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





Reviews
1010 out of 10
Exceptional
Entire home
4 bedrooms3 bathrooms186 sq m
Popular amenities
- Parking available
- Dryer
- Washer
- Outdoor space
- Kitchen
- Air conditioning
Explore the area
Chester, MD
- Matapeake State ParkPlace, Matapeake State Park7 min drive
- Chesapeake Bay BridgePlace, Chesapeake Bay Bridge11 min drive
- Sandy Point State ParkPlace, Sandy Point State Park14 min drive
- Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)47 min drive
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About the area
Chester
When you stay at this vacation home in Chester, you'll be within a 10-minute drive of Chesapeake Exploration Center and Island Dog Park. .This vacation home is 18.4 mi (29.6 km) from U.S. Naval Academy and 4.1 mi (6.7 km) from Paul Reed Smith Guitars.
What's nearby
- Paul Reed Smith Guitars - 4 min drive - 3.5 km
- Matapeake State Park - 7 min drive - 7.3 km
- Chesapeake Bay Bridge - 11 min drive - 13.2 km
- Sandy Point State Park - 14 min drive - 16.3 km
- U.S. Naval Academy - 25 min drive - 29.1 km
Getting around
- Easton, MD (ESN-Easton - Newnam) - 28 min drive
Restaurants
- Chick-fil-A - 4 min drive
- McDonald's - 8 min drive
- Pour House Pub - 6 min drive
- McDonald's - 5 min drive
- Cracker Barrel - 8 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
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
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with an oven and a stovetop. A Smart television is provided for your entertainment. Conveniences include a microwave and a washing machine.
Take in the views from a garden.
Guests will find features like internet access and onsite parking.
Property amenities
Internet
- Available in the house: WiFi
Parking and transport
- Parking on site
Kitchen
- Dishwasher
- Hob
- Microwave
- Oven
Bedrooms
- 4 bedrooms
- Bedsheets provided
Bathroom
- 2.5 bathrooms
- Bathtub or shower
- Hair dryer
- Soap
- Toilet paper
- Towels provided
Entertainment
- Smart TV
Outdoor areas
- Garden
Laundry
- Laundry facilities
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- Service animals only (pets not allowed)
Suitability/Accessibility
- If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
- No lift (single-level property)
- Smoke-free property
Location highlights
- Near an outlet shopping centre
- Near the marina
Things to do
- Birdwatching nearby
- Fishing nearby
- Golfing nearby
- Kayaking nearby
- Motor boating nearby
- Winery tours nearby
Safety features
- No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
General
- Garden
- Unit size: 2,000 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 18
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Check-out instructions
The host requires you complete the following before checking out:
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights
Used towels can be gathered and placed on laundry room on floor.
Pets
Pets not allowed (service animals are welcome, and are exempt from fees)
Children and extra beds
Children are welcome
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
Onsite parties or group events are strictly prohibited
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
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