Holiday rentals in Michiana Shores

4.99 out of 5 average rating, 494 reviews

Farm stay in La Porte

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.

Cottage in Michiana Shores

4.99 out of 5 average rating, 135 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.

4.98 out of 5 average rating, 111 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

Cottage in Michiana Shores

4.97 out of 5 average rating, 172 reviews

Prime Summer Days Still Open @ Birchwood Cottage!

Just a few open nights remain in prime June, July & August-a spit to Lake Michigan's best beaches, THE BIRCHWOOD COTTAGE IN MICHIANA SHORES...where only good things happen & memories are made...is calling. Reviews tell our story & we are constantly upgrading to enhance you experience. We offer a slice of heaven just 75 minutes from downtown Chicago. Once settled in this cozy cottage you are just a short walk or even quicker bike ride to 5 beaches & everything you need is provided. BOOK IT NOW!

4.98 out of 5 average rating, 284 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.

4.8 out of 5 average rating, 298 reviews

Home in Chesterton

South Shore Studio Apartment {National Park}

I have to warn you definitely not a hook up spot or party house!!! typically rise with rooster on this 5 acre country setting with a small fishing pond. 420 friendly .. Quiet hours are 11 -8 generally some music playing, musicians are welcome !! if you happen to book on a Sunday i host an Open Mic in my Barn every Sunday ..... pretty relaxed. Upon arriving, turn into the driveway, and then right into the yard. Apartment is upstairs, the door is open with the keys inside. ✌️

4.96 out of 5 average rating, 191 reviews

Cabin in Michiana

Steps to the beach at luxury cabin 1hr to Chicago

Book your winter escape to our designer log cabin on Lake Michigan! Just steps from the beach and nestled in a peaceful forest, it's the perfect wintry retreat one hour from Chicago. Built in 1932, our charming cabin sleeps 8 guests in 4 bedrooms. Enjoy 2 living areas, a stone fireplace, fire pit with games, puzzles & books. Featured in Country Living and the New York Times, it's perfect for families, friends, or solo retreats. Book now and create lasting memories in this hidden gem!

4.96 out of 5 average rating, 450 reviews

Barn in Michigan City

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!

4.96 out of 5 average rating, 256 reviews

Cabin in Michigan City

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 house in New Buffalo

4.98 out of 5 average rating, 838 reviews

"Tiny House" Guest House - No Cleaning Fee

"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.

4.97 out of 5 average rating, 180 reviews

5 Min Drive Lake Michigan beach-brewery-casino-zoo

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, splashpad, zoo, boat tours, kayak rental. Explore all the south shore of Lake Michigan has to offer then kick back at your home away from home. Only a half mile walk to the Southshore commuter train to Chicago!

4.96 out of 5 average rating, 397 reviews

Dunefarmhouse Modern Country Escape

Experience nature and design in an unforgettable way! This thoughtfully curated home is located within a unique green community surrounded by 200+ acres of woods, prairies and meadows - yet minutes to the beach, great restaurants, wineries and activities in harbor country. A unique and immerse art experience awaits every guest. Dunefarmhouse was featured in TimeOut magazine in 2019-2020, as a "Top 10 Airbnb rental in the Midwest" and part of "Perfect Midwest Getaways."

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Other great holiday rentals in Michiana Shores

4.94 out of 5 average rating, 99 reviews

Home in Michiana Shores

Splash (Pool! Hot Tub!) at Aqua House by the Lake

MichaelRating, 5 stars1 day ago

What a wonderful stay our family had in Michiana Shores, Indiana at Greg’s place. Even though 2 of the 3 days were mostly overcast / rain, there was still plenty of activities to do. We hung out in the pool & hot tub areas multiple times, had a fire every night, and cooked all 3 meals each day in the wonderfully maintained kitchen. The kids loved their room setup with the bunk bed and twin bed. The parks nearby are lovely. The backyard was very luscious with tranquility full of greenery and peacefulness. Greg was very responsive and helped us out with questions before and during our stay. Definitely would recommend this spot if you are wanting to take a vacation near the nationally known Indiana Sand Dunes. Overall 5+ stars!

5 out of 5 average rating, 3 reviews

Home in New Buffalo

Steps to Downtown New Buffalo!

KateRating, 5 stars3 days ago

Kristin’s place is the definition of “hidden gem”! The listing pictures obviously capture a pretty home, but it isn’t until you’re there in person that you see how thoughtfully and beautifully decorated this home is. It couldn’t have been more charming - so many cute accents/touches in every room, and it was spotlessly clean in every room as well. The home has such a fresh, clean, warm, and serene atmosphere that makes you just want to spend time relaxing in it - and on the outside patio. The location was so convenient to downtown - it wasn’t complicated or far to walk or drive anywhere, including the beach! We were beyond impressed with how organized and well-stocked Kristin’s home was. Everything made perfect sense where it was, and it wasn’t hard to find anything. Her kitchen was one of the most utensil/equipment stocked I’ve seen in an Airbnb to date! This is a home where the investment in making it beautiful, relaxing, and convenient is so apparent in every way. Wonderful!

4.83 out of 5 average rating, 35 reviews

Pet-Friendly Home w/Hot Tub, Walk to Lake MI Beach

Cassandra LRating, 5 stars3 weeks ago

Really enjoyed staying here, loved that the location was between Michigan city and New Buffalo so had lots to explore. Beautiful home, felt very cozy.

4.89 out of 5 average rating, 95 reviews

Home in New Buffalo

Arcade/Game Room • Private Beach Access • Fire Pit

MarshallRating, 5 stars1 month ago

This place was amazing! For 8 guys staying, it could not have been better. EVERYTHING you want to do is also right near by. Travis and Regan are great hosts who communicate quickly and are incredibly friendly. I highly recommend this to anyone looking for a weekend getaway. WITHOUT A DOUBT COMING BACK!

4.98 out of 5 average rating, 63 reviews

Modern Wooded Getaway By The Beach

RenetaRating, 5 stars1 month ago

We had a wonderful stay at Heather & Lydia’s home! Their customer service is top-notch! The space was peaceful, beautifully and thoughtfully designed, and surrounded by nature—perfect for a relaxing getaway. The location is ideal, just minutes from biking and hiking trails, and close to New Buffalo, MI—one of our family’s favorite spots for great restaurants. It was Mother’s Day weekend, and I truly appreciated the welcome gift—a heartfelt and personal touch. Their clear, concise instructions made check-in and check-out easy and stress-free. Every detail made our stay feel special. We loved every minute and can’t wait to return. Wishing them many more happy guests!

4.95 out of 5 average rating, 22 reviews

Cottage in Michigan City

Blueberry Hill Cottage ~ Beach Access ~

EllieRating, 5 stars1 week ago

Highly recommend. 10/5 stars. Great location, communication, extremely cozy and peaceful and the beach access is top notch. We will be returning for sure.

4.81 out of 5 average rating, 31 reviews

Home in Michiana

Comfy Cottage-Heated Pool, 1 Block to Beach!

IqbalRating, 5 stars5 months ago

Brent's place is really nice as described. very quiet and peaceful neighborhood. the home itself is cozy, clean and well decorated. the treehouse is good but not warm enough for cold months. finally the wifi is good in the house but no signal on basement bedrooms. All in all we had a wonderful time in Michiana and we will look to back again in summer months.