Vacation rentals in Winslow, IN

26 available vacation rental offers

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Best vacation rentals and Airbnb offers in Winslow, IN

Truelove Chalet- A Relaxed, Rustic, Glam Cabin! - Winslow, IN

Truelove Chalet- A Relaxed, Rustic, Glam Cabin!

Cabin, Winslow

Truelove Chalet- A Relaxed, Rustic, Glam Cabin! is a cabin in Winslow, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Truelove Chalet- A Relaxed, Rustic, Glam Cabin!

Truelove Chalet- A Relaxed, Rustic, Glam Cabin! is a cabin in Winslow, 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 $788.

From$113/night
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Princeton Suite 6 - KING 2BR/2BA - Winslow, IN

Princeton Suite 6 - KING 2BR/2BA

Apartment, Winslow

Princeton Suite 6 - KING 2BR/2BA is a apartment in Winslow, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Princeton Suite 6 - KING 2BR/2BA

Princeton Suite 6 - KING 2BR/2BA is a apartment in Winslow, 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 $877.

From$125/night
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Guest House with acreage to explore. - Winslow, IN

Guest House with acreage to explore.

Cabin, Winslow

Guest House with acreage to explore. is a cabin in Winslow, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Guest House with acreage to explore.

Guest House with acreage to explore. is a cabin in Winslow, 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 $944.

From$135/night
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Yellow Banks Log Cabin With Waterfront Views - Winslow, IN

Yellow Banks Log Cabin With Waterfront Views

Cabin, Winslow

Yellow Banks Log Cabin With Waterfront Views is a cabin in Winslow, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views is a cabin in Winslow, with easy beach 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $965.

From$138/night
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Vacation rentals with parking in Winslow, IN

Find vacation rentals that make arriving by car easier.

Charming 2-bedroom house in Princeton with 2 queen beds, full kitchen and porch! - Winslow, IN

Charming 2-bedroom house in Princeton with 2 queen beds, full kitchen and porch!

Holiday Home, Winslow

Charming 2-bedroom house in Princeton with 2 queen beds, full kitchen and porch! is a holiday home in Winslow, with parking, kitchen access, and room for a group. This stay gives travelers…

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About Charming 2-bedroom house in Princeton with 2 queen beds, full kitchen and porch!

Charming 2-bedroom house in Princeton with 2 queen beds, full kitchen and porch! is a holiday home in Winslow, 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 $1,309.

From$187/night
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X Marks the Spot (Green) - Winslow, IN

X Marks the Spot (Green)

Holiday Home, Winslow

X Marks the Spot (Green) is a holiday home in Winslow, 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 X Marks the Spot (Green)

X Marks the Spot (Green) is a holiday home in Winslow, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,033.

From$290/night
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Sleeps 10 | Spacious Luxe Retreat w/ Fireplace - Winslow, IN

Sleeps 10 | Spacious Luxe Retreat w/ Fireplace

Holiday Home, Winslow

Sleeps 10 · Spacious Luxe Retreat w/ Fireplace is a holiday home in Winslow, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Sleeps 10 | Spacious Luxe Retreat w/ Fireplace

Sleeps 10 · Spacious Luxe Retreat w/ Fireplace is a holiday home in Winslow, 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 $2,185.

From$312/night
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The Family Oasis just 6 miles from Holiday World - Winslow, IN

The Family Oasis just 6 miles from Holiday World

Holiday Home, Winslow

The Family Oasis just 6 miles from Holiday World is a holiday home in Winslow, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About The Family Oasis just 6 miles from Holiday World

The Family Oasis just 6 miles from Holiday World is a holiday home in Winslow, 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 $2,451.

From$350/night
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Family-friendly vacation rentals in Winslow, IN

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

Family Style home -2 bedrooms 1 bath - Winslow, IN

Family Style home -2 bedrooms 1 bath

Holiday Home, Winslow

Family Style home -2 bedrooms 1 bath is a holiday home in Winslow, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Family Style home -2 bedrooms 1 bath

Family Style home -2 bedrooms 1 bath is a holiday home in Winslow, 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 $1,119.

From$160/night
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Beautiful Vintage Farmhouse, Sleeps 12, Cozy Serene Getaway! - Winslow, IN

Beautiful Vintage Farmhouse, Sleeps 12, Cozy Serene Getaway!

Country House, Winslow

Beautiful Vintage Farmhouse, Sleeps 12, Cozy Serene Getaway! is a country house in Winslow, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About Beautiful Vintage Farmhouse, Sleeps 12, Cozy Serene Getaway!

Beautiful Vintage Farmhouse, Sleeps 12, Cozy Serene Getaway! is a country house in Winslow, 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 $1,846.

From$264/night
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THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water - Winslow, IN

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

Holiday Home, Winslow

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water is a holiday home in Winslow, with kitchen access and room for a group. This stay gives travelers a…

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About THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water is a holiday home in Winslow, 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 $1,876.

From$268/night
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Historic home by Dogwood Lake/Glendale - Winslow, IN

Historic home by Dogwood Lake/Glendale

Holiday Home, Winslow

Historic home by Dogwood Lake/Glendale is a holiday home in Winslow, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Historic home by Dogwood Lake/Glendale

Historic home by Dogwood Lake/Glendale is a holiday home in Winslow, 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, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,121.

From$303/night
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