Holiday rentals near Southwind Golf Course
We found 505 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:19 Sept - 26 Sept
Image gallery for Botherum Carriage House, Garden Lovers Delight
1010 out of 10 rating
Exceptional
(11 reviews)
Botherum Carriage House, Garden Lovers Delight
Lexington, KY
8% off
Price is AU$14,443
AU$14,443
AU$2,063 per night
includes taxes & fees
Image gallery for Historical Villa w/hot tub-1block from Rupp
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Historical Villa w/hot tub-1block from Rupp
Lexington, KY
8% off
Price is AU$15,286
AU$15,286
AU$2,184 per night
includes taxes & fees
Image gallery for Welcome to "The Spot" Southland/6 Miles to Keeneland!
9.49.4 out of 10 rating
Exceptional
(24 reviews)
Welcome to "The Spot" Southland/6 Miles to Keeneland!
Lexington, KY
8% off
Price is AU$4,554
AU$4,554
AU$651 per night
includes taxes & fees
Image gallery for "The Lynn" MODERN URBAN STAY w/ Backyard
1010 out of 10 rating
Exceptional
(15 reviews)
"The Lynn" MODERN URBAN STAY w/ Backyard
Lexington, KY
8% off
Price is AU$3,060
AU$3,060
AU$437 per night
includes taxes & fees
Image gallery for Pool | Hot Tub | Covered Porch | Patio | Game Room
9.89.8 out of 10 rating
Exceptional
(110 reviews)
Pool | Hot Tub | Covered Porch | Patio | Game Room
Lexington, KY
7% off
Price is AU$9,235
AU$9,235
AU$1,319 per night
includes taxes & fees
Image gallery for Bourbon Hous - 7 Bdrms, Bar, Billiards, Downtown Lexington
1010 out of 10 rating
Exceptional
(14 reviews)
Bourbon Hous - 7 Bdrms, Bar, Billiards, Downtown Lexington
Lexington, KY
8% off
Price is AU$14,645
AU$14,645
AU$2,092 per night
includes taxes & fees
Image gallery for LanMark Farm Spacious Country Get-Away Ground Floor Suite
1010 out of 10 rating
Exceptional
(6 reviews)
LanMark Farm Spacious Country Get-Away Ground Floor Suite
Sharpsburg, KY
8% off
Price is AU$2,568
AU$2,568
AU$367 per night
includes taxes & fees
Image gallery for The Honey Hut, Think of “ On Golden Pond"
1010 out of 10 rating
Exceptional
(12 reviews)
The Honey Hut, Think of “ On Golden Pond"
Mount Sterling, KY
8% off
Price is AU$2,690
AU$2,690
AU$384 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | Patio | Grill | Ping Pong
1010 out of 10 rating
Exceptional
(58 reviews)
Hot Tub | Great Location | Patio | Grill | Ping Pong
Lexington, Kentucky
7% off
Price is AU$6,232
AU$6,232
AU$890 per night
includes taxes & fees
Image gallery for Kentucky Dream! 4BR, 3BA, 2Car-G/Covered Backyard Stage, 1-Mile from Rupp!
1010 out of 10 rating
Exceptional
(8 reviews)
Kentucky Dream! 4BR, 3BA, 2Car-G/Covered Backyard Stage, 1-Mile from Rupp!
Lexington, KY
8% off
Price is AU$8,001
AU$8,001
AU$1,143 per night
includes taxes & fees
Image gallery for Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.
1010 out of 10 rating
Exceptional
(6 reviews)
Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.
Lexington, KY
8% off
Price is AU$10,413
AU$10,413
AU$1,488 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
(30 reviews)
Historic Log Cabin - Farm - Near RRG and Lex. Winter retreat rates available
Winchester, KY
7% off
Price is AU$2,213
AU$2,213
AU$316 per night
includes taxes & fees
Image gallery for Spacious 3 BR w/ King Suite + Patio Off Interstate
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Spacious 3 BR w/ King Suite + Patio Off Interstate
Lexington, KY
8% off
Price is AU$3,838
AU$3,838
AU$548 per night
includes taxes & fees
Image gallery for Cheerful Three-Bedroom Residential Home
1010 out of 10 rating
Exceptional
(32 reviews)
Cheerful Three-Bedroom Residential Home
Richmond, KY
7% off
Price is AU$1,799
AU$1,799
AU$257 per night
includes taxes & fees
Image gallery for Brick Hous - Downtown Lexington
1010 out of 10 rating
Exceptional
(6 reviews)
Brick Hous - Downtown Lexington
Lexington, KY
8% off
Price is AU$11,901
AU$11,901
AU$1,700 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$2,329
AU$2,329
AU$333 per night
includes taxes & fees
Image gallery for Westwood Luxury Ranch Home includes washer/dryer
1010 out of 10 rating
Exceptional
(31 reviews)
Westwood Luxury Ranch Home includes washer/dryer
Richmond, KY
8% off
Price is AU$2,360
AU$2,360
AU$337 per night
includes taxes & fees
Image gallery for ⭐️Stylish & Cozy Ranch⭐️ Patio, Fenced Back Yard, Fire 🔥Pit-all the essentials!
1010 out of 10 rating
Exceptional
(69 reviews)
⭐️Stylish & Cozy Ranch⭐️ Patio, Fenced Back Yard, Fire 🔥Pit-all the essentials!
Lexington, KY
11% off
Price is AU$2,992
AU$2,992
AU$427 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | King Beds | Grill & Patio
1010 out of 10 rating
Exceptional
(76 reviews)
Hot Tub | Great Location | King Beds | Grill & Patio
Lexington, Kentucky
7% off
Price is AU$5,953
AU$5,953
AU$850 per night
includes taxes & fees
Image gallery for Welcome to “The Spot” - North Limestone/Downtown!
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Welcome to “The Spot” - North Limestone/Downtown!
Lexington, KY
12% off
Price is AU$3,047
AU$3,047
AU$435 per night
includes taxes & fees
Image gallery for Few and Proud
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Few and Proud
Lexington, KY
7% off
Price is AU$2,998
AU$2,998
AU$428 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$5,073
AU$5,073
AU$725 per night
includes taxes & fees
Image gallery for 🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴
1010 out of 10 rating
Exceptional
(12 reviews)
🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴
Lexington, KY
6% off
Price is AU$2,779
AU$2,779
AU$397 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$2,255
AU$2,255
AU$322 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Southwind Golf Course
Showing deals for: 15 Sept - 18 Sept
Authentic, Rustic, Historic Log Cabin
Sleeps 14 · 6 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
144 reviews(144 reviews)
The current price is AU$1,966
AU$1,966
for 3 nights, 1 home
AU$655 per night
includes taxes & fees
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
76 reviews(76 reviews)
The current price is AU$1,055
AU$1,055
for 3 nights, 1 home
AU$352 per night
includes taxes & fees
Picnic area! Grill! Hot tub! Fire pit! Dog friendly! Hardwicks Creek Haven@RRG
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
The current price is AU$1,188
AU$1,188
for 3 nights, 1 home
AU$396 per night
includes taxes & fees
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
64 reviews(64 reviews)
The current price is AU$750
AU$750
for 3 nights, 1 cabin
AU$250 per night
includes taxes & fees
1,600 Acres | Pool | Pond | Fishing | | WiFi near Red River Gorge, KY!
Sleeps 6 · 3 bedrooms · 1 bathroom
8.48.4 out of 10
Very goodvery good
15 reviews(15 reviews)
The current price is AU$1,080
AU$1,080
for 3 nights, 1 cottage
AU$360 per night
includes taxes & fees
Modern 2bd 2ba- Near I-75, Free WiFi, No Steps
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
The current price is AU$937
AU$937
for 3 nights, 1 home
AU$312 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value