The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground!

Stevensville, Maryland
$1332 avg/night
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

⭐ THE HIGHLIGHTS
• Private waterfront setting on Kent Island
• Resort-style pool with water views
• Firepit with Adirondack chairs on sand
• Walk to the Bay beach for sunsets
• 5 bedrooms + multiple living spaces
• Kids playroom + games
• Playground newly installed
• Big dining tables for meals together
• “Car bar” for entertaining & fun setups
• Record player for laid-backevenings
• Eastern Shore decor

We are EXTRA kid-friendly: playroom, pirate bunk room, baby gear (baby tub, diaper genie, high chair, pack n play, stools for the sink all included), toys, kid-sized beach chairs, kids books, fenced pool (when open), lawn games, children’s pool cabana, and an awesome playground.



️ MADE FOR GATHERING

The Great Room: soaring ceilings, panoramic water views, and space for everyone to spread out.
• Oversized sectional + electric fireplace
• Record player + 65” TV
• Dining table with water views
• Kids play area

The Living Room: the softest sofa, swivel chairs, and over a dozen board games

The “Unplug Zone”: TV-free gathering space in front of a decorative fireplace and art by local artist Kim Hovell.

Whether you’re hosting a big family dinner or just hanging out in pajamas, the layout makes it easy.



️ EAT, DRINK & LINGER

The Kitchen: fully stocked for preparing real meals and easy hosting — from waffle mornings to seafood feasts.
• Full-size appliances + dishwasher
• Waffle maker, bakeware, and serving dishes
• Two indoor dining areas (seats 18 total)

☕ “But First, Coffee” Bar
Keurig, Nespresso, French press, and logo mugs for the perfect cup.



SLEEP WELL

At The Landing, all beds are freshly made with white linens and duvet and two types of pillows depending on whether you like soft or firm.

• Primary Suite: King bed, panoramic water views, spa-like bath with soaking tub, coffee bar, TV, laundry, and office nook
• Bedroom 2: Queen bed, water views, TV (shares full bath)
• Kids Bunk Room: Two sets of bunks (sleeps 4) with playful pirate theme
• Bedroom 4: Queen bed, en-suite bath, TV, coastal décor
• The Landing Lounge (Bedroom 5): Daybed converts to queen sleeper; barn door + blackout drapes for privacy. Features “The Landing” logo wall.



OUTDOOR FUN

Private Pool (April–October)
Fully fenced when open, with loungers, umbrellas, and big water views. It feels like your own little resort.

Firepit on the Water
Eight Adirondack chairs, propane firepit, and solar lights — perfect for s’mores, stories, and early-morning coffee.

Outdoor Dining & Entertaining
• Dining table for 10
• Bistro table for two
• “Car Bar” for crab feasts, buffets, or lemonade stands

Waterfront + Beach Access
Located on Chews Creek (great views and wildlife — swimming not recommended). A 10-minute walk brings you to the community Bay beach for sunsets and sandy toes.

Beach chairs and lawn games are provided.



CLEANING

Professional cleaning, hotel-quality linens, and full turnover included — no extra linen or supply fees.



KENT ISLAND LOCATION

You’re minutes from:
• Wineries & waterfront seafood
• Marinas & boat rentals
• Golf
• Parks, trails & art galleries
• Groceries, Target & Starbucks

Easy access to Kent Narrows, Historic Stevensville, Queenstown, Wedding Venues, and day trips to St. Michaels, Naval Academy, Annapolis, Easton, and Oxford.



❤️ A NOTE FROM YOUR HOST

The Landing was designed to be a place where people feel comfortable, welcomed, and cared for. Hosting is personal to me, and I’m always available to help make your stay easy and special — whether that’s recommendations, questions, or making sure everything feels just right.



⭐ THE LANDING IS PERFECT FOR…

Family vacations, multigenerational trips, friends’ getaways, bachelorette parties, celebrations, or anyone looking for a warm, fun, waterfront escape with room to actually enjoy being together where both kids and grown-up can have fun!

THINGS TO KNOW

You may access the entire home and yard with the exception of the garage and the two locked closets upstairs.

Our neighbor, Kim, is lovely and will be available to assist you during your stay.

Primary guest must be 25+ and be present for the duration of the stay.

The Landing is located in a quiet residential neighborhood. The onsite caretaker is the next-door neighbor.

Please note that part of Island life is having well water. As a result, bottled water is recommended for drinking / cooking.

No smoking anywhere on property (inside or outside). No parties or events.

Swim in pool, beach, and waterfront at your own risk, no lifeguard, owner and manager assume no liability.

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    1 Total (up To 50 Lbs Per Pet) Pet Friendly Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 3000 Sq Ft (279 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Garden Patio
  • POOL/SPA

    Outdoor Pool
  • BATHROOMS

    4 Bathrooms Bathtub Or Shower Hair Dryer
  • THINGS TO DO

    Cycling Nearby Ecotours Nearby Fishing Nearby Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Power Boating Nearby Sailing Nearby Swimming Nearby
  • ENTERTAINMENT

    Arcade/game Room Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near Outlet Shopping Near The Bay On The Lake On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Area Rugs In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Tile Flooring In Public Areas Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Rates & Availability

Review Review

  • Peter W.

    Submitted Jan 19, 2026

    Stayed Jan 16, 2026

    The space was beautifully decorated, plenty of seating and space for a family getaway and the view was perfect. Our kids enjoyed the playset and the quick walk to the beach. Our host was proactive in communication and very warm and inviting.

  • Nick S.

    Submitted Jan 3, 2026

    Stayed Dec 29, 2025

    Gorgeous property… four great bedrooms plus a convertible lounge on the ground floor, a huge yard, and an expansive living area connected to the sunroom. We visited in the winter, but the pool, fire pit, and outdoor spaces would be fantastic in the summer.House was well stocked w/ coffee, towels, soaps, etc. Wonderful & responsive host.

Your dates are Available!

Total

Includes taxes and fees
$1,332+
View details