Kent, IL pickleball Stays, Resort Rentals, & Homes
- Galena
- ·
- Apple River
- 3.23 mi to center
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
- Parking
- Balcony/Terrace
- View
- Kitchen
- Parking
- Balcony/Terrace
- Kitchen
- Internet
- Galena
- ·
- Apple River
- 3.19 mi to center
- Parking
- Pool
- Ocean View
- Balcony/Terrace
- Galena
- ·
- Apple River
- 2.98 mi to center
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Galena
- ·
- Apple River
- 3.17 mi to center
- Parking
- Pool
- Ocean View
- Balcony/Terrace
- Galena
- ·
- Apple River
- 3.37 mi to center
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Galena
- ·
- Apple River
- 2.34 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
Luxury Places to Stay in Kent
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Galena
- ·
- Apple River
- 3.32 mi to center
- Parking
- Pool
- Balcony/Terrace
- View
- Hot Tub
- Pool
- Kitchen
- Air Conditioner
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Hot Tub
- Parking
- Pool
- Ocean View
- Private Pool
- Hot Tub
- Parking
- Pool
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
Top-Rated Villas with a Pool in Kent
- Galena
- ·
- Apple River
- 2.52 mi to center
- Parking
- Pool
- Balcony/Terrace
- View
- Private Pool
- Oceanfront
- Parking
- Pool
- Galena
- ·
- Apple River
- 2.76 mi to center
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Galena
- ·
- Apple River
- 3.11 mi to center
- Parking
- Pool
- Balcony/Terrace
- Kitchen
- Parking
- Pool
- Balcony/Terrace
- Kitchen
- Parking
- Pool
- Balcony/Terrace
- Kitchen
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Parking
- Pool
- Balcony/Terrace
- Kitchen
- Parking
- Pool
- Ocean View
- Balcony/Terrace
Pet-Friendly Villas in Kent
- Parking
- Pet Friendly
- Child Friendly
- Barbecue/Outdoor Cooking
- Iowa
- ·
- Teeds Grove
- 11.36 mi to center
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
- Parking
- Balcony/Terrace
- View
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Iowa
- ·
- Teeds Grove
- 11.37 mi to center
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
Large Private Villas in Kent
- Galena
- ·
- Apple River
- 2.36 mi to center
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
- Galena
- ·
- Apple River
- 2.30 mi to center
- Parking
- Pool
- View
- Internet
- Galena
- ·
- Apple River
- 3.11 mi to center
- Hot Tub
- Parking
- Pool
- Ocean View
- Balcony/Terrace
- View
- Air Conditioner
- Pet Friendly
- Galena
- ·
- Apple River
- 2.30 mi to center
- Parking
- Pool
- Ocean View
- Balcony/Terrace
- Breakfast
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
- Internet
- Child Friendly
- Laundry
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
Wheelchair Accessible Holiday Homes in Kent
- Galena
- ·
- Apple River
- 3.36 mi to center
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Pet Friendly
- Private Pool
- Hot Tub
- Breakfast
- Parking
- Hot Tub
- Breakfast
- Parking
- Pool
- Private Pool
- Parking
- Pool
- Balcony/Terrace
- Breakfast
- Parking
- Pool
- Kitchen
- Private Pool
- Parking
- Pool
- View
- Breakfast
- Parking
- Pool
- Kitchen
- Breakfast
- Parking
- Kitchen
- Air Conditioner
Kent Villas, Airbnb and Holiday Homes Under $200
- Galena
- ·
- Apple River
- 3.35 mi to center
- Child Friendly
- Parking
- Skiing
- Balcony/Terrace
- View
- Parking
- Kitchen
- Air Conditioner
- Internet
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Pet Friendly
- Child Friendly
- Bedding/Linens
- Galena
- ·
- Apple River
- 2.73 mi to center
- Parking
- Kitchen
- Air Conditioner
- Internet
- Galena
- ·
- Apple River
- 2.73 mi to center
- Parking
- Kitchen
- Air Conditioner
- Internet
- Parking
- Spa
- Balcony/Terrace
- Kitchen
- Savanna
- ·
- Mount Carroll
- 0.21 mi to center
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
Instantly Bookable Villa Rentals in Kent
- Dodgeville
- ·
- Shullsburg
- 6.18 mi to center
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Galena
- ·
- Apple River
- 2.73 mi to center
- Parking
- Kitchen
- Air Conditioner
- Internet
- Parking
- Kitchen
- Air Conditioner
- Internet
- Kitchen
- Air Conditioner
- Internet
- TV
- Iowa
- ·
- Teeds Grove
- 11.37 mi to center
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Iowa
- ·
- Teeds Grove
- 11.37 mi to center
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Galena
- ·
- Apple River
- 2.86 mi to center
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Galena
- ·
- Apple River
- 2.21 mi to center
- Parking
- Kitchen
- Air Conditioner
- Internet
Book a Last Minute Place to Stay in Kent
About Kent Vacation Rentals
Discover over 110 amazing vacation rental options in Kent 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 Kent.
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 1073.9 ft², with prices averaging US $489 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 Kent.
Top Pickleball-Ready Accommodation Types in Kent
| Type | Count |
|---|---|
| Vacation Homes | 54 |
| Holiday Apartments | 14 |
| Cottages | 2 |
Use these Quick Filters to Find a Vacation Rental in Kent
★ 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 Kent with PickleTrip™.
Weather in Kent, IL
View the weather forecast for Kent before booking your Kent Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Kent?
What are the top vacation rentals, resorts, and hotels in Kent 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 Kent. 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 Kent!
- New 5-bedroom house at Apple Canyon Lake. 30 minutes from downtown Galena!
- Secluded Cabin w Game Room, Beach, Pool & Lake Access (near Galena)
- Golf Course Views & Family Fun – Large Apple Canyon Lake Vacation Home
- Cabin style 3bdrm home in Apple Canyon, walking path to the lake
- Apple Canyon Lake Home, Life At The Lake
- The Lake Place at Apple Canyon Lake
- Just rehabbed, amazing views on 300 acre ranch, animals, trails, hottub, pond
- Home with LAKE VIEW! Foosball, Skee ball
- Discover Elizabeth charm, just a quick 27-min drive away from Mississippi River
- Wonder Bear Lodge - Hot Tub | 6 King Beds | Sleeps 16 | Private Heated Pool
How many pickleball-ready properties have private pools in Kent?
Discover 1 accommodations with private or nearby pickleball courts in Kent. Some of the best destinations to stay and play pickleball are:
Which vacation rentals, resorts, or hotels in Kent is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Kent? 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.
- Escape to the country - Rest, Relax and Recharge!
- Private Lower Level Suite in Home-Sep Entrance!
- Peaceful luxury honeymoon suite, ten mile view! Large hottub, on working ranch
How many PickleTrip vacation rentals or resorts are available in Kent?
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 110 properties listed in Kent 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.

















































