Places to stay near Glass House Winery

4.97 out of 5 average rating, 149 reviews

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

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.

LocationFamilyHot tub

Cottage in Charlottesville

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.

The Peony Cottage in Charlottesville

This private cottage is conveniently located between Crozet and Ivy. Perfect location for accessing Monticello Wine Trail, the Blue Ridge Parkway/Skyline Drive, Wintergreen Resort, and enjoying all University of Virginia events! 3 miles from Downtown Crozet & King Family Vineyard 4.5 miles from Chiles Orchard 8.5 miles from John Paul Jones Arena 10 miles from Blue Ridge Parkway - North Entrance 30 miles from Wintergreen Resort Join us as we watch the progress of our newly planted peony field!

ValueFamilyIndoor spaces

5.0 out of 5 average rating, 111 reviews

4.89 out of 5 average rating, 270 reviews

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.

ValueFamilyKitchen

4.96 out of 5 average rating, 362 reviews

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.

LocationFamilyGrill

5.0 out of 5 average rating, 244 reviews

Home in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

GREENWOOD VISTA - Escape to our modern mountain home nestled along the Blue Ridge mountains. Whether you want to explore Shenandoah National Park, visit wineries, or relax in our hot tub with stunning mountain views, this gorgeous A-Frame home is the perfect place for you. We have thoughtfully appointed our home with everything you need to be comfortable. From a luxurious bedroom suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.

ValueFamilyAccuracy

4.96 out of 5 average rating, 335 reviews

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

LocationValueWifi

4.99 out of 5 average rating, 251 reviews

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!

ValueLocationGrill

4.99 out of 5 average rating, 274 reviews

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.

ValueFamilyGrill

4.96 out of 5 average rating, 141 reviews

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.

FamilyLocationCheck-in

4.95 out of 5 average rating, 183 reviews

Cabin in Stanley

Ava A-Frame•Hot Tub•Theater•Hidden Stair•EV Charge

Welcome to AVA Shenandoah - the viral 4-story A-Frame featured on Ryan Trahan’s YouTube channel and seen by millions online. IG: @AVAShenandoah One of Virginia’s favorite and most-featured Airbnbs, AVA features hidden doors, a private movie theater, a game room accessed by a secret spiral staircase, and a sunken stargazing bed in the loft. Outside, soak in the 7-person hot tub while taking in breathtaking Shenandoah Valley views. Private, secluded, and truly one-of-a-kind.

FamilyValueCheckout

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 highly recommended.

FamilyLocationWifi

4.98 out of 5 average rating, 139 reviews

4.96 out of 5 average rating, 166 reviews

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

Country chic cottage on a boutique farm in bucolic FREE UNION, 25 mins from Charlottesville or Crozet. NO CLEANING OR PET FEE. Completely remodeled cottage with well-stocked gourmet kitchen, stone fireplace (wood burning), firewood included. GE High Profile appliances and washer/dryer, granite counter tops and custom cabinets. Each bedroom has ensuite bathroom (with walk-in shower) and porch. Last mile+ is on a gravel road.

LocationFamilyDecor

Popular amenities for vacation rentals near Glass House Winery

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Condo rentals with wifi

4.9 out of 5 average rating, 196 reviews

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

FamilyLocationCheck-in

4.92 out of 5 average rating, 214 reviews

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

ValueFamilyCleanliness

4.84 out of 5 average rating, 148 reviews

A series of ski gondolas are seen ascending a mountain, suspended from overhead cables. Snow-covered slopes can be observed below, with a bright blue sky providing a clear backdrop. The gondolas feature large windows, allowing views of the winter landscape.

Condo in McGaheysville

Massanutten Woodstone 2-BR, 2 Bath

FamilyValueSkiing

5.0 out of 5 average rating, 6 reviews

Condo in Charlottesville

Pet-Friendly in Belmont near UVA & Downtown - #311

LocationNearbyView

A comfortable living area features a circular coffee table at its center, surrounded by two green armchairs and a sectional sofa. A decorative wall art piece is displayed above the sofa, and natural light enters through a window, illuminating the space.

4.85 out of 5 average rating, 13 reviews

Woodstone Luxury 2 at Massanutten New Years

FamilyLocationSleep quality

A modern kitchen features wooden cabinetry and a granite countertop with a double sink. Appliances include a black microwave, stove, and refrigerator. A decorative tile backsplash enhances the space, while warm, wooden flooring completes the inviting look.

4.86 out of 5 average rating, 29 reviews

Massanutten Woodstone or Summit 4BR, 4BA

LocationFamilyTV

A well-appointed bedroom features a spacious bed with decorative bedding and two bedside lamps. Natural light filters through a window adorned with drapes. A wooden desk and chair are positioned nearby, providing a functional workspace.

5.0 out of 5 average rating, 6 reviews

7 Day Vacation in Massanutten Resort, VA

FamilyViewCheck-in

A multi-story building is presented, featuring a combination of wooden balconies and stone accents. Multiple windows allow for natural light, while landscaped greenery surrounds the entrance, creating an inviting exterior. A central entrance is flanked by wooden railings leading to a pedestrian pathway.

Massanutten 4 seasons resort 1br1ba Hottub in room

Family-friendly house rentals

4.98 out of 5 average rating, 640 reviews

An open living area is highlighted by a light-colored sofa and a wooden coffee table. A spiral staircase leads to an upper loft, while a dining table with wooden chairs sits nearby. Large windows provide ample natural light, illuminating the space.

Home in Charlottesville

The Loft at Minor Mill - Private loft apartment.

ValueLocationQuiet

4.91 out of 5 average rating, 125 reviews

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

FamilyLocationQuiet

4.99 out of 5 average rating, 925 reviews

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

ValueLocationGetting around

4.98 out of 5 average rating, 104 reviews

A modern guesthouse showcases a sloped roof and wooden accents, surrounded by lush green grass. Expansive glass doors offer views of the interior, while a well-defined stone pathway leads to the entrance. The property is set against a backdrop of rolling hills and trees.

Home in Crozet

Orso Blu Guesthouse one-of-a-kind VIEWS in Crozet

FamilyLocationCondition

4.98 out of 5 average rating, 175 reviews

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

FamilyValueHospitality

4.95 out of 5 average rating, 108 reviews

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

LocationFamilyIndoor spaces

4.96 out of 5 average rating, 129 reviews

The exterior of a rustic farmhouse features white siding and a metal roof. A covered porch with seating is visible, surrounded by green grass and blooming shrubs. The property is framed by tall trees and blue skies, indicating a serene outdoor environment.

Home in Crozet

"The Shire" at Hollow View: Crozet Farmhouse

ValueLocationAccuracy

4.99 out of 5 average rating, 184 reviews

Home in Verona

Mountain Views, Hot Tub, Treehouse & Game Room

LocationFamilyCheck-in

Apartment rentals with air conditioning

4.99 out of 5 average rating, 564 reviews

Apartment in Crozet

The Barn at Haden near Wineries and C'ville

LocationValueSleep quality

Apartment in Stanardsville

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.

Parker Mountain Carriage House Near SNP, UVA & JMU

LocationValueHospitality

4.97 out of 5 average rating, 239 reviews

Apartment in Charlottesville

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.

Charming & Convenient Guest Suite minutes to UVA

ValueFamilyBackyard

4.99 out of 5 average rating, 161 reviews

4.98 out of 5 average rating, 455 reviews

A rustic exterior view of a barn apartment is presented, featuring a light-colored facade and a green metal roof. Two rocking chairs are positioned on a shaded porch area, while nearby trees provide a natural setting. A gravel path leads towards a fenced yard.

Apartment in Elkton

Quail Run - Country convenience and comfort!

FamilyValueHiking

Apartment in Charlottesville

A cozy living area features a dark grey sofa adorned with patterned throw pillows. A glass coffee table sits in front, placed on a decorative rug. Natural light filters through bamboo shades on the windows, illuminating the space subtly.

Heart of Belmont ~ 15 min walk downtown, free park

FamilyValueCheck-in

4.95 out of 5 average rating, 148 reviews

Apartment in North Downtown

The living room features two couches, one dark leather and one brown, arranged around a central coffee table on an area rug. A flat-screen TV is mounted on the wall, and large windows allow natural light to fill the space, enhancing the contemporary feel.

*LARGE Private Apartment In Downtown Cville*

ValueLocationCleanliness

4.86 out of 5 average rating, 539 reviews

Apartment in Charlottesville

A bright living area features a striped sofa adorned with green and gold cushions. A wooden coffee table sits in the center, complemented by a soft armchair nearby. Natural light filters through two windows, casting a warm glow on the decor, including framed artwork and a large flat-screen TV.

Belmont BnB ~ 2BR/1BA ~ Comfort & Convenience

LocationFamilyComfort

4.98 out of 5 average rating, 283 reviews

Apartment in North Downtown

A bright living area features two green sofas with orange accent pillows, a circular coffee table, and a television on a sleek stand. Light floods through large windows, while a potted plant adds a touch of greenery. A comfortable chair is positioned to the side.

Extra LG Space+Parking | Ping Pong | Steps to UVA

FamilyLocationIndoor spaces

4.95 out of 5 average rating, 126 reviews

Other great vacation rentals near Glass House Winery

4.95 out of 5 average rating, 201 reviews

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

Fall Foliage & Endless Blue Ridge Views. Fast Wifi

FamilyLocationCheck-in

4.94 out of 5 average rating, 191 reviews

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

FamilyLocationAccuracy

Guesthouse in Earlysville

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.

Cottage at Frog Jump- woodland privacy at its best

ValueLocationAmenities

4.97 out of 5 average rating, 397 reviews

4.97 out of 5 average rating, 404 reviews

The image features a charming two-story home surrounded by lush greenery and flowering trees. A circular driveway leads to the entrance, with manicured lawns enhancing the exterior. The backdrop includes rolling hills and bright blue skies, creating a serene and inviting setting.

Home in North Garden

Lux Country Retreat minutes from Charlottesville!

LocationValueHospitality

4.96 out of 5 average rating, 126 reviews

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

ValueLocationAmenities

Cottage in Charlottesville

The exterior of a charming cottage is featured, showcasing white brick walls and a sloped gray roof. Two dormer windows enhance the appearance, while a welcoming red door serves as a focal point. Well-maintained green grass and manicured shrubs surround the house, creating a friendly environment.

Adorable cottage steps from Grounds

LocationFamilyLong stay

4.91 out of 5 average rating, 460 reviews

4.92 out of 5 average rating, 318 reviews

A charming cottage with a metal roof features a welcoming front porch, surrounded by greenery. Rocking chairs offer a cozy spot, while stone pathways lead to a landscaped yard. Light spills onto the deck from nearby trees, blending indoor and outdoor spaces harmoniously.

Home in Barboursville

Spaniel Hill; cozy hilltop home w privacy & views

ValueFamilyParks