Shady Side Rentals USA Maryland Shady Side

Bay views with kayaks, bikes, fire pit, crabbing and more | House in Shady Side

9.6 (21 Reviews) |   Pet Friendly   3 Bedrooms  2 Bathrooms  8 Guests
Shady Side House | Bay views with kayaks, bikes, fire pit, crabbing and more

3 Bedroom House in Shady Side

Charming 3 bedroom, 2 bathroom private cottage is situated in a water community on the beautiful Chesapeake Bay.
Take advantage of all the Chesapeake Bay has to offer during your stay. We have kayaks and supplies for crabbing. The home is located near numerous parks and marinas, with plenty of access to fun on the water, or hang out in the fenced in backyard, perfect for your dogs to visit with you. The home is also right across the waterway from two waterfront restaurants and a short drive to Deale where there are numerous waterfront restaurants and marinas.
Enjoy the updated, soothing ambiance, back deck, firepit, gas fireplace, stand up arcade game, skeeball, kayaks, bikes and more. Perfect get away anytime of the year!
The house has one bedroom and a full bathroom on the lower entry level. There’s also a washer and dryer on that level available for guest use. The second floor has two bedrooms and a second full bathroom.
The primary bedroom has a door out to the back deck. Enjoy the outdoor dining table and gas grill.
We have well water and despite having a filtration system, we still recommend drinking and cooking with the bottled water provided.
If you have not used well water before, please note that it can have a sulfur smell.
Anne Arundel short term residential license number STR00674

Bay views with kayaks, bikes, fire pit, crabbing and more is located in Shady Side. Bay views with kayaks, bikes, fire pit, crabbing and more provides accommodation, featuring Sports/Activities, Fireplace/Heating, Entertainment, among other amenities. This House features Sports/Activities, Fireplace/Heating, Entertainment, to make your stay a comfortable one.

Bay views with kayaks, bikes, fire pit, crabbing and more has 3 Bedrooms , 2 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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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm minimum check-in age: 24
Check-out Check-out before 11:00 am
Child Policy Children are welcome.
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
Other Policy 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, a first aid kit, 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
 
Shady Side, 20764, USA

What Our Guests say 500 + Reviews

Apr 4, 2025 09:02:51 PM
Summary: The host were helpful and easy to work with. Property was thoughtfully outfitted with everything we needed. Great location.
Jon M. Jon M.
Oct 29, 2024 11:49:49 PM
Summary: Very clean, everything as described. Awesome host, communication an A+. Would definitely stay again, if we are in the area.
Ed H. Ed H.
Sep 30, 2024 11:54:45 PM
Summary: 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.
Don S. Don S.
Sep 2, 2024 10:43:45 AM
Summary: Very nice property, relaxing comforatable stay
Patricia M. Patricia M.
Aug 26, 2024 11:11:58 PM
Summary: Great little house! The fenced in yard for pets is absolutely perfect. Fully stocked kitchen, plenty of supplies like paper towels, soap, TP, even condiments and coffee filters. There's a grocery store down the street, and Annapolis is about 30 minutes away. People may have issues with the water, but the owners provide a fancy bubbler so you're more than covered. Neighborhood seems nice and access to the bay is a short stroll down the street. We had a great visit. Thanks Mary and Chris!
Matthew Matthew
Jan 14, 2024 02:39:29 AM
Summary: This property was awesome. The house was so clean and well stocked. The kitchen had everything we needed. The appliances are new and not a thing was out of place. They even had a dog bed and supplies for our dog. The owners were very accessible and reached out to make sure we had everything we needed. The neighbors were very friendly and it is a really special place. We will seek this place out if we ever return to Shady Side.
Stuart L. Stuart L.
Oct 20, 2023 05:16:15 AM
Summary: Great for families and friends. 30 Minute drive to Annapolis.
Farrah W. Farrah W.
Oct 16, 2023 08:57:40 AM
Summary: Met up with a friend from college and had a great visit for a few days. House was comfortable and clean. Mary & Chris were very responsive as well. We enjoyed sitting outside in the back yard and letting the dog explore and enjoy being off leash. Quiet neighborhood and beautiful area. Short drive into Annapolis as well. There were really only 2 downsides 1 - the water and the sulphur smell really made it hard to shower or wash dishes but that’s nothing that can be changed and we dealt with it 2 - the curtains don’t block out the street lights or the very early morning sun Overall we had a great stay and would definitely consider staying here again if we visit the area!
Kathryn C. Kathryn C.
Sep 16, 2023 03:59:13 AM
Summary: Four seniors visiting Annapolis. House was adequate for our needs. Twenty miles outside Annapolis. Neighborhood quiet.
Gloria B. Gloria B.
Sep 15, 2023 11:01:15 AM
Summary: We had a great time in Shady Side relaxing, taking a boat ride and playing on jet skis. We even found a really great ice cream shop right by the house. The house was clean and comfortable. The only downside was the water was not potable and very sandy. The owners did provide a water cooler which was definitely needed. Shady Side is a great place to escape the hustle and bustle of everyday life!
Kelly M. Kelly M.

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 $361 per night with includes Parking, Pet Friendly, View, Ocean View, Balcony/Terrace, Bedding/Linens, Laundry, TV, Security/Safety, Wellness Facilities, Barbecue/Outdoor Cooking, Child Friendly, Internet, Air Conditioner, Kitchen, Sports/Activities, Fireplace/Heating, Entertainment StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

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?

Based on the information reported by the owner or manager, details for the cancellation policy for the Shady Side house are as follows: Cancellation policy 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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