Holiday rentals in Michigan City Harbor

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Top-rated holiday rentals in Michigan City Harbor

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Top guest favourite
The dining area features a large wooden table surrounded by comfortable seating, illuminated by a modern pendant light. Nearby, the hot tub area is visible through large glass doors, nestled among lush greenery, providing a tranquil outdoor experience.
Home in Michigan City
4.97 out of 5 average rating, 148 reviews

Beach! Hot Tub! New Buffalo! Firepit! King Bed!

Highlights: ✔ 8-person Hot Tub ✔ Sleeps 12 (10 in main house + 2 in guest cabin) ✔ 1 mile to beach ✔ 6 min to Shady Creek Winery ✔ 10 min to New Buffalo + Michigan City ✔ Outdoor firepit & picnic table ✔ Gas BBQ grill ✔ Smart TVs & board games ✔ King bed in main bedroom ✔ Luxury custom-designed home ✔ Private wooded lot ✔ 2 Adult & 2 kids' bikes ✔ Beach chairs, toys, wagon and towels ✔ Pickleball paddles & nearby courts ✔ 4 vehicle parking ✔ 2-person workstation ✔ High speed wifi ✔ Fully stocked

Top guest favourite
The cabin's exterior is framed by colorful autumn foliage, with vibrant red leaves and dappled sunlight filtering through the surrounding trees. Stone steps lead to the entrance, enhancing the rustic charm of the well-maintained landscape.
Cabin in Michiana
4.96 out of 5 average rating, 246 reviews

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

Luxury meets nature: forest cabin steps from the beach, 1 hour from Chicago. Book your escape to our designer log cabin on Lake Michigan just steps from the beach and nestled in a peaceful forest, it’s the perfect retreat. Built in 1932, our charming cabin sleeps 8 in 4 bedrooms. Enjoy 2 living areas, a stone fireplace, fire pit, games, puzzles & books. Featured in Country Living and the NYT, it’s perfect for families, friends, or retreats. Book now and create lasting memories in Michiana.

Guest favourite
An inviting living space is showcased, featuring a light-colored sectional sofa with colorful throw pillows. A wooden coffee table sits in front, while a dining area with white chairs is visible. The kitchen is equipped with modern appliances, and a ceiling fan adds a touch of comfort.
Cottage in Michigan City
4.96 out of 5 average rating, 236 reviews

The White Cottage Home

This cottage home was built less than 5 years ago. The space is modern and open. It’s located less than 10 mins walk to Lake Michigan beach access. Guests can walk a few minutes to enjoy nearby restaurants such as Dune Billies for breakfast and Cool Runnings Jamaican restaurant. There’s a nearby park and a small dune for short hikes. Other nearby attractions include the Washington park and zoo (5-10 min walk), Blue Chip casino (2 min drive), the Indiana Dunes National Park (20 min drive)

Guest favourite
A welcoming entrance features a bright yellow door against a mint green facade. Brick steps lead to a patio area, adorned with potted plants and a vintage cooler. The sun casts a warm glow over the peaceful lakeside view.
Home in La Porte
4.99 out of 5 average rating, 175 reviews

UncleLarrysLakePlace HotTubKayaksPingPong

A tribute to our favorite world traveler-he's the first to stay at our properties and give us the good, bad and ugly so we can fine-tune the ultimate experience for YOU. This newly remodeled lake home boasts 4 sleeping areas, year-round hot tub, game room with a ping pong table and large screen TV, large gathering spaces in and out, new kitchen and your own kayaks to explore the area. Enjoy sunsets and lake views from the hot tub on the expansive deck or while grilling on the Weber gas grill.

Top guest favourite
A cozy living area features a comfortable sofa paired with wooden side tables. A dining table is set for four, positioned near large windows that invite natural light. Decorative items and books are arranged on the coffee table, enhancing the room's inviting ambiance.
Flat in Michigan City
4.94 out of 5 average rating, 178 reviews

Heart of Historical Dist.*King*Parking*A/C*#1

Our charming one bdrm (king)apt. is perfect for a getaway in NW IN; provides everything you need to have an enjoyable stay! *Check out other units in same building*. Located near Lighthouse Outlets, Restaurants, Casino, Breweries, Indiana Dunes Natl & State Parks (7 -11.3 miles), Washington Park (1.4 miles) and more! South Shore train platform is behind property(in quiet zone). Day trips are easy to downtown Chicago or South Bend IN. Catch a Notre Dame game one day and see the Bears the next.

Top guest favourite
The cabin exterior features a wooden facade with a sloped roof and a welcoming front porch. A bench sits on the porch, surrounded by potted flowers. Warm light from string lights enhances the inviting entryway, set against a backdrop of open grass and distant trees.
Tiny home in New Carlisle
4.98 out of 5 average rating, 216 reviews

Cozy Cabin 2.0 Mins from Michigan’s Harbor Country

Immerse yourself in nature inside this charming cabin featuring all of the necessary amenities, including a queen-sized bed, kitchen basics, fire pit, grill, and deck. Surrounded by 40 acres of woodlands, this cabin offers a quiet retreat while being only twenty minutes from Michigan's Harbor Country. Relax inside with a book or head out to enjoy golden sand dunes, art and antiques, locally-sourced food, hiking trails, and over twenty wineries along the windy, tree-lined Red Arrow Highway.

Top guest favourite
A charming blue exterior of the home features a welcoming yellow front door. A wooden pathway leads to the entrance, bordered by vibrant flower beds. Two yellow chairs are positioned on the porch, alongside well-kept greenery that enhances the inviting appearance.
Home in Michigan City
4.92 out of 5 average rating, 120 reviews

Michigan City Indiana Dunes Beach National Park

Escape to our cozy home just minutes from the stunning Indiana Dunes National Park! Located in the heart of Michigan City, this charming retreat offers a relaxing getaway Enjoy a well-furnished living area, a fully equipped kitchen, and 2 comfortable bedrooms. Outdoor Bliss: Relax on the private deck or explore our beautiful garden—ideal for unwinding. Adventure Awaits: Only a short drive from the park's sandy shores, hiking trails, Lake Michigan. **CONTACT US FOR SEASONAL DISCOUNTS**

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, 123 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, 328 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, 305 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!

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, 150 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
Home in Michigan City
4.96 out of 5 average rating, 306 reviews

Visit Lake Michigan | Perfect Couple's Retreat

Explore the beautiful Indiana Dunes National and State Parks. Book your stay at this cozy, newly renovated 2 bedroom home centrally-located for all your adventures. Within 2 miles of beach, restaurants, brewery, winery, casino, concert venue, spa, botanical garden, boat tours, kayak rental. Bonus trip: take the Southshore commuter train to Chicago for the day. Here, you can explore all the south shore of Lake Michigan has to offer then kick back at your home away from home. 💙

Popular amenities for Michigan City Harbor holiday rentals