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Cottage holiday rentals in Charlottesville

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Quick stats about cottage rentals in Charlottesville

  • Total holiday rentals

    Explore 10 holiday rentals in Charlottesville

  • Nightly prices starting at

    Charlottesville holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 3,230 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Charlottesville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Charlottesville rentals

  • 4.9 Average rating

    Charlottesville stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated cottage rentals in Charlottesville

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Top guest favourite
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.

5.0 out of 5 average rating, 167 reviews
Top guest favourite
The exterior of the cottage features a charming white facade, accented by large windows that allow natural light to fill the interior. A welcoming wooden front door is centered in the design, with stone steps leading up to the entrance, surrounded by a manicured lawn.
Cottage in Charlottesville

The Peony Cottage in Charlottesville

This private cottage is conveniently located between Crozet and Ivy. Perfect location for accessing Monticello Wine Trail, the Blue Ridge Parkway/Skyline Drive, Wintergreen Resort, and enjoying all University of Virginia events! 3 miles from Downtown Crozet & King Family Vineyard 4.5 miles from Chiles Orchard 8.5 miles from John Paul Jones Arena 10 miles from Blue Ridge Parkway - North Entrance 30 miles from Wintergreen Resort Join us as we watch the progress of our newly planted peony field!

5.0 out of 5 average rating, 106 reviews
Top guest favourite
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

5.0 out of 5 average rating, 258 reviews
Superhost
A charming cottage exterior showcases a green facade with textured wood siding, complemented by a welcoming porch. Outdoor seating is provided by rustic chairs around a fire pit on the lawn. A table nearby offers an inviting spot for dining, set against a backdrop of distant mountains.
Cottage in Crozet

Idyllic Cottage Retreat

⭐️ Condé Nast Traveler Approved ⭐️ 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.

4.89 out of 5 average rating, 261 reviews
Top guest favourite
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

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.

4.97 out of 5 average rating, 192 reviews
Guest favourite
The exterior of a charming cottage is featured, showcasing white brick walls and a sloped gray roof. Two dormer windows enhance the appearance, while a welcoming red door serves as a focal point. Well-maintained green grass and manicured shrubs surround the house, creating a friendly environment.
Cottage in Charlottesville

Adorable cottage steps from Grounds

A cozy Milton Grigg designed cottage and detached carriage house three minutes walk to the Lawn and ten minutes walk to the Stadium. Nestled in a wooded neighborhood. Perfect for visiting parents, UVA chapel weddings, med student rotations, and football games. NOTE: The cottage sleeps five adults and the carriage house two adults. There is one bathroom in the cottage and one in the carriage house. Please read through all the information in the 'Description' section below before booking.

4.91 out of 5 average rating, 458 reviews
Guest favourite
A rustic wooden structure is surrounded by lush greenery, featuring a spacious covered porch that invites relaxation. The entrance pathway is lined with stones, leading to large windows that provide an abundance of natural light. The surrounding foliage creates an intimate and serene atmosphere.
Cottage in Charlottesville

The Ivy Rose Tea House, 15 min to Cville & Mtns

Welcome to The Ivy Rose Tea House in the heart of Ivy, located just 15 minutes to Charlottesville, Crozet and Route 151 (also known as Brewery Trail). This is a unique property located on 3 acres right along Route 250. The wrap around covered deck on 3 sides offer privacy, views and a relaxing place to enjoy a meal outside or morning coffee. This character rich home was built for the guest who wants a cozy experience in the country. Fully equipped kitchen. We would love to welcome you!

4.94 out of 5 average rating, 159 reviews
Top guest favourite
An outdoor tub is positioned on a stone patio, surrounded by wooden fencing. Glass doors reveal a cozy bedroom with warm textiles. Soft lighting enhances the space, while a small table nearby holds two glasses and a bucket, inviting relaxation.
Cottage in Faber

Luxury Cottage | Outdoor Tub + Mountain Views

Soak in a private outdoor bathtub beneath the stars, wake to mountain views from your king bed, and open an entire wall of glass to bring the Blue Ridge Mountains inside. Welcome to The Cottage at Perkins Hollow Retreat! Located in Nelson County, just minutes from the Nelson 151 Brew Trail, award-winning wineries, breweries, hiking, and only 25 minutes from Charlottesville, The Cottage is the perfect destination for a romantic getaway, anniversary, honeymoon, or peaceful retreat.

4.99 out of 5 average rating, 166 reviews
Top guest favourite
The exterior of the house is framed by vibrant autumn foliage, showcasing a mix of reds, oranges, and yellows. Stone steps lead to a welcoming porch, illuminated by soft interior lights. A gravel pathway is bordered by lush greenery, enhancing the natural setting.
Cottage in Palmyra

Hawkwood House King Bedroom

Hawkwood House is close to Charlottesville, VA. It is in a 100-acre wood. Two guests share downstairs bedroom. Guests may use upper floor only with prior arrangements. It is a very quiet, peaceful setting. It is located near historic sites from colonial times of the United States and the Civil War and near Charlottesville VA and homes to three early US presidents (Monticello, Ash Lawn and Montpelier).

4.97 out of 5 average rating, 178 reviews
Top guest favourite
The exterior of Shade Tree Cottage is highlighted by a front pathway leading to a welcoming front door, painted in red. Soft garden lighting illuminates the surrounding landscape, enhancing the cottage's rural charm against a dusky sky.
Cottage in Gordonsville

Country Cottage with Modern Amenities

Looking for a relaxing weekend getaway in Virginia's countryside? Welcome to the Shade Tree Cottage! This home dates back to the Civil War and is full of cottage vibes. Located just a 3-minute drive from downtown Gordonsville, the home is the perfect combination of rural retreat and launch pad to some of Central Virginia's best wineries, historic sites, and attractions.

4.99 out of 5 average rating, 117 reviews
Top guest favourite
A covered patio is featured at the entrance of the cottage, furnished with a swinging bench and hammocks. A small table adds functionality, and a welcoming sign is displayed on the wall, creating an inviting outdoor space surrounded by natural greenery.
Cottage in Charlottesville

Mechums River Nature Retreat

Mechums River Nature Retreat is a place to get away from it all, but only 10 miles from downtown C'ville. Newly renovated solar powered cottage is set on 35 private acres. Trails lead to creeks, waterfalls and the Mechums River. Hammocks, tubes, and paddle boards are provided. The surrounding area is a mecca for walkers, runners and bicyclists.

4.97 out of 5 average rating, 247 reviews
Guest favourite
A whimsical logo features a pink outline of a cottage, complete with a sloped roof and large front windows, evoking a charming and inviting atmosphere. The text 'Pink Cottage @ Locust Grange' is displayed prominently, emphasizing the location in Charlottesville, Virginia.
Cottage in Charlottesville

pink cottage @ locust grange

A dog lover’s paradise fenced in and safe for your beloved dogs. Located near the University of Virginia,Scott Stadium and all the other sport arenas.Short distance to UVA hospital and 2 miles from downtown Charlottesville. Walking distance to several restaurants and hiking trails. Ample parking right outside cottage.

4.93 out of 5 average rating, 229 reviews

Popular amenities for cottage rentals in Charlottesville

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top guest favourite
An aerial view captures the guest house and the surrounding property, showcasing a spacious grass area and a 30,000-gallon in-ground pool. The pool area features several blue lounge chairs and is framed by mature trees and landscaped pathways.
Cottage in Madison

THE PERFECT HIKING & WINERY COUNTRY RETREAT

4.95 out of 5 average rating, 510 reviews
Top guest favourite
A modern cottage is nestled among vibrant autumn foliage, featuring a gravel pathway leading to the entrance. Large windows illuminate the building, while a covered porch invites relaxation. The surrounding landscape offers a serene green lawn, complemented by trees displaying fall colors.
Cottage in Elkton

Hot Tub*Near National Park & Massanutten*42 Acres

4.99 out of 5 average rating, 122 reviews
Top guest favourite
A new cottage is set against the backdrop of rolling hills and mountains, featuring a metal roof and welcoming porch. A hot tub is positioned on the patio, while a gravel path leads up to the house, surrounded by open farmland with a sunset in the distance.
Cottage in Elkton

Shenandoah River Retreat

4.99 out of 5 average rating, 219 reviews
Top guest favourite
A charming cabin is nestled among tall trees, featuring a blue exterior and a sloped roof. A covered porch is visible, with colorful chairs providing a cozy sitting area. A hammock hangs between two trees, inviting relaxation in the serene woodland setting.
Cottage in Orange

Our Happy Place

4.97 out of 5 average rating, 211 reviews
Superhost
An inviting outdoor deck features a luxurious hot tub surrounded by trees, creating a serene retreat. Inside, a vibrant bathroom showcases floral wallpaper and elegant fixtures. A cozy bedroom is highlighted by bright orange walls, while the living area features a comfortable blue couch and greenery.
Cottage in Stanley

Cozy Retreat | Hot Tub + Fire Pit | Shenandoah NP

4.86 out of 5 average rating, 221 reviews
Superhost
Cottage in Keswick

Stonemont Farm Cottage with HOT TUB!

4.75 out of 5 average rating, 20 reviews
Guest favourite
A charming cottage is depicted with a steeply pitched roof and a white exterior. Green shutters frame the windows, and flower boxes hold vibrant plants. A wooden gate leads to an inviting entrance, surrounded by manicured grass and a stone wall.
Cottage in Elkton

Cheerful & Charming Newly Renovated Cottage

4.98 out of 5 average rating, 64 reviews
Top guest favourite
Cottage in Elkton

Hillside Hideaway. Quiet.clean.hot tub.family

4.93 out of 5 average rating, 76 reviews

Pet-friendly cottage rentals

Guest favourite
The exterior of a cottage is shown, featuring a light gray façade and multiple large windows allowing for natural light. A set of stone steps leads up to the entrance, which is framed by a covered porch. Lush greenery surrounds the property.
Cottage in North Downtown

Downtown Cottage Walk to the Mall!

4.93 out of 5 average rating, 300 reviews
Guest favourite
A charming green cottage features a covered front porch with seating, inviting visitors to enjoy outdoor moments. The well-maintained yard showcases a mix of grass and stone pathways, with large windows allowing natural light to enhance the inviting exterior.
Cottage in Crozet

High Street | Walk to Everything Crozet | Pet-Frie

4.98 out of 5 average rating, 282 reviews
Guest favourite
The Carriage House is viewed from the yard, emphasizing its white exterior and green roof. The screened porch is visible, surrounded by natural landscaping, including grasses and bushes. Tall trees form a backdrop, contributing to the tranquil setting.
Cottage in Crozet

The Carriage House

4.89 out of 5 average rating, 291 reviews
Top guest favourite
Cottage in Orange

Private Fenced Yard for Dogs/Horses - 2BR Cottage

4.95 out of 5 average rating, 514 reviews
Top guest favourite
A spacious living area is designed with wooden paneling and warm lighting. Comfortable seating, including a large cream sofa and armchairs, surrounds a central round coffee table. A patterned area rug covers the wooden floor, while a dining area and kitchen are visible in the background.
Cottage in Madison

Spectacular Mountain Retreat

4.93 out of 5 average rating, 105 reviews
Guest favourite
A charming single-story house is presented with a light-colored exterior and dark shutters. Rocking chairs are positioned on the front porch, inviting relaxation. A well-maintained lawn surrounds the home, and a backdrop of trees complements the serene setting.
Cottage in Orange

Willie's Place Country Cottage Pets Allowed

4.9 out of 5 average rating, 230 reviews
Guest favourite
Cottage in Stanardsville

Massanutten/Shenandoa Park/Hiking Trails/Wine/UVA

4.87 out of 5 average rating, 290 reviews
Superhost
A charming cottage exterior is depicted, showcasing a white wooden facade with a blue roof. A patio area is furnished with a table and chairs under a green umbrella, surrounded by landscaped gardens and a pathway. Warm light is visible from the windows, suggesting a welcoming interior.
Cottage in Afton

Couples Getaway,heart of RT 151,stunning views

4.86 out of 5 average rating, 666 reviews

Private cottage rentals

Top guest favourite
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

Oasis in the Blue Ridge Rt. 151 Brew Ridge Trail

4.98 out of 5 average rating, 319 reviews
Top guest favourite
A welcoming cottage entrance features a covered porch with a white railing, surrounded by lush greenery and colorful flowers. A stone pathway leads to the door, inviting guests into a serene outdoor space with various plantings.
Cottage in Charlottesville

Cottage in the Country (close to UVA!)

5.0 out of 5 average rating, 204 reviews
Top guest favourite
The living room features two elegant sofas flanking a glass coffee table on a natural fiber rug. A tall floor lamp provides light, while decorative artwork and a potted plant add a touch of warmth. Windows with bamboo shades allow natural light to filter in.
Cottage in Scottsville

The Butler’s Cottage At Chester

5.0 out of 5 average rating, 114 reviews
Top guest favourite
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 Charlottesville

Meade Cottage

5.0 out of 5 average rating, 306 reviews
Guest favourite
A cozy living room is showcased with a brown leather sofa and a patterned area rug. A wooden coffee table is positioned in the center, accompanied by a small side table with a lamp. A blue built-in shelf displays decorative items, while natural light enters through the windows.
Cottage in Afton

The Cottage @ Afton Mountain- Close to Wineries!

4.98 out of 5 average rating, 305 reviews
Top guest favourite
A bright sleeping area is defined by a spacious bed with striped linens and a cozy throw. Two windows allow natural light, illuminating the wood flooring. A dresser and a rocking chair are positioned nearby, complementing a small decorative rug that adds warmth.
Cottage in Free Union

Charming Country Cottage

4.91 out of 5 average rating, 212 reviews
Guest favourite
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

Lake Haven Cottage

4.89 out of 5 average rating, 390 reviews
Guest favourite
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

Ridge Top Contemporary Cottage-Inspiring Mt. Views

4.95 out of 5 average rating, 140 reviews

Destinations to explore