Farmstay holiday rentals in Lexington

4.92 out of 5 average rating, 152 reviews

Farm stay in Winchester

LenMar Farm Country Stay near Lexington KY

Farm stay in the heart of the Kentucky Bluegrass 20 min from the Kentucky Horse Park and downtown Lexington. 30 min to Keeneland. 45 min to Red River Gorge. Quiet, private walk out basement apt. with 2 bedrooms, great room, and butlers pantry with coffeemaker, small refrigerator, microwave, and kitchen basics. Space is not shared. Eat indoors or out, fire pit and horses/cattle out back. Up to 2 well-behaved dogs with pre-approval from hosts. Dogs can’t be left alone. 2 night min, 10 night max.

4.95 out of 5 average rating, 356 reviews

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

4.88 out of 5 average rating, 40 reviews

HeatedSaltwaterPool-HotTub-Bar-GameRm-Firepit-Barn

*NEW HEATED, SALTWATER POOL* Welcome to your perfect getaway nestled on over 6 acres, where modern luxury meets serene relaxation. This newly remodeled 4-bedroom + enclosed bonus rm, 4.5 bath home comfortably sleeps up to 10 guests (8 adults max) and offers a wealth of amenities for an unforgettable stay. Located minutes away from Keeneland, the Bourbon Trail, University of Kentucky, golfing, restaurants, and shopping, you’ll have easy access to the best of KY. UPDATED pool photos coming soon

4.95 out of 5 average rating, 84 reviews

Cabin in Paris

1791 Cabin on Historic Horse Farm

This rare 1791 log cabin is located on Houstondale Farm, a working horse farm in the renowned Bluegrass region of Ky. You can stroll to the barn and visit the horses or enjoy the peace and quiet before relaxing at the pool, complete with a grill and outdoor dining area. It is a scenic 22 minute drive from the Ky Horse Park, 25 minutes from Lexington, and 30 minutes from Keeneland Race Track. Even with the remote feel of the farm you will only be a mile from Walmart, shops & downtown Paris.

5 out of 5 average rating, 70 reviews

Home in Midway

Midway Cottage-Vineyard, Bourbon Trail, Horses

Enjoy the great outdoors at Saddlestone Cottage, an old family farm house fully renovated offering all new amenities. It's in heart of horse country, but close to everything...Ky Bourbon Trail, Ky Horse Park, Keeneland, Equus Run Vineyards, Old Friends, and historic Midway. Excellent dining choices are close by in Midway, Lexington, Georgetown and Frankfort. You have the perfect front porch view of picturesque Equus Run Vineyards, located just across the road, and access to South Elkhorn Creek.

Guesthouse in Nicholasville

4.98 out of 5 average rating, 348 reviews

Cottage Retreat - Wine, Horses, Convenient

Just south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding. 7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland - you're close to numerous items of interest. Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site. No pets and no smoking. Thank you.

Farm stay in Nicholasville

5 out of 5 average rating, 6 reviews

Kinlark Horse Country Stay

Watch the sunrise over green pastures from this newly renovated apartment on the lower level of a large home on 10 rolling acres. Private entrance, no shared spaces. Spread out over 2,000sqft of living space! Full kitchen, 2 bedrooms, 1 bathroom, private patio, laundry room & even a game room! King bed & bunk beds in one bedroom, and a Queen in the other. Pullout couches available. If you bring more than 6 guests, let us know & we'll prepare your desired couch/bed arrangement for the extras.

5 out of 5 average rating, 47 reviews

Home in Georgetown

Cottage overlooking horse farm

Escape to the lush grounds of a horse farm with paddocks full of beautiful horses and foals just feet from the cottage. Complete renovation of cottage in 2023, with space for relaxing and a private study for work. One king bed and queen beds in bunk room. Co-host lives on property for quick responses to any needs. Close to Keeneland, Fasig-Tipton, Kentucky Horse Park, University of Kentucky, 12-mile Legacy Trail, Bourbon Trail, and Ark Encounter. Contact host for for any questions.

5 out of 5 average rating, 39 reviews

Cottage in Lexington

The Cottage at Montresor

Certainly one of the most enchanting, smartest places to escape to. Everything about it is just right: stay at our splendid 50 acres just minutes from Keeneland. Relax in comfort surrounded by beautiful decor - all in proportion. An unrivaled ambiance of peace & tranquility with the convenience of contemporary living. This destination will leave you wishing you could stay forever. 5 minutes from restaurants & grocery, 12 minutes from the airport & luxury shops.

4.95 out of 5 average rating, 169 reviews

Spacious King Suite | Horses, Fire Pit, Garage,

The whole family will enjoy staying in a quiet & safe neighborhood that’s close to everything! There's lots of room for fun and you'll love the large, private patio and fenced-in backyard featuring a fire pit and hammock hung under the trees. You'll have easy access to favorite local restaurants, shopping, attractions, Kentucky Horse Park, Keeneland, Rupp Arena, downtown events, & the interstate (I-75 or I-64) within minutes. Registration No. 15078410 “dash” 1

4.92 out of 5 average rating, 92 reviews

Cottage in Georgetown

Linden Place LLC

Our cabin is on gated property in the middle of Bluegrass horse country with a an indoor and outdoor private shower and sits on the back of 5 landscaped acres for maximum privacy. Close to the Ky Horse Park! Incl., YouTube TV, WiFi, deluxe king bed, & private deck overlooking pastures. Snacks, tea/coffee and breakfast items provided. Please note there will be a pet fee of $15/Nite/pet with a max weight of 35lbs. Fees will be requested after booking.