Lexington holiday rentals

We found 174 holiday rentals — enter your dates for availability
Discover a selection of 45 homes, 16 apartments and other holiday rentals in Lexington that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Lexington

Showing deals for:25 Dec - 1 Jan

....and hand made quilts
It's a place that attracts happiness!
There's a fully equipped kitchen....
...facing a stone fireplace in the Main Room
Exceptional
(86 reviews)

It's a place that attracts happiness.

Lexington

12% off
AU$2,685
for 7 nights, 1 cabin
AU$384 per night
includes taxes & fees
It's a place that attracts happiness.
Bedroom 1, First Floor,King Bed with private full bath.
Enclosed outside area for gathering
Sun porch offers wonderful view of the orchard, fields and Sam Houston wayside.
Foyer is another great spot to sit and catch up with family or old friends!
Exceptional
(40 reviews)

Historic Lexington Retreat - 5BR on Acres- Perfect for Families, Friends & Pets

Fairfield

8% off
AU$7,595
for 7 nights, 1 home
AU$1,085 per night
includes taxes & fees
Historic Lexington Retreat - 5BR on Acres- Perfect for Families, Friends & Pets
Great view from the sun porch.
On cold days, there is a heater to warm up the sun porch.
Remodeled kitchen stocked with utensils, basic spices, sugar, tea and coffee.
Wade's Mill
Exceptional
(58 reviews)

Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

Fairfield

7% off
AU$3,138
for 7 nights, 1 home
AU$448 per night
includes taxes & fees
Bud's Place, Southern Charm in the Shenandoah Valley of Virginia
Room
Exterior
Dining
Exterior
Exceptional
(6 reviews)

Retreat by the Rivah Experience this three bedroom custom built cabin, sleeps 8

Rockbridge Baths

8% off
AU$3,168
for 7 nights, 1 cabin
AU$453 per night
includes taxes & fees
Retreat by the Rivah Experience this three bedroom custom built cabin, sleeps 8
Second bedroom
The screened porch seems to float above the trees
Living Room
Dining Room
Exceptional
(77 reviews)

Old Farm Road. Spacious house on 10 acres only 1 mile from downtown Lexington

Lexington

12% off
AU$2,788
for 7 nights, 1 home
AU$398 per night
includes taxes & fees
Old Farm Road. Spacious house on 10 acres only 1 mile from downtown Lexington
Breakfast nook overlooks the woods and deck
Living Room and Fireplace
Room
Exterior
Exceptional
(211 reviews)

Luxury cabin in the woods, 2 bedrooms plus loft

Fairfield

8% off
AU$2,632
for 7 nights, 1 cabin
AU$376 per night
includes taxes & fees
Luxury cabin in the woods, 2 bedrooms plus loft
Enter through the side door, be welcomed to well stocked kitchen, ice & water
Sunrise in winter often brings bright colors, soak it in from a hot tub
Entrance into the large great room including dining area, satellite TV, & games
Gorgeous views from sitting area in livingroom, watch the deer strolls by!
Exceptional
(133 reviews)

HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome

Lexington

11% off
AU$2,540
for 7 nights, 1 home
AU$363 per night
includes taxes & fees
HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome
WASHINGTON AND LEE UNIVERSITY
Outdoor dining
Property grounds
3rd Bedroom, Queen
Exceptional
(74 reviews)

Modern Farmhouse near VMI, W&L, SVU & VA Horse Ctr

Lexington

8% off
AU$4,694
for 7 nights, 1 home
AU$671 per night
includes taxes & fees
Modern Farmhouse near VMI, W&L, SVU & VA Horse Ctr
Dining area & kitchen seating
Drone overview
Fire Pit
Kitchen
Exceptional
(147 reviews)

Inviting Mountain Retreat

Lexington

15% off
AU$2,017
for 7 nights, 1 apartment
AU$288 per night
includes taxes & fees
Inviting Mountain Retreat
Property grounds
Outdoor dining
Living area
Interior
Exceptional
(7 reviews)

Charming Brick Farmhouse w/ Wraparound Porch in Brownsburg VA!! WIFI & AC

Raphine

5% off
AU$2,407
for 7 nights, 1 home
AU$344 per night
includes taxes & fees
Charming Brick Farmhouse w/ Wraparound Porch in Brownsburg VA!! WIFI & AC
Property grounds
Living area
Private kitchen
Exterior detail
Exceptional
(9 reviews)

Charming studio cottage just 5 minutes from delightful downtown Lexington!

Lexington

7% off
AU$1,516
for 7 nights, 1 apartment
AU$217 per night
includes taxes & fees
Charming studio cottage just 5 minutes from delightful downtown Lexington!
Full kitchen
Enjoy a relaxing basement apartment in our quiet country home.
Spacious living room w/ twin day bed and twin trundle available if needed.
Table expands if needed.
Exceptional
(5 reviews)

Quiet Apt near Lexington and Buena Vista

Lexington

20% off
AU$1,379
for 7 nights, 1 apartment
AU$197 per night
includes taxes & fees
Quiet Apt near Lexington and Buena Vista
The hall looks as it did in 1840. The original blue paint has been recreated.
The sitting room combines historic atmosphere with modern comfort, including TV.
Dining
Flowers, shrubs, stone walls, and trees make the secluded garden magical.
Exceptional
(150 reviews)

Restored 1840 House with Gardens in Historic Downtown

Lexington

28% off
AU$2,997
for 7 nights, 1 home
AU$428 per night
includes taxes & fees
Restored 1840 House with Gardens in Historic Downtown
Living area
McDowell Studio is the entire top floor of this handsome c.1890 house.
The bedroom's wallpaper, quilt, & furnishings reflect c.1890 interest in Japan.
A stone path winding through the Studio's garden leads to its private entrance.
Exceptional
(81 reviews)

Lovely C.1890 Flat with Garden in Historic Downtown

Lexington

11% off
AU$2,072
for 7 nights, 1 apartment
AU$296 per night
includes taxes & fees
Lovely C.1890 Flat with Garden in Historic Downtown

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The historical area of Lexington awaits your stay

Come and experience Lexington and its history, cathedral and monuments. This city's football games, university setting and architecture draw many visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Lexington

Do you want to find attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Lexington a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Virginia Safari Park (8.6 mi / 13.9 km)
  • Natural Bridge Zoo (10.7 mi / 17.3 km)
  • Homestead Ski Area (25.2 mi / 40.6 km)
  • Homestead Old Course (25.7 mi / 41.4 km)
  • The Cascades Golf Course (25.9 mi / 41.7 km)
  • Warm Springs Pools (26.2 mi / 42.2 km)

Exploring the natural features in Lexington

Whether you're an active traveller or just want to appreciate the scenery, Lexington is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Goshen Pass Natural Area Preserve (10.7 mi / 17.2 km)
  • Crabtree Falls (20.3 mi / 32.7 km)
  • Warm Springs Pools (26.2 mi / 42.2 km)
  • Glen Maury Park (5.5 mi / 8.9 km)
  • Peaks of Otter (24.8 mi / 40 km)
  • Alumni Memorial Field (0.5 mi / 0.8 km)

Transport options to and around Lexington

The nearest airport is in Hot Springs, VA (HSP-Ingalls Field), located 24.4 mi (39.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Lynchburg, VA (LYH-Lynchburg Regional), which is 34.1 mi (54.9 km) away.

Frequently asked questions

What is the best area to stay in Lexington when booking a holiday rental?
When considering the best area to stay in Lexington, Virginia, for a holiday rental, the downtown area is an excellent choice. This vibrant neighbourhood is not only picturesque, with its historic buildings and charming streets, but it also places you in close proximity to several top attractions. You can easily visit the Virginia Military Institute, which boasts a fascinating museum and beautifully landscaped grounds. Additionally, the nearby Stonewall Jackson House offers a glimpse into the life of the famed Confederate general, making it a worthwhile stop for history enthusiasts.In terms of holiday rentals, the downtown area typically features a variety of properties, from cosy cottages to more spacious homes, suiting different group sizes and preferences. Staying here allows you to immerse yourself in the local culture, with plenty of dining options, shops, and galleries just a short stroll away.
Where are the best Lexington ski resort rentals?
For skiing near Lexington, Virginia, the closest ski area is Wintergreen Resort, located approximately 30 miles away. Visitors looking for rentals in this region should consider the nearby towns of Nellysford and Roseland, which offer a range of accommodations suited for ski enthusiasts.In Nellysford, you'll find various cabin rentals and lodges that provide a cosy atmosphere, often equipped with amenities such as fireplaces, fully equipped kitchens, and outdoor decks superb for enjoying the mountain views. Many properties here cater to families and groups, allowing for a comfortable stay after a day on the slopes.In Roseland, guests can opt for charming chalets or rustic homes that highlight the natural beauty of the area. These accommodations frequently feature spacious living areas, hot tubs for relaxation, and easy access to local hiking trails, making them ideal for those who enjoy both skiing and outdoor activities.The Wintergreen Resort itself offers a variety of slopes suitable for all skill levels, and after skiing, visitors can explore the resort's amenities like the spa, dining options, and seasonal events.
What is the most popular type of holiday rental accomodation in Lexington?
In Lexington, holiday houses are the most popular type of holiday rental, with approximately 128 available throughout the area. These properties are typically spacious and well-equipped, offering amenities such as multiple bedrooms, fully stocked kitchens, and outdoor spaces for relaxation. Many are situated in scenic locations close to local attractions like the Virginia Military Institute and the historic downtown area.Cottages also feature prominently, with around 68 options that provide a charming, homely atmosphere. These often include cosy living areas, quaint décor, and sometimes even fireplaces, making them superb for a romantic getaway or a tranquil retreat.Cabins, numbering about 56, offer a rustic experience for those wishing to connect with nature, often set against the backdrop of the beautiful Blue Ridge Mountains. They typically come with amenities like kitchens and outdoor areas, ideal for barbecues after a day of hiking.Finally, there are around 52 apartments and 12 condos available, which cater to those looking for a more urban experience, often located near restaurants and shopping.
Are there any family house rentals in Lexington?
In Lexington, Virginia, there is a good selection of family-friendly house rentals, with around 49 available throughout the area. This charming town is steeped in history and surrounded by picturesque landscapes, making it an excellent choice for families. Many properties offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play or relax after a day of exploration.Visitors will find that these homes often come with amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay. The town itself features nearby attractions like the Virginia Military Institute and the Lee Chapel, both of which offer educational experiences for all ages. Additionally, the scenic Blue Ridge Parkway is just a short drive away, providing opportunities for hiking and enjoying breathtaking views.
Are there pet-friendly house rentals in Lexington?
In Lexington, Virginia, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these rentals feature amenities such as spacious gardens, outdoor patios, and well-equipped kitchens, which enhance the experience for families and groups.The city is surrounded by beautiful landscapes, making it ideal for outdoor enthusiasts and their pets. Nearby, the picturesque Natural Bridge State Park offers scenic trails and open spaces for walks, while the historic downtown area features pet-friendly cafes and shops, allowing visitors to enjoy the local charm with their pets.
Are there any remote work holiday rentals in Lexington?
In Lexington, Virginia, there are numerous options for remote work holiday rentals, with around 276 available throughout the area. Visitors can expect a variety of properties equipped to facilitate a productive work environment, including high-speed Wi-Fi and dedicated workspaces such as desks and comfortable chair setups. Many accommodations are designed to provide both comfort and functionality, allowing guests to balance work and leisure seamlessly.The charming town of Lexington offers a rich historical backdrop, with nearby attractions such as the Virginia Military Institute and Washington and Lee University, providing ample opportunities for exploration during downtime. Many rentals feature amenities like fully equipped kitchens, spacious living areas, and sometimes even outdoor spaces for relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Lexington?
In Lexington, popular holiday rental amenities include kitchens, allowing guests to prepare their own meals, and outdoor spaces such as decks or patios for enjoying the pleasant Virginia weather. Many properties also provide onsite parking for convenience, along with coffee and tea makers for a quick morning pick-me-up. Some rentals feature porches or lanais, offering a charming spot to relax and take in the surrounding views.
When is the best time to visit Lexington for a holiday rental?
April is the most popular time to visit Lexington, Virginia, as the spring blooms create a vibrant backdrop for exploration. During this month, the weather is pleasantly mild, with temperatures ranging from 7 to 20 degrees Celsius, making it great for outdoor activities such as hiking along the scenic trails or enjoying a leisurely stroll through the historic downtown area.As the peak season unfolds from July to September, the region flourishes with summer festivities, attracting visitors keen on experiencing everything from local events to outdoor adventures. However, if you prefer a quieter atmosphere while still soaking in the beautiful landscapes, April is ideal, offering both comfort and fewer crowds.For those looking to travel on a budget, November presents an excellent opportunity. While the temperatures dip to around 0 to 10 degrees Celsius, the fall foliage offers a stunning visual experience, and the slower pace allows for a more immersive exploration of local culture and history.
What are the top attractions in Lexington?
In Lexington, Virginia, visitors can enjoy a range of attractions that highlight the area's rich history and natural beauty. The heart of the town features the historic Lexington Cemetery, where top figures such as Stonewall Jackson are buried, offering a serene place to stroll and reflect. Nearby, the Virginia Military Institute, with its impressive architecture and museum, provides insight into the military heritage of the region.For a taste of local culture, the downtown area boasts charming shops, cafes, and galleries, making it an inviting spot to explore. Just a short drive away, the Natural Bridge State Park offers stunning geological formations and scenic trails, great for outdoor enthusiasts. The nearby Blue Ridge Parkway also presents breathtaking views and numerous hiking opportunities.Additionally, the historic Lee Chapel, located on the campus of Washington and Lee University, draws visitors with its beautiful architecture and significance in American history.
Are all fees included in the Lexington holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Lexington holiday homes with parking?
Stayz offers a wide selection of holiday homes in Lexington with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Lexington holiday homes?
You can find great discounts on holiday homes in Lexington on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Lexington holiday home booking on Stayz?
To find Lexington holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Lexington?
A long-stay holiday home in Lexington is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Lexington holiday home?
Book your Lexington holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Lexington?
Prices for holiday homes in Lexington vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Lexington to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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