Holiday rentals 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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Guest favourite
Home in New Buffalo
4.89 out of 5 average rating, 18 reviews

Wooded Oasis | Hot Tub, Sauna & Close to Beach

A premium woodland retreat combining secluded privacy with effortless coastal access. Positioned just 1.4 miles from New Buffalo beach and downtown, this design-forward cottage features an expansive, light-filled layout. The private backyard oasis is surrounded by dense trees, featuring an upscale barrel sauna, a premium hot tub, fire pit seating, and outdoor dining under brilliant string lights. Inside, enjoy an airy interior with a fireplace, wet bar, and games. Comfortably sleeps 8 guests.

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, 127 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

Top guest favourite
A bright living area features a mustard-yellow sofa adorned with decorative pillows. A modern kitchen with stainless steel appliances is visible in the background, while a dining table with four chairs provides a space for meals. Natural light filters in, enhancing the cheerful decor.
Flat in Michigan City
4.95 out of 5 average rating, 126 reviews

The Sunshine House: Breezy Beach Unit!

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!

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 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.
Guest house in New Buffalo
4.96 out of 5 average rating, 700 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
Home in Michigan City
4.97 out of 5 average rating, 37 reviews

Moonstone Cottage

Relax in the quiet, quaint neighborhood of Canada Park in Michigan City, IN. Enjoy the first floor unit of this over 100 year old cottage less than a mile from the shore of Lake Michigan, the Washington Park Zoo, a variety of restaurants, Blue Chip Casino, across the street from Dune Billie's Cafe and a short drive to the Outlet Mall. The activities are endless with hiking, swiming, boating, fishing, shopping, tasting and relaxing.

Guest favourite
A spacious backyard features a private hot tub surrounded by trees. Comfortable seating is arranged around a fire pit, while yard games are set up nearby. A grassy area provides room for activities, set against a backdrop of a white picket fence.
Home in Michigan City
4.95 out of 5 average rating, 41 reviews

Hot Tub / Pet Friendly / Close to the Beach

Charming ranch home just minutes from the beach! Enjoy an open floor plan with a modern kitchen and island seating, 3 bedrooms, 2 baths, and a laundry room. Relax in the private hot tub, play cornhole and yard games, or grill on the deck with outdoor seating. Bedrooms and bathrooms are conveniently laid out along the main hallway. Parking is available off Ohming Street next to the house. Perfect for a fun and relaxing getaway!

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.

Guest favourite
A charming cottage is surrounded by lush greenery, featuring a welcoming front porch with yellow steps. The exterior showcases a combination of stone and brick with multiple windows. A garage is visible to the right, and an American flag gently waves in the breeze.
Home in Michigan City
4.97 out of 5 average rating, 153 reviews

Cozy Cottage Near Lake Michigan

Are you ready for a getaway? The Cozy Cottage is ready for you to enjoy! This remodeled home will melt away your worries, private backyard allows for lounging, extra-curriculars, and s'mores. Convenient location near Lake Michigan ensures an endless list of fun activities! *Larger parties please inquire about our neighboring property, if dates allow both can be booked

Top guest favourite
Cabin in Michigan City
4.95 out of 5 average rating, 578 reviews

Cabin in the Woods - Trails & Pet Friendly!

If only pictures could capture the sounds, smells and tranquility that Tryon farm offers. This is a unique, tiny cabin resting on beautiful 170 shared acres of abundant nature, wildlife and trails. It offers an excellent view of the prairie and tranquil surroundings that give any nature lover a place to reconnect with oneself and loved ones.

Popular amenities for Michigan City Harbor holiday rentals