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Bay views with kayaks, bikes, fire pit, crabbing and more

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November 2024
December 2024

Photo gallery for Bay views with kayaks, bikes, fire pit, crabbing and more

Fridge, microwave, oven, stovetop
Smart TV, fireplace, video games, books
Exterior
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Terrace/patio

Reviews

9.6 out of 10

Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Washer
    Washer
  • Barbecue grill
    Barbecue grill
  • Outdoor space
    Outdoor space
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning
  • Fireplace
    Fireplace

Explore the area

Map
Shady Side, MD
  • Shadyside Park
    3 min drive
  • Annapolis City Dock
    32 min drive
  • U.S. Naval Academy
    33 min drive
  • Annapolis, MD (ANP-Lee)
    22 min drive

Room options

Similar properties

Private kitchen
The Cottage
Washer
Dryer
Pet-friendly
Free WiFi
5.0 out of 5, Exceptional, (1)
The price is CA $323
per night
CA $604 total
includes taxes & fees
29 Nov - 30 Nov
The Cottage

About the area

Shady Side

In Shady Side .Within 2 miles (3 km) of this Shady Side vacation home, you'll find Shadyside Park and Captain Avery Museum. Franklin Point State Park is within 2 miles (3 km) and Galesville Heritage Museum is within 9 miles (15 km).
View more Vacation homes in Shady SideOpens in a new window

What's nearby

  • Shadyside Park - 3 min drive
  • Westfield Annapolis Mall - 28 min drive
  • Navy-Marine Corps Memorial Stadium - 30 min drive
  • Annapolis City Dock - 32 min drive
  • U.S. Naval Academy - 33 min drive

Getting around

  • Bowie State Station - 44 min drive
  • Fort Meade, MD (FME-Tipton) - 46 min drive

Restaurants

  • ‪Pirates Cove Restaurant - ‬14 min drive
  • ‪Skippers Pier - ‬13 min drive
  • ‪Happy Harbor Inn - ‬11 min drive
  • ‪Petie Greens - ‬12 min drive
  • ‪Old Stein Inn - ‬22 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Bay views with kayaks, bikes, fire pit, crabbing and more

Updated 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.

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

Property manager

Mary Denby

Property amenities

Beach

  • Beach towels
  • Beach sun loungers

Internet

  • Free WiFi

Parking and transportation

  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Cookware/dishes/utensils
  • Coffee/tea maker
  • Paper towels
  • Lobster/crab pot

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bed sheets provided

Bathrooms

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Toilet paper
  • Soap
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV
  • Arcade/game room
  • Video games
  • Games
  • Books

Outdoor areas

  • Patio
  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Firepit

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 2 total pets
  • Welcoming dogs only

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the bay

Things to do

  • Water sports equipment
  • Bicycle on site
  • Kayak on site
  • Kayaking nearby
  • Marina nearby
  • Power boating nearby
  • Birdwatching nearby

Safety features

  • 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
  • First aid kit
  • Deadbolt lock

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 24

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Important information

You need to know

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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Bay views with kayaks, bikes, fire pit, crabbing and more Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 13 out of 17 reviews" "
Rating 8 - Good. 3 out of 17 reviews" "
Rating 6 - Okay. 1 out of 17 reviews" "
Rating 4 - Poor. 0 out of 17 reviews" "
Rating 2 - Terrible. 0 out of 17 reviews" "

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Ed H.

Liked: Cleanliness
Weekend Away
Very clean, everything as described. Awesome host, communication an A+. Would definitely stay again, if we are in the area.
Stayed 2 nights in Oct 2024

10/10 Excellent

Don S.

Liked: Cleanliness
Wonderful home
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.
Stayed 4 nights in Sep 2024

10/10 Excellent

Patricia M., Clifton Park, New York USA

Liked: Cleanliness
Chesapeake Bay House
Very nice property, relaxing comforatable stay
Stayed 2 nights in Aug 2024

10/10 Excellent

Stuart L., Catonsville

Liked: Cleanliness
Clean and comfortable
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.
Stayed 7 nights in Jan 2024

6/10 Okay

Kathleen C.

Liked: Cleanliness
Comfortable home for small family group
The home was well appointed with basic amenities provided. It was clean. We were 4 adults and 2 12 yr olds. It is a bit small for that many to spend any more than short periods of time. The kitchen was a bit small for preparing anything other than basic meals. The owners did respond to questions and concerns. The well water was a distraction and although bottled water was provided it was still an inconvenience not being able to use the tap water. The location was convenient to Annapolis and Crofton and DC, areas we needed to get to.
Stayed 4 nights in Nov 2023

10/10 Excellent

Farrah W.

Liked: Cleanliness
Cute place!
Great for families and friends. 30 Minute drive to Annapolis.
Stayed 2 nights in Oct 2023

10/10 Excellent

Kathryn C.

Liked: Cleanliness
Comfy home
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!
Stayed 3 nights in Oct 2023

8/10 Good

Kelly M.

Liked: Cleanliness
Shady Side Stay
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!
Stayed 2 nights in Sep 2023

8/10 Good

Gloria B.

Liked: Cleanliness
Nice small houee
Four seniors visiting Annapolis. House was adequate for our needs. Twenty miles outside Annapolis. Neighborhood quiet.
Stayed 3 nights in Sep 2023

8/10 Good

Maria M., United States

Shady Side getaway
Spent four nights at this house near the bay with my husband and our poodle. We loved the proximity to several waterfront restaurants and Annapolis. Had an incredible dinner at Jesse Jay’s Latin Kitchen! The house is cute and the owners provided lots of supplies like beach towels, coffee and paper products which are often NOT provided by other properties. The windows treatments do not keep out the bright street light from the bedroom. The yard needs a lot of work and the photos looked like there was a secure six foot fence around the yard. In reality one section of the fence is low and open picket type. This wouldn’t be a problem for everyone, but we wanted to have a chance to play with our dog off leash (we don’t have a fenced yard at home).
Stayed 4 nights in Jul 2023

10/10 Excellent

Marta B.

Liked: Cleanliness
Family Weekend
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.
Stayed 2 nights in Jun 2023

10/10 Excellent

Rona P.

Liked: Cleanliness
Perfect DC escape!
The house is beautifully decorated and comfortable; even has a cute basket for doggie essentials. Have to find that muddy paw cup for our pup now. Mary and Chris were very responsive and helpful. Everything's there for a wonderful stay. We took the provided paddles and vests just down the street and enjoyed a trip out into the river with the double kayak. Even the downpour didn't diminish the fun of our paddle. The firepit was perfect for s'mores and my teens enjoyed the arcade street fighter game in the shed. It is a friendly neighborhood to take a walk with your dog too. We were only there for 2 nights but felt much longer. We enjoyed dinner outside at Pirate's Cove, watched movies at the house and played a board game. All this and only 1 hour from DC! Thank you for sharing your home with us! *Oh, and my husband who can never find spicy enough food says the Spicy Chicken sandwich at Royal Farms (Convenience/Gas Station coming into town) is spicy, so beware.
Stayed 2 nights in May 2023

10/10 Excellent

Kayla T.

Liked: Cleanliness
Great Family Retreat
This was a great property for a young family to stay at, with quick access to the bay. Annapolis is very close by, with a lot of restaurants and other locations to visit. The neighborhood was very nice, with friendly neighbors on each side. Everything was very bright outside at night too, with a lot of street lights. (If you have little ones, consider bringing portable black out screens for some windows.) The house was clean and comfortable, with a backyard and game room that teens would likely love. The owners were great and very easy to get a hold of. They were quick to respond and help out. Highly recommended!
Stayed 4 nights in May 2023

10/10 Excellent

Maude H., Floyd, VA

Liked: Cleanliness
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.
Stayed 4 nights in May 2023

10/10 Excellent

kimberly D., alexandria

Liked: Cleanliness
A Delightful Getaway
My husband and I, along with 2 friends, just returned from a delightful “mini” getaway In Shady Side, Maryland. This recently renovated house was expertly styled in seaside colors and nautical accents. The owners have put a lot of thought into making sure that the needs of their guests were met. The kitchen is well stocked with new china, pots and pans and glassware. There is a great toaster and a coffeepot (along with coffee in the freezer). Everyone found the beds quite comfortable with lots of pillows. All bathrooms were supplied with soaps, lotions and shampoo. There was even a hairdryer. As dog owners, this dog friendly home welcomed us with a dog bed, bowls and towels. We gratefully appreciated this touch! We really enjoyed exploring the cute community of Shady Side. Our group did plenty of exploring on foot and by car. Unfortunately, the weather was a little cool – so we did not use the kayaks provided. The owners left a list of restaurants in their notebook. We took advantage of several waterside dining spots. In sum, we had a great time at the house and getting to know that part of the world. It was hard to believe that we were only an hour from DC. We definitely look forward to returning to this house again in the near future!
Stayed 3 nights in May 2023

10/10 Excellent

Carlos M.

Liked: Cleanliness
Great family stay!
We recently visited this home to celebrate my son's 3rd birthday. It was the perfect location for a quick mid-week escape from DC, only an hour from our home but it felt a world away. The house itself is very cute and decorated in a nautical theme. The beds were comfortable and the kitchen had everything we needed for cooking. We brought our little dog and the owners have the house equipped with dog bowls, blankets, and a dog bed that my pup would not leave. I also want to add that as parents of a 2 and 4 year old who get into everything, the home was super child friendly without dangerous decorations or pointy tables etc. The house is located by the water and we could walk to a playground with a private beach that was perfect for my young kids. We were also surprised by how friendly everyone in this area was and enjoyed the seafood at nearby restaurants. Owner was very responsive to my questions and provided a guidebook with suggestions and house rules that made everything very simple! There are kayaks you can use if you wish which we will have to take advantage of on our next trip. We would definitely return!
Stayed 2 nights in Apr 2023