A stone wall with benches, a narrow path, and a large rock archway surrounded by dense green foliage.

Lexington Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lexington holiday rentals

1. Autumn Ridge Cottages

Autumn Ridge Cottages
2.5 star property
Lexington
9.6 out of 10, Exceptional, (183 reviews)
"Great little cabin with beautiful countryside and only a short distance from Lexington and VMI! Easy check-in. Great space indoors and out. Kitchen was nice and had all the amenities we needed."
United States
Naomi
The price is NZ$783
includes taxes & fees
16 Nov - 17 Nov
Autumn Ridge Cottages

2. Lovely C.1890 Flat with Garden in Historic Downtown

Lovely C.1890 Flat with Garden in Historic Downtown
Lexington
9.6 out of 10, Exceptional, (82 reviews)
"This place was a gem. Highly recommend. Perfect location. Storybook neighborhood. Yummy restaurants. Lovely garden. Peaceful magic."
United States
Kerry D.
The price is NZ$556
includes taxes & fees
17 Nov - 18 Nov
Lovely C.1890 Flat with Garden in Historic Downtown

3. Elegant & Modern Carriage House at Twin Maple Farm

Elegant & Modern Carriage House at Twin Maple Farm
Lexington
10.0 out of 10, Exceptional, (232 reviews)
"Beautiful place to stay with really nice people. Everything well cared for and clean. Will happily stay here again."
United States
Erin S.
The price is NZ$413
includes taxes & fees
19 Nov - 20 Nov
Elegant & Modern Carriage House at Twin Maple Farm

4. Cozy Tiny House with Mountain Views, Firepit, Deck & Clawfoot Tub

Cozy Tiny House with Mountain Views, Firepit, Deck & Clawfoot Tub
Lexington
10.0 out of 10, Exceptional, (23 reviews)
"This rental is always a great stay. Clean, cute, and relaxing. My dog always enjoys the yard and has a great time. We have stayed here a few times and have never been disappointed!"
United States
Amanda T.
The price is NZ$622
includes taxes & fees
16 Nov - 17 Nov
Cozy Tiny House with Mountain Views, Firepit, Deck & Clawfoot Tub

5. Charming downtown Lex cottage, walk to WLU, VMI

Charming downtown Lex cottage, walk to WLU, VMI
Lexington
10.0 out of 10, Exceptional, (19 reviews)
"My wife and I had a terrific stay at the Halestone Cottage. The facility was clean and its location in Lexington was ideal. We would recommend it highly to any couple visiting the area."
United States
Timothy M.
The price is NZ$651
includes taxes & fees
13 Dec - 14 Dec
Charming downtown Lex cottage, walk to WLU, VMI

6. The Monroe Cottage - Luxury Farm Stay

The Monroe Cottage - Luxury Farm Stay
Lexington
10.0 out of 10, Exceptional, (3 reviews)
" Beautiful cabin inside and out!"
United States
Mark G.
The price is NZ$582
includes taxes & fees
16 Nov - 17 Nov
The Monroe Cottage - Luxury Farm Stay

7. Barnswallow Suite, King Bed, Blue Ridge Barn

Barnswallow Suite, King Bed, Blue Ridge Barn
Lexington
10.0 out of 10, Exceptional, (2 reviews)
"Very nice definitely recommend"
United States
Andrew N.
The price is NZ$415
includes taxes & fees
16 Nov - 17 Nov
Barnswallow Suite, King Bed, Blue Ridge Barn

8. Rustic Romantic Bayberry Cottage at Autumn Ridge

Rustic Romantic Bayberry Cottage at Autumn Ridge
Lexington
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful private cabin. "
United States
Rebecca T.
The price is NZ$646
includes taxes & fees
17 Nov - 18 Nov
Rustic Romantic Bayberry Cottage at Autumn Ridge

9. Twinleaf Honeymoon Cottage at Autumn Ridge

Twinleaf Honeymoon Cottage at Autumn Ridge
Lexington
9.8 out of 10, Exceptional, (14 reviews)
"Had a great time! Great place to enjoy the mountains!"
United States
Nathan M.
The price is NZ$625
includes taxes & fees
16 Nov - 17 Nov
Twinleaf Honeymoon Cottage at Autumn Ridge

10. Tiny House w/ Big Mountain Views - near VMI & WLU

Tiny House w/ Big Mountain Views - near VMI & WLU
Lexington
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay and it’s pet friendly!"
United States
Sarai A.
The price is NZ$646
includes taxes & fees
16 Nov - 17 Nov
Tiny House w/ Big Mountain Views - near VMI & WLU

11. Deerfield Honeymoon Cottage at Autumn Ridge

Deerfield Honeymoon Cottage at Autumn Ridge
Lexington
9.8 out of 10, Exceptional, (41 reviews)
"this was such a terrific stay! very well ran and amazing hosts! "
United States
Darcy T.
The price is NZ$636
includes taxes & fees
16 Nov - 17 Nov
Deerfield Honeymoon Cottage at Autumn Ridge

12. Cabin Retreat at Stillhouse Farm NEW

Cabin Retreat at Stillhouse Farm NEW
Lexington
10.0 out of 10, Exceptional, (35 reviews)
"We absolutely loved this place. Just stayed for one night and instantly regretted not booking for longer. So clean and peaceful and beautiful. They were super responsive and the baked goods were amazing. Can’t wait to come here again!"
United States
Christina N.
The price is NZ$555
includes taxes & fees
19 Nov - 20 Nov
Cabin Retreat at Stillhouse Farm NEW

13. Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L

Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L
Lexington
10.0 out of 10, Exceptional, (58 reviews)
"What a wonderful and peaceful location! We enjoyed our stay and would definitely recommend!"
United States
Jennifer E.
The price is NZ$551
includes taxes & fees
16 Nov - 17 Nov
Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L

14. Rustic Romantic Ridgeview Cottage at Autumn Ridge

Rustic Romantic Ridgeview Cottage at Autumn Ridge
Lexington
8.8 out of 10, Excellent, (3 reviews)
"Lovely cabin with an amazing view of the Blue Ridge!"
United States
Cindy A.
The price is NZ$717
includes taxes & fees
16 Nov - 17 Nov
Rustic Romantic Ridgeview Cottage at Autumn Ridge

15. Steps from WLU & VMI Loft with Private Parking

Steps from WLU & VMI Loft with Private Parking
Lexington
9.8 out of 10, Exceptional, (18 reviews)
"Best place to stay in Lexington, owner thinks of every detail!"
United States
Mark G.
Steps from WLU & VMI Loft with Private Parking

16. Main St Lexington Modern Loft APT, walk to WLU VMI

Main St Lexington Modern Loft APT, walk to WLU VMI
Lexington
10.0 out of 10, Exceptional, (5 reviews)
"Clean and clean well appointed. Great location "
United States
John F.
Main St Lexington Modern Loft APT, walk to WLU VMI

17. Water Trough Hill - Views of Lexington

Water Trough Hill - Views of Lexington
Buena Vista
10.0 out of 10, Exceptional, (63 reviews)
"Great place! Lots of room and a beautiful setting. The Host was helpful and set it up perfectly for easy checkin. Thank you!"
United States
alexander
Water Trough Hill - Views of Lexington

18. WLU & VMI’s Urban Retreat with Private Parking

WLU & VMI’s Urban Retreat with Private Parking
Lexington
10.0 out of 10, Exceptional, (25 reviews)
"We highly recommend this property for your next visit to Lexington. It is clean, comfortable and an easy walk to shops snd restaurants."
United States
Ann B.
WLU & VMI’s Urban Retreat with Private Parking

19. Secluded Mid-Century Retreat w/ mtn views, near WLU, VMI

Secluded Mid-Century Retreat w/ mtn views, near WLU, VMI
Rockbridge County
10.0 out of 10, Exceptional, (3 reviews)
"We loved our stay at the Mid-Century Retreat! The location was perfect—just minutes from downtown Lexington, yet set on a beautiful property with stunning mountain views. The house was spacious, comfortable, and thoughtfully equipped with everything we needed. We would definitely stay here again!"
United States
Caroline B.
The price is NZ$1,177
includes taxes & fees
16 Nov - 17 Nov
Secluded Mid-Century Retreat w/ mtn views, near WLU, VMI

20. Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L

Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L
Lexington
10.0 out of 10, Exceptional, (22 reviews)
"This house is charming. It is in an excellent location. Walkable to many restaurants, shops, and historic sites. We really enjoyed our time getting to know Lexington!"
United States
Liz B.
Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Lexington Hotel Reviews

Find out more about Lexington

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lexington holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lexington. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Lexington. Seeing all the best attractions is bound to make you fall in love with Lexington. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Lexington short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Lexington?

Yes, there are holiday rentals in Lexington close to Stonewall Jackson Grave, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the university campus and top-notch restaurants in Lexington. Make sure you have time to check out the football games and cathedral during your trip.

What are some of the best holiday rentals that Lexington has to offer?

Alone Mill Schoolhouse - A paradise for outdoor lovers: This highly rated holiday home rental in Lexington is located on the waterfront, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Some other homes for rent in Lexington include Good Place Farms Upper Barn and Dove Suite, King Bed in Blue Ridge Mountains.

How many holiday rentals will I find in Lexington?

Choose from 47 Expedia holiday rentals in Lexington for a memorable holiday.

What’s there to see and do in Lexington?

Enjoy the outdoors at George Washington National Forest and Jefferson National Forest, or simply take in cultural attractions like VMI Museum and Lime Kiln Theater. While here, Virginia Horse Center and Jackson House Museum are other places worth a visit.

What’s a holiday rental in Lexington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lexington. Holiday rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family getaway.