Vacation rentals with lake access in Jessamine County

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

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!

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.

Highbridge River Cabin, Private Dock, EV Charger

Relax at the river cabin. Retreat right on the Kentucky River with private dock for easy river access. The cabin has Dual Plug Type 2 EV charger. Cozy cabin on stilts with stone fireplace & porch with table and chairs. Surrounded by nature & beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 mins or less from LEX Airport, Keeneland and Shaker Village. No extra guests without permission, no parties.

Herrington Lake Retreat w/ Dock, 1 Mi to Marina!

Kid & Baby Amenities | Sunrise & Sunset Views Seeking a blissful lakefront getaway with your loved ones? Look no further than this 4-bedroom, 3-bath Harrodsburg vacation rental! The sleek home has 2 living areas, a gourmet kitchen with a gas range, and ample outdoor space with on-site access to Herrington Lake. After days spent boating and fishing, savor golden hour lake-view meals on the upper deck or share stories around either fire pit. Reserve your stay in The Bluegrass State today!

Knobby Ridge

Knobby Ridge – Peaceful 100-Acre Getaway Near the Kentucky River Welcome to Knobby Ridge, a quiet and comfortable retreat tucked away on 100 private acres in the rolling hills of Kentucky. Whether you’re a working professional, a couple looking to reconnect, or a solo traveler in need of space to breathe, this is your place to unwind. You’re just 12 minutes from Nicholasville and 30 minutes from downtown Lexington, but it feels like you’re miles from it all.

New Lakefront Condo on Herrington Lake

Lakeside Luxury Awaits at The Herrington Lakefront Condo! Step out onto your private deck to enjoy stunning lake views or watch the sunset. Sunset Marina just a short walk away, boating, fishing, and lakeside dining are right at your fingertips. - 20 mins to Historic Shaker Village of Pleasant Hill - 15 mins to Danville – local shops, dining, & Centre College - 40 mins to Lexington for bourbon tours, Keeneland, & downtown attractions

Endless Summer Lakeside Oasis & Boat Rental

Welcome to our home situated on the best part of the 3,600 acre Herrington Lake. This low traffic, dead end street is located short distance from Pandora Marina, and a few minutes drive to Chimney Rock Marina and Kennedy Bridge Marina. With over 500 square foot of covered and uncovered patio space directly facing the lake, you’ll be sure to enjoy the view. Boat rental available.

Tranquility Cove: 5-Bedroom on Herrington Lake

Relax with the whole family at this peaceful home 45 minutes from Lexington, KY and 15 minutes from Shaker Village. Positioned on a quiet cove on Herrington Lake, this home has easy water access and dock access. If it is too cold to swim, there is still plenty to do: sitting by a fire, playing games, or watching movies on either of two HD smart TVs.