Madison, IL pickleball Stays, Resort Rentals, & Homes
House
10.0Exceptional
(47 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $73/Night
7 Nights - US $513
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.32 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
731.95 ft²
- Parking
- Kitchen
- Air Conditioner
Internet
US $195/Night
7 Nights - US $1,365
House
- St. Louis
- ·
- Grand Center
- 0.16 mi to center
9.4Exceptional
(105 Reviews)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $182/Night
7 Nights - US $1,271
Condo
- St. Louis
- ·
- Downtown St. Louis
- 1.38 mi to center
10.0Exceptional
(41 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $143/Night
7 Nights - US $998
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
721.18 ft²
Child Friendly
Security/Safety
US $86/Night
7 Nights - US $603
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.26 mi to center
10.0Exceptional
(30 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $296/Night
7 Nights - US $2,073
Condo
- St. Louis
- ·
- Downtown St. Louis
- 0.81 mi to center
10.0Exceptional
(24 Reviews)
2 Bedrooms
2 Baths
4 Guests
1872 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,310/Night
7 Nights - US $9,170
Apartment
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $189/Night
7 Nights - US $1,325
Apartment
10.0Exceptional
(18 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $180/Night
7 Nights - US $1,258
Luxury Places to Stay in Madison
Over 1538+ Luxury Places to Stay in or Near Madison
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.85 mi to center
2 Bedrooms
2 Baths
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
Unlock the Best Price
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.84 mi to center
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
Unlock the Best Price
House
- St. Louis
- ·
- Grand Center
- 0.27 mi to center
4 Bedrooms
4 Baths
10 Guests
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $8,050/Night
7 Nights - US $56,350
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.83 mi to center
9 Bedrooms
3 Baths
18 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $6,006/Night
7 Nights - US $42,042
Hotel
- St. Louis
- ·
- Downtown St. Louis
- 1.39 mi to center
6 Baths
12000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $3,841/Night
7 Nights - US $26,887
Condo
- St. Louis
- ·
- Downtown St. Louis
- 0.77 mi to center
1 Bedroom
1 Bath
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $2,788/Night
7 Nights - US $19,514
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.67 mi to center
9 Bedrooms
3 Baths
16 Guests
- Parking
- Air Conditioner
- Internet
Accessibility
US $1,656/Night
7 Nights - US $11,592
House
- St. Louis
- ·
- Downtown St. Louis
- 1.41 mi to center
14 Bedrooms
4 Baths
30 Guests
5198.97 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $1,366/Night
7 Nights - US $9,562
Apartment
- St. Louis
- ·
- Downtown West
- 0.46 mi to center
10.0Exceptional
(5 Reviews)
5 Bedrooms
6 Baths
12 Guests
Hot Tub- Kitchen
- Air Conditioner
- Internet
US $1,286/Night
7 Nights - US $9,003
Top-Rated Villas with a Pool in Madison
Over 100+ Top-Rated Private Villas with a Pool in or Near Madison
Apartment
- St. Louis
- ·
- Central West End
- 0.59 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
565 ft²
- Parking
Pool- Balcony/Terrace
- Kitchen
US $318/Night
7 Nights - US $2,226
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Pool
- Balcony/Terrace
View
US $279/Night
7 Nights - US $1,951
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.52 mi to center
9.8Exceptional
(26 Reviews)
2 Bedrooms
2 Baths
6 Guests
1184 ft²
Oceanfront- Parking
- Pool
Ocean View
US $278/Night
7 Nights - US $1,944
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.52 mi to center
9.8Exceptional
(9 Reviews)
1 Bedroom
1 Bath
4 Guests
748 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $223/Night
7 Nights - US $1,562
Hotel
- St. Louis
- ·
- Downtown St. Louis
- 1.12 mi to center
9.6Exceptional
(3811 Reviews)
1 Bath
- Hot Tub
Breakfast- Parking
- Pool
US $158/Night
7 Nights - US $1,105
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.52 mi to center
9.6Exceptional
(23 Reviews)
2 Bedrooms
2 Baths
6 Guests
1184 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $278/Night
7 Nights - US $1,944
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.52 mi to center
9.6Exceptional
(19 Reviews)
1 Bedroom
1 Bath
4 Guests
748 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $223/Night
7 Nights - US $1,562
Hotel
- St. Louis
- ·
- Downtown St. Louis
- 0.11 mi to center
9.4Exceptional
(1603 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $134/Night
7 Nights - US $941
Hotel
- St. Louis
- ·
- Downtown St. Louis
- 1.35 mi to center
9.4Exceptional
(1003 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $438/Night
7 Nights - US $3,069
Pet-Friendly Villas in Madison
Over 549+ Pet-Friendly Private Villas in or Near Madison
Apartment
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
475 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $97/Night
7 Nights - US $676
House
- St. Louis
- ·
- Central West End
- 0.17 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
2 Baths
10 Guests
2400.35 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $277/Night
7 Nights - US $1,938
Apartment
- St. Louis
- ·
- Grand Center
- 0.47 mi to center
8.4Excellent
(167 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $151/Night
7 Nights - US $1,059
Condo
- St. Louis
- ·
- Downtown West
- 0.46 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $350/Night
7 Nights - US $2,447
House
- St. Louis
- ·
- Central West End
- 0.24 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $437/Night
7 Nights - US $3,056
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.48 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $308/Night
7 Nights - US $2,158
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.76 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $166/Night
7 Nights - US $1,163
Apartment
9.8Exceptional
(7 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $148/Night
7 Nights - US $1,036
Apartment
9.4Exceptional
(15 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $155/Night
7 Nights - US $1,086
Large Private Villas in Madison
Over 227+ Large Villas in or Near Madison for Groups and Families
House
- St. Louis
- ·
- Downtown St. Louis
- 1.61 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
3 Baths
12 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $479/Night
7 Nights - US $3,353
Villa
- St. Louis
- ·
- Central West End
- 0.38 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
10 Guests
3498.27 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $270/Night
7 Nights - US $1,890
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.46 mi to center
1 Bedroom
1 Bath
11 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $325/Night
7 Nights - US $2,272
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.77 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
16 Guests
2400.35 ft²
- Parking
- Air Conditioner
- Internet
- Security/Safety
US $861/Night
7 Nights - US $6,027
Villa
- St. Louis
- ·
- Central West End
- 0.17 mi to center
1 Bedroom
2 Baths
10 Guests
2400 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $474/Night
7 Nights - US $3,315
Apartment
2 Bedrooms
1 Bath
10 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $146/Night
7 Nights - US $1,023
House
- St. Louis
- ·
- Near Southside
- 0.27 mi to center
10.0Exceptional
(24 Reviews)
4 Bedrooms
3 Baths
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $302/Night
7 Nights - US $2,111
House
- St. Louis
- ·
- Grand Center
- 0.18 mi to center
10.0Exceptional
(22 Reviews)
4 Bedrooms
2 Baths
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $452/Night
7 Nights - US $3,164
House
10.0Exceptional
(18 Reviews)
4 Bedrooms
3 Baths
10 Guests
5000 ft²
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $648/Night
7 Nights - US $4,535
Wheelchair Accessible Holiday Homes in Madison
Over 477+ Wheelchair Accessible Villas and Holiday Homes in or Near Madison
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.28 mi to center
10.0Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $220/Night
7 Nights - US $1,537
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.32 mi to center
9.3Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
645.83 ft²
- Parking
- Air Conditioner
- Internet
Wheelchair Accessible
US $160/Night
7 Nights - US $1,122
Bed & Breakfast
- St. Louis
- ·
- Central West End
- 0.79 mi to center
8.0Excellent
(57 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Kitchen
- Internet
US $194/Night
7 Nights - US $1,355
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.65 mi to center
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
3 Guests
2000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $372/Night
7 Nights - US $2,604
Hotel
- St. Louis
- ·
- Downtown St. Louis
- 1.35 mi to center
9.2Exceptional
(488 Reviews)
20 Baths
378.35 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $172/Night
7 Nights - US $1,206
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.83 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $250/Night
7 Nights - US $1,753
Apartment
- St. Louis
- ·
- Downtown West
- 0.39 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
1352 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $263/Night
7 Nights - US $1,839
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.77 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $310/Night
7 Nights - US $2,171
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.79 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $287/Night
7 Nights - US $2,010
Madison Villas, Airbnb and Holiday Homes Under $200
Over 885+ Madison Private Villas, Airbnb and Holiday Homes Under $200
Condo
- St. Louis
- ·
- Lafayette Square
- 0.06 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
6 Guests
980 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $196/Night
7 Nights - US $1,374
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.30 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Breakfast
- Parking
Spa- Kitchen
US $152/Night
7 Nights - US $1,064
Apartment
- St. Louis
- ·
- Central West End
- 0.36 mi to center
2.0Average
(1 Review)
1 Bedroom
1 Bath
- Internet
- Pet Friendly
- Child Friendly
Laundry
US $173/Night
7 Nights - US $1,209
Apartment
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $74/Night
7 Nights - US $515
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.32 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
4 Guests
1194.79 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $103/Night
7 Nights - US $724
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.30 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $199/Night
7 Nights - US $1,391
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.97 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $193/Night
7 Nights - US $1,350
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.21 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Internet
- Child Friendly
US $187/Night
7 Nights - US $1,312
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $113/Night
7 Nights - US $788
Instantly Bookable Villa Rentals in Madison
Over 758+ Instantly Bookable Private Villas in or Near Madison
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.32 mi to center
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $276/Night
7 Nights - US $1,929
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.68 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $304/Night
7 Nights - US $2,128
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.32 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $334/Night
7 Nights - US $2,341
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.32 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $270/Night
7 Nights - US $1,887
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.95 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $209/Night
7 Nights - US $1,462
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.30 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $256/Night
7 Nights - US $1,794
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.32 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $292/Night
7 Nights - US $2,043
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.47 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $286/Night
7 Nights - US $2,003
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.22 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $284/Night
7 Nights - US $1,988
Book a Last Minute Place to Stay in Madison
About Madison Vacation Rentals
Discover over 1547 amazing vacation rental options in Madison 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 Madison.
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 756.77 ft², with prices averaging US $1,135 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 Madison.
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Top Pickleball-Ready Accommodation Types in Madison
| Type | Count |
|---|---|
| Holiday Apartments | 969 |
| Vacation Homes | 376 |
| Cottages | 4 |
| Villas | 3 |
Use these Quick Filters to Find a Vacation Rental in Madison
★ 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 Madison with PickleTrip™.
Weather in Madison, IL
View the weather forecast for Madison before booking your Madison Vacation Rentals to confirm your best time to go.
December - February
High 44°F Low 15°F
March - May
High 68°F Low 26°F
June - August
High 82°F Low 57°F
September - November
High 79°F Low 27°F
Top Attractions Around Madison, IL
PickleTrip offers a large selection of top attractions around Madison . Research things to do on your vacation before you visit Madison.
Frequently Asked Questions About Madison?
What are the top vacation rentals, resorts, and hotels in Madison 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 Madison. 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 Madison!
- World’s Fair Charm -Two Story 3 bdrm
- Classy Midtown 2BR, King Master
- Historic Soulard King 2BR Apt w/Private Deck
- The Dackel - Townhouse in Historic Soulard
- Luxury Corporate Loft Suites In Soulard
- Chic Ultramodern Loft Suite w/Designer Features
- NEW! Luxurious Soulard Townhome w/Brewery Views!
- Historic, quiet 2 Bdrm/office space Full Condo
- Luxury Brownstones in Historic Soulard
- Centrally Located Home Perfect for Family Getaway
How many pickleball-ready properties have private pools in Madison?
Discover 12 accommodations with private or nearby pickleball courts in Madison. Some of the best destinations to stay and play pickleball are:
- Incredible 2 story city penthouse with rooftop pool, hot tub & views!
- Drury Plaza St. Louis at the Arch
- Perfectly Appointed Suite for Groups! Free Wi-Fi!
- Drury Plaza Hotel St Louis Union Station
Which vacation rentals, resorts, or hotels in Madison is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Madison? 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.
- Spacious, 2 bedroom townhome, 10 minutes from downtown St. Louis
- Brick & Bed Riverfront Lofts, G 306
- 3323: Uptown Elegant Escape by JZ Vacation Rentals
How many PickleTrip vacation rentals or resorts are available in Madison?
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 1547 properties listed in Madison in 2026, 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.
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