Discover Your Perfect Kennett Square Vacation Homes

Best Vacation Homes in Kennett Square

New
Cottage
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests 740 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $264/Night 7 Nights - US $1,847
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House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 3 Baths 7 Guests 2497.23 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $738/Night 7 Nights - US $5,166
Hotel
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bath
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
US $221/Night 7 Nights - US $1,546
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $487/Night 7 Nights - US $3,410
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • View
    View
  • Parking
    Parking
More amenities
US $170/Night 7 Nights - US $1,190
Cottage
Map-icon
like-icon10.0
Exceptional
(43 Reviews)
1 Bedroom 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $311/Night 7 Nights - US $2,175
Apartment
Map-icon
like-icon10.0
Exceptional
(40 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $272/Night 7 Nights - US $1,904
Apartment
Map-icon
like-icon9.8
Exceptional
(45 Reviews)
2 Bedrooms 1 Bath 6 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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US $264/Night 7 Nights - US $1,846

Kennett Square Luxury Rentals

House
Map-icon
1 Bedroom 3 Baths 10 Guests 2884.73 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $1,093/Night 7 Nights - US $7,651
House
Map-icon
like-icon10.0
Exceptional
(40 Reviews)
3 Bedrooms 2 Baths 7 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $866/Night 7 Nights - US $6,060
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
5 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $627/Night 7 Nights - US $4,387
House
Map-icon
like-icon8.2
Excellent
(17 Reviews)
4 Bedrooms 2 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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US $465/Night 7 Nights - US $3,254
House
Map-icon
like-icon10.0
Exceptional
(52 Reviews)
4 Bedrooms 1 Bath 9 Guests 4000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $438/Night 7 Nights - US $3,063
House
Map-icon
like-icon9.2
Exceptional
(5 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $426/Night 7 Nights - US $2,984
House
Map-icon
like-icon9.0
Exceptional
(63 Reviews)
3 Bedrooms 1 Bath 6 Guests 1900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $359/Night 7 Nights - US $2,510
House
Map-icon
like-icon9.8
Exceptional
(26 Reviews)
3 Bedrooms 2 Baths 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $352/Night 7 Nights - US $2,462

Kennett Square Pet Friendly Vacation Rentals

House
Map-icon
like-icon9.8
Exceptional
(34 Reviews)
1 Bedroom 1 Bath 2 Guests 1496 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $229/Night 7 Nights - US $1,600
House
Map-icon
like-icon8.5
Fabulous
(2 Reviews)
1 Bedroom 1 Bath 2 Guests 1496.18 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $185/Night 7 Nights - US $1,293
House
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $216/Night 7 Nights - US $1,510
House
Map-icon
like-icon5.0
Average
(2 Reviews)
1 Bedroom 1 Bath 1200 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $269/Night 7 Nights - US $1,883

Kennett Square Large Vacation Homes

Bed & Breakfast
Map-icon
5 Bedrooms 5 Baths 6 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $159/Night 7 Nights - US $1,113

Why Choose Rent By Owner for your Kennett Square Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Kennett Square

When should you plan your Vacation Rentals stay?

Choosing the perfect time to visit this charming destination ensures you can fully enjoy its local ambiance and natural beauty, making your stay in the region an unforgettable experience.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area blooms with vibrant local flora, making it an ideal time for outdoor activities and exploring the region's natural beauty. Temperatures are comfortably warm, enhancing your experience in this destination.

Average Temperature Daytime: 60-75°F - Nighttime: 40-55°F
autumn
Fall (September to November)

Autumn brings picturesque foliage and pleasant weather, attracting visitors who want to enjoy scenic walks and local harvest festivals. The region’s climate during this period is perfect for outdoor leisure and seasonal events.

Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F

Off-Season Highlights

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Winter (December to February)

In winter, you can experience quieter surroundings and lower accommodation prices, ideal for those seeking a peaceful retreat. While temperatures drop, indoor attractions and cozy stays make for a charming visit.

Average Temperature Daytime: 35-45°F - Nighttime: 25-30°F
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Summer (June to August)

Although summer sees an increase in visitors due to warmer weather, it remains a less busy time for travelers seeking solitude or budget-friendly options. Expect higher temperatures that make outdoor pursuits enjoyable during the day.

Average Temperature Daytime: 80-85°F - Nighttime: 60-65°F

Weekly Weather Forecast for Kennett Square

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas perfect for entertaining amidst the region’s scenic surroundings.
  • Take advantage of well-maintained gardens or landscaped yards to relax and unwind outdoors.
  • Make use of private patios or decks that offer a tranquil space to enjoy the fresh air.
  • Benefit from outdoor fire pits ideal for cozy evenings during your stay here.
  • Explore nearby walking trails or nature paths available through the property or in the area.
  • Relax by a seasonal or year-round swimming pool included in select properties.
  • Utilize outdoor recreational facilities such as sports courts or play areas integrated into the property.
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Family Activities

  • Longwood Gardens: Discover an expansive botanical garden where your family can enjoy seasonal exhibits, stunning fountain displays, and engaging horticultural tours in this captivating destination.
  • Kennett Square Mushroom Festival: Celebrate this area's rich culinary culture by participating in family-friendly activities, mushroom tastings, and educational demonstrations during the annual festival.
  • Chanticleer Garden: Explore this historic estate with its beautifully landscaped gardens and scenic walking paths, perfect for a relaxing family outing in the region.
  • Farmers Markets and Local Farms: Visit local markets and farms to introduce the family to fresh produce and farm experiences that highlight the area's agricultural roots.
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Adult Activities

  • Kennett Square Mushroom Festival: Immerse yourself in this region's famous gourmet mushroom culinary experience, celebrating local produce with tastings and gourmet meals.
  • Kauffman's Fruit Farm & Market: Explore this area's beloved farm market, perfect for sampling fresh seasonal fruits and enjoying beautiful orchard views.
  • Mushroom Capital Tours: Discover the rich history of this destination’s nickname through guided tours that highlight its unique mushroom farming industry.
  • Local Wineries and Breweries: Unwind at nearby vineyards and craft breweries that showcase the region’s growing wine and beer scene, ideal for relaxing adult outings.

Kennett Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the region’s renowned farm-to-table dining options to savor fresh, seasonal dishes that showcase local flavors during your stay.
  • Visit Nearby Attractions: Use your vacation rentals as a convenient base to discover the area's charming attractions and scenic spots, enriching your trip with memorable experiences.
  • Plan Ahead for Events: Check the local calendar to align your visit with festivals or seasonal events, ensuring you immerse yourself in the vibrant community atmosphere.
  • Utilize Personalized Amenities: Opt for accommodations that offer tailored amenities like outdoor spaces or cozy interiors to relax and enjoy your time here fully.

Transportation Options

  • Kennett Square Amtrak Station: You can conveniently access regional rail services that connect to major cities, making day trips or commutes around this area straightforward.
  • Local Bus Services: Public transportation options are available within the region, providing affordable and flexible travel around town and nearby attractions.
  • Car Rentals Near Kennett Square: Renting a vehicle is a practical choice for exploring the area's scenic sites and outdoor destinations with ease and comfort.
  • Taxi and Rideshare Services: On-demand taxis and ridesharing apps offer quick, reliable transportation for short trips throughout this destination.

Local Customs Options

  • The Mushroom Festival: Participate in the annual mushroom festival, which celebrates the region’s rich agricultural heritage and local culinary traditions.
  • Farmers Markets: Explore vibrant farmers markets that showcase fresh, locally grown produce and artisanal products unique to this destination.
  • Historic Farmstead Tours: Visit historic farmsteads that offer insight into traditional farming practices and rural life here in the area.
  • Local Craftsmanship: Support local artisans by engaging with craft displays and workshops that highlight the region’s creative talents.

Frequently Asked Questions About Kennett Square?

2. Which vacation homes in Kennett Square are best for families?

If you are looking for a family-friendly vacation home in Kennett Square, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kennett Square:

3. How many Rentbyowner vacation rentals are available in Kennett Square?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 42 in the Kennett Square area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Kennett Square. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the property listing. To ensure you understand the specific terms, please review the cancellation details provided in the listing or contact the property owner directly before booking.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are often specified in the listing. For clarity on all costs involved, review the detailed fee section or reach out to the host with your questions.

6. How do I check the availability of vacation rentals in this destination?

Availability can be checked instantly through the booking platform by selecting your desired dates. If you need assistance, you can also contact the property owner directly for real-time updates.

7. What amenities are typically included in vacation rentals in this region?

Many properties offer amenities like Wi-Fi, parking, kitchens, and outdoor spaces. To find out what each rental offers, carefully read the property description and amenities list on the listing page.

8. Is it possible to stay in a vacation rental near popular attractions or areas of interest in the region?

Yes, many rentals are conveniently located close to well-known attractions or points of interest in the region. Use the map feature on the listing to see the property's proximity to local highlights and contact the owner for more detailed location information.

Kennett Square Top Rated Vacation Rentals

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Hotel
Map-icon
like-icon8.8
Fabulous
(1002 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $141/Night 7 Nights - US $984
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Hotel
Map-icon
like-icon8.4
Excellent
(954 Reviews)
1 Bath
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $117/Night 7 Nights - US $821
star-icons-3
Hotel
Map-icon
like-icon8.3
Excellent
(390 Reviews)
5 Baths 288.47 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $170/Night 7 Nights - US $1,192
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Hotel
Map-icon
like-icon8.2
Excellent
(144 Reviews)
1 Bath
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $156/Night 7 Nights - US $1,091