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Holiday rentals in Lexington

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Top-rated holiday rentals in Lexington

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 303 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
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, 1,189 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 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, 129 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

Top guest favourite
A spacious living area is highlighted by a large sectional sofa adorned with a mix of blue and orange cushions. A wooden coffee table sits in the center, complemented by a decorative basket. A wall-mounted TV is positioned across from the seating, with light filtering through large windows.
Apartment in Lexington
5 out of 5 average rating, 112 reviews

Steps from WLU & VMI Loft with Private Parking

This stylish downtown apartment combines historic charm with modern comfort, with exposed brick from its 1920s origins as the Lexington Motor Company. Large windows brighten the space and frame views of downtown and the Blue Ridge Mountains. With two king bedrooms, 2 full baths, a full kitchen and 1 private parking space, it’s designed for comfort and convenience. Elevator access makes it ideal for guests with accessibility needs. We happily welcome your four-legged friends with a pet fee!

Superhost
Cottage in Lexington
4.92 out of 5 average rating, 212 reviews

Modern Tiny Stay • 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
The exterior of a historic stone cottage is displayed, showcasing a mix of weathered stone and modern construction. The building features a gabled roof, wooden door, and multiple windows, with a lush green backdrop of trees and open grass.
Cottage in Buena Vista
4.91 out of 5 average rating, 140 reviews

The Cottage at Savernake, 1br, sleeps 4

Enjoy the serenity of this 1700s stone cottage overlooking the Maury River. The Cottage at Savernake, located on hwy 501 on the South end of Buena Vista, VA on Savernake Farm, offers 1 br, 1 bath, beautifully updated kitchen, charming living room with pull out couch, and washer/dryer. Conveniently located near Southern Virginia University. The Cottage is centrally located between Lexington, Glasgow, Natural Bridge, with easy access to the Blue Ridge Parkway and the Appalachian Trail.

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, 402 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 this is a must see! Located 9 miles from Lexington, Washington & Lee and Virginia Military Institute. It's a fisherman's friend, paddlers paradise or just a relaxing retreat! The timber frame construction, stone fireplace, gourmet kitchen and park like setting will take your breath away! You won’t want to leave!

Guest favourite
A light-filled living area features a cozy sofa positioned against a backdrop of high ceilings with wooden beams. A small dining table and chairs are visible, along with a TV and a floral centerpiece on a wooden coffee table. Large windows provide views of the surrounding greenery.
Guest house in Lexington
4.93 out of 5 average rating, 396 reviews

Twin Maple Carriage House

Minutes from downtown Lexington , this modern Carriage House is architecturally rich, with skylights, cathedral ceiling and custom cabinetry. Queen size bed, 2 roll away beds/cots. Large bath with spacious ceramic tile shower. Fully equipped kitchen with staples, Keurig type coffee maker. TV, gas grill, fast fiber internet PETS-$40 per stay. $50 if not paid before arrivals. Inform is brining more than 2 EV CHARGING-$25 fee Note CANCELLATION POLICY for graduations, etc

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, 227 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. See "Show More" for further pricing explanation You may not bring in overnight guests that you did not include in your reservation.

Top guest favourite
The entryway features exposed log walls, highlighting the cabin's historic charm. A staircase leads to the upper level, while a comfortable armchair sits beside a small lamp. A plaid blanket drapes over the armchair, adding a cozy touch to the welcoming space.
Cabin in Rockbridge Baths
4.97 out of 5 average rating, 389 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.

Top 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, 481 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, 199 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.

Popular amenities for Lexington holiday rentals

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Quick stats about holiday rentals in Lexington

  • Total holiday rentals

    Explore 50 holiday rentals in Lexington

  • Nightly prices starting at

    Lexington holiday rentals start at £46 per night before taxes and fees

  • Verified guest reviews

    Over 2,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Lexington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Lexington rentals

  • 4.9 Average rating

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

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