
House holiday rentals in Herrington Lake
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Top-rated house rentals in Herrington Lake
Guests agree: These houses are highly rated for location, cleanliness and more.

The Blue Cottage / Walk to Downtown Harrodsburg
Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage. Walking distance to Downtown Harrodsburg, this charming ranch home has been completely renovated & the owners spared no expense. Featuring 3 private bedrooms, 1 bath, hardwood floors, instgramable kitchen, and so much more! We are located 12 miles to Wilderness Trail Distillery, 1/2 mile to Haggin Hospital, 8 Miles to Shaker Village, and so much more. Enjoy staying in the oldest city West of the Appalachia
4.88 out of 5 average rating, 177 reviews
Birdsong Valley on Bourbon Trail
Great central location on Bourbon Trail. Close to Lexington, airport, Keeneland, Ride the Rails, Horse Park, Shakertown, many other attractions. You will love our 3 bedroom charming home on 2.2 beautiful acres in peaceful community. Perfect for couples, friends, families, singles to explore distilleries, horse farms, quaint small towns of Versailles, Midway, Lawrenceburg, country backroads, much more. OR relax, enjoy nature, butterflies, birds, deer. Let us make lodging highlight of your visit.
5.0 out of 5 average rating, 148 reviews
Walking distance to Centre, Main Street, hospital
Grant Place is a 2 bedroom, 2 full bathroom home located on a quiet street within walking distance to Centre College, Norton Center, Ephraim McDowell Hospital and Main Street. Located 4 miles to Wilderness Trail Distillery and 14 miles to Shaker Village. Grant Place is spacious and fully furnished with a well-stocked kitchen. The home features one king bed and one queen bed. We do provide a pack and play if you are traveling with a small child. Enjoy relaxing on our large covered front porch.
4.99 out of 5 average rating, 148 reviews
The Betsy Sweat Cottage.
View the cottage on YouTube listed by the name of the cottage. Previous Guests have described the interior as (Quirky) …..compliment…August2026 UPDATES —- New flooring in bathroom and kitchen..New queen mattress and arrangement of furniture..This home is all Electric . Carbon Monoxide detector located beside bed .This is a Small Home. Close to Danville 9.5 miles (15 minutes away). , Frankfort 32 miles (40 minutes away). *** Notice. Neighborhood Highlights has Hosts Guidebook info .***
4.94 out of 5 average rating, 207 reviews
Kentucky Horse Farm Barndo On The Bourbon Trail
My place is close to Shaker Village, Old Fort Harrod State Park, Historic Beaumont Inn, Bright Leaf Golf Course, Pioneer Playhouse, Perryville Battlefield State Historic Site, Danville KY, Centre College. You’ll love my place because of the views, the location, the horses, the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Also close to Four Roses Distillery, Wild Turkey Distillery, Wilderness Trail & Buffalo Trace & Makers Mark
4.94 out of 5 average rating, 301 reviews
Football SZN Pool Oasis:HotTub! GameRm! Keeneland!
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, the University of Kentucky, or just looking for a fun getaway, we have all the entertainment you need! Featuring a POOL, HOT-TUB, ARCADE, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary FULLY STOCKED coffee bar and take in the cozy sounds by our fire pit in the back yard!
4.97 out of 5 average rating, 151 reviews
Quaint little farm house close to Keeneland/horses
Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails
4.95 out of 5 average rating, 246 reviews
Bourbon Speakeasy 6BR Estate · Hot Tub · Sleeps 14
Bourbon Trail Hideaway – Where Luxury Meets Fun Gather your favorite people and settle into this stunning 6-bedroom, 4.5-bath modern farmhouse, built for connection, comfort, and fun. With room for up to 14 guests, enjoy spacious living areas, relaxing spa amenities, and entertainment everyone will love. Whether you’re here for the Bourbon Trail or simply to unwind together, this home delivers an unforgettable stay. 🥃 Reserve your dates today and make it a trip to remember.
5.0 out of 5 average rating, 116 reviews
Woodford Stables / Walk to Eckert's Orchard
Welcome to Woodford Stables, your serene retreat nestled amidst rolling hills and picturesque paddocks. This charming farmhouse boasts a modern kitchen, three inviting bedrooms, and two pristine bathrooms. Relax in the cozy living area, or step outside to savor breathtaking views. With horses grazing nearby, it's a tranquil escape. Conveniently located, you can stroll to Eckerts Orchard for a delightful local experience. Ask us about boarding your horses during your stay!!
4.84 out of 5 average rating, 147 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
5.0 out of 5 average rating, 108 reviews
Cali King beds w/ Koi pond Oasis. 15 min from LEX
Nicholasville's finest short term rental! We recently finished remodeling this spacious ranch home in Nicholasville Ky and are extremely excited to share it with future guests. High quality touches on the inside and has a tranqiul oasis in the backyard with water effects/ koi pond. It is close to all the great things to do in Lexington including Keeneland and the University of Kentucky. Mattresses are top of the line and will ensure you have a very comfortable stay.
4.93 out of 5 average rating, 315 reviews
Private Getaway on Bourbon Trail w Hot Tub
Keep it simple and escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. A full kitchen makes for effortless in-cabin dining, Private hot tub, scenic views of the countryside from your private back porch, convenient location to Lexington (20 min. to Airport), Louisville, Frankfort, and Danville. Areas around Hot tub, pools, and shower are wet, please exercise caution when in use.
4.89 out of 5 average rating, 198 reviewsPopular amenities for Herrington Lake house rentals
House rentals with a pool

4 BR 3 Bath 9 beds! Hot Tub, Pool, Movie room!
4.84 out of 5 average rating, 143 reviews
Close to Everything! Beautiful two-story home
4.99 out of 5 average rating, 104 reviews
Pool | Hot Tub | Covered Porch | Patio | Game Room
4.91 out of 5 average rating, 211 reviews
POOL/ game room! 8 beds 2 baths 3 bedrooms
4.98 out of 5 average rating, 172 reviews
Restful Bourbon Trail Lodge with Pool and Hot Tub
4.82 out of 5 average rating, 180 reviews
High Spirits | Pool, Hot Tub, Games, Sleeps 20
5.0 out of 5 average rating, 48 reviews
NEW | Triple Crown Manor | Pool, Hot Tub, Slps 20
4.95 out of 5 average rating, 22 reviews
Sugar Hill Farm-Gorgeous Farmhouse w FirePit
4.89 out of 5 average rating, 47 reviewsWeekly house rentals

Updated 1910 charm! Walk to Rupp/near Keeneland!
4.93 out of 5 average rating, 929 reviews
The Casa at Centre
5.0 out of 5 average rating, 119 reviews
The Flower Pot
4.99 out of 5 average rating, 189 reviews
Winterberry Drive Entire house
4.97 out of 5 average rating, 212 reviews
Maryland Luxury Downtown Manor
4.96 out of 5 average rating, 145 reviews
Normans Camp - Herrington Lake
4.97 out of 5 average rating, 58 reviews
Lake side Bluff at Sunset Marina
5.0 out of 5 average rating, 40 reviews
Paradise Bluff Peaceful Lakeside Retreat
5.0 out of 5 average rating, 26 reviewsPrivate house rentals

The Blue Heron Lakeside Chalet
4.95 out of 5 average rating, 40 reviews
New Quiet Retreat Hot Tub Shaker Village Danville
4.98 out of 5 average rating, 55 reviews
Luxury lake house with must see view
4.95 out of 5 average rating, 87 reviews
Milk & Honey Farm Cottage House
4.99 out of 5 average rating, 69 reviews
Lakeside Serenity
4.84 out of 5 average rating, 49 reviews
The Lodge A-Frame Getaway
4.94 out of 5 average rating, 16 reviews
Peaceful Tiny House Escape on a Working Farm
4.94 out of 5 average rating, 18 reviews
Spacious Family Friendly Home in Downtown Danville
4.94 out of 5 average rating, 16 reviewsDestinations to explore
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- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- University of Kentucky
- Castle & Key Distillery
- Bardstown Bourbon Company
- Four Roses Distillery Llc
- SomerSplash Waterpark
- The Arboretum, State Botanical Garden of Kentucky
- My Old Kentucky Home State Park
- Raven Run Nature Sanctuary
- Shaker Village of Pleasant Hill
- Heaven Hill Bourbon Experience
- McConnell Springs Park
- Lovers Leap Vineyards and Winer
- Cove Spring Park
- Pulaski County Park
- Kroger Field
- Talon Winery & Vineyards
- Old Fort Harrod State Park
- Equus Run Vineyards
- Masterson Station Park
- Fort Boonesborough State Park





