$150-900/night

Abodes on Oak

$150-900/night

Abodes on Oak

Welcome to Abodes on Oak—the ultimate family getaway in Michigan City! 🏡✨ Two homes on one lot offer space for up to 12 guests: a spacious main house (sleeps 9) plus a cozy studio (sleeps 3). Enjoy foosball, board games, a bubblegum machine, firepit nights, and smart TVs, or head to nearby attractions like Indiana Dunes National Park, Blue Chip Casino, Washington Park Zoo, wineries, and outlet malls. Fully stocked kitchens and comfy bedrooms make relaxing easy!

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$99-609/night

BarnBnB

$99-609/night

BarnBnB

Escape to BarnBnB, a charming barn apartment on 44 acres just 15 minutes from Lake Michigan beaches and Indiana Dunes National Park. 🐓🌳 Perfect for families or groups (up to 6 guests), this peaceful retreat blends modern comforts with farm life—free-range chickens, firepit evenings, and trails included. Relax in nature or explore nearby Valparaiso, Chesterton, and Michigan City for the perfect mix of adventure and tranquility.

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$139-1,979/night

Big Blue

$139-1,979/night

Big Blue

Welcome to Big Blue, a family- and friend-friendly Michigan City retreat! 🏖️ Sleeping up to 12, this renovated home includes a modern kitchen, beach gear, Smart TVs, board games, hot tub & firepit for cozy nights. Just 1 mile from the beach and near the casino, Indiana Dunes National Park, wineries, zoo, and outlet mall. Perfect for reunions, weekend getaways, or group retreats.

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$59-600/night

Breezy Beach

$59-600/night

Breezy Beach

Welcome to Breezy Beach, a bright and cheerful first-floor apartment in the Sunshine House 🌻. With updated amenities, colorful décor, and a prime location near the beach, outlet mall, restaurants, and parks, this spot is perfect for couples, friends, or small families (up to 4 guests).

Cook a meal in the fully stocked kitchen 🍳, relax in the comfy queen bed, or enjoy evenings by the outdoor firepit & picnic table. Everything downtown Michigan City has to offer is just a short walk away!

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$170-1,949/night

Brick Bungalow

$170-1,949/night

Brick Bungalow

Welcome to Brick Bungalow, the perfect stay for two families or large groups! This renovated duplex offers two private units under one roof, sleeping up to 14 guests. With Smart TVs, retro arcade games, popcorn machines, and a backyard firepit, fun is built right in. Just 2 miles from the beach and a short drive to Indiana Dunes National Park, the zoo, casino, wineries, and outlet mall, it’s the ultimate getaway for relaxation and adventure.

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$122-1,399/night

Brick Bungalow - Lower Unit

$122-1,399/night

Brick Bungalow - Lower Unit

Welcome to the Brick Bungalow Lower Unit, a spacious apartment within our historic duplex, perfect for families and groups of up to 10 guests. This private unit features two Smart TVs, a retro arcade game, popcorn machine, and shared outdoor firepit—fun for all ages!

Located just 2 miles from the beach and a short drive from Indiana Dunes National Park, outlet mall, zoo, casino, and hiking trails, it’s the ideal spot to relax and explore Michigan City.

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$76-559/night

Brick Bungalow - Upper Unit

$76-559/night

Brick Bungalow - Upper Unit

She's a brick..Duplex! This is the upper level, totally separate unit, with it's own entrance, where guests can enjoy their own cozy apartment with smart TV and an outdoor firepit. Recently renovated and decorated, and only 2 miles from sandy beaches. Near tree-lined hiking trails in the national park, casino, wineries, boat rentals, cafes, Michigan City Zoo, splash pad and park, outlet malls, & antique shops; the perfect getaway for up to 4 people who want to relax or adventure!

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$81-479/night

Bright BnB Apartment 1S

$81-479/night

Bright BnB Apartment 1S

Located just steps from downtown Valparaiso, this historic apartment has been fully restored and updated! You'll find restaurants, local shops, and breweries/wineries just minutes away. Whether you want to cook a meal in the kitchen, roast a s'more above the (shared) fire pit in the backyard, or venture downtown, you'll never find a shortage of things to do. This is the perfect getaway for up to 4 people who want to relax or adventure in Northwest Indiana!

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$138-1,269/night

Chesterton Charmer

$138-1,269/night

Chesterton Charmer

The perfect solution for 2 traveling families: Two separate units in the same house, conveniently located in the heart of downtown Chesterton. These have been recently updated and fully stocked with room to sleep 12. Just a 15-minute drive from the Indiana Dunes/Lake Michigan, & a 2-minute walk to downtown! Lay low and relax in your stylish surroundings, cook a meal in a stocked kitchen, or head out to explore nearby attractions. No matter what your plans are, this home has you covered!

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$106-639/night

Chesterton Charmer: Lower Unit

$106-639/night

Chesterton Charmer: Lower Unit

Just a 15-minute drive from the Indiana Dunes/Lake Michigan, & a two-minute walk to downtown Chesterton! Guests will love this upper unit in a historic home. The prime location and fully stocked kitchen allow you to walk downtown for a meal or dine in. Watch a movie in the spacious living room, enjoy a cup of coffee on the cozy porch, or venture out to explore nearby attractions. Whether you want to lay low & relax, or explore all the area has to offer, this rental has you covered!

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$89-799/night

Chesterton Charmer: Upper Unit

$89-799/night

Chesterton Charmer: Upper Unit

Just a 15-minute drive from the Indiana Dunes/Lake Michigan, & a two-minute walk to downtown Chesterton! Guests will love this upper unit in a historic home. The prime location and fully stocked kitchen allow you to walk downtown for a meal or dine in. Watch a movie in the spacious living room, enjoy a cup of coffee on the cozy back porch, or venture out to explore nearby attractions. Whether you want to lay low & relax, or explore all the area has to offer, this rental has you covered!

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$89-639/night

Cozy Casa

$89-639/night

Cozy Casa

Located in the heart of downtown Valparaiso, guests will love this updated, historic charmer! Walk to fabulous restaurants, local shops, or breweries & wineries in minutes. This unit has been fully updated and fully stocked with room to sleep 6. You'll be 25 minutes from the beaches of Lake Michigan/Indiana Dunes National Park, an hour from Chicago, and close to quaint towns and apple/berry picking orchards. This space is perfect for families & friends who want to relax or adventure outdoors!

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