Vacation rentals in Charlottesville

4.84 out of 5 average rating, 121 reviews

A bright living area features large windows allowing natural light to illuminate the space. A stone fireplace serves as a focal point, complemented by a combination of seating options, including a blue armchair and a modern couch. Decorative elements and a light-toned area rug enhance the room's comfort.

Home in McGaheysville

Spring Escape Near Massanutten Adventures & Trails

Breathe the mountain air of the Shenandoah Valley! Relax in our lovely home and enjoy the Massanutten Resort and Shenandoah Park. Our prime location is 5 min from hiking, adventure park, water park, horseback riding, golf course, mini golf, skiing and tubing, spa, and bumper cars. 15 min to Skyline Drive, 15 min to Shenandoah River Enjoy nearby wineries, farms, caverns. *High-speed internet, streaming services, fully equipped kitchens, and comfortable bedding. **Driveway is very steep**

4.95 out of 5 average rating, 184 reviews

The property is illuminated by warm string lights, highlighting the expansive deck and cozy seating area. A fire pit sits in the foreground, surrounded by chairs. The home’s large windows glow softly, showcasing the inviting atmosphere of the retreat nestled in the trees.

Home in Elkton

Hottub 5 acres, Great hiking,The best views around

Stony Creek Lookout is a one-of-a-kind luxury retreat perched in the serene seclusion of the mountains.Brand new complete renovation, modern amenities, hot tub, sizable elevated deck, video/board games, theatre room, kayaks and high quality furnishings !This extraordinary stay adjoins the Shenandoah NatlPark with the best views in the Shenandoah Valley, hike out your back door. Pet friendly, 5 min from Massanutten 4 season resort, Shenandoah River & much more. Great Wifi & cell service! 5 TVs

4.92 out of 5 average rating, 374 reviews

The cabin's exterior is enhanced by warm lighting from the screened porch, creating a welcoming atmosphere. A set of stairs leads up to the entrance, framed by greenery. The surrounding night sky adds a serene contrast to the illuminated structure.

Cabin in Shenandoah

Romantic Cozy Cabin Firepit Fireplace Fast Wi-Fi

Embrace the endless beauty of the Shenandoah Valley from this private mountain retreat with stunning sunset views and endless stars. Enjoy the community's private access to the Shenandoah River. Escape the city, but still have access to our modern comforts of cell phone service and WIFI. Relax in front of the wood-burning fireplace. or just enjoy reading a book on the swing in the screened porch. Our property has one security camera and noise monitoring at the entry area of the front door.

Apartment in McGaheysville

4.84 out of 5 average rating, 251 reviews

Massanutten Cozy Condo with Hot Tub & Jacuzzi

Luxury Apartment ideal for families with little kids in Massanutten. There is a huge deck with private 5-person Hot Tub and small playground on it. It is located only 5 minutes away from the ski lodge, go karts, bumping cars, Mini Golf.The Campfire Grill Restaurant is only 2 minutes away. The indoor and outdoor Water park is 8 minutes away. A gorgeous and spacious retreat in the best location for skiing/snowboarding, exploring the resort, hiking, relaxing, and enjoying the fresh mountain air.

4.97 out of 5 average rating, 182 reviews

Cabin in Stanley

Stunning Mountain Views in Luxurious Log Home!

Perfect for couples or families wanting STUNNING MOUNTAIN VIEWS (from the cabin & from the hot tub) in the ideal location. Romantic, luxurious & immaculately clean custom cabin, fully equipped w/all pine interior. Super close to Shen Natl Park/Skyline Drive, Luray Caverns, unique shops & markets, restaurants, horseback riding, fishing, golf, wineries/breweries, historic sites, Shenandoah River, Lake Arrowhead & the slopes of Massanutten Resort! Find us at LURAY MOUNTAIN CABINS for SPECIALS!

4.86 out of 5 average rating, 101 reviews

A private porch is shown with wooden flooring and a rustic wooden ceiling. Several outdoor chairs are arranged around a small table. Trees are visible in the background, providing a natural setting.

Cabin in Crozet

Cozy Cabin Near Wineries, Breweries, UVA, & Hiking

Eco-friendly cabin overlooks a lake in mountains of Virginia. Small 450 sq ft, cottage has a queen size bed in the primary bedroom, bunk beds in the second bedroom and a full size futon in living room. Fully equipped kitchenette with modern appliances and breakfast table. Bathroom and shower. Wi-Fi. Private porch. Pets are welcome for an additional fee. Hike, canoe, fish and bike onsite on a 129 acres. Close by wineries, 15 min to Shenandoah National Park. This cabin is ideal for families!

4.79 out of 5 average rating, 464 reviews

A log cabin exterior showcases a welcoming entry with a dark front door framed by two tall green plants. Two rocking chairs are positioned on a spacious red deck, offering views of the surrounding landscape and mountains.

Cabin in Shenandoah

Shenandoah Sunsets~Breathtaking Views~ New Hot Tub

*Weekends fill fast, but we have great weekday rates! --Breathtaking mountain top cabin with private river access • 180 degree sunset views from 4 decks • Minutes from downtown Luray & Massanutten Resort • Backs to 400 acres of private woodlands • Fully equipped & stocked kitchen • Gas Fireplace • Grill • Onsite washer & dryer • Queen sofa bed • Foosball table • Satellite internet • Smart TVs • Paved driveway • Extensive DVD collection + games • Come feel the amazing mountain top breezes

4.97 out of 5 average rating, 202 reviews

Cabin in Afton

Inn at the Woods: Updated Cabin w/Mountain Views

Fall in love with the charm of this recently updated ‘Hansel & Gretel’ style cabin located on Castle Rock Mountain. This cabin has 3 bedrooms + a loft, with a total of 4 queen beds. Hike and explore the 20+ acres or relax on the large multi-tiered deck and fire-pit area while soaking in the mountain sunsets. Enjoy nearby dining, breweries, or wineries, the historical town of Charlottesville, or spa, golf, tennis, and skiing at the Wintergreen Resort - both just a short drive away.

Condo in Wintergreen Resort

A spacious outdoor deck features a round dining table surrounded by tall chairs, complemented by a striped couch with soft cushions. An umbrella provides shade, while the scenic mountain views extend into the distance, above a layer of mist.

4.94 out of 5 average rating, 132 reviews

BlueRidge Getaway- Dog Friendly

Relax and enjoy spectacular top-floor mountain views from the deck. This recently renovated unit is at the top of the mountain close to many hiking trails. Visit the Wintergreen village, with its restaurants and shops, with a 5 minute drive or an easy hike through the woods. You also have access to Rhodes Farm and Chestnut Hills pool. This condo is convenient to Devils Backbone, Bold Rock, and the litany of other breweries, cideries, distilleries, and restaurants. Dogs welcome!

4.91 out of 5 average rating, 150 reviews

Home in McGaheysville

Pleasant Place near Massanutten Resort!

Located near Massanutten Four Season Resort, Pleasant Place offers everything you need for a comfortable stay. Whether you are looking for a weekend getaway or new views for your telework station, this property has it all. With an abundance of light, an outdoor firepit, and full deck dining, you are sure to get some much-needed relaxation in the mountains. Minutes away from Massanutten Ski Lodge, two 18-hole golf courses, year round indoor/outdoor water park, and more!

4.96 out of 5 average rating, 184 reviews

A captivating display of natural formations is featured, showcasing intricate stalactites hanging from the cave ceiling. The formations exhibit a range of textures in muted tones, highlighted by the warm lighting that casts gentle shadows across the stone surfaces.

Cottage in Shenandoah

Cozy Cottage Retreat: SNP, Luray Caverns, River

Clean & cozy cottage conveniently located in the town of Shenandoah. Guest love the central location to Shenandoah National Park via Elkton Swift Run (12 miles) or Luray Thornton Gap (28 miles), Luray Caverns (15 mi), Massanutten Resort (9 mi), and a short drive to local colleges like JMU, EMU, and Bridgewater College. Walking distance to Shenandoah River, a public boat landing, local stores and small parks. Please check out our reviews to see what guest have to say.

4.96 out of 5 average rating, 141 reviews

A scenic driveway lined with a wooden fence leads to a rustic red house in a serene setting. Lush green fields and trees frame the scene, with distant hills visible under a clear blue sky.

Chalet in Brightwood

Charming Chalet in Blue Ridge Wine Country

NEW! PICKLEBALL/BASKETBALL COURT PUTT PUTT GOLF Sunset Ridge is in the heart of all you want to do! Newlyweds to families, everyone will love it here! The peace and quiet of the country, or the excitement of exploring new and different places, all await you! Check out our guidebook for local attractions, restaurants, nightlife, and sightseeing. Enjoy the serenity of the country! Follow us: @sunsetridgechalet

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Charlottesville vacation rentals

Stay near Charlottesville's top sights

UVA University Hospital21 locals recommend

Downtown Mall291 locals recommend

University of Virginia251 locals recommend

Mas160 locals recommend

Bodo's Bagels143 locals recommend

Tavola128 locals recommend

Home rentals in Charlottesville

5 out of 5 average rating, 134 reviews

A modern kitchen showcases sleek cabinetry and stainless steel appliances. An expansive island with seating for four is topped with a light-colored granite surface. Pendant lights hang above, illuminating the space. Wood flooring extends throughout, enhancing the open and inviting layout.

Home in Charlottesville

Wine weekends!

4.9 out of 5 average rating, 212 reviews

An open concept dining area features a rustic wooden table surrounded by modern white chairs. A large wire pendant light hangs above the table. A cozy seating area with a dark sofa is visible in the background, along with a stylish fireplace and artworks displayed on a shelf.

Home in Charlottesville

Beautiful Victorian Treehouse|Btwn UVA +Dtwn Cvill

Home in Town of Rockingham

A two-story brick house is set against a well-maintained lawn, featuring neatly trimmed hedges and colorful shrubbery. Steps lead to the main entrance, framed by large windows. The surrounding landscape includes trees and an expansive driveway, providing ample space for parking.

4.78 out of 5 average rating, 260 reviews

Stone Spring - Heated Salt Pool - on 2.5 Acres

4.95 out of 5 average rating, 160 reviews

A spacious house with a red metal roof is set against a backdrop of rolling hills and blue mountains. The surrounding landscape features lush green fields, dotted with hay bales, creating a serene rural atmosphere.

Home in Stanley

Panoramic Mtn Views: Game Room, Hot tub, Fire pit!

4.97 out of 5 average rating, 130 reviews

A brick house is framed by a well-maintained lawn and leafy trees. A stone pathway leads to the front door, surrounded by greenery. The overall setting conveys a peaceful ambiance, enhanced by the dappled sunlight filtering through the branches.

Home in Charlottesville

Wakefield Ct | Private Parking spots | Fast WiFi

4.97 out of 5 average rating, 105 reviews

Home in Crozet

"The Shire" at Hollow View: Crozet Farmhouse

4.89 out of 5 average rating, 147 reviews

A well-lit staircase leads to the lower level, featuring a pendant light that adds warmth. A large window allows natural light to fill the space, illuminating a comfortable seating area with brown leather sofas positioned below.

Home in McGaheysville

Hot Tub | King Bed | Family/Dog Friendly | BBQ

4.94 out of 5 average rating, 161 reviews

A bright living room showcases a light-colored sofa adorned with colorful cushions. A wooden coffee table is centered on a textured area rug, with a potted plant nearby. Artwork decorates the walls, and a modern chair completes the cozy space next to a fireplace.

Home in North Downtown

Wine Cellar Cottage | Walk to Downtown | Parking

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Apartment rentals in Charlottesville

Apartment in Harrisonburg

A spacious brick home is shown with a well-maintained exterior, featuring a two-car garage and a driveway accommodating two vehicles. Lush greenery and rose bushes line the front yard, complementing the bright blue sky in the background.

4.93 out of 5 average rating, 411 reviews

Private apartment in a new home close to JMU

4.92 out of 5 average rating, 587 reviews

A modern kitchen features a large stainless steel island with a smooth surface, complemented by wooden cabinetry. In the background, a spacious living area is visible, furnished with a couch and decorative accents, creating an inviting open-concept layout.

Apartment in Belmont

Luxury, open space, in the HEART of Belmont!

Apartment in Charlottesville

A bright living area features heart pine floors and wooden beams, creating a rustic charm. A patterned armchair and blue recliner are positioned near a coffee table. The open kitchen showcases modern appliances and a breakfast bar, inviting comfortable cooking and dining.

4.78 out of 5 average rating, 296 reviews

Classy new renovation in Fifeville

4.96 out of 5 average rating, 217 reviews

A charming one-story apartment is nestled under a colorful twilight sky, with light pink and purple hues reflecting off the clouds. A flowering tree adds to the scene, while a spacious deck invites relaxation. The surrounding grounds are gently sloping and grassy.

Apartment in Madison

The Apartment at Dark Run Retreat

4.91 out of 5 average rating, 118 reviews

Apartment in Belmont

Lovely apartment in Belmont Cville neighborhood

4.92 out of 5 average rating, 454 reviews

A living area features a light-colored sofa adorned with an accent pillow, positioned next to a textured area rug. A coffee table with a geometric base stands in the center, surrounded by artwork on the walls. A ceiling fan and window provide the space with natural light.

Apartment in Belmont

Private appartment in Charlottesville / Belmont

Apartment in Charlottesville

The exterior view of the house features a light yellow façade with white trim and a front porch supported by two columns. A pathway leads to the wooden front door, surrounded by landscaped greenery and blooming flowers. Tall trees provide a natural backdrop.

4.99 out of 5 average rating, 281 reviews

Fabulous Terrace Level Apartment In City

Apartment in Harrisonburg

4.91 out of 5 average rating, 739 reviews

Restful Hilltop Apartment: No cleaning fees!

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Pet-friendly vacation rentals in Charlottesville

4.94 out of 5 average rating, 154 reviews

Home in Staunton

Ridgeview Retreat: Mountain Views and Pet Friendly

4.99 out of 5 average rating, 146 reviews

A welcoming country house is shown with a light blue exterior and a metal roof. Two chairs are positioned on the porch, surrounded by colorful flower beds. A concrete pathway leads to the entrance, enhancing the inviting atmosphere of the home.

Farm stay in Louisa

Pet-Friendly Country Farm House on Pond

4.85 out of 5 average rating, 141 reviews

A modern-rustic cabin is situated among tall trees, showcasing a wooden exterior and a deck with seating. Colorful autumn leaves cover the ground, providing a warm contrast to the natural surroundings. The space appears inviting and connected to nature.

Home in Stanardsville

Cozy 2BR Cabin w/Hot Tub, Fire Pit Near Shenandoah

4.9 out of 5 average rating, 110 reviews

A cozy living space features a queen bed with a light-colored coverlet, accompanied by a small sofa adorned with red cushions. A wooden coffee table and a black chair enhance the inviting atmosphere, while natural light filters through two windows, illuminating the room.

Apartment in Troy

Black Cat Retreat

5 out of 5 average rating, 244 reviews

A sheltered area features a grill under a wooden frame, set on a grassy patch surrounded by trees. A wooden fence encloses the space, providing privacy and a natural setting among the greenery.

Cottage in Tyro

Bear Creek Inn

4.98 out of 5 average rating, 126 reviews

The cabin's exterior features a rustic log design, surrounded by landscaped gardens. A spacious wooden porch invites relaxation, while a sloped roof and large front entrance enhance its welcoming appearance. Green trees frame the property, creating a serene backdrop.

Cabin in Shenandoah

Spotted Fawn Cabin - Shenandoah VA

4.98 out of 5 average rating, 169 reviews

A wooden exterior of the home is complemented by a spacious deck featuring an umbrella for shade. The yard is large and green, surrounded by trees, creating a natural, serene environment. The sky is partially cloudy, enhancing the peaceful atmosphere.

Cabin in McGaheysville

Relaxing Pet Friendly Cabin-King Bed-Well Equipped