Vacation rentals in Westchester, IN

91 available vacation rental offers

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Best vacation rentals and Airbnb offers in Westchester, IN

Spacious upstairs 1bed- Walking distance to Beach outlet mall - Westchester, IN

Spacious upstairs 1bed- Walking distance to Beach outlet mall

Apartment, Westchester

Spacious upstairs 1bed- Walking distance to Beach outlet mall is a apartment in Westchester, with easy beach access and parking. This stay gives travelers a comfortable base for exploring…

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About Spacious upstairs 1bed- Walking distance to Beach outlet mall

Spacious upstairs 1bed- Walking distance to Beach outlet mall is a apartment in Westchester, with 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, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $936.

From$104/night
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Beautiful downstairs 1bed 1bth charmer- Pet Friendly - Westchester, IN

Beautiful downstairs 1bed 1bth charmer- Pet Friendly

Apartment, Westchester

Beautiful downstairs 1bed 1bth charmer- Pet Friendly is a apartment in Westchester, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Beautiful downstairs 1bed 1bth charmer- Pet Friendly

Beautiful downstairs 1bed 1bth charmer- Pet Friendly is a apartment in Westchester, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,134.

From$132/night
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NEW! Beautiful Riverfront Home on 10 Acres! - Westchester, IN

NEW! Beautiful Riverfront Home on 10 Acres!

Holiday Home, Westchester

NEW! Beautiful Riverfront Home on 10 Acres! is a holiday home in Westchester. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres! is a holiday home in Westchester. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: non smoking, shower, lang::en, and can speak english.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,143.

From$163/night
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Charming 1-bedroom apt in house by creek with AC, in delightful Portage - Westchester, IN

Charming 1-bedroom apt in house by creek with AC, in delightful Portage

Holiday Home, Westchester

Charming 1-bedroom apt in house by creek with AC, in delightful Portage is a holiday home in Westchester, with kitchen access and room for a group. This stay gives travelers a comfortable…

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About Charming 1-bedroom apt in house by creek with AC, in delightful Portage

Charming 1-bedroom apt in house by creek with AC, in delightful Portage is a holiday home in Westchester, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,199.

From$171/night
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Vacation rentals with parking in Westchester, IN

Find vacation rentals that make arriving by car easier.

Private Floor w/ Bath walkable to Downtown & VU - Westchester, IN

Private Floor w/ Bath walkable to Downtown & VU

Holiday Home, Westchester

Private Floor w/ Bath walkable to Downtown & VU is a holiday home in Westchester, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Private Floor w/ Bath walkable to Downtown & VU

Private Floor w/ Bath walkable to Downtown & VU is a holiday home in Westchester, 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $680.

From$97/night
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Spacious 1bd, Close to Beach, Shops, Food & Mall - Westchester, IN

Spacious 1bd, Close to Beach, Shops, Food & Mall

Apartment, Westchester

Spacious 1bd, Close to Beach, Shops, Food & Mall is a apartment in Westchester, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Spacious 1bd, Close to Beach, Shops, Food & Mall

Spacious 1bd, Close to Beach, Shops, Food & Mall is a apartment in Westchester, 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $977.

From$140/night
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Cheerful, charming, super comfy 2BR 2Bath Condo - Westchester, IN

Cheerful, charming, super comfy 2BR 2Bath Condo

Holiday Home, Westchester

Cheerful, charming, super comfy 2BR 2Bath Condo is a holiday home in Westchester, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Cheerful, charming, super comfy 2BR 2Bath Condo

Cheerful, charming, super comfy 2BR 2Bath Condo is a holiday home in Westchester, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,663.

From$238/night
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The Good Farm: Barn BnB on 44 acres near Lake Mich - Westchester, IN

The Good Farm: Barn BnB on 44 acres near Lake Mich

Holiday Home, Westchester

The Good Farm: Barn BnB on 44 acres near Lake Mich is a holiday home in Westchester, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About The Good Farm: Barn BnB on 44 acres near Lake Mich

The Good Farm: Barn BnB on 44 acres near Lake Mich is a holiday home in Westchester, 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, gym, and parking.

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

From$241/night
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Pet-friendly vacation rentals in Westchester, IN

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

Downstairs 2 Bedroom Apt- Pet Friendly- walking distance to beach & shops - Westchester, IN

Downstairs 2 Bedroom Apt- Pet Friendly- walking distance to beach & shops

Apartment, Westchester

Downstairs 2 Bedroom Apt- Pet Friendly- walking distance to beach & shops is a apartment in Westchester, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

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About Downstairs 2 Bedroom Apt- Pet Friendly- walking distance to beach & shops

Downstairs 2 Bedroom Apt- Pet Friendly- walking distance to beach & shops is a apartment in Westchester, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,253.

From$149/night
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Close to the beach, 2 Bedroom, Pet Friendly - Westchester, IN

Close to the beach, 2 Bedroom, Pet Friendly

Apartment, Westchester

Close to the beach, 2 Bedroom, Pet Friendly is a apartment in Westchester, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Close to the beach, 2 Bedroom, Pet Friendly

Close to the beach, 2 Bedroom, Pet Friendly is a apartment in Westchester, 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 $1,299.

From$186/night
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Artistic Loft close to Lake Michigan beaches, craft breweries & outlet shopping - Westchester, IN

Artistic Loft close to Lake Michigan beaches, craft breweries & outlet shopping

Holiday Home, Westchester

Artistic Loft close to Lake Michigan beaches, craft breweries & outlet shopping is a holiday home in Westchester, with pet-friendly space, easy beach access, and kitchen access. This stay…

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About Artistic Loft close to Lake Michigan beaches, craft breweries & outlet shopping

Artistic Loft close to Lake Michigan beaches, craft breweries & outlet shopping is a holiday home in Westchester, with pet-friendly space, easy beach 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,494.

From$213/night
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Newly Renovated / Dog Friendly / Sleeps 6 - Westchester, IN

Newly Renovated / Dog Friendly / Sleeps 6

Holiday Home, Westchester

Newly Renovated / Dog Friendly / Sleeps 6 is a holiday home in Westchester, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Newly Renovated / Dog Friendly / Sleeps 6

Newly Renovated / Dog Friendly / Sleeps 6 is a holiday home in Westchester, 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 $1,682.

From$240/night
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Vacation rentals with a kitchen in Westchester, IN

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

Downtown Hobart Cozy 1 Bedroom - Westchester, IN

Downtown Hobart Cozy 1 Bedroom

Apartment, Westchester

Downtown Hobart Cozy 1 Bedroom is a apartment in Westchester, 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 Downtown Hobart Cozy 1 Bedroom

Downtown Hobart Cozy 1 Bedroom is a apartment in Westchester, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $809.

From$116/night
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Studio w/King Bed, Close to Beach & Shops - Westchester, IN

Studio w/King Bed, Close to Beach & Shops

Apartment, Westchester

Studio w/King Bed, Close to Beach & Shops is a apartment in Westchester, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Studio w/King Bed, Close to Beach & Shops

Studio w/King Bed, Close to Beach & Shops is a apartment in Westchester, 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, parking, and free parking.

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

From$142/night
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Remodeled, Mins to Beach & Downtown, Downstairs - Westchester, IN

Remodeled, Mins to Beach & Downtown, Downstairs

Apartment, Westchester

Remodeled, Mins to Beach & Downtown, Downstairs is a apartment in Westchester, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Remodeled, Mins to Beach & Downtown, Downstairs

Remodeled, Mins to Beach & Downtown, Downstairs is a apartment in Westchester, 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,053.

From$150/night
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Honeymooner's Hut: Stylish/Stocked Studio for Two - Westchester, IN

Honeymooner's Hut: Stylish/Stocked Studio for Two

Apartment, Westchester

Honeymooner's Hut: Stylish/Stocked Studio for Two is a apartment in Westchester, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Honeymooner's Hut: Stylish/Stocked Studio for Two

Honeymooner's Hut: Stylish/Stocked Studio for Two is a apartment in Westchester, 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 $1,068.

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

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

Cozy Family Getaway- 4 Blocks From The Beach! - Westchester, IN

Cozy Family Getaway- 4 Blocks From The Beach!

Holiday Home, Westchester

Cozy Family Getaway- 4 Blocks From The Beach! is a holiday home in Westchester, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Cozy Family Getaway- 4 Blocks From The Beach!

Cozy Family Getaway- 4 Blocks From The Beach! is a holiday home in Westchester, 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 $1,299.

From$186/night
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Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN - Westchester, IN

Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN

Cottage, Westchester

Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN is a cottage in Westchester, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN

Charming 2-bedroom cottage with WiFi, AC in serene Miller Beach, IN is a cottage in Westchester, 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,338.

From$191/night
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Great Lakes Getaway-Lower Unit - Near Outlet Mall - Westchester, IN

Great Lakes Getaway-Lower Unit - Near Outlet Mall

Apartment, Westchester

Great Lakes Getaway-Lower Unit - Near Outlet Mall is a apartment in Westchester, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Great Lakes Getaway-Lower Unit - Near Outlet Mall

Great Lakes Getaway-Lower Unit - Near Outlet Mall is a apartment in Westchester, 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 $1,470.

From$210/night
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Upper Dunes Getaway of Michigan City - Brand New! - Westchester, IN

Upper Dunes Getaway of Michigan City - Brand New!

Apartment, Westchester

Upper Dunes Getaway of Michigan City - Brand New! is a apartment in Westchester, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Upper Dunes Getaway of Michigan City - Brand New!

Upper Dunes Getaway of Michigan City - Brand New! is a apartment in Westchester, 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 $1,494.

From$213/night
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