
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 $143 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.

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!♥️

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

Spacious &Peaceful, Pvt Pool, 3mi Longwood Garden
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.

The Farmer’s House
Historic FARM STAY. Est. In 1757 and hidden from view, it is certain to provide a private getaway! If you have the heart of a "homesteader" or simply want to have a peaceful holiday, this farmette will allow you to travel back in time for a relaxing experience you will not forget! A winding brook and pond are located within short walking distance from the home. Well furnished, this home will impress you with all her comfort and character!

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.

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.

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.

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.

Charming cottage on 50 acre Chester County farm
Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.
Popular amenities for Kennett Square family-friendly rentals
Family-friendly home rentals with a hot tub

Hillside Haven |Hot Tub & Sauna

The Cottage at Marsh Creek (with hot tub!)

*Woodland Chalet* Hot Tub - Fire Pit - Grill

Pyle Cottage circa 1750

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

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

Beautiful Large Home in Private Woods with Hot Tub

Eclectic Escape Near Longwood Gardens & Mt. Cuba
Family- and pet-friendly home rentals

Tranquil Hilltop Retreat

Vintage Farmhouse Haven-Private Guesthouse

Country-Side Hut - Firepit - Cozy Loft

Cozy Cottage near it all in Wilmington

Charming cottage under the pines. No cleaning fee.

Newly Renovated Chester Springs Guesthouse

Sweet home w/pool & woods at peaceful Glen Mills

The Mineral House of West Chester
Family-friendly home rentals with a pool

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

Secluded home pool & waterfall - Amish community

Peaceful Retreat with pool and great outdoor space

Private Country Guesthouse Getaway Minutes from UD

Your own peaceful, natural retreat!

Lakefront Guesthouse

Family Fun Retreat | Pool, Hot Tub & Game Room

Waterfront A-Frame Tiny Home at Red Run #116
When is the best time to visit Kennett Square?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $252 AUD | $243 AUD | $248 AUD | $256 AUD | $272 AUD | $270 AUD | $268 AUD | $265 AUD | $265 AUD | $269 AUD | $262 AUD | $266 AUD |
| 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 |
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Virginia Beach Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Pennsylvania Convention Center
- Longwood Gardens
- Citizens Bank Park
- Wells Fargo Center
- Fairmount Park
- University of Pennsylvania
- Philadelphia Museum of Art
- Dutch Wonderland
- Spooky Nook Sports
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Diggerland
- University of Delaware
- Philadelphia Zoo
- 30th Street Station
- Drexel University
- French Creek State Park
- Dover Motor Speedway
- Temple University
- Marsh Creek State Park
- Independence Hall
- Valley Forge National Historical Park
- Wissahickon Valley Park
- Amish Village





