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Family-friendly holiday rentals in Kennett Square

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Kennett Square

  • Total holiday rentals

    Explore 10 holiday rentals in Kennett Square

  • Nightly prices starting at

    Kennett Square holiday rentals start at $139 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,150 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 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 family-friendly rentals in Kennett Square

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A two-story carriage house features a harmonious blend of green siding and stone accents. Lush landscaping with blooming flowers and shrubs frames the entrance, leading to a flagstone path that guides visitors to the front door.
Home in Kennett Square
4.93 out of 5 average rating, 99 reviews

Charming Carriage House -Kennett Spring & Longwood

Welcome to this charming 1 bedroom Carriage House with an additional mezzanine-loft sleeping space in the heart of historic Kennett Square. Walk out into the quaint streets of town and enjoy top-rated dining, coffee, ice cream shops and rare bookstores. One block away from main street and restaurants. A short walk to The Creamery (family-friendly beer garden) and local Park. A 7 min. drive to Longwood Gardens and a short scenic drive to Brandywine Museum and Delaware's beautiful attractions!

Indoor spacesKitchenDecor

Superhost
Home in Kennett Square
4.96 out of 5 average rating, 175 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

KitchenFamilyOutdoor spaces

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, 269 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

KitchenIndoor spacesWalkability

Guest favourite
Cottage in Lincoln University
4.97 out of 5 average rating, 161 reviews

Thunder Hill Retreat - Spacious/Deck/Hot tub

Welcome to Thunder Hill Retreat, the perfect getaway for the whole family seeking peace and tranquility. Nestled amidst a serene wooded area, it offers a picturesque setting atop a hill, offering breathtaking views of a nearby creek. Immerse yourself in nature and witness the beauty of abundant wildlife right from the comfort of the deck. Come and experience the tranquility and beauty of this hidden gem, where you can find solace, fun, and rejuvenation in the heart of nature.

Indoor spacesKitchenCleanliness

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, 278 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.

Indoor spacesKitchenComfort

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, 219 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.

KitchenFamilyAccess

Guest favourite
The entrance to the Loft is framed by vibrant greenery and colorful flower pots. A brick pathway leads to the door, flanked by two large planters filled with lush plants. The exterior displays a combination of red and cream siding, under a clear blue sky.
Apartment in Kennett Square
4.88 out of 5 average rating, 221 reviews

Luxury Loft in in Kennett Square

Historic carriage house Loft with 2 bedrooms (queen & double) and 1 full bath. Spacious living room with pull-out sofa, dining for 6, work desk, and well-equipped kitchen with full appliances and coffee. Smart TV, high-speed internet, combo washer/dryer, and 1 parking space. Two blocks from downtown Kennett Square shops, dining, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Second-floor unit; stairs required.

FamilyIndoor spacesWi-Fi

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
4.97 out of 5 average rating, 147 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!

FamilyIndoor spacesLocation

Superhost
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, 378 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*

FamilyIndoor spacesOutdoor spaces

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, 479 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.

KitchenIndoor spacesGetting around

Superhost
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.
Home in Kennett Square
4.92 out of 5 average rating, 132 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

FamilyIndoor spacesGetting around

Superhost
Guesthouse in Kennett Square
4.98 out of 5 average rating, 323 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.

Indoor spacesFamilyPets

Popular amenities for Kennett Square family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Gordonville
4.99 out of 5 average rating, 234 reviews

15 min to Sight & Sound-Hot Tub-EV-Plug-Firepit

Indoor spacesKitchenBackyard

Guest favourite
A living room features a stone fireplace as the focal point, flanked by large windows allowing natural light to fill the space. Two comfortable armchairs and a cozy sectional are arranged around a wooden coffee table, with a warm area rug underfoot.
Home in Honey Brook
4.96 out of 5 average rating, 188 reviews

The View

FamilyIndoor spacesGetting around

Top Guest favourite
A two-story house is surrounded by lush greenery and colorful plants. The exterior features a mix of brick and siding, complemented by purple shutters. A set of stairs leads to the front door, while a shaded porch provides a welcoming entryway.
Home in Coatesville
4.97 out of 5 average rating, 156 reviews

King’s place, hot tub. Pool is open for summer!

Indoor spacesFamilyHot tub

Top Guest favourite
An A-frame cabin is surrounded by lush greenery, featuring large glass windows that reflect the surrounding trees. A wooden deck extends from the cabin, complemented by a wooden fence that provides privacy. A gravel pathway leads to the entrance, enhancing the outdoor setting.
Cabin in Narvon
4.98 out of 5 average rating, 243 reviews

Hillside Haven |Hot Tub & Sauna

KitchenIndoor spacesBreakfast

Guest favourite
The exterior of the lodge is surrounded by lush greenery, showcasing a spacious driveway leading to a two-car garage. Colorful blooming flowers are seen in the landscaped gardens, enhancing the tranquil ambiance. The lodge features a rustic design with a welcoming porch and a natural stone chimney.
Home in Oxford
4.91 out of 5 average rating, 116 reviews

Beautiful Large Home in Private Woods with Hot Tub

Indoor spacesKitchenHospitality

Top Guest favourite
A charming stone cottage is surrounded by lush greenery. The red roof contrasts with the natural landscape. A spacious deck features outdoor seating, providing a serene view of the garden and rolling grassy hills beyond.
Farm stay in Lincoln University
4.97 out of 5 average rating, 196 reviews

Pyle Cottage, circa 1750

KitchenFamilyParks

Top Guest favourite
A well-maintained exterior view of the house features a porch with a hot tub and seating area. Lush green fields surround the property, with a mix of cloud and blue sky creating a serene atmosphere. The driveway leads gently up to the entrance.
Farm stay in Atglen
4.96 out of 5 average rating, 482 reviews

Refined Lavender Farm Escape with a Luxurious Spa

KitchenFamilyValue

Top Guest favourite
A serene view captures the home nestled amidst green grass and trees. The pool glistens in the sunlight, surrounded by a spacious patio and seating area. Rolling farmland stretches across the horizon under a soft, cloudy sky.
Villa in Paradise
4.98 out of 5 average rating, 243 reviews

Hilltop Mansion: Farm Views+HotTub+Pool+GameRoom.

FamilyIndoor spacesParking

Family- and pet-friendly home rentals

Top Guest favourite
A welcoming corner of the suite features a round table with two black chairs beneath a historic sign. Soft natural light enters through the door, highlighting a wooden dresser and decorative items along the walls. A textured rug enhances the cozy atmosphere.
Apartment in Kennett Square
4.82 out of 5 average rating, 160 reviews

Kennett Square romantic 1 bedroom efficiency

Indoor spacesKitchenGetting around

Superhost
A cozy living area features a bright orange sofa accompanied by a light wooden coffee table on a plush rug. A spiral staircase is situated in the corner, leading to the upper level, while a small dining table is set by a window, enhancing the space's functionality.
Apartment in West Grove
4.89 out of 5 average rating, 154 reviews

Cozy Nook on Prospect

KitchenFamilyAir conditioning

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 Junction
4.91 out of 5 average rating, 334 reviews

Spacious&Peaceful, Private, 3mi Longwood Garden

FamilyKitchenShared spaces

Top Guest favourite
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, 409 reviews

West Chester apartment located on horse facility

Indoor spacesKitchenRiver

Guest favourite
A cozy fire pit area is surrounded by multiple outdoor chairs placed on gravel. Soft lighting from lanterns accentuates the natural setting, while a wooden cabin stands in the background, integrated into the surrounding trees.
Tiny home in Narvon
4.92 out of 5 average rating, 195 reviews

CountrySide Hut - Firepit- Cozy Loft - volleyball

KitchenFamilyBathroom

Guest favourite
A cozy living area features two brown leather chairs with decorative pillows, positioned near a stone fireplace. A wooden staircase leads to an upper level, and a coffee table occupies the center of the space, resting on a patterned black and white rug.
Cabin in Oxford
4.96 out of 5 average rating, 197 reviews

Secluded Log Cabin Escape on Private Pond & Acres

Indoor spacesFamilyOutdoor spaces

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, 499 reviews

The Mineral House of West Chester

KitchenIndoor spacesCleanliness

Top Guest favourite
A welcoming living area features a large red sectional sofa, positioned around a circular area rug. A light-colored coffee table sits in the center. A television is mounted on the wall, and natural light fills the space through a large window, complemented by a side table and decorative elements.
Home in Wilmington
4.98 out of 5 average rating, 193 reviews

Cozy Cottage near it all in Wilmington

Indoor spacesKitchenAccess

Family-friendly home rentals with a pool

Top Guest favourite
A functional kitchen is equipped with dark wood cabinets and granite countertops. Appliances include a stainless steel refrigerator, oven, and microwave. Natural light streams in through a door leading to the outside, and a small dining table is set against the patterned wall.
Guest suite in West Chester
4.99 out of 5 average rating, 299 reviews

Your own peaceful, natural retreat!

KitchenFamilyCleanliness

Top Guest favourite
A dining area is presented with a large wooden table surrounded by six light-colored chairs. Soft light fixtures hang overhead, and large windows are adorned with flowing drapes. A sideboard with decorative items complements the space, which is finished with warm wooden flooring.
Home in Glen Mills
4.92 out of 5 average rating, 187 reviews

Sweet home w/pool & woods at peaceful Glen Mills

FamilyKitchenSleep quality

Superhost
Home in Coatesville
4.84 out of 5 average rating, 135 reviews

Peaceful Retreat with pool and great outdoor space

KitchenFamilyDecor

Guest favourite
Home in Peach Bottom
4.96 out of 5 average rating, 134 reviews

Secluded home pool & waterfall - Amish community

Indoor spacesFamilyAccuracy

Top Guest favourite
A bedroom features a spacious bed with a light grey blanket, flanked by two nightstands with lamps providing soft lighting. A dresser with drawers and a woven basket are positioned nearby. A large mirror reflects the tranquil space, enhancing its openness.
Guesthouse in Chester Springs
4.96 out of 5 average rating, 304 reviews

Newly Renovated Chester Springs Guesthouse

FamilyIndoor spacesSleep quality

Top Guest favourite
The sunny pool area features a large in-ground pool bordered by a white fence. A pool slide is positioned at one end, and several lounge chairs provide seating options. A gazebo with seating is visible in the background, surrounded by a spacious lawn area.
Guest suite in Oxford
4.92 out of 5 average rating, 151 reviews

Summer fun pool getaway before it's over!

Indoor spacesKitchenCheck-in

Top Guest favourite
The inground pool is framed by lounge chairs and shaded seating areas. A welcome sign is displayed near the pool, with a clear blue sky and greenery visible in the background, showcasing a serene outdoor space perfect for relaxation.
Villa in Leacock-Leola-Bareville
4.99 out of 5 average rating, 191 reviews

Beautiful split level home,with pool and hottub

FamilyIndoor spacesDecor

Guest favourite
Guesthouse in Elk Mills
4.97 out of 5 average rating, 175 reviews

Private Country Guesthouse Getaway Minutes from UD

Indoor spacesFamilyWalkability

When is the best time to visit Kennett Square?

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Avg. price$245 AUD$236 AUD$240 AUD$250 AUD$265 AUD$260 AUD$260 AUD$257 AUD$257 AUD$261 AUD$254 AUD$259 AUD
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