Holiday rentals in Michiana

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Top-rated holiday rentals in Michiana

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

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Top guest favourite
A cozy cottage is nestled among lush green ferns and trees, with vibrant flowering shrubs nearby. The structure features a gabled roof and large windows, providing a glimpse of the welcoming interior. A picket fence frames the scene, adding charm to the natural surroundings.
Cottage in Michiana Shores
4.98 out of 5 average rating, 165 reviews

The Pines Cottage on Birchwood

The Pines Cottage on Birchwood is a cozy 2 bedroom 1 bathroom cottage with separate TV room perfect for a relaxing visit in Michiana Shores, IN. Walk to the private beaches at Stop 38 and Stop 41. Rear deck and front porch for quiet mornings with coffee or evening beverage. Situated .7 mile (10 min walk) from the lake & beach at Stop 38 and Stop 41, 6 minute drive to New Buffalo and Michigan City-it's perfect for a getaway to Harbor Country. Visit local breweries, wineries, and so much more.

Top guest favourite
The open main living area features a stone fireplace underneath a wooden mantel. A circular dining table is set near large windows, while a plush sectional sofa and unique coffee table enhance the cozy atmosphere. Natural light floods the space, accentuating earthy tones.
Cabin in Michiana
5 out of 5 average rating, 280 reviews

Romantic Getaway in the Dunes for a Couple—Hüüsli

Cozy, charming, romantic and modern. Huusli is the perfect place for a couple to getaway, not too big, not too small. Soaring ceiling with wood burning fireplace greets you in the main living area with an updated kitchen, remodeled bathroom and two adorable bedrooms. Bonus is the four-season room where you can have all your meals or enjoy your morning coffee surrounded by nature, but without the fear of bugs. Make new memories, celebrate an anniversary or just relax in this magical place.

Top guest favourite
A spacious living area showcases a light-colored sectional sofa adorned with plush pillows. Large windows allow natural light to fill the room, revealing wooden flooring and eye-catching artwork on the walls. A dining table is visible in the background, complemented by a minimalist plant.
Home in Michigan City
4.98 out of 5 average rating, 341 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, and close to Indiana Dunes National Park, 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 stay during summer, but open up 2 night stays 1-2 weeks before if possible.

Guest favourite
A wide stretch of sandy beach is observed, bordered by gentle dunes covered in tall grass. Calm waves roll softly onto the shore under a clear blue sky, creating a serene coastal atmosphere.
Cottage in Michigan City
4.78 out of 5 average rating, 362 reviews

Quiet Walk to Lake Michigan Beach - Seaside Smores

So close to Chicago and yet in a world of its own! Adorable two bedroom cottage is located on a quiet wooded lane about a half-mile walking distance to the world class beach on Lake Michigan. Enjoy nearby park with playground, basketball, volleyball, and tennis courts, performing arts theatre, horseback riding stables, golf course, and more - all within a block or two of the cottage. See our other nearby listings, too! Relax in simple comfort — you made a great choice to stay at the cottage.

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.

Superhost
A spacious sunroom features large windows that allow ample natural light, creating an open and bright atmosphere. A comfortable sectional sofa is arranged around a central ottoman on a soft area rug. Steps lead to additional living areas, visible through the glass doors.
Home in Michiana
4.87 out of 5 average rating, 23 reviews

New Buffalo Fun Retreat

You will be close to everything when you stay at our centrally-located home. Just 0.8 miles to great private beach (2 free beach parking passes incl.) in a beautiful wooded community (deer) with a playground/pickleball/tennis/basketball/bocce courts just a couple blocks away. 5 min drive to downtown New Buffalo and public beach with great restaurants, bars and shopping. 10 min to casinos/fashion outlets, perfect location to begin the Makers trail (wine/breweries) or enjoy fruit picking/hiking.

Top guest favourite
Cabin in Michiana
4.98 out of 5 average rating, 87 reviews

Beautiful Wooded Cabin short walk to Lake Michigan

Escape to a beautifully updated 1930s cabin nestled on a wooded acre in Southwest Michigan's Harbor Country - an hour from Chicago. Thoughtfully curated amenities & little extras ensure an unforgettable stay. Absorb natures beauty viewing wildlife or enjoying the stunning private neighborhood beaches (5-10 minute walk). A new park with sports courts & playground just 3 blocks, or take a short drive to Indiana Dunes National Park or Harbor Country's amazing wineries, breweries & restaurants.

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
The mid-century modern home is surrounded by lush trees, featuring large floor-to-ceiling windows that reflect warm light. An open deck extends from the structure, providing an inviting outdoor space. The exterior exhibits a blend of dark siding and natural elements.
Home in Michiana
4.78 out of 5 average rating, 95 reviews

Michiana Living

This mid century modern home with floor to ceiling windows in the living and dining room creates a spectacular panoramic view. The open floor plan allows for families to gather in the Kitchen, Living and Dining rooms with ample space and also enjoy the screened in porch and huge open deck area. Our home has a fireplace and TV on the first floor and is only one block to Lake Michigan beach. Spend the day relaxing at the beach then come back for dinner and relax by the outdoor fire pit.

Top guest favourite
A spacious living area is presented with large windows allowing natural light to fill the room. A dark sectional sofa, accented with red pillows, faces a wooden coffee table. A light-colored armchair and a small ottoman complement the cozy setting, while a framed rug adds warmth to the wooden floor.
Home in Grand Beach
5 out of 5 average rating, 139 reviews

Superhost, hot tub, golf cart, fire pit, large!

Newly renovated 5 bed, 2 bath home in the quaint village of Grand Beach. Golf cart included with rental (in season - May thru mid-Nov). Home is situated on a large lot, high on a sand dune that overlooks the 6th fairway and park area. Enjoy two large decks and year-round eight person hot tub. The property is very private, on secluded street and fully stocked for a great stay. It's a great place to enjoy some down time in an idyllic village in the heart of Michigan's "Harbor Country."

Top guest favourite
The cottage entrance features a welcoming porch with two white adirondack chairs flanking a vibrant blue door. Lush greenery surrounds the space, and potted plants add a touch of color. The steps lead up to the main entrance under a charming overhang.
Cottage in Michiana Shores
4.95 out of 5 average rating, 105 reviews

Michiana Cottage

Michiana Shores, Indiana Entire cottage - 4 guests Nestled in nature, Michiana Cottage offers a totally updated home with great amenities, including a hot tub. Quiet and peaceful,you can unwind with a book on the deck; stroll a nature trail; play pickle ball, tennis or horse shoes. A 10 minute walk finds you at the beach. Hungry? Stop 50 Pizza is just down the street. A short drive takes you to Washington Park and Zoo, outlet shopping, restaurants and casinos. Permit 2020-02

Popular amenities for Michiana holiday rentals