Holiday rentals with outdoor seating 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!

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

My goal: for you to feel pampered in this scenic, spacious, 3 bedroom, 2 bath home. (2 King, 1 Full, 1 Full futon, 1 small antique twin) Dogs welcomed- must be registered; pet fee is passed on to cleaning services. Panoramic mountain views. Gift basket & amenities. Grounds w gardens, porch, patio. Eclectic interior mixes antiques & modern styles. Base price is for 4 guests. Modest nightly extra charge for 5th & 6th guests. Can technically sleep 8, but message me first. I live on the property.

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

Spectacular Mountain views

Enjoy the breathtaking scenery when you stay in this beautiful, brand new space. A transformed outbuilding has become a quaint guest cottage with all of the amenities of home. Full kitchen w/all cooking essentials, K-cup coffee machine, new appliances, granite counter tops, full bath w/private shower and a jacuzzi tub with mountain views. Wake up in your master bedroom to spectacular mountain views. Living room w/electric fireplace, large screen TV. Your own private deck/pergola/gas grill.

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.

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.

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!

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!!

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.

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.

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.

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*