Family-friendly vacation rentals in Charlottesville

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.

5.0 out of 5 average rating, 105 reviews

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!

4.99 out of 5 average rating, 163 reviews

A firepit area features several Adirondack chairs arranged around a sandy circle. Natural rock formations and a lush tree line create a serene backdrop, framed by expansive mountain views in the distance.

Chalet in Afton

Elk Mountain Overlook: Breathtaking Views

Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blue Ridge Parkway this petite chalet is under 30 min from Charlottesville, 10 min to 151 vineyards/breweries/cideries, and 10 min to Waynesboro. Relax in this natural retreat featuring 2 king bedrooms, 2 person soaker tub, double headed shower, and ample kitchen w/many extras. Take in the views from the large deck, firepit, under porch swing, or mountainside adirondack chairs.

4.99 out of 5 average rating, 108 reviews

The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.

Home in Afton

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

4.99 out of 5 average rating, 349 reviews

Four horses graze on a lush green lawn, with a charming two-story building in the background. The house features a balcony and is surrounded by blooming shrubs and trees, creating a serene atmosphere on the farm.

Farm stay in Afton

Afton, Mountain View Mini Farm

Welcome to Mountain View Mini Farm! We are located in the Rockfish Valley(Afton, VA)with amazing views of the Blue Ridge Mountains. Our farm is just minutes to wineries, breweries, cideries, Shenandoah National Park and more! There is so much to do close by, but once you get on the farm, you won't want to leave! We have a total of 5 horses, with 3 being mini rescue horses. There's a fire pit area where you can roast S'mores while you watch the sunset. Be sure to look at bedrm 2 description.

4.97 out of 5 average rating, 396 reviews

The image features a charming two-story home surrounded by lush greenery and flowering trees. A circular driveway leads to the entrance, with manicured lawns enhancing the exterior. The backdrop includes rolling hills and bright blue skies, creating a serene and inviting setting.

Home in North Garden

Lux Country Retreat minutes from Charlottesville!

Located just off route 29 this private luxury retreat with surrounding 2 acre fenced yard is one mile from Pippin Hill Farm & Vineyard and only 15 minutes from UVA/Charlottesville. You will find this home spacious, bright and airy, perfect for entertaining groups or families. The house is completely equipped with everything you may need to host the perfect getaway! Nearby attractions: Pippin Hill, Albemarle Ciderworks, Ragged Branch Distillery, Potter's Craft Cider and Charlottesville!

4.99 out of 5 average rating, 241 reviews

The dark wooden cabin, framed by lush greenery, sits at a hillside location with panoramic mountain views. A deck extends from the cabin, featuring a hanging basket chair. A warm sunset casts a golden hue across the sky, enhancing the serene atmosphere.

Cabin in Free Union

Shenandoah Stargazer with Sauna

Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

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.

4.91 out of 5 average rating, 456 reviews

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.

Superhost

4.94 out of 5 average rating, 463 reviews

Walk DT | Pets | Soaking Tub | Parking

The High‑Note Craftsman Cottage – live like a local in downtown Charlottesville Stay in a charming and pet friendly Craftsman cottage just minutes from Charlottesville’s Downtown Mall. Enjoy a soaking tub, fast Ting fiber Wi-Fi, and rare free parking — perfect for couples, families, and remote work travelers. This bright, comfortable home blends historic character with modern amenities, creating the ideal base for exploring Charlottesville, UVA, wineries, and the Blue Ridge Mountains.

4.96 out of 5 average rating, 136 reviews

Cabin in Charlottesville

Ivy Rose Cottage nestled b/t Cville & Vineyards

The Ivy Rose Cottage bestows an exceptional ambiance that will captivate your heart. Whisk yourself away to this two bedroom cottage located in Ivy halfway between the Shenandoah Park/Brewery Trail and Charlottesville, home of UVA. The Ivy Rose Cottage, designed and handbuilt by the hosts, is an enchanting mix of cypress, timber frame, copper trellis work, pergolas and other architectural treasures. Fully equipped kitchen and a washer/dryer for those lengthier stay conveniences.

4.99 out of 5 average rating, 165 reviews

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.

The kitchen features white cabinetry with glass-front doors and a herringbone backsplash. A farmhouse sink sits below a window, complemented by modern appliances, including a gas stove and a stainless-steel dishwasher. Natural light streams in, highlighting the spacious countertop area.

5.0 out of 5 average rating, 210 reviews

Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds

Fully-updated, custom home in premier location. Warm hardwoods, lots of light, comfortable sofas & beds, easy check-in -- we strive to make your stay restful and refreshing. Nestled between Scott Stadium & JPJ, O'Hill & the Rotunda, wine country & the downtown mall, you could not be closer to the action yet in a quiet, residential neighborhood. The perfect place for any & all Cville/UVA events, work trips, reunions, weddings, family vacations, college visits, etc.

4.99 out of 5 average rating, 557 reviews

Apartment in Crozet

The Barn at Haden near Wineries and C'ville

The Barn at Haden is a custom well appointed finished 2 bedroom, 1 full bath space elevated above a detached 3 car garage with a large outdoor private deck. It features a fully equipped gourmet kitchen with high end finishes. Whether staying for a night or for the weekend, it is an experience to enjoy the easy living Crozet has to offer. Walkable/bikeable to downtown Crozet, 2 miles to King Family Vineyard & Chiles Peach Orchard and 15 minutes from Charlottesville.

Popular amenities for Charlottesville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Townhouse in Charlottesville

The exterior of a modern two-story home is presented, featuring a light color palette. A set of stairs leads to the front door, flanked by greenery and landscaped areas. The home includes a small balcony with glass railings and multiple windows that allow natural light.

4.96 out of 5 average rating, 244 reviews

Belmont Home with Hot Tub - steps from Downtown

4.98 out of 5 average rating, 224 reviews

The entrance features double wooden doors that open to a welcoming interior. A 'hello' mat is placed on the threshold, and two stylish chairs are positioned on the balcony above, inviting guests to enjoy the view. Lush plants accentuate both sides of the entrance.

Apartment in Somerset

Cozy Farm Apt near Cville•hot tub, sauna, mt views

4.98 out of 5 average rating, 131 reviews

A serene view of the Blue Ridge Mountains is presented, showcasing rolling hills blanketed in mist during sunrise. The sky is painted with soft pastel shades of orange and pink, highlighting the natural beauty of the surrounding landscape.

Home in Afton

Mountain Mama- Amazing Views! + Hot Tub!

Vacation home in Lovingston

The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.

4.96 out of 5 average rating, 275 reviews

Ultimate cabin in the mountains

4.96 out of 5 average rating, 325 reviews

A rustic log cabin is surrounded by lush greenery, featuring a large wrap-around porch with multiple access points. A stone chimney rises from the side of the building. Soft lighting emanates from the windows, highlighting the natural wood structure.

Cabin in Dyke

Shenandoah Getaway Cabin on 5 Acres w/ *Hot Tub*

5.0 out of 5 average rating, 240 reviews

Home in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

A newly constructed house presents a modern facade with blue siding and white trim. A covered porch offers seating, surrounded by manicured shrubbery and flowers. The driveway leads to a spacious garage, while lush green grass enhances the inviting exterior setting.

4.97 out of 5 average rating, 173 reviews

Luxury Home *Steps* from UVA, the Corner, Wineries

4.95 out of 5 average rating, 183 reviews

The exterior of a lakeside log cabin showcases a large, sloped roof with wooden beams and expansive windows. A spacious deck is visible, featuring various seating options. The structure combines natural stone and wood elements, reflecting a rustic yet modern aesthetic.

Cabin in Faber

Lakefront Cabin w Stunning Curated Decor & Hot Tub

Family- and pet-friendly home rentals

A single-story home with light blue siding is set against a clear sky. A vibrant door adds a pop of color to the entrance, which is framed by landscaped flower beds. A paved walkway leads up from the driveway, inviting visitors towards the front entrance.

4.98 out of 5 average rating, 155 reviews

3BR / Pets Welcome / Fenced Yard / Fiber Internet

4.93 out of 5 average rating, 228 reviews

pink cottage @ locust grange

4.96 out of 5 average rating, 358 reviews

A spacious, two-story house with white siding and large porches is featured. Lush green grass surrounds the structure, and the landscape includes open pastures and trees. The setting is serene, with plenty of natural light illuminating the exterior.

Home in Dyke

Living Water Farm, Blue Ridge

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

4.89 out of 5 average rating, 259 reviews

Idyllic Cottage Retreat

4.93 out of 5 average rating, 199 reviews

The exterior of the rustic log cabin is depicted, featuring a dark wood facade with a metal roof. Lush greenery surrounds the building, including bushes and trees. A stone chimney is visible, adding to the cabin's charm, set against a clear blue sky.

Cabin in Earlysville

Tim`s Cabin | 1 BR Cabin w/ View of Mountains

Apartment in Charlottesville

A cozy sleeping area is highlighted by a queen size bed with a floral-patterned quilt. Natural light filters through the large windows, framed by white trim, offering views of lush greenery. A television is positioned on a wooden stand, with decorative plants and artwork adorning the walls.

4.98 out of 5 average rating, 387 reviews

Sunny private studio, walk to the University

The exterior of a renovated home is visible, featuring a covered front porch with seating and a white front door. Lush greenery surrounds the house, enhancing the view of the neatly landscaped lawn and paved pathway leading to the entrance.

4.93 out of 5 average rating, 255 reviews

Woolen Mills Cottage- 2 Beds, 1 Bath, Full Kitchen

4.99 out of 5 average rating, 157 reviews

Downtown Retreat | Fenced Yard + Pets Welcome

Family-friendly home rentals with a pool

Apartment in North Downtown

A historic brick home with a steep roof and decorative chimney stands amid lush greenery. The pathway leads to the entrance, surrounded by manicured lawns and shrubs. The bright blue sky adds a vibrant backdrop to the unique architectural features.

4.97 out of 5 average rating, 139 reviews

Private Apt in Historic C'ville Home (Garden Side)

The exterior of Pine Lake Lodge is displayed, featuring a stone chimney and a covered porch with several chairs. Lush green grass surrounds the lodge, complemented by trees and colorful foliage in the background, creating a serene outdoor setting.

4.93 out of 5 average rating, 242 reviews

Pine Lake Lodge

Superhost

Guest suite in Charlottesville

4.74 out of 5 average rating, 116 reviews

Affordable Private Lower-Level 2BR Suite

A historic two-story estate is visible beyond a cobblestone driveway, framed by lush green trees. In the foreground, a stone statue of a dog holds a basket of fruit, adding charm to the property entrance against a clear blue sky.

4.98 out of 5 average rating, 123 reviews

Rivanna Farm Estate North I Pickleball I Pool

Farm stay in Charlottesville

A sweeping landscape showcases rolling green hills under a partly cloudy sky. Tree-lined fields extend towards a winding road that leads to nearby structures, set amidst nature's tranquility.

4.89 out of 5 average rating, 187 reviews

Jefferson Cottage quiet farm close to everything

4.96 out of 5 average rating, 1296 reviews

A round green yurt stands surrounded by a grassy area, accented by a flower bed of daffodils in bloom. A wooden deck leads to the entrance, while a fire pit with log seating is positioned nearby. Bare trees provide a serene mountain backdrop.

Yurt in Stanardsville

Yurt*FARM*horses*goats*woods*STARS*Hotub*Hiking

4.97 out of 5 average rating, 108 reviews

A spacious dining area features a large wooden table set for twelve, surrounded by black chairs. A decorative light fixture hangs above, and a green accent wall complements the room. Shelving displays decorative items, adding character to the inviting space.

Home in Nellysford

Twin Ponds | King Beds, Hot tub, Game Room, 75" TV