Explore Wintergreen Golf Retreats
About Wintergreen Vacation Rentals
Explore over 544 golf accommodation rentals in Wintergreen. From luxurious golf villas to cozy golf cabins, golf resorts, and exclusive golf hotels, each offers premium amenities designed for families, groups, and golf enthusiasts. Enjoy exceptional comfort and a one-of-a-kind golf experience with these incredible accommodations. Perfect for tranquil golf escapes, relaxing retreats, or golf-inspired getaways, these properties provide style and comfort in Wintergreen.
Looking for last-minute deals or the best offers on golf villas, golf cabins, golf resorts, and other golf retreats? StayAndPlay makes it easy to compare options in Wintergreen. Choose from spacious family-friendly stays, charming golf escapes, or luxurious golf retreats tailored for ultimate relaxation and play.
Find spacious family-friendly golf accommodations, golf cottage, or luxurious golf villas—all designed for maximum comfort and convenience during your visit.On average, golf accommodation rentals in Wintergreen offer approximately 902.59 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning golf course surroundings.
The average nightly rate for golf accommodation rentals in Wintergreen typically ranges around US $350.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Wintergreen. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.
Top Golf Accommodation Types in Wintergreen
| Type | Count |
|---|---|
| Vacation Homes | 226 |
| Holiday Apartments | 32 |
| Cabin Rentals | 16 |
| Ski Chalet Rentals | 11 |
| Cottages | 6 |
Use these Quick Filters to Find a Vacation Rental in Wintergreen
★ Pro Tip: StayAndPlay simplifies your search for the best golf accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore golf villas, cozy golf cabins, golf hotels, and golf resorts. Filter by availability, pricing, cancellation options, and amenities to discover the ideal golf retreat in Wintergreen.
Weather in Wintergreen, VA
View the weather forecast for Wintergreen before booking your Wintergreen Vacation Rentals to confirm your best time to go.
Activities Wintergreen Guest Reviews Local Attractions
StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. Wintergreen Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip
Find Nearby Cabin Rentals in these Cities & Neighborhoods
Frequently Asked Questions About Wintergreen?
What are the best golf resorts, luxury villas, and vacation rentals in Wintergreen?
Looking for a place to stay in Wintergreen? Explore these highly-rated golf vacation rentals for a one-of-a-kind golf retreat, where you can relax, unwind, and get ready to play your best game:
- Large and Luxurious Exec 5BR Chalet
- Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
- Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope
- Wintergreen Luxury, Best Views in VA!
- "Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
- Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
- Cozy chalet w/king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
- Leaf-Peeping at Oak Ledge! Trails+Tastings+Peace
- Walk to Summer Music Festival: WTG Retreat Among the Trees
- Wintergreen 1bed Condo, Walk to slopes, close to Hiking, Breweries, Wineries
How many golf stays with private pools are available in Wintergreen?
Find exceptional golf retreats with private pools near Wintergreen on StayAndPlay. Relax in serene golf vacation rentals with exclusive pool access and picturesque golf course views. Whether it's a spacious golf villa or a secluded golf cabin, these properties offer the perfect blend of luxury and relaxation, so you can focus on your game.
- Escape to Wintergreen Resort! Our pet & kid-friendly 2BR/2BA townhome is steps from skiing, dining & the Market. Hike, ski, swim, or sip at nearby wineries & breweries—adventure awaits year-round!
- Laurelwood Condo, Walk to Slopes, The Market & Restaurants + NFL Sunday Ticket
- New listing- Five minute walk to slopes and village!
- Welcome to a beautifully Wintergreen chalet offering the perfect blend of luxury, comfort, and an unbeatable ski-in/ski-out-style location. Nestled just yards from the Eagles Swoop ski slope, no driving, no shuttles, just effortless mountain access.
What are the top-rated golf retreats in Wintergreen for family stays?
Searching for a family-friendly golf retreat in Wintergreen? Explore these top-rated options, each loved by families and groups who have stayed in Wintergreen:
- Mountain Inn Studio 96 with Wintergreen Advantage
- Mountain Inn Studio 92 with Wintergreen Advantage
- Blackwood Chalet
How many StayAndPlay golf vacation rentals are available in Wintergreen?
StayAndPlay, as of 2026, features over 544 unique golf villas, golf hotels, golf resorts, and more in Wintergreen. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 544 stunning properties in Wintergreen, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 544 premier golf accommodations in Wintergreen. Find your ideal golf-retreat and play your best game with StayAndPlay.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Treeloft Golf Rental Cottages and Golf Getaways in Charlottesville, Virginia | 25 |
| Pedlars Edge Golf Rental Cottages and Golf Getaways in Charlottesville, Virginia | 1369 |
