House vacation rentals in Jessamine County
Find and book unique houses on Airbnb
Top-rated house rentals in Jessamine County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Jessamine County house rentals
House rentals with a pool
Home in Lawrenceburg
4.82 out of 5 average rating, 147 reviewsRestful Bourbon Trail Lodge with Pool and Hot Tub
Home in Richmond
4.93 out of 5 average rating, 30 reviewsNear to EKU; discounts to 10%
Home in Lexington
4.82 out of 5 average rating, 22 reviewsPrivate for 4 No cleaning fee Discounts up to 20%
Home in Lexington
4.98 out of 5 average rating, 55 reviewsClose to Everything! Beautiful two-story home
Home in Lexington
5.0 out of 5 average rating, 68 reviewsLex Fun Zone! Amenities! Hottub! Pool! Arcade!
Home in Lexington
5.0 out of 5 average rating, 51 reviewsPOOL! Game room! 5 beds an 4 bedrooms
Home in Lexington
4.86 out of 5 average rating, 51 reviewsThe NightinGayle - Pool, Hot Tub
Home in Georgetown
4.97 out of 5 average rating, 78 reviewsModern Farmhouse/20 acres/9 miles from Horse Park
Weekly house rentals
Home in Lexington
4.93 out of 5 average rating, 29 reviewsHartland Bungalow/Newly renovated! 2 King beds
Home in Wilmore
5.0 out of 5 average rating, 37 reviewsMilk & Honey Farm Cottage House
Home in Lexington
4.98 out of 5 average rating, 41 reviewsLarge 3BR w/ full basement in Upscale neighborhood
Home in Nicholasville
5.0 out of 5 average rating, 10 reviews13mi to Keeneland/C&K Property/ Historic Farm
Home in Lexington
4.99 out of 5 average rating, 84 reviewsCreekside cabin in city. King bed. Walk in shower
Home in Lexington
5.0 out of 5 average rating, 25 reviewsKentucky Cottage on Cromwell
Home in Harrodsburg
5.0 out of 5 average rating, 16 reviewsThe River Side Lodge- with private boat dock!
Home in Lexington
4.96 out of 5 average rating, 93 reviewsConvenient to Keeneland, airport, food, shopping
Private house rentals
Home in Lancaster
4.84 out of 5 average rating, 25 reviewsLakefront property - Higher Ground
Home in Lexington
5.0 out of 5 average rating, 4 reviewsCozy Magnolia
Home in Wilmore
4.93 out of 5 average rating, 40 reviewsHeavenly Home in the Heart of Horse Country
Home in Lexington
4.94 out of 5 average rating, 47 reviewsMinutes to Keeneland/Airport/UK & more!
Home in Lexington
4.71 out of 5 average rating, 72 reviewsCasa on Kenesaw
Home in Lexington
4.98 out of 5 average rating, 61 reviewsClean & Cozy 4BR/2BTH (w/King Suite) Lexington KY
Home in Lexington
5.0 out of 5 average rating, 19 reviewsHome Away from Home in the Heart of Horse Country
Home in Lexington
4.8 out of 5 average rating, 15 reviewsBeautiful house 3BR/2BTH
Destinations to explore
- Townhouse rentals United States
- Lighthouse rentals United States
- Earth house rentals United States
- House rentals United States
- Guesthouse rentals United States
- Lakehouse rentals Cincinnati
- House rentals Cincinnati
- Townhouse rentals Cincinnati
- House rentals Louisville
- Townhouse rentals Louisville
- Guesthouse rentals Louisville
- House rentals Lexington
- Townhouse rentals Lexington
- Guesthouse rentals Lexington
- Townhouse rentals Kentucky
- Guesthouse rentals Kentucky
- Treehouse rentals Kentucky
- House rentals Kentucky
- Tiny house rentals Kentucky
- Lakehouse rentals Kentucky
- Pet-friendly rentals Jessamine County
- Rentals with a washer and dryer Jessamine County
- Rentals with lake access Jessamine County
- Apartment rentals Jessamine County
- Townhouse rentals Jessamine County
- Rentals with a fireplace Jessamine County
- Kid-friendly rentals Jessamine County
- Rentals with a fire pit Jessamine County
- Rentals with a patio Jessamine County
- Rentals with pools Jessamine County
- Waterfront rentals Jessamine County
- Fitness-friendly rentals Jessamine County
- Rentals with breakfast Jessamine County
- Rentals with outdoor seating Jessamine County
- Monthly Rentals Jessamine County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom