Family-friendly vacation rentals in Lexington

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Top-rated family-friendly rentals in Lexington

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A grassy area is framed by tall trees, providing shade and a sense of privacy. A rustic wooden bench sits invitingly in the foreground, while a swing is visible in the background, creating a serene outdoor space for relaxation.

Guest suite in Nellysford

4.98 out of 5 average rating, 195 reviews

Wintergreen Bunkroom Private Suite BEST Location

Wintergreen Resort, (4.6 mi) Bold Rock Cider (1/2 mile/walking distance) Devil’s Backbone, Blue Toad Cider. Hazy Vineyard. Blue Mountain Brewery. Veritas Vineyard. Afton Mountain Vineyard. Rockfish Glider Port (backyard) Off 151, in Nellysford. Attached suite, PRIVATE entrance & bath, self check in. NOT a shared space with owner. 2 rooms sleep 6 MAX. Bunkroom sleeps 4, living room sleeps 2 on sofa bed. Clean and sanitized to standards. Microwave, mini fridge, wet bar. NOT a full house rental.

Superhost

A rustic cabin constructed of timber sits amidst a wooded area, showcasing a wraparound porch with steps leading up. Large windows provide glimpses of the surrounding trees, while gravel paths lead to the entrance, enhancing the natural setting.

Cabin in Crozet

4.86 out of 5 average rating, 101 reviews

#4 Cabin Near Wineries, Breweries, UVA, & Hiking

The #4 Loblolly Cottage is an eco-friendly cabin overlooking a lake. 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. Kitchenette equipped 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!

Top guest favorite

A spacious studio apartment features warm wooden paneling and flooring. A vibrant area rug lies beneath a large bed with white linens, while a red armchair adds a pop of colour. The kitchenette, visible in the background, includes a dining table and chairs, with windows allowing natural light.

Loft in Buchanan

4.97 out of 5 average rating, 934 reviews

Edifice Rex

Edifice Rex, a 300 square foot studio apartment, is only one mile and less than 2 minutes from Interstate 81 yet offers a very bucolic, peaceful setting. Countless cultural, historical and recreational opportunities exist within a 30 mile radius. The James River and Appalachian Trail are but minutes away. The name, "Edifice Rex" is to honor the caretaker on the property, a German Shepard named Rex. You will not have to interact with him ( he wears a radio collar) but he welcomes attention.

Guest favorite

A welcoming porch features several wooden rocking chairs positioned on a wooden floor, inviting relaxation. Planters with greenery enhance the outdoor space. In the background, a flag is displayed, and the surrounding lawn is lush, providing a serene setting.

Cottage in Buena Vista

4.86 out of 5 average rating, 198 reviews

The Farmhouse at Balcony Downs

This cozy farmhouse, built in the 1930s, is a hidden gem nestled at the foothills of the Blue Ridge on the historic Balcony Downs estate. With an abundance of outdoor activities on site and nearby, Balcony Downs is a wonderland for the adventurous. Due to the age of this cottage, it has some quirks that you should consider before booking: 1. The bathroom is on the 2nd floor. 2. The stairs are open and steep. 3. The shower is small and may be difficult for tall or larger individuals.

Guest favorite

The exterior of a two-story cabin houses warm wooden accents and large windows. The entrance features a welcoming set of wooden steps leading up to a balcony, surrounded by tall trees, with a concrete pathway leading toward it.

Condo in Wintergreen Resort

4.94 out of 5 average rating, 226 reviews

Eight Minute Walk to Everything

This one-bedroom, one-bath condo is centrally located. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within an 8 minute walk. It's a one-story, downstairs unit that includes a back porch with just a few steps down to the ground. Perfect for taking the dog outside in the pet-friendly space. Full kitchen and dishes, wood-burning fireplace, balcony, and all towels and linens are provided for your convenience. Sleeps 3.

Superhost

The image showcases a collage of four areas of the house. A modern kitchen features stainless steel appliances. The welcoming front porch includes a seating area. A calming bedroom with light green walls contains a spacious bed. A cozy living room is furnished with a comfortable sofa and coffee table.

Apartment in Roanoke

4.89 out of 5 average rating, 654 reviews

BRAND NEW DOWNTOWN HOUSE SLEEPS 5 HIGH END LUXURY

Great brand new private place less then a mile away from downtown! Everything has been fully renovated, with a fully stocked house, every possible thing you could imagine is in this house for your use! No need to bring anything but yourself and clothes. 2 huge bedrooms with queen size Tempur-Pedic memory foam like beds along with a movable foldaway twin size bed. Can sleep 5 very comfortably. Plenty of parking available. Every room has a TV and there is WiFi throughout the house.

Top guest favorite

A scenic view of rolling hills is captured at sunset, with soft hues of orange, pink, and purple coloring the sky. In the foreground, a glass of clear liquid rests on a wooden railing, enhancing the tranquil atmosphere.

Condo in Wintergreen Resort

4.99 out of 5 average rating, 158 reviews

3 BR 3 BA, 2 story condo in Highlands

Newly renovated condo! You can't beat the view from up here. Top floor/vaulted ceilings, next to the Highlands Lift. Just steps from the expert slopes and on the Wintergreen shuttle route. Enjoy hiking, skiing, snowboarding, tubing, outdoor pool time or a local brewery. This condo has 2 master's with king beds, 1 bunk bed (twin over full), a single twin bed and a pull out twin sleeper sofa. The king beds have new high quality mattresses and luxury bedding and a 60" HDTV in living room

Superhost

Cabin in Coleman Falls

4.84 out of 5 average rating, 314 reviews

Green Needles Christmas Tree Farm Cabin/Lynchburg

Our cabin is 600 sq ft with a large covered porch. We have 1 queen size bed, a double & single bunk combination, and full kitchen. We have 2 sources of heat, propane and electric both which make some noise when they run. 42 acres of Christmas trees, wooded trails, a stream that runs throughout the property, foot bridge and fields. A short 10 min hike will take you to our Ridge with a gazebo. We are 25 min from LU, 15 min from the Lynchburg area and 15 min from the Blue Ridge Pkwy.

Top guest favorite

Farm stay in Monterey

4.99 out of 5 average rating, 476 reviews

Best views in Highland County !

Located in the pristine Mill Gap Valley. At night you can reach out and touch the stars. National Forrest is close by too. Enjoy the peace and tranquility that can only be offered in Highland county. The farm along with our Maple Syrup is certified Organic. From our apple trees to our hay and pastures. We are Organic! If you would like a tour of our farm or maple operation, let us know! By September 2020, there will be a new outdoor living area with a hot tub and dining.

Top guest favorite

A bright and airy living area is highlighted by large windows offering mountain views. A casual seating arrangement features a light-colored sofa and a wooden dining table surrounded by black chairs. Sliding glass doors provide access to an outdoor deck.

Apartment in Rockfish

4.98 out of 5 average rating, 187 reviews

Blue Ridge Bliss - For family & friends to enjoy!

Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from the dog park, and picnic area it’s an ideal location.

Superhost

The bathroom features a clean and functional design, highlighted by a white vanity with a sink and ample counter space. A mirror and basket for storage are mounted above the sink. Natural light enters through a window, enhancing the fresh atmosphere.

Cottage in Afton

4.79 out of 5 average rating, 674 reviews

Cottage on Wine/Brew Trail!

Cottage right in the center of all the wineries, breweries, distilleries, cideries, Shenandoah National Park, hiking, App.Trail, Blue Ridge Pkwy, Wintergreen Resort.Pets welcome for an added fee ($40). Located on 151 -"alcohol alley". Literally seconds to Blue Mountain Brewery or Flying Fox Vineyard & a minute or two drive to Veritas, Cardinal Point, Afton Mt, Silverback, Valley Rd and more! Fiber internet, disinfected--couldn't ask for a better spot!

Top guest favorite

A bright dining area features a colorful tablecloth over a large dining table surrounded by black-and-white patterned chairs. Natural light floods in through large windows, highlighting art on the walls. An outdoor grill is visible through the glass doors, enhancing the inviting space.

Home in Crozet

4.97 out of 5 average rating, 197 reviews

Crozet casa w/ firepit & hot tub in wine country

Welcome to our home in Crozet, just 15 minutes west of Charlottesville, off Hwy 64 and Route 250. We're close to restaurants, wineries, breweries, shops, and outdoor spots like Skyline Drive and hiking trails. Enjoy our hot tub, fire pit, large deck, BBQ, and well-stocked kitchen. All linens are provided. This is our personal home, and we love sharing it with guests. A $60 cleaning fee applies for one dog. We hope you have a relaxing stay. Thank you!