Family-friendly holiday rentals in Lexington

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Lexington

  • Total holiday rentals

    Explore 30 holiday rentals in Lexington

  • Nightly prices starting at

    Lexington holiday rentals start at $91 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,620 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Lexington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Lexington rentals

  • 4.9 Average rating

    Lexington stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated family-friendly rentals in Lexington

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

1 of 1 pages1 / 1
Top guest favourite
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
4.96 out of 5 average rating, 335 reviews

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!

Guest favourite
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
4.99 out of 5 average rating, 138 reviews

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

3 Sisters Cabin is an historic, pre-Civil War log cabin; one of only a few surviving 2-story log cabins along Virginia's scenic Blue Ridge Parkway. 3 Sisters is the only VA property featured in "The Top 100 Most Beautiful Rustic Vacation Properties in North America". We invite you to relax and recharge in the cabin, sauna and hot tub because you deserve it! Lay in the comfy QUEEN sized bed to stargaze at the beautifully lit sky through the skylight. Two TWIN beds as well. Sleeps 4.

Guest favourite
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.
Home in Buena Vista
4.95 out of 5 average rating, 156 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

Guest favourite
Home in Lexington
4.92 out of 5 average rating, 200 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!

Top guest favourite
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.
Home in Lexington
4.92 out of 5 average rating, 102 reviews

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

Escape to Michie Shire, a beautifully restored 1930’s farmhouse set on 17 rolling acres of pristine Virginia countryside. Located just 3 miles from historic downtown Lexington, this 1,800-square-foot retreat offers the perfect balance of rural tranquility and easy access to the campuses of Washington and Lee University and the Virginia Military Institute (VMI). With four spacious bedrooms and three full bathrooms, the farmhouse comfortably accommodates up to eight guests.

Top guest favourite
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.
Cottage in Rockbridge Baths
5 out of 5 average rating, 430 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!!

Top guest favourite
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.
Cabin in Rockbridge Baths
4.98 out of 5 average rating, 431 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.

Guest favourite
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
4.98 out of 5 average rating, 491 reviews

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!

Top guest favourite
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
4.99 out of 5 average rating, 218 reviews

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.

Top guest favourite
The exterior of a newly renovated farmhouse is displayed, featuring a metal roof, stone accents, and wooden shutters. A spacious porch is furnished with rocking chairs, and a gravel pathway leads to the house. Lush green grass surrounds the property, with rolling hills visible in the background.
Home in Lexington
4.98 out of 5 average rating, 247 reviews

Julian's Place-Modern Farmhouse with Amazing Views

Only 5 miles from downtown Lexington and both VMI and Washington and Lee Universities. Come feel at home and relax in this newly renovated farmhouse with beautiful views and cozy charm! Enjoy the views of the Blue Ridge and Alleghany Mountains from the outdoor shower, screen porch, sunroom or outdoor fire pit. This house has your scenic views in mind, while also providing the convenience to downtown Lexington and Rockbridge County!

Guest favourite
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
4.9 out of 5 average rating, 103 reviews

The Marshall #82 - The Cabins at Lexington

The Cabins at Lexington is the perfect all-season destination. Located on a private, wooded hillside in the heart of the Shenandoah Valley, the Cabins are only minutes from historic downtown Lexington, Washington & Lee University, Virginia Military Institute, the Virginia Horse Center and many wedding venues. Our cabins are professionally cleaned per visit. Although pet friendly a pet fee applies.

Top guest favourite
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
4.98 out of 5 average rating, 199 reviews

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*

Popular amenities for Lexington family-friendly rentals

When is the best time to visit Lexington?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$241 SGD$276 SGD$302 SGD$258 SGD$314 SGD$221 SGD$213 SGD$224 SGD$267 SGD$323 SGD$306 SGD$234 SGD
Avg. temp2°C4°C8°C13°C18°C22°C24°C24°C20°C14°C8°C4°C