Vacation rentals in Kennett Square

4.94 out of 5 average rating, 108 reviews

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

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 right 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

Guesthouse in West Chester

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.

4.97 out of 5 average rating, 233 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!

Guest suite in Kennett Square

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.

4.94 out of 5 average rating, 125 reviews

Unionville Apartment-Minutes from Longwood Gardens

Bright and open two-story, 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.

5 out of 5 average rating, 207 reviews

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

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.

Guesthouse in Kennett Square

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.

4.98 out of 5 average rating, 284 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.

Place to stay in West Chester

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.

4.98 out of 5 average rating, 240 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.

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.

4.95 out of 5 average rating, 102 reviews

The Suite in a carriage house in Kennett Square

Luxuriously updated carriage home . Step into history when you stay in this Frank Furness designed carriage home. 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.

Townhouse in Kennett Square

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.

4.98 out of 5 average rating, 177 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.

4.93 out of 5 average rating, 229 reviews

Loft in Kennett Square

Chic Private Loft Kennett Sq • Close to Longwood

5-min to Longwood Gardens & steps from downtown eateries! Our urban loft offers a roomy living area, queen bed, full kitchen and private balcony. Amenities Fast Wi-Fi & smart TV Washer/dryer in unit Coffee station & full cookware Dedicated workspace Location – Park once and walk to boutiques, cafés, trails and festivals in historic Kennett Square. Peace of mind – Superhost, guest-favorite and self-check-in for a seamless stay.

4.99 out of 5 average rating, 128 reviews

The exterior of the house showcases a charming two-story structure with a light-colored facade and dark shutters. A bright red front door is framed by a welcoming pathway lined with greenery, leading to a well-kept yard and street view.

Home in Kennett Square

The Historic Walton House by RPG

✨ 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!

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.

4.91 out of 5 average rating, 302 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*

Guesthouse in Kennett Square

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.

4.97 out of 5 average rating, 449 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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Kennett Square vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Kennett Square

Guesthouse in Downingtown

The exterior of the guesthouse is showcased, featuring a blend of wood and stone materials. A well-maintained yard surrounds the structure, with a path of stone leading to the entrance. Lush greenery and flowering plants enhance the tranquil suburban setting.

4.98 out of 5 average rating, 120 reviews

Vintage Farmhouse Haven-Private Guesthouse

4.97 out of 5 average rating, 90 reviews

Tiny home in Atglen

The Peaceful Nook

4.94 out of 5 average rating, 229 reviews

A charming cottage exterior is surrounded by lush greenery and well-maintained landscaping. The inviting front porch features two turquoise chairs and a small table, with a pathway leading to the entrance. Large windows offer views of nature and enhance the bright atmosphere.

Cottage in Downingtown

Silk Purse Cottage-a private, cozy retreat

4.98 out of 5 average rating, 280 reviews

A bright and airy living area features a brown leather couch and a wooden coffee table on a patterned rug. Natural light filters through sheer curtains by a cozy reading chair. The open-plan space includes a kitchen visible in the background, highlighted by modern fixtures.

Cottage in Downingtown

The Cottage at Marsh Creek (with hot tub!)

Farm stay in West Chester

The exterior of the schoolhouse is surrounded by lush greenery, showcasing a blend of stone and stucco construction. The entrance features a red door, and large windows offer natural light. A spacious yard provides areas for outdoor seating, encouraging relaxation amidst the tranquil landscape.

5 out of 5 average rating, 41 reviews

Historic Country Schoolhouse with kitchen

The exterior of a newly renovated building is highlighted, featuring a modern gray facade complemented by multiple large windows. A welcoming black front door is centered beneath an elegant archway, with landscaped greenery flanking the entrance. A concrete pathway leads to the front door.

4.95 out of 5 average rating, 43 reviews

Newly Renovated Apt. Kennett Sq.

5 out of 5 average rating, 17 reviews

Farm stay in Parkesburg

A-Frame Getaway on Amish Farm

A cozy living area is presented, featuring a modern fireplace beneath a wall-mounted television. A pink sofa is complemented by a chic green accent stool. A wooden coffee table sits on a textured area rug, with a small plant and decorative tray enhancing the setting.