Holiday rentals near Southwind Golf Course
We found 511 holiday rentals — enter your dates for availability
Find the perfect holiday rental that's near Southwind Golf Course. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and cable TV. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Southwind Golf Course
Showing deals for:31 Oct - 7 Nov
Image gallery for 4500 sq ft Secluded Log Cabin Home on 17 acres
9.69.6 out of 10 rating
Exceptional
(22 reviews)
4500 sq ft Secluded Log Cabin Home on 17 acres
Waco, KY
21% off
Price is AU$3,177
AU$3,177
AU$454 per night
includes taxes & fees
Image gallery for Fully Renovated | Finished Basement | Luxury Beds | Games
1010 out of 10 rating
Exceptional
(65 reviews)
Fully Renovated | Finished Basement | Luxury Beds | Games
Lexington, KY
7% off
Price is AU$4,241
AU$4,241
AU$606 per night
includes taxes & fees
Image gallery for Cozy 1-bedroom in Lexington
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Cozy 1-bedroom in Lexington
Lexington, KY
7% off
Price is AU$1,391
AU$1,391
AU$199 per night
includes taxes & fees
Image gallery for Kentucky River Cottages ~ 3rd Floor Suite ~ On The Bourbon Trail!
9.49.4 out of 10 rating
Exceptional
(45 reviews)
Kentucky River Cottages ~ 3rd Floor Suite ~ On The Bourbon Trail!
Lexington, KY
16% off
Price is AU$1,576
AU$1,576
AU$225 per night
includes taxes & fees
Image gallery for Peaceful Chevy Chase Retreat
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Peaceful Chevy Chase Retreat
Lexington, KY
8% off
Price is AU$4,817
AU$4,817
AU$688 per night
includes taxes & fees
Image gallery for Historic Log Cabin - Farm - Near RRG and Lex. Winter retreat rates available
1010 out of 10 rating
Exceptional
(31 reviews)
Historic Log Cabin - Farm - Near RRG and Lex. Winter retreat rates available
Winchester, KY
7% off
Price is AU$2,200
AU$2,200
AU$314 per night
includes taxes & fees
Image gallery for Pool | Hot Tub | Covered Porch | Patio | Game Room
9.89.8 out of 10 rating
Exceptional
(111 reviews)
Pool | Hot Tub | Covered Porch | Patio | Game Room
Lexington, KY
7% off
Price is AU$10,110
AU$10,110
AU$1,444 per night
includes taxes & fees
Image gallery for Shipping Container Cabin - The Tuck
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Shipping Container Cabin - The Tuck
Lexington, KY
8% off
Price is AU$2,316
AU$2,316
AU$331 per night
includes taxes & fees
Image gallery for Welcome Hall 5 bedroom 1880’s home on 55 acres
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Welcome Hall 5 bedroom 1880’s home on 55 acres
Paris, KY
15% off
Price is AU$5,344
AU$5,344
AU$763 per night
includes taxes & fees
Image gallery for The Honey Hut, Think of “ On Golden Pond"
1010 out of 10 rating
Exceptional
(13 reviews)
The Honey Hut, Think of “ On Golden Pond"
Mount Sterling, KY
8% off
Price is AU$2,709
AU$2,709
AU$387 per night
includes taxes & fees
Image gallery for "The Berry" Mid-Century Modern Stay w/ 3BR - UK
9.69.6 out of 10 rating
Exceptional
(10 reviews)
"The Berry" Mid-Century Modern Stay w/ 3BR - UK
Lexington, KY
8% off
Price is AU$2,852
AU$2,852
AU$407 per night
includes taxes & fees
Image gallery for Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!
1010 out of 10 rating
Exceptional
(47 reviews)
Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!
Lexington, KY
8% off
Price is AU$12,242
AU$12,242
AU$1,749 per night
includes taxes & fees
Image gallery for Entire Home in Hamburg!
1010 out of 10 rating
Exceptional
(23 reviews)
Entire Home in Hamburg!
Lexington, KY
7% off
Price is AU$2,569
AU$2,569
AU$367 per night
includes taxes & fees
Image gallery for 🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴
1010 out of 10 rating
Exceptional
(16 reviews)
🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴
Lexington, KY
5% off
Price is AU$2,567
AU$2,567
AU$367 per night
includes taxes & fees
Image gallery for Cozy Cottage Perfect for Girls Night Away
1010 out of 10 rating
Exceptional
(9 reviews)
Cozy Cottage Perfect for Girls Night Away
Lexington, KY
8% off
Price is AU$6,000
AU$6,000
AU$857 per night
includes taxes & fees
Image gallery for Westwood Luxury Ranch Home includes washer/dryer
9.89.8 out of 10 rating
Exceptional
(34 reviews)
Westwood Luxury Ranch Home includes washer/dryer
Richmond, KY
8% off
Price is AU$2,344
AU$2,344
AU$335 per night
includes taxes & fees
Image gallery for Historic Paris Livery Home of Kentucky's Covered Bridge Tour
8.68.6 out of 10 rating
Excellent
(7 reviews)
Historic Paris Livery Home of Kentucky's Covered Bridge Tour
Paris, KY
8% off
Price is AU$2,315
AU$2,315
AU$331 per night
includes taxes & fees
Image gallery for Hill 'n' Dale Kentucky Thoroughbred Horse Farm at Xalapa
1010 out of 10 rating
Exceptional
(9 reviews)
Hill 'n' Dale Kentucky Thoroughbred Horse Farm at Xalapa
Paris, KY
8% off
Price is AU$14,531
AU$14,531
AU$2,076 per night
includes taxes & fees
Image gallery for Great Location | Patio | Grill | Tempurpedic Beds
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Great Location | Patio | Grill | Tempurpedic Beds
Lexington, Kentucky
6% off
Price is AU$2,359
AU$2,359
AU$337 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | Patio | Grill | Ping Pong
1010 out of 10 rating
Exceptional
(64 reviews)
Hot Tub | Great Location | Patio | Grill | Ping Pong
Lexington, Kentucky
7% off
Price is AU$6,516
AU$6,516
AU$931 per night
includes taxes & fees
Image gallery for Red Door Retreat
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Red Door Retreat
Lexington, KY
8% off
Price is AU$2,486
AU$2,486
AU$355 per night
includes taxes & fees
Image gallery for Tranquil Getaway in the Woods ~ Sunset Ridge
9.89.8 out of 10 rating
Exceptional
(62 reviews)
Tranquil Getaway in the Woods ~ Sunset Ridge
Irvine, KY
6% off
Price is AU$1,434
AU$1,434
AU$205 per night
includes taxes & fees
Image gallery for 1800’s Historical Log Cabin near I-75 Interstate
9.49.4 out of 10 rating
Exceptional
(40 reviews)
1800’s Historical Log Cabin near I-75 Interstate
Lexington, KY
7% off
Price is AU$1,704
AU$1,704
AU$243 per night
includes taxes & fees
Image gallery for Cottage is located on scenic byway in beautiful bluegrass region of Lexington KY
1010 out of 10 rating
Exceptional
(13 reviews)
Cottage is located on scenic byway in beautiful bluegrass region of Lexington KY
Lexington, KY
15% off
Price is AU$2,468
AU$2,468
AU$353 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Southwind Golf Course
Tranquil Getaway in the Woods ~ Sunset Ridge
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Secluded & Tranquil Cabin ~ Near Red River Gorge
Sleeps 7 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
Authentic, Rustic, Historic Log Cabin
Sleeps 14 · 6 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
147 reviews(147 reviews)
Hot Tub, WiFi, Pet-Friendly - Cozy Tiny Cabin - The Ridge at Red River Gorge, Kentucky!
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
Estill Oaks / Mountain View / 16 Guests!
Sleeps 16 · 7 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Spacious Home - Sleeps 8 Fire-pit 1 Block to EKU & Downtown, 2 Miles to I-75
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
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