Top Winter Vacations - Vacation Rentals in Kennett Square

Homey Retreat in Historic Kennett Square! From US $265
         

10.0 (85 Reviews)
House
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  • Balcony/Terrace
The Walton House - historic 3bd 2 5ba with parking From US $176
         

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10.0 (6 Reviews)
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  • Pet Friendly
Artelo From US $155
         

9.8 (81 Reviews)
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  • Accessibility
The Historic Walton House by RPG From US $698
         

10.0 (39 Reviews)
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  • Pet Friendly
Charming Carriage House in the Heart of Kennett From US $441
         

10.0 (37 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Welcome to the Mushroom Capital of the World! From US $117
         

10.0 (11 Reviews)
Apartment
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Quaint brick townhome in historic Kennett Square From US $232
         

10.0 (7 Reviews)
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  • TV
  • Balcony/Terrace

Luxury Places to Stay in Kennett Square

Over 29+ Luxury Places to Stay in or Near Kennett Square
Kennett Square, Near Longwood Gardens & Downtown From US $474
         

Spacious 5-Bed Retreat in Charming Kennett Square From US $404
         

Underground Railroad 4 Bedroom Farmhouse From US $393
         

9.8 (24 Reviews)
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The Francis Inn & Suites From US $374
         

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Underground Railroad Barn From US $310
         

9.8 (29 Reviews)
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  • Pet Friendly
Luxury Loft in Historic Carriage House From US $303
         

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8.8 (11 Reviews)
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Top-Rated Vacation Rentals with a Pool in Kennett Square

Over 5+ Top-Rated Vacation Rentals with a Pool in or Near Kennett Square
Charming 3-bedroom house in lovely Kennett Square with AC, WiFi From US $251
         

Hilton Garden Inn Kennett Square From US $146
         

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8.4 (928 Reviews)
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  • Pool
Fairfield Inn & Suites Kennett Square From US $170
         

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8.3 (364 Reviews)
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Hilton Garden Inn Kennett Square From US $129
         

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8.2 (151 Reviews)
Hotel
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  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Kennett Square

Over 2+ Pet-Friendly Vacation Rentals in or Near Kennett Square
Charming Carriage House plus 2 Longwood Tickets From US $269
         

5.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Underground Railroad Barn From US $185
         

8.5 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • View

Large Vacation Homes & Villas in Kennett Square

Over 2+ Large Vacation Homes & Villas in or Near Kennett Square
Cozy 3 Bedroom Home in Historic Kennett Square From US $246
         

Kennett Square Varoom and Airbnb Places to Stay Under $200

Over 7+ Kennett Square Varoom and Airbnb Places to Stay Under $200
The Suite in a carriage house in Kennett Square From US $198
         

9.8 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Underground Railroad 3 Bedroom Farmhouse From US $170
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Luxury Loft in in Kennett Square From US $181
         

9.6 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Newly built Tiny House in Historic Kennett Square From US $173
         

Large Apartment on Farm Property in Southern Chester Countyn From US $194
         

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Charming Rental in the Heart Of the Brandywine Valley From US $175
         

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Comfortable 1930s cape in Marlborough Village From US $200
         

4.9 (36 Reviews)
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  • TV
  • Bedding/Linens
  • Child Friendly

Instantly Bookable Vacation Homes in Kennett Square

Over 2+ Instantly Bookable Vacation Homes in or Near Kennett Square
Luxury Apartment in Kennett Square From US $206
         

9.8 (44 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Charming Kennett Square Retreat Historic Downtown From US $224
         

9.8 (8 Reviews)
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  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

About Kennett Square Vacation Rentals

With more than 38 Kennett Square vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Topwintervacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Kennett Square.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Topwintervacations Kennett Square, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Kennett Square. Places to stay near Kennett Square are 680.64 ft² on average, with prices averaging $266 a night.

Topwintervacations makes it easy and safe to find and compare vacation rentals in Kennett Square with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Kennett Square

Type Count
Vacation Homes 21
Holiday Apartments 8
Hotels with Suites 7
B&B 1
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Kennett Square

Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations 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 Kennett Square.

Weather in Kennett Square

View the weather forecast for Kennett Square before booking your Kennett Square 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