Vacation rentals in Stilesville, IN

Best Vacation rentals and Airbnb offers in Stilesville, IN

Quaint, tiny home in the small town of Bainbridge. Newly remodeled.

Apartment, Stilesville

Quaint, tiny home in the small town of Bainbridge. Newly remodeled. is a apartment in Stilesville, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Quaint, tiny home in the small town of Bainbridge. Newly remodeled.

Quaint, tiny home in the small town of Bainbridge. Newly remodeled. is a apartment in Stilesville, 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $768.

From$86/night

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Sweet Home in Danville near Speedway Inidanapolis!

Apartment, Stilesville

Sweet Home in Danville near Speedway Inidanapolis! is a apartment in Stilesville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Sweet Home in Danville near Speedway Inidanapolis!

Sweet Home in Danville near Speedway Inidanapolis! is a apartment in Stilesville, 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 $930.

From$89/night

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Indys Hidden Gem

Homestay, Stilesville

Indys Hidden Gem is a homestay in Stilesville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Indys Hidden Gem

Indys Hidden Gem is a homestay in Stilesville, 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, for couples, couple massage, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $893.

From$100/night

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Indys Hidden Gem

Homestay, Stilesville

Indys Hidden Gem is a homestay in Stilesville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Indys Hidden Gem

Indys Hidden Gem is a homestay in Stilesville, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $893.

From$100/night

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Browse Vacation Rentals with a Pool in Stilesville, IN

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

Equipped Suite Near the Airport! Fitness Center + Free Breakfast

Condo, Stilesville

Equipped Suite Near the Airport! Fitness Center + Free Breakfast is a condo in Stilesville, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Equipped Suite Near the Airport! Fitness Center + Free Breakfast

Equipped Suite Near the Airport! Fitness Center + Free Breakfast is a condo in Stilesville, with pool access 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,281.

From$140/night

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Cozy Suite | Free Breakfast + Pool

Condo, Stilesville

Cozy Suite · Free Breakfast + Pool is a condo in Stilesville, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy Suite | Free Breakfast + Pool

Cozy Suite · Free Breakfast + Pool is a condo in Stilesville, with pool access 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,331.

From$144/night

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Free Breakfast + Outdoor Pool + Hot Tub | 24 Hour Business Center

Condo, Stilesville

Free Breakfast + Outdoor Pool + Hot Tub · 24 Hour Business Center is a condo in Stilesville, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Free Breakfast + Outdoor Pool + Hot Tub | 24 Hour Business Center

Free Breakfast + Outdoor Pool + Hot Tub · 24 Hour Business Center is a condo in Stilesville, with pool access 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,313.

From$144/night

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Free Breakfast + Outdoor Pool | 24 Hour Fitness Center

Condo, Stilesville

Free Breakfast + Outdoor Pool · 24 Hour Fitness Center is a condo in Stilesville, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Free Breakfast + Outdoor Pool | 24 Hour Fitness Center

Free Breakfast + Outdoor Pool · 24 Hour Fitness Center is a condo in Stilesville, 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 $1,857.

From$205/night

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Best Stilesville, IN vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Modern Luxe 3BR,2-Car Garage 5 Min to IND Airport

Holiday Home, Stilesville

Modern Luxe 3BR,2-Car Garage 5 Min to IND Airport is a holiday home in Stilesville, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Modern Luxe 3BR,2-Car Garage 5 Min to IND Airport

Modern Luxe 3BR,2-Car Garage 5 Min to IND Airport is a holiday home in Stilesville, 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,337.

From$126/night

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Bloomington & Indy Area Gem: Near Attractions!

Condo, Stilesville

Bloomington & Indy Area Gem: Near Attractions! is a condo in Stilesville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bloomington & Indy Area Gem: Near Attractions!

Bloomington & Indy Area Gem: Near Attractions! is a condo in Stilesville, 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 $1,613.

From$136/night

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The Cowabungalow

Holiday Home, Stilesville

The Cowabungalow is a holiday home in Stilesville, 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 The Cowabungalow

The Cowabungalow is a holiday home in Stilesville, 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 $1,330.

From$148/night

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4 Mi to Dtwn: Danville Home w/ Patio & Yard

Holiday Home, Stilesville

4 Mi to Dtwn: Danville Home w/ Patio & Yard is a holiday home in Stilesville, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 4 Mi to Dtwn: Danville Home w/ Patio & Yard

4 Mi to Dtwn: Danville Home w/ Patio & Yard is a holiday home in Stilesville, with outdoor 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,055.

From$176/night

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Best Pet-Friendly Vacation Rentals in Stilesville, IN

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

5 Mi to Eagle Creek Park: Home w/ Fenced Yard!

Holiday Home, Stilesville

5 Mi to Eagle Creek Park: Home w/ Fenced Yard! is a holiday home in Stilesville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 5 Mi to Eagle Creek Park: Home w/ Fenced Yard!

5 Mi to Eagle Creek Park: Home w/ Fenced Yard! is a holiday home in Stilesville, 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 $991.

From$66/night

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Speedway Casa Verde: Convenient location to IMS, Indy attractions and hospitals.

Holiday Home, Stilesville

Speedway Casa Verde: Convenient location to IMS, Indy attractions and hospitals. is a holiday home in Stilesville, with parking and kitchen access. This stay gives travelers a comfortable…

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About Speedway Casa Verde: Convenient location to IMS, Indy attractions and hospitals.

Speedway Casa Verde: Convenient location to IMS, Indy attractions and hospitals. is a holiday home in Stilesville, 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 $1,285.

From$130/night

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lake front cabin hot tub peaceful stunning views

Cabin, Stilesville

lake front cabin hot tub peaceful stunning views is a cabin in Stilesville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About lake front cabin hot tub peaceful stunning views

lake front cabin hot tub peaceful stunning views is a cabin in Stilesville, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,479.

From$156/night

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Vintage Danville Retreat | 4BR • Patio • Sleeps 9

Holiday Home, Stilesville

Vintage Danville Retreat · 4BR · Patio · Sleeps 9 is a holiday home in Stilesville, with pet-friendly space, pool access, and outdoor space. This stay gives travelers a comfortable base for…

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About Vintage Danville Retreat | 4BR • Patio • Sleeps 9

Vintage Danville Retreat · 4BR · Patio · Sleeps 9 is a holiday home in Stilesville, with pet-friendly space, pool access, and outdoor 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, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,688.

From$196/night

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Best Stilesville, IN vacation rentals with a kitchen

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

New Downtown Apartment | Next to Motor Speedway!

Condo, Stilesville

New Downtown Apartment · Next to Motor Speedway! is a condo in Stilesville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About New Downtown Apartment | Next to Motor Speedway!

New Downtown Apartment · Next to Motor Speedway! is a condo in Stilesville, 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 $955.

From$96/night

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Cozy Lofted Cabin #1 at Cataract Lake Getaway

Cabin, Stilesville

Cozy Lofted Cabin #1 at Cataract Lake Getaway is a cabin in Stilesville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cozy Lofted Cabin #1 at Cataract Lake Getaway

Cozy Lofted Cabin #1 at Cataract Lake Getaway is a cabin in Stilesville, 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 $1,404.

From$155/night

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Charming Victorian style 1-bedroom in wonderful Greencastle. Sleeps 4

Condo, Stilesville

Charming Victorian style 1-bedroom in wonderful Greencastle. Sleeps 4 is a condo in Stilesville, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Charming Victorian style 1-bedroom in wonderful Greencastle. Sleeps 4

Charming Victorian style 1-bedroom in wonderful Greencastle. Sleeps 4 is a condo in Stilesville, 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 $1,732.

From$184/night

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Modern 1 Bed Gem on Main St

Apartment, Stilesville

Modern 1 Bed Gem on Main St is a apartment in Stilesville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Modern 1 Bed Gem on Main St

Modern 1 Bed Gem on Main St is a apartment in Stilesville, 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 $1,619.

From$189/night

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Our Favorite Family-Friendly Vacation Rentals in Stilesville, IN

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

Celtic Glen Farm Stay - Mini Log Cabin

Cabin, Stilesville

Celtic Glen Farm Stay - Mini Log Cabin is a cabin in Stilesville, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Celtic Glen Farm Stay - Mini Log Cabin

Celtic Glen Farm Stay - Mini Log Cabin is a cabin in Stilesville, with pet-friendly space, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $466.

From$52/night

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5 Mi to Eagle Creek Park: Home w/ Fenced Yard!

Cottage, Stilesville

5 Mi to Eagle Creek Park: Home w/ Fenced Yard! is a cottage in Stilesville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 5 Mi to Eagle Creek Park: Home w/ Fenced Yard!

5 Mi to Eagle Creek Park: Home w/ Fenced Yard! is a cottage in Stilesville, 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 $1,051.

From$109/night

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Charming Greencastle Home < 1 Mi to Depauw!

Cottage, Stilesville

Charming Greencastle Home < 1 Mi to Depauw! is a cottage in Stilesville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Greencastle Home < 1 Mi to Depauw!

Charming Greencastle Home < 1 Mi to Depauw! is a cottage in Stilesville, 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 $1,496.

From$169/night

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Life-Giving, Quiet retreat only 25 min west of Indpls. Peace, Pace, & Gratitude

Holiday Home, Stilesville

Life-Giving, Quiet retreat only 25 min west of Indpls. Peace, Pace, & Gratitude is a holiday home in Stilesville, with kitchen access and a quieter setting. This stay gives travelers a…

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About Life-Giving, Quiet retreat only 25 min west of Indpls. Peace, Pace, & Gratitude

Life-Giving, Quiet retreat only 25 min west of Indpls. Peace, Pace, & Gratitude is a holiday home in Stilesville, with 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, gym, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,297.

From$330/night

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