Vacation rentals in Keene

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Top-rated vacation rentals in Keene

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Wilmore

4.97 out of 5 average rating, 158 reviews

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.

Aug 6 – 13

$116 per night
Guest favorite

Train in Lawrenceburg

4.98 out of 5 average rating, 250 reviews

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of elm trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunk-beds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Aug 30 – Sep 6

$129 per night
Guest favorite

Guesthouse in Nicholasville

4.98 out of 5 average rating, 294 reviews

Cottage Retreat - Wine, Horses, Convenient

Just south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding. 7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland - you're close to numerous items of interest. Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site. No pets and no smoking. Thank you.

Aug 30 – Sep 6

$84 per night

Popular amenities for Keene vacation rentals

Other great vacation rentals in Keene

Guest favorite

Farm stay in Harrodsburg

4.94 out of 5 average rating, 114 reviews

The Bunkhouse at Big Red Stables

Sep 12 – 19

$72 per night
Guest favorite

Guesthouse in Wilmore

4.96 out of 5 average rating, 130 reviews

Coach House at the 1898 Red Bud B & B

Jul 1 – 8

$86 per night
Guest favorite

Apartment in Versailles

4.99 out of 5 average rating, 260 reviews

High style on the Bourbon Trail

Aug 20 – 27

$106 per night
Guest favorite

Cabin in Lawrenceburg

4.98 out of 5 average rating, 165 reviews

River Side Cabin - Bourbon Trail - HotTub

Feb 4 – 11

$234 per night
Guest favorite

Farm stay in Lancaster

5.0 out of 5 average rating, 137 reviews

Serene barn loft in the heart of the Bluegrass

Dec 20 – 27

$180 per night
Guest favorite

Guest suite in Lexington

4.98 out of 5 average rating, 121 reviews

Close to Keeneland Charming Guest Suite

May 9 – 16

$64 per night
Guest favorite

Home in Stamping Ground

4.97 out of 5 average rating, 596 reviews

Buffalo Springs Distilling Company

Dec 1 – 8

$138 per night
Superhost

Barn in Harrodsburg

4.87 out of 5 average rating, 146 reviews

The Beaumont Parlor, 8 miles to Shaker Village

Aug 4 – 11

$98 per night
Guest favorite

Apartment in Lexington

4.98 out of 5 average rating, 165 reviews

"Uptown Retreat" - Cozy Fireplace & Sauna

May 21 – 28

$86 per night
Guest favorite

Cabin in Versailles

4.97 out of 5 average rating, 115 reviews

Handcrafted Rustic Cabin on the Bourbon Trail

Mar 5 – 12

$128 per night
Guest favorite

Guesthouse in Harrodsburg

4.81 out of 5 average rating, 111 reviews

Charming studio apartment! Temp workers!

Aug 4 – 11

$61 per night
Guest favorite

Guest suite in Lexington

5.0 out of 5 average rating, 102 reviews

The Gainesway Suite-Near UK/Hospitals/Keeneland

May 22 – 29

$93 per night

Destinations to explore

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  4. Jessamine County
  5. Keene