Family-friendly vacation rentals in Lexington

4.94 out of 5 average rating, 239 reviews

A spacious living area features large windows allowing natural light to illuminate the space. Comfortable seating options include a traditional rocking chair and modern lounge chairs, arranged around a patterned area rug. A bookshelf filled with various titles is positioned along one wall.

Apartment in Lexington

"Greenery on the Hill" - near W&L and downtown

My spacious private ground-floor apartment is located close to campuses and restaurants. Modern well-equipped kitchen. Private entrance & parking. THE BASE PRICE IS FOR TWO GUESTS TO USE ONE BEDROOM. IF YOU REQUIRE TWO GUESTS TO USE TWO BEDROOMS (an additional $40), please REGISTER AS 3 GUESTS, even though there are only two of you. You may not bring in overnight guests that you did not include in your reservation. Long pickup trucks will have difficulty turning around in our driveway.

KitchenFamilyCheckout

4.96 out of 5 average rating, 112 reviews

A charming cottage with a white exterior and a metal roof is surrounded by greenery and trees. Large windows allow natural light into the inviting front porch area, which is adorned with potted plants. A gravel pathway leads up to the welcoming entrance.

Cottage in Lexington

Solitude- A Tranquil Riverfront Experience

Come and enjoy the peace and beauty that Solitude has to offer. This newly renovated cottage sits on the beautiful Maury River offering relaxation for those looking for a getaway, while also boasting one of the most desirable spots on the Maury for a fun swim, fishing, or a nice float from Beans Bottom to Jordan's Point! Located just 5 minutes from Lexington, you can be in the heart of downtown in just minutes and enjoy all of the attractions that Lexington/Rockbridge County has to offer.

KitchenIndoor spacesRiver

4.91 out of 5 average rating, 254 reviews

A clear creek flows through the property, showcasing gentle ripples and natural rock formations. The landscape is lined with bare trees and a hillside, where a cottage is visible in the background. The serene water reflects the surrounding scenery under a clear blue sky.

Farm stay in Lexington

Cottage on Buffalo Creek *Fishing *Pets *Bikes

Wilderness area farm five miles from VMI and W&L in Lexington, Virginia. A natural spring fed creek runs through the property about 1/2 mile frontage- great for fishing which is available to guests. Fronts route 76 national bike route (Plank Road) a bikers paradise. Four mountain bikes available for guests. Spectacular natural views- fields, mountains, river and cliffs. Property include use of large outdoor spaces, decks, porches, fire pit and picnic tables. Dogs welcome!!

Indoor spacesFamilyValue

4.92 out of 5 average rating, 206 reviews

Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L

The Beebe House is a charming historic home on Main Street in downtown Lexington. Perfectly positioned for W&L and VMI events, both campuses are an easy walk away. Enjoy private parking—a rare find downtown—plus a relaxing hot tub and fire pit patio for gathering under the stars. With restaurants, shops, and culture right at your doorstep, you'll experience the best of downtown Lexington living in this inviting home. We happily welcome your four-legged friends with a pet fee!

KitchenIndoor spacesAccuracy

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.

5.0 out of 5 average rating, 441 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 making it a true showstopper! Located 9 miles from Lexington, Washington & Lee and Virginia Military Institute. It's a fisherman's dream, paddlers paradise or just a relaxing retreat! The true timber frame construction, stone fireplace, gourmet kitchen and park like setting will take your breath away!!

KitchenIndoor spacesPool

4.94 out of 5 average rating, 156 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

Amazing Mountain Views + Hot Tub near WLU & VMI

Amazing contemporary home features a stunning mountain view from the hot tub patio and a spacious open layout filled with vintage furniture. This piece of paradise located on 6 private acres is the perfect weekend mountain escape! 15 minutes to downtown Lexington, W&L, VMI. 10 minutes to the Virginia Horse Center. Minutes from Ecco Adesso Vineyard and Rockbridge Winery. Sunrise Ridge is a pet-friendly property, we warmly welcome your pets with a pet fee of $150.

KitchenFamilyCheckout

4.97 out of 5 average rating, 499 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!

FamilyIndoor spacesHospitality

4.99 out of 5 average rating, 221 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.

KitchenFamilyAmenities

An aerial view of Oakridge Retreat showcases a charming home with a sloped roof and multiple gabled windows. Lush greenery surrounds the property, providing a serene backdrop of rolling hills and mountains in the distance.

4.88 out of 5 average rating, 228 reviews

Spring Mountain Luxury: Hot Tub, Fire Pit, Views

Enjoy breathtaking panoramic mountain views from this spacious and luxurious 4-bedroom home at Oakridge Retreat — ideal for large family gatherings, group getaways, or a tranquil vacation with friends. Unwind outdoors on the expansive stone patio, soak in the hot tub, or cozy up by the firepit with a glass of wine or a favorite book. This family-friendly retreat features a gourmet kitchen, fast Wi-Fi, and plenty of room for everyone.

Indoor spacesKitchenLocation

Cabin in Rockbridge Baths

The cabin is surrounded by trees, showcasing a wrap-around porch with a screened area. The two-story structure features a stone chimney and a metal roof. A grassy area is visible in front, enhancing the natural setting.

4.99 out of 5 average rating, 154 reviews

Maury River Cabin w/ Private Access near WLU & VMI

Welcome to Home Place on the Maury, a historic 1700s log cabin in Virginia’s Shenandoah Valley with direct Maury River access. This charming getaway blends rustic history with modern comfort, featuring screened porches, two fireplaces, and 15+ acres of grounds. Perfect for families, history lovers, and outdoor enthusiasts. Kayaks and river floats are provided for relaxing or adventurous days on the water.

KitchenIndoor spacesLocation

4.96 out of 5 average rating, 173 reviews

The cottage is framed by lush greenery, with a smooth gravel driveway leading to its entrance. Lounge chairs are positioned nearby under the trees, inviting relaxation. The surrounding meadow features scattered trees and shrubs, enhancing the natural beauty of the property.

Farm stay in Lexington

Cottage, creek, gardens, wifi. Near VHC, W&L, VMI.

Pleasant Valley Cottage is a 1100 sq ft, beautifully furnished, 3 bedroom, 2 full bath home, with new high speed, dedicated, wired and wireless internet connection. It sleeps up to six guests and is located on a lovely property, with a sparkling creek, smokeless fire pit, gardens and nature, yet in a neighborhood only five minutes from Lexington, 2.8 miles to Horse Center, 3.5 miles W&L, 3 miles to VMI.

FamilyKitchenBathroom

4.98 out of 5 average rating, 214 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! Stars shine bright in the certified dark skies. Check out our guidebook for local hikes and our other listing *Stillhouse Farm Yurt*

KitchenIndoor spacesQuiet

Popular amenities for Lexington family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 130 reviews

Home in Vesuvius

Huge Countryside Lux Home w Epic Views-Lexington

FamilyIndoor spacesCondition

4.96 out of 5 average rating, 349 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.

Guesthouse in Lexington

Entire Country Cottage guesthouse / Very Private

Indoor spacesKitchenBackyard

4.94 out of 5 average rating, 287 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: Hot Tub & EPIC Views!

Indoor spacesFamilyHot tub

4.94 out of 5 average rating, 209 reviews

An aerial view captures a cabin with a wraparound deck overlooking a serene river. The deck features a hot tub and outdoor seating, surrounded by green foliage. The river reflects the gentle flow of water, inviting relaxation amidst nature's tranquility.

Cabin in Goshen

River Cabin with Hot Tub, Fire Pit, Blue Ridge

FamilyKitchenDecor

4.99 out of 5 average rating, 138 reviews

An historic log cabin is framed by lush greenery, showcasing its rustic wooden exterior with large windows adorned with shutters. A pathway lined with stones leads to the entrance, while a vibrant garden flourishes in front, enhancing the tranquil mountain setting.

Cabin in Montebello

Pre-Civil War Log Cabin w Sauna, Hot tub & Firepit

KitchenFamilyHiking

4.92 out of 5 average rating, 641 reviews

Farm stay in Nellysford

Spindle Hill Cottage: an Artist’s Farm, Hot Tub

KitchenFamilyComfort

4.96 out of 5 average rating, 137 reviews

Home in Roseland

Stargaze on 12 Acres: Hot Tub 55"TV Fire Pit Grill

FamilyIndoor spacesNearby

A bubbling hot tub is featured under a covered porch, surrounded by trees. Water cascades gracefully from the tub's jets, with a serene sunset visible in the background, illuminating the landscape.

4.96 out of 5 average rating, 114 reviews

Secluded Home with Private Hot Tub & CA King Beds

Indoor spacesKitchenQuiet

Family- and pet-friendly home rentals

A charming farmhouse displays a metal roof and a welcoming front porch. The porch is lined with white railings and features potted plants. Two windows are adorned with shutters, framed by lush green grass and trees in the background.

4.92 out of 5 average rating, 104 reviews

Modern Farmhouse near vmi, w&l, svu & VA Horse Ctr

FamilyIndoor spacesGrill

A pair of black wicker chairs are positioned on a patio, offering a comfortable spot to enjoy panoramic views of green hills and distant white houses. A bright sky with fluffy clouds enhances the serene landscape.

4.98 out of 5 average rating, 101 reviews

"Blue Ridge Hideaway" Private home. 2m to Lex'ton

KitchenFamilyParks

4.96 out of 5 average rating, 177 reviews

Cottage in Fairfield

Ecco Adesso Vineyards-Vintner’s Cottage WLU-VMI

Indoor spacesFamilyPets

4.93 out of 5 average rating, 175 reviews

The cabin features a rustic wooden exterior with a metal roof, set on a spacious porch. A comfortable seating area is visible, alongside a welcome sign. A border collie stands at the entrance, with green foliage framing the scene and enhancing the natural surroundings.

Cabin in Buena Vista

Secluded cabin close to VMI, W&L, and Lexington.

KitchenIndoor spacesGetting around

4.97 out of 5 average rating, 148 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

KitchenFamilyComfort

4.89 out of 5 average rating, 209 reviews

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.

Home in Buena Vista

A Blue Ridge Home

Indoor spacesFamilyLong stay

4.9 out of 5 average rating, 104 reviews

A welcoming entrance is featured, showcasing a vibrant blue door framed by wooden logs. An American flag flutters beside a small bench and two Adirondack chairs placed on a wood-paneled porch. Lush greenery surrounds the base, providing a natural contrast.

Cabin in Lexington

The Marshall #82 - The Cabins at Lexington

FamilyIndoor spacesCheck-in

Guest suite in Lexington Rockbridge County

A sweeping view of the expansive countryside is displayed, featuring rolling hills and a blue sky with scattered clouds. A wooden shed with a metal roof and a larger barn are positioned on the property, surrounded by green fields and fenced areas.

5.0 out of 5 average rating, 126 reviews

Shepherd's Rest Farm Guest Suite - 8 min from VHC

FamilyKitchenDecor

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 116 reviews

A serene heated saltwater pool is surrounded by a large natural stone patio, featuring lounge chairs and a shaded area under an umbrella. A waterfall feature enhances the pool's ambiance, while expansive green pastures and distant mountains create a picturesque backdrop.

Farm stay in Roseland

Huge Farmhouse, Heated Pool for Family Vacations

KitchenIndoor spacesQuiet

Condo in Wintergreen Resort

A private furnished patio features a cozy seating area with light-colored cushions on a dark frame sofa. A wooden coffee table sits in front, accented by a woven rug. The surrounding greenery adds a natural backdrop, creating a peaceful setting for relaxation.

4.92 out of 5 average rating, 215 reviews

1 bedroom condo, close to hikes & breweries & pool

Indoor spacesFamilyHospitality

Home in Wintergreen Resort

A wooden walkway leads to the entrance of the house, framed by vibrant pink rhododendron flowers. Tall trees provide a natural backdrop, with dappled sunlight filtering through the leaves, creating a serene outdoor setting.

4.95 out of 5 average rating, 168 reviews

Bear's Mountain Escape

KitchenIndoor spacesCondition

Home in Wintergreen Resort

4.97 out of 5 average rating, 129 reviews

Cliffs Edge -A Contemporary Mountain Home

KitchenFamilyQuiet

4.98 out of 5 average rating, 229 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.

Apartment in Rockfish

Blue Ridge Bliss - For family & friends to enjoy!

FamilyIndoor spacesHot tub

4.97 out of 5 average rating, 122 reviews

Aerial view of the cabin and pool area, surrounded by lush green trees and well-maintained gardens. A rectangular pool is centrally located, flanked by colorful umbrellas alongside sun loungers. The rustic cabin and neighboring structures feature varied roof styles, contributing to the serene country setting.

Farm stay in Hurt

18th Century Cabin Retreat

KitchenIndoor spacesSleep quality

4.93 out of 5 average rating, 242 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

Indoor spacesKitchenQuiet