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

Lakefront holiday home with kitchen and patio

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Exterior - The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground! (Stevensville)
Exterior - The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground! (Stevensville)
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Consider a stay at The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground! and take advantage of a garden, an arcade/games room and laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathrooms279 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Add dates for prices

About this property

Entire place

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

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

⭐ 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-back evenings
• 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.

Property amenities

Beach

  • Beach loungers

Pool/Spa

  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower

Living spaces

  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • On a lake
  • On the waterfront

Things to do

  • Arcade/game room
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours 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
  • Unit size: 3,000 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM
Contactless check-out

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

Check-out instructions

The host requires you to complete the following before checking out:
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Please return the pool gate key to the hook in the mudroom.
Hope you enjoyed your stay and have a safe trip home!!
Failure to complete these may result in a negative review from the host.

Rules

Swim, boat, use playground, and use pool and waterfront at your own risk. Owner not liable for any incidents.
No smoking anywhere on the property (inside nor outside). Any evidence of smoking inside or outside will result in a $1,500 fine.
Please note that part of Island life is having well water. As a result, bottled water is recommended for drinking / cooking.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total (up to 23 kg per pet)

Children and extra beds

Children are welcome

Events

No events allowed

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
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
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

We should mention

This property does not have any lifts

About the area

Located in Stevensville, this holiday home is on the waterfront. Chesapeake Bay Bridge and Captain Avery Museum are local landmarks, and travellers looking to shop may want to visit Bay Bridge Market Place Shopping Center and Annapolis City Dock. Travelling with kids? Consider Paul Reed Smith Guitars and Annapolis Maritime Museum. Make sure you get close to the area's animals with activities such as game walks and birdwatching. Visit our Stevensville travel guide
View more Holiday homes in Stevensville
Map
Stevensville, MD

What's nearby

  • Sandy Point State Park
    Sandy Point State Park
    22 min drive - 25.0 km
  • Romancoke Wharf County Park
    5 min drive - 4.5 km
  • Matapeake State Park
    10 min drive - 11.2 km
  • Paul Reed Smith Guitars
    15 min drive - 17.7 km
  • Love Point State Park
    19 min drive - 23.1 km

Getting around

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

Restaurants

  • Kent Island Elks Lodge
    9 min drive
  • Kentmorr Restaurant & Crab House
    10 min drive
  • Silver Swan
    12 min drive
  • Dirty Dave's Island Tiki Bar
    10 min drive
  • MOPs
    13 min drive

Frequently asked questions

Does The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground! have a pool?

Yes, this property has an outdoor pool.

Is The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground! pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much is parking at The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground!?

On-site parking is available at the property.

What time is check-in at The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground!?

Check-in begins at 4:00 PM.

What time is check-out at The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground!?

Checkout is at 11:00 AM.

Where is The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground! located?

This family-friendly Stevensville holiday home is located on the waterfront, within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Romancoke Wharf County Park is 2.6 mi (4.1 km) away.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10

Cleanliness

10

Location

Reviews

10/10 Excellent

Peter W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Jan 2026

10/10 Excellent

Nick S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Dec 2025