Holiday houses in Michigan City Harbor

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Top-rated holiday rentals in Michigan City Harbor

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

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Top Guest favourite
A modern kitchen is visible, featuring white cabinetry and stainless steel appliances. The living area includes a comfortable couch and a round table with a decorative runner. Natural light fills the space, highlighting the open layout and ceiling beams.
Home in Lakeside
4.96 out of 5 average rating, 302 reviews

Couples alert! PVT beach access, hot tub, firepit!

ADORABLE LAKESIDE COTTAGE W/YEAR-ROUND HOT TUB AND A GUEST FAVORITE - ACCESS TO SEMI-PRIVATE LAKE MICHIGAN BEACH SHARED BY JUST 10 HOMES SO IT'S NEVER CROWDED! BEACH ACCESS GATE IS 7 MIN WALK FROM COTTAGE. LOFT LIKE HOME IS SUPER CLEAN WITH VERY COMFY KING SIZE BED AND ONE PULL-OUT COUCH FOR 4 GUEST (MAX). FIREPIT SUPPLIED WITH WOOD, AN OUTDOOR PATIO AND WEBER GRILL - YOU WILL LOVE IT! Bike/walking path out front and just 10 mins to New Buffalo, Whistle Stop, coffee - just steps away!! HURRY!

Guest favourite
Two wooden chairs are positioned on a sandy beach, facing the calm water of Lake Michigan. Tall grasses gently sway in the foreground, while the sky transitions to warm hues of orange and pink as the sun sets on the horizon.
Home in Michigan City
4.77 out of 5 average rating, 160 reviews

Sande's Beach Bungalow

Sande's beach bungalow is located 150 steps away from the shore of beautiful Lake Michigan. A Sunny vintage two bedroom, two full bathrooms. Equipped kitchen. Enclosed front porch that allows you to relax on the swing after a long day at the beach, this area could accommodate 1 or 2 extra guests with advance notice. Wi-Fi and large TVs. Outdoor dining with gas grill. Parking for two cars in front. A short walk to Washington Park & Zoo, Picturesque Marina, and several Dining establishments.

Guest favourite
Apartment in Michigan City
4.95 out of 5 average rating, 114 reviews

King Bed Retreat, Minutes to Beach & Dunes

Escape to Your Summer Retreat in Michigan City, IN! Newly renovated 2BR ground-floor unit blending 1940s charm with modern comforts (70" TV, electric fireplace). Perfect for vacationing families, weekend explorers, and professionals. Walk to dining, minutes from Lake Michigan, Indiana Dunes (2 miles), train to Chicago/South Bend, outlet mall, and casino. Upstairs unit also available! Both sleep up to 10 guests total. 🔗 Book your summer escape: https://airbnb.com/h/thenestathoosierhideaway

Top Guest favourite
A charming cottage is nestled among tall pine trees, partially obscured by greenery. The natural surroundings create a tranquil setting, while the rustic stone chimney adds character to the cozy structure.
Cottage in Michiana Shores
4.98 out of 5 average rating, 128 reviews

1930’s Cozy Cottage in the Woods.Walk to the beach

Come fall in love with Michiana Shores, we promise you'll love the peace and quiet. Our charming cottage sits back tucked away, nestled among pine trees and twinkle lights. Roast marshmallows while sitting around the fire with 6 modern adirondack chairs, take a stroll to the beach, ride bikes, BBQ, watch the sunset along lakeshore drive. Play tennis or pickle at the local park. 10 minute walk to the beach. Far away enough to relax yet close enough to new Buffalo, Union Pier or Long Beach

Guest favourite
The exterior of a charming guesthouse is depicted, featuring a light blue facade with gabled roof and a door leading to a small outdoor seating area. The space includes a garage door and two lantern-style lights flanking the door.
Bungalow in Chesterton
4.98 out of 5 average rating, 122 reviews

Charming Country Cottage

Take it easy at this unique and tranquil getaway. "Barn" turned into a guesthouse on 4 acres of owners residential property where you will enjoy peace and quiet, take a walk on trails through 2 acres of woods, take a short drive to Lake Michigan or the Indiana Dunes National Park or just sit inside at an electric fireplace. We are located 5.9 miles (approximately 12 minutes) from the Dunes National Park. Second STR available on same property that also sleeps 5 people if you have a group!

Guest favourite
The modern tree-house structure is illuminated by warm lighting, showcasing large windows that reflect the surrounding trees. A screened porch with seating is visible, extending from the main building, creating a connection with nature.
Home in Michigan City
4.95 out of 5 average rating, 329 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.

Top Guest favourite
A modern house is situated amidst lush greenery. A wooden walkway leads to the entrance, framed by trees and underbrush. Large windows reflect natural light, blending the structure harmoniously with its surroundings while offering a glimpse of the cozy interior.
Cabin in Michigan City
4.97 out of 5 average rating, 307 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 dunes. 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!

Top Guest favourite
A bright bedroom features a spacious bed adorned with white linens and decorative pillows, flanked by two nightstands. Natural light enters through two windows with woven shades. Wall art depicting foliage adds a touch of nature to the cozy space.
Home in Trail Creek
4.99 out of 5 average rating, 157 reviews

Perfect for the dunes! Summer dates available now

*Minutes To Dunes & Beaches*Restaurants*Pet Friendly* Free Coffee Bar Free Snacks Free Wi-Fi Free Parking Enjoy a peaceful getaway to the centrally-located Leo Lodge. It is the perfect getaway spot if you are visiting The Dunes National Park or just looking to explore the area! Located approximately 4 miles from the shores of Lake Michigan, the Washington Park Zoo, Lighthouse Premium Outlets, fine dining, local wineries, and so much more! * Close to Franciscan Health & Notre Dame

Guest favourite
The exterior of a modern tiny house is seen surrounded by trees. Soft lighting strings hang above a fire pit with four Adirondack chairs arranged around it. Smoke rises from a fire, creating a cozy outdoor space.
Tiny home in Sawyer
4.92 out of 5 average rating, 155 reviews

Modern Minimalist Tiny House | Firepit | Nature

Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.

Top Guest favourite
A cozy bedroom features a spacious bed adorned with layered textiles and decorative pillows. Large windows provide views of the outdoors, while natural light is enhanced by wooden ceiling beams. A small dining area with chairs and a table is positioned nearby.
Guesthouse in New Buffalo
4.96 out of 5 average rating, 701 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!

Top Guest favourite
The outdoor area features a shared backyard with a large picnic table and benches surrounded by decorative gravel. A fire pit is positioned at the center, while string lights add ambiance. The bright yellow house stands in the background, showcasing a welcoming exterior.
Apartment in Michigan City
4.97 out of 5 average rating, 116 reviews

The Sunshine House: Scenic Skies Unit!

✨ Location, location, location! ✨ The Scenic Skies Unit is a cheerful second-floor apartment in the historic Sunshine House, featuring bright décor, a comfy queen bed, and all the essentials for a relaxing stay. Guests can cook in the stocked kitchen, roast s’mores around the shared fire pit, or walk downtown to the outlet mall, restaurants, and beaches. Perfect for up to 6 guests looking to relax and adventure in Michigan City!

Guest favourite
A charming two-story home features light blue siding and white exterior accents. A welcoming front porch is bordered by a white picket fence. Large windows allow natural light to fill the space, offering a glimpse of the cozy seating area within.
Home in Michigan City
4.87 out of 5 average rating, 195 reviews

The Lake Escape - 5 Mins from beach, casino, & zoo

Stay close to the beach, only 1.3 miles away, at our spacious property in Michigan City, Indiana! Luxury amenities include: a large jacuzzi tub, dual shower heads for up to 2 person showers, urinal, a large king size suite with a 65 inch TV, and more! We’re located on 11th St. That means that the South Shore train line runs right in front of our home! It is a no horn zone.

Popular amenities for Michigan City Harbor holiday rentals