Airbnb your place

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.

1 of 1 pages1 / 1
Top Guest favourite
A cozy cabin exterior is seen at dusk, featuring warm string lights adorning the entrance. Outdoor seating is arranged on a spacious deck, complemented by potted plants. The scene is surrounded by gently lit walkways leading to the cabin, enhancing the welcoming atmosphere.
Cabin in Stanardsville

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

4.96 out of 5 average rating, 118 reviews
Superhost
A charming cottage exterior showcases a green facade with textured wood siding, complemented by a welcoming porch. Outdoor seating is provided by rustic chairs around a fire pit on the lawn. A table nearby offers an inviting spot for dining, set against a backdrop of distant mountains.
Cottage in Crozet

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.

4.89 out of 5 average rating, 260 reviews
Top Guest favourite
A spacious, two-story house with white siding and large porches is featured. Lush green grass surrounds the structure, and the landscape includes open pastures and trees. The setting is serene, with plenty of natural light illuminating the exterior.
Home in Dyke

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.

4.96 out of 5 average rating, 359 reviews
Guest favourite
A rustic log cabin is surrounded by lush greenery, featuring a large wrap-around porch with multiple access points. A stone chimney rises from the side of the building. Soft lighting emanates from the windows, highlighting the natural wood structure.
Cabin in Dyke

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

4.96 out of 5 average rating, 328 reviews
Top Guest favourite
The dark wooden cabin, framed by lush greenery, sits at a hillside location with panoramic mountain views. A deck extends from the cabin, featuring a hanging basket chair. A warm sunset casts a golden hue across the sky, enhancing the serene atmosphere.
Cabin in Free Union

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!

4.99 out of 5 average rating, 245 reviews
Top Guest favourite
A charming log cabin with a dark metal roof features a welcoming front porch adorned with potted flowers and decorative pumpkins. The rustic wooden door adds character, while the surrounding grassy area and trees provide a natural setting against a backdrop of distant mountains.
Cabin in Stanardsville

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.

4.99 out of 5 average rating, 269 reviews
Top Guest favourite
A charming cottage is nestled among mature trees and vibrant landscaping, featuring a welcoming entrance. The rustic structure is complemented by lush greenery and seasonal foliage, emphasizing a serene, natural setting.
Guesthouse in Earlysville

Cottage at Frog Jump- woodland privacy at its best

Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.

4.97 out of 5 average rating, 394 reviews
Guest favourite
A quaint cottage is nestled in a lush green landscape, surrounded by colorful autumn trees. Rolling hills and the distant Blue Ridge Mountains form a scenic backdrop, with a clear sky above and soft sunlight illuminating the scene.
Tiny home in Free Union

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.

4.94 out of 5 average rating, 183 reviews
Top Guest favourite
A vibrant sunset illuminates the sky with shades of orange and pink, casting a warm glow over the rolling hills. Lush greenery is visible in the foreground, complemented by scattered trees and shrubs, offering a serene view of the surrounding landscape.
Apartment in Stanardsville

Parker Mountain Carriage House Near SNP, UVA & JMU

Serene country living just 12 miles to Shenandoah NP & 19 miles to UVA. 3.7 miles to Blue Ridge School. 35 miles to JMU, Harrisonburg. Enjoy beautiful mountain views, sunrises/sunsets from your own patio on 12 acres surrounded by mountains & 300 acre cattle farm. Wineries, Dining & Shopping are only minutes away. Peace & quiet, acres to explore, Parker Mountain Carriage House is above the garage, connected to the main house. We respect your privacy & are available as needed.

4.97 out of 5 average rating, 237 reviews
Top Guest favourite
The cabin features a welcoming wooden exterior surrounded by lush greenery. A spacious wrap-around porch includes seating areas, providing a view of the grassy yard and nearby trees. Natural light highlights the cabin's rustic charm.
Cabin in Stanardsville

New Cabin We Call "Little Red"

Relax in this unique, newly built cabin featuring custom woodwork crafted from trees harvested on the property. You’ll notice Cherry, Poplar, and Pine throughout the interior. Enjoy the outdoor firepit and spacious porch for relaxing. Need to work? The cabin includes Wi-Fi and a desk. Love hiking? You’re just 16 miles from Shenandoah National Park, with short trails also on-site. Explore local antique shops, historic sites like Montpelier, and numerous nearby wineries and breweries.

4.98 out of 5 average rating, 104 reviews
Top Guest favourite
Cabin in Charlottesville

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.

4.96 out of 5 average rating, 138 reviews
Top Guest favourite
Treehouse in Stanardsville

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.

4.98 out of 5 average rating, 129 reviews

Popular amenities for holiday rentals near Glass House Winery

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Glass House Winery

Massanutten Resort

294 locals recommend

Carter Mountain Orchard

289 locals recommend

James Monroe's Highland

168 locals recommend

Jefferson Vineyards

121 locals recommend

Horton Vineyards

69 locals recommend

Eastwood Farm and Winery

44 locals recommend

Condo rentals with Wi-Fi

Top Guest favourite
A bright bedroom features a spacious bed flanked by two bedside tables with lamps. A framed cityscape artwork adorns the wall above the bed. Dark curtains frame the window, and a patterned rug covers the hardwood floor, creating a cozy yet modern ambiance.
Condo in North Downtown

The Townie 3 BD/2BA Historic Downtown Building

4.92 out of 5 average rating, 201 reviews
Superhost
A sunlit sunroom features large panoramic windows offering views of the outdoors. Comfortable seating is arranged with two wicker sofas and a daybed, accented by vibrant cushions and a decorative blanket. A coffee table sits in the center on a striped area rug.
Condo in North Downtown

Luxurious Posh Downtown Condo

4.91 out of 5 average rating, 193 reviews
Superhost
A private furnished patio features a cozy seating area with light-colored cushions on a dark frame sofa. A wooden coffee table sits in front, accented by a woven rug. The surrounding greenery adds a natural backdrop, creating a peaceful setting for relaxation.
Condo in Wintergreen Resort

1 bedroom condo, close to hikes & breweries & pool

4.92 out of 5 average rating, 216 reviews
Superhost
Condo in Staunton

Third & Thornrose, Staunton Condominium

4.82 out of 5 average rating, 472 reviews
Top Guest favourite
A glass of white wine is positioned in the foreground, capturing the warm hues of a sunset. The sun's golden rays reflect off the wine, while silhouettes of trees and distant mountains create a tranquil backdrop in the evening sky.
Condo in Wintergreen Resort

Panoramic Sunsets Mountain Views Pool $99 Midweek

4.99 out of 5 average rating, 275 reviews
Top Guest favourite
The living area features large sliding glass doors that open to a stunning view of the mountains. A modern dining table is positioned nearby, illuminated by a pendant light. Comfortable seating is arranged around the room, enhancing the inviting atmosphere.
Condo in Wintergreen Resort

Luxury Condo in the Sky! Finest in Wintergreen!

4.98 out of 5 average rating, 133 reviews
Top Guest favourite
Condo in Wintergreen Resort

Extremely private, HOA pool/stair-free entry

4.97 out of 5 average rating, 180 reviews
Guest favourite
Condo in Wintergreen Resort

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

4.95 out of 5 average rating, 200 reviews

Family-friendly house rentals

Top Guest favourite
A charming cottage with a peaked roof features a welcoming red door. Surrounding gardens with colorful flowers and lush greenery enhance the entryway, while a gravel path leads to the entrance. Trees provide a natural backdrop, contributing to the serene setting.
Home in Keswick

Charming Cottage at Golden Hill

4.99 out of 5 average rating, 918 reviews
Guest favourite
The exterior of a brick house is framed by vibrant autumn foliage, with golden and orange leaves. A pathway of bricks leads to the entrance, and subtle landscaping includes a small tree displaying colorful leaves, contributing to a serene outdoor setting.
Home in Charlottesville

Spacious apt/near Charlottesville /UVA/wineries

4.95 out of 5 average rating, 106 reviews
Guest favourite
A charming two-story yellow house is set amidst a well-maintained garden. A pathway of stones leads to the porch, surrounded by lush green grass and vibrant flower beds. Tall trees provide shade, enhancing the serene, welcoming environment.
Home in Stanardsville

Charming Farmhouse | Shenandoah Park | Wineries

4.92 out of 5 average rating, 123 reviews
Top Guest favourite
The entrance to Fairhill Farm is marked by a white wooden sign displaying the name, set against a backdrop of rolling hills adorned with autumn foliage. A vibrant red bush frames the sign, contributing to the natural beauty of the landscape.
Home in Stanardsville

Farm Cottage w. Blue Ridge views 15 mins from SNP

4.98 out of 5 average rating, 173 reviews
Top Guest favourite
A modern house is nestled within a lush forest, partially hidden by tall trees. Large glass windows reflect the surrounding greenery, while a spacious deck extends from the structure, offering a view of the forest floor. The entrance is accessed via a gravel pathway.
Home in Dyke

Moss Vineyards Lodging

4.97 out of 5 average rating, 147 reviews
Top Guest favourite
A scenic view of a pond surrounded by open land and trees reveals a family enjoying the outdoors. Mountains are visible in the background, creating a peaceful and spacious setting. The landscape includes a small structure near the pond, contributing to the rural charm.
Home in Hood

Firnew Cottage

4.98 out of 5 average rating, 329 reviews
Guest favourite
A two-story house is set amidst vibrant autumn foliage, showcasing a covered porch that invites relaxation. A garage is visible on the left, with a gravel driveway leading to the entrance. Sunlight filters through trees, illuminating the exterior of the home.
Home in Crozet

Beauchamp House 2 BD Fishing Hiking Lake

4.91 out of 5 average rating, 109 reviews
Top Guest favourite
The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.
Home in Afton

Mountain Overlook House - Blue Ridge Parkway

4.99 out of 5 average rating, 108 reviews

Apartment rentals with air conditioning

Top Guest favourite
Apartment in Crozet

The Barn at Haden near Wineries and C'ville

4.99 out of 5 average rating, 560 reviews
Top Guest favourite
Rolling green fields are framed by colorful trees in autumn hues, creating a serene landscape. Horses are seen grazing near a small shelter, with distant hills providing a picturesque backdrop under a soft sky.
Apartment in Afton

Cozy stay with scenic views on a horse farmette

4.98 out of 5 average rating, 193 reviews
Guest favourite
The spacious living and dining area features a large dining table set with blue dishware. A comfortable seating area is arranged with a dark sofa facing a television. Natural light fills the room through expansive windows, highlighting the modern kitchen in the background.
Apartment in North Downtown

On Downtown Mall | Huge | King Beds | UVA | Coffee

4.94 out of 5 average rating, 197 reviews
Top Guest favourite
A serene riverfront view is presented, featuring lush greenery along the banks of a calm river. Tall trees and gentle grasses frame the water, reflecting the surrounding landscape. A fire pit is partially visible on the right, positioned on a grassy area near the water's edge.
Apartment in Elkton

Rustic River Retreat- 2 Bedroom Riverfront Lodging

4.9 out of 5 average rating, 135 reviews
Top Guest favourite
An inviting open space combines the living and kitchen areas, featuring a blue sofa and a small dining table with chairs. A well-equipped kitchen includes modern appliances and ample counter space. Natural light floods the room through a skylight and window, enhancing the warm atmosphere.
Apartment in Charlottesville

Charming & Convenient Guest Suite minutes to UVA

4.99 out of 5 average rating, 160 reviews
Guest favourite
An open-plan living space is featured, showcasing comfortable seating arrangements, including a beige sofa and dark chairs. A coffee table is positioned centrally, with a TV unit nearby. Light walls and warm lighting create an inviting atmosphere, complemented by a patterned area rug.
Apartment in North Downtown

*Private Apartment in Downtown Cville*

4.84 out of 5 average rating, 669 reviews
Top Guest favourite
A vibrant sunset is captured over rolling hills, with shades of orange and pink filling the sky. A grassy field in the foreground leads to a white fence, and buildings are visible in the distance under a dramatic cloud formation.
Apartment in Staunton

Willow Ridge

4.98 out of 5 average rating, 182 reviews
Guest favourite
A spacious living area is illuminated by natural light, featuring a modern sectional couch in blue. The room showcases exposed wooden beams along the ceiling and a round area rug with intricate patterns. A small coffee table and vibrant accent pillows add inviting touches.
Apartment in Charlottesville

Beautiful, Cozy, Downtown Apt!

4.94 out of 5 average rating, 174 reviews

Other great holiday rentals near Glass House Winery

Guest favourite
A whimsical logo features a pink outline of a cottage, complete with a sloped roof and large front windows, evoking a charming and inviting atmosphere. The text 'Pink Cottage @ Locust Grange' is displayed prominently, emphasizing the location in Charlottesville, Virginia.
Cottage in Charlottesville

pink cottage @ locust grange

4.93 out of 5 average rating, 229 reviews
Guest favourite
The cabin is situated amidst rolling hills, presenting an unobstructed view of the surrounding mountains. A grassy area encircles the home, with scattered trees in the foreground. The clear blue sky enhances the serene atmosphere of the elevated location.
Cabin in Free Union

Amazing Escape: 3,000ft Views w/ firepit + WiFi

4.95 out of 5 average rating, 199 reviews
Top Guest favourite
Cabin in Stanley

New, 5BD/4BA | hot tub, arcade, pool table, views

4.99 out of 5 average rating, 301 reviews
Top Guest favourite
The exterior of the cottage features a charming white facade, accented by large windows that allow natural light to fill the interior. A welcoming wooden front door is centered in the design, with stone steps leading up to the entrance, surrounded by a manicured lawn.
Cottage in Charlottesville

The Peony Cottage in Charlottesville

5.0 out of 5 average rating, 106 reviews
Top Guest favourite
A modern cottage is nestled among vibrant autumn foliage, featuring a gravel pathway leading to the entrance. Large windows illuminate the building, while a covered porch invites relaxation. The surrounding landscape offers a serene green lawn, complemented by trees displaying fall colors.
Cottage in Elkton

Hot Tub*Near National Park & Massanutten*42 Acres

4.99 out of 5 average rating, 122 reviews
Guest favourite
Cottage in Stanardsville

Massanutten/Shenandoa Park/Hiking Trails/Wine/UVA

4.87 out of 5 average rating, 290 reviews
Top Guest favourite
A wooden chair sits beside a flowing stream, surrounded by lush green trees and foliage. The cabin is visible in the background, partially obscured by the wooded area. Leaves are scattered on the chair and ground, highlighting the natural setting.
Cabin in Dayton

Serenity by the Stream

4.99 out of 5 average rating, 527 reviews
Top Guest favourite
A charming cottage is nestled among greenery, showcasing a light-colored exterior. The porch features a railing and steps leading to the entrance. Surrounding landscaping includes blooming flowers and shrubs, enhancing the tranquil setting. A gravel driveway provides access to the home.
Cottage in Crozet

The Cottage at Peavine Hollow Farm-No cleaning fee

4.96 out of 5 average rating, 166 reviews