Holiday rentals in Kennett Square

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kennett Square

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
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, 132 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 favourite
A cozy living room features a comfortable seating arrangement with a sofa and two armchairs. A wooden coffee table sits on a soft area rug, alongside warm lighting from standing lamps. A ceiling fan adds ventilation, while the staircase and dining area can be seen in the background.
Home in Kennett Square
4.95 out of 5 average rating, 131 reviews

Historic J. Pyle House Main St Location Pets OK!

The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

Top guest favourite
The inviting living area features a warm-toned couch and decorative accent pillows. A circular coffee table sits in front, complemented by a stylish lamp. A wall-mounted TV is visible, along with an open kitchen view, highlighting natural light from nearby windows.
Home in Kennett Square
4.97 out of 5 average rating, 226 reviews

Longwood | Shops & Restaurants | Private Backyard

"We've stayed at AirBnBs all over the world and this was our favorite!" • Walk Score 86 (Walk to cafes, dining, shopping, breweries, etc.) • Fully equipped + stocked kitchen w/ SMEG appliances • Backyard patio w/ fire pit + BBQ grill • Samsung Frame TV • Onsite washer + dryer • Extremely safe neighborhood • Self check-in w/ keypad → 2 mins to Downtown → 10 mins to Longwood Gardens (#1 Botanical Gardens in USA) → 15 mins to Brandywine Battlefield → 25 mins to downtown Philly

Top guest favourite
The exterior of a blue cottage is shown, featuring a gravel pathway leading to the front door. Lush greenery surrounds the home, with a small seating area visible to the left, complemented by colorful flowers and shrubs.
Guest house in Kennett Square
4.98 out of 5 average rating, 299 reviews

Blue Lotus - a luxe cottage in Kennett Square

Welcome to the Blue Lotus, a cottage in lovely downtown Kennett Square! Voted 5th coolest town in the U.S. and is home to Longwood Gardens. A quick walk in town makes it easy to enjoy the local food, coffee and culture. Renovated in 2020 & has lovely furnishings, hardwood floors in the main space, a new kitchen, laundry & bathroom. You'll love the intimacy of this space, the private patio, & views of gardens. Great for couples, solo adventurers, & business travelers.

Top guest favourite
The front entrance of the home features a well-maintained pathway bordered by lush greenery and flowering plants. An elegant lamp post stands beside the path, illuminating the approach to the entrance where double doors and a decorative American flag are positioned.
Serviced apartment in Chadds Ford
4.99 out of 5 average rating, 237 reviews

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.

Top guest favourite
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, 247 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.

Guest favourite
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, 187 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 favourite
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.
Flat in Kennett Square
4.91 out of 5 average rating, 314 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 favourite
The exterior of a historic carriage home is shown, featuring a charming wooden door framed by a small porch. A textured shingle roof and light-colored siding complement the building's design. Nearby, a gravel pathway leads to outdoor seating, adding to the inviting entrance.
Flat in Kennett Square
4.95 out of 5 average rating, 110 reviews

The Suite in a carriage house in Kennett Square

Historic carriage house Suite with one bedroom featuring a king bed and luxury linens. Dining for four and a 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 shops, dining, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Ground-floor unit with no steps. Shared laundry.

Top guest favourite
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, 317 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 favourite
The living room features high ceilings with a textured dark wall, decorated with a world map. A sleek electric fireplace is surrounded by decorative wood stacks. Two sofas face each other, accompanied by a coffee table and indoor plants that add a natural touch to the space.
Loft in Gap
4.98 out of 5 average rating, 300 reviews

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!😊

Top guest favourite
A door with multiple glass panes provides a glimpse into a well-lit room featuring modern furnishings. Natural light enters through a window, illuminating a stylish chair and a wooden table, contributing to the open and welcoming ambiance.
Flat in Kennett Square
4.93 out of 5 average rating, 101 reviews

New apartment Downtown Kennett

Spacious 3 bedroom apartment with hardwood floors throughout in the middle of downtown Kennett. Shops and restaurants right outside your door. Roomy and cozy. 100% newly renovated with stylish touches. Extra clean. 5 minute drive from Longwood Gardens.

Popular amenities for Kennett Square holiday rentals

When is the best time to visit Kennett Square?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$252 SGD$226 SGD$229 SGD$233 SGD$248 SGD$260 SGD$248 SGD$251 SGD$242 SGD$252 SGD$233 SGD$249 SGD
Avg. temp-1°C0°C5°C11°C16°C21°C23°C22°C19°C12°C7°C2°C

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 holiday rentals in Kennett Square

  • Total holiday rentals

    Explore 40 holiday rentals in Kennett Square

  • Nightly prices starting at

    Kennett Square holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Kennett Square holiday rentals include wifi 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!