351+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Worcester pickleball Stays, Resort Rentals, & Homes

About Worcester Vacation Rentals

Discover over 351 amazing vacation rental options in Worcester with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Worcester.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 446.51 ft², with prices averaging US $253 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Worcester.

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Top Pickleball-Ready Accommodation Types in Worcester

Type Count
Vacation Homes 151
Holiday Apartments 111
Villas 3
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Worcester

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Worcester with PickleTrip™.

Weather in Worcester, MA

View the weather forecast for Worcester before booking your Worcester 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

Top Attractions Around Worcester, MA

PickleTrip offers a large selection of top attractions around Worcester . Research things to do on your vacation before you visit Worcester.


DCU Center
Worcester Polytechnic Institute
College of the Holy Cross
Clark University
Union Station
New England Sports Center
Auburn Mall
Apex Entertainment Center
Worcester Art Museum
Solomon Pond Mall
Marlborough Country Club
Green Hill Park
Cummings School of Veterinary Medicine at Tufts University
Northborough Crossing
Elm Park
EcoTarium
Mechanics Hall
The Hanover Theatre for the Performing Arts
Franklin D. Roosevelt American Heritage Center
Worcester Historical Museum

Other Places to Stay in Worcester, MA


Millbury 179 Properties
Union HIll 167 Properties
Franklin Plantation 161 Properties
Salisbury Street 143 Properties
Central Business District 125 Properties
Northborough 120 Properties
Forest Grove 117 Properties
Westborough 50 Properties
Auburn 33 Properties
Shrewsbury 30 Properties
Sutton 30 Properties
Marlborough 26 Properties

Frequently Asked Questions About Worcester?

What are the top vacation rentals, resorts, and hotels in Worcester with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Worcester. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Worcester!

How many pickleball-ready properties have private pools in Worcester?

Discover 17 accommodations with private or nearby pickleball courts in Worcester. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Worcester is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Worcester? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Worcester?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 351 properties listed in Worcester in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.

Nearby Neighborhood (8) 
Neighborhood Property Count
Central Business District Vacation Rentals in Worcester, Massachusetts 125
Forest Grove Vacation Rentals in Worcester, Massachusetts 117
Union HIll Vacation Rentals in Worcester, Massachusetts 167
Franklin Plantation Vacation Rentals in Worcester, Massachusetts 161
Salisbury Street Vacation Rentals in Worcester, Massachusetts 143
Indian Hill Vacation Rentals in Worcester, Massachusetts 43
Webster Square Vacation Rentals in Worcester, Massachusetts 83
Ghost Hill Vacation Rentals in Worcester, Massachusetts 118

People Also Ask

There are 351 Worcester, MA Vacation Rentals

Recently Booked Vacation Rentals in Worcester