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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Top guest favorite
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, 153 reviews

Historic J. Pyle House Main St Location Dogs 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 favorite
Home in Kennett Square
4.98 out of 5 average rating, 258 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

Guest favorite
A gravel driveway is visible, lined with greenery and shaded by trees. The scene opens up to a grassy area beyond, enclosed by a wooden fence. Sunlight filters through the leaves, creating a tranquil outdoor space.
Apartment in West Chester
4.84 out of 5 average rating, 383 reviews

West Chester apartment located on horse facility

Our apartment in located in the heart of West Chester PA. Our place is close to restaurants and dining, nightlife, great views, and family-friendly activities. You’ll love Sunset Valley Farm because it is a Horse property with activities on the property (season permitting). Horse lessons, Kayak, creek, fishing, and near all of the local attractions (King of Prussia Mall, Gettysburg, Valley Forge, Brandywine river, Lancaster (Amish country) 40 mins away).

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
4.99 out of 5 average rating, 268 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 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
4.87 out of 5 average rating, 127 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 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, 211 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
A colonial-style farmhouse is viewed from the driveway, framed by trees and shrubs. The stone bridge leads to the front entrance, where warm lanterns illuminate the pathway. The structure features a charmed exterior with a sloped roof and a welcoming entrance.
Farm stay in Coatesville
4.93 out of 5 average rating, 133 reviews

Vintage Farmhouse Stay - History Meets Comfort

LONG STAY DISCOUNTS!!! Nestled in the heart of Chester county, the Brandywine Lodge is a colonial and Victorian-themed modern house, just minutes from local Amish farms, the Brandywine River, Longwood Gardens, and various local historic sites. Take your stay to the next level by attending a class we offer on traditional skills such as painting, sourdough making, and plant propagation. Please see below for class lengths and prices.

Guest favorite
The backyard features a welcoming archway leading through a neatly maintained garden. A seating area with sturdy outdoor furniture is visible on the patio, surrounded by lush green foliage and colorful plants. Sunlight filters through the trees, enhancing the serene outdoor space.
Home in Kennett Square
4.99 out of 5 average rating, 138 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 favorite
Apartment in Kennett Square
4.92 out of 5 average rating, 352 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
Guesthouse in Kennett Square
4.97 out of 5 average rating, 473 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.

Guest favorite
A kitchen area features light grey cabinets contrasted by a white countertop. A stainless steel gas stove is positioned adjacent to the sink, and a door leads outside. Natural light enters through the windows, illuminating a woven area rug on the floor.
Home in Kennett Square
4.92 out of 5 average rating, 126 reviews

Longwood Kennett Newly Renovated

Lovely renovated and newly decorated duplex, close to downtown Kennett Square and all of the great activities nearby. Walk Score 73 (Walk to cafes, dining, shopping, breweries, etc.) 9 min walk to Downtown Kennett for more restaurants and shopping 2 min walk to restaurants 9 mins drive to Longwood Gardens (#1 Botanical Gardens in USA) 25 mins drive to downtown Philly 25 mins drive to Wilmington

Top guest favorite
Guesthouse in Kennett Square
4.98 out of 5 average rating, 314 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.

Popular amenities for Kennett Square vacation rentals

When is the best time to visit Kennett Square?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$38,063 GYDG$38,272 GYDG$36,181 GYDG$37,645 GYDG$40,155 GYDG$42,037 GYDG$40,155 GYDG$40,573 GYDG$39,109 GYDG$38,063 GYDG$39,527 GYDG$39,109 GYD
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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.

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 G$16,731 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,220 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 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!