Title: Second Wind | Chesapeake Properties 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 # Second Wind | Chesapeake Properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67530000/67525500/67525457/047bc7b2.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV, offices](https://images.trvl-media.com/lodging/68000000/67530000/67525500/67525457/393c683c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67530000/67525500/67525457/3fc68de3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, offices](https://images.trvl-media.com/lodging/68000000/67530000/67525500/67525457/ba40be79.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67530000/67525500/67525457/3816467f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location In the charming town of Cape Charles, Second Wind is a newly renovated duplex that's perfect for your beach getaway. Relax on the front porch or back deck with a privacy partition and fenced-in yard, then unwind in the thoughtfully decorated living room with an open concept kitchen. 9.6 Exceptional ### Entire home 2 bedrooms3 bathroomsSleeps 6 ## Popular amenities - Dryer - Washer - Barbecue grill - Outdoor space - Air conditioning - 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. ### Second Wind | Chesapeake Properties Summary: Your beach vacation awaits at Second Wind! You can't go wrong with this location. Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) \*This is a no pet/animal home. The Space: Second Wind, Home Features: • 2 Bedroom, 3 Bath - Available for up to 6 Guests! • 2 Separate Living Areas • Just Blocks from the Beach & Downtown • Outdoor Furniture, Grill & Bikes! • Free WiFi & Smart TVs Find your Second Wind at this charming, newly renovated duplex in Cape Charles! Located just blocks from the beach and downtown action, Second Wind is the perfect place to experience your Cape Charles getaway. This duplex features a front porch facing a quiet street, as well as a back deck complete with a privacy partition and a fenced in back yard. Step inside to relax in the living room, thoughtfully decorated in beach theme! The open concept is perfect for entertaining your group in the living room while cooking a fabulous meal in the fully-stocked kitchen if you choose to stay in. The downstairs hosts a full bath as well as a private sitting room that doubles as a third bedroom with a queen size sleeper sofa. Upstairs, you'll find the first bedroom and full bath featuring a full and twin bed. Continue down the hallway to a tucked away laundry room and the primary bedroom. This bedroom also features a full bath and a luxurious queen size bed. Second Wind has all the amenities one may need including outside furniture, bikes, and a brand new grill! Guest Access: We offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message. • Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure. The Neighborhood: Most who visit fall in love within a few minutes! Noted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia. Things to See: • Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More! • Local Restaurants & Shopping \- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Market \- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more! Annual Festivals & Events: • Crabby Blues Festival • Annual Crab Slam • LOVEFest • Sounds of the Shore • Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec) • Free Concert in the Park (Summer Season) • Grand Illumination (Dec) We provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay! Northampton County Short-Term Rental Registration No. # Getting Around: Cape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising. Traveling to/around Cape Charles, Virginia: • Taxi Cabs \[i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services\] • STAR Transit, local fixed route and bus service • Uber, Lyft • Bike/Cycling \[Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies\] Airports: • Norfolk International Airport (about 45 min by vehicle) • Newport News Williamsburg International Airport (PHF) • Accomack County Airport (MFV) • Norfolk Ns (Chambers Fld) Airport (NGU) • Langley Air Force Base (LFI) Popular Landmarks: • Cape Charles Museum and Welcome Center • Kiptopeke State Park • Cape Charles Natural Area Preserve • Cape Charles Lighthouse • Cape Charles Town Beach • Cape Charles Brewing Company Other Things to Note: Please pay close attention to following the house rules. Non compliance could result in sizable fines. \- All guests staying at an Chesapeake Properties Vacation Rentals by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration. \- Age restrictions apply. Reservation holder must be 25 years of age. \- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Chesapeake Properties by Portoro directly. \- Known damages incurred during your stay must be reported to the property manager immediately. \- Before check in, we will send you detailed directions to ensure a seamless arrival. \- Check-in time is 4:00 p.m. Check-out time is 10:00 a.m. \- We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. \- Some homes have cameras for external monitoring only. \- HOTEL TAX COLLECTION: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. \- Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. \- This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. \- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. Interaction with Guests: Our goal is that your vacation exceed your expectations. Chesapeake Properties by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries. ## Property amenities ### Internet - Available in the house: WiFi ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Ice maker - Microwave - Oven - Refrigerator - Toaster ### Bedrooms - 2 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 3 bathrooms - Bathtub or shower - Hair dryer - Shower - Towels provided ### Entertainment - TV ### Outdoor areas - Balcony - Barbecue grill - Garden - Yard ### Laundry - Laundry facilities - Washing machine ### Work spaces - Office ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board ### Location highlights - In a rural location - In a village - Near a zoo - Near the sea ### Things to do - Bicycles - Optional golf privileges - Water park - Horseback riding nearby - Theme park nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Bicycles - Garden - Property does not allow children ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age - 25 ### 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 ### Pets Pets not allowed ### Children and extra beds This property does not allow children ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has indicated that there is a smoke detector on the property Safety features at this property include a fire extinguisher 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as Vrbo Property Your Beach Vacation Awaits at Second Wind! Cape Charles Your Beach Vacation Awaits at Second Wind! Private vacation home 6733d4efd416be0012276d87 ## About the area Located in Historic Downtown Cape Charles, a neighbourhood in Cape Charles, this holiday home is in a rural area and by the sea. Eyre Hall and Chesapeake Bay Bridge-Tunnel are local landmarks, and the area's natural beauty can be seen at Cape Charles Beach and Kiptopeke State Park. Take the opportunity to explore the area for outdoor excitement like horse riding. [Visit our Cape Charles travel guide](https://www.expedia.co.uk/Cape-Charles.dx9669) [View more Holiday homes in Cape Charles](https://www.expedia.co.uk/Cape-Charles-Private-Holiday-Homes.d9669-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C37.27141%2C-76.01274&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ke8h4j1_we9gA1aIMGsCRblLt_s=) Cape Charles, VA ### What's nearby - Cape Charles Museum & Welcome Center - 8 min walk - 0.4 miles - Cape Charles Beach - 9 min walk - 0.5 miles - Bay Creek Golf Club - 7 min drive - 2.6 miles - Dog Beach - 12 min drive - 6.8 miles - Kiptopeke State Park - 17 min drive - 12.1 miles ### Getting around - Norfolk, VA (ORF-Norfolk Intl.) - 50 min drive ### Restaurants - ‪Hardee's - ‬5 min drive - ‪McDonald's - ‬4 min drive - ‪Small’s Smokehouse - ‬4 min drive - ‪The Shanty - ‬16 min walk - ‪Sting-Ray's Restaurant - ‬9 min drive ## Frequently asked questions ### Is Second Wind | Chesapeake Properties pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Second Wind | Chesapeake Properties? > Check-in begins at 4:00 PM. ### What time is check-out at Second Wind | Chesapeake Properties? > Checkout is at 11:00 AM. ### Where is Second Wind | Chesapeake Properties located? > Located in Historic Downtown Cape Charles, this holiday home is within a 15-minute walk of Central Park and Cape Charles Beach. Cape Charles Museum & Welcome Center and Oyster Farm Marina are also within 15 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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