Holiday rentals with a patio in Georgetown

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

Spring 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!

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of 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 bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Quaint cottage on scenic horse farm

Welcome to the Cottages at Oxford Springs Farm. Enjoy a quiet stay in the largest cottage of our 3 newly remodeled rental properties, all located on this beautiful, small working thoroughbred farm. Views from every window capture the beauty of the bluegrass. Conveniently located only 10 miles from the Ky Horse Park, 5 mi from the quaint historic town of Georgetown, and 30 minutes from some of Kentucky’s greatest bourbon distilleries. For wildcat fans, Rupp Arena is only 15 minutes away.

Treehouse with TWO outdoor tubs by the creek!

Welcome to your romantic treehouse getaway! Nestled among the trees, this one-bedroom treehouse is the perfect spot if you're looking for a unique & unforgettable experience. The treehouse features a large glass rolling garage door allowing stunning views of the sunset, but the highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station

Hot Tub Tiny Home Hideaway Near Horse Park and Ark

✨ Luxury Tiny Home Hideaway in downtown Georgetown, KY 🛏️ Queen Purple mattress + pull-out couch bed 🛁 Private patio with gazebo and inflatable hot tub 📺 65” 4K smart TV, full kitchen with stove & coffee 🧺 In-unit laundry + fast Wi-Fi 🌿 Quiet private backyard space to relax 🚶 5-min walk to Local Feed, Galvin’s and downtown spots 🚗 12m Kentucky Horse Park • 30m Ark Encounter 🔒 Security cams (doorbell + backyard) Ask about booking “The Retro” next door for larger groups! 🔄

The Luxe/Hot Tub/12min to Horse Park/30 Min to Ark

Where elegant vintage meets modern design. Come and enjoy this historic home on a quiet street in downtown Georgetown. You will be within walking distance of shops, restaurants, Georgetown College, and parks. Home is also a ten minute commute to the Kentucky Horse Park and interstate. Equipped with a fully stocked kitchen, full dining room, and a Loft office space. You can enjoy your Private backyard oasis boasting a relaxing hot tub, fire pit, black stone grill, and outdoor tv.

Creekside Kentucky Cottage

2 bedroom, 1 bathroom creek side cottage located minutes away from many attractions. Whether you are in town for a bourbon tour or two, to visit your kids at college, or a stroll along horse country, Central Kentucky does not disappoint! Located on Elkhorn creek, enjoy fishing and wildlife with creek side living. Across the creek there is a walking trail that leads to a dog park. Watch kayakers and boaters launch across the creek from you, or bring your own and join in!

Cozy studio with private pool and firepit

Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

Beautiful farm stay apartment, rural Georgetown KY

Creekside Hideaway is your home away from home. Nestled in rural horse country, come for a relaxing stay with the whole family. Book this 1,100 sq ft full basement, 1-bedroom, 1-bath Georgetown vacation rental! (This is not a full home.) Tour the elite thoroughbred farms, take a trip on the Bourbon Trail, visit the KY Horse Park, have a day at the races during historic Keeneland (April & October), or drive a bit further for Churchill downs or the Ark Encounter.

El Retro- Mid Century Ranch near Horse Park & Rupp

Welcome to “El Retro.” Unwind in this comfortable Mid-Century Modern Home with a dedicated office space. When it’s time to relax, sit back on a comfy leather couch, watch your favorite shows or movies on a Smart TV, or cook delicious meals in our fully stocked kitchen. Don't worry about cleaning up after your stay! Our cleaners will take care of everything! Pet fee is an additional $150, due to extra cleaning! Premises ID/Local Registration #15085095-1