3812+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. California
  3. San Diego
  4. Midway District

Midway District pickleball Stays, Resort Rentals, & Homes

About Midway District Vacation Rentals

Discover over 3812 amazing vacation rental options in Midway District 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 Midway District.

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 768.83 ft², with prices averaging US $480 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 Midway District.

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Top Pickleball-Ready Accommodation Types in Midway District

Type Count
Vacation Homes 1818
Holiday Apartments 786
Cottages 114
Villas 54

Use these Quick Filters to Find a Vacation Rental in Midway District

★ 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 Midway District with PickleTrip™.

Weather in Midway District, CA

View the weather forecast for Midway District before booking your Midway District 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 Midway District, CA


Bay City Brewing Co. 4,600 Properties
Valley View Casino Center 4,107 Properties
Kaiser Permanente Point Loma 3,762 Properties
Midway-Pacific Highway 34 Properties

Frequently Asked Questions About Midway District?

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

How many pickleball-ready properties have private pools in Midway District?

Discover 107 accommodations with private or nearby pickleball courts in Midway District. Some of the best destinations to stay and play pickleball are:

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

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

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 3812 properties listed in Midway District 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 (10) 
Neighborhood Property Count
Point Loma Vacation Rentals in San Diego, California 837
Mission Valley Vacation Rentals in San Diego, California 195
Point Loma Heights Vacation Rentals in San Diego, California 131
Mission Valley West Vacation Rentals in San Diego, California 129
Mission Hills Vacation Rentals in San Diego, California 57
Old Town Vacation Rentals in San Diego, California 47
Midway-Pacific Highway Vacation Rentals in San Diego, California 34
Loma Portal Vacation Rentals in San Diego, California 27
Liberty Station Vacation Rentals in San Diego, California 2920
Naval Training Center Vacation Rentals in San Diego, California 2805

People Also Ask

There are 3812 Midway District, CA Vacation Rentals

Recently Booked Vacation Rentals in Midway District