
Places to stay near Glass House Winery
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Top-rated holiday rentals near Glass House Winery
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The Crooked Cabin
Come get away from the hustle and bustle at the Crooked Cabin! You are sure to be comfortable in this spacious and unique space that is nestled in beautiful farmland at the foot of the Blue Ridge Mountains. 10 min to SNP! Sunrises over the fields and orchards behind and sunsets over the mountains in front of you create a magical and memorable experience. This log structure used to be a tobacco drying barn inthat was then converted to a cabin residence and has recently been thoughtfully renovated

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.

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.

Shenandoah Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Shenandoah Yurt is a one-of-a-kind luxury retreat perched in the serene seclusion of the mountains. You’ll find no compromises with respect to premier cabin-like construction, modern amenities, a hot tub, wood-burning stove, archery, EV charger, sizable elevated deck, pool table, board games and so much more! This extraordinary stay is surrounded by the colorful environs of Shenandoah National Park at an elevation of over 2,500 ft! Experience #YurtLife—just 2 hours away from Washington DC!

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.

Blue Ridge Retreat 2 w/ Hot Tub/Sauna/Cold Plunge!
BNB Breeze Presents: Blue Ridge Mini Lux Retreat 2! Experience the Shenandoah Valley and the beauty of the Blue Ridge Mountains from our newly-built retreat! With a private hot tub, sauna, fire pit and cool pool, the only thing that makes this retreat better is the incredible and picturesque views of the Blue Ridge Mountains that you get with your personal retreat in paradise! Your extensive amenity list includes: • HOT TUB! • Sauna • Fire Pit • Cool Pool • Grill • Picturesque Views

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.

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.

The Sparrow Luxury A-Frame w/Hot Tub in Shenandoah
Escape to The Sparrow, a newly built luxury A-Frame nestled in Virginia’s Shenandoah Valley, just a scenic drive from DC. This modern retreat features an African-inspired design, two bedrooms, a full kitchen, a fireplace, a private hot tub, a deck, a workspace, 4K TVs, and a PlayStation 5. Minutes from Luray Caverns, Skyline Drive, and Shenandoah National Park, it’s the perfect base for unforgettable adventure and relaxation.
Popular amenities for holiday rentals near Glass House Winery
Apartment rentals with wifi

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

Third & Thornrose, Staunton Condominium

Mountain Views

Luxurious Posh Downtown Condo

Tips Up: Cozy Slopeside Retreat w/ Fireplace

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

The Townie 3 BD/2BA Historic Downtown Building

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

Woodwind Cottage

Long Run Farm

Historic 1790 House Near Charlottesville

Living Water Farm, Blue Ridge

"The Shire" at Hollow View: Crozet Farmhouse

Farm Cottage w. Blue Ridge views 20 mins from SNP

Charming farmhouse nestled in the mountains

Charming Cottage at Golden Hill
Apartment rentals with air conditioning

Massanutten Cozy Condo-Hot Tub&Jacuzzi, EV Charger

Rustic River Retreat- 2 Bedroom Riverfront Lodging

Parker Mountain Carriage House Near SNP, UVA & JMU

Entire 1st Floor of 2 Story Home!

The Barn at Haden near Wineries and C'ville

BELMONT DESIGNER APARTMENT- CVILLE CHARM

1 Bedroom Apartment With a Kitchenette on 28 Acres

Willow Ridge
Other great holiday rentals near Glass House Winery

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Elk Mountain Overlook: Breathtaking Views

The Gramophone - Romantic Valley Retreat

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

Shenandoah Getaway Cabin on 5 Acres w/ *Hot Tub*

Park Line Cabin: Hot Tub, Cinema & Starry Skies

Secluded Private Apartment - Pets Welcome!

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





