188+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Cypress pickleball Stays, Resort Rentals, & Homes

About Cypress Vacation Rentals

Discover over 188 amazing vacation rental options in Cypress 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 Cypress.

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 1074.62 ft², with prices averaging US $340 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 Cypress.

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Top Pickleball-Ready Accommodation Types in Cypress

Type Count
Vacation Homes 142
Holiday Apartments 24
Cottages 7
Villas 2

Use these Quick Filters to Find a Vacation Rental in Cypress

★ 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 Cypress with PickleTrip™.

Weather in Cypress, TX

View the weather forecast for Cypress before booking your Cypress 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 Cypress, TX

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


Houston Premium Outlets
Berry Center
Cypress Lakes Golf Club
Blackhorse Golf Club
Little Cypress Creek Preserve
Northwest Forest Conference Center
Cypress Top Historic Park
Dyess Park
Bud Hadfield Park
Telge Park
Longwood Golf Club
Great American Title Company
North Cypress Medical Center
HCA Houston Healthcare North Cypress
CityCentre
Katy Mills Mall
Downtown Aquarium
Houston Museum District
Memorial City Mall
Cynthia Woods Mitchell Pavilion

Other Places to Stay in Cypress, TX


Dyess Park 233 Properties
Windwood 157 Properties
Timberlake Estates 149 Properties
North Cypress Medical Center 147 Properties
HCA Houston Healthcare North Cypress 147 Properties
Bud Hadfield Park 93 Properties
Telge Park 77 Properties
Cypress Pass Estates 73 Properties
Northwest Forest Conference Center 73 Properties
Little Cypress Creek Preserve 63 Properties
Berry Center 63 Properties
Sydney Harbour 59 Properties

Frequently Asked Questions About Cypress?

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

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

Discover 8 accommodations with private or nearby pickleball courts in Cypress. Some of the best destinations to stay and play pickleball are:

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

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

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 188 properties listed in Cypress 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 (7) 
Neighborhood Property Count
Sydney Harbour Vacation Rentals in Houston, Texas 59
Timberlake Estates Vacation Rentals in Houston, Texas 149
Cypress Pass Estates Vacation Rentals in Houston, Texas 73
Copper Lakes Vacation Rentals in Houston, Texas 63
Windwood Vacation Rentals in Houston, Texas 157
Coles Crossing Vacation Rentals in Houston, Texas 57
Blackhorse Ranch Vacation Rentals in Houston, Texas 52

People Also Ask

There are 188 Cypress, TX Vacation Rentals

Recently Booked Vacation Rentals in Cypress