
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.

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.

Bison Farm - Cabin "Brisa"
Bison Farm cabin in a very secluded section toward the back side of a 300 acre working bison farm. This is a tiny home Park Model with 400 sq. ft. and a nice spacious covered deck providing an outdoor living room. The kitchen has a 2-burner induction cook-top, a convection oven that is also a microwave and a small refrigerator and freezer two drawer unit that has decent space but is not a full sized appliance. Note: bison rotate pastures daily. Please don't expect them in your cabin view.

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.

Blue Ridge Mini Lux Retreat 1 with Hot Tub & Sauna
BNB Breeze Presents: Blue Ridge Mini Lux Retreat 1! Experience the Shenandoah Valley and the beauty of the Blue Ridge Mountains from our newly-built retreat! With a private hot tub, sauna, and fire pit 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 - Grill - Picturesque Views

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
Apartment rentals with wifi

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

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

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

Woodwind Cottage

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

Stunning Views • Hot Tub • Fire Pit • SRO • Dogs
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

Charming St. Charles

The Barn at Haden near Wineries and C'ville

1 Bedroom Apartment With a Kitchenette on 28 Acres

Willow Ridge

Bee & Key—Staunton downtown
Other great holiday rentals near Glass House Winery

Elkton Dairy Barn near Shenandoah National Park

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

Elk Mountain Overlook: Breathtaking Views

Mountain View Getaway Yurt

The Gramophone - Romantic Valley Retreat

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

Charming Country Cottage

Park Line Cabin: Hot Tub, Cinema & Starry Skies
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





