419+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Kennebunk pickleball Stays, Resort Rentals, & Homes

About Kennebunk Vacation Rentals

Discover over 419 amazing vacation rental options in Kennebunk 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 Kennebunk.

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 1384.08 ft², with prices averaging US $675 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 Kennebunk.

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Top Pickleball-Ready Accommodation Types in Kennebunk

Type Count
Vacation Homes 277
Cottages 39
Holiday Apartments 33

Use these Quick Filters to Find a Vacation Rental in Kennebunk

★ 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 Kennebunk with PickleTrip™.

Weather in Kennebunk, ME

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

December - February
High 38°F       Low 16°F
March - May
High 61°F       Low 21°F
June - August
High 79°F       Low 55°F
September - November
High 74°F       Low 29°F

Top Attractions Around Kennebunk, ME

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


Mother's Beach
Wedding Cake House
Kennebunkport Harbor
Gooch's Beach
Kennebunk Free Library
Kennebunk Dog Park
Kennebunk Beach
Maine Art Gallery Framing
Gardens at Historic Wallingford Hall
Webhannet Golf Club
Brick Store Museum
St. Anthony's Franciscan Monastery
Ogunquit Beach
Maine Mall
Perkins Cove
Old Orchard Beach Pier
Higgins Beach
Goose Rocks Beach
Marginal Way
Ogunquit Playhouse

Other Places to Stay in Kennebunk, ME


Maine Art Gallery Framing 611 Properties
Kennebunkport Harbor 611 Properties
St. Anthony's Franciscan Monastery 604 Properties
Gooch's Beach 599 Properties
Webhannet Golf Club 548 Properties
Mother's Beach 546 Properties
Kennebunk Beach 544 Properties
Wedding Cake House 534 Properties
Kennebunk Dog Park 501 Properties
Brick Store Museum 240 Properties
Kennebunk Free Library 235 Properties
West Kennebunk 81 Properties

Frequently Asked Questions About Kennebunk?

What are the top vacation rentals, resorts, and hotels in Kennebunk 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 Kennebunk. 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 Kennebunk!

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

Discover 4 accommodations with private or nearby pickleball courts in Kennebunk. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Kennebunk? 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 Kennebunk?

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 419 properties listed in Kennebunk 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.


People Also Ask

There are 419 Kennebunk, ME Vacation Rentals

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