Vacation rentals with lake access in Jessamine County

The Blue Heron Lakeside Chalet

Welcome to The Blue Heron Chalet, where tranquility meets breathtaking views on the shores of Herrington Lake. Our charming A-frame invites you to unwind in the serene beauty of Kentucky. Whether you're seeking a romantic retreat, a family vacation, or a gathering of friends, our lakeside chalet promises an unforgettable experience filled with relaxation, adventure, and cherished memories. Welcome to your home away from home in the heart of the Bluegrass and minutes away from the Bourbon Trail

Hot tub, lake view, tremendous deck/outdoor space

Welcome to the most private lake home for rent on Herrington. Direct lake access and centrally located to 4 marinas with-in 1.5 miles. This peaceful home is on a 1.7 acre double lot with over 300’ of frontage and backyard with dozens of mature trees. The private cove is perfect for swimming, kayaking, and hanging out on the water throughout the day. The 2,500’ SF 4 bedroom home was remodeled in 2024 with large groups in mind. If you’re looking for a one of a kind private setting, this is it!

Paradise Cottage Enjoy lake Views and Lake Access!

Relax and enjoy! Great Herrington Lake views with lake access at Paradise Cottage! Peaceful private setting on one of the most beautiful parts of the lake. Located Mins from Multiple marinas, Bourbon trail, golf courses, Centre College/Asbury University events. 3 bedrooms, 5 beds, 2 full bathrooms, washer/dryer, newly remodeled. Sleeps 9. Includes: wi-fi, Hulu, 2 TVs, multiple decks, covered side patio, fire pit, gas grill, corn hole, kayaks and lily pad included with stay! Four parking spaces!

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.

Wild Turkey Suite, The Woodford Hotel

Beautifully renovated building built in 1880's in the heart of downtown Versailles. Wild Turkey Unit • 2 Bedrooms, 1.5 bathrooms • Kitchenette • Living Room • 2 45" Smart TV's • Onsite parking Walking distance to coffee shops, restaurants, bourbon bar, bakery. 11 min to Keeneland 15 min to Distilleries 12 min to Lexington Airport 50 miles to Louisville *Offsite Amenities- public pool & boat dock. Please refer to Location Activities section for more details. *Rental agreement required

Life is Better On The River

Make lasting memories at this unique and family-friendly cottage on the Kentucky River. Enjoy nature at its best, along with all the comforts of home. Guests return year after year. * WiFi is sometimes unreliable. It connects via satellite, as this is the only option available in our neighborhood. WIFI Riverstar, Pw 12345678 This property is located on the riverbank. You may encounter bugs while enjoying the outdoors. We conduct regular exterminations, but occasional cobwebs happen.

Lakeside Serenity

Cozy Cabin with Stunning Views & Lake Herrington Access Escape to a cozy cabin on the shores of beautiful Lake Herrington. Enjoy breathtaking views from the porch, where you can sip coffee as boats glide by and cattle graze on the farm across the lake. This charming retreat offers lake access to one of the best spots for swimming, fishing, and relaxation. Whether you’re looking for peaceful mornings or outdoor adventures, our cabin is the perfect place to unwind and recharge.

Herrington Lakefront Guest Apartment

Relax in this well appointed and professionally decorated guest apartment. Boasting two bedrooms, one bath, full kitchen, living room and outdoor living space, this newly built unit is sure to create lasting fun memories. Located directly on Lake Herrington in a no wake zone cove. Shared dock access with home owners . IMPORTANT: During late fall and winter the winter level makes the dock unusable. Water returns to summer pool level by spring for boating season.

The Cuttawa Lake House

This A-frame cabin, perched right on the shores of Herrington Lake, is your portal to a world of tranquility. Wake up to breathtaking sunrises shimmering off the water, cast a line, or simply cozy up by the crackling fireplace. This unique escape offers a blend of rustic charm and modern comfort. Soaring ceilings and expansive windows frame the stunning lake views, while cozy furnishings and thoughtful touches create a warm and inviting atmosphere.