
Holiday rentals in Lexington
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Top-rated holiday rentals in Lexington
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Cross Creek Luxury Couples Cabin
Cross Creek Luxury Couples Cabin is a one of a kind, romantic, get-away for two just 3 miles from the Blueridge Parkway. From its uniquely designed suspension over top of a creek, lighted boardwalk path through the woods that ramps up to the cabin amongst the trees giving it a true tree-house feel, 3 spacious decks for lounging and enjoying nature and the sounds of the roaring creek beneath you, to luxurious amenities galore inside and out. All in a secluded, private setting minutes from town!

"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.

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.

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.

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.

The Sanctuary
Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

A Blue Ridge Home
This beautifully remodeled Blue Ridge country home sits on the outskirts of the town of Buena Vista and minutes from Lexington. This is the perfect travel location to escape the big city, explore the beautiful National Parks and attractions, or visit for a weekend getaway. Access the Blue Ridge Parkway, visit Natural Bridge, or head over to the incredible Virginia Safari Park. Stay here for trips to W&L, VMI, or SVU. A perfect place for a quick stop or extended stay.

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!
Popular amenities for Lexington holiday rentals
Other great holiday rentals in Lexington

Shady Grove

Modern King bed Apartment next to Brewery!

Relaxing Creekside Cabin | Fire Pit + Games

Kate's Cottage at Legacy Farm Lexington VA

Cozy and Quiet Guest Suite

The Hawthorne Place

Main St Lexington Modern Loft APT walk to WLU VMI

The Cottage at Turkey Hill
When is the best time to visit Lexington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $246 SGD | $270 SGD | $285 SGD | $256 SGD | $285 SGD | $236 SGD | $216 SGD | $228 SGD | $256 SGD | $285 SGD | $247 SGD | $228 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 $89 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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