Wintergreen Rentals USA Virginia Charlottesville Wintergreen

Diamond Adventure at Wintergreen Resort *FULLY UPDATED* | Condo in Wintergreen Resort

10.0 (24 Reviews) |   2 Bedrooms  2 Bathrooms  8 Guests  Stay&Play
Wintergreen Condo | Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

2 Bedroom Condo in Wintergreen, Wintergreen Resort

Newly updated 2 bedroom/2 bathroom slope-side condo with amazing Mountain Views. Short walk around the building gets you to our door! Slope side to enjoy the best of Wintergreen skiing in the winter months or for hiking and mountain adventures during the rest of the year. View the fireworks from your private balcony on the 4th of July and New Years. Located in the heart of Wintergreen and high atop Upper Diamond Hill, it is convenient for skiing, dining, hiking and just relaxing with some of the most beautiful views.
Prime, High Demand Location
With just a short 5 minute walk to Mountain Inn, restaurants , shops, and concerts, this is the perfect slope-side getaway.
Enjoy your morning tea or coffee on the deck overlooking the breath-taking mountain sunrises or your sipping your glass of wine as the day winds down and the last light illuminates the slopes with the amazing colors. Catch the best views the mountain has to offer with amazing private fireworks views from the deck.
Gated (during peak demand) slope-side parking right in front of the condo reserved for our Diamond Hill guests.
The space
High end updates top to bottom finish this space off in grand splendor. Our well appointed condo is furnished with all the comforts of home that you'd want from preparing meals to relaxing in front of the wood burning fire or watching the 65" TV after an amazing day on the mountain. Our bedrooms are furnished with high end comfortable beds and linens. We have a washer and dryer and provide laundry detergent, dish detergent, dish washer detergent, paper towels, toilet paper and hand soap. With conveniently located chargers throughout the condo, your devices are always charged up and ready to go!
The second bedroom has a Twin XL over Queen bunk bed with a Twin XL trundle. Other exciting updates on the horizon include massage chair, arcade game and foosball table.
The living room is equipped with Queen and Twin Sleeper sofas with upgraded gel foam mattresses (installed for stays after 10/26/2022) to allow for maximum flexibility for your sleeping arrangements.
Personal code electronic door locks on the condo and ski locker to relieve you of the worry of losing keys while out shredding up the mountain. No more coordinating with others in your party to get into the locker at the end of the day!
Note: No access to resort amenities (gym, indoor pool, racquet courts) granted with rental.

Diamond Adventure at Wintergreen Resort *FULLY UPDATED* is located in Wintergreen. Diamond Adventure at Wintergreen Resort *FULLY UPDATED* provides accommodation, featuring Internet, Sports/Activities, Kitchen, among other amenities. This Condo features Internet, Sports/Activities, Kitchen, to make your stay a comfortable one.

Diamond Adventure at Wintergreen Resort *FULLY UPDATED* has 2 Bedrooms , 2 Bathrooms, and max occupancy of 8 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 Condo because of the excellent services rendered by the owner or manager of this Condo, 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. Condo has a friendly neighborhood, and the Wintergreen has interesting places to visit. If you want to learn more about the Condo in Wintergreen, 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
  • TV
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Skiing
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • 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: 24
Check-out Check-out before 10:00 am
Child Policy Children are welcome.
Pet Policy Pets not allowed
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 property registration number 1497 safety features at this property include a fire extinguisher 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, United States

What Our Guests say 500 + Reviews

Mar 20, 2025 07:26:02 AM
Summary: The nicest places we’ve stayed. Ski in / ski out. Walkable to entire village. That massage chair was a dream
Dave S. Dave S.
Mar 4, 2025 11:40:25 AM
Summary: The location is very convenient with amazing views of the slopes and terrain park.
Meredith G. Meredith G.
Feb 4, 2025 10:48:53 AM
Summary: We came for a weekend of family skiing. The condo was beautiful, clean, and had so many fun touches. The location right on a green slope cannot be beat. The kitchen had everything we needed. The view was spectacular. And the massage chair was divine. I would definitely recommend and would be thrilled to stay again in the future.
Allison Packer C. Allison Packer C.
Jan 12, 2025 02:28:35 AM
Summary: So for those of you asking “how far from the slopes?” It is literally 90 paces (for a 5’5” momma) from door around the unit, to put on your skis. Easy peasy. You want to cook for your kiddos? it’s all there. Coffee set up, 3 pans of varying sizes, glassware to cook brownies. Tupperwares to store stuff during your stay. Bring a cooler and plan meals because the close resort store (your paying for convenience) is super pricey (10 for a carton of ice cream) .The massage chair will make you want to not leave at all anyways….If you want a delicious dinner out and don’t mind a little drive, the Mill street grill in staunton was great. Check the menu its a bit pricey but neat as it was a 19 century flour mill. Great ski house. Would love to return.
Brittnay S. Brittnay S.
Jan 11, 2025 10:18:08 PM
Summary: This unit is as advertised and in a perfect location. Very clean with all the amenities you would need. The kids LOVED the message chair, big hit. Thanks for a wonderful getaway, we have already been asked to rebook!
Dustin Z. Dustin Z.
Jan 8, 2025 12:45:57 AM
Summary: Property had everything that we needed and more. Very comfortable beds! Would definitely stay again!
Lisa K. Lisa K.
Jan 7, 2025 10:50:49 AM
Summary: We booked a 2 night stay at Diamond Adventure at Wintergreen and were so happy that we did! The condo is one of the ones right off Diamond Hill ski slope and the high speed Blue Ridge Express 6 person lift goes right by the windows. It faces East and is just a lovely place. Beyond location, the condo itself is perfect for our family of 5 - mom, dad and 3 kids: 15 yo boy and 2 10 yo girls. We had plenty of room for sleeping and family dinner- it was fun to wave to the kids on the lift outside and convenient for one parent who doesn’t ski to feel “right there”. Host was great and we did have to reach out with a question about parking she was right on it. The condo has washer /dryer, a kitchen and a very well-placed mirror over the table so you could keep an eye on the football game no matter where you sat. But the hero is the massage chair- can’t say enough about the MASSAGE CHAIR!!! We were very comfortable and sad to leave, would rent again. It is actually ski in and ski out depending on the snow, your lift ticket already being loaded in your card, and whether slope right there is open and groomed- but we got lucky and it was! We drove our 10 yo beginner girls around to the lodge to get their lessons and let them enter the slopes by the main area which is much easier- (and 2 minutes drive) but my son and I both went into the slopes/resort off the parking lot which was awesome and probably once in a lifetime thing for us. Thank you!
Sarah L. Sarah L.
Jan 5, 2025 09:16:52 AM
Summary: Overall we had a great stay at Diamond Adventure at Wintergreen over New Year’s. Condo was in a convenient location, walkable to the resort and slopes. Kids had a blast with the games and everyone loved the massage chair. We are already thinking about next year!
Vinny and Megan V. Vinny and Megan V.
Feb 13, 2024 06:29:59 AM
Summary: Great location and view. Very well stocked especially the kitchen. Owners truly thought of everything to make your stay comfortable.❤️
Michelle G. Michelle G.
Jan 29, 2024 04:38:52 AM
Summary: Skiers loved the location and the massage chair. Great property. Def plan to return.
Tracey M. Tracey M.

FAQ's

Is this Wintergreen condo pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Wintergreen condo have a swimming pool?

No, this Wintergreen condo does not have 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 Wintergreen condo?

Best-rates for the Wintergreen condo starts from $275 per night with includes TV, Fireplace/Heating, Internet, Sports/Activities, Kitchen, Air Conditioner, Wellness Facilities, Entertainment, Child Friendly, Laundry, Parking, Balcony/Terrace, Security/Safety, Bedding/Linens, Skiing, Guest Services 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 Wintergreen condo 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 condo Good or guests have recommended them suitable for families. As reported by the owner or manager, the condo has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Wintergreen condo wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Wintergreen condo 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 Wintergreen condo?

Based on the information reported by the owner or manager, the Wintergreen condo indicates 1 day stay policy at this condo. 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 Wintergreen condo?

Based on the information reported by the owner or manager, details for the cancellation policy for the Wintergreen condo 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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