Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly

Photo gallery for Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly

A spacious room with a large sliding glass door leading to a deck with outdoor furniture and a view of the water.
A rustic building with a sign reading "Rustico Restaurant & Wine Bar" and a large outdoor fountain surrounded by vibrant flowers.
A living room with a view of the water, a tufted sofa, and a small table with a lamp.
A modern kitchen with white cabinets, a stainless steel microwave, and a built-in oven. There is a dining area with a white table and blue patterned bowls.
A living room with a sofa, ottoman, and coffee table, a ceiling fan, and a large window with blinds.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Foosball onsite
    A rare find — the foosball table is waiting for you.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
Sleeps 63 bedrooms6 beds

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill

Explore the area

View in a map
Stevensville, MD
  • Place, Matapeake State Park
    ‪4 min drive‬
  • Place, Paul Reed Smith Guitars
    ‪6 min drive‬
  • Place, Island Dog Park
    ‪6 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪60 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

Living Room 1

2 Twin Beds

2 bathrooms

Bathroom

Toilet · Shower only

Bathroom #2

Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden
Dining area

About this property

Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly

Summary:
Escape to the shores of Kent Island at this 3-bedroom home, just minutes from historic Annapolis and under 2 hours from Washington D.C. and Baltimore. With stunning water views, a private dock, and a fully fenced yard, this home is the perfect setting for family vacations, couples’ getaways, and small group adventures.

The Space:
Start your mornings with coffee on the deck over the bay. Spend your days fishing or crabbing from the dock, exploring Kent Island’s scenic trails, or visiting Annapolis’ charming shops and historic sites. In the evenings, unwind with a glass of wine as boats drift past your backyard.
Inside, you’ll find a welcoming open floor plan, comfortable furnishings, and three cozy bedrooms designed for restful nights. The home is stocked with modern conveniences including Wi-Fi, smart TV, and a well-appointed kitchen.

Why Guests Love It:
- Stunning bay views from the deck & living room
- Private dock for fishing, crabbing, or launching kayaks
- Fully fenced yard — perfect for pets and outdoor games
- Quick drive to historic Annapolis, local dining, and waterfront activities
- Easy access from Washington D.C. & Baltimore for weekend getaways

Curated by Flaneur, this experience is designed in the spirit of slow travel — where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your waterfront hosts.

Guest Access:
Key Coded entryThis property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation.

The Neighborhood:
The property is in a lovely neighborhood, we ask guests to be courteous to our neighbors and the neighborhoods.

Other Things to Note:
Pet-friendly with a $200 fee per dog (max 2). Starter supply of toilet paper and paper towels provided; please bring extras for longer stays
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

Pets allowed
Charge may apply
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Smoking

Smoking is not permitted
An additional lease agreement is signed for the property once booked and if guests are bringing their furry friend there will be $150 pet fee.

Important information

You need to know

Property # 4013966
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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Stevensville

Located in Stevensville, this vacation 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. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Stevensville, MD

What's nearby

  • Matapeake State Park - 4 min drive - 3.5 km
  • Paul Reed Smith Guitars - 6 min drive - 5.9 km
  • Island Dog Park - 6 min drive - 6.3 km
  • Love Point State Park - 9 min drive - 11.3 km
  • Sandy Point State Park - 15 min drive - 13.9 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 31 min drive

Restaurants

  • ‪McDonald's - ‬8 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Starbucks - ‬9 min drive
  • ‪Hardee's - ‬8 min drive
  • ‪Burger King - ‬8 min drive

Frequently asked questions

Is Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly?

As of Aug 20, 2026, prices found for a 1-night stay for 2 adults at Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly on Dec 6, 2026 start from $515, 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?

Onsite parking is available at the property.

What time is check-in at Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly?

Check-out is at 10:00 AM.

Where is Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly located?

Situated on the waterfront, this vacation home is steps from Chesapeake Bay and Northern Chesapeake Bay. Matapeake State Park and Paul Reed Smith Guitars are also within 3 mi (5 km).

About the host

Hosted by Jennifer Brown

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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