Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View

Photo gallery for Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View

A dining room with a large table, wooden chairs, and a view of the sea through large windows.
A deck with a fire feature, seating, and a view of the water at dusk.
A modern kitchen with a central island, bar stools, and pendant lighting.
A spacious living area with a dining table, comfortable seating, a kitchen with bar stools, and a pool table.
A spacious living room with a high ceiling, a fireplace, large windows with a view of the water, a staircase, and a cozy seating area.

Reviews

9.2 out of 10
Wonderful

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Unmatched views, unforgettable moments
    Guests like the location for the scenic views.
Sleeps 167 bedrooms9 beds

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

View map
Stevensville, MD
  • Place, Paul Reed Smith Guitars
    ‪3 min drive‬
  • Place, Love Point State Park
    ‪3 min drive‬
  • Place, Island Dog Park
    ‪6 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪59 min drive‬

Rooms & beds

7 bedrooms (sleeps 16)

Bedroom

1 King Bed

Bedroom

1 King Bed

Bedroom

1 Queen Bed

Bedroom

1 King Bed

Bedroom

1 Single Bed and 1 Single Bunk Bed

Bedroom

1 Single Bed and 1 Single Bunk Bed

Bedroom

1 Double Bed

5 bathrooms, 1 half bathroom

Full Bathroom 2

Full Bathroom 3

Full Bathroom 4

Full Bathroom 5

Half Bath

Master Bathroom

Spaces

Kitchen
Outdoor play area
Garden

About this property

Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View

This short-term rental has an occupancy of 16 individuals with a max. of 12 guests being 18 years or older.

Experience spectacular sweeping views of the Chesapeake Bay Bridge from this fully renovated, well-appointed 6-bedroom, 5.5-bath waterfront home, just minutes from downtown Annapolis!

The main level is designed for entertaining, featuring a great room with an open kitchen concept, an oversized island with seating for six, and a cozy seating area. Enjoy meals with family and friends in the light-filled sunroom that comfortably accommodates twelve.

Discover the secret Pirate’s Cave hiding next to the laundry room, a fun-filled game room with a big screen TV equipped with table tennis, darts, air hockey, and foosball—perfect for all-day entertainment with family and friends. The brand new 20x40 swimming pool offers a basketball hoop and a relaxing tanning ledge where you can watch the sun set behind the Bay Bridge. The pool area is adjacent to a covered gazebo deck, an ideal spot for enjoying a crab feast from one of the local restaurants or a glass of wine.

The property also features a new private pier, providing an idyllic setting for crabbing, fishing, and bird watching. Spend tranquil mornings casting a line or catching crabs, and enjoying the serene beauty of local wildlife. The pier offers ample seating for relaxation and is the perfect vantage point for observing the stunning Chesapeake Bay sunsets over the bridge.

Gather around with drinks on the rear deck outfitted with a gas fire pit and plenty of seating. Or seat around the fire pit in the backyard making smores and watching the night sky. Younger guests will be thrilled by the pirate-inspired treehouse and play area, featuring a climbing wall, pirate plank, swings, slide, hammock, and treehouse!

PROPERTY FEATURES:

Waterfront: Chesapeake Bay.
Pool: 20 x 40 private pool with a basketball hoop. Swimming pools are open from May 22 - October 15. Be sure to bring your own pool towels.
Dock: 150 ft x 6 ft private dock for fishing and crabbing.
Game Room: Billiards, ping pong table, air hockey, foosball, and darts
Outdoor activities: cornhole, basketball hoops and Tree house.
Grill: Propane grill. Propane is provided.
Fireplaces: Outdoor gas fireplace table.
Pet Policy: Pets are not permitted.
WiFi: 1000 mpbs, reliably fast (good for 8-10 people or up to 12 devices)

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House Rules

Check in after 4:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 9569733
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

About the area

Stevensville

Located in Stevensville, this holiday home is on the waterfront. Shoppers can check out Annapolis City Dock, while everyone can enjoy the natural beauty of Chesapeake Bay and Sandy Point State Park. Travelling with kids? Consider Paul Reed Smith Guitars, or check out an event or a game at Alumni Hall. Looking to get your feet wet? Jet skiing, kayaking and power boating adventures can be found near the property.
Map
Stevensville, MD

What's nearby

  • Paul Reed Smith Guitars - 3 min drive - 3.8 km
  • Love Point State Park - 3 min drive - 3.1 km
  • Island Dog Park - 6 min drive - 6.6 km
  • Matapeake State Park - 8 min drive - 10.7 km
  • Sandy Point State Park - 15 min drive - 14.9 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 36 min drive

Restaurants

  • ‪Chick-fil-A - ‬9 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪Starbucks - ‬9 min drive
  • ‪Hardee's - ‬7 min drive

Frequently asked questions

Is Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View?

As of 20 Aug 2026, prices found for a 1-night stay for 2 adults at Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View on 12 Oct 2026 start from AU$8,968, 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 Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View?

On-site parking is available at the property.

What time is check-in at Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View?

Check-in begins at 4:00 PM.

What time is check-out at Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View?

Checkout is at 10:00 AM.

Where is Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View located?

This family-friendly Stevensville holiday home is located on the waterfront, just steps away from Chesapeake Bay and Northern Chesapeake Bay. Paul Reed Smith Guitars and Love Point State Park are also within 3 miles (5 km).

About the host

Hosted by Eastern Shore Vacation Rentals

Host profile image

What makes this property unique

7-BR, 5.5-BA, Sleeps 18, Waterfront Home with Bay Bridge views, minutes from Annapolis!

Premier Host

They consistently provide great experiences for their guests
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