Picketts Harbor vacation rentals

We found 7 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Picketts Harbor to find one that's perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, like parking and a TV. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
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Find out more about Picketts Harbor

Why visit Picketts Harbor

  • Stunning Scenery: Enjoy breathtaking views of the Chesapeake Bay and local beaches.
  • Outdoor Activities: Engage in boat rentals and explore nearby national parks for adventure.
  • Family-Friendly Atmosphere: Perfect for families, with activities like u-pick strawberries and peach picking.
  • Historic Exploration: Discover the unique history of the area, including visits to Pearl Harbor.
  • Diverse Accommodations: Choose from charming vacation homes, cozy cottages, and modern condos.

Popular types of accommodation around Picketts Harbor

Planning a getaway to Picketts Harbor? Discover the perfect accommodation for your needs. From charming houses and cozy cottages to modern condos, Picketts Harbor offers a variety of vacation rentals that cater to every traveler. Whether you're searching for a Picketts Harbor villa, a serene farm stay, or a unique rent-by-owner option, you'll find the ideal place to create unforgettable memories. Explore your options and start your vacation adventure today.

  • Houses: The top choice for visitors to Picketts Harbor, these homes offer spacious and comfortable accommodations, perfect for families or groups.
  • Condos: A popular option for those seeking modern amenities, condos provide a blend of comfort and convenience near the beach.
  • Cottages: These charming, quaint retreats offer a cozy atmosphere for a peaceful getaway.
  • Apartments: Ideal for couples or solo travelers, apartments offer a convenient and affordable stay.
  • Villas: Luxurious and spacious, villas are perfect for travelers looking to indulge in a more upscale experience.**

Top attractions near Picketts Harbor

Picketts Harbor in Cape Charles, Virginia, is perfect for outdoor and beach vacations, offering stunning scenery and a family-friendly atmosphere. Visitors can enjoy attractions such as local beaches, nearby national parks, and the beautiful Chesapeake Bay. For those seeking adventure, boat rentals are available, and exploring the historic Pearl Harbor adds a unique touch to your trip. Whether you're looking for relaxation or outdoor activities, Picketts Harbor has something for everyone.

  • Kiptopeke State Park: A natural haven just 2 miles from Picketts Harbor, Kiptopeke State Park offers stunning scenery and outdoor adventures. Enjoy hiking trails, birdwatching, and fishing, all while soaking in the park's serene atmosphere.
  • Cape Charles Beach: Located 5 miles away, Cape Charles Beach features soft sands and gentle waves, perfect for sunbathing, swimming, and beachcombing. It's a fantastic spot to relax and enjoy the coastal vibes.
  • Chesapeake Bay Bridge-Tunnel: A modern engineering marvel 7 miles from Picketts Harbor, this bridge-tunnel offers breathtaking views of the bay and connects the Eastern Shore to the mainland, providing a unique travel experience.

Things to do recommended for couples

For a romantic getaway in Cape Charles, explore the charming streets, enjoy a sunset stroll along the beach, or take a scenic bike ride through the nature trails. Don't forget to indulge in a candlelit dinner at a local seafood restaurant for a memorable evening together.

Things to do recommended for families

Families can explore the scenic beauty of Cape Charles Beach, enjoy kayaking in the calm waters of Picketts Harbor, and visit the charming local shops. Don't miss the playgrounds and picnic areas that make for great family bonding moments.

Things to do recommended for groups

Explore the scenic beauty of Cape Charles with a group kayak tour in the Chesapeake Bay or enjoy a beach day at the picturesque Cape Charles Beach. Don't miss a sunset cruise for stunning views and great memories together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Picketts Harbor

When traveling with a group, family, or pets, or if you’re considering longer stays, it’s important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Picketts Harbor with a group: Think about how many bedrooms you’ll require, as well as features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Picketts Harbor with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private pool. Additionally, think about how close you'll be to attractions that are suitable for the whole family.
  • Taking your pets with you to Picketts Harbor: For many families, a vacation wouldn’t be the same without their furry companion. If you can relate, take a look at Vrbo listings that welcome pets. Most pet-friendly properties offer amenities like food bowls and pet beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Picketts Harbor: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Picketts Harbor

Picketts Harbor is a hidden gem on the Eastern Shore of Virginia, perfect for outdoor and beach lovers. Explore the picturesque setting while enjoying u-pick strawberries and savoring peaches at Pickett. This trendy yet secluded neighborhood offers a serene atmosphere, making it an ideal getaway. Venture into the nearby wilderness area for breathtaking scenery and unforgettable experiences that will leave you relaxed and rejuvenated.

  • Bay Ridge: Located a mere 2 miles from Picketts Harbor, Bay Ridge is a charming neighborhood that attracts visitors with its stunning beach scenery and vibrant outdoor activities. Travelers can enjoy recreational areas perfect for picnics and leisurely strolls, as well as a local golf course for those looking to hit the links. The area is celebrated for its beautiful family beaches and picturesque bay views, making it an ideal destination for relaxation and family fun. Whether you're soaking up the sun or exploring the coastline, Bay Ridge provides a delightful coastal experience.
  • Kiptopeke: Also situated 2 miles away from Picketts Harbor, Kiptopeke is a haven for adventure seekers and nature lovers alike. Known for its breathtaking outdoor scenery, this neighborhood features a delightful boardwalk and an amusement park that guarantees fun for the whole family. The nearby national state park offers hiking trails and opportunities to connect with nature, while the family-friendly beaches provide a perfect backdrop for a day of sun and sand. Kiptopeke’s blend of outdoor adventure and scenic beauty makes it a must-visit destination.
  • Townsend: Just 2 miles from Picketts Harbor, Townsend is an inviting neighborhood that emphasizes family-friendly experiences and outdoor enjoyment. With a variety of recreational areas, this locale is perfect for families looking to unwind and engage in activities together. The shopping center and mall provide ample opportunities for retail therapy after a day at the beach, where you can enjoy the warm sun and the soothing sounds of the waves. The nearby family beaches and parks add to the charm of Townsend, making it an excellent spot for a well-rounded vacation.

Best time to go to Picketts Harbor

If you're planning a trip to Picketts Harbor, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnyLowSlightly Low
February42.1°F (5.6°C)Light RainMostly SunnyLowSlightly Low
March46.9°F (8.3°C)Light RainMostly SunnyAverageSlightly Low
April55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
May64.8°F (18.2°C)Light RainMostly SunnyAverageAverage
June73.9°F (23.3°C)Light RainMostly SunnyHighSlightly High
July79.0°F (26.1°C)Light RainMostly SunnyHighSlightly High
August78.3°F (25.7°C)Light RainMostly SunnyHighSlightly High
September73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
October64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
November53.6°F (12.0°C)Light RainMostly SunnyAverageAverage
December46.6°F (8.1°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, booking a longer stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow your search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient space for you to plan new trips, manage your existing plans, and review your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Picketts Harbor?
In Picketts Harbor, vacation houses are the most popular type of rental, with several available throughout the area. These properties typically offer spacious interiors, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable stay. Many vacation houses also feature outdoor spaces, such as decks or patios, which allow guests to enjoy the natural surroundings and relax after a day of exploring.
Are there any beach house rentals in Picketts Harbor?
In Picketts Harbor, there are several beach house rentals available, offering a delightful escape for travelers. These vacation homes are typically situated near the waterfront, providing easy access to the beautiful shores and scenic views of the surrounding area. Most beach houses come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor decks or patios ideal for enjoying the sunset. Many properties also feature multiple bedrooms and bathrooms, making them suitable for families or groups seeking comfort and convenience.
How much does it cost to rent a vacation home in Picketts Harbor?
Prices for vacation rentals in Picketts Harbor vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Picketts Harbor to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Picketts Harbor vacation house rentals?
You can find great discounts on house rentals in Picketts Harbor on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Picketts Harbor?
In Picketts Harbor, popular vacation rental amenities include fireplaces, which create a cozy atmosphere for guests, especially during cooler months. Onsite parking is also a common feature, making it convenient for travelers with vehicles. Many rentals in the area are pet-friendly, allowing guests to bring their furry companions along for the trip, and service animals are permitted as well. Additionally, some properties offer arcade game rooms, providing entertainment options for families and groups.
Can I find family house rentals in Picketts Harbor?
In Picketts Harbor, Virginia, there are several family-friendly house rentals available. This charming area offers a variety of accommodations that cater to families, with many properties featuring spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play safely.

Visitors can enjoy the serene surroundings and the nearby natural beauty, making it an excellent spot for family outings. Proximity to local parks and recreational areas enhances the appeal, ensuring that families have access to outdoor activities and relaxation.
Can I rent a vacation home with a pool or hot tub in Picketts Harbor?
In Picketts Harbor, there are several vacation homes available for rent that feature hot tubs, providing an inviting option for travelers looking to unwind. This charming area in Virginia is known for its scenic waterfront views and tranquil atmosphere, making it an ideal escape. Many of the rentals come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor decks where guests can enjoy the serene surroundings. Some properties may also offer additional features like private pools, barbecue areas, and easy access to local attractions.
Are there any Picketts Harbor vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Picketts Harbor with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Picketts Harbor?
In Picketts Harbor, travelers can find several pet-friendly vacation rentals that cater to both you and your furry friends. Many of these accommodations offer convenient amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can play. The area itself provides a serene waterfront setting, ideal for peaceful getaways.

While enjoying your stay, you can explore nearby parks and walking trails that welcome pets, allowing for enjoyable outings with your four-legged companions.
Can I find long-stay vacation rentals in Picketts Harbor?
A long-stay vacation rental in Picketts Harbor is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Picketts Harbor for a vacation rental?
The best time to visit Picketts Harbor for a vacation rental is during the peak season from June to August. This vibrant period attracts travelers eager to soak up the sun and enjoy the scenic beauty of the Virginia coastline. With warm temperatures ranging from the mid-70s to low 90s Fahrenheit, outdoor enthusiasts can partake in a variety of activities such as sailing, fishing, and exploring the charming local beaches.

July is particularly popular, as it hosts numerous community events and festivals, making it an exciting time for families and groups looking to immerse themselves in the local culture. The lively option is complemented by stunning sunsets and opportunities for evening strolls along the waterfront.

For those looking for a more budget-friendly option, consider visiting in December. While this is the low season, it offers a unique charm with fewer crowds, allowing for a more relaxed pace. Enjoy cozy stays by the water and the peaceful ambiance that comes with the off-peak period.
Are there any remote work vacation rentals in Picketts Harbor?
In Picketts Harbor, Virginia, there are several remote work-friendly vacation rentals available. Travelers can expect properties equipped with amenities tailored for productivity, including dedicated workspaces featuring desk chairs and desks, as well as complimentary Wi-Fi. Many rentals also offer additional conveniences like computer monitors, ensuring a comfortable and efficient work environment.

The area itself provides a serene backdrop for remote work, with opportunities for outdoor activities during breaks, such as exploring the picturesque waterfront or enjoying nature walks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Picketts Harbor vacation rental?
Book your Picketts Harbor vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Picketts Harbor, Virginia, United States of America?
Picketts Harbor, Virginia, offers a variety of attractions that highlight the area's natural beauty and historical significance. One of the main draws is the stunning waterfront along the Chesapeake Bay, where visitors can enjoy fishing, boating, and scenic views. The nearby Presquile National Wildlife Refuge is a great spot for birdwatching and exploring the diverse ecosystems of the region.

For history enthusiasts, the area features several Civil War sites, including historic trails and monuments that commemorate the local heritage. Additionally, the charming small-town atmosphere of Picketts Harbor is ideal for leisurely strolls, with local shops and eateries providing a taste of the community's culture. Exploring the nearby parks and nature trails offers outdoor enthusiasts opportunities for hiking and enjoying the serene landscape.
Can I change or cancel my Picketts Harbor home rental booking on Vrbo?
To find Picketts Harbor vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Picketts Harbor vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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