
Places to stay near Glass House Winery
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Top-rated holiday rentals near Glass House Winery
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Moss Vineyards Lodging
We welcome you to our new modern house (2020) located on 52 private wooded acres, adjacent to our winery and the Blue Ridge. Designed and built by award winning Architect and wine maker, Barry Moss, it is gorgeous inside and out. Decks overlook the river, forest and mountain farms. A path leads down to the river beach. Walk up to the top of the mountain and experience the best wines and views of any winery in Virginia. Modern interiors with wood floors, granite counters, and tiled bathroom.

Ava A-Frame•Hot Tub•Theater•Hidden Stair•EV Charge
Welcome to Ava, a 4-story A-Frame marvel in the Shenandoah Valley. Discover hidden doors, a home theater, and a magical sliding island revealing the spiral staircase to the game room. Enjoy a sunken bed for stargazing in the loft, a 7-person hot tub, a Blackstone and breathtaking valley views. Conveniently located, Ava offers seclusion without sacrificing proximity to essentials or connectivity. Experience the perfect blend of luxury and nature, immersing yourself in the beauty of Shenandoah.

Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

Mountain Overlook House - Blue Ridge Parkway
Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

Living Water Farm, Blue Ridge
Iconic home and Farm in Dyke, Virginia, circa 1891. Situated on the Roach River with views of the Blue Ridge mountains and pastures. Relax on one of the double porches or under on of the shade trees. The stone fireplace warms the heart and soul on a cool evening. Minutes from the Shenandoah National Parkway, the Blue Ridge School and several beautiful wineries. Approx. 12 miles from CHO airport, 20 min from Blue ridge Parkway, 10 min. to Standardsville and 20 miles to Charlottesville.

Shenandoah Getaway Cabin on 5 Acres w/ *Hot Tub*
Our Log Cabin has EVERYTHING you need for your mountain vacation! Miles of gorgeous mountain views off the large wrap around porch. *Outdoor Hot Tub *Indoor Wood Burning Fire Place *15 minutes from Shenandoah National Park *30+ Local Wineries!! *Outdoor Firepit *1GB WIFI and Huge TVs! *Close to UVA/ Charlottesville *Full Kitchen *Large, Private Deck with Mountain Views *Propane Grill *Outdoor Heater *Plenty of Space to Park Cars *Hiking *Maybelle's General Store less than a mile away

Shenandoah Stargazer with Sauna
Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

Cabin at Rabbit Hollow
Charming log cabin nestled in a glen by the Shenandoah National Park is an ideal retreat for a romantic get-a-way. The first floor contains a beautiful kitchen, dining area, full bathroom featuring a whirlpool tub, and cozy living room with a wood burning fire place. The second level holds the bedroom with a comfortable king size bed and a half bathroom. There are two porches where guests can relax with their morning coffee or evening cocktails while enjoying the wooded and mountain views.

Little Forest Tiny Cottages in Free Union
Enjoy the breathtaking views of the Blue Ridge Mountains on this 26 acre Olde English Babydoll Sheep farm right from your window. Our farm is a haven of peace and serenity in a secluded but centrally located area just 18 miles northwest of Charlottesville. Wake up to delicious farm fresh breakfast from our eco-friendly farm. Take pictures of fluffy sheep and angora rabbits grazing on rolling hills. Hike our private trail. Breathe in the fresh mountain airs. Sleep in. Slow down. Relax.

Ivy Rose Cottage nestled b/t Cville & Vineyards
The Ivy Rose Cottage bestows an exceptional ambiance that will captivate your heart. Whisk yourself away to this two bedroom cottage located in Ivy halfway between the Shenandoah Park/Brewery Trail and Charlottesville, home of UVA. The Ivy Rose Cottage, designed and handbuilt by the hosts, is an enchanting mix of cypress, timber frame, copper trellis work, pergolas and other architectural treasures. Fully equipped kitchen and a washer/dryer for those lengthier stay conveniences.

Luxury Cottage | Outdoor Tub + Mountain Views
Soak in a private outdoor bathtub beneath the stars, wake to mountain views from your king bed, and open an entire wall of glass to bring the Blue Ridge Mountains inside. Welcome to The Cottage at Perkins Hollow Retreat! Located in Nelson County, just minutes from the Nelson 151 Brew Trail, award-winning wineries, breweries, hiking, and only 25 minutes from Charlottesville, The Cottage is the perfect destination for a romantic getaway, anniversary, honeymoon, or peaceful retreat.

CloudPointe Retreat
Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.
Popular amenities for holiday rentals near Glass House Winery
Condo rentals with Wi-Fi

All-Season 2bd/2ba next to Spa view of Golf Course

Ski-In Ski-Out ~ Mtn Views ~ King Suite

Mountain Views

Luxurious Posh Downtown Condo

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

2-min drive to resort, Outdoor HOA pool now open!

The Townie 3 BD/2BA Historic Downtown Building

Panoramic Sunsets Mountain Views Pool $99 Midweek
Family-friendly house rentals

Long Run Farm

Historic 1790 House Near Charlottesville

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

Hot Tub, Firepit, Mtn Views, Walk to Coffee & Park

"The Shire" at Hollow View: Crozet Farmhouse

Farm Cottage w. Blue Ridge views 15 mins from SNP

Shifflett's Ole Homeplace - serene river getaway

Charming Cottage at Golden Hill
Apartment rentals with air conditioning

Massanutten Cozy Condo-Hot Tub&Jacuzzi, EV Charger

Beautiful, Cozy, Downtown Apt!

Rustic River Retreat- 2 Bedroom Riverfront Lodging

Charming & Convenient Guest Suite minutes to UVA

Parker Mountain Carriage House Near SNP, UVA & JMU

Entire 1st Floor of 2 Story Home!

The Barn at Haden near Wineries and C'ville

1 Bedroom Apartment With a Kitchenette on 28 Acres
Other great holiday rentals near Glass House Winery

FarmCottage: Hot Tub Sauna Massage ShenandoahViews

Elkton Dairy Barn near Shenandoah National Park

Sister's View

The Crooked Cabin

Elk Mountain Overlook: Breathtaking Views

The Laurel Hill Treehouse

Charming Country Cottage

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
Destinations to explore
- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Lake Anna State Park
- University of Virginia
- Early Mountain Winery
- Wintergreen Resort
- Monticello
- Devils Backbone Brewing Co Basecamp
- James Madison University
- Cardinal Point Winery
- Blenheim Vineyards
- Prince Michel Winery
- Shenandoah River Outfitters
- The Rotunda
- Downtown Mall
- Frontier Culture Museum
- John Paul Jones Arena
- James Monroe's Highland
- Grand Caverns
- White Oak Lavender Farm & The Purple WOLF Vineyard
- IX Art Park
- James River State Park
- White Lotus Eco Spa Retreat





