Second Wind - Chesapeake Properties

Top rated by guests
Private kitchen
Living area
Living area
Private kitchen
Private kitchen
review stars
9.6Outstanding
(9 Ratings)
"We came to cape Charles to visit family. House was perfect for us. Clean, well appointed, close to town and beach, and well stocked kitchen. We had everything we needed. We appreciate paper products,t..."
Julie S.
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(9 Ratings)

House in Cape Charles, VA

7 guests · 2 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.



• We cannot guarantee early check-ins or late check-outs, as both are subject to availability. Please contact us 24 hours prior to check-in to submit your request.



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!



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.

- For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do NOT record any audio.



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.



• We cannot guarantee early check-ins or late check-outs, as both are subject to availability. Please contact us 24 hours prior to check-in to submit your request.

Amenities at Second Wind - Chesapeake Properties

Non-smoking
No pets allowed

Map of Cape Charles, VA


Ratings and reviews

9.6 / 10
Outstanding(9 Ratings)
10 / 10Outstanding·Aug 2023
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stayed at 2nd wind for a long girls weekend. It was wonderful. The house was immaculate and the decor was so nice. The location is perfect. We enjoyed the porch and deck. We highly recommend and can’t wait to return.
10 / 10Outstanding·Jul 2023
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My teens and I enjoyed staying in this home. It was well-appointed with beach chairs, toys and floats, a wagon, 3 bikes. We enjoyed time on the front porch, used the grill, and also sacked out on the couches and watched tv. :-) The home was clean and comfortable. AC worked great, laundry and dishwasher were efficient. The upstairs bedrooms were bright and welcoming and the bathrooms were all roomy. The location requires a car or golf cart to get to the beach (or a bike, if you don't bring a lot of stuff with you!) but that wasn't a problem at all. Cape Charles is so small that nothing is actually far away. Overall it was a terrific rental and I'd gladly stay again. I particularly appreciated the flexibility of a partial-week stay.
10 / 10Outstanding·Jul 2023
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was as cute as a button and clean as a whistle!!!! It was very comfortable and the neighbors were great! We would stay again in a minute!We loved our 1st trip to cape Charles!👍
6 / 10Average·Jul 2024
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The Second Wind property is very nice. Good size. The beds weren't very comfortable, so recommend replacing with King or Queen beds. Also, the HVAC wasn't working properly downstairs for most of my stay, which made it very uncomfortable downstairs. The HVAC tech came and looked at the system, but it didn't fix the issue. the location of the property is really good.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Second Wind - Chesapeake Properties. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Second Wind - Chesapeake Properties pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Second Wind - Chesapeake Properties?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.