Arenal Villas - Vacation Rentals in Chaddsford Winery

The Inn at Whitewing Farm From US $288
         

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9.8 (53 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Historic Cottage in West Chester PA - Two miles from town. From US $172
         

10.0 (101 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Balcony/Terrace
The Walton House - historic 3bd 2 5ba with parking From US $738
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western Plus Concordville Hotel From US $122
         

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9.4 (1008 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Homey Retreat in Historic Kennett Square! From US $461
         

10.0 (102 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Underground Railroad 3 Bedroom Farmhouse From US $170
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Homewood Suites by Hilton Wilmington-Brandywine Valley From US $181
         

Historic Home on Gay Street. From US $257
         

10.0 (56 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Charming Carriage House in the Heart of Kennett From US $302
         

10.0 (46 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 5-Bed Retreat in Charming Kennett Square From US $545
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome From US $502
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Quaint 1-bedroom Farmview apartment near Longwood Gardens From US $216
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Spring House in Gorgeous Chadds Ford! From US $285
         

9.8 (80 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Spacious 3BR Historic Home | Walk Downtown+Parking From US $806
         

9.8 (43 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Underground Railroad Barn From US $229
         

9.8 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Underground Railroad 4 Bedroom Farmhouse From US $315
         

9.8 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Heritage Haven - West Chester Borough From US $493
         

9.8 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Kennett Square From US $320
         

9.0 (63 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Pro Tip: Arenalvillas makes it easy to compare the best listings on Arenalvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Arenalvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chaddsford Winery.

Weather in Chaddsford Winery

View the weather forecast for Chaddsford Winery before booking your Chaddsford Winery Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Chaddsford Winery Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Chaddsford Winery?
How many vacation rentals are available in Chaddsford Winery?

Currently, the total number of properties listed in 2026 is over 139 in the Chaddsford Winery area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chaddsford Winery.