Vacation rentals in Kennett Square

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Top-rated vacation rentals in Kennett Square

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Guest favorite
The exterior of a charming carriage home is displayed, featuring intricate woodwork and a variety of window shapes. The structure includes a distinctive turret and a red brick chimney. Vibrant flowers surround the entrance, enhancing the inviting appearance.
Apartment in Kennett Square
4.9 out of 5 average rating, 193 reviews

Luxury Apartment in Kennett Square

Luxuriously updated carriage home completely renovated in Fall 2019. Step into history when you stay in this Frank Furness designed carriage home built in 1884. Just one block away from the downtown of Historic Kennett Square, you can walk just a few blocks to enjoy great restaurants, quaint shops, and all that small-town America has to offer. Located just 40 minutes west of Philadelphia and 1 hour north of Baltimore you'll have easy access to best of the cities while relaxing in living history.

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
4.94 out of 5 average rating, 128 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 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, 118 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 favorite
The stone cottage features elegant arched windows, surrounded by landscaped greenery. A charming door welcomes guests, and a small porch is visible on the side. The well-maintained exterior showcases a blend of rustic charm and modern design, contributing to its inviting presence.
Guesthouse in West Chester
4.96 out of 5 average rating, 237 reviews

Bala Farm Cottage - 2 miles from West Chester

Bala Farm Cottage is a wonderfully cozy stone cottage, located less than 3 miles from the center of West Chester, on a hilltop in a quiet neighborhood. It has a charming study downstairs with a bay window looking out towards majestic trees, and an entry hall that ends with a wet bar, equipped with a mini-fridge, kettle, coffee machine and microwave. The original curved staircase leads to the upstairs bedroom with queen bed and a spacious bathroom. You'll love your stay in the Cottage!

Top guest favorite
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, 219 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 favorite
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.
Apartment in Chadds Ford
5 out of 5 average rating, 223 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 favorite
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.
Guesthouse in Kennett Square
4.98 out of 5 average rating, 294 reviews

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.

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, 346 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
4.98 out of 5 average rating, 244 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
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
4.98 out of 5 average rating, 180 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
4.91 out of 5 average rating, 311 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, 454 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.

Popular amenities for Kennett Square vacation rentals

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 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 Hotel Rentals in Kennett Square?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly house rentals in Kennett Square?

    Kennett Square has more than 10 family-friendly house rentals. 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 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 G$16,709 GYD 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!