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

Private Suite & sitting room in Brandywine Valley
Seeking a romantic getaway or respite from a long work day? You'll love relaxing "at home" in your private 1 BR suite. We are located in a tree lined quiet community. Convenient shopping & restaurants are within walking distance. Short & extended rentals for business travelers or those relocating. Minutes from historic Chadds Ford & the scenic Brandywine Valley, plan to tour our Wine & Ale Trail, hike our greenways or experience the many duPont Chateau's with their glorious gardens & grounds.

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.

Log Cabin: Cozy Creekside Cabin in Great Location
We can't wait to welcome you into our Cozy Log Cabin! Nestled next to a trickling creek this is the perfect place for a little romantic getaway, fun trip with the kids, or a girls/friends trip. Settle in next to the fireplace with a good book or relax around an outdoor fire with a glass of wine at the end of the day and listen to the peaceful sound of the creek. With 2 BR/2 baths this is perfect for small groups and is very centrally located to all of the nearby Lancaster County attractions.

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!

Spacious &Peaceful, Pvt Pool, 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

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

The Millhaus
This is the original "tiny house." Built in 1766, the Millhaus sits on a 32-acre historic site with the Knauer Mill, Horseshoe Trail, and French Creek. Take a short hike along the water's edge to Saint Peter’s Village for coffee & pastries, or dinner & drinks. Recharge with modern touches like onsite massage and private fitness amenities, available by appointment. Stay put and unwind—or venture out and explore the best of PA from this beautiful location!

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.

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.

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.

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.
Popular amenities for holiday rentals near Chaddsford Winery
Condo rentals with Wi-Fi

Modern Downtown 1BR Free Garage Parking+ Workspace

Mod 1BR Downtown |SofaBed| FreePark|Near Hospital

Designer curated 2 bedroom in Kennett Square

Spacious 2-story apt w/parking, steam shower, more

Stunning modern 2 BD apt close to Christiana Hosp

Lovely 2-bedroom Condo with Free Parking

Spacious 1 Bedroom Condo in Trolley Sq w/ Parking!

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

*Woodland Chalet* Hot Tub - Fire Pit - Grill

-Scenic Historic Charm- Spruce Edge Guest House

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

Longwood | Shops & Restaurants | Private Backyard

Sweet home w/pool & woods at peaceful Glen Mills

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

Historic Home on Gay Street.

Longwood Kennett Newly Renovated
Apartment rentals with air conditioning

Private Suite with Hot tub

Brick Hill farm guesthouse

King Bed - Center of Historic District

“McDaniels Corner” (Cozy Home in North Wilmington)

Media's Hidden Gem!

Swallow's Rest: East

West Chester apartment located on horse facility

Cozy Nook on Prospect
Other great holiday rentals near Chaddsford Winery

Tranquil Hilltop Retreat

The Welcoming Woods

Charming cottage under the pines. No cleaning fee.

Cozy Cabin in Wayne

Downingtown Manor | 1900s Farmhouse w/ Creek Views

Quiet, Country Church, Lancaster County

Blue Lotus - a luxe cottage in Kennett Square

Charming loft apartment
Destinations to explore
- 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
- Sesame Place
- Spooky Nook Sports
- Betterton Beach
- Bear Creek Ski and Recreation Area
- Temple University
- University of Delaware
- Drexel University
- Diggerland
- Dover Motor Speedway
- French Creek State Park
- Philadelphia Zoo
- 30th Street Station
- Marsh Creek State Park
- Independence Hall
- Greater Philadelphia Expo Center & Fairgrounds





