Vacation rentals in Windy Hills, KY

Best vacation rentals and Airbnb offers in Windy Hills, KY

Workfriendly home with priv yard, near downtown

Holiday Home, Windy Hills

Workfriendly home with priv yard, near downtown is a holiday home in Windy Hills, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Workfriendly home with priv yard, near downtown

Workfriendly home with priv yard, near downtown is a holiday home in Windy Hills, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,125.

From$89/night

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Cozy Loft-Style Studio! Sleeps 4

Apartment, Windy Hills

Cozy Loft-Style Studio! Sleeps 4 is a apartment in Windy Hills, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cozy Loft-Style Studio! Sleeps 4

Cozy Loft-Style Studio! Sleeps 4 is a apartment in Windy Hills, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: ac, air conditioning, tv, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $716.

From$102/night

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American Pharoah Twin Spires Suite

Apartment, Windy Hills

American Pharoah Twin Spires Suite is a apartment in Windy Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About American Pharoah Twin Spires Suite

American Pharoah Twin Spires Suite is a apartment in Windy Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $780.

From$111/night

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Secretariat Twin Spires Suite!

Apartment, Windy Hills

Secretariat Twin Spires Suite! is a apartment in Windy Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Secretariat Twin Spires Suite!

Secretariat Twin Spires Suite! is a apartment in Windy Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $780.

From$111/night

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Vacation rentals with a pool in Windy Hills, KY

Add a pool to the search when you want an easy place to cool off between outings.

Boulevard Stays Comfy 1BR Haven Pool, Free Parking & Cozy Details

Apartment, Windy Hills

Boulevard Stays Comfy 1BR Haven Pool, Free Parking & Cozy Details is a apartment in Windy Hills, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable…

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About Boulevard Stays Comfy 1BR Haven Pool, Free Parking & Cozy Details

Boulevard Stays Comfy 1BR Haven Pool, Free Parking & Cozy Details is a apartment in Windy Hills, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $842.

From$120/night

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Boulevard Stays Contemporary 1BR Apartment Pool, Gym, Free Parking

Apartment, Windy Hills

Boulevard Stays Contemporary 1BR Apartment Pool, Gym, Free Parking is a apartment in Windy Hills, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Boulevard Stays Contemporary 1BR Apartment Pool, Gym, Free Parking

Boulevard Stays Contemporary 1BR Apartment Pool, Gym, Free Parking is a apartment in Windy Hills, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, gym, parking, and onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $906.

From$129/night

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Boulevard Stays Spacious 1BR Suite Pool, Parking Gym D

Apartment, Windy Hills

Boulevard Stays Spacious 1BR Suite Pool, Parking Gym D is a apartment in Windy Hills, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for…

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About Boulevard Stays Spacious 1BR Suite Pool, Parking Gym D

Boulevard Stays Spacious 1BR Suite Pool, Parking Gym D is a apartment in Windy Hills, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $907.

From$130/night

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Boulevard Stays Expansive 1BR Suite Pool, Parking & Gym

Apartment, Windy Hills

Boulevard Stays Expansive 1BR Suite Pool, Parking & Gym is a apartment in Windy Hills, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for…

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About Boulevard Stays Expansive 1BR Suite Pool, Parking & Gym

Boulevard Stays Expansive 1BR Suite Pool, Parking & Gym is a apartment in Windy Hills, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $932.

From$133/night

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Vacation rentals with parking in Windy Hills, KY

Find vacation rentals that make arriving by car easier.

2-Bedroom Artistic Retreat in Jeffersonville, IN- 2 miles to Louisville!

Holiday Home, Windy Hills

2-Bedroom Artistic Retreat in Jeffersonville, IN- 2 miles to Louisville! is a holiday home in Windy Hills, with parking, room for a group, and a quieter setting. This stay gives travelers a…

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About 2-Bedroom Artistic Retreat in Jeffersonville, IN- 2 miles to Louisville!

2-Bedroom Artistic Retreat in Jeffersonville, IN- 2 miles to Louisville! is a holiday home in Windy Hills, with parking, room for a group, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $976.

From$139/night

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Jeffersonville Gem by Louisville - Close to Parks, River Walk and Walking Bridge

Holiday Home, Windy Hills

Jeffersonville Gem by Louisville - Close to Parks, River Walk and Walking Bridge is a holiday home in Windy Hills, with parking and kitchen access. This stay gives travelers a comfortable…

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About Jeffersonville Gem by Louisville - Close to Parks, River Walk and Walking Bridge

Jeffersonville Gem by Louisville - Close to Parks, River Walk and Walking Bridge is a holiday home in Windy Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,116.

From$159/night

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Exclusive one-story retreat close to attractions!

Apartment, Windy Hills

Exclusive one-story retreat close to attractions! is a apartment in Windy Hills, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Exclusive one-story retreat close to attractions!

Exclusive one-story retreat close to attractions! is a apartment in Windy Hills, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, onsite parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,399.

From$200/night

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Bashford Manor Inn

B & B, Windy Hills

Bashford Manor Inn is a b & b in Windy Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Bashford Manor Inn

Bashford Manor Inn is a b & b in Windy Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,152.

From$142/night

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Pet-friendly vacation rentals in Windy Hills, KY

Bring your pet along with stays that welcome four-legged travelers.

2 Queen Beds|Nsmk,Micfridge

Apartment, Windy Hills

2 Queen Beds · Nsmk,Micfridge is a apartment in Windy Hills, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About 2 Queen Beds|Nsmk,Micfridge

2 Queen Beds · Nsmk,Micfridge is a apartment in Windy Hills, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $457.

From$65/night

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King Bed|Mobil|Tub|Nsmk|Micfridg

Apartment, Windy Hills

King Bed · Mobil · Tub · Nsmk · Micfridg is a apartment in Windy Hills, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About King Bed|Mobil|Tub|Nsmk|Micfridg

King Bed · Mobil · Tub · Nsmk · Micfridg is a apartment in Windy Hills, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $485.

From$69/night

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Great Location! Comfortable Studio Suite | Pool Access

Apartment, Windy Hills

Great Location! Comfortable Studio Suite · Pool Access is a apartment in Windy Hills, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Great Location! Comfortable Studio Suite | Pool Access

Great Location! Comfortable Studio Suite · Pool Access is a apartment in Windy Hills, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $882.

From$126/night

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Lovely 3BR/1BA PRIME Location!

Condo, Windy Hills

Lovely 3BR/1BA PRIME Location! is a condo in Windy Hills, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Lovely 3BR/1BA PRIME Location!

Lovely 3BR/1BA PRIME Location! is a condo in Windy Hills, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,249.

From$178/night

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Vacation rentals with a kitchen in Windy Hills, KY

Compare stays with kitchen access for longer trips and easier meals.

Charming Highlands Gem - Classic 3BR Retreat

Apartment, Windy Hills

Charming Highlands Gem - Classic 3BR Retreat is a apartment in Windy Hills, with kitchen access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for…

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About Charming Highlands Gem - Classic 3BR Retreat

Charming Highlands Gem - Classic 3BR Retreat is a apartment in Windy Hills, with kitchen access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, ac, air conditioning, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,018.

From$145/night

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Townhouse mins to UofL & Churchill Downs/hot tub

Holiday Home, Windy Hills

Townhouse mins to UofL & Churchill Downs/hot tub is a holiday home in Windy Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Townhouse mins to UofL & Churchill Downs/hot tub

Townhouse mins to UofL & Churchill Downs/hot tub is a holiday home in Windy Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,063.

From$152/night

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1 Block to Mellwood: Modern Apt by Shops & Dining!

Apartment, Windy Hills

1 Block to Mellwood: Modern Apt by Shops & Dining! is a apartment in Windy Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 1 Block to Mellwood: Modern Apt by Shops & Dining!

1 Block to Mellwood: Modern Apt by Shops & Dining! is a apartment in Windy Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,117.

From$160/night

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Walk to Mellwood Art Center: Home w/ Private Deck!

Holiday Home, Windy Hills

Walk to Mellwood Art Center: Home w/ Private Deck! is a holiday home in Windy Hills, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Walk to Mellwood Art Center: Home w/ Private Deck!

Walk to Mellwood Art Center: Home w/ Private Deck! is a holiday home in Windy Hills, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,211.

From$173/night

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Family-friendly vacation rentals in Windy Hills, KY

Plan a trip with stays that give families more room to spread out.

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Apartment, Windy Hills

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar! is a apartment in Windy Hills, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar! is a apartment in Windy Hills, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, kids friendly, kids friendly videos or books, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $850.

From$121/night

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Bourbon Trail Bungalow

Holiday Home, Windy Hills

Bourbon Trail Bungalow is a holiday home in Windy Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Bourbon Trail Bungalow

Bourbon Trail Bungalow is a holiday home in Windy Hills, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,085.

From$155/night

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Cozy family home. 19 minutes from Churchill Downs

Holiday Home, Windy Hills

Cozy family home. 19 minutes from Churchill Downs is a holiday home in Windy Hills, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Cozy family home. 19 minutes from Churchill Downs

Cozy family home. 19 minutes from Churchill Downs is a holiday home in Windy Hills, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,153.

From$165/night

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2BR Home Near Zoo & Fairgrounds – Family-Friendly!

Holiday Home, Windy Hills

2BR Home Near Zoo & Fairgrounds – Family-Friendly! is a holiday home in Windy Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 2BR Home Near Zoo & Fairgrounds – Family-Friendly!

2BR Home Near Zoo & Fairgrounds – Family-Friendly! is a holiday home in Windy Hills, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,209.

From$173/night

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