Vacation rentals in Underwood, IN

154 available vacation rental offers

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Best vacation rentals and Airbnb offers in Underwood, IN

Newly Renovated Suite (Queen) near downtown Salem Indiana. - Underwood, IN

Newly Renovated Suite (Queen) near downtown Salem Indiana.

Holiday Home, Underwood

Newly Renovated Suite (Queen) near downtown Salem Indiana. is a holiday home in Underwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Newly Renovated Suite (Queen) near downtown Salem Indiana.

Newly Renovated Suite (Queen) near downtown Salem Indiana. is a holiday home in Underwood, 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 $451.

From$64/night
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Binghamton Vestal Heights, 1 bed 1bath - Underwood, IN

Binghamton Vestal Heights, 1 bed 1bath

Apartment, Underwood

Binghamton Vestal Heights, 1 bed 1bath is a apartment in Underwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Binghamton Vestal Heights, 1 bed 1bath

Binghamton Vestal Heights, 1 bed 1bath is a apartment in Underwood, 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 $579.

From$83/night
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Historic New Albany Apartment ~ 6 Mi to Louisville - Underwood, IN

Historic New Albany Apartment ~ 6 Mi to Louisville

Apartment, Underwood

Historic New Albany Apartment ~ 6 Mi to Louisville is a apartment in Underwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Historic New Albany Apartment ~ 6 Mi to Louisville

Historic New Albany Apartment ~ 6 Mi to Louisville is a apartment in Underwood, 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 wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $990.

From$86/night
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Beautiful WKU themed pole barn efficiency apartment in peaceful Sellersburg, IN. - Underwood, IN

Beautiful WKU themed pole barn efficiency apartment in peaceful Sellersburg, IN.

Holiday Home, Underwood

Beautiful WKU themed pole barn efficiency apartment in peaceful Sellersburg, IN. is a holiday home in Underwood, with parking and kitchen access. This stay gives travelers a comfortable…

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About Beautiful WKU themed pole barn efficiency apartment in peaceful Sellersburg, IN.

Beautiful WKU themed pole barn efficiency apartment in peaceful Sellersburg, IN. is a holiday home in Underwood, 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 $780.

From$111/night
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Vacation rentals with a pool in Underwood, IN

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

Exclusive Farmhouse w/ a Romantic Garden View! - Underwood, IN

Exclusive Farmhouse w/ a Romantic Garden View!

Apartment, Underwood

Exclusive Farmhouse w/ a Romantic Garden View! is a apartment in Underwood, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Exclusive Farmhouse w/ a Romantic Garden View!

Exclusive Farmhouse w/ a Romantic Garden View! is a apartment in Underwood, 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 $1,404.

From$201/night
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Riverboat Inn and Suites - Underwood, IN

Riverboat Inn and Suites

Guest House, Underwood

Riverboat Inn and Suites is a guest house in Underwood, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Riverboat Inn and Suites

Riverboat Inn and Suites is a guest house in Underwood, with 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 breakfast, pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,186.

From$272/night
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Come explore Jeffersonville & Louisville- our pool & hot tub are open - Underwood, IN

Come explore Jeffersonville & Louisville- our pool & hot tub are open

Holiday Home, Underwood

Come explore Jeffersonville & Louisville- our pool & hot tub are open is a holiday home in Underwood, with pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Come explore Jeffersonville & Louisville- our pool & hot tub are open

Come explore Jeffersonville & Louisville- our pool & hot tub are open is a holiday home in Underwood, 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 $1,922.

From$275/night
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Vacation rentals with parking in Underwood, IN

Find vacation rentals that make arriving by car easier.

CityPlex #2 2bed-2bath 2nd Floor Apt. - Underwood, IN

CityPlex #2 2bed-2bath 2nd Floor Apt.

Apartment, Underwood

CityPlex #2 2bed-2bath 2nd Floor Apt. is a apartment in Underwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About CityPlex #2 2bed-2bath 2nd Floor Apt.

CityPlex #2 2bed-2bath 2nd Floor Apt. is a apartment in Underwood, 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 $670.

From$96/night
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Historic New Albany Apartment ~ 6 Mi to Louisville - Underwood, IN

Historic New Albany Apartment ~ 6 Mi to Louisville

Apartment, Underwood

Historic New Albany Apartment ~ 6 Mi to Louisville is a apartment in Underwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Historic New Albany Apartment ~ 6 Mi to Louisville

Historic New Albany Apartment ~ 6 Mi to Louisville is a apartment in Underwood, 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 $1,100.

From$126/night
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Welcome to Memory Lane! - Underwood, IN

Welcome to Memory Lane!

Holiday Home, Underwood

Welcome to Memory Lane! is a holiday home in Underwood, 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 Welcome to Memory Lane!

Welcome to Memory Lane! is a holiday home in Underwood, 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 $937.

From$134/night
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Emerald Lake Retreat Charlestown - Underwood, IN

Emerald Lake Retreat Charlestown

Holiday Home, Underwood

Emerald Lake Retreat Charlestown is a holiday home in Underwood, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Emerald Lake Retreat Charlestown

Emerald Lake Retreat Charlestown is a holiday home in Underwood, 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, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,652.

From$236/night
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Pet-friendly vacation rentals in Underwood, IN

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

Great for Derby & Events in Louisville/So Ind - Underwood, IN

Great for Derby & Events in Louisville/So Ind

Apartment, Underwood

Great for Derby & Events in Louisville/So Ind is a apartment in Underwood, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Great for Derby & Events in Louisville/So Ind

Great for Derby & Events in Louisville/So Ind is a apartment in Underwood, 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 $968.

From$138/night
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Perfect Spot for KY Derby and for Southern Indiana - Underwood, IN

Perfect Spot for KY Derby and for Southern Indiana

Apartment, Underwood

Perfect Spot for KY Derby and for Southern Indiana is a apartment in Underwood, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Perfect Spot for KY Derby and for Southern Indiana

Perfect Spot for KY Derby and for Southern Indiana is a apartment in Underwood, with pet-friendly 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $968.

From$138/night
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The Perfect Spot in Downtown - Underwood, IN

The Perfect Spot in Downtown

Apartment, Underwood

The Perfect Spot in Downtown is a apartment in Underwood, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About The Perfect Spot in Downtown

The Perfect Spot in Downtown is a apartment in Underwood, with pet-friendly 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $996.

From$142/night
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Ping-Pong• Fire Pit• Corn Hole• Game Nights• Hulu and disney+ - Underwood, IN

Ping-Pong• Fire Pit• Corn Hole• Game Nights• Hulu and disney+

Holiday Home, Underwood

Ping-Pong · Fire Pit · Corn Hole · Game Nights · Hulu and disney+ is a holiday home in Underwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base…

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About Ping-Pong• Fire Pit• Corn Hole• Game Nights• Hulu and disney+

Ping-Pong · Fire Pit · Corn Hole · Game Nights · Hulu and disney+ is a holiday home in Underwood, 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 $1,071.

From$153/night
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Vacation rentals with a kitchen in Underwood, IN

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

The Madison Inn, Est 1925 Historic suite 107 - Underwood, IN

The Madison Inn, Est 1925 Historic suite 107

Apartment, Underwood

The Madison Inn, Est 1925 Historic suite 107 is a apartment in Underwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Madison Inn, Est 1925 Historic suite 107

The Madison Inn, Est 1925 Historic suite 107 is a apartment in Underwood, 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 $798.

From$114/night
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Historic New Albany Apartment ~ 6 Mi to Louisville - Underwood, IN

Historic New Albany Apartment ~ 6 Mi to Louisville

Apartment, Underwood

Historic New Albany Apartment ~ 6 Mi to Louisville is a apartment in Underwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Historic New Albany Apartment ~ 6 Mi to Louisville

Historic New Albany Apartment ~ 6 Mi to Louisville is a apartment in Underwood, 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 $910.

From$130/night
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Townhouse mins to UofL & Churchill Downs/hot tub - Underwood, IN

Townhouse mins to UofL & Churchill Downs/hot tub

Holiday Home, Underwood

Townhouse mins to UofL & Churchill Downs/hot tub is a holiday home in Underwood, 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 Underwood, 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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Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River - Underwood, IN

Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River

Holiday Home, Underwood

Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River is a holiday home in Underwood, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River

Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River is a holiday home in Underwood, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,068.

From$153/night
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Family-friendly vacation rentals in Underwood, IN

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

Moonlit Cottage Near Louisville - Underwood, IN

Moonlit Cottage Near Louisville

Cottage, Underwood

Moonlit Cottage Near Louisville is a cottage in Underwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Moonlit Cottage Near Louisville

Moonlit Cottage Near Louisville is a cottage in Underwood, 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 $968.

From$138/night
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Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville! - Underwood, IN

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Cottage, Underwood

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville! is a cottage in Underwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville! is a cottage in Underwood, 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 $1,367.

From$144/night
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Cozy family home. 19 minutes from Churchill Downs - Underwood, IN

Cozy family home. 19 minutes from Churchill Downs

Holiday Home, Underwood

Cozy family home. 19 minutes from Churchill Downs is a holiday home in Underwood, 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 Underwood, 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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Beautiful 3-bedroom home close to Louisville! - Underwood, IN

Beautiful 3-bedroom home close to Louisville!

Holiday Home, Underwood

Beautiful 3-bedroom home close to Louisville! is a holiday home in Underwood, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Beautiful 3-bedroom home close to Louisville!

Beautiful 3-bedroom home close to Louisville! is a holiday home in Underwood, 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,580.

From$226/night
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