Chasing Altitudes - Wintergreen, VA

Chasing Altitudes

Roseland, VA, United States
14
5
4.5

About

New listing! Welcome to Chasing Altitudes, a designer-decorated Wintergreen home with fantastic year-round views. The multiple decks feature a hot tub, gas firepit, and dining for 10. Inside, you'll love the fully remodeled interior with double sided fireplace, game room downstairs, and 5 bedrooms / 4.5 baths. Literally next door is a small park with viewing platform and hiking trail. Plus, pet friendly! Managed by Chris at New School Hosting- click my profile for more reviews.

Good to know

Chasing Altitudes is located in the heart of beautiful Wintergreen in Virginia, which has tons to do for all ages, year-round. We are just a few minutes’ drive to the slopes and all the dining and entertainment at Wintergreen. The Old Appalachian Trail hiking trail is just a few doors down from the house. If you’re willing to venture a bit further, some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the house), and there are over dozen wineries, breweries, and distilleries within a 30 minute drive. During the summer, enjoy Sherando Lake and Lake Monocan with sandy beach entrances, or take a dip in the heated community pool. The home layout is as follows: Main level: - Deck with great views, comfy seating around the gas firepit, dining for 10, and propane grill - Living room with wood burning fireplace (firewood provided) - Dining area with ample space for 10 at the main table, plus another 4 at the adjoining bar - Fully stocked kitchen with stainless with everything you need to prepare large meals - BR 1: Master bedroom with king bed, private balcony, and ensuite bathroom with double vanities and tiled shower - Half bath Upper level: - BR 2: Master bedroom with king bed and mountain views. There's a semi-private additional area in this room that can support either a twin bed, or 2 twins pushed together to form a king. - Ensuite bathroom with soaker tub. *NOTE: no shower in this bathroom... only the tub. Lower level: - Additional living room / game room with big screen TV, seating area, pool table, and dart board - Lower deck features brand new hot tub - BR 3: Master bedroom with king bed and ensuite bathroom - BR 4: King bedroom - BR5: Bunk bedroom with 2 sets of twin-over-twin bunk beds and small children's table - Hall full bath - Laundry room

Other Details to Note

- Chasing Altitudes is pet friendly! We allow up to 4 pets with a $100 pet fee (total, not per pet or per night). - We provide our guests $1,500 of coverage for accidental damage to the property or its contents. The cost of this is already embedded in the cleaning fee. - Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more. - The flat driveway can easily fit 4-5 vehicles. - Wifi is fast with a strong signal throughout the house and decks. - The living room, dining area, and downstairs game room have smart TVs where you can access whatever streaming services you subscribe to. We do not subscribe to cable. - We provide a fully stocked coffee bar with multiple coffee drip and Keurig options - Linens and towels provided - Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm). - Pack n play, high chair, and kid dishes provided - We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here. - Please note that if you would like to send packages to the property, you do so at your own risk. USPS is particularly unreliable. We can not be held responsible for late or undelivered packages. Additionally, we charge $25 for any return services requested, in additional to actual postage.

Availability

What this place offers

Amenities

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • Pool Private or Shared
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Fire pit
  • Outdoor seating
  • Patio

Kitchen and dining

  • Baking sheet
  • Barbecue utensils
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • Pool Private or Shared
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Fire pit
  • Outdoor seating
  • Patio

Kitchen and dining

  • Baking sheet
  • Barbecue utensils
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Bedroom and laundry

  • Bed linens
  • Hangers
  • Iron
  • Clothing storage

Bathroom

  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Heating and cooling

  • Ceiling fan
  • Indoor fireplace

Family

  • Children's tableware
  • Crib
  • High chair
  • Travel crib

Parking and facilities

  • Free parking on premises
  • Private living room

Entertainment

  • Pool table

Location features

  • Private entrance Separate street or building entrance

House Rules

- Please respect our neighbors! If you are disrespectful / loud and asked to vacate, there will be no refund. Also, quiet hours are from 10PM to 8AM. - No candles, fireworks, or open fires (except at the provided firepit, if applicable) - No refunds due to bad weather

Accessibility

Neighborhood

Guest Access

Reviews

Betsy
January 2026 · Airbnb
Our family of 11 thoroughly enjoyed our stay at this Airbnb! It accommodated our large family well. It was in a nice location with a beautiful view, even in the rain! The home was clean with plenty of amenities. We especially enjoyed the hot tub! The only suggestion we have is that it would be nice to have some hooks in the drop station at the front door to hang wet jackets! Also, you may want to check the shower in the downstairs bathroom. The hot water didn’t work well. We had plenty of other bathrooms to accommodate! We would highly recommend this Airbnb and hope to come again!
Morgan
January 2026 · Airbnb
We had an amazing stay! We fit four families with small children into the house perfectly. The king size beds for each couple was great! The kitchen had everything we needed to make many meals. Surrounded by beautiful views
Emily
January 2026 · Airbnb
Chasing Altitudes was the perfect place for my family to get away and enjoy some time together. The house is obviously older so it has some little quirks but is beautiful nonetheless! The hosts were wonderful to deal with. Would highly recommend staying here!
Anthony
December 2025 · Airbnb
Place is as described. Updated and in a beautiful location with a great view. One of the cleanest Airbnb’s I’ve stayed in. Hosts are very easy to communicate with and respond quickly. Would stay again.
Charlie
December 2025 · Airbnb
We thoroughly enjoyed our stay at Chasing Altitudes! We stayed for Thanksgiving, and Chris and his team were incredibly responsive before and during the stay, offering helpful suggestions and tips without prompting. Additionally, the place was very clean, and well stocked. It had all of the kitchen space and cookware we needed for a full thanksgiving meal. Additionally, you cannot beat the views from this living room and balcony. The fireplace does work well, the hot tub and pool table are in great condition as well. All of the bedrooms were spacious, there were plenty of games and needs for the children that came with us (4, 8, and 9) included a crib for any younger kids as well. It was a great trip and we would be glad to stay there again!

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