Holiday houses in Kennett Square

Find and book unique accommodation on Airbnb

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 $138 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Kennett Square holiday 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!

Top-rated holiday rentals in Kennett Square

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

1 of 1 pages1 / 1
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
4.96 out of 5 average rating, 166 reviews

Historic J. Pyle House Main St Local Host

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

Guest favourite
A cozy living area features a dark brown leather sectional sofa facing a 55” HDTV. A round table with fresh flowers is positioned near the sliding glass doors, which provide natural light and a view of the outdoor patio. Light-colored dining chairs are arranged around a wooden dining table.
Apartment in Chadds Ford
4.91 out of 5 average rating, 326 reviews

Spacious &Peaceful, Pvt Pool, 3mi Longwood Garden

Comfy & Spacious Private Downstairs Suite in 2 acres of nature Private Pool Heated end of May to Sept 3 mi to Longwood Gardens aka “America’s Versailles”. Amazing! Ask about guest passes to the Gardens w/2 night stays. Winterthur, Brandywine River Museum, Wineries & more 3 Bedrms, 4 beds Beautiful lg bathrm & Powder room Dining/TV rm Kitchen: Oven, Cooktop, Microwave, Keurig coffee maker WiFi, 55” HDTV Full size washer, dryer, refrigerator Gentle Pets welcome! *No Smoking, No Parties

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
4.98 out of 5 average rating, 264 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
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
4.99 out of 5 average rating, 274 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
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
4.87 out of 5 average rating, 135 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 queen 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 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, 214 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
A bright living room features floor-to-ceiling windows allowing natural light to fill the space. A plush sofa is accompanied by two armchairs, and a TV is mounted above a contemporary fireplace. A textured area rug adds warmth, creating a cozy gathering spot.
Home in Kennett Square
4.98 out of 5 average rating, 143 reviews

Spacious 3BR Historic Home | Walk Downtown+Parking

✨ The Walton House, built in 1846, is located in the National Historic District of Kennett Square, PA. We are walking distance to downtown Kennett Square and a short drive to local Brandywine Valley points of interest. ✨ The home has been lovingly maintained to reflect its mid 19th century beginnings, while providing a modern, comfortable place to rest while visiting our lovely town. We hope you enjoy the home as much as we do!

Top Guest favourite
A fireplace with a white mantel serves as a focal point beneath a mounted television. The area is complemented by a colorful wall art piece, with natural wood beams enhancing the ceiling. Light streams through a window, and a small desk with coffee amenities is visible.
Home in West Chester
4.97 out of 5 average rating, 495 reviews

The Mineral House of West Chester

Unique home in the heart of West Chester, tastefully renovated with fantastic detail, walking distance to all the dining, bars, shops and parks the borough has to offer. This home will bring you back to WC again and again. Do not let the staircase frighten you, it was designed by the late great architect George A Matuszewski for this unique space. Come and enjoy this special property and all the charm West Chester has to offer.

Top 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.
Apartment in Kennett Square
4.91 out of 5 average rating, 370 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 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, 476 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 favourite
Guesthouse in Kennett Square
4.98 out of 5 average rating, 319 reviews

Blue Lotus - a luxe cottage in Kennett Square

Escape to the Blue Lotus, a serene cottage located in walkable downtown Kennett Square and within minutes from the world-famous Longwood Gardens. Thoughtfully designed for rest and connection with deep rich color & themed around the Lotus flower, Lilly pads, Ferns, Birds & nature. This intimate retreat offers peaceful garden views, cozy luxury, and the perfect setting to unwind.

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, 350 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.

Popular amenities for Kennett Square holiday rentals

When is the best time to visit Kennett Square?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$313 NZD$315 NZD$298 NZD$310 NZD$330 NZD$346 NZD$330 NZD$334 NZD$322 NZD$313 NZD$325 NZD$322 NZD
Avg. temp-1°C0°C5°C11°C16°C21°C23°C22°C19°C12°C7°C2°C

Frequently Asked Questions

  • What are the best places to stay in Kennett Square?

    Many visitors stay close to the historic downtown for easy access to local shops, eateries, and community events. Country settings around Kennett Square also have vacation rentals with garden or farm views.

  • What are the best things to do in Kennett Square with kids?

    Families often explore Longwood Gardens with its treehouses and fountains, or hands-on learning at local nature centers. Around town, seasonal festivals and small parks create an inviting setting for children.

  • What are some of the best things to do in Kennett Square?

    Explore Longwood Gardens, wander the historic downtown with its shops and eateries, or sample local mushrooms at nearby markets and restaurants. Art galleries and small museums highlight community culture.

  • How is the weather in Kennett Square?

    Kennett Square experiences cold winters around 23–39°F (-5–4°C) and warm, humid summers near 64–84°F (18–29°C). Spring and fall are mild with moderate rainfall, making layers a practical choice.

  • When is the best time to visit Kennett Square?

    Late spring and early fall are often recommended for comfortable temperatures and colorful garden displays. These seasons also bring local festivals and outdoor activities to the area.

  • What are the best places to visit in Kennett Square?

    Longwood Gardens is frequently suggested for its conservatories and seasonal displays. The historic downtown has local shops, cafes, and galleries, making it a lively destination for exploring the area's character.

  • What are some hiking trails in Kennett Square?

    Kennett Square has gentle walking paths in and around Longwood Gardens and in local nature preserves. Forested trails and meadow loops nearby create opportunities for birdwatching and short hikes.

  • What are some family activities we can do in Kennett Square?

    Families often explore Longwood Gardens, enjoy kid-friendly workshops at local cultural centers, or spend time in parks with playgrounds. Seasonal festivals bring hands-on activities and food stands.

  • What are some of the best day trip ideas from Kennett Square?

    Day trips might include nearby wineries, countryside trails, or historic towns with small museums and antique shops. Nature preserves around the region have walking paths and picnic areas for a relaxed outing.

  • Are there any pet friendly accommodations available in Kennett Square?

    Pet friendly accommodations are available around Kennett Square, including rentals with yards and easy access to outdoor trails. Many local parks and some downtown patios also welcome visitors with dogs.

  • What are some local tips for visiting Kennett Square?

    Try visiting on a local market day to sample farm produce, and check the calendar for festivals or live music. Many small businesses are locally owned, and early arrivals often find quieter mornings in the gardens or cafes.

  • What is Kennett Square known for?

    Kennett Square is known as the 'Mushroom Capital' due to its history in mushroom farming and its locally rooted food scene. The area also draws visitors for its renowned gardens and community events.

  • What are the best hidden gems to explore in Kennett Square?

    Kennett Square has artist-run galleries, small specialty shops, and quiet trails through nature areas that are less frequented by visitors. Exploring local markets or seasonal farm stands also highlights the area's agricultural roots.

  • What are the best foods to try in Kennett Square?

    Local mushroom-based dishes are a highlight due to the area's heritage in mushroom farming. Many suggest sampling fresh produce at farm-to-table restaurants or enjoying baked goods from local bakeries.

  • What should I bring for a trip to Kennett Square?

    Bring comfortable walking shoes for gardens and town strolls, layers for changing temperatures, and a light rain jacket. If you plan to explore outdoor areas, a hat and sunscreen are useful, especially in warmer months.

  • What is the nightlife in Kennett Square like?

    Kennett Square has relaxed pubs, live music venues, and locally owned eateries with a laid-back evening vibe. Many locals gather downtown for drinks, creative menus, and occasional music performances.

  • What are the most popular events or festivals in Kennett Square?

    The Mushroom Festival around early fall celebrates local growers with food stands and activities. Seasonal garden events at Longwood Gardens and arts festivals in town are also frequently suggested.

  • Are there family friendly vacation rentals in Kennett Square?

    Kennett Square has family friendly vacation rentals, including options with multiple bedrooms and outdoor spaces. Rentals near the downtown area make it simple to access parks, shops, and seasonal events.