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Kennett Square vacation rentals

We found 82 vacation rentals — enter your dates for availability

Discover a selection of 12 homes and other vacation rentals in Kennett Square that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. Whatever you're looking for, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Find out more about Kennett Square

Why visit Kennett Square

  • Charming Downtown: Stroll through the bustling downtown area filled with friendly faces, local shops, and eateries.
  • Outdoor Adventures: Enjoy a variety of outdoor activities in urban parks and nearby national state parks.
  • Rich History: Immerse yourself in local history by visiting fascinating museums and historic neighborhoods.
  • Scenic Beauty: Explore the picturesque landscapes of southeastern Pennsylvania, perfect for nature lovers.
  • Diverse Accommodations: Choose from cozy cottages, private vacation homes, or modern apartments for a comfortable stay.

Popular types of accommodation in Kennett Square

Planning a getaway to Kennett Square? The excitement begins with selecting the perfect accommodation. Discover a variety of popular rental options, including houses, cozy cottages, and modern apartments. Whether you need a select number of bedrooms, available parking, or a fully equipped kitchen, Kennett Square has it all. Enjoy the luxury of townhome rentals or indulge in properties with private pools for a memorable stay.

  • Houses: The top choice for visitors in Kennett Square, these homes offer spacious accommodations perfect for families or groups.
  • Apartments: A popular option for those seeking convenience and comfort, apartments provide a home-like atmosphere in the heart of the town.
  • Cottages: These charming, quaint dwellings are perfect for a cozy getaway, surrounded by nature and tranquility.
  • Cabins: Ideal for nature enthusiasts, cabins offer a rustic experience in a serene setting.
  • Caravan Parks: A great way to enjoy the outdoors, caravan parks provide a blend of community and adventure.**

Top attractions in and around Kennett Square

Kennett Square, Pennsylvania, offers a delightful blend of outdoor and family-friendly activities, making it an ideal vacation spot. Visitors can explore popular attractions like urban parks, history museums, and national state parks. Whether you're interested in enjoying nature or immersing yourself in local history, there's something for everyone in this charming town. Don't forget to check out the beautiful Kennett Square homes as you stroll through the area.

  • Longwood Gardens: A stunning urban park in Kennett Square, Longwood Gardens features breathtaking floral displays, serene outdoor spaces, and captivating seasonal events. It's perfect for families and nature lovers seeking a tranquil escape.
  • University of Delaware: Located 12 miles away, this historic university boasts beautiful architecture and a vibrant cultural scene, with art galleries and museums that reflect the rich heritage of the area.
  • West Chester University of Pennsylvania: Just 9 miles from Kennett Square, this modern university combines city vibes with a lively campus atmosphere, offering engaging events and a welcoming community.

Things to do recommended for couples

For a romantic getaway in Kennett Square, consider visiting Chaddsford Winery or Va La Vineyards for a cozy wine tasting experience. For a touch of luxury, enjoy the serene atmosphere at Dowington Country Club. Each spot offers a perfect blend of romance and charm.

Things to do recommended for families

Families exploring Kennett Square can unwind at Anson B. Nixon Park, enjoy thrilling activities at Brandywine Picnic Park, and gaze at the stars at Mount Cuba Astronomical Observatory. Each location offers unique experiences, ensuring fun and adventure for everyone in the family.

Things to do recommended for groups

Explore the charming Chadds Ford Village & Barn Shops for shopping and entertainment, visit the Pennsbury-Chadds Ford Antique Mall for unique finds, and enjoy a round of golf at the scenic Loch Nairn Golf Club, perfect for outdoor enthusiasts in your group.

*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 in Kennett Square

When planning your trip—whether it's with a group, family, pets, or for an extended stay—be sure to prioritize your preferences in the filters. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Kennett Square with a group: Take into account how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Kennett Square with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Kennett Square: For many families, a trip isn't truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like food bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Kennett Square: If you're in search of vacation rentals offering 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 rental options. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Kennett Square

Kennett Square, known for its charming atmosphere, offers a delightful mix of outdoor adventures and family-friendly activities. Explore the bustling downtown, where friendly faces greet you, and enjoy the rich history of the surrounding neighborhoods. Just a short drive away, discover the scenic beauty of southeastern Pennsylvania, making it an ideal spot for a memorable vacation experience filled with recreation and urban exploration.

  • Wilmington: Wilmington is a vibrant city located 11 miles from Kennett Square, offering a unique blend of family-friendly activities and urban experiences. Visitors can enjoy the scenic beauty of its parks, including the expansive Wilmington Riverwalk, which provides stunning views of the Christina River. The city is also home to a variety of shopping centers and the lively Riverfront area, where you can find dining, entertainment, and cultural attractions. Don't miss the Delaware Art Museum, showcasing American art and illustration, making Wilmington a perfect spot for those looking to explore a dynamic city atmosphere.
  • Newark: Newark is another city located 11 miles from Kennett Square, known for its rich cultural scene and family-oriented attractions. Home to the historic University of Delaware, the city features beautiful campus grounds and a vibrant arts community. Visitors can explore the bustling shopping centers and malls, offering a variety of retail experiences. Outdoor enthusiasts can enjoy the nearby parks, while the Delaware Stadium frequently hosts exciting sporting events. Newark’s combination of education, culture, and recreation makes it a great destination for travelers looking to immerse themselves in a lively urban environment.
  • West Chester: Situated 10 miles from Kennett Square, West Chester is a charming city that boasts a delightful mix of outdoor activities and urban charm. Its historic downtown area is filled with boutique shops, restaurants, and cafes, making it perfect for leisurely strolls. Families can enjoy the local parks and the picturesque urban green spaces, while the nearby modern college university adds a youthful energy to the town. With its engaging community events and vibrant atmosphere, West Chester is an inviting stop for those looking to experience the heart of Pennsylvania.

Best time to go to Kennett Square

If you're planning a trip to Kennett Square, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like January to February and October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.0°F (0.0°C)Light RainMostly SunnySlightly LowAverage
February34.3°F (1.3°C)Light RainMostly SunnySlightly LowSlightly Low
March41.9°F (5.5°C)Light RainMostly SunnyAverageSlightly Low
April52.5°F (11.4°C)Light RainMostly SunnySlightly HighSlightly Low
May62.4°F (16.9°C)Light RainMostly SunnyAverageAverage
June71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly High
July76.6°F (24.8°C)Light RainMostly SunnySlightly HighSlightly High
August74.7°F (23.7°C)Light RainMostly SunnyAverageSlightly High
September68.2°F (20.1°C)Light RainMostly SunnySlightly HighAverage
October57.2°F (14.0°C)Light RainMostly SunnySlightly LowAverage
November45.3°F (7.4°C)Light RainMostly SunnyAverageAverage
December37.9°F (3.3°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming travel plans? Being flexible with your travel dates can help, as prices often vary. Additionally, opting for a longer stay can lead to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a dedicated area to plan exciting new trips, pick up right where you left off, or manage and organize your travel plans. You can easily find the properties you've saved or booked categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The captivating area of Kennett Square awaits your stay

Enjoy the area's festivals, museums and entertainment and make a vacation rental your home during your stay in Kennett Square. Renowned for its gardens, shopping and restaurants, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Kennett Square

Do you want to discover attractions to visit while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Kennett Square a one-of-a-kind vacation spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Anson B. Nixon Park (0.5 mi / 0.8 km)
  • Chaddsford Winery (4.9 mi / 7.9 km)
  • Brandywine Picnic Park (6.4 mi / 10.3 km)
  • Stargazers Vineyard (7 mi / 11.3 km)
  • Baldwin's Book Barn (8.2 mi / 13.1 km)
  • Brandywine Zoo (10.7 mi / 17.2 km)

Exploring the gardens and other natural features in Kennett Square

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Kennett Square is a great place to spend some time outside. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Longwood Gardens (3 mi / 4.9 km)
  • Ashland Nature Center (4.3 mi / 7 km)
  • Mt. Cuba Center (5.3 mi / 8.5 km)
  • Rockford Park (9.2 mi / 14.8 km)
  • Brandywine Valley (9.5 mi / 15.3 km)
  • Nemours Mansion and Gardens (9.6 mi / 15.4 km)

Transportation to and around Kennett Square

The nearest airport is in Wilmington, DE (ILG-New Castle), located 13.3 mi (21.4 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Philadelphia Intl. Airport (PHL), which is 25.1 mi (40.3 km) away.

Frequently asked questions

What is the best area to stay in Kennett Square, Pennsylvania, United States of America when booking a vacation rental?
When considering a vacation rental in Kennett Square, Pennsylvania, the downtown area is an excellent choice. This vibrant neighborhood offers a charming small-town atmosphere and is conveniently located near various attractions that highlight the region's unique character. One of the top draws is the renowned Longwood Gardens, a stunning horticultural display that features beautiful gardens, fountains, and seasonal events, making it a must-visit for nature lovers. Additionally, you can explore local shops and eateries that showcase the area's rich agricultural heritage.

Another appealing neighborhood is the outskirts near the Brandywine Valley, where you'll find picturesque landscapes and opportunities for outdoor activities. This area is also close to the Brandywine River Museum of Art, which features works by local artists and stunning views of the surrounding countryside.
How much does it cost to rent a vacation home in Kennett Square?
Prices for vacation rentals in Kennett Square 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 Kennett Square 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 Kennett Square vacation house rentals?
You can find great discounts on house rentals in Kennett Square 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 is the most popular type of vacation rental accomodation in Kennett Square?
In Kennett Square, vacation houses are the most popular type of rental, with around 11 available throughout the area. These homes typically provide spacious living spaces, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking to enjoy the local attractions like the Longwood Gardens or the charming downtown area. Additionally, there are several apartments and cottages available, which offer a cozy, home-like atmosphere with essential amenities such as kitchen facilities and comfortable living areas.
Are there any family house rentals in Kennett Square?
In Kennett Square, Pennsylvania, there are some family-friendly house rentals available, with around ten options to choose from. This charming area is renowned for its beautiful gardens and proximity to attractions like Longwood Gardens, which is superb for family outings. Many of these homes provide spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play.

Additionally, amenities such as Wi-Fi and air conditioning are commonly found to ensure a comfortable stay. Visitors will appreciate the local parks and walking trails that offer opportunities for outdoor activities and exploration.
Can I rent a vacation home with a pool or hot tub in Kennett Square?
In Kennett Square, there are several vacation homes available for rent that feature pools and hot tubs, making it a wonderful choice for travelers looking to enjoy some relaxation. This charming town in Pennsylvania is known for its beautiful gardens and proximity to the Brandywine Valley, providing a scenic backdrop for your stay. Many of the rental properties offer amenities such as private pools, hot tubs, spacious patios for outdoor dining, and fully equipped kitchens, ideal for both leisure and entertaining.
Can I find long-stay vacation rentals in Kennett Square?
A long-stay vacation rental in Kennett Square 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.
Are there pet-friendly house rentals in Kennett Square?
In Kennett Square, travelers can find several pet-friendly house rentals that cater to both comfort and convenience. Many of these homes come equipped with amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air. The area is known for its picturesque countryside, offering a serene environment for visitors and their furry companions.

Nearby, the Longwood Gardens is a great attraction, where leashed pets are allowed in certain areas, providing a scenic backdrop for walks. The surrounding neighborhoods also feature parks and walking trails that are superb for enjoying leisurely strolls with pets. See all pet-friendly rentals in Kennett Square.
Are there any remote work vacation rentals in Kennett Square?
In Kennett Square, there are several remote work-friendly vacation rentals available, with around 13 options to choose from. This charming town in Pennsylvania is known for its beautiful gardens and vibrant arts scene, making it an appealing destination for those who need to blend work and leisure. Many of the rentals come equipped with amenities specifically designed for remote work, such as dedicated office spaces, high-speed Wi-Fi, and desks to ensure productivity during your stay.

Travelers can also expect comfort with features like spacious living areas, fully equipped kitchens for meal preparation, and outdoor spaces to relax after a day of work. The area is rich in local attractions, including the famous Longwood Gardens and various parks that provide serene environments for breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kennett Square vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Kennett Square 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.
What are popular rental amenities in Kennett Square?
In Kennett Square, travelers can expect a variety of vacation rentals that offer a range of popular amenities. Most properties feature fully equipped kitchens, allowing guests to prepare their own meals, which is a great convenience for families or groups. Onsite parking is commonly available, making it easy for visitors to explore the area without worrying about street parking. Additionally, many rentals provide coffee and tea makers for a quick morning brew, as well as blenders for those who enjoy smoothies or other blended drinks. Comfortable living spaces often include sofa beds, which can accommodate additional guests, enhancing the overall flexibility of the rental options.
When is the best time to visit Kennett Square for a vacation rental?
The best time to visit Kennett Square for a vacation rental is during September, when the vibrant fall season begins to unfold. This month is particularly special as it marks the peak of the local mushroom harvest, drawing in food enthusiasts eager to explore the culinary delights of the region. The warm days and crisp evenings create a comfortable climate, superb for outdoor activities such as visiting Longwood Gardens and enjoying scenic walks through the picturesque countryside.

From July to September, Kennett Square experiences its peak tourist season, attracting visitors with its charming festivals and events. The summer months are filled with activity, yet September offers a more relaxed atmosphere as the crowds begin to thin, allowing for a more intimate experience with nature and local culture.

For those looking for a more budget-friendly option, consider planning your visit in January. While the winter months may be quieter, this time provides a unique opportunity to enjoy the serene beauty of the area, possibly even with a dusting of snow, making for a cozy getaway.
How early should I book a Kennett Square vacation rental?
Book your Kennett Square 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 Kennett Square, Pennsylvania, United States of America?
In Kennett Square, visitors can explore the renowned Longwood Gardens, a stunning display of horticultural artistry featuring expansive gardens, conservatories, and seasonal events throughout the year. The gardens are a major highlight and provide a beautiful backdrop for outdoor walks and photography. Nearby, the charming downtown area offers quaint shops and restaurants, great for experiencing local cuisine and culture.

Another attraction is the Brandywine Valley, known for its picturesque landscapes and wineries, where travelers can enjoy wine tastings and scenic views. The area is also rich in history, with sites like the historic Kennett Square train station and the nearby Chadds Ford area, which boasts the Brandywine River Museum of Art, showcasing works by local artists including Andrew Wyeth.

For those interested in outdoor activities, the surrounding countryside features hiking trails and parks, providing ample opportunities for nature walks and picnics.
Can I change or cancel my Kennett Square home rental booking on Vrbo?
To find Kennett Square 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 Kennett Square 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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