Caldwell pickleball Stays, Resort Rentals, & Homes
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Child Friendly
- Parking
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- TV
- Security/Safety
Luxury Places to Stay in Caldwell
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- 3498 ft² House
- Air Conditioner
- Parking
- Pet Friendly
- TV
- View
- Ocean View
- Air Conditioner
- Parking
- TV
Top-Rated Villas with a Pool in Caldwell
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Pet-Friendly Villas in Caldwell
- Air Conditioner
- Parking
- Pet Friendly
- 204 ft² Hotel
- Parking
- Pet Friendly
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- 2992 ft² House
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Bedding/Linens
Large Private Villas in Caldwell
- Air Conditioner
- TV
- Balcony/Terrace
Instantly Bookable Villa Rentals in Caldwell
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Book a Last Minute Place to Stay in Caldwell
About Caldwell Vacation Rentals
Discover over 33 amazing vacation rental options in Caldwell 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 Caldwell.
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 1067.27 ft², with prices averaging $380 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 Caldwell.
Top Pickleball-Ready Accommodation Types in Caldwell
| Type | Count |
|---|---|
| Vacation Homes | 18 |
| Holiday Apartments | 3 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Caldwell
- Pool
- |
- Pet Friendly
- |
- Eco-friendly
- |
★ 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 Caldwell with PickleTrip™.
Weather in Caldwell, WV
View the weather forecast for Caldwell before booking your Caldwell Vacation Rentals to confirm your best time to go.
Top Attractions Around Caldwell, WV
PickleTrip offers a large selection of top attractions around Caldwell . Research things to do on your vacation before you visit Caldwell.
Frequently Asked Questions About Caldwell?
What are the top vacation rentals, resorts, and hotels in Caldwell 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 Caldwell. 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 Caldwell!
- 325 m² House ∙ 4 bedrooms ∙ 8 guests
- Washington Street Quarters
- The Barn House: Caldwell Mtn Retreat w/Hot Tub!
- Conveniently Located and Modernly Stylish. Close to fairgrounds and GVMC
- 'Burg Bungalow in the ❤ of Lewisburg behind WVSOM
- Greenbrier River Trail
- Mountain Home with Beautiful Views, near Lewisburg/White Sulphur Springs, WV
- Peaceful, secluded mountain escape in Gap Mills, WV.
- Beautifully Finished Apartment in a Peaceful Private Setting
- Bonnie Brae
How many PickleTrip vacation rentals or resorts are available in Caldwell?
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 33 properties listed in Caldwell 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.
