Entire home
The Landing at Kent Island a Luxury Waterfront Retreat with a Private Pool
Waterfront holiday home with private pool and kitchen
Photo gallery for The Landing at Kent Island a Luxury Waterfront Retreat with a Private Pool





5 bedrooms 3+ bathrooms Sleeps 12
Popular amenities
Explore the area

- Place, Romancoke Wharf County Park
- Place, Matapeake State Park
- Place, U.S. Naval Academy
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Rooms & beds
5 bedrooms (sleeps 12)
Bunk Room
2 Single Bunk Beds
King Suite
1 King Bed
Main Floor Den
1 Double Sofa Bed
Queen Suite
1 Queen Bed
Queen Waterfront
1 Queen Bed
3 bathrooms, 1 half bathroom
Full Hall Bath
Bathtub or shower · Toilet
King EnSuite
Bathtub · Toilet · Shower only
Main Floor Powder Room
Toilet
Queen Ensuite
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area
About this property
The Landing at Kent Island a Luxury Waterfront Retreat with a Private Pool
Welcome to The Landing at Kent Island– your private waterfront retreat on Maryland’s Eastern Shore.
Nestled on a picturesque acre plus with sweeping water views, The Landing is the perfect blend of privacy, comfort, and fun. This beautifully maintained Eastern Shore Colonial combines timeless elegance with modern amenities, offering guests an unforgettable waterfront getaway just minutes from the Bay Bridge.
Outdoors, the property shines with a spacious backyard and resort-style in-ground pool, complete with a family-friendly safety gate. Enjoy multiple outdoor dining and lounge areas, a fire pit for evening gatherings, and stunning views of the water, where blue herons, ospreys, and other local wildlife are frequent visitors.
Inside, thoughtful design and welcoming touches create the ideal setting for families and groups. The gourmet kitchen, with breakfast bar seating for two and a kitchen table for six, flows into a sun-filled entertainment room featuring a large sectional sofa, children’s play area, dining table, and flatscreen TV. Whether you’re hosting friends, entertaining kids, or enjoying a quiet evening, every space is designed for relaxation and connection.
Sleeping Arrangements:
King Suite: King bed + twin daybed, spa-style bath, office & laundry (sleeps 2)
Queen Suite: Queen bed + private bath (sleeps 2)
Queen Waterfront Room: Wake up to water views (sleeps 2)
Kids’ Bunk Room: Two twin-over-twin bunks (sleeps 4)
Main Level Den: Daybed that converts to Queen Sleeper Sofa (sleeps 2)
Plus: full hall bath upstairs & powder room on the main floor.
Amenities You’ll Love:
Fully stocked kitchen with waffle maker, frozen drink maker
Resort-style pool with safety gate
Outdoor games including cornhole, croquet, and boccee, unique "car bar"
Multiple outdoor dining areas & waterfront ire pit for s'mores
High-speed Wi-Fi & smart TVs
Washer/dryer & luxury linens
Family-friendly extras like high chair, baby bathtub, kids’ dishes, play area & lemonade stands
Two coffee bars - in kitchen and King Suite
Sunroom with electric fireplace, second full dining, family and playroom
Community Beach - free access and 10 minute walk with the house. Pack up the beach chairs from the house and walk them over in the provided beach cart.
The Vibe:
Mornings with coffee on the deck. Afternoons by the pool. Evenings watching the sunset over the water. Whether you’re entertaining friends, planning a family gathering, or sneaking away for a quiet escape, The Landing makes it easy to slow down and enjoy.
Location:
Downtown Annapolis – 25 min
Washington, D.C. – 45 miles
Baltimore – 46 miles
House Rules:
No smoking, pets, or parties
Primary renter must be 25+ and present
Residential neighborhood with quiet hours
Check-in: 4 PM | Check-out: 11 AM
Nestled on a picturesque acre plus with sweeping water views, The Landing is the perfect blend of privacy, comfort, and fun. This beautifully maintained Eastern Shore Colonial combines timeless elegance with modern amenities, offering guests an unforgettable waterfront getaway just minutes from the Bay Bridge.
Outdoors, the property shines with a spacious backyard and resort-style in-ground pool, complete with a family-friendly safety gate. Enjoy multiple outdoor dining and lounge areas, a fire pit for evening gatherings, and stunning views of the water, where blue herons, ospreys, and other local wildlife are frequent visitors.
Inside, thoughtful design and welcoming touches create the ideal setting for families and groups. The gourmet kitchen, with breakfast bar seating for two and a kitchen table for six, flows into a sun-filled entertainment room featuring a large sectional sofa, children’s play area, dining table, and flatscreen TV. Whether you’re hosting friends, entertaining kids, or enjoying a quiet evening, every space is designed for relaxation and connection.
Sleeping Arrangements:
King Suite: King bed + twin daybed, spa-style bath, office & laundry (sleeps 2)
Queen Suite: Queen bed + private bath (sleeps 2)
Queen Waterfront Room: Wake up to water views (sleeps 2)
Kids’ Bunk Room: Two twin-over-twin bunks (sleeps 4)
Main Level Den: Daybed that converts to Queen Sleeper Sofa (sleeps 2)
Plus: full hall bath upstairs & powder room on the main floor.
Amenities You’ll Love:
Fully stocked kitchen with waffle maker, frozen drink maker
Resort-style pool with safety gate
Outdoor games including cornhole, croquet, and boccee, unique "car bar"
Multiple outdoor dining areas & waterfront ire pit for s'mores
High-speed Wi-Fi & smart TVs
Washer/dryer & luxury linens
Family-friendly extras like high chair, baby bathtub, kids’ dishes, play area & lemonade stands
Two coffee bars - in kitchen and King Suite
Sunroom with electric fireplace, second full dining, family and playroom
Community Beach - free access and 10 minute walk with the house. Pack up the beach chairs from the house and walk them over in the provided beach cart.
The Vibe:
Mornings with coffee on the deck. Afternoons by the pool. Evenings watching the sunset over the water. Whether you’re entertaining friends, planning a family gathering, or sneaking away for a quiet escape, The Landing makes it easy to slow down and enjoy.
Location:
Downtown Annapolis – 25 min
Washington, D.C. – 45 miles
Baltimore – 46 miles
House Rules:
No smoking, pets, or parties
Primary renter must be 25+ and present
Residential neighborhood with quiet hours
Check-in: 4 PM | Check-out: 11 AM
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed, service animals permitted
Smoking
Smoking is not permitted
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 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
Stevensville
Located in Stevensville, this holiday home is on the waterfront. Captain Avery Museum and Annapolis Maritime Museum are cultural highlights, and travellers looking to shop may want to visit Bay Bridge Market Place Shopping Center and Annapolis City Dock. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Stevensville, MD
What's nearby
- Romancoke Wharf County Park - 6 min drive - 4.5 km
- Matapeake State Park - 13 min drive - 11.2 km
- Chesapeake Bay Bridge - 28 min drive - 25.7 km
- Annapolis City Dock - 42 min drive - 42.6 km
- U.S. Naval Academy - 44 min drive - 43.4 km
Getting around
Restaurants
- Kentmorr Restaurant & Crab House - 10 min drive
- Kent Island Elks Lodge - 9 min drive
- Silver Swan - 12 min drive
- Dirty Dave's Island Tiki Bar - 10 min drive
- Awkward Town - 5 min drive
Frequently asked questions
Reviews
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About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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