Chalet
Boutique Chalet - Hiking, Hot Tub, Sauna, Fire Pit, Pizza Oven & Gameroom
Family-friendly chalet with a hot tub, near Wintergreen Resort
Photo gallery for Boutique Chalet - Hiking, Hot Tub, Sauna, Fire Pit, Pizza Oven & Gameroom





Reviews
10 out of 10
Exceptional
6 bedrooms4 bathroomsSleeps 16
Popular amenities
Explore the area
Wintergreen Resort, VA
- Place, Wintergreen Resort1 min walk
- Place, Shenandoah National Park16 min drive
- Place, University of Virginia35 min drive
- Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)47 min drive
Rooms & beds
6 bedrooms (sleeps 16)
Adventure Bunk Bed Room
1 Double Bunk Bed and 1 Single Bed
King Bedroom
1 King Bed
Living Room 1
1 Queen Sofa Bed
Loft King Bedroom
1 King Bed and 2 Single Beds
Primary Main Floor
1 King Bed
Queen Bedroom
1 Queen Bed
Queen Room | Main Floor
1 Queen Bed
4 bathrooms
Bathroom 1
Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Bathroom 3
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Bathroom 4
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Kitchenette
Separate dining area
Dining area
About this property
Boutique Chalet - Hiking, Hot Tub, Sauna, Fire Pit, Pizza Oven & Gameroom
Welcome to Pleasant Point at Wintergreen Resort! This HGTV-worthy home is ready to host you and your guests! Nestled amidst stunning natural beauty, our renovated retreat offers hiking on the Old Appalachian Trail, a screened-in porch with hot tub and sauna, outdoor deck with firepit, pizza oven and a Blackstone griddle for culinary delights. Inside, enjoy a wet bar, game room with shuffleboard, ring game, and arcade games, plus a kids' bunk bed room with slide. Three king bedrooms, one with en suite, ensure comfort for all. Experience mountain magic at its finest!
"Pleasant Point" is thoughtfully appointed to ensure your stay is enveloped in comfort:
✔ Hot tub and Sauna in screened in and covered patio accessible from the basement
✔ Game room with Arcade games and Shuffleboard
✔ Wet bar in basement with HD television and space to play cards
✔ Inviting great room with an ambient fireplace
✔ Modern kitchen, recently updated, complete with culinary essentials
✔ Outdoor firepit with seating for 12
✔ Dining space that seats 10, plus bar seating for 6
✔ Screened in dining with seating for 10
✔ 3 bedrooms with king beds (1 with an en suite)
✔ 2 Secondary queen bedrooms that offer peaceful relaxation
✔ Playful bunk bedroom with a slide that offers a fun space for the kids to relax.
✔ Tetherball and cornhole for outdoor tournaments
Guest access
Unlock the full "Pleasant Point" experience with these exclusive features:
✔ Effortless check-in with keyless entry
✔ Expansive decks for leisurely outdoor moments
✔ Pet-Friendly ($150 additional pet fee for up to two dogs)
Neighborhood
Explore the enchanting surroundings of "Quisisana South":
✔ Traverse the family-friendly Shamokin Springs Loop for a nature adventure
✔ Engage in winter sports or golf, right at your doorstep
✔ Delight in local cuisine or indulge in a spa day nearby
✔ Immerse yourself in the vibrant local culture and outdoor activities
Your mountain sanctuary awaits at "Pleasant Point" Book now and step into a storybook setting that's sure to become a cherished chapter in your life's adventures.
Note:
✔ Convenient EV charging for eco-friendly travel
✔ Ample driveway parking for your peace of mind
✔ Fast, reliable WiFi to keep you connected
✔ Complimentary pool access to cool off during summer days (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm)
✔ Family-friendly amenities, including a pack 'n play and high chair
✔This property is in the mountains, in a heavily wooded area. There may be bugs.
✔Please be "Bear Aware" no food or trash should be left in your vehicle or outside of the property due to bear activity in the area.
✔Please be aware that there are exterior security cameras in place. Thank you.
The home is stocked with a starter supply of paper products and toiletries to get going, but it is recommended that you bring or purchase more to last for the duration of your stay.
High speed Wifi is an amenity that is provided at the property but we cannot guarantee functionality for issues that are beyond our control. Potential Wifi outages will always be handled in a timely manner and resolved to the best of our ability. Unfortunately it is not guaranteed that our solutions will fix the issue and refunds will not be given for Wifi malfunctions.
"Pleasant Point" is thoughtfully appointed to ensure your stay is enveloped in comfort:
✔ Hot tub and Sauna in screened in and covered patio accessible from the basement
✔ Game room with Arcade games and Shuffleboard
✔ Wet bar in basement with HD television and space to play cards
✔ Inviting great room with an ambient fireplace
✔ Modern kitchen, recently updated, complete with culinary essentials
✔ Outdoor firepit with seating for 12
✔ Dining space that seats 10, plus bar seating for 6
✔ Screened in dining with seating for 10
✔ 3 bedrooms with king beds (1 with an en suite)
✔ 2 Secondary queen bedrooms that offer peaceful relaxation
✔ Playful bunk bedroom with a slide that offers a fun space for the kids to relax.
✔ Tetherball and cornhole for outdoor tournaments
Guest access
Unlock the full "Pleasant Point" experience with these exclusive features:
✔ Effortless check-in with keyless entry
✔ Expansive decks for leisurely outdoor moments
✔ Pet-Friendly ($150 additional pet fee for up to two dogs)
Neighborhood
Explore the enchanting surroundings of "Quisisana South":
✔ Traverse the family-friendly Shamokin Springs Loop for a nature adventure
✔ Engage in winter sports or golf, right at your doorstep
✔ Delight in local cuisine or indulge in a spa day nearby
✔ Immerse yourself in the vibrant local culture and outdoor activities
Your mountain sanctuary awaits at "Pleasant Point" Book now and step into a storybook setting that's sure to become a cherished chapter in your life's adventures.
Note:
✔ Convenient EV charging for eco-friendly travel
✔ Ample driveway parking for your peace of mind
✔ Fast, reliable WiFi to keep you connected
✔ Complimentary pool access to cool off during summer days (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm)
✔ Family-friendly amenities, including a pack 'n play and high chair
✔This property is in the mountains, in a heavily wooded area. There may be bugs.
✔Please be "Bear Aware" no food or trash should be left in your vehicle or outside of the property due to bear activity in the area.
✔Please be aware that there are exterior security cameras in place. Thank you.
The home is stocked with a starter supply of paper products and toiletries to get going, but it is recommended that you bring or purchase more to last for the duration of your stay.
High speed Wifi is an amenity that is provided at the property but we cannot guarantee functionality for issues that are beyond our control. Potential Wifi outages will always be handled in a timely manner and resolved to the best of our ability. Unfortunately it is not guaranteed that our solutions will fix the issue and refunds will not be given for Wifi malfunctions.
Add dates for prices
Amenities
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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House Rules
Check in after 3:00 PM
Minimum age to rent: 23
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Smoking
Smoking is not permitted
Important information
You need to know
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
We should mention
This property does not have any lifts
About the area
Wintergreen
Deer Springs, a neighbourhood in Wintergreen, is home to this chalet. Zeus Digital Theater and Shenandoah Valley Art Center are cultural highlights, and some of the area's landmarks include Swannanoa Palace and Crozet Tunnel. Travelling with kids? Consider Wildlife Center of Virginia and War Fields. Spend some time exploring the area's activities, including golfing.
Wintergreen Resort, VA
What's nearby
- Wintergreen Resort - 1 min walk - 0.1 km
- Shenandoah National Park - 16 min drive - 21.1 km
- University of Virginia - 35 min drive - 59.8 km
- John Paul Jones Arena - 38 min drive - 62.9 km
- Monticello - 42 min drive - 68.1 km
Getting around
Restaurants
- Belties - 20 min drive
- Hill Top Berry Farm & Winery - 23 min drive
- Devils Backbone Brewing Company - 16 min drive
- Iron & Ale At Wintergreen Resort - 24 min drive
- Trager Bros Coffee Shop - 24 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
2 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Dec 2025
10/10 Excellent
James K.
7 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
James K.
Stayed 5 nights in Jan 2026
10/10 Excellent
Terra R.
28 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Terra R.
Stayed 7 nights in Dec 2025
10/10 Excellent
libby c.
16 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
libby c.
Stayed 4 nights in Jan 2026
10/10 Excellent
Alex d.
29 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Wintergreen Getaway!
Alex d.
Stayed 3 nights in Aug 2024
10/10 Excellent
Skip W.
2 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family NYE
Skip W.
Stayed 3 nights in Dec 2024
10/10 Excellent
Verified traveller
20 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property!
Verified traveller
Stayed 5 nights in Nov 2024
10/10 Excellent
Allie J.
2 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Allie J.
Stayed 4 nights in Aug 2025
About the host
Hosted by Chris
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
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