Lexington featuring farmland and tranquil scenes

Downtown Lexington holiday lettings

We found 168 holiday rentals — enter your dates for availability

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August 2025

September 2025

Find the perfect place for you stay in Downtown Lexington by choosing from 33 houses, 36 apartments and other holiday rentals. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the amenities that you need and want, which might include parking and a fireplace. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Downtown Lexington

Showing deals for:14 Nov - 21 Nov

Exceptional

(5 reviews)

Peaceful Chevy Chase Retreat

Lexington, KY

8% off

£450 per night

includes taxes & fees

Exceptional

(25 reviews)

Historic, spacious home in Chevy Chase, perfect for big families! By downtown&UK

Lexington, KY

7% off

£578 per night

includes taxes & fees

Exceptional

(34 reviews)

Bourbon n Horses themed 3B/2Ba home in beautiful Chevy Chase neighborhood!

Lexington, KY

7% off

£257 per night

includes taxes & fees

Exceptional

(8 reviews)

Kentucky Dream! 4BR, 3BA, 2Car-G/Covered Backyard Stage, 1-Mile from Rupp!

Lexington, KY

8% off

£1,775 per night

includes taxes & fees

Exceptional

(49 reviews)

Lafferty House-Walk to UofK, Woodland Pk, Dn Town, near Bourbon Trl, Horse Farms

Lexington, KY

25% off

£181 per night

includes taxes & fees

Exceptional

(23 reviews)

Summer Special 🥃 Bourbon Trail-Downtown-Mins to Rupp-UK-Restaurant-Renovated 🐎

Lexington, KY

7% off

£234 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Downtown Lexington

Lexington Opera House

Find the best place to stay - Downtown Lexington

This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

Sleeps 6 · 3 bedrooms · 2+ bathrooms

Top rated rentals - Downtown Lexington

Premier Host

Fantastic property and awesome welcome

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Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in Downtown Lexington?

According to our research, houses are the most desirable type of property in Downtown Lexington. But that goes without saying, everyone's idea of the perfect trip differs. Vrbo has holiday rentals with every shape, size and budget in mind, so you're bound to find the perfect fit.

How much does it cost to rent a holiday rental in Downtown Lexington?

The average price for a holiday rental in Downtown Lexington is determined by several factors, such as property type, season and length of stay. Whether you'd like a sprawling house with room for friends and family or a cosy cottage that's perfect for two, just enter your travel dates to find some great-value stays.

How much does it cost to rent a beach house in Downtown Lexington?

When you travel and the style and size of the property will determine the cost of your beachside stay. Click on your Downtown Lexington travel dates to see all your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to pick the features and amenities you want.

Are there large group holiday rentals in Downtown Lexington?

With two properties that can sleep 10 guests or more in Downtown Lexington, there's no need to hold back on your invites. From family holidays to events like Christmas and birthday parties, Vrbo will help you find a large group rental that fits the occasion.

Can I find two-bedroom holiday rentals in Downtown Lexington?

Select from 13 two-bedroom properties in Downtown Lexington. Put the kids in the second room or maybe fill it with a couple of your best friends. There's plenty of space for whoever's lucky enough to be joining your adventure.

Are there holiday rentals with WiFi in Downtown Lexington?

Downtown Lexington has 19 holiday rentals with WiFi, so you can stay connected while on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with your family to sending emails, these Vrbo homes make it a cinch to go online.

How old do you have to be to rent a holiday rental in Downtown Lexington?

Age restrictions can differ between properties on Vrbo, so check the rules of the holiday rental in Downtown Lexington you want to book. But normally, it's 16, 18 or 21.

How long can I rent a holiday rental in Downtown Lexington for?

The amount of time you can rent a Downtown Lexington holiday home for is up to the property. Just tap in your preferred travel dates to see options offering longer term stays. They have all you need to make your extended break more comfortable and convenient, such as air conditioning and laundries. Some holiday homes may also offer discounted weekly or monthly prices, so you can stay longer for less money.