Chestnut Springs Rentals USA Virginia Charlottesville Chestnut Springs

Modern Luxury Mountain Home within Wintergreen Retreat Collection | House in Wintergreen Resort

9.8 (52 Reviews) |   Pet Friendly   5 Bedrooms  4 Bathrooms  18 Guests  Stay&Play
Chestnut Springs House | Modern Luxury Mountain Home within Wintergreen Retreat Collection

5 Bedroom House in Chestnut Springs, Wintergreen Resort

With gorgeous mountain views of the Blue Ridge and Blackrock Village this luxury mountain home is one of the largest in the Wintergreen Retreat Luxury Home collection. Featuring 5 bedrooms, 3 full baths, and 2 half baths. The level drive and one step access into the main level allows for easy access. Once inside you will be impressed with the gracious open floor plan and spacious rooms throughout.
The main level master bedroom suite is great for family members with limited mobility. The home also features a backup generator and advanced water conditioning system for our guests comfort and convenience.
The main level includes the soaring, light filled Great Room with cathedral ceiling & stone fireplace, large eat in kitchen with granite, handsome cabinets, tile floors & beautiful master suite with steam shower. Upstairs includes 2 guest bedrooms with multiple sleeping options, full bath and loft with a desk.
The lower level allows for more activities in an additional family room with fireplace, a master suite with full bath, a separate bedroom with a large sleeping capacity, and a half bath. Beautifully maintained and tastefully furnished so you can just walk in and begin enjoying your new Wintergreen vacation!

Modern Luxury Mountain Home within Wintergreen Retreat Collection is located in Chestnut Springs. Modern Luxury Mountain Home within Wintergreen Retreat Collection provides accommodation, featuring Pool, Balcony/Terrace, Sports/Activities, among other amenities. This House features Pool, Balcony/Terrace, Sports/Activities, to make your stay a comfortable one.

Modern Luxury Mountain Home within Wintergreen Retreat Collection has 5 Bedrooms , 4 Bathrooms, and max occupancy of 18 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Chestnut Springs has interesting places to visit. If you want to learn more about the House in Chestnut Springs, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • Pool
  • TV
  • Balcony/Terrace
  • Accessibility
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 30
Check-out Check-out before 10:00 am contactless check-out available
Child Policy Children are welcome.
Pet Policy 2 total (up to 50 lbs per pet) pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy Smoking is not permitted
Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
 
Wintergreen Resort, 22967, USA

What Our Guests say 500 + Reviews

Apr 30, 2025 10:41:54 PM
Summary: Perfect amount of space for our group
Lainey F. Lainey F.
Apr 8, 2025 11:41:45 PM
Summary: Perfect place to relax and enjoy the company of friends and family.
Jessica B. Jessica B.
Apr 5, 2025 03:51:13 AM
Summary: Very spacious and charming hillside home with great views of the slopes and valley below. Peaceful and quiet neighborhood. Very dog friendly with crate and food/water dishes (although we used our own) as well as enclosed decks. Kitchen was well stocked with supplies. Bathrooms had plenty of towels and washcloths. I have never stayed in a rental as well supplied in the kitchen and bathrooms as this property. I would definitely recommend this property and would love to be able to stay there again the next time I visit Virginia.
Deb Y. Deb Y.
Feb 10, 2025 10:59:14 AM
Summary: Spacious home that worked well for our group of 15. Having a separate hangout area for the teenagers was a big bonus. Nice, flat parking with a short drive down to the slopes. Functional kitchen with plenty of plates and silverware for all the guests. Only wished for a few more hooks to hang up everyone’s ski gear.
Lynn C. Lynn C.
Feb 4, 2025 08:48:54 AM
Summary: Kitchen was well stocked. Owner was responsive about keyboard. House and beds were comfortable.
Libby C. Libby C.
Dec 28, 2024 01:16:57 AM
Summary: This is a beautiful property. The manager was very responsive to any questions.
Linda H. Linda H.
Oct 10, 2024 10:10:58 PM
Summary: Awesome place to wait out Hurricane Helene! And oh the views after the fog lifted! This house was the perfect distance for Staunton’s Queen City Mischief and Magic weekend! Plenty of vineyards, breweries, and a few yummy places to eat. I do recommending bringing all your planned meals up with you as shopping is not real close. We will def be coming back!
Rosanna W. Rosanna W.
Sep 27, 2024 06:05:56 AM
Summary: We gathered as old friends and were able to catch up on the expansive deck with a breathtaking view. The living room and kitchen were also the perfect size for our gathering of 8 adults. The kitchen was well outfitted with upgraded extras. We would love to visit again!
Lisa O. Lisa O.
Sep 6, 2024 04:23:08 AM
Summary: It was great again. This is our 3rd or 4th year. A few items needing repair on the deck and the door leading to it.Very comfortable and well equipped kitchen and bathrooms.
Mary K P. Mary K P.
Aug 9, 2024 09:24:32 PM
Summary: We had an amazing time at the “Retreat” house. The balcony has a great view and plenty of seating for a crowd, and the 5 bedrooms gave everyone their own little sanctuary at bed time. We loved having the piano there, and enjoyed jam sessions after dinner each night. During the day we visited wineries and breweries, in the valley and attended Wintergreen Music Festival concerts. The kitchen was well stocked for a large crowd of foodies, too. Great hosts and fabulous home. Hoping to return!
Judith O. Judith O.

FAQ's

Is this Chestnut Springs house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Chestnut Springs house have a swimming pool?

Yes, this Chestnut Springs house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Chestnut Springs house?

Best-rates for the Chestnut Springs house starts from $644 per night with includes Pool, Balcony/Terrace, Sports/Activities, Barbecue/Outdoor Cooking, Internet, Air Conditioner, TV, Accessibility, Security/Safety, Wellness Facilities, Fireplace/Heating, Child Friendly, Parking, Pet Friendly, Entertainment, Laundry, Bedding/Linens, Kitchen StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Chestnut Springs house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chestnut Springs house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chestnut Springs house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Chestnut Springs house?

Based on the information reported by the owner or manager, the Chestnut Springs house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Chestnut Springs house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chestnut Springs house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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