Entire home
Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails
Photo gallery for Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails





4 bedrooms 2+ bathrooms Sleeps 9 2000 sq ft
Popular amenities
Explore the area
Chester, MD
- Paul Reed Smith Guitars4 min drive
- Matapeake State Park8 min drive
- Chesapeake Bay Bridge13 min drive
- Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)52 min drive
Rooms & beds
4 bedrooms (sleeps 9)
Bedroom 1
1 King Bed
Bedroom 2
1 Large Single Bunk Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Queen Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet
Bathroom 3
Soap · Toilet
Spaces
Kitchen
Garden
About this property
Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails
Charming Kent Island Retreat – 4 BR • 2.5 BA • Pool Table • Near the Water ""Brand New Construction""
Escape to the Eastern Shore with this spacious and comfortable 4‑bedroom, 2.5‑bath haven—perfect for family getaways, reunions, or remote work retreats.
The Space
Bedrooms: Four bright, well-appointed rooms — one king, two queens, and one room with a bunk bed (twin and a double) ideal for kids or extra guests.
Bathrooms: Two full bathrooms (one with a bathtub) plus a handy half bath—a great fit for groups and families.
Top Amenities
Game room fun: Challenge your crew to a match on the pool table, perfect for evenings in.
Climate control: Central A/C keeps things comfortable year-round.
Connectivity: Fast, reliable Wi‑Fi—ideal for streaming or remote working.
Essentials provided: Full washer and dryer, hair dryer, plus plush towels and linens.
Comfort & Space
With over 2,000 sq ft of open living space, vaulted ceilings, and a bright layout, there’s plenty of room to gather, unwind, or just spread out in peace and comfort.
Location Perks
Just a short drive to the water, with easy access to boating, beaches, seafood spots, and wildlife watching.
Conveniently located only two exits from the Bay Bridge, making day trips to Annapolis, St. Michaels, Baltimore, and Washington, D.C. a breeze.
Ideal For
Multi-generational families
Groups seeking water access + indoor entertainment
Remote workers needing reliable Wi‑Fi and comfort
All You Can Do on Kent Island:
Outdoor & Water Adventures:
Terrapin Nature Park: Explore 276 acres of wetlands, sandy beaches, and a 3.25-mile trails system—great for hiking, beachcombing, and wildlife watching, with stunning Bay Bridge views
Matapeake State Park: Relax on this former ferry landing beach with picnic spots and scenic Chesapeake Bay views
Cross Island & South Island Trails: Bike or stroll along flat, scenic trails—6–7 miles crisscrossing farms, woodlands, and bay shoreline
Kayak, Paddleboard & Canoe: Launch at CBEC, Ferry Point Park, or along Kent Narrows—plenty of waterways and guided options available
Fishing & Crabbing: Visit Romancoke Pier or charter a fishing trip for rockfish, sea trout, bluefish—or join a crabbing adventure
Nature & Wildlife:
Chesapeake Bay Environmental Center (CBEC): A 500‑acre wildlife preserve offering guided hikes, birdwatching, kayaking, and educational programs
Birdwatching & Nature Trails: Spot herons, swans, turtles along trails and boardwalks on Bayfront reserves
Cruises & Historical Sites:
Cruise or Bridge Gazing: Admire the Chesapeake Bay Bridge from the water or waterfront locations—it’s an iconic island landmark
marylandroadtrips.com
Historic Tours: Visit Cray House, Stevensville Post Office, Christ Church (1880), Stevensville Bank, Train Depot, and the Kirwan House & Store, all part of self-guided or docent-led tours on the first Saturday
Food & Drink Experiences:
Wine & Spirits
Cascia/Mark Cascia Vineyards: Tour and taste local wines on a waterfront vineyard
noelleacrossthepond.com
Blackwater Distilling: Sample craft spirits like rum, vodka, and whiskey with casual tours
livinginmaryland.com
Dockside Dining & Tiki Bars: Enjoy steamed crabs, rockfish, cocktails, live music at spots like The Jetty, Bridges, Kentmorr, Libbey’s, and Dirty Dave’s Tiki Bar
visitmaryland.org
Casual Eateries & Coffee:
Waterman Joe Coffee Truck: Early morning favorite for coffee, tea, and protein shakes near exit 37
Dessert First: Dockside coffee and treats in Kent Narrows
proptalk.com
Stevensville Crab Shack: Old-school steamed crabs, platters, and sides for grab-and-go feasts
laxhomes.com
Shopping & Culture:
Stevensville Arts & Entertainment District: Monthly events, antiques, galleries, local shops, and charming cafés
Boutiques & Vintage Finds: Ophiuroidea, DejaBlu Vintage, Anchors & Oars, and local artist galleries for unique beach-themed treasures
Experiences & Tours:
Working Seafood Facility Tour: Witness Maryland watermen and shuckers at a local seafood processing house (e.g., Harris Seafood)
Guided Fishing & Oyster Tours: Charter boat trips for fishing, oyster harvesting, or bow-fishing adventures .
Watermen’s Heritage Trail: Learn about Chesapeake Bay’s watermen with monuments, boat basins, and heritage signage
Escape to the Eastern Shore with this spacious and comfortable 4‑bedroom, 2.5‑bath haven—perfect for family getaways, reunions, or remote work retreats.
The Space
Bedrooms: Four bright, well-appointed rooms — one king, two queens, and one room with a bunk bed (twin and a double) ideal for kids or extra guests.
Bathrooms: Two full bathrooms (one with a bathtub) plus a handy half bath—a great fit for groups and families.
Top Amenities
Game room fun: Challenge your crew to a match on the pool table, perfect for evenings in.
Climate control: Central A/C keeps things comfortable year-round.
Connectivity: Fast, reliable Wi‑Fi—ideal for streaming or remote working.
Essentials provided: Full washer and dryer, hair dryer, plus plush towels and linens.
Comfort & Space
With over 2,000 sq ft of open living space, vaulted ceilings, and a bright layout, there’s plenty of room to gather, unwind, or just spread out in peace and comfort.
Location Perks
Just a short drive to the water, with easy access to boating, beaches, seafood spots, and wildlife watching.
Conveniently located only two exits from the Bay Bridge, making day trips to Annapolis, St. Michaels, Baltimore, and Washington, D.C. a breeze.
Ideal For
Multi-generational families
Groups seeking water access + indoor entertainment
Remote workers needing reliable Wi‑Fi and comfort
All You Can Do on Kent Island:
Outdoor & Water Adventures:
Terrapin Nature Park: Explore 276 acres of wetlands, sandy beaches, and a 3.25-mile trails system—great for hiking, beachcombing, and wildlife watching, with stunning Bay Bridge views
Matapeake State Park: Relax on this former ferry landing beach with picnic spots and scenic Chesapeake Bay views
Cross Island & South Island Trails: Bike or stroll along flat, scenic trails—6–7 miles crisscrossing farms, woodlands, and bay shoreline
Kayak, Paddleboard & Canoe: Launch at CBEC, Ferry Point Park, or along Kent Narrows—plenty of waterways and guided options available
Fishing & Crabbing: Visit Romancoke Pier or charter a fishing trip for rockfish, sea trout, bluefish—or join a crabbing adventure
Nature & Wildlife:
Chesapeake Bay Environmental Center (CBEC): A 500‑acre wildlife preserve offering guided hikes, birdwatching, kayaking, and educational programs
Birdwatching & Nature Trails: Spot herons, swans, turtles along trails and boardwalks on Bayfront reserves
Cruises & Historical Sites:
Cruise or Bridge Gazing: Admire the Chesapeake Bay Bridge from the water or waterfront locations—it’s an iconic island landmark
marylandroadtrips.com
Historic Tours: Visit Cray House, Stevensville Post Office, Christ Church (1880), Stevensville Bank, Train Depot, and the Kirwan House & Store, all part of self-guided or docent-led tours on the first Saturday
Food & Drink Experiences:
Wine & Spirits
Cascia/Mark Cascia Vineyards: Tour and taste local wines on a waterfront vineyard
noelleacrossthepond.com
Blackwater Distilling: Sample craft spirits like rum, vodka, and whiskey with casual tours
livinginmaryland.com
Dockside Dining & Tiki Bars: Enjoy steamed crabs, rockfish, cocktails, live music at spots like The Jetty, Bridges, Kentmorr, Libbey’s, and Dirty Dave’s Tiki Bar
visitmaryland.org
Casual Eateries & Coffee:
Waterman Joe Coffee Truck: Early morning favorite for coffee, tea, and protein shakes near exit 37
Dessert First: Dockside coffee and treats in Kent Narrows
proptalk.com
Stevensville Crab Shack: Old-school steamed crabs, platters, and sides for grab-and-go feasts
laxhomes.com
Shopping & Culture:
Stevensville Arts & Entertainment District: Monthly events, antiques, galleries, local shops, and charming cafés
Boutiques & Vintage Finds: Ophiuroidea, DejaBlu Vintage, Anchors & Oars, and local artist galleries for unique beach-themed treasures
Experiences & Tours:
Working Seafood Facility Tour: Witness Maryland watermen and shuckers at a local seafood processing house (e.g., Harris Seafood)
Guided Fishing & Oyster Tours: Charter boat trips for fishing, oyster harvesting, or bow-fishing adventures .
Watermen’s Heritage Trail: Learn about Chesapeake Bay’s watermen with monuments, boat basins, and heritage signage
Property manager
Kim Newkirk
Languages
English
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Amenities
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Water view
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Charming Waterfront home, Kent Island, Maryland!
Charming Waterfront home, Kent Island, Maryland!
- Washer
- Dryer
- Air conditioning
- Parking available
House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed: family gatherings, birthday parties, weddings
Pets
Pets allowed: dogs and cats (limit 2 total)
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights
Used towels can be gathered and placed on laundry room on floor.
Failure to complete these may result in a negative review from the host.
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 20
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
About the area
Chester
Chester is home to this holiday home. Hammond-Harwood House and ARTFX Gallery of Fine Crafts and Arts are cultural highlights, and travellers looking to shop may want to visit Queenstown Premium Outlets and Annapolis City Dock. Paul Reed Smith Guitars and Helen Avalynne Tawes Garden are also worth visiting. With kayaking, power boating and fishing nearby, you'll find plenty of adventures in the water.
Chester, MD
What's nearby
- Paul Reed Smith Guitars - 4 min drive - 3.5 km
- Matapeake State Park - 8 min drive - 7.3 km
- Chesapeake Bay Bridge - 13 min drive - 13.2 km
- Sandy Point State Park - 17 min drive - 16.3 km
- U.S. Naval Academy - 29 min drive - 30.9 km
Getting around
Restaurants
- Chick-fil-A - 4 min drive
- McDonald's - 5 min drive
- Starbucks - 8 min drive
- Cracker Barrel - 8 min drive
- Pour House Pub - 6 min drive
Frequently asked questions
Reviews
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About the host
Hosted by Kim Newkirk

Languages:
English
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