
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 $170 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 spacesFamilyComfort

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
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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 spacesComfort

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.
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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.
FamilyKitchenAccuracy

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.
KitchenFamilyAccuracy

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*
KitchenFamilyLayout

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.
FamilyKitchenLayout

Spacious 1-bedroom place. Free parking on premises
A great place to stay for you and a loved one, you will be comfortable in this spacious and unique apartment. This unit is in the heart of Landenberg, PA. Rural setting within close proximity to area attractions. Local attractions such as; Longwood Gardens, Kennett Square, Lancaster, University of Delaware, Wilmington and much more! There is no need to worry about privacy in this unit, as you will have it.
KitchenIndoor spacesSleep quality

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
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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.
FamilyKitchenTV

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

Hillside Haven |Hot Tub & Sauna
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The Cottage at Marsh Creek (with hot tub!)
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Pyle Cottage, circa 1750
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Outback Country Home *HOT TUB *BREEO Fire Pit
KitchenFamilyLayout

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
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15 min to Sight & Sound-Hot Tub-EV-Plug-Firepit
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Beautiful Large Home in Private Woods with Hot Tub
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Eclectic Escape Near Longwood Gardens & Mt. Cuba
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Family- and pet-friendly home rentals

Vintage Farmhouse Haven-Private Guesthouse
KitchenFamilyAccess

CountrySide Hut - Firepit- Cozy Loft - volleyball
KitchenIndoor spacesCondition

Conowingo Creek Casual
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Charming cottage under the pines. No cleaning fee.
KitchenIndoor spacesLocation

Waterfront A-Frame Tiny Home at Red Run #116
FamilyIndoor spacesDecor

The Mineral House of West Chester
FamilyKitchenHospitality

West Chester apartment located on horse facility
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Charming Fully Equipped Private Guest Suite Studio
Indoor spacesFamilyView
Family-friendly home rentals with a pool

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

Findley Farm View Cottage (Outdoor Pool!)
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Secluded home pool & waterfall - Amish community
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Private Country Guesthouse Getaway Minutes from UD
KitchenFamilyCleanliness

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

Your own peaceful, natural retreat!
Indoor spacesFamilyBarbecue

Lakefront Guesthouse
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Family Fun Retreat | Pool, Hot Tub & Game Room
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When is the best time to visit Kennett Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $300 NZD | $289 NZD | $295 NZD | $307 NZD | $325 NZD | $318 NZD | $318 NZD | $315 NZD | $315 NZD | $320 NZD | $312 NZD | $317 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
- Betterton Beach
- Spooky Nook Sports
- Temple University
- Bear Creek Ski and Recreation Area
- Amish Village
- Drexel University
- University of Delaware
- Diggerland
- French Creek State Park
- Dover Motor Speedway
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- Greater Philadelphia Expo Center & Fairgrounds
- Independence Hall
- Valley Forge National Historical Park





