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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

Wake up to this spectacular view!
Welcome to Blue Crab Cottage
Dining area
Private kitchen
View from the yard

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Parking available
  • Dryer
  • Barbecue grill
  • Pet-friendly
  • Washer
  • Fireplace

Explore the area

View in a map
Stevensville, MD
  • Matapeake State Park
    ‪3 min drive‬
  • Chesapeake Bay Bridge
    ‪15 min drive‬
  • Sandy Point State Park
    ‪18 min drive‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪52 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Living Room 1

2 Single Beds

2 bathrooms

Bathroom

Toilet · Shower only

Bathroom #2

Toilet · Shower only

Spaces

Deck or patio
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

Property manager

Jennifer Brown
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space

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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

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 and a first aid kit

About the area

Stevensville

Located in Stevensville, this holiday home is on the waterfront. Hammond-Harwood House and ARTFX Gallery of Fine Crafts and Arts are cultural highlights, and some of the area's activities can be experienced at Queenstown Harbor Golf Links and Queenstown Harbor Golf Club. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium. Explore all the area has to offer with horse riding and cycling.
Map
Stevensville, MD

What's nearby

  • Matapeake State Park - 3 min drive - 1.7 km
  • Chesapeake Bay Bridge - 15 min drive - 13.2 km
  • Sandy Point Beach - 17 min drive - 15.6 km
  • Sandy Point State Park - 18 min drive - 16.3 km
  • U.S. Naval Academy - 30 min drive - 30.9 km

Getting around

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

Restaurants

  • ‪Pour House Pub - ‬10 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Dunkin' - ‬8 min drive
  • ‪Cracker Barrel - ‬6 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.

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?

Checkout is at 10:00 AM.

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

Situated on the waterfront, this holiday home is 2 mi (3.2 km) from Matapeake State Park and 3 mi (4.8 km) from Paul Reed Smith Guitars. Island Dog Park and Love Point State Park are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 10 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Mike B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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

Maria L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceptional Views

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

10/10 Excellent

Jeanette B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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

Annemarie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Amanda M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Derek F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Stay

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

About the host

Hosted by Jennifer Brown

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests