Apartment vacation rentals in 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, 124 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!

LocationFamilyOutdoor spaces

4.98 out of 5 average rating, 192 reviews

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

Cozy apartment with beautiful views on a horse farmette on the most scenic road in the county. Located within 15 miles from Charlottesville and only 6 miles from Shenandoah National Park and the Blue Ridge Parkway, this vacation rental is the perfect spot if you are looking for places to hike, scenic drives or visit the many wineries, breweries or cideries located in close proximity. The apartment is situated over the garage and has its own separate entrance offering guests plenty of privacy.

ValueLocationBackyard

4.75 out of 5 average rating, 532 reviews

The exterior features a two-story home with a welcoming red front door. The entrance is accessible by a wooden staircase, surrounded by a deck and landscaped with trees and fallen leaves. A paved driveway accommodates parking for multiple vehicles.

Apartment in Waynesboro

Spacious lower level Airbnb! READ SUMMARY!

Hello everyone! I’m not going to try to convince you to stay at this Airbnb but instead address the issues that guests have complained about in reviews. This listing is priced accurately and cheap because there isn’t much besides 2 king beds, bathroom, washer/dryer. There is a bit of noise from upstairs when people walk around but usually no later than 11 PM. Please keep in mind when reviewing that you’re not paying very much to stay here. If you’re going to complain, please stay elsewhere.

ValueFamilyTV

The living area features a comfortable sectional sofa and a wooden coffee table, with a visible fireplace centrally located. Large windows provide natural light and views of the outdoor space. A mounted television is positioned above the fireplace, complementing the cozy ambiance.

4.85 out of 5 average rating, 107 reviews

Wintergreen Getaway

Relax with the whole family at this peaceful place to stay. Enjoy morning coffee and evening cocktails on the deck fronting the golf course. You will love the location and features! Walking distance to spa, The Wintergreen Nature Foundation, and Fire & Frost. Convenient to slopes, Chestnut Springs pool and Upper Shamokin Falls. A great place to relax after a full day of hitting nearby slopes or hiking trails, and exploring Nelson 151's winery and brewery attractions. Stairs to access. WiFi!

FamilyLocationBathroom

5.0 out of 5 average rating, 3 reviews

Ski-In/Ski-Out + Blue Ridge Views | Wintergreen

Escape to Wintergreen Highland Haven, a beautifully renovated 3-bedroom condo offering incredible Blue Ridge Mountain views and ski-in/ski-out access in the heart of Wintergreen Resort! Located in Devils Knob at the top of the Highlands Express Ski Lift, you’ll be just steps from Upper Cliffhanger, Upper Wild Turkey, and Outer Limits ski runs. Spend your days exploring the mountain, then return home to relax, unwind, and take in the breathtaking Blue Ridge Mountain views from the back deck.

ValueSleep qualityView

4.78 out of 5 average rating, 888 reviews

A spacious studio features a queen-sized bed with crisp white linens and decorative blue pillows. Natural light filters through sheer curtains, illuminating the room. A small artwork in blue hangs above the bed, complemented by bedside lamps. A minimalist table is positioned at the foot of the bed.

Apartment in Afton

Studio Apt. in Wine/Brewery Country/on 151

Clean & bright studio apartment with full kitchen & full bath. Less than 1 mile from Blue Mt. Brewery and Flying Fox Vineyard. Cardinal Point Vineyard, Afton Mountain Vineyard, Silverback Distillery, Valley Road Vineyard & Veritas Vineyard all between 2-5 miles away. Right on 151 also known as "alcohol alley". Tons of breweries, distilleries, ciderys & vineyards all up and down the road. The setting is peaceful. Apt. has fiber internet and Apple TV. Pets welcome for 30 dollars per pet.

ValueFamilyLong stay

A panoramic view of rolling mountains is displayed under a colorful sky during sunrise. Soft clouds hover over the lush green hills, creating a serene landscape. The vast expanse of nature invites tranquility and offers a sense of openness.

4.95 out of 5 average rating, 22 reviews

Family and dog friendly with views and pools!

2 bed/2 full bath renovated condo at the Overlook! Dog friendly! This beautifully renovated condo is appointed with 1 king bed, 1 queen bed and an olympic queen sized sleeper sofa + pack-n-play - it is ideal escape for a couples getaway or a family vacation! Enjoy a great view of the fireworks from the balcony to ring in the New Year or to celebrate our Independence Day. There are legos, magnatiles, children’s books and a rotating assortment of other kids toys to keep kids entertained

LocationFamilyAmenities

4.98 out of 5 average rating, 228 reviews

A bright and airy living area is highlighted by large windows offering mountain views. A casual seating arrangement features a light-colored sofa and a wooden dining table surrounded by black chairs. Sliding glass doors provide access to an outdoor deck.

Apartment in Rockfish

Blue Ridge Bliss - For family & friends to enjoy!

Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from Fire & Frost eatery and the Wintergreen Spa, this is an ideal location.

ValueFamilyLayout

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, 46 reviews

Ski Slope Views & Private Sauna | Dog Friendly

Welcome to the view from above the clouds! Our two-floor penthouse condo right on the ridge at Wintergreen Resort has stunning views of the mountains and ski slopes. On warm days, you can soak in the sun and dine al fresco on the enormous wraparound deck. On chilly nights, there’s a wood-burning fireplace for cozying up. And no matter the weather, you can soothe your muscles in the state-of-the-art infrared sauna. Whether you’re looking for peace or adventure, this is the place!

FamilyLocationLayout

A modern kitchen is equipped with stainless steel appliances and a granite countertop. A pop of color is provided by a turquoise kettle and a 'HOME' sign above the cabinets. Soft lighting is cast from overhead fixtures, illuminating the workspace and creating a welcoming feel.

4.94 out of 5 average rating, 125 reviews

Wintergreen Escape | King Bed + Porch Views

Escape to our four-season Wintergreen condo! Enjoy crisp mountain air, scenic hikes, fall foliage, and nearby wineries and breweries. Walk to Discovery Ridge, the spa, and activities! Relax at the seasonal heated pool, play a round of golf, or explore the Blue Ridge Parkway and Shenandoah National Park. Perfect for couples or families, cook a cozy meal or unwind by the fire after a day outdoors!

ValueFamilyCleanliness

5.0 out of 5 average rating, 14 reviews

*NEW* Fully Renovated Slopeside Condo

New listing! Enjoy stunning views and easy slope access in this beautifully renovated, 2 bedroom Diamond Hill condo. Located directly on the family-friendly slopes, you'll have a front row view of all the skiing and snowboarding action. This condo is extremely comfortable & relaxing and is a short 8-10 minute walk to the Mountain Inn Village with restaurants, activities, market and shops.

LocationFamilyIndoor spaces

The multi-story building is nestled among trees, featuring a set of wooden stairs leading to the entrance. Large windows are visible on each floor, allowing natural light to penetrate. A directory sign with multiple unit numbers is displayed at the base of the steps.

4.82 out of 5 average rating, 252 reviews

Spacious 2 bedroom, 2 bath condo w/ full kitchen

2 bedrooms, 2 full bathrooms with kitchen and living room. Also features a private outside patio overlooking the golf course. Located on top of Wintergreen resort. Access to unlimited hiking trails, ski/snowboarding seasonally, and very short drive to all the winery's and breweries in Nelson county

LocationFamilyHospitality

Popular amenities for Wintergreen Resort apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.94 out of 5 average rating, 16 reviews

Amazing Views! Wintergreen Ground Level Condo

LocationValueComfort

4.95 out of 5 average rating, 22 reviews

little mountain haven. True ski-in Ski out

LocationConditionCleanliness

An outdoor deck is adorned with string lights, creating a warm ambiance. A seating area with a wooden table and lounge chairs is set against a backdrop of lush trees and mountains visible in the distance, inviting relaxation in a natural setting.

4.85 out of 5 average rating, 26 reviews

Walk to Everything -Mtn View at Swoopside Hideaway

FamilyLocationAmenities

5.0 out of 5 average rating, 8 reviews

Condo Atop Wintergreen Resort, Easy Walk To Slope

FamilyLocationBathroom

5.0 out of 5 average rating, 6 reviews

Summer Golf - Walk to Ski | Sleeps 12 | Pets OK

LocationFamilyHospitality

The living area features a leather sofa, a glass coffee table, and a wall-mounted TV. Natural light floods through two windows, enhancing the space. A dining table with four chairs is positioned nearby, and a fireplace adds a cozy touch to the room.

4.94 out of 5 average rating, 16 reviews

Great location/WalktoResort&Hiking/PupFriendly

LocationFamilyView

A cozy living area features a neutral color palette with a comfortable sectional sofa and a second soft sofa. A wooden coffee table is centered between the seating. Artwork is displayed on the wall above the fireplace, complemented by decorative items on the mantel.

5.0 out of 5 average rating, 14 reviews

Cozy base camp for blue ridge adventures

ValueFamilyAmenities

4.91 out of 5 average rating, 94 reviews

Dogwood Haven

FamilyLocationParking

Private apartment rentals

4.97 out of 5 average rating, 31 reviews

Apartment in Waynesboro

Spacious 2BR Apartment w/ Pool & Fenced Yard

ValueFamilyParking

The exterior view of a two-story condo showcases a blend of brown and white siding, with large windows allowing natural light to enter. A wooden deck with steps leads to the main entrance, surrounded by greenery and a gravel pathway.

4.88 out of 5 average rating, 77 reviews

Close to Activities/Shops/slopeside

ValueFamilyAmenities

4.73 out of 5 average rating, 15 reviews

Suite 4 at Piedmont Grove: Deluxe Queen Suite

LocationFamilyCleanliness

Apartment in Fishersville

5.0 out of 5 average rating, 8 reviews

Mountain Oasis: NEW Fishersville Apartment

ComfortNearbyBackyard

5.0 out of 5 average rating, 61 reviews

An open concept living area features a black leather sofa and a cozy reclining chair. A coffee table sits atop a circular rug, with a TV positioned against the wall. The kitchen is visible in the background, showcasing wooden cabinetry and modern appliances.

Apartment in Lovingston

Loft on the Knoll

LocationFamilyCondition

4.98 out of 5 average rating, 51 reviews

A comfortable seating area is depicted, featuring a navy blue sofa adorned with bright orange and white pillows. A round coffee table sits atop a patterned area rug, while natural light streams through glass patio doors opposite. A leather armchair complements the inviting space.

Apartment in Afton

The Rookery

FamilyLocationSleep quality

Bear Haven at Wintergreen

CleanlinessComfortKitchen

Apartment in Greenwood

New place to stay

Blue Ridge Apartment - Gateway to the Mountains

Family-friendly apartment rentals

4.89 out of 5 average rating, 156 reviews

A wooden deck is elevated and features a vibrant red umbrella. Surrounding the deck are leafy green plants and a small seating area with pink chairs. A lattice design is present under the deck, adding texture to the space.

Apartment in Lovingston

Lovingston Get-Away Lovingston, VA

LocationValueAccess

5.0 out of 5 average rating, 51 reviews

A welcoming living space features a gray couch adorned with orange and decorative pillows. A wall-mounted TV is positioned above a faux fireplace, complemented by a glass coffee table. A green accent wall and a patterned rug add character to the area, with wooden shelves displaying various items.

Apartment in Crozet

Mtn Vineyards Getaway

LocationValueLayout

5.0 out of 5 average rating, 9 reviews

Apartment in Waynesboro

The Mountain View Nook

LocationViewQuiet

A living room features a comfortable blue sofa with an ottoman, complemented by two accent chairs. Decorative ski equipment and wooden snowshoes adorn the walls. A rustic wooden bookshelf is visible, while a cozy fireplace adds a warm focal point. Natural light filters through nearby curtains.

4.56 out of 5 average rating, 9 reviews

Snowbody Knows!

ValueLocationDecor

A cozy lounge area features a gray sectional sofa adorned with decorative pillows. A textured rug covers the tiled floor, complementing the surroundings. Art pieces hang on the walls, and a lamp provides gentle illumination. A small table and a plant add a touch of nature.

5.0 out of 5 average rating, 6 reviews

Laurelwood besides market and Inn, king bed

LocationIndoor spacesHospitality

5.0 out of 5 average rating, 3 reviews

Slopeside Condo Ski In Ski Out Diamond Hill

LocationKitchenSleep quality

A living area features a light-colored sofa and a wooden dining table with four chairs. The space is accented by a fireplace and a large window allowing natural light. A decorative rug adds warmth to the room, and a television is mounted on the wall.