Cottage vacation rentals in Michigan City

Cottage in Michiana Shores

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.

4.99 out of 5 average rating, 148 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.

4.96 out of 5 average rating, 223 reviews

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

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)

4.99 out of 5 average rating, 278 reviews

The Birdhouse – quiet luxury, walk everywhere

The Birdhouse is on a quiet wooded ravine steps from restaurants, shopping and a lovely 0.7 mile walk to the beach. This home hosts 4 guests only, including infants. Enjoy a screened-in porch with views to the woods, an outdoor eating area with grill, lovely terrace with firepit and laundry room. Bedrooms are cozy and comfortable. The bathroom features a luxurious rain shower with hand shower for junior guests. To allow our cleaning crew time to prepare, we're unable to offer early check-ins.

4.83 out of 5 average rating, 192 reviews

Cottage in Three Oaks

Hot Tub • Sauna • Fireplace | Cozy Winter Retreat

Wanna Play?? You name the game & we most likely have it! Outdoor fun includes YEAR-ROUND hot tub, Pickleball & Volleyball nets, Soccer goals, Putting Green, corn hole and even cruiser bikes. Indoor fun incl. complete poker table/set & a ton of board games! If you prefer to take it easy you can relax by our indoor fireplace or the outdoor fire pit, recharge in the YEAR-ROUND indoor sauna or stroll to nearby Harbert Beach. Whatever your choice, THIS is the place to experience Harbor Country

The exterior of the cottage is showcased, featuring a welcoming dark grey facade. The front yard contains well-maintained greenery and small trees. Two large picture windows allow natural light into the interior, while a small patio leads to the entrance.

4.9 out of 5 average rating, 174 reviews

Camp Wanderlust-Cozy lodge-20 minute walk to beach

A place to wander with the ones whose company you enjoy. Enjoy a cozy getaway, in our quiet cottage. 10 minute walk from shops and brewery and restaurants of Union Pier. 10 minute walk to Winery Tasting. 20 minute walk to Townline Beach. Union Pier is the perfect beach town in the heart of harbor country, enjoy exploring this magical region or maybe just kick back and build a fire and enjoy the space. 1914 a colony of Chicago bohemians, vacationed at the "Camp's Cottages" at Union Pier.

The exterior of the cottage features a rustic wood facade, complemented by large windows that provide ample natural light. A spacious patio area includes a hot tub, a dining table, and a grill, surrounded by a gravel landscape and lined with concrete stepping stones.

4.91 out of 5 average rating, 222 reviews

Suttons Place

Nice cozy cottage with lots of natural light. Centrally located spot to all great things Southwest Michigan has to offer. Yes it is on RED ARROW but it isn’t loud. Breakfast counter sits 3. Hot Tub seats 4. The 2 queen beds are firm & comfortable and I only use the best sheets. NO EARLY CHECK-IN! Cleaners need full time so not possible. I have had recent complaints on value. Please do research on hotel pricing before you book my place so you have no issue in value. Lights are all dimmable.

Cottage in Michiana Shores

An outdoor fire pit area is surrounded by six teal chairs, arranged in a circular formation on a stone patio. The backdrop features a cozy brown cottage partially shaded by tall trees, with a gas grill visible nearby.

4.96 out of 5 average rating, 184 reviews

2026 Dates Now Open @ The Birchwood Cottage!

Time is now to hurry & book your 2026 dates @ THE ONE & ONLY BIRCHWOOD COTTAGE IN MICHIANA SHORES...where only good things happen & memories are made! Reviews tell our story & we are constantly upgrading to enhance you experience. It is a slice of heaven just 75 minutes from downtown Chicago be it for glorious summer beach days, long walks or napping on the screen potch. Once settled in this cozy cottage, you have everything you need on the property and in the area for a perfect vacation!

Cottage in Michiana Shores

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.

4.98 out of 5 average rating, 115 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

The cottage exterior showcases a single-story structure with a light grey facade and a newly roofed design. Large windows allow natural light to enter, framed by a lush green landscape. A welcoming entryway leads to the home, complemented by garden pots and a gentle pathway.

4.95 out of 5 average rating, 213 reviews

Neon Dunes Vista Beachfront Cottage

Neon Dunes Cottage is a one bedroom romantic getaway. A newly renovated cottage with new kitchen, modern appliances and new bathroom all in a bright airy home. It is located in Indiana Dunes National Park/Miller Beach. Only 1.5 blocks to the beach, you can hike trails nearby and come back to relax in a unique, comfortable setting with ambiance and charm. It's perfect for summer/holidays. Wifi, onsite parking and self check in, allow you to enjoy our wonderful home in privacy and peace.

A hot tub is visible in the foreground, with steam rising gently from the water. In the background, a rustic barn with a blue roof is framed by trees, and snow covers the surrounding area. Outdoor seating is arranged nearby, enhancing the tranquil winter setting.

4.97 out of 5 average rating, 166 reviews

Hot tub open year round in modern/rustic cottage!

Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

4.99 out of 5 average rating, 145 reviews

A welcoming home is surrounded by lush greenery, with a wooden walkway leading to the entrance. The house features a second-floor balcony with two yellow chairs, and colorful landscaping with flowering plants enhances the inviting exterior.

Cottage in Michigan City

Lake Michigan Getaway near the Beach

Wonderful year-round vacation getaway in Sheridan Beach, just 1-1/2 hours from Chicago! Updates include beautiful new kitchen & bathrooms, gas fireplace, and new flooring. Open living space with vaulted ceilings opens to private deck overlooking wooded lot. A short walk (about two blocks) to great beaches. Near the casino, park & zoo, local restaurants, and minutes from New Buffalo & Michigan’s Harbor Country. Awesome in summertime, also great for a fall or winter getaway.

An inviting cottage exterior features a wooden fence and a screened porch. Surrounding greenery showcases tall grasses and autumn foliage, creating an appealing atmosphere. A chimney and part of the roof can be seen, indicating the cozy interior space.

4.95 out of 5 average rating, 332 reviews

J’s Beach House: Hot Tub & short walk to beach!

J's Beach House is < a 5 minute walk to the beach! My cottage is equipped with a private hot tub and fireplace. Enjoy the walkable town or jump in your car for a quick drive to any Harbor Country activity! Potential for rental with adjacent cottage "Riley's Retreat". *Please inquire about our other Airbnb cottage near downtown Union Pier. This cottage is a 2-bedroom plus kids loft, screen porch, hot tub, fire pit, plus walking distance to Townline Beach!

Popular amenities for Michigan City cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.88 out of 5 average rating, 132 reviews

The exterior of the cottage is shown, featuring a yellow siding with large windows that provide ample natural light. A small wooden deck is visible in front, furnished with a grill and seating. Well-maintained green shrubs and grass surround the property.

Cottage in Decatur

Charming Cottage on the Lake

A spacious living area features large French doors that open to a deck. A neutral-toned sofa is adorned with decorative pillows, while a wooden coffee table sits in front. An inviting armchair and framed artwork complement the warm, natural lighting filtering in.

4.99 out of 5 average rating, 106 reviews

The Cottage of Harbor Country - Close to it all!

A modern white home is pictured, featuring a welcoming front porch supported by wooden posts. Multicolored stones create a path leading to the doorway, surrounded by neatly landscaped greenery on a newly mulched yard. Natural light reflects off large windows, inviting a peaceful ambiance.

4.97 out of 5 average rating, 116 reviews

Casa Playa - Union Pier Home w/ Pool & Private Spa

A charming yellow cottage is framed by a white picket fence and greenery. An American flag decorates the front, while a welcoming pathway leads to the entrance. Large windows with shutters provide light to the interior, complemented by a modest porch and seating.

4.95 out of 5 average rating, 169 reviews

The Lemonade Cottage, New Buffalo. Walk to beach!

A spacious deck with metal furniture is surrounded by tall trees and lush greenery. A nearby screen porch offers a view of the natural setting, creating an inviting atmosphere for relaxation outdoors.

4.97 out of 5 average rating, 269 reviews

Harbor Country Michigan Hide-Away

4.8 out of 5 average rating, 191 reviews

An open kitchen and dining area is visible, featuring a dark wooden table with three matching stools. The kitchen is equipped with white appliances and blue cabinetry, illuminated by natural light from a nearby window. The flooring is a mix of dark wood and light tiles.

Cottage in Benton Harbor

Beach Bliss | Pet Friendly W/Hot Tub Near Lake MI

4.95 out of 5 average rating, 553 reviews

The charming cottage is nestled among trees, featuring a metal roof and wooden exterior. A small covered porch with sheer curtains surrounds the hot tub, while a pergola with string lights stands nearby, accompanied by adirondack chairs and a neatly arranged firewood stack.

Cottage in Goshen

Quaint Cottage: guests rave clean; cozy; quality

A bright living room features high ceilings with a chandelier above a central wooden coffee table. Comfortable dark gray sofas are positioned around the table, complemented by decorative cushions. Large windows allow natural light to fill the space, and a stone fireplace adds a cozy focal point.

4.97 out of 5 average rating, 229 reviews

Designer Cottage Relax Pool Beach & Spa—Windjammer

Pet-friendly cottage rentals

A charming farmhouse is surrounded by blooming pink magnolia trees, creating a serene setting. Two large windows are visible on the upper level, complemented by decorative latticework on the side. A vintage wheel and garden furniture hint at the inviting outdoor space.

4.92 out of 5 average rating, 266 reviews

Northwind Llama retreat “Chicken coop”

The exterior of Miller Cottage features a striking red facade with modern midcentury architecture. A stone chimney adds character to the entrance, partially shaded by lush greenery. A manicured lawn and a paved driveway enhance the inviting atmosphere of the home.

4.82 out of 5 average rating, 196 reviews

Midcentury Cottage 3bd IN Dunes Natl Park, Lake MI

The exterior of the cottage is shown, featuring a mix of siding in varying shades of gray. Two potted plants in black containers frame the entrance, while a porch with a railing adds a welcoming touch. Lush greenery surrounds the property, enhancing the inviting appearance.

4.81 out of 5 average rating, 242 reviews

The Koi Cottage - Union Pier- Dog Friendly!

4.86 out of 5 average rating, 111 reviews

A cozy sleeping area features a spacious bed with a soft, textured throw blanket draped over it. An antique world map hangs above the bed, complemented by warm pendant lights. A decorative pillow adds an inviting touch to the arrangement.

Cottage in Dowagiac

Vintage Romance Finds Cozy Charm at Depot Cottage

A spacious wooden deck is adorned with soft string lights overhead, creating a cozy ambiance. Two comfortable chairs and a small table are positioned for relaxation. A potted plant with bright yellow flowers adds a touch of color to the inviting outdoor space.

4.98 out of 5 average rating, 212 reviews

New Buffalo retreat - Perfect year-round getaway!

4.86 out of 5 average rating, 86 reviews

A fire pit area is arranged with red Adirondack chairs surrounding it, set on a gravel surface. Logs serve as natural seating. The backyard shows a mix of grass and landscaped patches, with a glimpse of the cottage and patio area in the background.

Cottage in Lakeside

The Rail House, Lakeside MI

4.86 out of 5 average rating, 63 reviews

A panoramic view of Lake Michigan is presented, showcasing shimmering blue waters that blend into the horizon. Soft sands are visible along the shoreline, framed by lush greenery and gently contoured dunes, creating a serene natural landscape.

Cottage in Michigan City

On Lake Shore Drive, Across St From Beach & Beach

The exterior of Twin Cottage A is shown, featuring a light blue front door framed by white columns. A white bench is positioned beside the entrance on a wood deck. Lush greenery and sunlight illuminate the area, contributing to a welcoming atmosphere.

4.94 out of 5 average rating, 417 reviews

Twin Cottage A- Walk to Beach & Town!

Private cottage rentals

4.98 out of 5 average rating, 55 reviews

Cottage in New Carlisle

30+ day off season Lake Home New Carlisle

A charming cottage is situated on a well-maintained lawn, bordered by a white picket fence. A stone pathway leads to the front door, which is flanked by two planters. Lush trees and greenery surround the home, offering a serene outdoor setting.

5 out of 5 average rating, 22 reviews

Charming Cottage in Miller Beach

A modern living area features a dark sectional sofa adorned with a textured throw pillow and a decorative cushion. A colorful abstract artwork hangs above, complemented by a tall plant in a patterned pot. Soft lighting is provided by a standing lamp.

4.94 out of 5 average rating, 66 reviews

Miller Beach Cozy Cottage with indoor fireplace

4.88 out of 5 average rating, 89 reviews

The lodge features a spacious lakefront view with multiple decks and patio seating for outdoor relaxation. A sandy beach is visible in front, leading to calm waters. Surrounding greenery adds to the serene environment, while nearby recreational equipment hints at available activities.

Cottage in Decatur

Lakefront A-Frame - Beach, Fire Pit, SUP/Kayaks

The cottage's exterior showcases a large deck with a dining table and a hot tub, surrounded by greenery. Large windows provide views of the forested area. The structure features a combination of white and dark siding, contributing to the vintage charm.

4.93 out of 5 average rating, 27 reviews

Charming Union Pier cottage in the woods

A recently renovated cottage is framed by lush greenery, featuring a welcoming front porch with multiple large windows. The dark exterior contrasts against light-colored trim, while natural stone pathways lead through vibrant foliage to the entrance.

4.95 out of 5 average rating, 85 reviews

Union Pier, 3 BR+loft, hot tub, community pool.

4.96 out of 5 average rating, 50 reviews

A charming cottage is illuminated at night, surrounded by trees in a serene setting. The structure features expansive glass windows, allowing glimpses of the interior. A deck is visible, with a railing and subtle lighting along the pathway, enhancing the peaceful atmosphere.

Cottage in Niles

Private Oasis near Notre Dame and Wine Country.