Vacation rentals in Olmstead, KY

Best vacation rentals and Airbnb offers in Olmstead, KY

The Whispering Oak is a private and cozy getaway with its own private entrance!

Apartment, Olmstead

The Whispering Oak is a private and cozy getaway with its own private entrance! is a apartment in Olmstead, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About The Whispering Oak is a private and cozy getaway with its own private entrance!

The Whispering Oak is a private and cozy getaway with its own private entrance! is a apartment in Olmstead, 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 $574.

From$82/night

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Enchanting cabin with AC in Auburn - Perfect for a cozy getaway

Cabin, Olmstead

Enchanting cabin with AC in Auburn - Perfect for a cozy getaway is a cabin in Olmstead, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Enchanting cabin with AC in Auburn - Perfect for a cozy getaway

Enchanting cabin with AC in Auburn - Perfect for a cozy getaway is a cabin in Olmstead, 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 $592.

From$85/night

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Hope s Place in Clarksville

Apartment, Olmstead

Hope s Place in Clarksville is a apartment in Olmstead, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Hope s Place in Clarksville

Hope s Place in Clarksville is a apartment in Olmstead, 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, free wifi, parking, free parking, and accessible.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,104.

From$88/night

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Cozy Lewisburg Getaway w/ Deck + Lake Access!

Apartment, Olmstead

Cozy Lewisburg Getaway w/ Deck + Lake Access! is a apartment in Olmstead, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy Lewisburg Getaway w/ Deck + Lake Access!

Cozy Lewisburg Getaway w/ Deck + Lake Access! is a apartment in Olmstead, with outdoor space 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, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $947.

From$89/night

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Vacation rentals with parking in Olmstead, KY

Find vacation rentals that make arriving by car easier.

Sapphire Oasis A Luxurious Townhouse Retreat Near Nashville Ft Campbell

Holiday Home, Olmstead

Sapphire Oasis A Luxurious Townhouse Retreat Near Nashville Ft Campbell is a holiday home in Olmstead, with parking and a quieter setting. This stay gives travelers a comfortable base for…

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About Sapphire Oasis A Luxurious Townhouse Retreat Near Nashville Ft Campbell

Sapphire Oasis A Luxurious Townhouse Retreat Near Nashville Ft Campbell is a holiday home in Olmstead, 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 accessible.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,057.

From$105/night

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The Farmhouse

Holiday Home, Olmstead

The Farmhouse is a holiday home in Olmstead, 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 The Farmhouse

The Farmhouse is a holiday home in Olmstead, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $763.

From$109/night

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Hopes Place Near Ft Campbell

Condo, Olmstead

Hopes Place Near Ft Campbell is a condo in Olmstead, 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 Hopes Place Near Ft Campbell

Hopes Place Near Ft Campbell is a condo in Olmstead, 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 $781.

From$112/night

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Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC

Holiday Home, Olmstead

Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC is a holiday home in Olmstead, with parking, kitchen access, and room for a group. This stay gives travelers…

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About Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC

Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC is a holiday home in Olmstead, 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 $1,119.

From$160/night

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Pet-friendly vacation rentals in Olmstead, KY

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

Close to everything in Clarksville and Fort Campbell; Dog-friendly Townhome.

Holiday Home, Olmstead

Close to everything in Clarksville and Fort Campbell; Dog-friendly Townhome. is a holiday home in Olmstead, with pet-friendly space. This stay gives travelers a comfortable base for…

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About Close to everything in Clarksville and Fort Campbell; Dog-friendly Townhome.

Close to everything in Clarksville and Fort Campbell; Dog-friendly Townhome. is a holiday home in Olmstead, 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, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $841.

From$120/night

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Fish, Hike & Relax: Lewisburg Home w/ Fire Pit!

Holiday Home, Olmstead

Fish, Hike & Relax: Lewisburg Home w/ Fire Pit! is a holiday home in Olmstead, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Fish, Hike & Relax: Lewisburg Home w/ Fire Pit!

Fish, Hike & Relax: Lewisburg Home w/ Fire Pit! is a holiday home in Olmstead, 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 $1,168.

From$167/night

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Historic Home - Victorian Stage Coach Inn

Holiday Home, Olmstead

Historic Home - Victorian Stage Coach Inn is a holiday home in Olmstead, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Historic Home - Victorian Stage Coach Inn

Historic Home - Victorian Stage Coach Inn is a holiday home in Olmstead, 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 $1,229.

From$176/night

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Charming 4-bedroom in Russellville Kentucky with Hot Tub

Holiday Home, Olmstead

Charming 4-bedroom in Russellville Kentucky with Hot Tub is a holiday home in Olmstead, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Charming 4-bedroom in Russellville Kentucky with Hot Tub

Charming 4-bedroom in Russellville Kentucky with Hot Tub is a holiday home in Olmstead, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,239.

From$177/night

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Vacation rentals with a kitchen in Olmstead, KY

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

COZY STAY D Near Fort Campbell, APSU, exit 1 & 4, 2bed Apartment, Self Checking

Apartment, Olmstead

COZY STAY D Near Fort Campbell, APSU, exit 1 & 4, 2bed Apartment, Self Checking is a apartment in Olmstead, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About COZY STAY D Near Fort Campbell, APSU, exit 1 & 4, 2bed Apartment, Self Checking

COZY STAY D Near Fort Campbell, APSU, exit 1 & 4, 2bed Apartment, Self Checking is a apartment in Olmstead, 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 $804.

From$115/night

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COZY STAY A Near Fort Campbell, APSU, exit 1 & 4, 2bed Apartment, Self Checking

Apartment, Olmstead

COZY STAY A Near Fort Campbell, APSU, exit 1 & 4, 2bed Apartment, Self Checking is a apartment in Olmstead, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About COZY STAY A Near Fort Campbell, APSU, exit 1 & 4, 2bed Apartment, Self Checking

COZY STAY A Near Fort Campbell, APSU, exit 1 & 4, 2bed Apartment, Self Checking is a apartment in Olmstead, 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 $825.

From$118/night

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Governor`s Getaway| Cozy 2 BR Near DT & Hospital

Apartment, Olmstead

Governor`s Getaway · Cozy 2 BR Near DT & Hospital is a apartment in Olmstead, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Governor`s Getaway| Cozy 2 BR Near DT & Hospital

Governor`s Getaway · Cozy 2 BR Near DT & Hospital is a apartment in Olmstead, 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 $911.

From$130/night

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New listing! Historic 4 bedroom home in Russellville!

Holiday Home, Olmstead

New listing! Historic 4 bedroom home in Russellville! is a holiday home in Olmstead, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About New listing! Historic 4 bedroom home in Russellville!

New listing! Historic 4 bedroom home in Russellville! is a holiday home in Olmstead, 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 $1,185.

From$169/night

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Family-friendly vacation rentals in Olmstead, KY

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

Family Friendly, about an hour from Nashville.

Holiday Home, Olmstead

Family Friendly, about an hour from Nashville. is a holiday home in Olmstead, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Family Friendly, about an hour from Nashville.

Family Friendly, about an hour from Nashville. is a holiday home in Olmstead, 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 $875.

From$125/night

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Guest House in the Country

Apartment, Olmstead

Guest House in the Country is a apartment in Olmstead, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Guest House in the Country

Guest House in the Country is a apartment in Olmstead, 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 $910.

From$130/night

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Great for Families! Serene Retreat in Clarksville

Cottage, Olmstead

Great for Families! Serene Retreat in Clarksville is a cottage in Olmstead, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Great for Families! Serene Retreat in Clarksville

Great for Families! Serene Retreat in Clarksville is a cottage in Olmstead, 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 $1,509.

From$151/night

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Fish, Hike & Relax: Lewisburg Home w/ Fire Pit!

Cottage, Olmstead

Fish, Hike & Relax: Lewisburg Home w/ Fire Pit! is a cottage in Olmstead, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Fish, Hike & Relax: Lewisburg Home w/ Fire Pit!

Fish, Hike & Relax: Lewisburg Home w/ Fire Pit! is a cottage in Olmstead, with pet-friendly space, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,392.

From$154/night

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