
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 $169 NZD 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!♥️
Indoor spacesFamilyValue

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
Indoor spacesKitchenComfort

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.
KitchenIndoor spacesNearby

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.
Indoor spacesFamilySolo travel

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.
Indoor spacesFamilyPets

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 spacesWalkability

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*
FamilyKitchenHeating

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.
FamilyIndoor spacesValue

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
Indoor spacesKitchenDecor

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.
FamilyKitchenBeach

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.
FamilyIndoor spacesAmenities

Swallow's Rest: East
This two hundred year old post-and-beam farm building has been converted into two elegant, private apartments that share a common entry. Either apartment can be reserved separately, or both can be shared by a group of guests. The property is located in a quiet and picturesque region that is close to many attractions in southern Chester County.
Indoor spacesKitchenCheck-in
Popular amenities for Kennett Square family-friendly rentals
Family-friendly home rentals with a hot tub

Hillside Haven |Hot Tub & Sauna
Indoor spacesKitchenLocation

The Cottage at Marsh Creek (with hot tub!)
FamilyIndoor spacesBiking

*Woodland Chalet* Hot Tub - Fire Pit - Grill
KitchenFamilyHeating

Outback Country Home *HOT TUB *BREEO Fire Pit
KitchenIndoor spacesOutdoor spaces

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

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

Beautiful Large Home in Private Woods with Hot Tub
Indoor spacesKitchenTV

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

Vintage Farmhouse Haven-Private Guesthouse
KitchenFamilyComfort

CountrySide Hut - Firepit- Cozy Loft - volleyball
KitchenIndoor spacesCheck-in

Cozy Cottage near it all in Wilmington
FamilyKitchenSleep quality

Charming cottage under the pines. No cleaning fee.
Indoor spacesKitchenAmenities

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
FamilyKitchenTV

The Mineral House of West Chester
KitchenFamilyBiking

West Chester apartment located on horse facility
FamilyIndoor spacesCondition

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

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

Secluded home pool & waterfall - Amish community
FamilyKitchenValue

Private Country Guesthouse Getaway Minutes from UD
Indoor spacesKitchenLaundry

Your own peaceful, natural retreat!
FamilyKitchenPool

Lakefront Guesthouse
Indoor spacesFamilyBeach

Family Fun Retreat | Pool, Hot Tub & Game Room
KitchenIndoor spacesBiking

Waterfront A-Frame Tiny Home at Red Run #116
Indoor spacesKitchenHot tub

Beautiful split level home,with pool and hottub
FamilyKitchenDecor
When is the best time to visit Kennett Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $298 NZD | $288 NZD | $293 NZD | $305 NZD | $323 NZD | $317 NZD | $317 NZD | $313 NZD | $313 NZD | $318 NZD | $310 NZD | $315 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 |
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
- Baltimore Holiday rentals
- Newark Holiday rentals
- Richmond Holiday rentals
- Pennsylvania Convention Center
- Longwood Gardens
- Wells Fargo Center
- Citizens Bank Park
- University of Pennsylvania
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Spooky Nook Sports
- Betterton Beach
- Temple University
- Bear Creek Ski and Recreation Area
- University of Delaware
- Drexel University
- Amish Village
- Dover Motor Speedway
- Diggerland
- French Creek State Park
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- Greater Philadelphia Expo Center & Fairgrounds
- Independence Hall
- Wissahickon Valley Park





