71+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Maine
  3. Camden
  4. Waldoboro

Waldoboro pickleball Stays, Resort Rentals, & Homes

About Waldoboro Vacation Rentals

Discover over 71 amazing vacation rental options in Waldoboro 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 Waldoboro.

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 745.9 ft², with prices averaging US $357 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 Waldoboro.

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Top Pickleball-Ready Accommodation Types in Waldoboro

Type Count
Vacation Homes 33
Holiday Apartments 11
Cottages 11

Use these Quick Filters to Find a Vacation Rental in Waldoboro

★ 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 Waldoboro with PickleTrip™.

Weather in Waldoboro, ME

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

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


Morse's Sauerkraut
Fawcett's Antique Toy and Art Museum
Pemaquid Point Lighthouse Park
Samoset Resort Golf Course
Camden Hills State Park
Coastal Maine Botanical Gardens
Maine Lighthouse Museum
Rockland Breakwater Lighthouse
Maine Coastal Islands National Wildlife Refuge Visitor Center
Maine State Prison Store
Rockland Harbor Park
Boothbay Harbor Marina
Strand Theater
Boothbay Railway Village
Camden Opera House
Owls Head State Park
Camden Public Library
Andre the Seal Statue
Sandy Beach
Owls Head Transportation Museum

Other Places to Stay in Waldoboro, ME


Fawcett's Antique Toy and Art Museum 84 Properties
Morse's Sauerkraut 61 Properties

Frequently Asked Questions About Waldoboro?

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

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

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

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 71 properties listed in Waldoboro 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 71 Waldoboro, ME Vacation Rentals

Recently Booked Vacation Rentals in Waldoboro