634+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Penobscot County

Penobscot County pickleball Stays, Resort Rentals, & Homes

About Penobscot County Vacation Rentals

Discover over 634 amazing vacation rental options in Penobscot County 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 Penobscot County.

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 523.65 ft², with prices averaging $240 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 Penobscot County.

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Top Pickleball-Ready Accommodation Types in Penobscot County

Type Count
Vacation Homes 236
Holiday Apartments 189
Cottages 42

Use these Quick Filters to Find a Vacation Rental in Penobscot County

★ 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 Penobscot County with PickleTrip™.

Weather in Penobscot County, ME

View the weather forecast for Penobscot County before booking your Penobscot County 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 Penobscot County, ME

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


Darling's Waterfront Pavilion
Cross Insurance Center
University of Maine
Bangor Mall
Hollywood Casino at Bangor
Eastern Maine Medical Center
Bangor Waterfront Pavilion
Stephen King's House
Husson University
Maine Discovery Museum
Bangor Public Library
Playland Adventures
University of Maine at Bangor
Paul Bunyan Statue
Orono Farmer's Market
Bangor Municipal Golf Course
Hermon Mountain
Lumberman's Museum
IX Center
White Water Rafting Day Trips - NEOC
Bangor Raceway
Mount Hope Cemetery
Beal College
Mt. Jefferson
Katahdin Woods and Waters National Monument
Bangor Farmers Market
Cascade Park
Northern Timber Cruisers Antique Snowmobile Museum
Waterfront Park
Lake Wassookeag

Other Places to Stay in Penobscot County, ME


Maine Highlands 607 Properties
Bangor 476 Properties
Orrington 195 Properties
Holden 166 Properties
Orono 79 Properties
Sebasticook Lake 78 Properties
Newport 73 Properties
Old Town 59 Properties
Howland 53 Properties
Lake Wassookeag 48 Properties
Lincoln 38 Properties
Dexter 25 Properties

Frequently Asked Questions About Penobscot County?

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

How many pickleball-ready properties have private pools in Penobscot County?

Discover 8 accommodations with private or nearby pickleball courts in Penobscot County. Some of the best destinations to stay and play pickleball are:

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

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

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 634 properties listed in Penobscot County in 2025, 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.


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There are 634 Penobscot County, ME Vacation Rentals

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