Family-friendly holiday rentals in Lexington

A spacious living area is highlighted by a large sectional sofa and a round wooden coffee table on a patterned rug. Two ceiling fans circulate air, enhancing the open layout. A modern kitchen with bar seating and pendant lights is visible in the background.

4.96 out of 5 average rating, 134 reviews

Spacious, Private Home Minutes to SVU, VMI and W&L

Come enjoy our home in beautiful Buena Vista tucked away in a quiet cul-de-sac surrounded by thick forest. With a deck and a fully fenced front yard enjoying the outdoors is easy. Just 4 minutes to SVU and 12 minutes to VMI and W&L it is easy access to whichever campus you need. The house is also 12 minutes from the Blue Ridge Parkway and on the edge of the Washington National Forest.There are many trails here (some even just across the street) so if you come to hike, you are in the right place!

4.96 out of 5 average rating, 303 reviews

A bright living area features a cozy cream couch and an inviting small sofa surrounded by a decorative area rug. A wood-burning stove stands against a yellow wall, while a skylight allows natural light to brighten the space. A dining area with a table is accessible through a doorway.

Guest house in Lexington

Entire Country Cottage guesthouse / Very Private

Gloriously private without feeling secluded, this charming guesthouse was totally updated in 2019. Enjoy the peace and quiet. Go for a walk or bike ride on the 28 plus acres or pretty rural lanes. 2.5 miles away is Lake Robertson for activities . Sit on the porch too! On a snowy night, enjoy the wd-burning fireplace . (We will often leave fireplace prepared to light. Gas heating also). Get cozy with the full kitchen, washer/dryer, games and books. DirecTv in the living room and bedroom. too!

4.98 out of 5 average rating, 1,192 reviews

A brightly painted blue tipi stands under a star-filled sky, surrounded by a natural setting. A large cedar tree is visible nearby, and a picnic table can be seen in front of the tipi, offering a space for outdoor relaxation.

Tent in Fairfield

Tipi with a great view of the Blue Ridge Mountains

Our small family farm is conveniently located 10 minutes from Interstates 81/64 and historic Lexington, Virginia. The Tipi has amazing views of the Blue Ridge Mountains and all the wonders our little farm and community has to offers. We are convenient to many local attractions like hiking, swimming, brewery and vineyard tours and yet secluded enough to heal your stress, enjoy time with your family or simply a special time away from the grind. Come stay with us! You deserve sincere hospitality!

Guest house in Natural Bridge

The view captures a serene landscape, featuring a lush greenery with a small pond reflecting the overcast sky. Flowering bushes and manicured gardens line a gravel pathway, while rolling hills are visible in the background, adding to the tranquil ambiance.

4.87 out of 5 average rating, 157 reviews

Adorable Studio Loft Apartment on Gorgeous Estate

Enjoy the breathtaking beauty at this peaceful apartment. Close to historic Lexington Va (15 minutes), the Virginia horse center (20 minutes), Natural Bridge State Park (5 minutes), and not too far from Roanoke. Easily found 10 minutes off I 81 and close to Hwy 11. We welcome pets! Please note your pet in reservation. (Insurance will not allow us to host certain breeds such as German Shepherds, Rottweilers, and Pitt Bulls.) **Please be sure to read the house manual and check in instructions.

A comfortable living area features a dark leather sofa adorned with patterned throw pillows, accompanied by a recliner. A light wooden side table stands beside the recliner. Natural light filters through two windows covered with light curtains, complementing the soft area rug.

4.95 out of 5 average rating, 132 reviews

“Be Our Guest” House

Kick back and relax in this calm, classy, newly renovated space. Enjoy the quiet neighborhood and private location. You won’t want to leave! It feels like home, only better. There is no stress when you stay here. Come put your feet up and enjoy the cozy. Popular Locations Nearby Southern Virginia University 1 mi Virginia Military Institure 8.5 mi Washington & Lee University 8.5 mi Safari Park & Zoo 14 mi Natural Bridge State Park 16 mi

4.99 out of 5 average rating, 419 reviews

A charming cottage is surrounded by lush greenery and flowering gardens. The wrap-around porch features white railings and comfortable seating, inviting relaxation. Stately trees and vibrant flower beds create a welcoming exterior, while the soft light of evening complements the serene landscape.

Farm stay in Raphine

The Cottage at Hidden Valley Farm & Barn

Welcome to Hidden Valley! When booking your stay, you'll have exclusive access to our three bedroom/two bathroom guest cottage! You'll be surrounded by mountainous views and pastures. Snuggle on the wrap around porch, roast marshmallows in the fire pit, and visit with horses, cattle, and our Sulcata tortoise! This is a working farm and you'll frequently see and hear farm machinery(tractors/atvs/etc.), livestock (cattle/horses/a donkey/4 dogs/a cat),and wildlife (coyotes/turkeys/deer).

Cottage in Rockbridge Baths

The living area features rugged timber beams that create a warm ambiance. Large windows provide a view of the surrounding landscape, while a stone fireplace adds a focal point. Comfortable seating arrangements include a pair of chairs and a sofa, complemented by a decorative rug.

5 out of 5 average rating, 405 reviews

The Maury River Treehouse

Welcome to The Maury River Treehouse! This luxury timber frame cabin sits on the banks of the Maury River. The Treehouse was built almost entirely by local craftsmen this is a must see! Located 9 miles from Lexington, Washington & Lee and Virginia Military Institute. It's a fisherman's friend, paddlers paradise or just a relaxing retreat! The timber frame construction, stone fireplace, gourmet kitchen and park like setting will take your breath away! You won’t want to leave!

4.98 out of 5 average rating, 334 reviews

A garden area is showcased with a variety of colorful flowers and lush greenery, bordered by mulch. A small tree is visible, and the soft illumination from garden lights creates a welcoming ambiance. The well-maintained lawn offers a serene backdrop to this inviting outdoor space.

Guest suite in Roanoke

Horse-pitality in the Hills of Roanoke

Come relax on our happy farm in the magical mists of the Roanoke Valley! Our private guest suite with its own entrance & patio is serenely located amidst lovely views of our landscaped gardens, playful horses, & magnificent mountains. If you want a place to kick back, unwind, & rejuvenate, our comfy guest suite is for you! We welcome singles, couples, small families, long-term guests and the family dog for an addition charge. Please see our requests in our house rules.

Cabin in Rockbridge Baths

A rustic log cabin is nestled among lush trees, showcasing its stone chimney and a welcoming porch. The natural setting offers a serene atmosphere, with dappled light filtering through the leaves, highlighting the cabin's historic log structure.

4.97 out of 5 average rating, 392 reviews

Little Cabin in the Woods is quiet and secluded!

Enjoy our rustic, cozy, historic log cabin in the woods on 21 acres with two streams and a little meadow. The logs, from the 1800's, were reconfigured 17 years ago combining a rich history with high speed internet and modern amenities. Sink into the luscious bed with totally organic sheets, mattress topper, and pillows. Take a walk on the original wagon train road down to a stream or bath your senses in the majestic view of Jump Mountain from the meadow.

4.98 out of 5 average rating, 483 reviews

A cozy living area features a light-colored sofa with complimentary cushions, positioned on a geometric patterned rug. A wood coffee table adds warmth, while a large window invites natural light and offers views of the greenery outside.

Farm stay in Raphine

The Bread Barn

Welcome to Seasons' Yield Farm! Your retreat sits atop a working bakery amidst a family farm in the beautiful Shenandoah Valley. Minutes off highway 81, within 20 minutes of Lexington and Staunton. This getaway is perfect for the guest passing through or a family looking for a rural getaway. Enjoy the solitude of the country and the yield of a bakery! Custom made coffees delivered to your doorstep every morning! Check us out at Seasons' Yield Farm. Welcome!

4.99 out of 5 average rating, 201 reviews

A log cabin is showcased with a sloped metal roof and a welcoming green door. Surrounding the entrance, colorful flowers and foliage enhance the natural setting. A small porch leads to a balcony above, providing an elevated view of the scenic landscape.

Cabin in Lexington

Lazy Acres Cabins, on farm close to campuses & VHC

Comfortable and cozy log cabin on a beautiful farm looking down the Shenandoah valley with stunning views of the Blue Ridge mtns. Dog friendly, Wi Fi, central heat/air. Peace and quiet yet only 2 miles to the Virginia Horse Center and 5 miles to downtown Lexington, Washington & Lee and VMI campuses. A covered porch with a gas grill and beautiful views. Fully equipped kitchen, laundry, everything you need, a home away from home. Dog Friendly. 2 dog max.

4.98 out of 5 average rating, 163 reviews

A spacious living area features a spiral staircase leading to a loft, complemented by large glass doors that invite natural light. Comfortable seating arrangements include a leather sofa and two white chairs, set against a light wooden ceiling and neutral walls.

Cabin in Lexington

Cabin Retreat at Stillhouse Farm *Sunset *Private

The cabin at Stillhouse Farm offers a secluded getaway with Blue Ridge Mountain sunset views less than 5 miles from W&L, VMI, and Lexington. The expansive porches and wide glass feature the beauty of Rockbridge Co. No neighbors in sight or sound! We are a working farm and primarily raise sheep. Stars shine bright in the certified dark skies. Check out our guidebook for local hikes and our other listing *Stillhouse Farm Yurt*

Popular amenities for Lexington family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 217 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, 258 reviews

A wide grassy area is framed by trees as golden sunlight bathes the landscape. Sharp Top Mountain rises in the distance, its silhouette contrasting against a clear sky. The tranquil scene offers an expansive view, highlighting the natural beauty of the surrounding area.

Tiny home in Bedford

Tiny house & hot tub, w/gorgeous mountain views!

5 out of 5 average rating, 946 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

4.99 out of 5 average rating, 514 reviews

A serene night sky filled with countless stars is captured above a cozy cottage. The Milky Way is visible, accompanied by bright planets and streaks of light from passing satellites. The silhouette of the cottage and chimney adds a touch of warmth to the expansive, starry backdrop.

Farm stay in Monterey

Best views in Highland County !

4.94 out of 5 average rating, 255 reviews

The lodge's exterior showcases a spacious wooden deck adorned with string lights, creating a welcoming ambiance. Large windows reflect the evening light, while the A-frame design complements the surrounding natural landscape. The manicured grounds feature shrubbery and stone accents, enhancing the inviting atmosphere.

Chalet in Vesuvius

Luxury Mountain Lodge w/ Hot Tub & Stunning Views!

4.99 out of 5 average rating, 132 reviews

Cabin in Vinton

Forest Cabin Retreat | Hot Tub & Creekside

4.97 out of 5 average rating, 115 reviews

A two-story house is set on a gently sloping hill, featuring a prominent front porch with white railings. A sign near the grassy area indicates the property's name. Lush trees and greenery provide a natural backdrop against a clear blue sky.

Home in Vesuvius

Huge Countryside Lux Home w Epic Views-Lexington

4.94 out of 5 average rating, 123 reviews

A hot tub rests on a patio, surrounded by lush greenery and framed by mountains in the distance. Sunlight glistens on the water's surface, and the sky displays a few wispy clouds, enhancing the serene outdoor setting.

Home in Fairfield

Fall Foliage Views + Hot Tub Escape near WLU & VMI

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 617 reviews

An interior view showcases a cozy living space with wooden walls and ceiling, abundant natural light from large windows, and a ceiling fan. A gray sofa is complemented by a colorful throw blanket, while a small dining area with bright chairs is positioned nearby.

Guest house in Afton

Spacious Tiny Home Close to Wine, Beer & Mountains

4.96 out of 5 average rating, 284 reviews

A rustic log cabin is nestled among trees, showcasing a green roof and a welcoming porch. The natural wood exterior is complemented by a stone pathway, and logs are stacked near the entrance, emphasizing the cabin's connection with the surrounding woodland.

Cabin in Williamsville

Brent's Cabin

4.93 out of 5 average rating, 396 reviews

A light-filled living area features a cozy sofa positioned against a backdrop of high ceilings with wooden beams. A small dining table and chairs are visible, along with a TV and a floral centerpiece on a wooden coffee table. Large windows provide views of the surrounding greenery.

Guest house in Lexington

Twin Maple Carriage House

5 out of 5 average rating, 113 reviews

A spacious living area is highlighted by a large sectional sofa adorned with a mix of blue and orange cushions. A wooden coffee table sits in the center, complemented by a decorative basket. A wall-mounted TV is positioned across from the seating, with light filtering through large windows.

Apartment in Lexington

Steps from WLU & VMI Loft with Private Parking

4.98 out of 5 average rating, 301 reviews

The exterior of the guest house is presented, featuring a spacious yard with a fire pit surrounded by four chairs. Large windows reflect natural light, while a balcony above enhances the inviting atmosphere. The surrounding trees create a serene woodland backdrop.

Farm stay in Goode

Mountain Farm/Scottish Highland Cows/Donkeys/Horse

4.96 out of 5 average rating, 136 reviews

A serene outdoor pool area is surrounded by lush greenery and tall trees. Lounge chairs and umbrellas provide seating, while a gazebo offers shaded space. The pool reflects the blue sky and sun rays, creating a bright and inviting atmosphere for relaxation.

Guest suite in Lexington

The Getaway

A bright living space is visible, featuring a well-equipped kitchen with white cabinets and a countertop. Soft natural light enters through multiple windows. A comfortable seating area includes a grey sofa and a ceiling fan, contributing to an inviting atmosphere.

4.89 out of 5 average rating, 177 reviews

A Blue Ridge Home

A warm living room is presented, featuring a gray sofa adorned with decorative pillows and a patterned area rug. A modern chandelier hangs from the ceiling, while a wall-mounted TV is positioned on a dark wood console. Natural light filters through sheer curtains.

4.91 out of 5 average rating, 158 reviews

The Woodland Cottage

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 106 reviews

A spacious yurt is surrounded by lush greenery, with trees framing its exterior. The entrance is marked by a set of steps leading up to the door. Natural stone borders the well-maintained pathway, enhancing the connection to the countryside.

Yurt in Afton

Mountain View Getaway Yurt

Apartment in Wintergreen Resort

A cozy living area features a teal sofa with a yellow accent pillow and a light wood coffee table. The kitchen is adjacent, showcasing modern appliances. Stairs lead to the loft bedroom. Artwork hangs on the wall, and natural light enters through high windows.

4.97 out of 5 average rating, 144 reviews

Ski-In Ski-Out ~ Mtn Views ~ King Suite

Flat 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, 105 reviews

Mountain View Nest

4.94 out of 5 average rating, 273 reviews

A cascading waterfall is observed flowing over rocks and creating a series of smaller falls. Surrounding trees provide a natural setting, with clear water collecting in a serene pool at the base. The sky is partly cloudy, enhancing the tranquil atmosphere.

Cottage in Covington

Beaverdam Falls, Earlehurst Cottage

Apartment in Wintergreen Resort

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.

4.95 out of 5 average rating, 217 reviews

New Construction! 1 Bed/2 Bath, pet friendly

4.97 out of 5 average rating, 139 reviews

An aerial view captures a vibrant ski in/out complex at dusk, with lights illuminating the slopes and buildings. The lower section showcases a cozy studio featuring a bunk bed and seating area, complemented by a spacious counter and scenic window.

Apartment in Snowshoe

Renovated Ski in/out, pool/hot tub, slps 6, #1105

4.98 out of 5 average rating, 206 reviews

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.

Flat in Rockfish

Blue Ridge Bliss - For family & friends to enjoy!