Holiday rentals with a fireplace in Woodford County

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Top-rated rentals with a fireplace in Woodford County

Guests agree: these rentals with a fireplace are highly rated for location, cleanliness and more.

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Top guest favourite

Chalet in Wilmore

4.91 out of 5 average rating, 138 reviews

Timberframe on Farm Lexington, KY Solar Power

Our home and farm is very secluded and overlooks the KY River situated on the top of the Palisades. Minutes from Lexington, Keeneland, Shaker Village, Bluegrass Airport and the Bourbon Trail 5 bedrooms, vaulted ceilings, a 3000 SF home with screened porch and a hot tub. We have a good layout for wheelchairs and a portable wheelchair ramp if needed. Fire Pit, hot tub and hiking trails available. We use solar power for our energy needs! Our pond has no fish but we can direct u to a place to fish!

Top guest favourite

Farm stay in Frankfort

5 out of 5 average rating, 19 reviews

RIVER HOUSE at Seldom Scene Farm - Bourbon Trail

SELF CHECK-IN, CLEAN, PRIVATE OASIS. Post & Beam home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites and horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant and Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & firepit.

Guest favourite

Home in Kentucky

4.9 out of 5 average rating, 111 reviews

The Stagg House on the Ky River

Nestled on the Kentucky River in Frankfort, KY, our peaceful retreat is surrounded by historic chestnut trees and wildlife like deer & cardinals. Just 5 miles from Buffalo Trace, 6.7 miles from Castle & Key, and 10 miles from Woodford Reserve and Whiskey Thief, it’s ideal for bourbon enthusiasts. Enjoy the river beach, backyard BBQs in summer, or cozy nights by the fireplace in winter—wood provided. Fully stocked kitchen, pet and family-friendly, with a secluded vibe yet close to the main road.

Top guest favourite

Holiday home in Nicholasville

5 out of 5 average rating, 14 reviews

Stone & Cedar Lodge - pool, hot tub, fire pit, EV

Relax with the whole family at this peaceful country ranch in the heart of the Bluegrass. Sleeps 16 - 5 Bedrooms, 8 Beds, 3 Baths Located just outside of Lexington and only 12 miles from Keeneland. New 7 seat hot tub The solar heated pool is open from April until September. The tree house, swings and trampoline are big hit. Play a game of pool, basketball or corn hole. Enjoy quiet walks around the pond or roast marshmallows around a cozy campfire. Wheelchair access Level 2 EV charger.

Top guest favourite

Home in Versailles

4.98 out of 5 average rating, 60 reviews

Riverside Roost -bourbon themed water front home

Welcome to Riverside Roost! "The Roost" is nestled in a little community on the serene Kentucky River in Woodford County, although still close to Frankfort and Lexington. Yes, you are on the Bourbon Trail! While at The Roost, enjoy cooking on the grill, playing board games with the family, lounging on the deck or spending a day on the river. There are also plenty of distilleries and restaurants nearby. Whatever you do as the sun passes over and the river passes by, make memories together.

Top guest favourite

Home in Versailles

5 out of 5 average rating, 14 reviews

Bourbon Trail Beauty

Enjoy this 2023 Fully Restored Gus Macey Victorian in downtown Versailles. Only one block walk to historical Versailles and conveniently located on the Bourbon Trail. 15 mins from Keeneland Racetrack; 20 mins from downtown Lexington. Comfortable for groups of up to 8 with easy access to Woodford Reserve, Castle&Key and Buffalo Trace distilleries. Or tour the world famous Horse Farms, including Coolmore Farm, only minutes away. Have your own Old Kentucky Home in the heart of Kentucky.

Top guest favourite

Home in Versailles

5 out of 5 average rating, 14 reviews

Home in Versailles on the Bourbon Trail

Guest house on beautiful 172-acre Country Estate in Versailles, KY (Woodford County). Large 4bd/3bth home located directly on Kentucky's famed Bourbon Trail and 15 minutes from the historic Keeneland Racetrack and Bluegrass (Lexington) airport. Bourbon fans will enjoy proximity to famous distilleries such as Woodford Reserve, Four Roses, Buffalo Trace, and more. Visit the locally famous Kentucky Castle and enjoy all the activities of the world renown Kentucky Horse Park and museum.

Guest favourite

Home in Midway

4.96 out of 5 average rating, 24 reviews

Midway Meadows Downtown on the Park

Best of Both! Very short walk to the eclectic downtown Midway and all its restaurants and specialty shops or walk out the back door and take your very own walking path to the Walter Bradley Park (see photos for Park and park map) which lead to several walking trails meandering along Lees Branch Creek. Relax on the large screened-in porch in the evening or make a fire in the great room. You will be pleasantly surprised when you step into this 1880’s restored railroad homestead.

Superhost

Cabin in Nicholasville

4.93 out of 5 average rating, 292 reviews

National Historic O'neal Cabin

Originally built during the late 1700’s, this two-story log cabin was restored in 1995. The O'neal Cabin is listed on the National Register of Historic Places. Located in central Kentucky, six miles from historic downtown Lexington, the O’Neal Log Cabin is in the heart of horse country and the bourbon trail. Whether you are looking for a getaway, a place to stay during the horse sales or a retreat while you visit Lexington’s sites, the O'Neal Log Cabin is perfect retreat.

Top guest favourite

Home in Wilmore

5 out of 5 average rating, 63 reviews

*KY Charm*Asbury-Lex-Keeneland-King bed-spacious

This spacious, private basement is the perfect lodging for visiting families, commuting students, or out-of-town explorers. Located in a peaceful subdivision in the quaint town of Wilmore, we're within walking distance to Asbury University and Seminary, Centennial Park, hiking trails, and a bustling main street with shops, cafes, and restaurants. We are an easy 20-30 minute drive from Lexington, Keeneland, Rupp Arena, and the Bluegrass Airport. Jess Co Permit #9248

Top guest favourite

Farm stay in Versailles

5 out of 5 average rating, 35 reviews

Greenwood Farm log cabin-pet friendly

It is a 200 year old log cabin in Woodford County on a cattle farm owned by the same family since the late 1700’s. It is located just 3.7 miles from the Kentucky Bourbon Trail, with 5 distilleries within 10 miles. It is a 20 minute drive to Keeneland Racetrack and the Bluegrass airport, 35 minutes to the Kentucky Horse Park and 1 hour to Churchill Downs. Another option is to spend time at the cabin enjoying the farm by either just sitting on the porch or walking.

Top guest favourite

Cabin in Versailles

4.96 out of 5 average rating, 142 reviews

Handcrafted Rustic Cabin on the Bourbon Trail

The cabin has been entirely built by the owner, Doris, (with help from family and friends) from reclaimed and local salvaged materials. Located on a beautiful Kentucky Scenic byway, on a working farm, the cabin is only 15 minutes from Wild Turkey Distillery, the town of Versailles , golf courses, dining, shopping, wineries and other major distilleries. 35 minutes from Keeneland race course, downtown Lexington, UK, Rupp Arena, the Horse Park and more .