Redwood pickleball Stays, Resort Rentals, & Homes
About Redwood Vacation Rentals
Discover over 41 amazing vacation rental options in Redwood 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 Redwood.
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 1582.07 ft², with prices averaging US $290 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 Redwood.
Top Pickleball-Ready Accommodation Types in Redwood
| Type | Count |
|---|---|
| Vacation Homes | 14 |
| Cottages | 5 |
| Holiday Apartments | 3 |
Use these Quick Filters to Find a Vacation Rental in Redwood
★ 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 Redwood with PickleTrip™.
Weather in Redwood, VA
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Frequently Asked Questions About Redwood?
What are the top vacation rentals, resorts, and hotels in Redwood 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 Redwood. 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 Redwood!
- Plenty of Water on the main channel. Perched on a bluff with breathtaking sunrise views over the lake, this remodeled 2BR/1BA log cabin offers memory-foam beds, well-stocked granite kitchen (farm-fresh eggs!), covered deck, stone fire pit, huge dock.
- Lots of Water-All Decked Out — New lakefront log home on Smith Mountain Lake with a private Hot Tub, 1000+ sq ft of Deck and Patio Fire Pit-Pickleball-Basketball. Two full kitchens.
- Main Channel-Lots of Water-PickleBall-Hot Tubs-Fire Pits-2 Private Docks. Exclusive use of all 5 log homes, 8 acres, 1300 ft shoreline. Sleeps 36. 1400 sq ft venue, events to 75 (fee applies): weddings, reunions, retreats, milestones. 4.9★ Superhost
- Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
- One room cabin set on our farm for a peaceful getaway.
- Make memories at this unique and family-friendly place
- Private Farm Cottage surrounded fields, farm animals, mountain views & hot tub!
- Cozy Cottage with Pool Table!
- The Farmhouse: Peaceful 3BR Countryside Escape with Modern Comforts
- Early Inn at the Grove
How many PickleTrip vacation rentals or resorts are available in Redwood?
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 41 properties listed in Redwood 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.
