Holiday 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

Herrington Lake Home - Private Dock - Covered Slip

Relax with the whole family at this peaceful place to stay on Herrington Lake. Private dock with boat slip. Bring your own boat or rent one from Herrington Lake marina. Close to all the marina's. Right in the heart of Bourbon tour country. NOTE: Please be aware, due to lack of rain, the lake level is down. Currently the walkway on to the dock is next to the last step on the stairs. If the lake level continues to drop it will become necessary to walk on the rock bank to get on to the walkway

Hot tub, lake view, tremendous deck/outdoor space

Welcome to one of the most private lake homes around with direct lake access and centrally located to 3 marinas with-in 1.5 miles. This peaceful home on the lake is situated on a very rare 1.7 acre double lot with over 300’ of frontage and backyard with dozens of mature trees. The 2,500’ SF 4 bedroom home was remodeled in 2024 with a to host both small and large groups alike as comfortably as possible. So if you’re looking for a unique private setting, this is truly it! Your adventure awaits!

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.

Bourbon Trail, Lakefront, Dock, Best Fishing

-Luxury Lakefront Villa -Dock with slip, Dive or fish right off dock -10 bourbon Distilleries close by -Amazing views! -Pets friendly (dogs) -Chef's kitchen -Kayaks/paddleboards -Sleeps 12 -Excellent fishing -3 bdrm/3bath/sleeper sofa/bunk beds -Underwater fish light -Game rm/Pool table/shuffleboard -Fast reliable wifi -Close to Danville/Lexington/Harrodsburg/Frankfort/Lawrenceburg -Restaurants close by

Scenic riverside KY home with hot tub

Welcome to The River House at The Village at Palisades! Relax or explore with family and friends at this peaceful home away from the busy, inner-city life, but only a short 25-minute drive to Lexington. Separate living spaces for adults and children if desired. Games are provided in the game room for hours of fun! The Village at Palisades has one of the only boat ramps that provides convenient access to the Kentucky River for fishing, Kayaking, (ect.) and is only open for our guests.

Barn Cottage on Horse Farm. Breakfast included.

What could be better than a cottage suite on a beautiful horse farm?. This country cottage connects to the barn with the animals just steps away. The floral and vintage accents fill the suite with southern charm. The cottage has a queen bed, private bath, full kitchen and living room (pullout couch). Enjoy a private patio and fire pit overlooking the beautiful hills. Minutes from I-75 and downtown Berea. Breakfast and evening bourbon are included. Pet friendly/no fee

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.