Vacation rentals in Michigan City

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Top-rated vacation rentals in Michigan City

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Home in Michigan City

4.94 out of 5 average rating, 401 reviews

Small Clean Home Near Beach, Casino, Outlet Mall

This cozy, clean home is located 2.9 miles to Beach, Outlet Mall, and Casino. Quiet neighborhood. Well maintained property. Perfect for a couple or business traveler. It is not child proof. It is not suitable for small children. There are open stairs that cannot be blocked. We do not accept pets. I have an autoimmune disease. I am allergic to pet dander We request drivers license of each guest. Per Airbnb guidelines I am disclosing we have cameras on exterior north/east of home with audio.

Oct. 5 – 12

$195 CAD per night

Guest favourite

Home in Michigan City

4.96 out of 5 average rating, 216 reviews

Cozy House near Beach, Casino, Outlets, & Hiking

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!

Feb. 18 – 25

$223 CAD per night

Guest favourite

Home in Michigan City

4.91 out of 5 average rating, 138 reviews

Historic Charmer: Walk to Casino, 2 miles to Beach

Guests will love this historic charmer! Conveniently located near the casino (1 block), beach (2 miles), & a short drive from tree-lined hiking trails in the nation's newest national park. Fully updated & stocked with new kitchenware, appliances, & beach toys/towels, king beds, & a smart TV; we've got everything you need! Enjoy wineries, boat rentals, cafes, Michigan City Zoo, splash pad & park, outlet malls, & antique shops. The perfect getaway for up to 8 people who want to relax or adventure!

May 4 – 11

$233 CAD per night

Guest favourite

Home in Michigan City

4.98 out of 5 average rating, 229 reviews

House of Zen: Peaceful Modern Cabin on Tryon Farm

The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum during our high season (mid May-mid September), and open 2 night stays the week prior if we have a couple open days.

Sep. 3 – 10

$329 CAD per night

Guest favourite

Barn in Michigan City

4.96 out of 5 average rating, 343 reviews

The Black Pearl Great Escape Spa & Art Shop

Check out our website! thegreatescapespah.com The Black 🖤 Pearl is perfect for a Special Occasion for the Evening. Book a Couples Massage @ 3p.m. & Check into your Spa Suite @ 4 p.m. Kick your feet Up & Order in.... Or Dine Out~ This quaint property is located in a woodsy setting 5 minutes from Lake Michigan. The keyless entry door to The Black Pearl is located on the East wall of The Great Escape. Upon entry the Black Pearl door will be directly in front of you. Mini Luxury awaits!

Feb. 23 – Mar. 2

$202 CAD per night

Guest favourite

Apartment in Michigan City

4.95 out of 5 average rating, 104 reviews

Michigan City full apartment near National Park #4

Traveling to Michigan City? Our place will provide everything you need! Full kitchen and bath with all accessories. Bath has claw tub w/shower. The toilet is in small area & may not accommodate a very large person. Check pic. Located close to South Shore Train, Lighthouse Outlets, Restaurants, Casino, Breweries, IN Dunes National & State Parks (7 -11.3 miles), Washington Park (1.4 miles) and more! For Friends of Bill there is a great place to meet only 4 blocks away @The Dunes House.

Feb. 15 – 22

$168 CAD per night

Guest favourite

Cabin in Michigan City

4.96 out of 5 average rating, 210 reviews

The Little House at Tryon Farm

The little house is located within a 170-acre modern "farm" community filled with open meadows, woods and ponds. Minutes to beach, 1 hour to Chicago. Relax and enjoy the property or head out to explore the lakeshore, wineries, and great area restaurants! Two bedrooms, 1.5 baths, a fully appointed kitchen, living area w/fireplace, and a large screened in porch. Large windows flood the house with natural light and will make you feel like you're living in the treetops. A perfect getaway!

Oct. 8 – 15

$301 CAD per night

Guest favourite

Guesthouse in Chesterton

4.96 out of 5 average rating, 114 reviews

Bro’s Place

Welcome if you like country life Bro’s place is the place to be...watching the sheep, chickens and wildlife on you back deck making dinner on the grill with a full kitchen. Pick your own veggies outside the back door when in season. You will find a welcome basket with snacks, wine and homemade soap in bathroom fresh eggs from our chickens when available if your planning to visit our Beautiful Indiana Dunes you’ll find everything you need..chairs, towels, cooler Queen size sofa sleeper

Sep. 30 – Oct. 7

$172 CAD per night

Guest favourite

Guesthouse in New Buffalo

4.98 out of 5 average rating, 695 reviews

"Tiny House" Guest House Under the Oak Trees

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

May 21 – 28

$195 CAD per night

Guest favourite

Cottage in Michigan City

4.98 out of 5 average rating, 114 reviews

Lake Michigan Getaway near the Beach

Wonderful year-round vacation getaway in Sheridan Beach, just 1-1/2 hours from Chicago! Updates include beautiful new kitchen & bathrooms, gas fireplace, and new flooring. Open living space with vaulted ceilings opens to private deck overlooking wooded lot. A short walk (about two blocks) to great beaches. Near the casino, park & zoo, local restaurants, and minutes from New Buffalo & Michigan’s Harbor Country. Awesome in summertime, also great for a fall or winter getaway.

Apr. 8 – 15

$303 CAD per night

Guest favourite

Home in Michigan City

4.93 out of 5 average rating, 203 reviews

Casinos, Shopping, Pets, and Parking a Plenty!

1 mile from BLUE CHIP CASINO - with its new SPORTS BOOK and is where the away team stays for NOTRE DAME FOOTBALL, 2 miles from the outlet mall, 7 blocks to the beach, and plenty of parking! 3 bedrooms (4 beds) and 1 bathroom. This is a great place regardless of the season and though in the city; it backs up to woods with lovely walking trails. The home also has hi speed internet/WiFi and HD cable television. Simple, practical home in a safe neighborhood - and it’s a bargain!

May 24 – 31

$203 CAD per night

Guest favourite

Home in Michigan City

4.96 out of 5 average rating, 107 reviews

Midcentury marvel steps from beach! Pups

Year-round beach fun an hour from Chicago!Welcome to Barefoot Bungalow, a mid-century marvel with modern amenities. Your group will love the game room with pool table, ping pong. Private dog-friendly fenced backyard with grill, patio & firepit. Short stroll to Stop 7 to beach (Beachwalk boardwalk, wagon provided). Quiet relaxation far from the madding crowds. So many excellent restaurants, shopping, brew pubs, wineries, hiking, biking. Off-street parking, Wave bus

Sep. 19 – 26

$291 CAD per night