1. What are the top vacation rentals in Wintergreen?

There are a lot of options in Wintergreen. If you plan on staying in the Wintergreen area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wintergreen: Large and Luxurious Exec 5BR Chalet Walk to slopes and Mountain Inn/First Floor Master and Queen Bedrooms Beautiful Mountain Views, Steps to the slopes! Custom Builder just completely remodeled this Mountain Chalet! .with Hot Tub! Modern Mountain Retreat: Hot Tub, Chef's Kitchen, Game Room & Ski Access Walking Distance To Mountain Inn, Great Location For Your Mountain Getaway Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite! Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly! Classic Ski Chalet with Hot Tub, EV Charger. Views-skiing-tennis-hiking-golf!

2. How many Rentbyowner vacation rentals are available in Wintergreen?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 253 in the Wintergreen area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wintergreen .

3. What is the cancellation policy for rental properties booked through Rent By Owner in Wintergreen?

The cancellation policy varies depending on the specific property listing. To ensure you understand the terms, please review the cancellation details provided in the listing or contact the property owner directly before completing your reservation.

4. How do I confirm the availability of a vacation rental by owner in this area?

Availability calendars are typically maintained by the property owners and can be viewed directly on the listing. For real-time confirmation, it’s best to reach out to the owner or use the booking platform’s messaging feature.

5. Are linens and utilities included in the rental price in this destination?

In most cases, the specifics regarding linens, utilities, and other amenities are detailed within each listing. Be sure to review these details carefully or contact the owner to clarify what is included with your booking.

6. What procedures should I follow for checking in and out of my rental in this region?

Check-in and check-out instructions are usually provided by the owner in the listing or after booking confirmation. It’s advisable to communicate directly with the owner to coordinate your arrival and departure times for a smooth stay.

7. How do I handle special requests or accommodations when booking a rental by owner here?

Most listings include a section where you can request additional amenities or accommodations. For specific requests, contact the property owner in advance to ensure they can accommodate your needs and to confirm any possible additional charges.