Chestnut Springs Rentals USA Virginia Charlottesville Chestnut Springs

Family-favorite rental nestled in the woods at the top of the Wintergreen Resort | House in Wintergreen Resort

10.0 (8 Reviews) |   Pet Friendly   4 Bedrooms  3 Bathrooms  11 Guests
Chestnut Springs House | Family-favorite rental nestled in the woods at the top of the Wintergreen Resort

4 Bedroom House in Chestnut Springs, Wintergreen Resort

The Blue Ridge Mountains are calling you to this 3-level, 4 bed/3 bath home for an epic getaway! A family-favorite rental, this home is nestled in the woods at the top of Wintergreen Resort. It brings the perfect balance of comfort & privacy while conveniently located near skiing, golf, & wineries and breweries. Enjoy the woods & a stream from the 180-degree deck with hikes to the Appalachian Trail and a waterfall right out the door.
The house is spread over three levels, giving guests plenty of room to spread out and the kids a separate space to play. The main level has the entry mudroom with full washer/dryer, kitchen, living room with smart tv, master bedroom (queen bed), and full bath with tub. The upper level has a bedroom (double bed), bunk room (sleeps 5), and a full bath with tub. And the lower level has the game room with smart tv, bunk room (sleeps 2), and a full bath.
Enjoy the peaceful fully-wooded view from the 180-degree, 2 story deck overlooking the backyard stream. The upper deck has a dining table seating 8 and a gas-fire pit area with seating for 6. The lower deck also has a gas firepit with seating for 2.
The HideAway at the Waterfall has been enjoyed by hundreds of guests since 2021! While it's under new property management as of September 2023, past reviews are available upon request.
This home also has access to the Home Owners pools at Chestnut Springs within the resort (94 Timber Camp Drive) and Rodes Farm in the valley (Stoney Creek). There are also two freshwater lakes with swimming nearby. Lake Monocan is a 20-acre lake and park operated by the resort (239 Camping Ridge Lane) that offers a small beach, oversized slides and trampolines in the water, and kayak rentals. Sherando Lake Recreation Area is also nearby. Known as the jewel of the Blue Ridge Mountains, families enjoy picnicking in this shaded and woody area, while relaxing on the sandy beach. Golfing available at Stoney Creek.

Family-favorite rental nestled in the woods at the top of the Wintergreen Resort is located in Chestnut Springs. Family-favorite rental nestled in the woods at the top of the Wintergreen Resort provides accommodation, featuring Air Conditioner, TV, Bedding/Linens, among other amenities. This House features Air Conditioner, TV, Bedding/Linens, to make your stay a comfortable one.

Family-favorite rental nestled in the woods at the top of the Wintergreen Resort has 4 Bedrooms , 3 Bathrooms, and max occupancy of 11 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 rated it 2, 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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Wintergreen Resort, 22967, USA

Amenities

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

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • Soap
  • Bathtub or shower
  • Toilet paper
  • 3 bathrooms
  • Hair dryer
  • Towels provided
  • Shampoo
Bedroom
  • Bed sheets provided
  • 4 bedrooms
  • Dining table
  • Living room
  • Fireplace
Kitchen
  • Refrigerator
  • Toaster
  • Oven
  • Microwave
  • Spices
  • Stovetop
  • Ice maker
  • Blender
  • Dishwasher
Laundry
  • Laundry facilities
  • Washing machine and dryer
Parking
  • Onsite parking
Pet Friendly
  • Pet friendly
  • Welcoming cats and dogs only
  • 2 total pets
Accessibility
  • No elevators
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Handrails in stairways
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Smoke-free property
  • Area rugs in public areas
Activities
  • Basketball nearby
  • Swimming nearby
  • Golf nearby
  • Wildlife and game walks nearby
  • Rafting nearby
  • Mountain biking nearby
  • Cycling nearby
  • Sledding nearby
  • Birdwatching nearby
Entertainment
  • Pool or billiards table
  • Arcade/game room
  • TV
General
  • Unit size: 2241 sq ft (208 sq m)
  • In the mountains
  • Near a health or beauty spa
  • On the lake
  • Next to a golf course
Guest Services
  • Children's toys
  • Children's dinnerware
  • Children's games
  • Iron/ironing board
Internet
  • Free WiFi, with speed of 100+ Mbps (good for 1–2 people or up to 6 devices)
Outdoors
  • Barbecue grill
Security/Safety
  • Fire extinguisher
  • Deadbolt lock
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
Skiing
  • Snowboarding and cross-country skiing nearby
Spa
  • Shared/communal pool

Policies

Check-in
Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 18
Check-out
Check-out before 11:00 am contactless check-out available
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
2 total pets pets allowed service animals are welcome, and are exempt from fees welcoming dogs and cats only
Smoking Policy
Smoking is not permitted
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 long-term renters welcome 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

Reviews

Trisha Miller M.
Jul 21, 2025 10:26:37 AM
Review Score:   10
Summary: What a fabulous place! Thanks for sharing it.
See All Reviews

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 $428 per night with includes Air Conditioner, TV, Bedding/Linens, Fireplace/Heating, Pet Friendly, Sports/Activities, Barbecue/Outdoor Cooking, Internet, Kitchen, Pool, Security/Safety, Parking, Wellness Facilities, Child Friendly, Laundry with all other facilities. RBO matches every traveller with their perfect accommodation, whether you are travelling with a group, friends, family, or pets.

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 2 stars 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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