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
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, 1,216 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.
Apartment in Lexington
4.94 out of 5 average rating, 236 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, 105 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.

Superhost
Cottage in Lexington
4.91 out of 5 average rating, 237 reviews

Spring Tiny Home w/ Mountain Views near W&L & VMI

Welcome to our charming pet-friendly Irish farmhouse, set on three picturesque acres just outside Lexington. This 500-square-foot retreat features a clawfoot tub, propane fire pit, and screened-in porch with mountain views. Enjoy the cozy feel of a tiny home with plenty of space for a memorable stay. You’ll enjoy the perfect mix of country relaxation and easy access to downtown Lexington. Whether relaxing on the porch or dining on Main Street, the farmhouse offers the best of both worlds.

Top Guest favourite
Farm stay in Fairfield
4.93 out of 5 average rating, 257 reviews

Vineyard Cabin: Wine, Vines, & Views near W&L,VMI

Nestled on a wooded hillside, this bespoke cabin offers a serene escape. From the porch, enjoy panoramic views of meadows, vineyards, and majestic mountains. Steps away, vineyards beckon, providing a taste of wine country living. Part of Ecco Adesso Vineyards, our cozy cabin is a gateway to 300 acres of trails, orchards, springs, and forests-nature's canvas for relaxation. On-site, our winery tasting room awaits, promising a sensory journey. Escape the ordinary & be in the here and now.

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!

Guest favourite
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
4.94 out of 5 average rating, 146 reviews

Spring 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.

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, 490 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
A spacious living area features a comfortable leather sofa and a blue accent chair, centered around a coffee table on a patterned area rug. A ceiling fan provides ventilation, while a flat-screen TV is mounted on the wall. Natural light enters through large windows.
Apartment in Lexington
4.99 out of 5 average rating, 110 reviews

Above Smiles

Two bedroom apartment in downtown Lexington with a private parking spot and separate entrance. Walking distance to Washington and Lee and Virginia Military Institute. Enjoy all that downtown Lexington has to offer, without having to drive. Many shops and restaurants within walking distance. Short ride to many local attractions.

Top Guest favourite
A hand-built log cabin is nestled in a serene outdoor setting, surrounded by lush greenery and trees. Sunlight filters through the branches, illuminating the front porch, which features floral planters. A picnic table is positioned on the grassy area, enhancing the tranquil ambiance.
Cabin in Lexington
4.96 out of 5 average rating, 316 reviews

Cabin on the River at the Bare Farm

Only 3 miles from charming downtown Lexington the hand built log cabin sits alone on a 250 acre horse farm, 75 yards from the Maury River. Miles of trails to hike, the river to play in or fish, or simply enjoy the solitude and view from the porch.

Top Guest favourite
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
4.97 out of 5 average rating, 144 reviews

The Getaway

Quiet property on a large open property, less than 1 mile from the city limits. The property is a short walk to Boxerwood and the Country Club. 1.5 miles from downtown Lexington.

Popular amenities for Lexington family-friendly rentals

When is the best time to visit Lexington?

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Avg. price$311 NZD$356 NZD$390 NZD$333 NZD$405 NZD$284 NZD$274 NZD$289 NZD$344 NZD$416 NZD$395 NZD$301 NZD
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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 $117 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,620 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Lexington holiday rentals include Wi-Fi 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!