Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Photo gallery for Lovely bay views with kayaks, bikes, fire pit, crabbing & more

A living room with a fireplace, white furniture, and a television.
A modern living room with a white sectional sofa, a wooden coffee table, and a dining area with a kitchen in the background.
A large bed with a white and blue bedspread, two bedside tables, and a nightstand with a lamp.
Two wicker chairs with striped pillows, a small table with a muffin and a mug, and a straw hat on the floor.
A single-story house with a front porch, a small staircase, and a mailbox.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
3 bedrooms2 bathroomsSleeps 8

Popular amenities

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

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

4 Single Beds

2 bathrooms

Bathroom 1

Towels provided · Bathtub or shower · Toilet · Hair dryer

Bathroom 2

Towels provided · Bathtub or shower · Toilet · Hair dryer

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Charming 3 bedroom, 2 bathroom private cottage is situated in a friendly community along the beautiful Chesapeake Bay.

Take advantage of all the Chesapeake Bay has to offer during your stay. We provide kayaks and supplies for crabbing. The home is located across the street from the water with plenty of access to fun on the water, near numerous parks and marinas, 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. We are also a close drive to Annapolis and Washington DC.

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, gas grill or wood burning firepit.

We have well water that it filtered and disinfected with two different filtration systems. We provide bottled water that you can use to drink and cook with although the tap water is safe to consume. 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

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House Rules

Check in after 4:00 PM
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 # 3298374vb
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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Shady Side

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 Harbour 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.
Map
Shady Side, MD

What's nearby

  • Shadyside Park - 2 min drive - 1.4 km
  • U.S. Naval Academy - 37 min drive - 41.5 km
  • Annapolis City Dock - 40 min drive - 42.5 km
  • Sandy Point State Park - 44 min drive - 51.6 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
  • ‪Pirates Cove Restaurant - ‬14 min drive
  • ‪Skippers Pier Restaurant and Dock Bar - ‬13 min drive
  • ‪Jesse Jay’s - ‬7 min drive
  • ‪Wharf 38 - ‬12 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 bay views with kayaks, bikes, fire pit, crabbing & more?

As of 26 Aug, 2026, prices found for a 1-night stay for 2 adults at Lovely bay views with kayaks, bikes, fire pit, crabbing & more on 14 Sept, 2026 start from S$761, 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).

About the host

Hosted by Mary Denby

Host profile image
Hi! We’re Mary and Chris, parents of two college-aged kids and big believers in travel as a way to recharge. When we need a break from our busy lives in Alexandria, VA, we escape to Shady Side and the peaceful beauty of the Chesapeake Bay. We love being able to welcome guests to our home.

Why they chose this property

We love this neighborhood for its friendly people, relaxed vibe, and easy walkability. We love to spend time at the community pier and kayaking out on the water taking in the beauty of the Chesapeake Bay

What makes this property unique

Our home is a cozy retreat with a big backyard where our family slows down, reconnects, and enjoys a quieter pace of life. Our dogs love the spacious fenced in backyard. We’re happy to share it with guests looking for the same kind of escape.

Premier Host

They consistently provide great experiences for their guests
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