
Family-friendly vacation rentals in Kennett Square
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Kennett Square
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Kennett Square romantic 1 bedroom efficiency
Historic Kennett Square, mushroom capital of the world, is in beautiful Chester County. In the historic district.You can walk to our exquisite restaurants, shopping and Hiking trails. Longwood Gardens, a mile drive away! Now a bit about our lovely bedroom suite.. during The pandemic we closed our antique store. We incorporated both antiques and contemporary pieces to reflect the ambiance of our shop. Free parking, out front, and a easy walk from car, no steps, into your private entrance. Enjoy!♥️

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.

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

Spacious & Peaceful, Pvt, 3mi Longwood Gardens
Comfy & Spacious Private Downstairs Suite in 2 acres of nature Private Pool Heated end of May to Sept 3 mi to Longwood Gardens aka “America’s Versailles”. Amazing! Ask about guest passes to the Gardens w/2 night stays. Winterthur, Brandywine River Museum, Wineries & more 3 Bedrms, 4 beds Beautiful lg bathrm & Powder room Dining/TV rm Kitchen: Oven, Cooktop, Microwave, Keurig coffee maker WiFi, 55” HDTV Full size washer, dryer, refrigerator Gentle Pets welcome! *No Smoking, No Parties

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

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.

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.

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.

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!

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*

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.

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
Popular amenities for Kennett Square family-friendly rentals
Family-friendly home rentals with a hot tub

Hillside Haven |Hot Tub & Sauna

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

The Cottage at Marsh Creek (with hot tub!)

*Woodland Chalet* Hot Tub - Fire Pit - Grill

Waterfront Cabin on the Chesapeake

See Wild Deer From The Front Porch! *With Hot-Tub*

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

15 min to Sight & Sound-Hot Tub-EV-Plug-Firepit
Family- and pet-friendly home rentals

Tranquil Hilltop Retreat

Vintage Farmhouse Haven-Private Guesthouse

The Peaceful Nook

"The Stay Over" your Home away from Home

Conowingo Creek Casual

Charming cottage under the pines. No cleaning fee.

Waterfront A-Frame Tiny Home at Red Run - Site 116

Charming Fully Equipped Private Guest Suite Studio
Family-friendly home rentals with a pool

Findley Farm View Cottage (Outdoor Pool!)

Peaceful secluded home w/ heated pool & waterfall

Private Country Guesthouse Getaway Minutes from UD

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

Your own peaceful, natural retreat!

Lakefront Guesthouse

Family Fun Retreat | Pool, Hot Tub & Game Room

Newly Renovated Chester Springs Guesthouse
When is the best time to visit Kennett Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ646 | ﺩ.ﺇ624 | ﺩ.ﺇ635 | ﺩ.ﺇ657 | ﺩ.ﺇ698 | ﺩ.ﺇ694 | ﺩ.ﺇ687 | ﺩ.ﺇ679 | ﺩ.ﺇ679 | ﺩ.ﺇ690 | ﺩ.ﺇ672 | ﺩ.ﺇ683 |
| Avg. temp | -1°C | 0°C | 5°C | 11°C | 16°C | 21°C | 23°C | 22°C | 19°C | 12°C | 7°C | 2°C |
Quick stats about vacation rentals that are family-friendly in Kennett Square

Total vacation rentals
Explore 10 vacation rentals in Kennett Square

Nightly prices starting at
Kennett Square vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 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!
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- Pennsylvania Convention Center
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- Wells Fargo Center
- Philadelphia Museum of Art
- Penn's Landing
- University of Pennsylvania
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- Bear Creek Ski and Recreation Area
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- Independence Hall
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- Aronimink Golf Club
- Franklin Square
- Eastern State Penitentiary





