
Places to stay near Chaddsford Winery
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Top-rated vacation rentals near Chaddsford Winery
Guests agree: these stays are highly rated for location, cleanliness, and more.

Hillside Haven |Hot Tub & Sauna
Kick back & relax in this newly built A-frame cabin with an outdoor space featuring a large deck overlooking the hillside. Enjoy the custom made cedarwood sauna, hot tub, firepit with hanging egg chairs while listening to the beautiful waterfall feature. Inside, there is a fully stocked kitchen including nespresso machine, air fryer, blender and more. King size bed with a Helix Hospitality mattress dressed with luxe Brooklinen linens & pillows. Spacious bathroom with a large stand up shower.

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

Bala Farm Cottage - 2 miles from West Chester
Bala Farm Cottage is a wonderfully cozy stone cottage, located less than 3 miles from the center of West Chester, on a hilltop in a quiet neighborhood. It has a charming study downstairs with a bay window looking out towards majestic trees, and an entry hall that ends with a wet bar, equipped with a mini-fridge, kettle, coffee machine and microwave. The original curved staircase leads to the upstairs bedroom with queen bed and a spacious bathroom. You'll love your stay in the Cottage!

The Cottage at Marsh Creek (with hot tub!)
Peaceful, renovated cottage with year-round hot tub less than a mile from Marsh Creek State Park and lake! 1 bedroom (with king size bed!), 1 bathroom The park has hiking, fishing & water sports. Close to great dining, breweries, coffee, & other activities, but far enough from town to feel relaxing & somewhat secluded. Dog friendly! You'll have access to the entire home, including the private patio with string lights & hot tub. Follow us on IG! @thecottageatmarshcreek

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 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.

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.

The Mineral House of West Chester
Unique home in the heart of West Chester, tastefully renovated with fantastic detail, walking distance to all the dining, bars, shops and parks the borough has to offer. This home will bring you back to WC again and again. Do not let the staircase frighten you, it was designed by the late great architect George A Matuszewski for this unique space. Come and enjoy this special property and all the charm West Chester has to offer.

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.

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

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.
Popular amenities for vacation rentals near Chaddsford Winery
Condo rentals with wifi

Lovely 2-bedroom Condo with Free Parking

Stunning modern 2 BD apt close to Christiana Hosp

King of Prussia, Valley Forge, 2nd Floor, 3 BR Apt

Mod 1BR Downtown |SofaBed| FreePark|Near Hospital

Quiet condo near Christiana, UD, Wilmington | Desk

Designer curated 2 bedroom in Kennett Square

Cozy condo in heart of Pville

Philly Decor~PHL 20 min~Train 2 blocks~City 20 min
Family-friendly house rentals

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

Sweet home w/pool & woods at peaceful Glen Mills

Longwood | Shops & Restaurants | Private Backyard

Spacious 3BR Historic Home | Walk Downtown+Parking

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

Historic Home on Gay Street.

The View

Historic J. Pyle House Main St Local Host
Apartment rentals with air conditioning

Cozy Nook on Prospect

Swallow’s Rest: West

West Chester apartment located on horse facility

“McDaniels Corner” (Cozy Home in North Wilmington)

Private Suite with Hot tub

The Loft on Church

Media's Hidden Gem!

King Bed - Center of Historic District
Other great vacation rentals near Chaddsford Winery

Pyle Cottage circa 1750

Charming loft apartment

Refined Lavender Farm Escape with a Luxurious Spa

Private Suite & sitting room in Brandywine Valley

The Log House at Twin Brook

The Millhaus

The Farmer’s House

Quiet, Country Church, Lancaster County
Destinations to explore
- Sesame Place
- Pennsylvania Convention Center
- Longwood Gardens
- Dorney Park & Wildwater Kingdom
- 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





