22533+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Maine

Maine pickleball Stays, Resort Rentals, & Homes

About Maine Vacation Rentals

Discover over 22533 amazing vacation rental options in Maine 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 Maine.

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 975.92 ft², with prices averaging US $446 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 Maine.

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Things to Know Before You Visit Maine

Maine is home to some of the most enchanting travel experiences in the country. Whether you plan to visit Maine for a few days or a few weeks, here are some great places to visit to enjoy spectacular sights and fun activities.

  1. Peaks Island
    If you want to travel somewhere off the beaten path with beaches that rival any of its neighbors, try visiting Peaks Island. This small Portland-based island is accessible by ferry and offers adventure for both adults and children.
  2. The Maine Lighthouse Program
    Traveling to the states lighthouses has always been a charming travel tradition, but now you can travel like a local by staying overnight or scheduling special events at the lighthouses. The Maine Lighthouse Program opened many of the historic structures to overnight travel, ensuring that history buffs have an extra travel experience.
  3. Spend a Day in Bar Harbor
    Bar Harbor is one of the most beautiful places on the entire coast and its easy to see why so many people travel here every summer. Whether you travel by boat, bike or public transportation, youll enjoy this scenic day trip in one of Maines most beautiful towns.
  4. Learn to Sail in Maine
    Sailing has long been a favorite travel activity for anyone looking to enjoy their vacation by soaking up the sunshine and fresh air. Maine offers perfect travel conditions for sailing and several travel companies offer lessons, rentals and travel excursions.
  5. Enjoy some Maine lobster
    Maine is known for their fresh lobster, so when you travel to Maine, be sure to try it for yourself. The lobsters are caught right off the coast of Maine so you really cant get fresher (or bigger) crustaceans in other places.
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Top Pickleball-Ready Accommodation Types in Maine

Type Count
Vacation Homes 11324
Cottages 3031
Holiday Apartments 2700
Villas 96

Use these Quick Filters to Find a Vacation Rental in Maine

★ 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 Maine with PickleTrip™.

Weather in Maine, US

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

December - February
High 28°F       Low 8°F
March - May
High 60°F       Low 16°F
June - August
High 75°F       Low 52°F
September - November
High 71°F       Low 26°F

Top Attractions Around Maine, US

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


Acadia National Park
Sugarloaf Ski Resort
Ogunquit Beach
Maine Mall
Moosehead Lake
Darling's Waterfront Pavilion
Perkins Cove
Maine Medical Center
Old Orchard Beach Pier
Cross Insurance Center
Oxford Casino
Higgins Beach
Goose Rocks Beach
State Theatre
University of Maine
Bar Harbor Whale Watching
Marginal Way
Cross Insurance Arena
Sugarloaf Mountain
Bangor Mall
Portland Head Light
Hollywood Casino at Bangor
Ogunquit Playhouse
Bates College
Long Sands Beach
Sebago Lake
Mount Katahdin
Village Green

Other Places to Stay in Maine, US


New England 59,357 Properties
York County 3,320 Properties
Portland 2,619 Properties
Hancock County 2,614 Properties
Central Coast 2,604 Properties
Lakes and Mountains 2,438 Properties
Bar Harbor 2,261 Properties
Cumberland County 1,972 Properties
Western Mountains 1,920 Properties
Ogunquit - Wells 1,627 Properties
Piscataquis County 1,494 Properties
Mount Desert Island 1,215 Properties

Frequently Asked Questions About Maine?

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

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

Discover 382 accommodations with private or nearby pickleball courts in Maine. Some of the best destinations to stay and play pickleball are:

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

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

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 22533 properties listed in Maine 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 22533 Maine, US Vacation Rentals

Recently Booked Vacation Rentals in Maine