Matteson pickleball Stays, Resort Rentals, & Homes
New
House
- Chicago
- ·
- Richton Park
- 0.68 mi to center
4 Bedrooms
3 Baths
10 Guests
Hot Tub
Fireplace/Heating
Air Conditioner
Internet
US $738/Night
7 Nights - US $5,166
Apartment
- Chicago
- ·
- Country Club Hills
- 1.27 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
5 Guests
1097.92 ft²
- Fireplace/Heating
Balcony/Terrace
Parking- Air Conditioner
US $227/Night
7 Nights - US $1,591
Hotel
6.6Good
(1002 Reviews)
1 Bath
Breakfast
Kitchen- Parking
- Air Conditioner
US $106/Night
7 Nights - US $739
House
10.0Exceptional
(5 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $357/Night
7 Nights - US $2,496
Apartment
9.2Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
Pet Friendly- Parking
- Air Conditioner
- Internet
US $150/Night
7 Nights - US $1,050
House
- Chicago
- ·
- Park Forest
- 0.77 mi to center
2.0Average
(1 Review)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $211/Night
7 Nights - US $1,478
House
- Chicago
- ·
- Richton Park
- 0.27 mi to center
2 Bedrooms
1 Bath
990 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $229/Night
7 Nights - US $1,606
House
- Chicago
- ·
- Park Forest
- 0.95 mi to center
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $208/Night
7 Nights - US $1,455
House
- Chicago
- ·
- Country Club Hills
- 1.42 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
3 Baths
6 Guests
1800 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $259/Night
7 Nights - US $1,810
Luxury Places to Stay in Matteson
Over 77+ Luxury Places to Stay in or Near Matteson
House
9.6Exceptional
(12 Reviews)
5 Bedrooms
2 Baths
14 Guests
2600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $671/Night
7 Nights - US $4,696
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $431/Night
7 Nights - US $3,015
House
- Chicago
- ·
- Richton Park
- 0.29 mi to center
9.0Exceptional
(24 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $360/Night
7 Nights - US $2,520
House
- Chicago
- ·
- Richton Park
- 1.07 mi to center
9.2Exceptional
(5 Reviews)
3 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $291/Night
7 Nights - US $2,040
House
- Chicago
- ·
- Richton Park
- 0.13 mi to center
8.0Excellent
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Internet
US $272/Night
7 Nights - US $1,903
Apartment
1 Bedroom
2 Baths
6 Guests
1302.43 ft²
- Parking
- Air Conditioner
- Internet
Child Friendly
US $270/Night
7 Nights - US $1,890
House
5 Bedrooms
2 Baths
10 Guests
2200 ft²
- Child Friendly
US $246/Night
7 Nights - US $1,722
House
5 Bedrooms
2 Baths
12 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $245/Night
7 Nights - US $1,715
House
5 Bedrooms
2 Baths
12 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $245/Night
7 Nights - US $1,715
Top-Rated Villas with a Pool in Matteson
Over 27+ Top-Rated Private Villas with a Pool in or Near Matteson
Hotel
8.5Fabulous
(205 Reviews)
3 Baths
398.26 ft²
Private Pool- Fireplace/Heating
Pool- Breakfast
US $156/Night
7 Nights - US $1,093
Hotel
8.1Excellent
(178 Reviews)
1 Bath
332.14 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Parking
US $139/Night
7 Nights - US $971
Hotel
8.4Excellent
(1001 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $160/Night
7 Nights - US $1,117
House
8.0Excellent
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
300 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $132/Night
7 Nights - US $926
House
8.0Excellent
(1 Review)
4 Bedrooms
4 Baths
16 Guests
1200 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $532/Night
7 Nights - US $3,726
House
7.0Very Good
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
300 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $132/Night
7 Nights - US $926
House
6.8Good
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
300 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $132/Night
7 Nights - US $926
Hotel
6.6Good
(924 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $139/Night
7 Nights - US $973
House
6.0Good
(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
600 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $266/Night
7 Nights - US $1,859
Pet-Friendly Villas in Matteson
Over 20+ Pet-Friendly Private Villas in or Near Matteson
House
- Chicago
- ·
- Olympia Fields
- 0.84 mi to center
8.0Excellent
(12 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $233/Night
7 Nights - US $1,628
House
- Chicago
- ·
- Country Club Hills
- 1.31 mi to center
3 Bedrooms
3 Baths
9 Guests
1797.57 ft²
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Parking
US $243/Night
7 Nights - US $1,700
Hotel
7.2Very Good
(1000 Reviews)
1 Bath
- Breakfast
- Pet Friendly
- Kitchen
- Parking
US $113/Night
7 Nights - US $793
House
4 Bedrooms
2 Baths
10 Guests
761 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $383/Night
7 Nights - US $2,683
Hotel
6.4Good
(403 Reviews)
1 Bath
419.79 ft²
- Hot Tub
- Fireplace/Heating
- Breakfast
- Pet Friendly
US $102/Night
7 Nights - US $714
House
5 Bedrooms
2 Baths
12 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $504/Night
7 Nights - US $3,530
House
4 Bedrooms
3 Baths
10 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $464/Night
7 Nights - US $3,247
House
- Chicago
- ·
- Country Club Hills
- 0.96 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
12 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $277/Night
7 Nights - US $1,938
House
- Chicago
- ·
- Park Forest
- 0.47 mi to center
4.6Average
(4 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $347/Night
7 Nights - US $2,429
Large Private Villas in Matteson
Over 19+ Large Villas in or Near Matteson for Groups and Families
House
4 Bedrooms
2 Baths
10 Guests
2200 ft²
- Child Friendly
US $234/Night
7 Nights - US $1,638
House
- Chicago
- ·
- Olympia Fields
- 0.44 mi to center
7.6Very Good
(5 Reviews)
5 Bedrooms
4 Baths
8 Guests
2600 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $232/Night
7 Nights - US $1,621
House
- Chicago
- ·
- Country Club Hills
- 0.94 mi to center
5 Bedrooms
4 Baths
12 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $504/Night
7 Nights - US $3,530
House
- Chicago
- ·
- Country Club Hills
- 0.90 mi to center
5 Bedrooms
3 Baths
12 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $348/Night
7 Nights - US $2,435
House
8.0Excellent
(4 Reviews)
4 Bedrooms
4 Baths
16 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $532/Night
7 Nights - US $3,726
House
5 Bedrooms
2 Baths
12 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $580/Night
7 Nights - US $4,058
House
- Chicago
- ·
- Tinley Park
- 3.61 mi to center
5 Bedrooms
4 Baths
12 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $580/Night
7 Nights - US $4,058
House
4 Bedrooms
4 Baths
16 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $532/Night
7 Nights - US $3,726
House
4 Bedrooms
4 Baths
16 Guests
1200 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $532/Night
7 Nights - US $3,726
Wheelchair Accessible Holiday Homes in Matteson
Over 20+ Wheelchair Accessible Villas and Holiday Homes in or Near Matteson
House
6.8Good
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
300 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $129/Night
7 Nights - US $902
Hotel
7.0Very Good
(671 Reviews)
1 Bath
- Balcony/Terrace
- Breakfast
- Kitchen
- Parking
US $86/Night
7 Nights - US $602
House
4.0Average
(1 Review)
2 Bedrooms
2 Baths
4 Guests
600 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $266/Night
7 Nights - US $1,859
House
2.0Average
(1 Review)
2 Bedrooms
2 Baths
8 Guests
600 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $266/Night
7 Nights - US $1,859
House
4 Bedrooms
4 Baths
16 Guests
1200 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $532/Night
7 Nights - US $3,726
House
3 Bedrooms
3 Baths
12 Guests
900 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $400/Night
7 Nights - US $2,801
House
3 Bedrooms
3 Baths
12 Guests
900 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $398/Night
7 Nights - US $2,785
House
3 Bedrooms
3 Baths
12 Guests
900 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $398/Night
7 Nights - US $2,785
House
3 Bedrooms
3 Baths
12 Guests
900 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $398/Night
7 Nights - US $2,785
Matteson Villas, Airbnb and Holiday Homes Under $200
Over 12+ Matteson Private Villas, Airbnb and Holiday Homes Under $200
House
- Illinois
- ·
- Forestview
- 20.39 mi to center
9.2Exceptional
(26 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $189/Night
7 Nights - US $1,321
Hotel
6.6Good
(229 Reviews)
1 Bath
- Fireplace/Heating
View- Parking
- Air Conditioner
US $89/Night
7 Nights - US $623
Hotel
3.6Average
(268 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $59/Night
7 Nights - US $413
Condo
- Chicago
- ·
- Country Club Hills
- 1.27 mi to center
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $157/Night
7 Nights - US $1,096
Condo
- Chicago
- ·
- Country Club Hills
- 1.55 mi to center
6.0Good
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $104/Night
7 Nights - US $728
Condo
2 Bedrooms
1 Bath
6 Guests
- Child Friendly
US $179/Night
7 Nights - US $1,253
House
1 Bedroom
1 Bath
2 Guests
300 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $132/Night
7 Nights - US $926
House
1 Bedroom
1 Bath
4 Guests
300 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $132/Night
7 Nights - US $926
House
1 Bedroom
1 Bath
2 Guests
300 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $132/Night
7 Nights - US $926
Instantly Bookable Villa Rentals in Matteson
Over 13+ Instantly Bookable Private Villas in or Near Matteson
Condo
- Chicago
- ·
- Country Club Hills
- 1.18 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
5 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $223/Night
7 Nights - US $1,558
New
House
- Chicago
- ·
- Park Forest
- 0.89 mi to center
3.4Average
(6 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Child Friendly
Security/Safety
US $221/Night
7 Nights - US $1,547
Apartment
4.0Average
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $320/Night
7 Nights - US $2,239
House
4 Bedrooms
3 Baths
8 Guests
3955 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $523/Night
7 Nights - US $3,661
Cabin
- Illinois
- ·
- Forestview
- 19.37 mi to center
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Hot Tub
Spa- Fireplace/Heating
US $612/Night
7 Nights - US $4,284
House
2 Bedrooms
2 Baths
8 Guests
600 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $266/Night
7 Nights - US $1,859
House
2 Bedrooms
2 Baths
4 Guests
600 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $266/Night
7 Nights - US $1,859
House
2 Bedrooms
2 Baths
4 Guests
600 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $266/Night
7 Nights - US $1,859
House
2 Bedrooms
2 Baths
4 Guests
600 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $266/Night
7 Nights - US $1,859
Book a Last Minute Place to Stay in Matteson
About Matteson Vacation Rentals
Discover over 86 amazing vacation rental options in Matteson 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 Matteson.
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 872.52 ft², with prices averaging US $295 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 Matteson.
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Top Pickleball-Ready Accommodation Types in Matteson
| Type | Count |
|---|---|
| Vacation Homes | 67 |
| Holiday Apartments | 4 |
Use these Quick Filters to Find a Vacation Rental in Matteson
★ 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 Matteson with PickleTrip™.
Weather in Matteson, IL
View the weather forecast for Matteson before booking your Matteson 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 Matteson, IL
PickleTrip offers a large selection of top attractions around Matteson . Research things to do on your vacation before you visit Matteson.
Frequently Asked Questions About Matteson?
What are the top vacation rentals, resorts, and hotels in Matteson 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 Matteson. 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 Matteson!
- Newly remodeled house in quiet family neighborhood
- Cul de sac jacuzzi home
- 420 zen environment surrounded by boho chic decor~Luv Happii House.
- Luv Happii House
- 3-bedroom house in lovely Matteson with cool AC breeze
- Private Oasis with Spacious Backyard
- Beautiful Suburban Home 30 minutes from downtown Chicago!
- Lovely 2 Bedroom condo located in Matteson
- Spacious 3br home near Chicago, fenced yard for pets
- Hampton Inn & Suites Chicago Southland-Matteson
Which vacation rentals, resorts, or hotels in Matteson is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Matteson? 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.
- Cozy 4-bedroom house in wonderful Matteson with AC, WiFi
- Extended Stay Richton Park Rental
- Richton Park Rental
How many PickleTrip vacation rentals or resorts are available in Matteson?
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 86 properties listed in Matteson 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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