From $350

The Reserve - Mode..

10 Guests

5 Rooms

4 Baths

From $140

Charming 3BR Near ..

8 Guests

3 Rooms

2 Baths

From $125

3BR Home Near EVER..

6 Guests

3 Rooms

2 Baths

From $500

Baxter Manor | 8BR..

16 Guests

8 Rooms

3 Baths

From $154

Historic 4BR 3.5BA..

8 Guests

4 Rooms

4 Baths

From $167

Parkside Stunner -..

8 Guests

4 Rooms

3 Baths

From $206

Win Place Show! - ..

8 Guests

4 Rooms

3 Baths

From $140

Talk Derby To Me! ..

4 Guests

2 Rooms

1 Baths

From $155

Urban Cottage-Bour..

6 Guests

3 Rooms

2 Baths

From $242

Old Louisville 5 B..

14 Guests

5 Rooms

4 Baths

From $673

Rooftop w/ 4 Suite..

17 Guests

6 Rooms

7 Baths

From $119

Taste of KY Studio..

2 Guests

1 Rooms

1 Baths

From $119

LouLounge Studio @..

2 Guests

1 Rooms

1 Baths

From $206

Upbeat Suite @ Bun..

8 Guests

2 Rooms

2 Baths

From $199

Swanky Suite @ Bun..

8 Guests

2 Rooms

2 Baths

From $75

~Gorgeous & Spacio..

4 Guests

1 Rooms

1 Baths

From $500

Magnum 8BR 4BA Pri..

16 Guests

9 Rooms

4 Baths

From $331

Rooftop & Pub Suit..

13 Guests

4 Rooms

5 Baths

From $590

Cinema w/ 4 Suites..

20 Guests

8 Rooms

8 Baths

From $104

Bourbon Pub @ Bung..

27 Guests

2 Rooms

2 Baths

From $116

Jungalou @ Bungalo..

6 Guests

2 Rooms

2 Baths

From $200

Rooftop Suite @ Bu..

27 Guests

2 Rooms

3 Baths

From $2069

"Ultimate Privacy"..

31 Guests

10 Rooms

11 Baths

From $355

Swanky & Upbeat Su..

14 Guests

4 Rooms

4 Baths

From $371

Cinema Suites @ Bu..

12 Guests

5 Rooms

5 Baths

From $344

Untouchable

14 Guests

6 Rooms

4 Baths

From $160

NEW! Award Winning..

10 Guests

4 Rooms

3 Baths

From $2586

Bungalou "Ultimate..

50 Guests

18 Rooms

19 Baths

From $202

Highlands Bourbon ..

10 Guests

4 Rooms

3 Baths

From $118

Single Malt @Tarta..

4 Guests

1 Rooms

1 Baths

From $129

Angel's Share @Tar..

6 Guests

2 Rooms

1 Baths

From $119

Double Pour @Tarta..

10 Guests

3 Rooms

2 Baths

From $102

Rickhouse Loft @Ta..

6 Guests

2 Rooms

1 Baths

From $350

Heart of The Highl..

10 Guests

5 Rooms

4 Baths

From $100

Private First Clas..

4 Guests

1 Rooms

1 Baths

From $233

Tartan House

16 Guests

5 Rooms

3 Baths

From $175

*NEW* Sophisticate..

10 Guests

4 Rooms

3 Baths

From $334

Luxury Home Near D..

12 Guests

6 Rooms

3 Baths

From $155

*NEW* Luxury 4BR H..

10 Guests

4 Rooms

3 Baths

From $125

Spacious Highlands..

6 Guests

2 Rooms

3 Baths

From $100

Urban Oasis with P..

2 Guests

1 Rooms

1 Baths

From $208

❤ The Hillcrest Ho..

12 Guests

4 Rooms

4 Baths

From $129

Hip 3BR Highlands ..

8 Guests

3 Rooms

2 Baths

From $350

The Courtside Reso..

14 Guests

6 Rooms

4 Baths

From $271

Highlands Down | 4..

10 Guests

4 Rooms

3 Baths

From $259

Bonny High~4 BR | ..

10 Guests

4 Rooms

2 Baths

From $293

Lux Highlands Spec..

14 Guests

6 Rooms

4 Baths

From $283

Highlands Prime 8B..

16 Guests

8 Rooms

6 Baths

From $655

The Grand Slam @Nu..

16 Guests

7 Rooms

4 Baths

From $362

Bonnycastle Blue~L..

14 Guests

6 Rooms

3 Baths

From $102

The Kentucky Mule-..

4 Guests

1 Rooms

1 Baths

From $129

The Old Fashioned~..

4 Guests

1 Rooms

1 Baths

From $119

Enchanting 3 BR ✦ ..

8 Guests

3 Rooms

1 Baths

From $119

The Gem of Emerson..

6 Guests

2 Rooms

2 Baths

From $356

The Masters ♚ Hist..

14 Guests

6 Rooms

5 Baths

From $206

Victorian Retreat ..

12 Guests

4 Rooms

3 Baths

From $482

Bourbon Country Lo..

12 Guests

4 Rooms

4 Baths

From $217

Highlands Derby Ci..

14 Guests

6 Rooms

4 Baths

From $426

King of the Highla..

16 Guests

7 Rooms

6 Baths

From $620

The Highball * Spe..

14 Guests

6 Rooms

5 Baths

From $191

NEW! The Duet - Sl..

8 Guests

2 Rooms

2 Baths

From $136

New! The Julep - C..

6 Guests

2 Rooms

1 Baths

From $139

NEW! The Lily - Mo..

8 Guests

3 Rooms

1 Baths

From $195

Double Play - 5BR ..

12 Guests

5 Rooms

2 Baths

From $102

The Julep House Nu..

6 Guests

3 Rooms

1 Baths

From $140

Triple Crown * Mod..

8 Guests

4 Rooms

2 Baths

From $293

Bourbon Bachelors ..

14 Guests

6 Rooms

4 Baths

From $155

Lux Germantown Gem..

10 Guests

4 Rooms

2 Baths