
Holiday rentals in Hockessin
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Top-rated holiday rentals in Hockessin
Guests agree: these stays are highly rated for location, cleanliness and more.

Charming Fully Equipped Private Guest Suite Studio
Relax in a stylish guest suite studio in a quiet, safe neighborhood. Its private entrance and parking for 2 vehicles makes the cozy space all the better. Enjoy the full kitchen, work space, high speed internet (1200mbps), 50” TV, full bathroom, and more. Perfect for the business professional on-the-go, or getaway. Take a stroll through White Clay Creek Park with your furry friend. Just a short 5 minute drive from Main St.'s restaurants, local bars, and UD. Only 10 minutes from Christiana Mall.
LocationFamilyParks
4.95 out of 5 average rating, 218 reviews
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 .
ValueLocationHospitality
4.97 out of 5 average rating, 563 reviews
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
FamilyValuePets
4.96 out of 5 average rating, 182 reviews
Spacious&Peaceful, Private, 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
FamilyLocationCheck-in
4.91 out of 5 average rating, 336 reviews
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
LocationFamilyGrill
4.98 out of 5 average rating, 273 reviews
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.
ValueLocationComfort
4.87 out of 5 average rating, 143 reviews
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.
LocationFamilyIndoor spaces
4.97 out of 5 average rating, 219 reviews
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!
LocationFamilyPets
4.97 out of 5 average rating, 150 reviews
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*
FamilyLocationCheckout
4.91 out of 5 average rating, 378 reviews
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.
ValueFamilyOutdoor spaces
4.93 out of 5 average rating, 105 reviews
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
ValueFamilyParking
4.92 out of 5 average rating, 136 reviews
Cozy Cottage near it all in Wilmington
Welcome to The Pike Creek Cottage. This charming cottage is centrally located to the heart of Wilmington, Kennett Square, Philadelphia, New Jersey & so much more. Nearby attractions include White Clay Creek State Park, DelCastle Golf Course, driving range & mini golf, Carousel Park & Equestrian Center, Wilmington Riverfront, University of Delaware and fabulous indoor and outdoor dining spots.
FamilyValueCheck-in
4.98 out of 5 average rating, 194 reviewsPopular amenities for Hockessin holiday rentals
Other great holiday rentals in Hockessin

Thunder Hill Retreat - Spacious/Deck/Hot tub
ValueLocationWalkability
4.97 out of 5 average rating, 168 reviews
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Steps from Holiday Parade w/Parking- Pet Friendly
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Carriage House in Landenberg
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5.0 out of 5 average rating, 28 reviews
Historic Spacious 6 bedroom home in West Grove
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4.74 out of 5 average rating, 84 reviews
Quiet condo near Christiana, UD, Wilmington | Desk
LocationValueCondition
4.91 out of 5 average rating, 55 reviews
Theater, Arcade, Gym + IR Sauna | Luxury Villa
LocationFamilyParking
4.98 out of 5 average rating, 40 reviews
Entire House near the University - Walk To Campus
LocationFamilyKitchen
5.0 out of 5 average rating, 17 reviewsDestinations to explore
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- Pennsylvania Convention Center
- Longwood Gardens
- Wells Fargo Center
- University of Pennsylvania
- Citizens Bank Park
- Fairmount Park
- Philadelphia Museum of Art
- Dutch Wonderland
- Temple University
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Dover Motor Speedway
- Amish Village
- University of Delaware
- Drexel University
- French Creek State Park
- Spooky Nook Sports
- Diggerland
- Lincoln Financial Field
- Philadelphia Zoo
- Marsh Creek State Park
- 30th Street Station
- Greater Philadelphia Expo Center & Fairgrounds
- Independence Hall





