Fitness-friendly holiday rentals in Lexington

Private Retreat in the Palisades on Bourbon Trail

"Escape to peace and tranquility in the heart of Kentucky's Bourbon Country. Located in Pleasant Hill, directly beside Shaker Village, our farm and custom barn home offer unparalleled privacy and breathtaking views from one of the highest points in Central Kentucky. Offering expansive grounds for memorable outdoor activities. Within minutes to beautiful golf courses, Shaker town, over 30 distilleries and the world famous Keeneland race track. We sit on the Scenic Byway 20 min South of Lex.

Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.

Bring the whole family to this great home away from home. This lovely 4 Bedroom 2 Bath home is open, spacious and fun. 5 minutes from Bluegrass Airport and Keeneland. 9 minutes from downtown Lexington and Rupp Arena. 18 minutes from The Kentucky Horse park. Kroger 5 minutes away. Shopping and dining is minutes away. Exercise on the treadmill. Business desk in quiet room. Enjoy hours in the entertainment space in the basement which features an air hockey table. Largescreen TV's throughout..

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

NEW! Blantons Bourbon Suite @ The Woodford Hotel

Beautifully renovated building built in 1880's in the heart of downtown Versailles. Blanton’s BourbonUnit • 1 Bedroom, 1 bathroom • Kitchenette • Living Room • 2 45" Smart TV's • Onsite parking Walking distance to coffee shops, restaurants, bourbon bar, bakery. 11 min to Keeneland 15 min to Distilleries 12 min to Lexington Airport 50 miles to Louisville *Offsite Amenities- public pool & boat dock. Please refer to Location Activities section for more details. *Rental agreement required

Stay and Play in Kentucky

Escape and explore! This country oasis is near worldly destinations The Ark, Keenland Track, and The Bourbon Trail. Nestled near 3000 acres of WMA land you have access to bike, hike, and blue trails. Inside offers a dance area, bar, music, 2x 55" Roku TVs, and a hot tub conveniently inside. Need Rest? Relax in a gravity chair near the fire pit and absorb the quiet, still, country evenings. Then, retire to a soak in the hot tub before laying your head down for a sound, revitalizing, sleep.

Luxury lake house with must see view

This 3791sqft home on Herrington Lake is a new rental with brand new furnishings throughout as of May 2023. You'll see the lake as soon as you pull into the drive, the view is simply breathtaking. With a large driveway and additional large parking pad complete with electrical outlets for electric cars there is plenty of parking so bring your boat/jet skis. Don't have a boat? There are 4 nearby marinas that offer boat rentals, dining, and activities. The closest is only 3 minutes away!

Hemlock Hideaway Red River Gorge fireplace hot tub

Hemlock Hideaway at Red River Gorge is a 3 bedroom, 2 bath cabin that can sleep up to 10. The cabin features a pool, hot tub, game room, and electric vehicle charger on a private 2.5 acre setting. The home has two king sized beds, three full sized beds, a twin trundle bed, twin sleeper chair and queen sleeper sofa. There is a fully stocked kitchen and free onsite laundry. All of this and so much more and only a 20 minute drive to the Red River Gorge, Natural Bridge State Park area.

Modern Townhouse | Walk to Rupp & Downtown

Welcome to your modern Lexington retreat at The Slow Horse. This 3BR, 3.5BA townhouse is a short walk to Rupp Arena, steps from the Distillery District, and near Manchester Music Hall and The Burl. Enjoy hotel-quality beds, a Peloton, 1 Gig fiber internet, a Weber grill, and free parking. Each bedroom has its own full bath. Walk to Town Branch and James E. Pepper distilleries or relax in a space designed to feel elevated, easy, and well-connected to everything Lexington offers.

Wishing Well Guesthouse On The Lake

A peaceful, waterfront guesthouse in a serene quiet neighborhood. On 2 acres of rolling hills, this choice location will be a peaceful getaway. Updated furnishings and appliances in this beautiful, open concept living space with a gas fireplace inside or a rustic fire pit outside. Close to lake marina rentals. #Center College #Pioneer Playhouse #Brass Band Festival #Pasture at Marksbury Farm #KY BBQ Festival #Bourbon Trail #Norton Center For The Arts #127 yard sale

Bluegrass Fall FunZone! Pool! Hottub! GameRm!

Your friends and family will be centrally located in a peaceful Cul-de-sac in Lexington with all the perks! Whether you are going to Keeneland, a sporting event, or just looking for a fun getaway, we have all the entertainment you need! Featuring a pool, hot tub, arcade machine, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary coffee bar and take in the cozy sounds by our fire pit in the back yard!

Glow Hill - Hot Tub! Ark 30 min - Horse Prk 13 min

✨ Glow Hill in downtown Georgetown KY — walk to restaurants, bars & shops! 🛏️ 2 BR w/ queen bed + smart TVs (75” + 55”), huge 7ft bean‑bag lounge 🧼 Private patio w/ inflatable hot tub, outdoor LED glow & dining area ⚡ High‑speed Wi‑Fi for streaming/remote work — fast connection, no lag 🧺 In‑unit washer & dryer, full kitchen, security cameras at entry 🚶 12 min to KY Horse Park • 30 min to Ark Encounter ❌ No shoes inside Check out our other nearby stays! 📍

*Luxury Guest House in the heart of Keene Manor*

Relax with the whole family at this peaceful guest house in the heart of Keene Manor neighborhood! This guest house/basement has everything for the entire family. From a movie theater, pool table, outdoor grilling area, fire pit, etc you can relax while watching the local golfers. This home sits right on Keene Manor Golf Course. Within 10 minutes to Keeneland Race Track, 5 minutes to Ashbury University and a 20 minute drive to Downtown Lexington.