740+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Texas
  3. Conroe
  4. Montgomery

Montgomery pickleball Stays, Resort Rentals, & Homes

About Montgomery Vacation Rentals

Discover over 740 amazing vacation rental options in Montgomery 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.

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 1064.51 ft², with prices averaging US $324 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.

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Top Pickleball-Ready Accommodation Types in Montgomery

Type Count
Vacation Homes 426
Holiday Apartments 51
Cottages 16
Villas 3

Use these Quick Filters to Find a Vacation Rental in Montgomery

★ 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 with PickleTrip™.

Weather in Montgomery, TX

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

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


Lake Conroe
Woodforest Golf Club
St. Francis Wolf Sanctuary
Blacktree Golf Club
N.H. Davis Museum
Blaketree National Golf Club
Cynthia Woods Mitchell Pavilion
Sam Houston National Forest
Hurricane Harbor Splashtown
ExxonMobil Campus
Sam Houston State University
Memorial Hermann
Houston Premium Outlets
Huntsville State Park
Woodlands Mall
Market Street
Hughes Landing
Prairie View A&M University
Vintage Park
Conroe Regional Medical Center

Other Places to Stay in Montgomery, TX


Lake Conroe 371 Properties
Clear Water Point 230 Properties
Walden on Lake Conroe 213 Properties
Woodforest Golf Club 143 Properties
Honea 91 Properties
April Sound 88 Properties
St. Francis Wolf Sanctuary 60 Properties
Dobbin 55 Properties
N.H. Davis Museum 37 Properties
Keenan 31 Properties
Blaketree National Golf Club 29 Properties
Blacktree Golf Club 27 Properties

Frequently Asked Questions About Montgomery?

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

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

Discover 65 accommodations with private or nearby pickleball courts in Montgomery. Some of the best destinations to stay and play pickleball are:

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

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

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 740 properties listed in Montgomery 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 (5) 
Neighborhood Property Count
Walden on Lake Conroe Vacation Rentals in Conroe, Texas 213
April Sound Vacation Rentals in Conroe, Texas 88
Seven Coves Vacation Rentals in Conroe, Texas 58
French Quarter Vacation Rentals in Conroe, Texas 332
Clear Water Point Vacation Rentals in Conroe, Texas 230

People Also Ask

There are 740 Montgomery, TX Vacation Rentals

Recently Booked Vacation Rentals in Montgomery