Picturesque setting, tucked near the trees
Beautifully remodeled kitchen
Family room with plenty of seating.
Nice wide porches for enjoying the outdoors, rocking, and socializing
bedroom 1 - with TV

Restored 1900s Historic Home - Jonesboro, VA

2 bedrooms·1 bath
Roseland • Virginia

$501.25 USD total for 3 nights

Nov 16 – 19, 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

$880.00 USD total for 3 nights

Nov 4 – 7, 2026

Relax by the fire or dine among the treetops with seasonal Blue Ridge mountain views.
Architect-designed lines, elevated decks, and a glowing welcome — Chateau Greenstone stands apart before you even step inside
Covered hot tub and cedar sauna for year-round relaxation with filtered mountain views. Cozy, dry, and peaceful - this lounge is perfect place to unwind, even on rainy days
The main level opens wide for shared meals, fireside lounging, and treetop & distant views all in one easy flow.
Sophisticated yet relaxed - where the forest meets the firelight, with a distant view and room to gather or gaze

Chateau Greenstone

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

$2,130.83 USD total for 3 nights

Nov 8 – 11, 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)

$1,179.15 USD total for 3 nights

Nov 8 – 11, 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)

$605.00 USD total for 3 nights

Nov 4 – 7, 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

$1,623.59 USD total for 3 nights

Nov 8 – 11, 2026

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

$1,142.06 USD total for 3 nights

Nov 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

Nov 8 – 11, 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

Nov 8 – 11, 2026

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

$1,423.88 USD total for 3 nights

Nov 4 – 7, 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

$1,475.06 USD total for 3 nights

Nov 8 – 11, 2026

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·0 baths
Wintergreen Resort • Virginia

$1,182.00 USD total for 3 nights

Apr 1 – 4, 2027

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

$1,418.00 USD total for 3 nights

Apr 1 – 4, 2027

NEW (July 2023) outdoor TV
Front view of house
New (July 2023) front porch!
Rockfish Valley Retreat- Wintergreen image 4
Kitchen

Rockfish Valley Retreat- Wintergreen

3 bedrooms·2 baths
Nellysford • Virginia
4.96(23 reviews)

$3,000.00 USD total for 3 nights

Nov 7 – 10, 2026

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

Nov 10 – 13, 2026

The Cabin at Morris Orchard.
Springtime at the farm
The Cabin at Morris Orchard.
Enjoy a mountain sunset at the cabin.
Peaceful mountain views.

The Cabin at Morris Orchard.

1 bedroom·1 bath
Monroe • Virginia
4.99(175 reviews)

$629.37 USD total for 3 nights

Nov 16 – 19, 2026

Farmhouse at Morris Orchard 25 min to LU
Apple bloom at the Orchard Farmhouse 4/11/19
Farmhouse at Morris Orchard 25 min to LU
Farmhouse at Morris Orchard 25 min to LU
New metal roof installed July 2018

Farmhouse at Morris Orchard 25 min to LU

4 bedrooms·2 baths
Monroe • Virginia
4.95(293 reviews)

$751.80 USD total for 3 nights

Nov 9 – 12, 2026

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)
$240 – $830/ night(excl. fees & taxes)
Living room looking into kitchen. 65 inch tv and exposed brick chimney.
Large living room into airy foyer. 6 seat sectional and original pocket doors
Butcher block island and open shelves with reclaimed wood originally from master bedroom ceiling joists.
Master suite with 25 foot cathedral ceilings and his/hers closet. Very comfortable king bed!
Beautiful Victorian Architectural Style and Details

Historic Beauty in ❤️ of Downtown | Near Colleges

4 bedrooms·3 baths
Lynchburg • Virginia
5(8 reviews)

$687.99 USD total for 3 nights

Nov 4 – 7, 2026

Living Room
Living Room looking towards the kitchen and dining room. Including a sleeper sofa and TV.
Living area
Dining Room with 6 chairs
Dining Table

Broadway Bungalow | UofL • Downtown • LU

2 bedrooms·1 bath
Lynchburg • Virginia

$440.21 USD total for 3 nights

Nov 8 – 11, 2026

Downstairs bathroom shower
Escape to the country side and enjoy beautiful sunsets and nature at the Farm at Jump View. Our historic farmhouse offers a respite from modern life, but high speed internet is available if you desire it!
Detailed floorplan - lots of space for your entire group
Family room at the back of the house, Roku TV and free wi-fi
Screened balcony is perfect for relaxing while out on the farm and enjoying incredible views of Jump Mountain in the Shenadoah Mountains

Historic Farmhouse - Jump Mountain Views Lexington

4 bedrooms·3 baths
Rockbridge Baths • Virginia
5(95 reviews)

$1,366.20 USD total for 3 nights

Nov 6 – 9, 2026

Living Room
Open and comfortable living room with a queen pull-out sofa, additional seating, dining area, and TV with Xfinity Flex plus streaming apps.
Queen bed with extra pillows and blankets, TV, workspace, and closet with hangers and shelving.
Queen bed, luggage bench, TV, and closet with hangers and shelving. Family-friendly touches include a pack-and-play and high chair stored in the closet.
Queen bed with extra pillows and blankets, TV, workspace, and closet with hangers and shelving.

Cozy & Pet-Friendly 2BR w/ Fire Pit

2 bedrooms·1 bath
Lynchburg • Virginia
5(1 review)

$460.38 USD total for 3 nights

Nov 8 – 11, 2026