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

Penobscot pickleball Stays, Resort Rentals, & Homes

About Penobscot Vacation Rentals

Discover over 106 amazing vacation rental options in Penobscot 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.

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 1509.38 ft², with prices averaging US $505 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.

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Top Pickleball-Ready Accommodation Types in Penobscot

Type Count
Vacation Homes 55
Cottages 24
Holiday Apartments 4
Villas 4

Use these Quick Filters to Find a Vacation Rental in Penobscot

★ 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 with PickleTrip™.

Weather in Penobscot, ME

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

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


Toddy Pond
Acadia National Park
Camden Hills State Park
Telephone Museum
Maine Maritime Academy
Playland Adventures
L.L. Bean Shopping Outlet
Belfast Harbor
Main Street
Pirate's Cove Adventure Golf
Ellsworth Public Library
Stonington Opera House
Barred Island Preserve
Blue Hill Bay Gallery
Belfast City Park
IX Center
Wild Acadia Fun Park
Acadia Repertory Theater
Rooster Brother Coffee Roasters
Garland Farm

Other Places to Stay in Penobscot, ME


Toddy Pond 26 Properties

Frequently Asked Questions About Penobscot?

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

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

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

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 106 properties listed in Penobscot 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.


People Also Ask

There are 106 Penobscot, ME Vacation Rentals

Recently Booked Vacation Rentals in Penobscot