Holiday rentals near Southwind Golf Course
We found 509 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:15 Aug - 22 Aug
Image gallery for Botherum Carriage House, Garden Lovers Delight
1010 out of 10 rating
Exceptional
(10 reviews)
Botherum Carriage House, Garden Lovers Delight
Lexington, KY
8% off
Price is NZ$16,823
NZ$16,823
NZ$2,403 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 NZ$3,596
NZ$3,596
NZ$514 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 NZ$7,445
NZ$7,445
NZ$1,064 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 NZ$9,966
NZ$9,966
NZ$1,424 per night
includes taxes & fees
Image gallery for Napa Hous - 7BD, 7.5 BA, Bar - Downtown
1010 out of 10 rating
Exceptional
(5 reviews)
Napa Hous - 7BD, 7.5 BA, Bar - Downtown
Lexington, KY
8% off
Price is NZ$14,451
NZ$14,451
NZ$2,064 per night
includes taxes & fees
Image gallery for Upscale downtown Lexington townhome
1010 out of 10 rating
Exceptional
(52 reviews)
Upscale downtown Lexington townhome
Lexington, KY
8% off
Price is NZ$10,198
NZ$10,198
NZ$1,457 per night
includes taxes & fees
Image gallery for Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
1010 out of 10 rating
Exceptional
(18 reviews)
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
Paris, KY
7% off
Price is NZ$2,185
NZ$2,185
NZ$312 per night
includes taxes & fees
Image gallery for Modern Cheerful Bluegrass Beauty
1010 out of 10 rating
Exceptional
(18 reviews)
Modern Cheerful Bluegrass Beauty
Lexington, KY
11% off
Price is NZ$8,971
NZ$8,971
NZ$1,282 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 NZ$7,144
NZ$7,144
NZ$1,021 per night
includes taxes & fees
Image gallery for Urban Luxury: Stylish 3-Bedroom Townhome Near ALL Lexington's Prime Attractions
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Urban Luxury: Stylish 3-Bedroom Townhome Near ALL Lexington's Prime Attractions
Lexington, KY
8% off
Price is NZ$9,406
NZ$9,406
NZ$1,344 per night
includes taxes & fees
Image gallery for Hot Tub | Close to Downtown | Game Room | Fire Pit |
1010 out of 10 rating
Exceptional
(59 reviews)
Hot Tub | Close to Downtown | Game Room | Fire Pit |
Lexington, Kentucky
7% off
Price is NZ$7,853
NZ$7,853
NZ$1,122 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
(16 reviews)
Spacious 3 BR w/ King Suite + Patio Off Interstate
Lexington, KY
7% off
Price is NZ$3,563
NZ$3,563
NZ$509 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
(64 reviews)
⭐️Stylish & Cozy Ranch⭐️ Patio, Fenced Back Yard, Fire 🔥Pit-all the essentials!
Lexington, KY
11% off
Price is NZ$3,654
NZ$3,654
NZ$522 per night
includes taxes & fees
Image gallery for Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
1010 out of 10 rating
Exceptional
(30 reviews)
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Winchester, KY
10% off
Price is NZ$3,466
NZ$3,466
NZ$495 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 NZ$3,352
NZ$3,352
NZ$479 per night
includes taxes & fees
Image gallery for Renovated Train Station on Thoroughbred Horse Farm
1010 out of 10 rating
Exceptional
(268 reviews)
Renovated Train Station on Thoroughbred Horse Farm
Paris, KY
8% off
Price is NZ$3,146
NZ$3,146
NZ$449 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 NZ$6,012
NZ$6,012
NZ$859 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 NZ$7,258
NZ$7,258
NZ$1,037 per night
includes taxes & fees
Image gallery for Historic Mansion in Downtown Lexington.
1010 out of 10 rating
Exceptional
(133 reviews)
Historic Mansion in Downtown Lexington.
Lexington, KY
8% off
Price is NZ$7,137
NZ$7,137
NZ$1,020 per night
includes taxes & fees
Image gallery for Great Location | Patio | Grill | Tempurpedic Beds
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Great Location | Patio | Grill | Tempurpedic Beds
Lexington, Kentucky
6% off
Price is NZ$2,850
NZ$2,850
NZ$407 per night
includes taxes & fees
Image gallery for Bourbon n Horses themed 3B/2Ba home in beautiful Chevy Chase neighborhood!
1010 out of 10 rating
Exceptional
(31 reviews)
Bourbon n Horses themed 3B/2Ba home in beautiful Chevy Chase neighborhood!
Lexington, KY
8% off
Price is NZ$3,641
NZ$3,641
NZ$520 per night
includes taxes & fees
Image gallery for Hot Tub | 7 Beds | Fire Pit | Patio & Grill
1010 out of 10 rating
Exceptional
(52 reviews)
Hot Tub | 7 Beds | Fire Pit | Patio & Grill
Lexington, KY
7% off
Price is NZ$5,653
NZ$5,653
NZ$808 per night
includes taxes & fees
Image gallery for Hot Tub | Close to Downtown | Game Room | Fire Pit
1010 out of 10 rating
Exceptional
(28 reviews)
Hot Tub | Close to Downtown | Game Room | Fire Pit
Lexington, Kentucky
7% off
Price is NZ$7,855
NZ$7,855
NZ$1,122 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
6% off
Price is NZ$2,488
NZ$2,488
NZ$355 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
55 reviews(55 reviews)
Secluded & Tranquil Cabin ~ Near Red River Gorge
Sleeps 7 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
Authentic, Rustic, Historic Log Cabin
Sleeps 14 · 6 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
141 reviews(141 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
74 reviews(74 reviews)
Hot tub! Fire pit! Picnic area! grill! Dog friendly! Hardwicks Creek Haven@RRG
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Modern 2bd 2ba- Near I-75, Free WiFi, No Steps
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
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