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

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Interior
Exterior
Fridge, microwave, oven, stovetop
Interior
TV, fireplace, table football, offices

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
Stevensville, MD
  • Place, Matapeake State Park
    ‪2 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)
    ‪49 min drive‬

Room options

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About this property

Entire place

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

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
During your stay at this vacation home, you're just a quick walk from Chesapeake Bay. Laundry facilities are available. The vacation home includes amenities such as a kitchen and 2 bathrooms.
  • Air-conditioned home with kitchen, washing machine, and 2 bathrooms
  • Amenities include laundry facilities
  • Steps from Chesapeake Bay and Northern Chesapeake Bay
As a guest of this vacation home, you'll find barbecue grills, a garden, and laundry facilities. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • Games
  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • On the waterfront

Things to do

  • Boat
  • Foosball table
  • Optional golf privileges
  • Cycling nearby
  • Fishing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

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.

Pets

  • Pets are welcome
  • Service animals are exempt from fees
  • Note from host: Charge may apply

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

664b6577e847210056347f17

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

Reviews

10

Exceptional

Rating 10 - Excellent. 16 out of 16 reviews
Rating 8 - Good. 0 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Carolyn B.

Liked: Cleanliness
Clean, well-appointed, and organized for relaxation. View could not be better. Good setup for dog with fenced area. We enjoyed our stay!
Stayed 3 nights in Nov 2025

10/10 Excellent

Katrina D.

Liked: Cleanliness
Wonderful location, very well maintained and appointed.
Stayed 4 nights in Nov 2025

10/10 Excellent

Deborah V., Leesburg, VA

Liked: Cleanliness
We had such a great vacation at this property! The neighborhood was perfect for long dog walks -- quiet, safe and full of charm. Several parks within the neighborhood. The house itself is beautifully decorated and felt instantly welcoming. The kitchen was thoughtfully stocked with everything we needed to cook meals at home, which we really appreciated. Our dogs absolutely loved the spacious fenced yard -- it gave us peace of mind and them plenty of room to play. The views of the Bay were stunning, especially at sunset. We'd definitely stay here again!
Stayed 5 nights in Oct 2025

10/10 Excellent

Steven B.

Liked: Cleanliness
Stayed 4 nights in Sep 2025

10/10 Excellent

Eric C.

Liked: Cleanliness
We loved our stay and will be sure to come back. it was our first time in Maryland to attend a wedding. our dog left the backyard as well as walks around the neighborhood.. my wife said she could sit in the backyard all day. Thank you Jennifer for hosting us and we hope to return soon.
Stayed 3 nights in Aug 2025

10/10 Excellent

John L.

Liked: Cleanliness
The house was lovely and the view beautiful.
Stayed 3 nights in Aug 2025

10/10 Excellent

Mike B.

Liked: Cleanliness
We had a lovely time staying here - house and neighborhood are adorable and great for a quiet relaxing weekend! Our pup loved the fenced in yard.
Stayed 3 nights in Aug 2025

10/10 Excellent

Deborah R.

Liked: Cleanliness

Bay View

The views from the back yard were exceptional, the house was clean ant the master bed was amazingly comfortable.
Stayed 3 nights in Jul 2025

10/10 Excellent

Teri P.

Liked: Cleanliness

Amazing Property on Kent Island!

This house has EVERYTHING but the VIEWS are the absolute best! The decor is inviting, the kitchen fully stocked with anything you need, outside has plenty of seating with a beautiful dock and fire pit. Bedrooms are spacious, "viewing room" was a favorite, we loved everything about this rental!
Stayed 6 nights in Jul 2025

10/10 Excellent

Amanda M.

Liked: Cleanliness

Beautiful

Beautiful home and perfect views! It was very clean and comfortable. More spacious than it looks in the photos. Jennifer was very responsive and friendly. Would definitely come back to stay here!
Stayed 4 nights in May 2025

10/10 Excellent

Annemarie P.

Liked: Cleanliness

Birthday weekend

My son and I flew out to Maryland to celebrate my daughter's 21st birthday while she was at UMD. The location was perfect and ideal for traveling between Kent Island/St. Michaels and Annapolis/Baltimore, and was less than an hour from College Park for my daughter to drive and meet us. The house is charming, comfortable and clean. The neighborhood is quiet and the view was wonderful. We really enjoyed our stay and it made for a perfect birthday weekend.On a side note, the property mgmt company was wonderful and very responsive. Only days before our trip there was a water pressure problem and I was informed that the work would likely not be in time for our trip. They offered other accommodations on St. Michaels in a more expensive property at no charge as well as any other assistance I might need. In the end, the water problem at the original property was fixed and we had a lovely time. Thank you for everything.
Stayed 3 nights in Apr 2025

10/10 Excellent

Derek F.

Liked: Cleanliness

Great stay at a great location

House was as advertised with all the comforts needed for our stay. Convenient location to Annapolis and other local spots.
Stayed 2 nights in Mar 2025

10/10 Excellent

Jeanette B.

Liked: Cleanliness

Amazing house and view!

Loved everything about this house! The view, the furnishings and the quiet neighborhood were all amazing. The weather was bad (cold, rain, snow) but it did not stop us from having a great time!
Stayed 2 nights in Jan 2025

10/10 Excellent

Nick M.

Liked: Cleanliness

Quick Getaway on the Bay

We were looking for a quick trip to get away from our normal routine and found this absolute gem of a place on the water. The house itself was in a prime location. A short drive to Annapolis and local food. The house was very clean and had such a great view. The upstairs loft kept our kids busy with the arcade, foosball and books. The backyard was very inviting and we spent as much time as we could back there. Drinking a morning coffee looking out to the water was very relaxing. This was a 10/10 stay for us and will definitely look to return when the weather warms up!
Stayed 2 nights in Nov 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness

Beautiful Stay

Beautiful location and wonderful hosts.
Stayed 3 nights in Nov 2024

10/10 Excellent

Maria L.

Liked: Cleanliness

Exceptional Views

Beautiful and tranquil stay with outstanding views to relax. Would repeat again.
Stayed 6 nights in Sep 2024