78+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Maine
  3. Portland
  4. Old Port

Old Port pickleball Stays, Resort Rentals, & Homes

About Old Port Vacation Rentals

Discover over 78 amazing vacation rental options in Old Port 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 Old Port.

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 528.78 ft², with prices averaging $697 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 Old Port.

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Top Pickleball-Ready Accommodation Types in Old Port

Type Count
Holiday Apartments 28
Vacation Homes 16

Use these Quick Filters to Find a Vacation Rental in Old Port

★ 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 Old Port with PickleTrip™.

Weather in Old Port, ME

View the weather forecast for Old Port before booking your Old Port 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

Other Places to Stay in Old Port, ME


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Domaine Gallery 610 Properties
Salt Gallery 606 Properties
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Downtown Portland 154 Properties

Frequently Asked Questions About Old Port?

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

Which vacation rentals, resorts, or hotels in Old Port 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 Old Port?

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 78 properties listed in Old Port 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.

Nearby Neighborhood (2) 
Neighborhood Property Count
Downtown Portland Vacation Rentals in Portland, Maine 154
East Bayside Vacation Rentals in Portland, Maine 33

People Also Ask

There are 78 Old Port, ME Vacation Rentals

Recently Booked Vacation Rentals in Old Port