
Vacation rentals in Kennett Square
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Top-rated vacation rentals in Kennett Square
Guests agree: these stays are highly rated for location, cleanliness, and more.

Historic Downtown D. Clark House Dog Friendly!
The historic Dorothy Clark House, built around 1907, is in the National Historic District of Kennett Square, PA. We are downtown in the heart of the walkable Kennett Square Borough! This twin home has been lovingly restored to reflect its early 20th century roots, while providing a cozy place to relax while visiting our quaint town. We hope you’ll fall in love with the home like we have! 45 min to Philadelphia airport, 25 min to Wilmington 25 min to WCU, 6 min to Longwood, 15 min to Winterthur

Unionville Apartment-Minutes from Longwood Gardens
Bright and open two-story (stairs), modern one-bedroom, 1 bath apartment with central air conditioning, great room, walk-in closet, wood floors, and utility room with washer/dryer. Private parking. Rural setting in Unionville adjacent to ChesLen Preserve. We are also minutes from Longwood Gardens, Plantation Field Events, and Kennett Square, PA. Particularly well suited for travel and business trips to Southern Chester County. 18% off stays over a week. 25% off stays of a month or longer.

Silo Suite
Welcome to our charming suite located in the heart of the historic Brandywine Valley. Nestled within the entrance of a beautifully converted 12,000 square foot barn home, this space offers a truly unique and memorable stay. Our special place is perfectly situated between the renowned Brandywine River Museum and the Chadds Ford Winery, and in just minutes, you can explore the enchanting beauty of Longwood Gardens or dive into the world of history at Winterthur.

The Blue Lotus - a cottage in Kennett Square
Welcome to the Blue Lotus, a cottage in lovely Kennett Square! Voted 5th coolest town in the U.S. and is home to Longwood Gardens. A quick walk downtown makes it easy to enjoy the local food, coffee and culture. The Blue Lotus has just been completely renovated & has lovely furnishings, hardwood floors in the main space, a new kitchen, laundry & bathroom. You'll love the intimacy of this space. Great for couples, solo adventurers, & business travelers.

Private West Chester Cottage close to Longwood
Treat yourself to time away in the heart of Chester County history and horse country. This charming little gem, privately nestled under the evergreens is surrounded by acres of American history dating back to the 1700s. Tucked behind the property's historic stone farmhouse is the newly refurbished cottage which you'll have to yourself. The cottage is tastefully decorated with vintage treasures & has spectacular views of the unique property & gardens.

Newly built Tiny House in Historic Kennett Square
Custom-built tiny house Cottage with designer touches. Main floor has living area, full bath, and laundry. Loft bedroom with king bed and full ceiling height, accessed by stairs. Fully equipped kitchen with full appliances, cookware, table settings, and coffee. Smart TV, high-speed internet, and on-site parking. Two blocks from downtown Kennett Square dining, shops, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Max 2 guests.

Homey Retreat in Historic Kennett Square!!
Homey Retreat! A hidden gem tucked away in the bustling historic district of Kennett Square. Walking distance from all shops, restaurants, bars, and entertainment on the main strip. Historic charm and modern upgrades throughout make this a great place to experience and take in the full vibe this great town has to offer. 3 bedrooms, open living room, dining area, fully functioning kitchen, private backyard oasis, with off-street parking.

Cozy, Creative, One of a Kind
Enjoy activities (ping-pong/dart/board games), then stretch out in the king size bed. Full of host's original art. Driveway parking 10 minutes or less to all that Kennett has to offer (breweries, restaurants, Longwood Gardens, etc.), 1/2 hour to Wilmington or UD, 1 hour to Philadelphia. We live upstairs and you will hear footsteps in the morning before school and afternoons. *Solar Powered*Woman Owned*EV Charger*

Longwood Gardens Carriage House
Two miles from Longwood Gardens and six from Winterthur and Brandywine River museums, the apartment is ideally located for exploring Brandywine Valley sites and historic Kennett Square. Situated in a garden with views of a wildflower meadow and horses, it offers a spacious bedroom and bath, cozy kitchen/living combo and washer/dryer. It is modern, super clean, comfortable, and private--an idyllic country escape.

Charming cottage on 50 acre Chester County farm
Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.

Swallow’s Rest: West
This two hundred year old post-and-beam farm building has been converted into two elegant, private apartments that share a common entry. Either apartment can be reserved separately, or both can be shared by a group of guests. The property is located in a quiet and picturesque region that is close to many attractions in southern Chester County.

Charming loft apartment
The loft is in a newly renovated barn, located on our small farm in Gap PA. The location is approximately 15 min from Lancaster County’s main attractions. (please see below for more details on location) We have the cutest pony named Snickers who is accompanied by his two bunny friends. He loves when guests stop by to say hi!😊
Popular amenities for Kennett Square vacation rentals
Stay near Kennett Square's top sights
Other great vacation rentals in Kennett Square

Historic Country Schoolhouse with kitchen

Carriage House in Landenberg

Modern Guesthouse Retreat

Your own peaceful, natural retreat!

A-Frame Getaway on Amish Farm

Newly renovated Downtown Kennett

Kennett Square romantic 1 bedroom efficiency

Tilton Park Loft Studio
When is the best time to visit Kennett Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 | $175 | $177 | $180 | $192 | $201 | $192 | $194 | $187 | $195 | $180 | $193 |
| Avg. temp | 31°F | 33°F | 40°F | 51°F | 61°F | 69°F | 74°F | 72°F | 65°F | 54°F | 44°F | 35°F |
Frequently Asked Questions
Do hotel rentals in Kennett Square have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Kennett Square. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Kennett Square have free parking?
Absolutely! We offer over 10 hotel rentals with free parking in Kennett Square. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Kennett Square?
Yes! Work meets play with ease at over 20 vacation rentals in Kennett Square featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Kennett Square?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Kennett Square?
Kennett Square has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in hotel rentals in Kennett Square?
Experience the best of Kennett Square with our hotel rentals, starting at about $190 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do hotel rentals in Kennett Square have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in Kennett Square. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Kennett Square have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Kennett Square. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Kennett Square

Total vacation rentals
Explore 40 vacation rentals in Kennett Square

Nightly prices starting at
Kennett Square vacation rentals start at $80 per night before taxes and fees

Verified guest reviews
Over 3,190 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Kennett Square vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kennett Square rentals

4.9 Average rating
Kennett Square stays are highly rated by guests—averaging 4.9 out of 5!
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