Holiday rentals in Michigan City

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Top-rated holiday 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.

26 Sep – 3 Oct

$159 SGD per night

Guest favourite

Farm stay in La Porte

4.99 out of 5 average rating, 441 reviews

Cabin on Swede Hill

Welcome to "Cabin on Swede Hill". Our family has farmed this land since 1871. My great grandparents, Swan and Johanna Johnson immigrated to America in the 1860's, found this land which was similar to Sweden. They raised their family here. Approximately 65 Swedish families settled in this community, became to be know as the "Swede Hills". We just received the Hoosier Homestead Award from Indiana celebrating the Sesquicentennial Award. We invite you to come...... and experience country life.

11–18 Oct

$190 SGD per night

Guest favourite

Home in Michigan City

4.96 out of 5 average rating, 219 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!

26 Nov – 3 Dec

$216 SGD per night

Guest favourite

Flat in Michigan City

4.94 out of 5 average rating, 113 reviews

Lower Dunes Getaway of Michigan City - Brand New!

Escape with family and/or friends near the dunes of Lake Michigan! Recently renovated and decorated, this turnkey unit is ready! Guests will love this lower unit located near a variety of attractions. Two 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!

17–24 Nov

$154 SGD per night

Guest favourite

Barn in Michigan City

4.96 out of 5 average rating, 345 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!

5–12 Nov

$171 SGD per night

Guest favourite

Villa in Michigan City

4.9 out of 5 average rating, 127 reviews

Steps from the beach. Entire beach villa renovated

Private, ~800 sq ft, ground-level renovated beach villa with close trail access to the beach. Includes 1 BR with queen bed, 1 BR with futon & extra folding guest bed, kitchen, bathroom, & living room with small couch that converts to sleeping space if needed. Amenities: washer/dryer, free wi-fi/streaming services, 2 free parking spaces, AC/heating, self check-in, laptop friendly workspace, games, complimentary coffee/tea, beach chairs, towels, umbrella & toys, & cleaning/laundry supplies.

28 Oct – 4 Nov

$191 SGD per night

Guest favourite

Home in Michigan City

4.95 out of 5 average rating, 248 reviews

TRYON FARM MID-MODERN SPA IN THE WOODS

Come, enjoy our Tryon Farm modern spa. A Sustainable luxurious open concept tree-house in the woods. Minutes from the beach with an outdoor sauna, Hottub, shower, and Mr. Steam. Perfect for two or a family/group adventure. A true destination with Yoga studio, Mirror by LuLu lemon and wellness elements. The house is a perfect balance of art and nature and luxury and spiritual. Treat yourself to a farm to table, hand made, locally sourced chef services for an extra special experience.

26 Dec – 2 Jan

$770 SGD per night

Guest favourite

Cabin in Michigan City

4.96 out of 5 average rating, 211 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!

15–22 Oct

$238 SGD per night

Guest favourite

Guest house in Chesterton

4.97 out of 5 average rating, 115 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

7–14 Oct

$142 SGD per night

Guest favourite

Guest house in New Buffalo

4.98 out of 5 average rating, 698 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.

9–16 Jun

$182 SGD per night

Guest favourite

Cottage in Michigan City

4.98 out of 5 average rating, 115 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.

6–13 Apr

$248 SGD per night

Guest favourite

Guest house in New Buffalo

4.96 out of 5 average rating, 474 reviews

Rainbows End 🌈 Plensa

Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

6–13 Dec

$199 SGD per night