Holiday rentals in Lexington
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Lexington
Guests agree: these stays are highly rated for location, cleanliness and more.
Train in Lawrenceburg
4.98 out of 5 average rating, 250 reviewsBourbon Trail: Caboose on the Farm
Nestled under the shadows of elm trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunk-beds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!
30 Aug – 6 Sep
Loft in Lexington
4.97 out of 5 average rating, 142 reviewsSpring Street Loft by Rupp-Covered Parking + Deck
Brand new 2nd-level loft with free covered parking spot beneath, a huge deck and outdoor dining option. Directly across Maxwell St. from Rupp Arena's parking lot-you can't get any closer! This single unit building was built on stilts to maximize outdoor space and downtown views. Your perfect oasis in the middle of the action includes a full kitchen, laundry room, bathroom, living area and Smart TV. Come for a concert or stay awhile, you'll have everything you need during your trip to Lexington!
2–9 Dec
Cottage in Lexington
4.94 out of 5 average rating, 644 reviewsLittle House Dwntwn - Close to Rupp & Restaurants
1 BR, 1 bath, restored house on quiet street in downtown. Patio (with umbrella), & front porch - each with table & chairs, Off-street parking, TV in Living Room and in Bedroom, Broadband Internet, Cntl A/C, Complete kitchen w/microwave, refrigerator - freezer, toaster oven, regular oven and stove, flatware, dishes and cooking utensils, dishwasher, and washer-dryer. 15 min. to Keeneland or Horse Park. 1.5 miles to UK. 1/2 mile to Rupp (10 minute walk.) Walk to many restaurants and attractions.
12–19 Feb
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Lexington holiday rentals
Other great holiday rentals in Lexington
Flat in Lexington
4.99 out of 5 average rating, 172 reviewsCity Chic Loft - Downtown
13–20 Jan
Home in Lexington
4.98 out of 5 average rating, 281 reviewsDistillery District Diamond-pet friendly
29 Jun – 6 Jul
Guest house in Nicholasville
4.95 out of 5 average rating, 168 reviewsThe Grain House
12–19 Aug
Guest suite in Lexington
5.0 out of 5 average rating, 102 reviewsThe Gainesway Suite-Near UK/Hospitals/Keeneland
20–27 May
Home in Lexington
4.96 out of 5 average rating, 319 reviewsHorse Farm Creekside Cabin- 6 min to KY Horse Park
22–29 Nov
Guest house in Winchester
4.95 out of 5 average rating, 155 reviewsCarriage House on the Park
14–21 Aug
Guest house in Winchester
4.98 out of 5 average rating, 171 reviewsEscape and unwind in the country
9–16 Jan
Apartment in Lexington
4.88 out of 5 average rating, 224 reviews*New Downtown Apartment*
10–17 Sep
Home in Lexington
4.92 out of 5 average rating, 158 reviewsMy Old Kentucky Home
11–18 Jun
Apartment in Lexington
4.9 out of 5 average rating, 114 reviewsAcross From UK Hospital-Weekly/Monthly Discounts!
5–12 Jun
Guest house in Lexington
5.0 out of 5 average rating, 48 reviewsWest meets South in this Garden Cottage Retreat
23–30 Jul
Treehouse in Georgetown
4.98 out of 5 average rating, 86 reviewsTreehouse with TWO outdoor tubs by the creek!
25 Sep – 2 Oct
Quick stats about holiday rentals in Lexington
Total rentals | 1.6K properties |
---|---|
Rentals with dedicated workspaces | 890 properties have a dedicated workspace |
Rentals with a pool | 110 properties have a pool |
Pet-friendly rentals | 660 properties allow pets |
Family-friendly rentals | 1.1K properties are a good fit for families |
Total number of reviews | 89K reviews |
Destinations to explore
- Cincinnati Holiday rentals
- Louisville Holiday rentals
- Red River Gorge Holiday rentals
- Williamstown Holiday rentals
- Frankfort Holiday rentals
- Lake Cumberland Holiday rentals
- Mason Holiday rentals
- Bardstown Holiday rentals
- Covington Holiday rentals
- Atlanta Holiday rentals
- Nashville Holiday rentals
- Deep Creek Lake Holiday rentals
- Rentals with a hot tub Lexington
- Rentals with a washing machine and dryer Lexington
- Apartment rentals Lexington
- Family-friendly rentals Lexington
- Rentals with breakfast Lexington
- Cottage rentals Lexington
- Farm stay rentals Lexington
- Rentals with a firepit Lexington
- Rentals with outdoor seating Lexington
- Pet-friendly rentals Lexington
- Townhouse rentals Lexington
- Rentals with a patio Lexington
- Private suite rentals Lexington
- Monthly Rentals Lexington
- Flat rentals Lexington
- House rentals Lexington
- Rentals with pools Lexington
- Cabin rentals Lexington
- Fitness-friendly rentals Lexington
- Rentals with a fireplace Lexington
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom