
Lexington Holiday Rentals
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Our top choices for Lexington holiday rentals

1. Autumn Ridge Cottages
Autumn Ridge Cottages
2. Lovely C.1890 Flat with Garden in Historic Downtown
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
4. Cozy Tiny House with Mountain Views, Firepit, Deck & Clawfoot Tub
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
6. The Monroe Cottage - Luxury Farm Stay
The Monroe Cottage - Luxury Farm Stay
7. Barnswallow Suite, King Bed, Blue Ridge Barn
Barnswallow Suite, King Bed, Blue Ridge Barn
8. Rustic Romantic Bayberry Cottage at Autumn Ridge
Rustic Romantic Bayberry Cottage at Autumn Ridge
9. Twinleaf Honeymoon Cottage at Autumn Ridge
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
11. Deerfield Honeymoon Cottage at Autumn Ridge
Deerfield Honeymoon Cottage at Autumn Ridge
12. Cabin Retreat at Stillhouse Farm NEW
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
14. Rustic Romantic Ridgeview Cottage at Autumn Ridge
Rustic Romantic Ridgeview Cottage at Autumn Ridge
15. Steps from WLU & VMI Loft with Private Parking
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
17. Water Trough Hill - Views of Lexington
Water Trough Hill - Views of Lexington
18. WLU & VMI’s Urban Retreat with Private Parking
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
20. Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L
Stay in Downtown Lex, Hot Tub, Walk to VMI, W&LFind holiday rentals that suit your style
Top Lexington Hotel Reviews

The Georges
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.


































































