Pet-friendly vacation rentals in Woodford County

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Top-rated pet-friendly home rentals in Woodford County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Chalet in Wilmore

4.9 out of 5 average rating, 126 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!

Feb 23 – Mar 2

R7,010 ZAR per night

Guest favorite

Farm stay in Versailles

4.91 out of 5 average rating, 394 reviews

Bluegrass Country Cottage

Enjoy a quaint, private, quiet & charming little place to call your own, on a small, working (seasonal) Thoroughbred horse farm. Green acreage, lovely scenes and sunsets. Located in horse country, between historic Winstar Farm and Lane's End Farm, just a short drive to small town USA, Versailles; historic Midway; and to the nearby City of Lexington, home of the Kentucky Wildcats, Horse Capital of the World, Bourbon Country & so much more. Pets allowed (2 max), well behaved, pet fee applies.

Jul 20 – 27

R2,957 ZAR per night

Guest favorite

Farm stay in Lawrenceburg

5.0 out of 5 average rating, 34 reviews

Barndominium on the Bourbon Trail - **HOT TUB**

Welcome to our farm! Enjoy 34 acres of rolling hills and woods with beautiful views of horses and wildlife. We are located 1 mile from the BG Parkway giving you easy access to all the FUN Kentucky has to offer. LOCATION: Within 10 miles of Four Roses, Wild Turkey, and LBC . Within 25 miles of Buffalo Trace, Keeneland Race Track, Lexington Airport, UK Hospital, Shaker Village, Woodford Reserve, and Rupp Arena. Bring your horses or ride one of ours! Stall and pasture rental available.

Sep 16 – 23

R5,138 ZAR per night

Guest favorite

Cottage in Lawrenceburg

4.94 out of 5 average rating, 88 reviews

#2 Bourbon Barrel Cottages on trail distilleries

LEAVE THE CLEANING TO US! Kick back and relax in this calm, stylish space in the center of Kentucky’s Bourbon Country. Enjoy wildlife and nature in one of our 5 two bedroom cottages. Each sits on two acres. Perfect retreat for couples traveling together or individuals looking for privacy and quiet. We’re located directly between 4 of the biggest bourbon distilleries on the trail and 20 minutes from anything you’d like to see and do! **There will be a $500 for smoking inside of the cottage

Jan 29 – Feb 5

R4,361 ZAR per night

Guest favorite

Farm stay in Versailles

5.0 out of 5 average rating, 20 reviews

Hillside Farm & Creek - A Bourbon Trail Retreat

Reconnect with nature at this unforgettable escape. Hillside Farm is a peaceful paradise located in the heart of horse and bourbon country. It is a serene and natural setting tucked away but only 8 miles from downtown Versailles. You will stay in a tobacco barn converted into a charming cabin making for a unique and memorable experience. Sit on the large, covered porch and enjoy the sweeping views of the hillside overlooking Clear Creek. It is a nature, horse, and bourbon lovers dream!

Sep 19 – 26

R3,690 ZAR per night

Guest favorite

Farm stay in Midway

5.0 out of 5 average rating, 6 reviews

Peaceful Country Setting

If you're looking for a peaceful place to rest while visiting the Kentucky Horse Park or traveling the Bourbon Trail this 1 bedroom apartment is what you're looking for. Situated on the second floor of a charming farmhouse, this apartment boasts beautiful views of the surrounding horse properties. You're also not far from Midway University, Georgetown College, UK, Kentucky State, and Transylvania University. The apartment has a full kitchen, dining area, living room and shared laundry.

Mar 18 – 25

R1,654 ZAR per night

Guest favorite

Home in Midway

5.0 out of 5 average rating, 64 reviews

Midway Cottage, Keeneland, Distilleries, Pool

Minutes from Keeneland racetrack and in the heart of the Bourbon Trail our 1901 cottage has a fenced backyard, patio, grill, private pool open seasonally April to October (unheated) kitchen, laundry, dining room, living room, tv in lr, tv in bedroom and WIFI. A short walk to Main Street restaurants and shops. Minutes from Keeneland Race Track, the Kentucky Horse Park and our world famous Bourbon distilleries, it is surrounded by the most beautiful horse farms in the Bluegrass.

Jul 13 – 20

R6,249 ZAR per night

Guest favorite

Cottage in Lexington

5.0 out of 5 average rating, 27 reviews

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.

Apr 4 – 11

R5,651 ZAR per night

Guest favorite

Cabin in Versailles

4.97 out of 5 average rating, 123 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 .

Mar 24 – 31

R2,722 ZAR per night

Guest favorite

Townhouse in Frankfort

4.9 out of 5 average rating, 125 reviews

Bourbon Trail Lakehouse - Pet Friendly!

Lake house? ✔️ 🛶 Bourbon Trail? ✔️ 🥃 Horse country? ✔️ 🐎 You’re sure to fall in 💗 with lake views, cozy bedding, modern decor & a well-stocked kitchen. Located in the capital on the Ky Bourbon Trail, this peaceful Lakehouse is sure to be the perfect getaway for couples, friends & families alike! Minutes to several distilleries, 10 mins to the Capitol, 30 mins to Lexington. Pets are allowed for $150 per stay.

Oct 12 – 19

R6,005 ZAR per night

Guest favorite

Apartment in Versailles

4.97 out of 5 average rating, 33 reviews

Morgan Street Apartment

Situated in historic downtown Versailles, Morgan Street Apartment is conveniently located just off Main Street. It's an easy walk to a coffee shop, bourbon bar, ice cream shop, restaurants, bakeries, boutique shops, an antique shop and more. Located above a chiropractic office, you may want to schedule a sauna session or Reiki session during your stay. Bring your dog along and take advantage of our fenced backyard.

Jun 25 – Jul 2

R2,291 ZAR per night

Guest favorite

Home in Frankfort

4.97 out of 5 average rating, 33 reviews

The Bourbon Sanctuary

BRAND NEW! Home on the Bourbon Trail! This home is a remodeled 2 bedroom 2 bath house with a king size bed in one room and a queen in the other. Close proximity to several distilleries and local wineries here in the bluegrass state! You will find a peaceful atmosphere along with some horse farms on your drive to the distilleries. This home is within a mile of Castle & Key distillery and Woodford Reserve!

Aug 19 – 26

R2,748 ZAR per night