Vacation rentals in Kennett Square

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.

4.91 out of 5 average rating, 184 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.

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.

4.94 out of 5 average rating, 102 reviews

J. Pyle House Main Street Location Dog Friendly

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

4.92 out of 5 average rating, 218 reviews

A table is set with glasses of white wine and a dessert plate featuring a slice of cake, accompanied by a small dollop of cream. The view reveals the green exterior of the building, with balconies above, and tree-lined streets adorned with shops and dining.

Loft in Kennett Square

Urban Chic Loft, Heart of Kennett Square w Balcony

This loft apartment is located right in the heart of Kennett Square, PA, across from the Genesis HQ bldg. Watch the parades go by from the comfort of the balcony overlooking State Street while grilling on the stainless steel gas grill. Enjoy the comforts of updated decor, high ceilings, in-unit full sized laundry and complete privacy. Stroll to restaurants and boutique shopping. Free, designated, off-street parking makes in and out a breeze. Or, just ride-share to the space and walk everywhere!

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, 232 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.

4.93 out of 5 average rating, 122 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. 20% off stays over a week. 30% off monthly and longer stays.

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.

4.97 out of 5 average rating, 205 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

4.99 out of 5 average rating, 197 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, 280 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, 233 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.

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, 172 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.

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.

4.99 out of 5 average rating, 126 reviews

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, 294 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*

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 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

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, 39 reviews

Historic Country Schoolhouse with kitchen

4.92 out of 5 average rating, 91 reviews

An outdoor sitting area features two rocking chairs positioned around a small table. The space is surrounded by vibrant blooming shrubs and lush greenery, providing a serene ambiance. Sunlight streams over the brick patio, enhancing the inviting atmosphere.

Guest suite in Malvern

Green Serene Sanctuary in Malvern

4.97 out of 5 average rating, 62 reviews

An A-frame Tiny Home is set within a grassy area, surrounded by trees. A spacious deck features a railing, while multiple chairs are arranged around a fire pit on the ground. The backdrop includes neatly spaced conifer trees and a hint of open grassy land.

Tiny home in Gap

A-Frame Tiny Home

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.

5 out of 5 average rating, 37 reviews

Newly Renovated Apt. Kennett Sq.

4.99 out of 5 average rating, 96 reviews

The exterior of the guest house is seen with a warm-toned façade and a welcoming front door. A small set of steps leads up to the entry. Seasonal foliage in vibrant red surrounds the structure, enhancing the inviting appeal of the landscaped yard.

Home in Christiana

-Scenic Historic Charm- Spruce Edge Guest House

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.

4.95 out of 5 average rating, 86 reviews

Newly renovated Downtown Kennett

4.95 out of 5 average rating, 41 reviews

A spacious room features a large bed with soft linens, flanked by bedside lamps. A cozy red seating area with a small ottoman is present, alongside a wooden table and chairs. Natural light floods the space, complemented by a stylish wall clock and artwork decorations.

Barn in West Chester

Private Barn Retreat With Pool 1BR | 1BA | Parking

A living room is presented with a neutral color palette featuring green walls. Comfortable seating includes a spacious sofa and two armchairs. A wooden coffee table occupies the center, while a TV is mounted on a cabinet. Natural light enters through large windows, and a staircase is visible in the background.