The gourmet kitchen is the hub of this home. Decks are through the french doors to the right. The great room with stone fireplace is in the background.
Five Peaks at Wintergreen
Five Peaks at Wintergreen
6 guests
3 bedrooms
3 beds
2.5 baths
6 guests
3 bedrooms
3 beds
2.5 baths
Please set the number of adults.
Please set the number of children.
Ages 2 - 12
Please set the number of infants.
Under 2
6 guests maximum. Infants don’t count toward the number of guests.
You won’t be charged yet

Five Peaks is the perfect blend of country life and modern sophistication. This thoughtfully designed private mountain hideaway is nestled in the treetops, and is the perfect getaway to the Charlottesville/Wintergreen Area.

The space

For more information about Five Peaks and our beautiful area, search Five Peaks at Wintergreen. The base price is for two people. We charge a small, per-night premium for up to 6 total guests.
The home includes a private master suite on the main level with an ultra-comfortable king size bed, private deck with a two person hot tub, and a large master bathroom with heated floors and a huge walk in shower. The upstairs loft has a very comfortable queen sized bed, with a closet and armoire. Guests in the loft typically share the master bathroom for bathing, though there is a powder room available as well. All the beds are made with high quality designer linens and pillows. On the main floor you will find a truly awesome and well equipped gourmet kitchen with all the bells and whistles that every cook will love, plus a large dining area, great room and beautiful rock fireplace. Off the kitchen is a wonderful library with a large movie collection and an assortment of books for your enjoyment. You will also find wireless internet, and a 55” flat screen TV with surround sound.

Our large deck is the perfect outside space with beautiful mountain views and screened in gazebo with a double hammock, perfect for lounging in the treetops.

On the lower level there is a large separate studio (not accessible from main house) which we've recently remodeled (June '14) to include a king sized bed and double futon couch. Cozy and light-filled, the studio also features a private entrance, beautiful rock, wood burning fireplace, a full bath, and a private deck. The Studio serves as a second, private master suite, making Five Peaks very flexible – two couples can each enjoy a private suite, or larger groups can sleep two in the semi-private loft with queen sized bed, up to four in the Studio, with the king sized bed and comfy double futon, and two in the master suite. The Studio is never rented separately from the main house ensuring privacy for you and your party.
Please note: The studio will be made available only when the paid group includes four or more people, unless special arrangements are made in advance.

Guest access

Guests will have access to the entire home and property. (the studio is only available for groups over 4 people, but is not rented separately). You will have complete privacy from the moment you arrive. Guests will have access to all amenities, including the washer and dryer, and the garage with automatic door opener.

Interaction with guests

While we do not usually greet our guests, we will communicate extensively with you prior to your arrival and send you detailed driving directions, arrival instructions and a house manual. Once you arrive you will have access to us via phone and or email.

If you need to meet us, we can be available to do so on short notice.
While we're not permitted to link to our website directly on this site, you can see more pictures of Five Peaks, find links to local services and attractions, and other information by doing a web search for 'five peaks' and 'wintergreen' to find our site, or scroll to the last photo in our pictures to find a link.

Other things to note

Guests will have access to pools at Stoney Creek and one on the mountain. You'll need to present your guest passes, which you'll find upon arrival at Five Peaks.
We love well behaved, house trained dogs, and their responsible owners. They are welcome at Five Peaks, but please read below for some reasonable restrictions when you bring your pet.

Your dogs are welcome at Five Peaks. With more than 1 acre of wooded yard for your friends to play, and expansive, multilevel decks that can be closed off to keep your doggies close, your dogs will be as happy as you are that you've brought them to this special place. If you're bringing your well behaved dog, let us know and we'll provide comfy dog beds. and bowls. But the little varmints can be really hard on the furniture, so please understand that YOUR DOGS ARE NOT ALLOWED ON THE BEDS OR OTHER FURNITURE. If we find excessive dog hair on the furniture, or dog pee anywhere in the house, we will charge you up to $150 or possibly more, depending on the damage.
Cleaning Fees: Due to increasing costs, our cleaning fees have changed.
One bedroom (2 people) is 100.00; 3 people (using 2nd bedroom) is 125.00 and for more than 4 guests the fee is 150.00. This is also assuming you will be using the studio.

We provide passes to the nearby pools in season.

Wireless Internet

House Rules
Check in is anytime after 3PM
Check out by 11AM

We love well behaved, house trained dogs, and their responsible owners. They are welcome at Five Peaks. With more than 1 acre of wooded yard for your friends to play, and expansive, multilevel decks that can be closed off to keep your doggies close, your dogs will be as happy as you are that you've brought them to this special place.

While Five Peaks is very, very private, she is located in a resort community, and we request that you respect the neighborhood's privacy during your stay.


128 Reviews

Check In
Maria User Profile
October 2017
We stayed at Michael/Debra's place for our post wedding mini-honeymoon and it couldn't have been more perfect. Quiet, secluded location, but still super close to 151 and local attractions. The house was absolutely GORGEOUS -- even better than the pictures. We enjoyed a few glasses of wine in the gazebo on the deck, watching the deer move through the trees and enjoying the amazing mountain views. The hot tub was a major plus too. One of the nicest AirBnbs we've stayed at to date. LOVED it!

Fallon User Profile
September 2017
If I could of chosen a higher rating than excellent I would have! Wonderful accommodations and the owners are very thourough. Truly beyond satisfied with or experience!

Amber User Profile
September 2017
I probably can't add anything novel to the many other 5-star reviews of Five Peaks, but we just loved our stay. It was perfect. Exactly as described and we can't wait to return. We so appreciated having a home offered to rent that is so lovely and is also welcoming to children and dogs. I honestly think our two dogs are suffering a bit of a depression after leaving Five Peaks! Communication with Debra was wonderful and the house could not be more thoughtfully stocked and furnished. The master bed is particularly noteworthy - you will sleep very well at Five Peaks! I think the only helpful piece of advice that I could offer to future renters with children is to make sure to note that the second bedroom is a loft that overlooks the living space -- your nighttime activities/entertainment options might be affected by a child sleeping up there. Just something to keep in mind as you're planning your stay, but you should not let that dissuade you from booking at Five Peaks!

Carlton User Profile
August 2017
Wonderful setting and nicely appointed house.

Kate User Profile
July 2017
This house was the perfect getaway for a relaxing week! With the several living spaces and lots of natural light, plus an amazing kitchen, we felt it was a lovely respite from day-to-day city life :) We really loved our time there and hope to return again!

Jessica User Profile
June 2017
This place was amazing. Debra and Michael have a beautiful home that was welcoming to all ages of my family. Debra was great at prompt responses and making us feel at home. The location was great, the trails around the home AND the little beach we found were amazing. If we every are back in that area we will use them again for sure!!!

Steven User Profile
June 2017
Five Peaks is a great place to just get away from it all.. A great home in a great location with great views of not only the peaks across the valley but the sky above at night. Five Peaks is in a perfect location to access the local area that thrives with art, food, adventures and other happenings. Make a good choice and stay with Five Peaks !

Williamsburg, Virginia, United StatesJoined in July 2013
Micheal User ProfileMicheal is a superhost.
We're serial re-modelers, and Five Peaks has been our focus for the past 14 years. Debra is a retired Technical Recruiter, passionate designer and Michael is a structural engineer. We have two wonderful dogs and love to travel. Our most recent overseas trip was to the south of …
Response rate: 100%
Response time: within an hour

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