
Places to stay near Glass House Winery
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Glass House Winery
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

Cozy Farm Apt near Cville•wineries, mt. views
Come experience a relaxing getaway on our family’s dairy farm! Set in beautiful Orange County, We are close enough to Charlottesville (25 min) to fulfill all your shopping and eating needs, but have the privacy, calm and tranquility of the country, with beautiful majestic mountain views! This is a wonderful location for exploring all of wine country, unwinding from the hustle of busy life, and then taking in the sunset in this quiet country setting with rolling hills as your backdrop!

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 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.
Popular amenities for holiday rentals near Glass House Winery
Apartment rentals with wifi

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

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, Private Deck.
Family-friendly house rentals

Long Run Farm

Farm Cottage w. Blue Ridge views 20 mins from SNP

Charming farmhouse nestled in the mountains

Charming Cottage at Golden Hill

Tranquil Estate, Cottage, Vineyards and C'ville

10 Vineyards Within 10 Mi, EV charger & Mini Goats

Hightop Hideaway – Cozy Secluded Mountain Retreat

Firnew Cottage
Apartment rentals with air conditioning

Massanutten Cozy Condo-Hot Tub&Jacuzzi, EV Charger

Rustic River Retreat- 2 Bedroom Riverfront Lodging

Patio Downtown Retreat

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

Willow Ridge
Other great holiday rentals near Glass House Winery

FarmCottage: Hot Tub Sauna Massage ShenandoahViews

Elkton Dairy Barn near Shenandoah National Park

Ultimate cabin in the mountains

Underground Hobbit Style Dome House.

Fauna Haven: Farm-Estate and Animal Sanctuary

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

Secluded Private Apartment - Pets Welcome!

Old Rag Mountain Cabin w/WiFi, TV, Fire Pit, Patio
Destinations to explore
- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Lake Anna State Park
- Early Mountain Winery
- University of Virginia
- Downtown Mall
- Wintergreen Resort
- Devils Backbone Brewing Co Basecamp
- Blenheim Vineyards
- Prince Michel Winery
- Cardinal Point Winery
- The Rotunda
- Shenandoah River Outfitters
- Monticello
- James Monroe's Highland
- Frontier Culture Museum
- John Paul Jones Arena
- Grand Caverns
- White Oak Lavender Farm & The Purple WOLF Vineyard
- James Madison University
- Shenandoah Caverns
- IX Art Park
- The Plunge Snow Tubing Park





