care of our home and thanks for the helpful feedback.
Cute cottage in quiet neighborhood for a get away to the Eastern shore. Description is accurate and Mary was easy to communicate with. We enjoyed our stay.
Stayed 2 nights in Jun 2025
Response from VrboOwner on 8 October 2025
Thanks for staying with us Kristin! We enjoyed hosting you and hope you'll stay with us again.
We had a great time with our family and another family plus our new pup! The house is very dog friendly and the fenced in yard was key. Everyone we met in the neighborhood and Shadyside was so friendly.
Stayed 3 nights in May 2025
Response from VrboOwner on 8 October 2025
We're so glad you and your family and your pup enjoyed your stay. It was our pleasure to host you all!
We had a great stay in this beautiful property. Three good size bedrooms and two nice baths. Well equipped kitchen and nice living area. Large yard for kids or dogs and just relaxing. Convenient to restaurants and markets. Hope to visit again soon.
This is an excellent property in a really nice community!
Lovely home, which we appreciate the host sharing with us. The location was excellent. We enjoyed eating in, cooking out, and kayaking. Also a day in Solomons and then in Annapolis. The neighbors are so friendly! House in excellent condition and host is responsive to texts as needed.
We had a lovely stay. The house was cozy and comfortable. The bikes were perfect for exploring the neighborhood and we loved walking to the dock to fish and kayak. Our two dogs joined us and they had a wonderful time as well. The yard was perfect for them to romp around and have a wonderful time. It was a wonderful weekend.