Vacation rentals in Hillsboro, KY

66 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Hillsboro, KY

Cozy, Bright Home in Historic Downtown - Hillsboro, KY

Cozy, Bright Home in Historic Downtown

Holiday Home, Hillsboro

Cozy, Bright Home in Historic Downtown is a holiday home in Hillsboro, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown is a holiday home in Hillsboro, 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 gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $596.

From$85/night
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Beautiful Country Sunsets I - Hillsboro, KY

Beautiful Country Sunsets I

Cabin, Hillsboro

Beautiful Country Sunsets I is a cabin in Hillsboro, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Beautiful Country Sunsets I

Beautiful Country Sunsets I is a cabin in Hillsboro, with pet-friendly 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $650.

From$93/night
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Charming country home on 433 acres - Hillsboro, KY

Charming country home on 433 acres

Holiday Home, Hillsboro

Charming country home on 433 acres is a holiday home in Hillsboro, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming country home on 433 acres

Charming country home on 433 acres is a holiday home in Hillsboro, 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 $673.

From$96/night
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New Tiny Lake Home - Hillsboro, KY

New Tiny Lake Home

Cabin, Hillsboro

New Tiny Lake Home is a cabin in Hillsboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About New Tiny Lake Home

New Tiny Lake Home is a cabin in Hillsboro, 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 wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $721.

From$103/night
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Best Hillsboro, KY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Cave Run Red River Gorge Cabin - Hillsboro, KY

Cave Run Red River Gorge Cabin

Cabin, Hillsboro

Cave Run Red River Gorge Cabin is a cabin in Hillsboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cave Run Red River Gorge Cabin

Cave Run Red River Gorge Cabin is a cabin in Hillsboro, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $894.

From$128/night
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Relaxing cabin surrounded by woods. Near RRG/Cave Run/DBNF. Dog friendly! - Hillsboro, KY

Relaxing cabin surrounded by woods. Near RRG/Cave Run/DBNF. Dog friendly!

Cabin, Hillsboro

Relaxing cabin surrounded by woods. Near RRG/Cave Run/DBNF. Dog friendly! is a cabin in Hillsboro, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Relaxing cabin surrounded by woods. Near RRG/Cave Run/DBNF. Dog friendly!

Relaxing cabin surrounded by woods. Near RRG/Cave Run/DBNF. Dog friendly! is a cabin in Hillsboro, 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 $983.

From$140/night
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Tranquil Waters Cabin. 4 person secluded rental cabin! - Hillsboro, KY

Tranquil Waters Cabin. 4 person secluded rental cabin!

Cabin, Hillsboro

Tranquil Waters Cabin. 4 person secluded rental cabin! is a cabin in Hillsboro, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Tranquil Waters Cabin. 4 person secluded rental cabin!

Tranquil Waters Cabin. 4 person secluded rental cabin! is a cabin in Hillsboro, 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 $987.

From$141/night
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*Cabin 4* Cave Run Cabins at Cave Run Lake! - Hillsboro, KY

*Cabin 4* Cave Run Cabins at Cave Run Lake!

Holiday Home, Hillsboro

*Cabin 4* Cave Run Cabins at Cave Run Lake! is a holiday home in Hillsboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About *Cabin 4* Cave Run Cabins at Cave Run Lake!

*Cabin 4* Cave Run Cabins at Cave Run Lake! is a holiday home in Hillsboro, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,061.

From$152/night
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Best Pet-Friendly Vacation Rentals in Hillsboro, KY

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

Hunting Lodge in the City - Hillsboro, KY

Hunting Lodge in the City

Holiday Home, Hillsboro

Hunting Lodge in the City is a holiday home in Hillsboro, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Hunting Lodge in the City

Hunting Lodge in the City is a holiday home in Hillsboro, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $847.

From$121/night
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Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge - Hillsboro, KY

Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge

Cabin, Hillsboro

Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge is a cabin in Hillsboro, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge

Newly renovated 2 bedroom cabin near Cave Run Lake & Red River Gorge is a cabin in Hillsboro, 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 $855.

From$122/night
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The Getaway - Wi-Fi - Pet friendly - New Deck - Hillsboro, KY

The Getaway - Wi-Fi - Pet friendly - New Deck

Cabin, Hillsboro

The Getaway - Wi-Fi - Pet friendly - New Deck is a cabin in Hillsboro, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About The Getaway - Wi-Fi - Pet friendly - New Deck

The Getaway - Wi-Fi - Pet friendly - New Deck is a cabin in Hillsboro, with pet-friendly space, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $881.

From$126/night
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A-Frame Musky Cabin for Fishing Enthusiast! - Hillsboro, KY

A-Frame Musky Cabin for Fishing Enthusiast!

Cabin, Hillsboro

A-Frame Musky Cabin for Fishing Enthusiast! is a cabin in Hillsboro, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About A-Frame Musky Cabin for Fishing Enthusiast!

A-Frame Musky Cabin for Fishing Enthusiast! is a cabin in Hillsboro, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,082.

From$155/night
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Best Hillsboro, KY vacation rentals with a kitchen

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

Historic 2-Bedroom in Downtown - Hillsboro, KY

Historic 2-Bedroom in Downtown

Apartment, Hillsboro

Historic 2-Bedroom in Downtown is a apartment in Hillsboro, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Historic 2-Bedroom in Downtown

Historic 2-Bedroom in Downtown is a apartment in Hillsboro, with 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $984.

From$141/night
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The Best of Cave Run and Morehead! Close to everything. Dog Friendly! - Hillsboro, KY

The Best of Cave Run and Morehead! Close to everything. Dog Friendly!

Cabin, Hillsboro

The Best of Cave Run and Morehead! Close to everything. Dog Friendly! is a cabin in Hillsboro, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About The Best of Cave Run and Morehead! Close to everything. Dog Friendly!

The Best of Cave Run and Morehead! Close to everything. Dog Friendly! is a cabin in Hillsboro, with pet-friendly 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,141.

From$163/night
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Cozy & peaceful 2-bedroom cabin in charming Salt Lick. - Hillsboro, KY

Cozy & peaceful 2-bedroom cabin in charming Salt Lick.

Cabin, Hillsboro

Cozy & peaceful 2-bedroom cabin in charming Salt Lick. is a cabin in Hillsboro, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Cozy & peaceful 2-bedroom cabin in charming Salt Lick.

Cozy & peaceful 2-bedroom cabin in charming Salt Lick. is a cabin in Hillsboro, 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 $1,191.

From$170/night
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2 Bedroom Cabin Near Cave Run Lake & MSU #12 - Hillsboro, KY

2 Bedroom Cabin Near Cave Run Lake & MSU #12

Cabin, Hillsboro

2 Bedroom Cabin Near Cave Run Lake & MSU #12 is a cabin in Hillsboro, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 2 Bedroom Cabin Near Cave Run Lake & MSU #12

2 Bedroom Cabin Near Cave Run Lake & MSU #12 is a cabin in Hillsboro, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,248.

From$178/night
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Our Favorite Family-Friendly Vacation Rentals in Hillsboro, KY

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

3 Mi to Cave Run Lake! Nature-Centric Family Cabin - Hillsboro, KY

3 Mi to Cave Run Lake! Nature-Centric Family Cabin

Holiday Home, Hillsboro

3 Mi to Cave Run Lake! Nature-Centric Family Cabin is a holiday home in Hillsboro, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About 3 Mi to Cave Run Lake! Nature-Centric Family Cabin

3 Mi to Cave Run Lake! Nature-Centric Family Cabin is a holiday home in Hillsboro, with parking 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, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,257.

From$128/night
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Cozy A-Frame Near Cave Run Lake - Private, Firepit, Deck, Sleeps 6 - Hillsboro, KY

Cozy A-Frame Near Cave Run Lake - Private, Firepit, Deck, Sleeps 6

Cabin, Hillsboro

Cozy A-Frame Near Cave Run Lake - Private, Firepit, Deck, Sleeps 6 is a cabin in Hillsboro, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a…

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About Cozy A-Frame Near Cave Run Lake - Private, Firepit, Deck, Sleeps 6

Cozy A-Frame Near Cave Run Lake - Private, Firepit, Deck, Sleeps 6 is a cabin in Hillsboro, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $958.

From$137/night
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The Ridge A-Frame: Cave Run Lake | Red River Gorge - Hillsboro, KY

The Ridge A-Frame: Cave Run Lake | Red River Gorge

Cabin, Hillsboro

The Ridge A-Frame: Cave Run Lake · Red River Gorge is a cabin in Hillsboro, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Ridge A-Frame: Cave Run Lake | Red River Gorge

The Ridge A-Frame: Cave Run Lake · Red River Gorge is a cabin in Hillsboro, 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 $1,097.

From$157/night
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River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run - Hillsboro, KY

River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run

Holiday Home, Hillsboro

River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run is a holiday home in Hillsboro, with pet-friendly space and a quieter setting. This stay gives travelers a…

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About River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run

River Retreat-- Newly Remodeled Cottage On The River And Minutes From Cave Run is a holiday home in Hillsboro, with pet-friendly space 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: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,218.

From$174/night
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