Condo vacation rentals in Charlottesville

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Top-rated condo rentals in Charlottesville

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Guest favorite

Condo in Wintergreen Resort

4.9 out of 5 average rating, 140 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.

Guest favorite

Condo in Wintergreen Resort

4.97 out of 5 average rating, 112 reviews

2 bdrm/2 full bath Best Views of Blue Ridge Mtns.

Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want to get a closer look step out on the observation deck to see the beautiful mountains and ski slopes (seasonal). Patio furniture is on the deck to enjoy morning sunrises and evening sunsets. All new stainless steel appliances in kitchen, Freshly painted throughout. 2 bedroom 2 bath Lots of activities to do at the Wintergreen Resort all year long. Year round resort activities.

Guest favorite

Condo in Wintergreen Resort

5 out of 5 average rating, 206 reviews

Wintergreen: Minutes from ski slope Sunset Vista.

Welcome to Sunset Vista Villa! This beautifully appointed, 2 bedroom, 2 bath, first-floor-unit with second story views, is centrally located to all of the amenities the Wintergreen Resort has to offer. It comfortably sleeps five and with its western vistas, sunsets are a thing to behold! Whether you spend your days hiking, skiing or enjoying the wineries and breweries, Sunset Vista Villa will be sure to enhance your stay. Book today & come enjoy the Wintergreen Resort and Blue Ridge Mountains!

Guest favorite

Condo in Wintergreen Resort

4.98 out of 5 average rating, 109 reviews

1 bedroom condo close to hiking breweries & resort

Enjoy the mountains in the spring & summer enjoy hiking or a swim in the pool! 1BR 1BA centrally located in Wintergreen 5 minute walk to Wintergreen resort Close to many hiking trails Enjoy the many breweries & wineries in the area Mountaintop Market is across the street 1 Bedroom 1 Bath & New queen sleeper sofa Stocked kitchen, cookware, spices & cooking oils Premium coffee & assorted tea Private furnished patio Wood burning fireplace (wood provided) flat screen TV w/ streaming channels

Superhost

Condo in Wintergreen Resort

4.84 out of 5 average rating, 101 reviews

Perfect Ski and Snowboard getaway!

Retreat to this cozy mountain condo and escape the endless rush of day-to-day life! Enjoy the gorgeous mountain view while relaxing on the patio overlooking Devil's Knob golf course, relax your day away at the Spa at Wintergreen, or explore nature while hiking nearly 30 miles of trails winding throughout the resort. Located less than a mile from the main resort and within short driving distance to numerous restaurants, breweries, and local attractions, you're sure to find something to love!

Guest favorite

Condo in Wintergreen Resort

4.96 out of 5 average rating, 182 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.

Guest favorite

Condo in Wintergreen Resort

4.97 out of 5 average rating, 107 reviews

2-min drive from ski slopes/hiking, free firewood!

Peaceful, newly renovated mountain-top retreat. Relax or work from home. End your day with a hike or personal spa treatment before you linger with a glass of wine over an amazing view at sunset. It’s 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 pools CLOSED

Guest favorite

Condo in Wintergreen Resort

4.94 out of 5 average rating, 219 reviews

Eight Minute Walk to Everything

This one-bedroom, one-bath condo is centrally located. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within an 8 minute walk. It's a one-story, downstairs unit that includes a back porch with just a few steps down to the ground. Perfect for taking the dog outside in the pet-friendly space. Full kitchen and dishes, wood-burning fireplace, balcony, and all towels and linens are provided for your convenience. Sleeps 3.

Guest favorite

Condo in Wintergreen Resort

4.9 out of 5 average rating, 134 reviews

Cozy Comfort with a View - Wintergreen Resort

Our private, spacious, dog friendly condo is just a 5 minute walk to the main lodge with shops, restaurants, and of course the slopes! Shuttles run during ski season as well. Beautiful hiking trails are just outside the door, and a short drive will get you to the Blue Ridge Parkway, Crabtree Falls, Stoney Creek Golf Course, and the famous Route 151 with Virginia's finest breweries and wineries. There is a community pool available in Wintergreen Resort during the summer months.

Guest favorite

Condo in Wintergreen Resort

4.98 out of 5 average rating, 181 reviews

Cozy getaway w/ heated floors, dog friendly

Step into a beautifully crafted retreat where a stunning live-edge oak breakfast bar with leather stools awaits. Enjoy the elegance of granite countertops and sleek stainless steel appliances. The cozy living room, with its plush leather sofas and a warm fireplace, offers the perfect spot to relax. Accommodating up to 3 guests, you'll find a luxurious queen bed and a convenient twin pull-out sofa. Radiant heated floors add an extra touch of comfort throughout your stay.

Guest favorite

Condo in Wintergreen Resort

4.98 out of 5 average rating, 206 reviews

Best View in the Blue Ridge from Biscuit's Porch

One of the best sunrise views in the Blue Ridge Mountains! Spend your days hiking over 30+ miles of trails (including the Appalachian Trail), driving the Blue Ridge Parkway, kayaking in the lake in the summer, skiing one of the regions best mountains in the winter, or exploring Virginia's brewery and wine country. Whichever you chose, we're certain you'll enjoy your time at Biscuit's Porch. We're excited to help you have the best Blue Ridge Getaway!

Guest favorite

Condo in Wintergreen Resort

4.94 out of 5 average rating, 233 reviews

Cozy, clean mountain condo- King bed, dog friendly

Everything you need to make your getaway relaxing and convenient has been thought out in this tastefully decorated condo including new King Bed, Queen sofa pullout bed, plush linens, new spacious couch, 55" & 28" Smart TVs, Roku, WiFi, DVD player & movies, fully equipped kitchen, dining area for 4, wood burning fireplace, and private patio. Non-smoking condo. Please provide all guest names and dog info if applicable upon inquiry or booking.