Family-friendly holiday rentals in Crozet

5 out of 5 average rating, 210 reviews

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

4.9 out of 5 average rating, 264 reviews

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

Spacious 2 bedroom Carriage House in Crozet. Each of 2 bedrooms has a queen bed with a queen sleeper sofa in living room. Enjoy a quiet country setting with convenience to hiking, outdoor activities, wineries & breweries. Relax & unwind on the screened porch, enjoy meals in the full kitchen and convenience of in unit laundry. The Carriage house is the perfect place for a weekend trip or an extended stay in Central Virginia. You'll have the house to yourself with the ease of keypad self check-in.

4.97 out of 5 average rating, 153 reviews

The entrance features a blue door framed by a stone facade, accented with red trim. A small step leads up to the door, which displays a sign indicating the property name. Windows on either side are partially visible, contributing to the building's commercial character.

Loft in Crozet

Stay in Crozet Train Suite in Downtown Crozet

The Train Suite, one of two studio loft apartments located on the second level of our building, with soaring 12-foot ceilings and mountain views is conveniently located right in the village of Crozet. It comfortably fits two with a queen-size bed, sitting area, full kitchen and full bath. Designed as a vacation rental. The ground level is commercial space occupied by our real estate office, Stevens & Company. There are 21 fairly steep steps to the second level and railroad tracks just across t

4.91 out of 5 average rating, 206 reviews

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.

Guesthouse in Charlottesville

A covered front porch features a mix of seating options, including wicker chairs and a small table. Hanging planters add greenery, while potted plants contribute to the inviting setting. The porch overlooks mature landscaping, providing a serene outdoor environment.

5 out of 5 average rating, 102 reviews

Historic HomeTract Cottage UVA/Charlottesville/Ivy

Hometract Cottage is a historic one bedroom home (NRHP, circa 1800) centrally located 15 minutes or less from Charlottesville, UVA, Crozet, Monticello, wineries and more. The cottage features ensuite bath, fully stocked kitchen, living/workspace with comfortable sleeper sofa, mature landscaping for privacy, and covered front porch. Hometract is a quiet 3-acre property with terraced garden views. Visit our chicken coop, relax in the hammock, or walk to the garden shop or Duner's restaurant.

Guest suite in Waynesboro

A spacious front porch is adorned with vibrant flowers in various shades, creating a welcoming environment. Comfortable seating is arranged to invite relaxation, while lush greenery provides an enhanced view of the surrounding area. A patterned outdoor rug complements the serene setting.

4.99 out of 5 average rating, 341 reviews

The LoriAnn, A Boutique Stay New Sleep Number Bed

This beautifully restored 1940’s home in the City of Waynesboro is just a short drive from the Blue Ridge Parkway. Modern amenities, light complimentary breakfast items and assurance of comfort awaits! Enjoy one of a kind Autographed Movie and TV Memorabilia. The spacious front porch is yours to enjoy including a 100 yr old porch swing that belonged to my Great Grandmother. Along with the Parkway & Skyline Drive, enjoy Restaurants, Breweries, Vineyards, movie theaters and exploring Route 151.

4.98 out of 5 average rating, 200 reviews

A welcoming living area is highlighted by a comfortable couch, complemented by a decorative pillow. Natural light enters through windows adorned with light curtains, creating an airy feel. A stylish area rug adds warmth, while a lamp and small plant enhance the inviting atmosphere.

Guesthouse in Crozet

Crozet Cottage | Close to Wineries & DT Crozet

Enjoy a cozy getaway at our centrally-located carriage house, in the heart of sought-after Crozet, VA. Completely renovated in 2022, the carriage house feels brand new! Our space offers 1 queen bed and 1 full-bed pull-out couch. The space is .5 miles from downtown Crozet, 2.5 miles to King Family Vineyard and 3.5 miles to Chiles Orchard. It is equipped with a kitchen, a large closet (fits a pack n' play!), high speed internet and Apple TV. We have assigned parking spots in the driveway.

4.96 out of 5 average rating, 138 reviews

A quaint cottage is nestled in a lush green landscape, surrounded by colorful autumn trees. Rolling hills and the distant Blue Ridge Mountains form a scenic backdrop, with a clear sky above and soft sunlight illuminating the scene.

Tiny home in Free Union

Little Forest Tiny Cottages in Free Union

Enjoy the breathtaking views of the Blue Ridge Mountains on this 26 acre Olde English Babydoll Sheep farm right from your window. Our farm is a haven of peace and serenity in a secluded but centrally located area just 18 miles northwest of Charlottesville. Wake up to delicious farm fresh breakfast from our eco-friendly farm. Take pictures of fluffy sheep and angora rabbits grazing on rolling hills. Hike our private trail. Breathe in the fresh mountain airs. Sleep in. Slow down. Relax.

4.96 out of 5 average rating, 116 reviews

A rustic cottage exterior is showcased, featuring weathered wood siding and a steeply pitched roof adorned with a central peaked window. Flanking the entrance are symmetrical decorative elements and manicured greenery. The surrounding landscape includes seasonal foliage, enhancing the natural setting.

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, 519 reviews

The exterior of a bright red barn-style building is showcased, featuring large windows that allow natural light to enter. A well-maintained lawn with small shrubs enhances the landscaping, while a staircase leads up to the entrance. The inviting setting is complemented by a clear blue sky.

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.

4.89 out of 5 average rating, 264 reviews

A charming A-frame cottage is nestled among lush greenery, featuring a wooden deck with a staircase leading to the entrance. The surrounding trees create a serene backdrop, while a gravel path invites guests to explore the area.

Cabin in Crozet

A-Frame Mountain Getaway Near Charlottesville

Eco-friendly cottage overlooks lake in mountains 1 BD w/ queen, ladder to sleeping loft w/ two twins, double futon in living-room. Bath with tub. Deck with charcoal grill. Only a few yards from water’s edge. Onsite walking trails with mountain bikes, canoes, and fishing. Family friendly! Pets welcome with additional $50 fee for the first pet, $25 for an additional pet. Wi-Fi in this cottage sometimes needs owner to reset. Near the Shenandoah National Park!

4.98 out of 5 average rating, 213 reviews

A cozy dining area features a wooden table with dark chairs and a decorative plate holding small vases of blossoms. In the background, a spacious bed is framed by bright natural light, complemented by a wreath on the wall above.

Guest suite in Crozet

Guesthouse at Hamilton Oaks

Escape to our guesthouse on a little farmette. This peaceful setting tucked away on several acres along a creek with nature trails is the perfect mountain getaway. We are conveniently situated near quaint wineries, breweries along with hiking and the Blue Ridge Parkway that is a short hop, jump and a skip away. Every effort has been made to keep this a green haven, chemical and synthetic scent free, so you can leave recharged and rested. Non-smoking

Popular amenities for Crozet family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 394 reviews

The cottage is framed by tall trees and lush greenery. It features a welcoming front porch with wooden posts, surrounded by well-maintained grass. A glimpse of a rustic barn is visible in the background, adding to the serene farm setting.

Farm stay in Weyers Cave

Farm Cottage~Cows, Sauna, Hot Tub, Massage, Views~

4.97 out of 5 average rating, 146 reviews

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

4.91 out of 5 average rating, 316 reviews

A charming white bungalow is shown, featuring a welcoming yellow front door and dark shutters. Sunlight filters through the trees, highlighting the neatly landscaped front yard and walkway leading to the entrance.

Bungalow in Waynesboro

Cheerful 2 bd bungalow with HOT TUB! Pet friendly!

Holiday 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, 225 reviews

Ultimate cabin in the mountains

4.99 out of 5 average rating, 214 reviews

The outdoor firepit area is surrounded by wooden seating and log stump tables. Two wooden structures flank the space, providing a unique aesthetic. The treehouse sits elevated in the background, with trees displaying autumn foliage creating a vibrant backdrop.

Treehouse in Verona

The Laurel Hill Treehouse

4.97 out of 5 average rating, 207 reviews

A charming white home features dark shutters and a bright yellow front door, framed by colorful foliage. Flags are displayed at the entrance, and a well-maintained lawn enhances the welcoming appearance. The path and landscaping lead to a warm invitation for guests.

Home in Crozet

Heart of Crozet+ Firepit+ Hotub +Wine & Beer

5 out of 5 average rating, 945 reviews

A serene landscape showcases rolling hills adorned with autumn foliage. In the foreground, tall grass and scattered trees lead to a cozy house perched on a hillside, surrounded by vibrant fall colors. The distant mountains create a peaceful backdrop.

Yurt in Afton

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

4.97 out of 5 average rating, 272 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*

Family- and pet-friendly home rentals

Superhost

The exterior of the cottage features a welcoming porch with two seated chairs and a wooden railing. Lush greenery and trees surround the cottage, complemented by a beige wooden fence that offers privacy. A clear blue sky brightens the scene, enhancing the inviting atmosphere.

Cottage in Waynesboro

4.9 out of 5 average rating, 301 reviews

The Copper Cottage - near the Appalachian Trail

Guest suite in Charlottesville

A cozy sleeping area features a full-size bed dressed in a soft blue duvet with various decorative pillows. Warm lighting is provided by lamps on either side, and framed artwork adorns the wall above the bed, enhancing the inviting ambiance.

4.97 out of 5 average rating, 268 reviews

Private Basement Suite

4.96 out of 5 average rating, 119 reviews

The exterior of a rustic farmhouse features white siding and a metal roof. A covered porch with seating is visible, surrounded by green grass and blooming shrubs. The property is framed by tall trees and blue skies, indicating a serene outdoor environment.

Home in Crozet

"The Shire" at Hollow View: Crozet Farmhouse

4.94 out of 5 average rating, 242 reviews

A cozy cabin constructed of logs stands among tall trees, with a small porch inviting guests in. An outdoor fire pit is situated nearby, surrounded by yellow seating. The gravel path leads to the cabin, showcasing a tranquil natural setting.

Farm stay in Esmont

Small cozy Cabin in the foothills! Dogs welcome!

4.99 out of 5 average rating, 474 reviews

A tiny house is set against a backdrop of colorful sunset skies. The exterior features blue siding with softly glowing lights around the entrance. Lawn chairs are positioned in front, inviting relaxation. Trees and greenery surround the area, enhancing the serene atmosphere.

Tiny home in Scottsville

Rare Find: Private Animal Sanctuary & Tiny Cottage

Superhost

A landscaped front yard features a stone pathway leading to a white cottage. Green shrubs and newly planted flowers frame the path, providing a natural feel. A small porch can be seen in the corner, furnished with two chairs, perfect for outdoor relaxation.

Guesthouse in Charlottesville

4.91 out of 5 average rating, 457 reviews

Hardpan Cottage

4.98 out of 5 average rating, 155 reviews

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

The Cottage at Peavine Hollow Farm-No cleaning fee

4.95 out of 5 average rating, 329 reviews

A bright kitchen and dining area features wooden cabinets and appliances, including a microwave and refrigerator. A table with floral tablecloth is surrounded by four wooden chairs. Natural light enters through a nearby window, enhancing the warm atmosphere of the open space.

Farm stay in Free Union

Secluded Private Apartment - Pets Welcome!

Family-friendly home rentals with a pool

A cozy living room is presented, featuring two plush leather sofas, a coffee table, and a fireplace. Natural light enters through large windows, and decorative accents enhance the warm ambiance. A flat-screen TV sits on a stand, completing the inviting space.

4.98 out of 5 average rating, 191 reviews

Cozy getaway with heated floors

A spacious living area features a wood-burning fireplace surrounded by light-colored walls. A comfortable couch, adorned with a welcoming throw pillow, faces a wooden coffee table. Natural light enters through large windows, offering views of the outdoor greenery.

4.93 out of 5 average rating, 238 reviews

The Modern Mountain Condo

4.93 out of 5 average rating, 230 reviews

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.

Home in Charlottesville

Pine Lake Lodge

The two-story condo features a warm wood exterior, framed by lush greenery and trees. Wide wooden steps lead to the entrance, giving access to individual balconies that enhance the inviting appearance of the building.

4.95 out of 5 average rating, 325 reviews

Five Minute Walk to Everything!

5 out of 5 average rating, 201 reviews

An aerial view captures a spacious guest house nestled among trees displaying vibrant autumn foliage. The surrounding landscape features a mix of green and colorful leaves, with an open area visible beside the property. Outdoor amenities are discernible, blending harmoniously with the natural setting.

Guesthouse in Troy

Beaver Pond Farm - Near Charlottesville

Apartment in Wintergreen Resort

A table set for two features a bottle of sparkling beverage and two glasses, accompanied by an elegant plate of appetizers. The backdrop showcases expansive mountain views under a bright sky, enhancing the serene atmosphere of the outdoor dining area.

4.97 out of 5 average rating, 103 reviews

Mountain View Nest

Guest suite in Penn Laird

Double doors framed by potted plants and embellished with decorative wreaths welcome guests into the home. The brick exterior and pathway provide a warm entryway, hinting at the charm within.

5 out of 5 average rating, 154 reviews

An Escape to Cottonwood Pond

A comfortable living area features a spacious gray sofa and a wooden coffee table, positioned on a patterned rug. Light from a nearby lamp and large sliding doors illuminates the space, which offers views of the outdoors. A cozy accent chair completes the inviting setup.