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Family-friendly holiday rentals in Lexington

Find and book unique family-friendly homes on Airbnb

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 favourite
The open living space features a circular design with wooden beams radiating from the yurt dome. A comfortable chair and coffee table are positioned on warm wood flooring. A staircase leads to the loft, with a kitchen area visible in the background.
Yurt in Lexington
4.99 out of 5 average rating, 608 reviews

Yurt at Stillhouse Farm *Wifi *Creek *Private

Our yurt at Stillhouse Farm offers a private setting. Less than 5 miles from W&L+VMI. The spring fed creek can be heard from the deck along with owls, turkey, and other wildlife. Plenty of outdoor space on the deck, outdoor fireplace, and under pavilion. The high speed internet makes for an ideal getaway where you can still work, if necessary. Features reclaimed wood from 1800s log cabin that was on site. Check out our other listing, **Cabin Retreat** https://www.airbnb.com/h/stillhousecabin

Top guest favourite
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
4.98 out of 5 average rating, 1,203 reviews

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!

Top guest favourite
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.
Flat in Lexington
4.94 out of 5 average rating, 233 reviews

"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.

Top guest favourite
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
4.96 out of 5 average rating, 102 reviews

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.

Top guest favourite
Cottage in Fairfield
4.96 out of 5 average rating, 164 reviews

Ecco Adesso Vineyards – Vintner's Cottage WLU-VMI

Escape to the Vintners Guest House, a bespoke retreat perched on a hill & offers sweeping views of our vineyards & mountains. Adjacent to our on-site tasting room, this sanctuary features an expansive covered porch with Adirondack chairs, a firepit, and a fenced backyard. Inside, a wood-burning fireplace adds warmth, and a gas grill awaits al fresco delights. It's the perfect spot to unwind with a cup of coffee or a glass of wine. Come, be our guest, and experience the epitome of serenity.

Top guest favourite
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
4.99 out of 5 average rating, 440 reviews

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).

Top guest favourite
Home in Lexington
4.92 out of 5 average rating, 196 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
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, 420 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, 418 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, 489 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, 214 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.

Guest favourite
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
4.96 out of 5 average rating, 167 reviews

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.

Popular amenities for Lexington family-friendly rentals

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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 £52 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!