Title: Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails Reviews, Deals & Photos 2025 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails Holiday home in Chester with kitchen ![Exterior](https://images.trvl-media.com/lodging/119000000/118100000/118095500/118095414/9d119e07.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118100000/118095500/118095414/351a6fc9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/119000000/118100000/118095500/118095414/44cbe554.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Games room](https://images.trvl-media.com/lodging/119000000/118100000/118095500/118095414/f0f635c7.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118100000/118095500/118095414/72092eb4.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails provides amenities, such as a garden and laundry facilities. Stay connected with in-room WiFi. 10 Exceptional ### Entire home 4 bedrooms3 bathrooms2000 sq ft ## Popular amenities - Parking available - Pet-friendly - Outdoor space - Dryer - Washer - Kitchen ## Add dates for prices Check-in Check-out Travellers ## 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 ## 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 - Pet friendly - Welcoming cats and dogs only - 2 pets total ### 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 ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/a4e7ac6c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Circa 1700 Chesapeake Colonial home on the National Register. 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Failure to complete these may result in a negative review from the host. ### Pets Pets are allowed Service animals are welcome, and are exempt from fees Welcoming dogs and cats only 2 total pets ### Children and extra beds Children are welcome ### Events Events allowed: family gatherings, birthday parties, weddings ### Smoking Smoking is not permitted ## 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 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 ## About the area 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. [Visit our Chester travel guide](https://www.expedia.co.uk/Chester.dx3000440455) [View more Holiday homes in Chester](https://www.expedia.co.uk/Chester-Private-Holiday-Homes.d3000440455-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=38.97217,-76.3016&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:cs%7BlF%7EsupM%3FS%3FS%3FU%3FS%40S%40S%40Q%40S%40U%40SBS%40SBQBSBSBSBSBQDSDQBSDQDQDQDQFSDQFQFODQHQFQFOFQHOFOHOFQHMHOJMHOHOHMJMHMJMJMJMJMJKJKJKLKJKJILMLIJILILILILGLILGLGLINGLELGLENENELENELCNCLENCNANEL%3FNCNCN%3FNALAN%3FNAN%3FN%3FN%40N%3FL%40N%40N%3FNBLBN%3FNDN%40LBNDNBLBNDLDNDLDNDLFLDLFNHLFLFLHLFLHLHJHLHLHJLLHJJJJLJJJJJJLJLJLHLJLHLJLHNHNHLHNHLHPFNHNHNFPFNFPFPFPFNDPFPDRFPDPDPBPDRDPBRDPBRBRBRBRBP%40R%40RBR%40T%40R%40P%40R%3FR%40R%3FT%3FR%3FR%3FR%3FR%3FRAR%3FRARARARARCRARARCPCRCRCRCREPCREPERCPEREPGPEPGPEPGPGPGNGPGPGNIPILGPININILININILKLINKLIJKLKLKLKJKJMJKJKJMJKJMHMJKFMJMFMHMFMHMFOFMFMFMDOFMDODMBODMBODOBMBOBOBO%40M%40OBO%40O%3FM%40O%3FO%40O%3FO%3FOAO%3FMAO%3FOAOCOAMAOCOCOCMCOEMCOCMEOEOEMGMEMGOGMGMGMIMGMIMGMKMGKKMIMKKKKKMKKKKKKKKMKMKMKKIMKOIMIMIOKOIMIOGOIQGMIQGOGQGQIOEQGQGQEQGQEQEQESEQCSEQESCQCSCSCSCSCQASCSASASASASASAS%3FS%3FS%3FS%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ZfoUc49x3OoYQmNPpnwvKH83JfY=) Chester, MD ### What's nearby - Paul Reed Smith Guitars - 4 min drive - 2.2 miles - Matapeake State Park - 8 min drive - 4.5 miles - Chesapeake Bay Bridge - 13 min drive - 8.2 miles - Sandy Point State Park - 17 min drive - 10.1 miles - U.S. Naval Academy - 29 min drive - 19.2 miles ### Getting around - Easton, MD (ESN-Easton - Newnam) - 28 min drive ### Restaurants - ‪Chick-fil-A - ‬4 min drive - ‪Pour House Pub - ‬6 min drive - ‪McDonald's - ‬5 min drive - ‪McDonald's - ‬8 min drive - ‪Cracker Barrel - ‬8 min drive ## Frequently asked questions ### Is Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails pet-friendly? > Yes, this property allows cats and dogs (limit 2 total). ### What time is check-in at Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails? > Check-in begins at 4:00 PM. ### What time is check-out at Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails? > Checkout is at 11:00 AM. ### Where is Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails located? > Situated in Chester, this holiday home is within 6 miles (10 km) of Island Dog Park, Chesapeake Exploration Center and Paul Reed Smith Guitars. Matapeake State Park and Love Point State Park are also within 9 miles (15 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question