2130+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Texas
  3. Montgomery County

Montgomery County pickleball Stays, Resort Rentals, & Homes

About Montgomery County Vacation Rentals

Discover over 2130 amazing vacation rental options in Montgomery County 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 Montgomery County.

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 978.14 ft², with prices averaging US $348 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 Montgomery County.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Montgomery County

Type Count
Vacation Homes 1237
Holiday Apartments 312
Cottages 43
Villas 21

Use these Quick Filters to Find a Vacation Rental in Montgomery County

★ 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 Montgomery County with PickleTrip™.

Weather in Montgomery County, TX

View the weather forecast for Montgomery County before booking your Montgomery County 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 Montgomery County, TX

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


Lake Conroe
Cynthia Woods Mitchell Pavilion
Memorial Hermann
Woodlands Mall
Market Street
Hughes Landing
Conroe Regional Medical Center
CHI St. Luke's HealthThe Woodlands Hospital
The Lone Star Convention & Expo Center
Lone Star College
The Woodlands Golf Resort
Woodlands Town Center
Conroe Outlet Mall
Lake Houston Wilderness Park
Scrap Yard Sports
The Woodlands Center
Woodlands Country Club Palmer Course
Woodforest National Bank Stadium and Natatorium
Owen Theatre
Crighton Theatre
Main Event Entertainment
7 Acre Wood
Wedgewood Golf Course
Woodforest Golf Club
St. Francis Wolf Sanctuary
Woodlands Art League
High Meadow Ranch Golf Club
Woodforest Bank Stadium
George Mitchell Nature Preserve
Lake Windcrest Golf Club

Other Places to Stay in Montgomery County, TX


Conroe 1,925 Properties
Montgomery 475 Properties
Walden on Lake Conroe 204 Properties
Willis 204 Properties
The Woodlands 198 Properties
April Sound 90 Properties
Magnolia 85 Properties
Grogan's Mill 65 Properties
Seven Coves 53 Properties
Pinehurst 52 Properties
Woodlands Town Center 44 Properties
Alden Bridge 36 Properties

Frequently Asked Questions About Montgomery County?

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

How many pickleball-ready properties have private pools in Montgomery County?

Discover 174 accommodations with private or nearby pickleball courts in Montgomery County. Some of the best destinations to stay and play pickleball are:

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

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

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 2130 properties listed in Montgomery County 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.


People Also Ask

There are 2130 Montgomery County, TX Vacation Rentals

Recently Booked Vacation Rentals in Montgomery County