40 properties  

$150-900/night

Abodes on Oak

4 Bedrooms • 3 Baths • Sleeps 1-12
Internet
The ultimate family-friendly vacation for up to 12 people! This listing includes TWO houses on the same property; the main house sleeps up to 9 people, and the small studio sleeps up to 3. Enjoy foosball, board games, & even a coin operated bubblegum machine...Stay home and make yourself coffee or a cocktail at the kitchen bar, or venture out to the nearby national park, casino, wineries, zoo, & outlet mall. Fully updated & stocked with kitchenware, appliances, & smart TVs; we've got it all!

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$99-489/night

BarnBnB

2 Bedrooms • 1 Bath • Sleeps 4-6
Internet Lake
Enjoy 44 acres just 15 minutes from the beaches of Lake Michigan! With room to sleep 6, guests will enjoy this fully stocked barn apartment with gorgeous views! You'll be near Indiana Dunes National Park, tree-lined hiking/biking trails, wineries, cafes, outlet malls, & antique shops. Roast s'mores in the fire pit, watch chickens free range through the yard or grab a bite to eat downtown Valpo/Chesterton/MC—the perfect getaway for families or friends who want to relax or adventure in nature.

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$99-1,076/night

Big Blue

5 Bedrooms • 2 Baths • Sleeps 8-12
Allows pets Internet Beach
The ultimate friend/family vacation house! Fully updated & stocked with new kitchenware, appliances, beach toys/towels, & smart TVs; this rental has everything you need! Less than 2 miles from the beach & casino, & a short drive from tree-lined hiking trails in the nation's newest national park. Enjoy wineries, boat rentals, cafes, Michigan City zoo, splash pad & park, outlet malls, & antique shops. The perfect getaway for up to 12 people! (Futon for a 13th person for an additional fee)

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$59-600/night

Breezy Beach

1 Bedroom • 1 Bath • Sleeps 1-4
Internet Beach Downtown
Location, location, location! The “Breezy Beach” Unit is an first floor private apartment in the Sunshine House, boasting cheerful decor and updated amenities. Guest will enjoy the comfortable queen bed, outdoor fire pit (shared space), and a short walk to the outlet mall, restaurants, parks, and beaches. The kitchen is stocked with all your needs to cook a great meal with family/friends, or walk to nearby restaurants/bars to enjoy all that downtown MC has to offer!

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$159-1,028/night

Brick Bungalow

5 Bedrooms • 3 Baths • Sleeps 1-14
Internet Fireplace Beach
She's a brick..Duplex! The perfect solution for 2 traveling families: Two separate units in the same house, conveniently located near all the attractions! Recently renovated and decorated, and only 2 miles from sandy beaches. Arcade game, 3 smart TVs, and fire pit. 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 14 people who want to relax or adventure!

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4 Bedrooms • 2 Baths • Sleeps 6-10
Internet Fireplace Beach
She's a brick...Duplex! This is the lower level unit of a home where guests can enjoy arcade games, 2 smart TVs, 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 10 people who want to relax or adventure!

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1 Bedroom • 1 Bath • Sleeps 2-4
Internet Beach
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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$156-1,091/night

Chesterton Charmer

5 Bedrooms • 2 Baths • Sleeps 1-12
Internet Beach
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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3 Bedrooms • 1 Bath • Sleeps 1-6
Internet Beach
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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2 Bedrooms • 1 Bath • Sleeps 1-6
Internet Beach
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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$98-371/night

Cozy Casa

2 Bedrooms • 1 Bath • Sleeps 1-6
Internet Beach
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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$79-497/night

Cozy House

3 Bedrooms • 1 Bath • Sleeps 5-7
Allows pets Internet Beach
Escape with family or friends near the dunes of Lake Michigan! Recently renovated and decorated, you won't find a better rental! Guests will love this cozy home located near a variety of attractions. Just 2 miles from the sandy beaches, near tree-lined hiking trails in the nation's newest national park, casino, wineries, boat rentals, cafes, Michigan City Zoo, splash pad and park, outlet malls, & antique shops. This is the perfect little getaway for up to 6 people who want to relax or adventure!

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