Cottage vacation rentals in Charlottesville

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Top-rated cottage rentals in Charlottesville

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Top guest favorite

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

4.99 out of 5 average rating, 188 reviews

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

Top guest favorite

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

5 out of 5 average rating, 127 reviews

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.

Top guest favorite

The cottage is framed by lush greenery and trees, showcasing rustic wooden siding and a steeply pitched roof. Large windows allow natural light to fill the interior. A pair of rocking chairs is situated on the porch, inviting relaxation in a serene outdoor setting.

Cottage in Afton

4.99 out of 5 average rating, 241 reviews

Oasis in the Blue Ridge -Rt. 151 Brew Ridge Trail

Welcome to the Glass Hollow Cottage! Come make yourself at home and enjoy the rustic charm of our custom hand-built cottage. A perfect getaway for a couple or friends who want a 1-of a-kind destination. Adventure and R & R await you!!! Enjoy the well stocked kitchen & the bright, clean, cheery ambience.... everything you need to feel at home & then some. Prime location: Just minutes to Rt. 151/Brew Ridge Trail, dozens of popular wineries/breweries, Wintergreen Resort & Shenandoah Nat. Park.

Top guest favorite

The image showcases a cozy front porch featuring two rocking chairs, perfect for enjoying mountain views. The living area displays a comfortable couch and a stylish coffee table. A private hot tub is visible on the rear deck, complemented by scenic outdoor seating arrangements.

Cottage in Afton

4.97 out of 5 average rating, 125 reviews

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Welcome to Towler Cottage, a getaway in the heart of Route 151 in Afton. The cottage is within minutes from the best wineries and breweries, great local trails, and the Blue Ridge Parkway! Relax in the hot tub on the rear deck, or sit out by the fire pit and gaze at the stars. Enjoy great mountain views from the front porch rocking chairs. With one bedroom with a queen bed, plus a pull-out couch in the living room, the cottage is perfect for couples. Located 25 minutes from Charlottesville.

Top guest favorite

A comfortable seating area is highlighted by a dark sectional sofa adorned with decorative pillows. A wooden coffee table sits at its center, accompanied by a small potted plant. Light enters through two windows, framed by simple blinds, while leafy plants enhance the inviting atmosphere.

Cottage in Woolen Mills

5 out of 5 average rating, 271 reviews

Meade Cottage

Lovely 1940s cottage located in beautiful downtown Charlottesville. Less than 1 mile to the downtown mall, with coffee shops and top Belmont restaurants close by, some within a 5 minute walking distance. The cottage is across the street from Meade Park and the Wednesday farmers market from May to September. Perfect for a romantic couples getaway or a family vacation. The space is ideal for a traveling professional in Charlottesville and needing to be close to the University or the Hospital.

Guest favorite

An open living space features large windows framing views of the surrounding mountains. A round table surrounded by chairs is positioned near the window, while a cozy seating area is arranged with a blue lounge chair and a sofa bed, inviting relaxation.

Cottage in Afton

4.95 out of 5 average rating, 111 reviews

Ridge Top Contemporary Cottage-Inspiring Mt. Views

Modern studio cottage in stunning mountain setting. Feels like your own mountaintop treehouse retreat, yet is only a few miles from Nelson County amenities: wineries, breweries, hiking trails, restaurants, and coffee shop are a short drive down Route 151. The cottage is 465 sf with a wraparound deck adding 450 sf. High ceiling with a wall of windows offering mountain views in every direction. Luxury king sized bed. Newly redesigned smooth and EZ entry road for all cars as of May, 2024.

Guest favorite

A cozy cottage is set against a backdrop of rolling hills, with a large tree and string lights enhancing the outdoor area. A fire pit is surrounded by chairs, while a picnic table invites outdoor meals. A hammock is visible in the background, creating a peaceful retreat.

Cottage in Crozet

4.91 out of 5 average rating, 184 reviews

Idyllic Cottage Retreat

Kick back and relax in this 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.

Top guest favorite

A view from an open doorway reveals a covered porch with white rocking chairs. A welcome mat lies on the wooden floor, leading to a scenic landscape of rolling hills adorned with autumn foliage. A glimpse of black chairs is visible in the distance.

Cottage in Gordonsville

5 out of 5 average rating, 176 reviews

Merry View Cottage

Our newly renovated farm cottage sits at the edge of a grove of giant hardwoods. Enjoy year round mountain views, including Merry Mountain. Ease into the morning while watching wildlife from a front porch rocker. Visit local wineries, breweries, restaurants, museums, shops, hiking trails or wedding venues. Unwind in the hammock or practice yoga on the back deck. Prepare dinner in our full size kitchen. Then, star gaze around the fire-pit after dark. This peaceful oasis awaits you.

Top guest favorite

A panoramic view of a serene countryside is showcased, featuring rolling green fields and a backdrop of the Blue Ridge Mountains. Fluffy white clouds dot a bright blue sky. A rustic barn and a winding dirt road are visible in the distance, enhancing the peaceful landscape.

Cottage in Charlottesville

4.95 out of 5 average rating, 666 reviews

Tranquil Cottage sleeps 5

An adorable home with breathtaking sunsets over the Blue Ridge mountains. We are 4 miles to downtown and minutes to many vineyards, shows and restaurants. Enjoy comfortable beds, the fire pit with Adirondack chairs, big skies filled with stars and animals. Walk our country roads, feed the horses, enjoy the views of the mountains and meadows. Base price is for 2 people, no pets or children under 8 for safety. Stays more than 3 nights will have an added cleaning fee of 20.00

Top guest favorite

A serene patio area features a small round table surrounded by two black chairs. Lush greenery and a pathway visible in the background enhance the tranquil setting, with garden views inviting relaxation.

Cottage in Charlottesville

5 out of 5 average rating, 156 reviews

Honey B (Honey House 2) Newly renovated near UVA

Recently renovated, clean and comfortable with many amenities. Honey B has a lofty feel with the footprint of a small house. High ceilings and several skylights allow for light and privacy in the quiet neighborhood of Sherwood Farms. Located on the southwest side of Charlottesville, just 7 minutes to Scott Stadium, UVA campus, and restaurants, 10 minutes minus plus to historic downtown mall, Thomas Jefferson’s Monticello and central to many major wineries and breweries.

Top guest favorite

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

4.98 out of 5 average rating, 148 reviews

The Cottage at Peavine Hollow Farm-No cleaning fee

Cottage will reopen fully on 10/1. 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.

Guest favorite

The cottage features a distinctive red exterior with a green roof, set amidst lush greenery. A welcoming front porch is visible, with two chairs placed on it. The surroundings include trees and a clear blue sky, emphasizing a tranquil outdoor setting.

Cottage in Ruckersville

4.9 out of 5 average rating, 325 reviews

Lake Haven Cottage

Make yourself at home at our peaceful 1-bedroom cottage that has everything you need for your trip to the Blue Ridge Mountains. The cottage comes with heating, AC, Washer+Dryer and DIRECTV. During your stay, you can also enjoy using a convenient private bathroom, kitchen, and living room. Our Airbnb is within driving distance to UVA, the Skyline Drive & Shenandoah National Park, local wineries, craft breweries and much more!