
Family-friendly holiday 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.

Eclectic Escape Near Longwood Gardens & Mt. Cuba
Home information: Home owners are on the other side of house ( your space is very private). 1/2 the house is your space. Imagine a ranch house cut down the middle and 1/2 is the Airbnb and the other 1/2 is the owners side. Private entrance with keyless lock , 2 bedrooms with Queen beds, private bathroom and a living room. Other features include: Wifi , TV’s , a small refrigerator/freezer , microwave, coffee maker and a Private 1 acre lot w/ parking ( 2 cars max). There is no kitchen .

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

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

Blue Lotus - a luxe cottage in Kennett Square
Welcome to the Blue Lotus, a cottage in lovely downtown Kennett Square! Voted 5th coolest town in the U.S. and is home to Longwood Gardens. A quick walk in town makes it easy to enjoy the local food, coffee and culture. Renovated in 2020 & has lovely furnishings, hardwood floors in the main space, a new kitchen, laundry & bathroom. You'll love the intimacy of this space, the private patio, & views of gardens. Great for couples, solo adventurers, & business travelers.

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.

Funky Private Attic Apartment in Honey Brook
A private one bedroom attic apartment - perfect for a weekend getaway or solo time 🫶🏼 *please be aware that this property is alongside a main road, so if traffic noise bothers you, this may not be the right fit Located in the Borough of Honey Brook & just a mile from September Farm Cheese Shop & wonderful thrift stores! Pickleball courts within walking distance in local park. Paddles and balls provided. Lancaster County Tourist towns - within 25 min.

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 king 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.

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

Sparkling Clean Suite in Amish Country w/ Hot Tub

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

The Cottage at Marsh Creek (with hot tub!)

*Woodland Chalet* Hot Tub - Fire Pit - Grill

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

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

Cozy 1BR Home| Fenced Backyard, Fire Pit & Hot Tub

Lucy's Log Cabin Cottage in the Woods
Family- and pet-friendly home rentals

Cottage w/ Fireplace, King Bed & Fenced in Yard

The Carriage House

Country-Side Hut - firepit - cozy loft

Conowingo Creek Casual

The Mineral House of West Chester

West Chester apartment located on horse facility

The Historic Walton House by RPG

Unbelievably Charming Tiny Home w/ Homemade Bread
Family-friendly home rentals with a pool

Furnished 1BR | Resort Amenities | AVE Blue Bell

Creek front home *heated pool open year round!*

Peaceful Retreat Pool and great outdoor space

King’s place, hot tub Pool is closed until Spring

Private Country Guesthouse Getaway Minutes from UD

Lakefront Guesthouse

Newly Renovated Chester Springs Guesthouse

Sweet home w/pool & woods at peaceful Glen Mills
When is the best time to visit Kennett Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $294 NZD | $286 NZD | $305 NZD | $312 NZD | $331 NZD | $329 NZD | $326 NZD | $322 NZD | $322 NZD | $315 NZD | $298 NZD | $322 NZD |
| 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 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 $174 NZD per night before taxes and fees

Verified guest reviews
Over 1,970 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, Wi-Fi 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
- Lincoln Financial Field
- Citizens Bank Park
- Longwood Gardens
- Fairmount Park
- Philadelphia Museum of Art
- Penn's Landing
- Wells Fargo Center
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- Liberty Bell
- Marsh Creek State Park
- The Franklin Institute
- Wissahickon Valley Park
- Valley Forge National Historical Park
- Drexel University
- Independence Hall
- Eastern State Penitentiary
- Franklin Square
- Spruce Street Harbor Park
- Ridley Creek State Park




