Vacation rentals with a patio in Wintergreen Resort

5 out of 5 average rating, 222 reviews

A cozy cottage, named the 'Sugah Shack,' is nestled amidst the rolling hills of the Blue Ridge Mountains. The white exterior contrasts with the vibrant greenery surrounding the property, while the majestic mountains form a picturesque backdrop against a bright, partly cloudy sky.

Cottage in Afton

Cozy Mountain Cottage on Brew/Wine Trail-King Bed

Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT

Superhost

A cozy living area features natural stone accents around a wood-burning fireplace. A small dining table with two chairs is positioned near large windows, allowing ample natural light. Green accent walls enhance the inviting atmosphere, while a comfortable seating area is visible nearby.

4.9 out of 5 average rating, 201 reviews

Tips Up: Cozy Slopeside Retreat w/ Fireplace

The mountains are calling and you must go. Well, you don't have to, but we think it's a good idea. Make Tips Up your home while you're away. With slopeside views, a cozy and comfortable ambiance, and close proximity to skiing (only 100 yards from the slopes!) and hiking, this 1B/1BA condo is the perfect getaway for outdoor enthusiasts seeking a mountain escape. Relax at nearby breweries and wineries with unbeatable views, and return to your condo to enjoy the amenities of Wintergreen Resort.

A balcony is featured, showcasing two Adirondack-style chairs positioned for optimal mountain views. Sunrise illuminates the expansive horizon, with soft light reflecting off the distant landscapes. The floor is made of wood, enhancing the outdoor ambiance.

4.99 out of 5 average rating, 111 reviews

Endless Mountain Top Views from All The Way Up!

Our warm and inviting condo combines amazing proximity to hiking with to-die-for views of the Blue Ridge Mountains and the horizon 75 MILES distant! Our condo sits a mere 400-yd walk from the closest hiking trail and also has direct access to the ridge line walking area - perfect place for a morning stroll! This updated and modern mountain themed space features: ✸ Newly renovated! ✸ Stocked modern kitchen! ✸ Two full bathrooms! ✸ Helix Hospitality Mattresses!! ✸ Cozy Fireplace w/ wood provided!

5 out of 5 average rating, 151 reviews

A charming cottage is nestled among lush green grass and surrounded by trees. Its metal roof and white siding are complemented by well-maintained shrubbery. Dappled sunlight filters through the tree branches, creating a serene outdoor ambiance.

Cottage in Covesville

Historic cottage with stunning mountain views

Welcome to Rose Cottage in picturesque Albemarle County, where you'll enjoy expansive 360-degree views of the mountains surrounding historic Cove Lawn Farm. Relax in the tranquil rural setting or stroll more than two miles of comfortable walking paths that wind through 25 acres of stream-lined hayfields. From Rose Cottage, you're just minutes from the best local cideries, distilleries, and wineries including Pippin Hill Farm & Vineyards. Easy 20-minute drive to UVa and 22 minutes to Monticello.

Place to stay in Wintergreen Resort

4.86 out of 5 average rating, 110 reviews

Cozy Lux Condo at Wintergreen Resort

The perfect little getaway nestled into the hillside and centrally located within Wintergreen Resort. Our place serves as a launch pad to explore the numerous, year round activities and attractions in the area or a quiet retreat designed for wine, movies, and a fire. With a full kitchen, large flat screen tvs, WiFi, fireplace, washer/dryer, and other everyday comforts you will feel right at home. A queen size blow up mattress is available for extra sleeping options in addition to the couch.

5 out of 5 average rating, 110 reviews

A newly constructed cottage is set on a private mountain lot, featuring a light-colored exterior and a sloped roof. A spacious screened porch with wooden steps is visible, surrounded by green grass and trees. Natural landscaping enhances the peaceful environment.

Cabin in Roseland

Mountain Hideaway Cottage

Perfect for couples or families. Tucked away on its own private mountain acreage with stream access. Large screened porch for talking into the night or enjoying your morning coffee. Ask about same day after 5pm discount! Less than 2 miles to Devil's Backbone and Bold Rock. Minutes to Blue Ridge Parkway,Appalachian Trail, Wintergreen, breweries, wineries, cideries, restaurants, horseback riding, hiking, mountain lakes, & antique shopping. Gas fireplace. 1G WiFi & SMART TV. Fire pit and wood.

4.99 out of 5 average rating, 147 reviews

A three-story wooden house is nestled among lush greenery in a forested setting. The deck and patio area are accessible, surrounded by trees and natural landscaping, creating a serene environment for relaxation.

Home in Nellysford

Cabin Getaway | Family & Dog Friendly | Fire Pit

Welcome to the Wooder House, a cozy haven nestled in the woods of Virginia's beautiful Nelson County! Enjoy relaxing and connecting in a private home centered on 38 wooded acres, but close to NelCo fun! - Peaceful nature escape - Outdoor fire pit & patio - Great for families & dogs - Fully stocked kitchen - Private trail + hiking options nearby - 8+ min. to wineries, breweries, cideries, restaurants - 25 min. to Wintergreen Resort For more photos and fun, check us out on IG: @thewooderhouse

A spacious living area features a wood-burning fireplace surrounded by light-colored walls. A comfortable couch, adorned with a welcoming throw pillow, faces a wooden coffee table. Natural light enters through large windows, offering views of the outdoor greenery.

4.93 out of 5 average rating, 242 reviews

The Modern Mountain Condo

Conveniently located within the 4-season Wintergreen Resort, this recently renovated condo offers a quiet and cozy stay while you take in the mountain views and enjoy endless outdoor activities, wineries, breweries, restaurants, and antique shops. Rest and recharge while you enjoy the light-filled, open floor plan with a wood-burning fireplace, a kitchen with plenty of cabinet space, and full-sized appliances for cooking. Private patio and community pool access are located outside the unit.

A private balcony features wooden railings, with a light dusting of snow on the ledge. Lush pine trees stand prominently in the background, contrasting against a clear blue sky and hints of distant landscape, contributing to a serene outdoor viewing experience.

4.97 out of 5 average rating, 161 reviews

2-min drive to slopes, stair-free/free firewood!

Peaceful, recently renovated mountain-top retreat. Relax or work from home. End your day with a hike or spa treatment around the corner—linger with a glass of wine at sunset. It’s all only a 2 minute walk from the front door. Welcome to our mountain home! 2-3 min drive from ski lifts/resort, hiking Free firewood (seasonal) Family games & smart TVs (no cable) for movie night (must sign into your own subscriptions) Smartlock entry Stair-free entry *outdoor HOA pools CLOSED for season

4.95 out of 5 average rating, 172 reviews

1 bedroom condo, walk to the slopes !

Cozy 1BR Wintergreen condo ⛷️❄️ 5-minute walk to the ski slopes, resort village, and mountain-too market, with snow tubing only minutes away. Enjoy a fully stocked kitchen, premium coffee and teas, cooking oils and spices. Relax by the wood burning fire and enjoy a smart TV, fast WiFi and games. Comfortable queen bed in the bedroom plus new queen sleeper sofa in the living room. Private furnished patio with peaceful wooded views and close access to the village for après-ski.

Cabin in Wintergreen Resort

A spacious living area features vaulted ceilings, large windows that invite natural light, and a stone fireplace as a focal point. Comfortable seating includes two armchairs and a dark sofa adorned with decorative pillows. A dining table is visible with a backdrop of green trees.

4.99 out of 5 average rating, 104 reviews

Modern Mountain Escape-2 King bed, Zero step entry

Escape to this bright, spacious mountain retreat with an open-concept layout and plenty of natural light. Walkable to the trails and 5 minutes to the slopes. Enjoy a fully stocked kitchen, cozy fireplace, and screened porch for relaxing after a day of skiing, hiking, or wine tasting. With 2 King bed ensuites, a queen bedroom, and a fun bunk room, there’s space for everyone to unwind. Thoughtfully designed for comfort, it’s the perfect home base for your getaway.

A living room features a stone fireplace with a wooden mantel. A clock is mounted above, and decorative items are displayed on the mantel. Hardwood flooring complements the room's layout. The space is open to a kitchen area, visible in the background, with light cabinets and appliances.

4.97 out of 5 average rating, 112 reviews

Wintergreen Resort King bed, Fire place, 2 Bd/2 Br

Forget your worries in this spacious and serene space. Condo has been completely renovated and can be enjoyed all year round! Located between the Wintergarden Spa, the Nature Foundation and the Devils Knob Sports Center (golf, tennis and fine dining restaurant) Stone Ridge neighborhood is centrally positioned to most of the Resort amenities. 5 min drive to slopes 5 mins to Market 15 to Devils Backbone 3 mins to Devils Knob golf course

Popular amenities for Wintergreen Resort patio rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.96 out of 5 average rating, 52 reviews

A craftsman-built apartment is nestled among lush greenery, surrounded by mountain forests. Vibrant flowers frame the foreground, leading to the wooden structure with a metal roof. The natural landscape features rolling hills and a clear blue sky, creating an inviting outdoor setting.

Apartment in Tyro

Crabtree Falls Mountain Hollow Guesthouse

The living room features a spacious seating arrangement with two sofas, a cozy armchair, and a round coffee table. Large windows frame expansive views of the Blue Ridge Mountains, inviting natural light into the airy space. A dining table for six is visible in the background.

4.93 out of 5 average rating, 45 reviews

Big Condo*Luxe Baths*Sweeping Views*Walk2Chairlift

The cozy living area is furnished with a brown leather sofa and two armchairs. A glass coffee table sits on a soft rug, and artwork adorns the wall above the couch. Natural light enters through sliding doors, which lead to the outdoor area.

4.91 out of 5 average rating, 11 reviews

Weller’s Retreat at Stone Ridge

An outdoor dining setup on a spacious deck features several plates with a breakfast spread, including eggs, fruit, and pastries. A steaming cup and a glass of juice are present. In the background, a telescope is positioned to enjoy the scenic mountain view under a cloudy sky.

4.98 out of 5 average rating, 41 reviews

Luxury Condo: Stunning Slope Views, Sauna, Dogs-Ok

5 out of 5 average rating, 3 reviews

Amazing Views! Wintergreen Ground Level Condo

A serene mountain landscape is showcased, with a gentle sunrise illuminating the horizon. Lush greenery and rolling hills create depth, while the sun casts a warm glow over the distant mountains, revealing layers of peaks and valleys in soft pastels.

5 out of 5 average rating, 14 reviews

Wow! What A View!

5 out of 5 average rating, 8 reviews

Ski-In/Out on Dobie! Fantastic Views! PupsOK!

4.91 out of 5 average rating, 11 reviews

Eagles Court Ski In/Out Condo

House rentals with a patio

Home in Wintergreen Resort

A spacious living area features a stone fireplace as the focal point, framed by large windows that offer views of the surrounding trees. A comfortable sectional sofa is arranged around a coffee table, with a television positioned on a media console to the side.

4.96 out of 5 average rating, 110 reviews

Cozy 5-bedroom home for large gatherings.

The exterior of a modern farmhouse is showcased, featuring large windows that reflect the surrounding trees. A spacious patio is seen, with a set of outdoor chairs. The house's white siding contrasts with the green landscape and blue sky, creating an inviting atmosphere.

4.95 out of 5 average rating, 114 reviews

Hilltop at Mountain View Meadow

4.89 out of 5 average rating, 99 reviews

A cozy living room features a classic brick fireplace surrounded by comfortable seating. A colorful area rug adds warmth, while large windows offer views of the greenery outside. Adjacent, a vibrant game room contains a foosball table and warm lighting, ideal for entertainment.

Home in Waynesboro

Gameroom~Gym~Firepit~Grill~1st Floor BR~Downtown!

4.98 out of 5 average rating, 137 reviews

The exterior view showcases a modern blue house set against a backdrop of lush green hills. A wooden deck extends from the home, providing access to outdoor space. The gravel driveway is lined with a rustic split-rail fence, enhancing the natural feel of the surroundings.

Home in Nellysford

Llama Loft | Fire Pit | Fenced Yard | Nelson 151

An outdoor fire pit area is surrounded by gray Adirondack chairs, set on a gravel base, with a scenic view of the mountains in the background. A spacious lawn features trees and flowering plants, creating an inviting space for relaxation and gatherings.

4.93 out of 5 average rating, 134 reviews

Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views!

A vast expanse of green grass stretches across the foreground, framed by lush orchard trees. Rolling hills covered with foliage rise in the background, under a clear blue sky dotted with soft white clouds, creating a serene rural atmosphere.

4.97 out of 5 average rating, 106 reviews

Perfect getaway among the orchards of Batesville

A serene view of the Blue Ridge Mountains is presented, showcasing rolling hills blanketed in mist during sunrise. The sky is painted with soft pastel shades of orange and pink, highlighting the natural beauty of the surrounding landscape.

4.99 out of 5 average rating, 112 reviews

Mountain Mama- Amazing Views! + Hot Tub!

Home in Wintergreen Resort

A welcoming living area is highlighted by a rustic wooden fireplace with a diagonal wood panel accent wall. Large windows offer views of the surrounding greenery, while two leather sofas face a wooden coffee table. Natural light brightens the space, complemented by a nearby lamp.

4.81 out of 5 average rating, 57 reviews

Mountaintop Home, Walk to Lifts

Condo rentals with a patio

A cozy living area features a sleek, brown leather sofa positioned across from a wood-burning fireplace. A glass coffee table is centered on a patterned rug, while a mounted television hangs above, all set against a vibrant green accent wall with textured design.

4.81 out of 5 average rating, 80 reviews

Cozy 1-bedroom Condo with Fireplace Near Ski Slope

4.93 out of 5 average rating, 15 reviews

Wintergreen Ski Retreat, Cozy Condo Near Slopes

A balcony view reveals a vast expanse of rolling green mountains under a clear blue sky. A square table is surrounded by two woven chairs, inviting guests to enjoy the serene landscape of the Blue Ridge Mountains and Rockfish Valley.

4.94 out of 5 average rating, 18 reviews

Condo with Valley Views!

A spacious living area features large windows that provide expansive views of the surrounding landscape. Comfortable seating includes a sectional couch and a reclining chair, arranged around a wooden coffee table. A sleek stone fireplace and a mounted television add to the contemporary decor.

4.95 out of 5 average rating, 37 reviews

Wintergreen Mountain Views - Diamond in the Slopes

The living area features a large sectional sofa facing a stone fireplace, with a wooden accent wall above. Floor-to-ceiling windows provide expansive views of the surrounding forest and mountains. A dining table and four chairs sit nearby, with stylish decor enhancing the inviting atmosphere.

5 out of 5 average rating, 39 reviews

Lovely Ski Front Private 3-bed/3-bath condo

A balcony view captures a serene sunset over snow-covered mountains, with hues of orange and purple in the sky. String lights adorn the railing, and a warm beverage is held in one hand, creating a peaceful ambiance.

5 out of 5 average rating, 39 reviews

Spacious Ski In Ski Out Condo with Mountain View

A deck features two comfortably arranged chairs with cushions, overlooking expansive views of the Blue Ridge Mountains. Clear skies are visible, and the natural landscape extends into the distance, highlighting the serene outdoor setting.

4.97 out of 5 average rating, 30 reviews

Recently updated - views of the Blue Ridge Mtns

A sunset view is captured over the mountains, with the sun dipping below the horizon, casting warm hues across the sky. Dense trees frame the scene, providing a sense of tranquility amid the natural landscape.