Vacation rentals in Oakland, KY

78 available vacation rental offers

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Best vacation rentals and Airbnb offers in Oakland, KY

Pet-Friendly Brownsville Retreat w/ Porch! - Oakland, KY

Pet-Friendly Brownsville Retreat w/ Porch!

Apartment, Oakland

Pet-Friendly Brownsville Retreat w/ Porch! is a apartment in Oakland, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Pet-Friendly Brownsville Retreat w/ Porch!

Pet-Friendly Brownsville Retreat w/ Porch! is a apartment in Oakland, with pet-friendly space, parking, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,109.

From$103/night
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5 Mi to Cave Tour! Couples Adventure Hub - Oakland, KY

5 Mi to Cave Tour! Couples Adventure Hub

Apartment, Oakland

5 Mi to Cave Tour! Couples Adventure Hub is a apartment in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 5 Mi to Cave Tour! Couples Adventure Hub

5 Mi to Cave Tour! Couples Adventure Hub is a apartment in Oakland, 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 $1,028.

From$107/night
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Quiet Apartment - Oakland, KY

Quiet Apartment

Holiday Home, Oakland

Quiet Apartment is a holiday home in Oakland, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Quiet Apartment

Quiet Apartment is a holiday home in Oakland, with parking 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, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $764.

From$109/night
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Bowling Green Townhome: 4 Mi to Lost River Cave! - Oakland, KY

Bowling Green Townhome: 4 Mi to Lost River Cave!

Apartment, Oakland

Bowling Green Townhome: 4 Mi to Lost River Cave! is a apartment in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bowling Green Townhome: 4 Mi to Lost River Cave!

Bowling Green Townhome: 4 Mi to Lost River Cave! is a apartment in Oakland, 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 $1,062.

From$111/night
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Vacation rentals with parking in Oakland, KY

Find vacation rentals that make arriving by car easier.

Inviting Bowling Green Escape w/ Smart Tvs! - Oakland, KY

Inviting Bowling Green Escape w/ Smart Tvs!

Apartment, Oakland

Inviting Bowling Green Escape w/ Smart Tvs! is a apartment in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Inviting Bowling Green Escape w/ Smart Tvs!

Inviting Bowling Green Escape w/ Smart Tvs! is a apartment in Oakland, 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 $1,062.

From$111/night
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5 Mi to Cave Tour! Couples Adventure Hub - Oakland, KY

5 Mi to Cave Tour! Couples Adventure Hub

Holiday Home, Oakland

5 Mi to Cave Tour! Couples Adventure Hub is a holiday home in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About 5 Mi to Cave Tour! Couples Adventure Hub

5 Mi to Cave Tour! Couples Adventure Hub is a holiday home in Oakland, 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 $853.

From$122/night
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Cozy cabin getaway - Country setting - pond with walking trail - Oakland, KY

Cozy cabin getaway - Country setting - pond with walking trail

Holiday Home, Oakland

Cozy cabin getaway - Country setting - pond with walking trail is a holiday home in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cozy cabin getaway - Country setting - pond with walking trail

Cozy cabin getaway - Country setting - pond with walking trail is a holiday home in Oakland, 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 $934.

From$133/night
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heritage room - Oakland, KY

heritage room

B & B, Oakland

heritage room is a b & b in Oakland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About heritage room

heritage room is a b & b in Oakland, with 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 breakfast, hot tub, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,177.

From$135/night
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Pet-friendly vacation rentals in Oakland, KY

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

Lovely 2- Bedroom Condo located in the heart of BG - Oakland, KY

Lovely 2- Bedroom Condo located in the heart of BG

Condo, Oakland

Lovely 2- Bedroom Condo located in the heart of BG is a condo in Oakland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Lovely 2- Bedroom Condo located in the heart of BG

Lovely 2- Bedroom Condo located in the heart of BG is a condo in Oakland, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $804.

From$115/night
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Beautiful Bungalow in the Heart of BG. By WKU Campus. 29 Miles to Mammoth Cave. - Oakland, KY

Beautiful Bungalow in the Heart of BG. By WKU Campus. 29 Miles to Mammoth Cave.

Holiday Home, Oakland

Beautiful Bungalow in the Heart of BG. By WKU Campus. 29 Miles to Mammoth Cave. is a holiday home in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Beautiful Bungalow in the Heart of BG. By WKU Campus. 29 Miles to Mammoth Cave.

Beautiful Bungalow in the Heart of BG. By WKU Campus. 29 Miles to Mammoth Cave. is a holiday home in Oakland, 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 $854.

From$122/night
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Townhouse near WKU & Mammoth Cave - Oakland, KY

Townhouse near WKU & Mammoth Cave

Holiday Home, Oakland

Townhouse near WKU & Mammoth Cave is a holiday home in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Townhouse near WKU & Mammoth Cave

Townhouse near WKU & Mammoth Cave is a holiday home in Oakland, 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 $858.

From$123/night
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Charming 2BR/1BA home Near WKU - Oakland, KY

Charming 2BR/1BA home Near WKU

Holiday Home, Oakland

Charming 2BR/1BA home Near WKU is a holiday home in Oakland, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Charming 2BR/1BA home Near WKU

Charming 2BR/1BA home Near WKU is a holiday home in Oakland, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $895.

From$128/night
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Vacation rentals with a kitchen in Oakland, KY

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

WKU, Beechbend & BG Visitors- This Suite Retreat is For YOU! - Oakland, KY

WKU, Beechbend & BG Visitors- This Suite Retreat is For YOU!

Holiday Home, Oakland

WKU, Beechbend & BG Visitors- This Suite Retreat is For YOU! is a holiday home in Oakland, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About WKU, Beechbend & BG Visitors- This Suite Retreat is For YOU!

WKU, Beechbend & BG Visitors- This Suite Retreat is For YOU! is a holiday home in Oakland, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $871.

From$124/night
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Bowling Green Townhome: 4 Mi to Lost River Cave! - Oakland, KY

Bowling Green Townhome: 4 Mi to Lost River Cave!

Holiday Home, Oakland

Bowling Green Townhome: 4 Mi to Lost River Cave! is a holiday home in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Bowling Green Townhome: 4 Mi to Lost River Cave!

Bowling Green Townhome: 4 Mi to Lost River Cave! is a holiday home in Oakland, 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 $883.

From$126/night
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Inviting Bowling Green Escape w/ Smart TVs! - Oakland, KY

Inviting Bowling Green Escape w/ Smart TVs!

Holiday Home, Oakland

Inviting Bowling Green Escape w/ Smart TVs! is a holiday home in Oakland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Inviting Bowling Green Escape w/ Smart TVs!

Inviting Bowling Green Escape w/ Smart TVs! is a holiday home in Oakland, 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 $946.

From$135/night
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Hunts Bend Private Getaway! - Oakland, KY

Hunts Bend Private Getaway!

Holiday Home, Oakland

Hunts Bend Private Getaway! is a holiday home in Oakland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Hunts Bend Private Getaway!

Hunts Bend Private Getaway! is a holiday home in Oakland, 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 $1,330.

From$190/night
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Family-friendly vacation rentals in Oakland, KY

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

Simply Sailing - A Cottage In The Trees - Oakland, KY

Simply Sailing - A Cottage In The Trees

Cottage, Oakland

Simply Sailing - A Cottage In The Trees is a cottage in Oakland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Simply Sailing - A Cottage In The Trees

Simply Sailing - A Cottage In The Trees is a cottage in Oakland, 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 $878.

From$125/night
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Firestone's @ BRL 14mi-Mammoth Cave. Fire pit! - Oakland, KY

Firestone's @ BRL 14mi-Mammoth Cave. Fire pit!

Holiday Home, Oakland

Firestone's @ BRL 14mi-Mammoth Cave. Fire pit! is a holiday home in Oakland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Firestone's @ BRL 14mi-Mammoth Cave. Fire pit!

Firestone's @ BRL 14mi-Mammoth Cave. Fire pit! is a holiday home in Oakland, 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 $1,004.

From$143/night
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Cottage at Sunnyside/Private/5 Wooded Acres/Garage - Oakland, KY

Cottage at Sunnyside/Private/5 Wooded Acres/Garage

Cottage, Oakland

Cottage at Sunnyside/Private/5 Wooded Acres/Garage is a cottage in Oakland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cottage at Sunnyside/Private/5 Wooded Acres/Garage

Cottage at Sunnyside/Private/5 Wooded Acres/Garage is a cottage in Oakland, with 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, parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,446.

From$207/night
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Bowling Green Farmhouse 10 Mi to Mammoth Cave - Oakland, KY

Bowling Green Farmhouse 10 Mi to Mammoth Cave

Cottage, Oakland

Bowling Green Farmhouse 10 Mi to Mammoth Cave is a cottage in Oakland, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Bowling Green Farmhouse 10 Mi to Mammoth Cave

Bowling Green Farmhouse 10 Mi to Mammoth Cave is a cottage in Oakland, with pool 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,958.

From$230/night
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