View from the main lane, cabin is located on a gravel driveway off of a paved main private driveway/lane
View from the side yard
Cozy cabin for 2 w/mountain views & trails image 5
Full size fridge, range, microwave
Summertime views!

Sentosa Cabin

1 bedroom·1 bath
Schuyler • Virginia
5(421 reviews)

$490.08 USD total for 3 nights

Oct 12 – 15, 2026

Free cancellation
H'Owl At The Moon Farm
Complete Privacy!
Cozy and Comfortable yet Spacious enough for a family or group of friends
H'Owl At The Moon Farm
Spring/Summer

H'Owl At The Moon Farm

2 bedrooms·2 baths
Schuyler • Virginia
5(134 reviews)

$890.00 USD total for 3 nights

Sep 7 – 10, 2026

Front of home situated on four acres
The Refuge at Laurel
The Refuge at Laurel
The Refuge at Laurel
The Refuge at Laurel

The Refuge at Laurel

2 bedrooms·1 bath
Shipman • Virginia
4.87(126 reviews)

$495.00 USD total for 3 nights

Sep 7 – 10, 2026

Stoney Creek Cottage @ Wintergreen w/ EV Charger
Stoney Creek Cottage @ Wintergreen w/ EV Charger
Stoney Creek Cottage @ Wintergreen w/ EV Charger
Level 2 EV Charger for both J1772 & NACS (Tesla)
Stoney Creek Cottage @ Wintergreen w/ EV Charger

Stoney Creek Cottage @ Wintergreen w/ EV Charger

4 bedrooms·3 baths
Nellysford • Virginia

$857.48 USD total for 3 nights

Sep 7 – 10, 2026

Nestled in the Rockfish Valley, backdropped by the Blue Ridge Mountains.
The open concept kitchen / living room makes it so you will never miss the party
Fully stocked kitchen with 3 ovens. Ideal for group dinners at the house
Sectional couch, perfect for cozying up to watch the 65" TV equipped with Roku
How many locations on the map can you cross off during your stay with us?

The Cerulean Cottage

3 bedrooms·2 baths
Wintergreen • Virginia

$820.00 USD total for 3 nights

Sep 7 – 10, 2026

Twilight on the deck — mountains fading in the distance, wine glasses catching the glow of string lights, dinner sizzling on the grill. This is what gathering should feel like
This is where downtime turns into memory-making: kids playing, adults laughing, and everyone drifting between games, the slide, and the mountain air.
Unwind in the hot tub or sauna with filtered mountain views, even on rainy days. Cozy, dry, and peaceful—this outdoor lounge is a guest favorite in all seasons
The main level opens wide for shared meals, fireside lounging, and treetop & distant views all in one easy flow.
Architect-designed lines, elevated decks, and a glowing welcome — Chateau Greenstone stands apart before you even step inside

Chateau Greenstone

6 bedrooms·4 baths
Wintergreen Resort • Virginia
5(23 reviews)

$1,921.43 USD total for 3 nights

Sep 7 – 10, 2026

Scenic year-round Blue Ridge views from the deck and living room.
Private mountain retreat, just minutes to resort amenities.
Mudroom entrance with storage space and washer/dryer.
View from the kitchen sink!
Expanded living space on the deck.

Eagle's Lookout at Wintergreen Resort

3 bedrooms·2 baths
Wintergreen Resort • Virginia
5(100 reviews)

$1,066.85 USD total for 3 nights

Sep 7 – 10, 2026

Wintergreen Ski in Ski out & All Seasons Condo
Wintergreen Ski in Ski out & All Seasons Condo
Wintergreen Ski in Ski out & All Seasons Condo
Wintergreen Ski in Ski out & All Seasons Condo
Treehouse kids SkiSchool and Summer Camp programs

Wintergreen Ski in Ski out & All Seasons Condo

2 bedrooms·2 baths
Nellysford • Virginia
5(29 reviews)
$160 – $250/ night(excl. fees & taxes)
Whiskey Ridge -Mountaintop Haven * Dog Friendly * Hot Tub * Firepit * Wheelchair Ramp
Whiskey Ridge -Mountaintop Haven * Dog Friendly * Hot Tub * Firepit * Wheelchair Ramp
Whiskey Ridge -Mountaintop Haven * Dog Friendly * Hot Tub * Firepit * Wheelchair Ramp
Whiskey Ridge -Mountaintop Haven * Dog Friendly * Hot Tub * Firepit * Wheelchair Ramp
Whiskey Ridge -Mountaintop Haven * Dog Friendly * Hot Tub * Firepit * Wheelchair Ramp

Whiskey Ridge -Mountaintop Haven * Dog Friendly * Hot Tub * Firepit * Wheelchair Ramp

4 bedrooms·3 baths
Nellysford • Virginia

$1,263.48 USD total for 3 nights

Sep 8 – 11, 2026

Mountain Family Lodge • Hot Tub • Fire Pit • Game Room • Sleeps 16+
Mountain Family Lodge • Hot Tub • Fire Pit • Game Room • Sleeps 16+
Mountain Family Lodge • Hot Tub • Fire Pit • Game Room • Sleeps 16+
Mountain Family Lodge • Hot Tub • Fire Pit • Game Room • Sleeps 16+
Mountain Family Lodge • Hot Tub • Fire Pit • Game Room • Sleeps 16+

Mountain Family Lodge • Hot Tub • Fire Pit • Game Room • Sleeps 16+

5 bedrooms·4 baths
Nellysford • Virginia

$1,744.98 USD total for 3 nights

Sep 8 – 11, 2026

Cozy Mountain Retreat * Dog Friendly
Cozy Mountain Retreat * Dog Friendly
Cozy Mountain Retreat * Dog Friendly
Cozy Mountain Retreat * Dog Friendly
Cozy Mountain Retreat * Dog Friendly

Cozy Mountain Retreat * Dog Friendly

1 bedroom·1 bath
Nellysford • Virginia

$601.91 USD total for 3 nights

Sep 8 – 11, 2026

Make yourself at home and enjoy a fire in this super comfortable living space.
We welcome your dog family member at Bluebird Mountain Home
Enjoy the fully stocked coffee bar with Keurig or drip coffee.
Conveniently located in the Shomokin Springs neighborhood of Wintergreen with nearby pool and multiple trail heads and overlooks
Relax with a game of pool or play some guitar or ukulele.

Bluebird Mountain Home

4 bedrooms·3½ baths
Wintergreen Resort • Virginia
$303 – $665/ night(excl. fees & taxes)
Bluebird Mtn Home
Make yourself at home and enjoy a fire in this super comfortable living space.
We welcome your dog family member at Bluebird Mountain Home
Enjoy the fully stocked coffee bar with Keurig or drip coffee.
Conveniently located in the Shomokin Springs neighborhood of Wintergreen with nearby pool and multiple trail heads and overlooks

Bluebird Mtn Home

4 bedrooms·3½ baths
Wintergreen Resort • Virginia
$245 – $535/ night(excl. fees & taxes)
Relax in the hot tub and take in the beautiful views of the Shenandoah Valley and Blue Ridge Mountains
Gorgeous views of the Shenandoah Valley
Beautiful views of the Shenandoah Valley and Blue Ridge Mountains
Hot Tub Time Machine
Hot Tub Time Machine

Hot Tub Time Machine

5 bedrooms·4 baths
Wintergreen Resort • Virginia

$1,669.06 USD total for 3 nights

Sep 7 – 10, 2026

Room A of a house 15 min walk away from UVA campus
Room A of a house 15 min walk away from UVA campus
Room A of a house 15 min walk away from UVA campus
Room A of a house 15 min walk away from UVA campus
Room A of a house 15 min walk away from UVA campus

Room A of a house 15 min walk away from UVA campus

1 bedroom·3 baths
Charlottesville • Virginia

$207.00 USD total for 3 nights

Sep 7 – 10, 2026

Free cancellation
This is the main living room for our AirBnB! The 55" smart-TV is complimented by the cozy sectional, stylish chairs and lots of natural light!
This is the main living room for our AirBnB! The 55" smart-TV is complimented by the cozy sectional, stylish chairs and lots of natural light!
This is the main living room for our AirBnB! The 55" smart-TV is complimented by the cozy sectional, stylish chairs and lots of natural light!
Thoughtful touches and tasteful decor are featured throughout the home. If you like any of the custom artwork, take it home! Prices are listed below.
The dining room features an expandable dining table for 6-10 is adjacent to the living area.

Newly-renovated 5BR home near UVA, Downtown, i64

5 bedrooms·2 baths
Charlottesville • Virginia
4.93(61 reviews)

$1,475.00 USD total for 3 nights

Sep 7 – 10, 2026

The Guest Suite | Walk to IX Park, Downtown Cville
The Guest Suite | Walk to IX Park, Downtown Cville
The Guest Suite | Walk to IX Park, Downtown Cville
The Guest Suite | Walk to IX Park, Downtown Cville
The Guest Suite | Walk to IX Park, Downtown Cville

The Guest Suite | Walk to IX Park, Downtown Cville

1 bedroom·1 bath
Charlottesville • Virginia
$58 – $308/ night(excl. fees & taxes)
The George House image 1
The George House image 2
The George House image 3
The George House image 4
The George House image 5

The George House

3 bedrooms·2 baths
Charlottesville • Virginia
5(9 reviews)
$269 – $479/ night(excl. fees & taxes)
C'ville Woods
C'ville Woods
C'ville Woods
C'ville Woods
C'ville Woods

C'ville Woods

2 bedrooms·2½ baths
Charlottesville • Virginia

$2,811.51 USD total for 30 nights

Sep 7 – Oct 7, 2026