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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.

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Guest favorite
A welcoming corner of the suite features a round table with two black chairs beneath a historic sign. Soft natural light enters through the door, highlighting a wooden dresser and decorative items along the walls. A textured rug enhances the cozy atmosphere.
Apartment in Kennett Square
4.8 out of 5 average rating, 135 reviews

Kennett Square romantic 1 bedroom efficiency

Historic Kennett Square, mushroom capital of the world, is in beautiful Chester County. In the historic district.You can walk to our exquisite restaurants, shopping and Hiking trails. Longwood Gardens, a mile drive away! Now a bit about our lovely bedroom suite.. during The pandemic we closed our antique store. We incorporated both antiques and contemporary pieces to reflect the ambiance of our shop. Free parking, out front, and a easy walk from car, no steps, into your private entrance. Enjoy!♥️

Top guest favorite
A cozy living area is furnished with a slipcovered sectional sofa and two blue slipper chairs surrounding a glass coffee table. Natural light filters through patterned curtains, highlighting a vintage rug on hardwood floors. The space connects to a dining area and staircase leading to the upper levels.
Home in Kennett Square
4.99 out of 5 average rating, 138 reviews

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

Top guest favorite
A walkway leads toward the entrance of the modern apartment, flanked by colorful foliage and seasonal plants. The path is bordered by manicured gardens, while trees with autumn leaves create a serene backdrop. Natural light brightens the inviting exterior.
Guest suite in Kennett Square
4.93 out of 5 average rating, 136 reviews

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.

Top guest favorite
A cozy bedroom features a spacious bed with a softly draped blanket. Decorative pillows add color, while muted teal and warm brown tones create a comfortable ambiance. A circular mirror and artwork complement the floral wallpaper, with ambient lighting provided by matching bedside lamps.
Home in Hockessin
4.97 out of 5 average rating, 539 reviews

Eclectic Escape Near Longwood Gardens & Mt. Cuba

Home information: Home owners are on the other side of house ( your space is very private). 1/2 the house is your space. Imagine a ranch house cut down the middle and 1/2 is the Airbnb and the other 1/2 is the owners side. Private entrance with keyless lock , 2 bedrooms with Queen beds, private bathroom and a living room. Other features include: Wifi , TV’s , a small refrigerator/freezer , microwave, coffee maker and a Private 1 acre lot w/ parking ( 2 cars max). There is no kitchen .

Top guest favorite
A cozy living area features a bright orange sofa alongside a green lounge chair, with a round white coffee table set on a black and white patterned rug. Natural light fills the space through a window adorned with simple decor, complemented by rustic wood accents and a warm-colored chimney.
Loft in Honey Brook
4.97 out of 5 average rating, 571 reviews

Funky Private Attic Apartment in Honey Brook

A private one bedroom attic apartment - perfect for a weekend getaway or solo time 🫶🏼 *please be aware that this property is alongside a main road, so if traffic noise bothers you, this may not be the right fit Located in the Borough of Honey Brook & just a mile from September Farm Cheese Shop & wonderful thrift stores! Pickleball courts within walking distance in local park. Paddles and balls provided. Lancaster County Tourist towns - within 25 min.

Top guest favorite
A charming cottage with a green, A-frame roof is framed by blossoming dogwood trees. A gravel path leads to the entrance, which is flanked by lush greenery and flowering shrubs, providing a tranquil and inviting approach.
Place to stay in West Chester
4.98 out of 5 average rating, 252 reviews

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.

Top guest favorite
The exterior of the Tiny House is showcased, featuring a modern design with a gray metal facade. A welcoming entryway is installed with a wooden door. A brick walkway leads from the grass area to the entrance, framed by trees and landscaping, creating an inviting environment.
Home in Kennett Square
4.88 out of 5 average rating, 113 reviews

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.

Top guest favorite
An open living and dining area features modern furnishings with a round dining table set for four. A vibrant floral accent wall adds character to the space, while a cozy seating area is visible in the background, complemented by natural light from nearby windows.
Townhouse in Kennett Square
4.97 out of 5 average rating, 194 reviews

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.

Guest favorite
An open living area features a small dining table surrounded by chairs, adjacent to a comfortable corner sofa. Sliding barn doors lead to a bedroom with a spacious bed. A ceiling fan and unique wall art contribute to the inviting ambiance.
Apartment in Kennett Square
4.92 out of 5 average rating, 318 reviews

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*

Top guest favorite
The exterior of a red carriage house showcases large, multiple-pane windows, allowing natural light to fill the space. The building is framed by greenery, including flowering plants and bushes, offering a serene garden setting that complements the architecture.
Guesthouse in Kennett Square
4.97 out of 5 average rating, 462 reviews

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.

Top guest favorite
A charming cottage is nestled among lush greenery, with a large window inviting natural light. The exterior features a sloping roof and a stone wall, accentuating the surrounding landscape of rolling hills and fields.
Cottage in Coatesville
5 out of 5 average rating, 323 reviews

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.

Top guest favorite
A charming stone cottage is surrounded by lush greenery. The red roof contrasts with the natural landscape. A spacious deck features outdoor seating, providing a serene view of the garden and rolling grassy hills beyond.
Farm stay in Lincoln University
4.96 out of 5 average rating, 164 reviews

Pyle Cottage, circa 1750

Relax at this unique and tranquil getaway located within 5 minutes of Fair Hill Training Center and MD 5* Event site. Quiet with lots of outside spaces and local hiking & biking right out your front door. Ten minutes off Rte 95 ~ 1 hour south of Philadelphia and 1 hr north of Baltimore in the tristate corner of DE-MD-PA.

Popular amenities for Kennett Square vacation rentals

When is the best time to visit Kennett Square?

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Avg. priceﺩ.ﺇ716ﺩ.ﺇ643ﺩ.ﺇ650ﺩ.ﺇ661ﺩ.ﺇ705ﺩ.ﺇ738ﺩ.ﺇ705ﺩ.ﺇ712ﺩ.ﺇ687ﺩ.ﺇ716ﺩ.ﺇ661ﺩ.ﺇ709
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Frequently Asked Questions

  • Do house rentals in Kennett Square have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Kennett Square. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Kennett Square have free parking?

    Absolutely! We offer over 10 house 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 a kitchen, over 10 homes with air conditioning, over 10 homes with wifi, 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 house rentals in Kennett Square?

    Experience the best of Kennett Square with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Kennett Square have wifi?

    Absolutely! We offer over 10 house 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 ﺩ.ﺇ294 per night before taxes and fees

  • Verified guest reviews

    Over 3,160 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!