Vacation rentals in Shipshewana, IN

37 available vacation rental offers

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Best vacation rentals and Airbnb offers in Shipshewana, IN

Lemon Hill Amish Guest House. . . an Amish themed, whole house experience. - Shipshewana, IN

Lemon Hill Amish Guest House. . . an Amish themed, whole house experience.

Country House, Shipshewana

Lemon Hill Amish Guest House. . . an Amish themed, whole house experience. is a country house in Shipshewana, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Lemon Hill Amish Guest House. . . an Amish themed, whole house experience.

Lemon Hill Amish Guest House. . . an Amish themed, whole house experience. is a country house in Shipshewana, 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 $1,146.

From$164/night
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Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury - Shipshewana, IN

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Cottage, Shipshewana

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury is a cottage in Shipshewana, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury is a cottage in Shipshewana, 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,153.

From$165/night
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Emma's Place - Shipshewana, IN

Emma's Place

Holiday Home, Shipshewana

Emma's Place is a holiday home in Shipshewana, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Emma's Place

Emma's Place is a holiday home in Shipshewana, 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 $1,154.

From$165/night
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Little Luxe Retreat #7 | Tiny Home + Fire Table - Shipshewana, IN

Little Luxe Retreat #7 | Tiny Home + Fire Table

Holiday Home, Shipshewana

Little Luxe Retreat #7 · Tiny Home + Fire Table is a holiday home in Shipshewana, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Little Luxe Retreat #7 | Tiny Home + Fire Table

Little Luxe Retreat #7 · Tiny Home + Fire Table is a holiday home in Shipshewana, 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, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,235.

From$176/night
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Vacation rentals with parking in Shipshewana, IN

Find vacation rentals that make arriving by car easier.

Waterfront Oasis w Beach, Dock & Kayaks! - Shipshewana, IN

Waterfront Oasis w Beach, Dock & Kayaks!

Holiday Home, Shipshewana

Waterfront Oasis w Beach, Dock & Kayaks! is a holiday home in Shipshewana, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Waterfront Oasis w Beach, Dock & Kayaks!

Waterfront Oasis w Beach, Dock & Kayaks! is a holiday home in Shipshewana, 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, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,216.

From$174/night
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Great for short visits or extended stays. - Shipshewana, IN

Great for short visits or extended stays.

Holiday Home, Shipshewana

Great for short visits or extended stays. is a holiday home in Shipshewana, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Great for short visits or extended stays.

Great for short visits or extended stays. is a holiday home in Shipshewana, 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 $1,419.

From$203/night
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Water’s Edge Retreat, Charming 2-bedroom Lake House, marvelous Shipshewana - Shipshewana, IN

Water’s Edge Retreat, Charming 2-bedroom Lake House, marvelous Shipshewana

Holiday Home, Shipshewana

Water’s Edge Retreat, Charming 2-bedroom Lake House, marvelous Shipshewana is a holiday home in Shipshewana, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Water’s Edge Retreat, Charming 2-bedroom Lake House, marvelous Shipshewana

Water’s Edge Retreat, Charming 2-bedroom Lake House, marvelous Shipshewana is a holiday home in Shipshewana, 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 $1,632.

From$233/night
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Cozy ‘Haven of Rest’ Home w/ Amish Country Views! - Shipshewana, IN

Cozy ‘Haven of Rest’ Home w/ Amish Country Views!

Cabin, Shipshewana

Cozy ‘Haven of Rest’ Home w/ Amish Country Views! is a cabin in Shipshewana, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy ‘Haven of Rest’ Home w/ Amish Country Views!

Cozy ‘Haven of Rest’ Home w/ Amish Country Views! is a cabin in Shipshewana, 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 $1,656.

From$237/night
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Pet-friendly vacation rentals in Shipshewana, IN

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

Rustic private lake cottage/cabin found nestled in Amish Country in northeast In - Shipshewana, IN

Rustic private lake cottage/cabin found nestled in Amish Country in northeast In

Cottage, Shipshewana

Rustic private lake cottage/cabin found nestled in Amish Country in northeast In is a cottage in Shipshewana, with pet-friendly space and pool access. This stay gives travelers a…

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About Rustic private lake cottage/cabin found nestled in Amish Country in northeast In

Rustic private lake cottage/cabin found nestled in Amish Country in northeast In is a cottage in Shipshewana, with pet-friendly space and 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, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,087.

From$155/night
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Equestrian Retreat w/ Barn & Riding Arena - Shipshewana, IN

Equestrian Retreat w/ Barn & Riding Arena

Holiday Home, Shipshewana

Equestrian Retreat w/ Barn & Riding Arena is a holiday home in Shipshewana, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Equestrian Retreat w/ Barn & Riding Arena

Equestrian Retreat w/ Barn & Riding Arena is a holiday home in Shipshewana, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,155.

From$165/night
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5 Mi to St Joseph River: Apartment w/ Fire Pit! - Shipshewana, IN

5 Mi to St Joseph River: Apartment w/ Fire Pit!

Apartment, Shipshewana

5 Mi to St Joseph River: Apartment w/ Fire Pit! is a apartment in Shipshewana, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 5 Mi to St Joseph River: Apartment w/ Fire Pit!

5 Mi to St Joseph River: Apartment w/ Fire Pit! is a apartment in Shipshewana, 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 $1,214.

From$173/night
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Charming 3-bedroom house located on Main Street in Downtown Middlebury - Shipshewana, IN

Charming 3-bedroom house located on Main Street in Downtown Middlebury

Holiday Home, Shipshewana

Charming 3-bedroom house located on Main Street in Downtown Middlebury is a holiday home in Shipshewana, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Charming 3-bedroom house located on Main Street in Downtown Middlebury

Charming 3-bedroom house located on Main Street in Downtown Middlebury is a holiday home in Shipshewana, 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 $1,480.

From$211/night
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Vacation rentals with a kitchen in Shipshewana, IN

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

5 Mi to St Joseph River: Apartment w/ Fire Pit! - Shipshewana, IN

5 Mi to St Joseph River: Apartment w/ Fire Pit!

Apartment, Shipshewana

5 Mi to St Joseph River: Apartment w/ Fire Pit! is a apartment in Shipshewana, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 5 Mi to St Joseph River: Apartment w/ Fire Pit!

5 Mi to St Joseph River: Apartment w/ Fire Pit! is a apartment in Shipshewana, 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 $1,408.

From$181/night
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Relax & Play on the Indian Chain of Lakes - Cozy 2-bedroom Waterfront Home! - Shipshewana, IN

Relax & Play on the Indian Chain of Lakes - Cozy 2-bedroom Waterfront Home!

Holiday Home, Shipshewana

Relax & Play on the Indian Chain of Lakes - Cozy 2-bedroom Waterfront Home! is a holiday home in Shipshewana, with pet-friendly space, easy beach access, and parking. This stay gives…

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About Relax & Play on the Indian Chain of Lakes - Cozy 2-bedroom Waterfront Home!

Relax & Play on the Indian Chain of Lakes - Cozy 2-bedroom Waterfront Home! is a holiday home in Shipshewana, with pet-friendly space, easy beach 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 cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,465.

From$209/night
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| Hot Tub | Amish Farm Country | Pergola | Deck | - Shipshewana, IN

| Hot Tub | Amish Farm Country | Pergola | Deck |

Holiday Home, Shipshewana

· Hot Tub · Amish Farm Country · Pergola · Deck · is a holiday home in Shipshewana, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About | Hot Tub | Amish Farm Country | Pergola | Deck |

· Hot Tub · Amish Farm Country · Pergola · Deck · is a holiday home in Shipshewana, 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: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,664.

From$238/night
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HOT TUB | Beautiful Backyard Oasis|Newly Renovated - Shipshewana, IN

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

Holiday Home, Shipshewana

HOT TUB · Beautiful Backyard Oasis · Newly Renovated is a holiday home in Shipshewana, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB · Beautiful Backyard Oasis · Newly Renovated is a holiday home in Shipshewana, 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: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,742.

From$249/night
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Family-friendly vacation rentals in Shipshewana, IN

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

Kayaks | Relax by River | 10 Min to Shipshewana | - Shipshewana, IN

Kayaks | Relax by River | 10 Min to Shipshewana |

Holiday Home, Shipshewana

Kayaks · Relax by River · 10 Min to Shipshewana · is a holiday home in Shipshewana, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Kayaks | Relax by River | 10 Min to Shipshewana |

Kayaks · Relax by River · 10 Min to Shipshewana · is a holiday home in Shipshewana, 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 wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,362.

From$195/night
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Relaxing Riverside 10 Minutes to Shipshewana - Shipshewana, IN

Relaxing Riverside 10 Minutes to Shipshewana

Holiday Home, Shipshewana

Relaxing Riverside 10 Minutes to Shipshewana is a holiday home in Shipshewana, with room for a group and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Relaxing Riverside 10 Minutes to Shipshewana

Relaxing Riverside 10 Minutes to Shipshewana is a holiday home in Shipshewana, with room for a group 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 wifi, family friendly, kids toys, and arcade.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,782.

From$208/night
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Songbird Haven, 3 min from town, Pumpkinvine, MEC,concerts. 3 bedroom, 2 bath. - Shipshewana, IN

Songbird Haven, 3 min from town, Pumpkinvine, MEC,concerts. 3 bedroom, 2 bath.

Holiday Home, Shipshewana

Songbird Haven, 3 min from town, Pumpkinvine, MEC,concerts. 3 bedroom, 2 bath. is a holiday home in Shipshewana, with parking, kitchen access, and room for a group. This stay gives…

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About Songbird Haven, 3 min from town, Pumpkinvine, MEC,concerts. 3 bedroom, 2 bath.

Songbird Haven, 3 min from town, Pumpkinvine, MEC,concerts. 3 bedroom, 2 bath. is a holiday home in Shipshewana, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,893.

From$270/night
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Quiet cottage a peaceful stay! - Shipshewana, IN

Quiet cottage a peaceful stay!

Cottage, Shipshewana

Quiet cottage a peaceful stay! is a cottage in Shipshewana, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Quiet cottage a peaceful stay!

Quiet cottage a peaceful stay! is a cottage in Shipshewana, 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,043.

From$292/night
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