
Holiday rentals in Lexington
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Top-rated holiday rentals in Lexington
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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.

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.

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!

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.

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.

Couples Retreat | HotTub/Cool Tub Fire Pit /Pets!
Winding Creek Cabin, a tranquil Shenandoah Valley retreat designed for couples, where rustic elegance meets serenity in a private yet accessible setting. Surrounded by stunning pastures, scenic farmland, and the gentle sounds of a babbling brook, this haven invites you to unwind and rejuvenate. Start your day with coffee on the front porch Swing. Relax in the hot tub, outdoor TV sip your favorite beverage by the New FirePit 🔥. Heated tile floor New !! EV Charger

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!!

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.

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!

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.

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 holiday rentals
Other great holiday rentals in Lexington

Poo’s Corner

Charming downtown Lex cottage, walk to WLU, VMI

New! The Nest Treehouse near Goshen Pass

The Mountain House at 12 Ridges Vineyard

The Hawthorne Place

Main St Lexington Modern Loft APT walk to WLU VMI

The Cottage at Turkey Hill

Dahlia House Spacious Apartment
When is the best time to visit Lexington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $251 SGD | $276 SGD | $291 SGD | $261 SGD | $291 SGD | $241 SGD | $220 SGD | $233 SGD | $261 SGD | $291 SGD | $252 SGD | $233 SGD |
| Avg. temp | 2°C | 4°C | 8°C | 13°C | 18°C | 22°C | 24°C | 24°C | 20°C | 14°C | 8°C | 4°C |
Frequently Asked Questions
What are the best places to stay in Lexington?
Lexington has a mix of options, from stays in the historic downtown area to homes near Washington and Lee University. Many visitors enjoy accommodations with scenic views of the surrounding Blue Ridge foothills.
What are the best things to do in Lexington with kids?
Kids can explore museums, engage with animals at local farms, or enjoy interactive exhibits at small discovery centers. Parks and walking trails around Lexington often provide open space for play and picnics.
What are some of the best things to do in Lexington?
Explore historic campuses like Virginia Military Institute, stroll downtown’s shops and galleries, or visit museums with regional stories. Nearby trails and scenic overlooks around Lexington are frequently suggested for nature enthusiasts.
How is the weather in Lexington?
Lexington’s winters are chilly, with highs near 46°F (8°C) in January and some snowfall. Summers bring warm temperatures, often reaching 87°F (31°C) in July, with autumn known for mild, crisp days and colorful foliage.
When is the best time to visit Lexington?
Late spring and early autumn are often recommended for milder temperatures and vibrant natural scenery. Many visitors enjoy the pleasant weather for walking tours and outdoor activities during these seasons.
What are the best places to visit in Lexington?
The campuses of Washington and Lee University and Virginia Military Institute are frequently suggested for their architecture and history. Museums, art galleries, and the nearby Natural Bridge also draw many visitors.
What are some hiking trails in Lexington?
Lexington has access to several scenic hiking trails with views of the Blue Ridge Mountains. Visitors often explore paths near the Chessie Nature Trail or trails in natural areas just outside town.
What are some family activities we can do in Lexington?
Families can enjoy educational visits to museums, hands-on learning at discovery centers, or lively time at local farms. Parks and outdoor picnic spots around Lexington also invite relaxed gatherings.
What are some of the best day trip ideas from Lexington?
Discover stunning rock formations at Natural Bridge, explore mountain trails in surrounding parks, or visit historic sites in neighboring towns. Wine tastings and river activities are also frequently suggested.
Are there any pet friendly accommodations available in Lexington?
Many accommodations in Lexington welcome pets, especially in homes around downtown or on the outskirts. Local parks and green spaces make it convenient for travelers exploring with animals.
What are some local tips for visiting Lexington?
Comfortable shoes are helpful for exploring Lexington’s hilly streets and campus grounds. Locals often suggest trying regional foods at small eateries and allotting time for both downtown strolls and surrounding natural areas.
What is Lexington known for?
Lexington is known for its historic college campuses, Civil War-era sites, and preserved downtown with characterful buildings. The area has connections to complex histories, including those of notable military leaders and interpretations of past eras.
What are the best hidden gems to explore in Lexington?
Smaller art galleries, tucked-away bookshops, and quiet walking trails draw those seeking less crowded experiences. Historic cemeteries and local shops downtown are also frequently mentioned by returning visitors.
What are the best foods to try in Lexington?
Visitors often try Appalachian-inspired dishes, regional barbecue, or locally made cheeses and baked goods. Markets and restaurants showcase seasonal produce and traditional Southern flavors.
What should I bring for a trip to Lexington?
Layers are useful as temperatures can vary, especially in spring and autumn. Comfortable walking shoes and a light rain jacket are helpful for campus tours or exploring nearby trails.
What is the nightlife in Lexington like?
Lexington has a relaxed nightlife scene centered on casual pubs, cozy wine bars, and occasional live music in local venues. Downtown’s gathering spots invite conversation and a taste of regional brews.
What are the most popular events or festivals in Lexington?
Parades, arts festivals, and seasonal celebrations around local colleges are among the most popular events in Lexington. Annual horse-related events and community fairs are also frequently suggested, especially during spring and autumn.
Are there family friendly vacation rentals in Lexington?
Lexington has family-friendly vacation rentals, including larger homes and properties with kitchens and outdoor areas. Staying near parks or in residential neighborhoods is often suggested for families seeking more space.
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 $91 SGD per night before taxes and fees

Verified guest reviews
Over 2,710 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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