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Cottage vacation rentals in Michigan City

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Top-rated cottage rentals in Michigan City

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

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Top guest favorite

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

4.99 out of 5 average rating, 139 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 favorite

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.

Cottage in New Buffalo

4.98 out of 5 average rating, 201 reviews

New Buffalo retreat - Perfect year-round getaway!

Located in the heart of New Buffalo and walking distance to everything, this recently remodeled cottage is the perfect place for an escape. With an open kitchen/porch concept, leading out to a massive natural wood deck, your entry to a huge fenced in corner lot, there is no shortage of space for any summer activity or just to get back to a quieter, more relaxing pace. In winter months New Buffalo is just as charming with fewer visitors and plenty of opportunities to explore the area. CR23-0048

Top guest favorite

The screened-in porch is visible, surrounded by tall grasses that add a natural element. Soft ambient lighting is seen, enhancing the inviting space within. The porch features large screens, allowing views of outdoor greenery and tree silhouettes in the background.

Cottage in Union Pier

4.97 out of 5 average rating, 278 reviews

B's Retreat: Hot Tub & 10-min walk to Beach!

B's Retreat is a 1940's 700 sq ft cottage on a quiet dead-end street. It is 1 block from downtown UP! B's is sandwiched between rentals and vacation homes, so perfect for a family of 4 or 1-2 couples/friends looking to unwind. B's best attributes are the vaulted ceilings, wide-plank pine floors, bonus kids loft, hot tub, fire pit & the 23-foot wide screened in porch! B's is a .4-mile / 10-minute walk down Townline Rd. to the public beach. Parking is available at beach for early birds!

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, 206 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)

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.

Cottage in Michiana Shores

4.96 out of 5 average rating, 179 reviews

Lock In Your Fall Escape @ The Birchwood Cottage!

You deserve a reward with a fall escape (best time of year no doubt) to THE 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 Indian Summer beach days or the beauty of changing colors. Once settled in this cozy cottage, you have everything you need on the property and in the area for a perfect vacation!

Top guest favorite

A screened-in porch features a cozy seating arrangement with two navy blue chairs and a matching sofa set around a narrow coffee table. Skylights and large windows create a bright space with views of the surrounding wooded area.

Cottage in New Buffalo

4.98 out of 5 average rating, 259 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.

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.

Cottage in Union Pier

4.9 out of 5 average rating, 156 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.

Top guest favorite

A cabin-style home is nestled among tall pine trees, featuring a large facade with distinctive tall windows that allow natural light to flood the interior. Colorful chairs are positioned on the screened porch, surrounded by well-maintained greenery and flower beds.

Cottage in Union Pier

4.98 out of 5 average rating, 230 reviews

"The Pines" in Union Pier: Year-round getaway

Under towering pine trees that feel more like the Northwoods, you're in the heart of Harbor Country. About 1.25 miles from the shore, minutes from New Buffalo & Three Oaks. Updated cabin-style home offers rustic feel with luxury comforts & highspeed WiFi, and great indoor & outdoor space. Garage plus additional parking. Enjoy the area's beaches, restaurants, outdoor activities, breweries & wineries. Southwest Michigan at it's best! Please see policies for pets & children in house rules.

Top guest favorite

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, 105 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.

Cottage in Miller

4.95 out of 5 average rating, 186 reviews

Neon Dunes Vista Beachfront Cottage

Neon Dunes Cottage is perfect for a 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 charming cottage is surrounded by lush green landscaping and vibrant flowers. A screened-in porch is adorned with lights, leading to an inviting entryway. A separate storage garage is visible in the background, complementing the colorful exterior of the cottage.

Cottage in Union Pier

4.94 out of 5 average rating, 354 reviews

Steps to the Beach! Screened in Porch & Firepit!

Experience the ultimate Harbor Country getaway! Just a 90-second stroll to a public beach access and under 5 minutes to another, this location is unbeatable. Spend your day soaking up the sun, kayaking, paddle-boarding, antiquing, golfing, or climbing majestic dunes. Discover endless local breweries, wineries, and top-rated restaurants. Unwind in the evening on the spacious screened-in porch or by the cozy firepit. Your perfect retreat awaits - adventure and relaxation all in one!

A spacious screened-in porch is adorned with comfortable seating and decorative pillows. Large windows allow natural light to fill the area, while a decorative table at the center holds a selection of refreshments. The serene view of the surrounding landscape enhances the inviting ambiance.

Cottage in Harbert

4.97 out of 5 average rating, 149 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!

Vacation rentals for every style

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Convenient locations with everyday essentials

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A space thats all yours, with room for everyone

Popular amenities for Michigan City cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

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

4.89 out of 5 average rating, 125 reviews

Charming Cottage on the Lake

Top guest favorite

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.

Cottage in Three Oaks

4.99 out of 5 average rating, 77 reviews

The Cottage of Harbor Country - Close to it all!

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.

Cottage in New Buffalo

4.95 out of 5 average rating, 161 reviews

The Lemonade Cottage, New Buffalo. Walk to beach!

Top guest favorite

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.

Cottage in Union Pier

4.96 out of 5 average rating, 256 reviews

Harbor Country Michigan Hide-Away

Top guest favorite

A private wooden deck features a spacious hot tub with steps for easy access. Soft outdoor lighting creates a cozy ambiance, illuminating nearby trees and the charming cottage structure visible in the background. Green foliage enhances the serene setting.

Cottage in Miller

4.96 out of 5 average rating, 73 reviews

SYLVIA's CHARMING & RELAXING COTTAGE

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

4.95 out of 5 average rating, 529 reviews

Quaint Cottage: guests rave clean, cozy, quiet

A view of a lush garden area is presented, featuring vibrant flowers and greenery. Comfortable seating is visible in the background, inviting relaxation. Nature's tranquility is evident with soft textures of grass and foliage surrounding the space.

Cottage in Three Oaks

4.87 out of 5 average rating, 190 reviews

Blueberry Fields/ House and Retreat

Top guest favorite

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, 91 reviews

Michiana Cottage

Pet-friendly cottage rentals

Top guest favorite

The cottage exterior showcases a welcoming entrance with a stone staircase leading up to a covered porch. Large windows allow natural light to fill the space. Lush greenery and flower beds surround the frontage, providing a serene setting.

Cottage in Michigan City

5 out of 5 average rating, 24 reviews

Bright Scandinavian-style cottage w/ private yard

The exterior of the barn showcases a vibrant red facade adorned with greenery. Large overhanging vines and trees frame the entrance, creating a welcoming atmosphere. A paved area leads to the barn, with side windows visible on the left. This setting hints at a rustic charm.

Cottage in Sawyer

4.88 out of 5 average rating, 197 reviews

Northwind Llama retreat 'Loft Cottage'

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.

Cottage in Union Pier

4.81 out of 5 average rating, 236 reviews

The Koi Cottage - Union Pier- Dog Friendly!

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

4.86 out of 5 average rating, 103 reviews

Vintage Romance Finds Cozy Charm at Depot Cottage

The exterior of the house is framed by mature trees and lush greenery. A large window offers a view of the natural surroundings, while a wooden pathway leads to a serene outdoor area. The stone façade adds a timeless touch to the structure.

Cottage in Miller

4.85 out of 5 average rating, 88 reviews

Luxury Cottage nestled in nature, close to beach

A well-equipped kitchen features rich wood cabinetry and modern stainless steel appliances. A dark granite countertop complements decorative backsplash tiles. A bowl of fresh fruits is displayed, and ample natural light enters through a nearby window, enhancing the space's functionality.

Cottage in Michigan City

4.83 out of 5 average rating, 150 reviews

DKM Cottage - 15 minute walk to Lake Michigan

Top guest favorite

A series of five large French doors with black frames opens to a warm, inviting interior. Soft lighting is visible through the glass, illuminating the adjoining living space. Two chairs are positioned on the wooden deck, providing a comfortable spot to enjoy the serene backyard view.

Cottage in Sawyer

4.97 out of 5 average rating, 112 reviews

Family friendly new house in woods /great for kids

Top guest favorite

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.

Cottage in New Buffalo

4.94 out of 5 average rating, 391 reviews

Twin Cottage A- Walk to Beach & Town!

Private cottage rentals

A private sandy beach area offers six Adirondack chairs in a circle, facing a tranquil lake. In the distance, a dock holds two boats, while a kayak and paddleboard rest nearby. Lush green grass frames the scene, enhancing the serene lakeside setting.

Cottage in New Carlisle

4.98 out of 5 average rating, 45 reviews

Family Friendly Private Beach Home New Carlisle

Top guest favorite

The living room features wooden paneling and large windows, allowing natural light to fill the space. A light gray sofa is positioned beside two wooden armchairs and a simple coffee table. Decor elements include a wall art piece and a sideboard, contributing to a cozy atmosphere.

Cottage in Michiana

4.87 out of 5 average rating, 76 reviews

BeachyBu Cottage

A wide deck leads down to a sandy beach, framed by soft grass and white railings. The calm waters of Lake Michigan stretch into the distance under a clear blue sky, inviting guests to enjoy the serene beach atmosphere.

Cottage in Michigan City

4.74 out of 5 average rating, 109 reviews

Bright Beach-Community/Winter Wonderland Cottage

A modern kitchen is showcased, featuring light blue cabinetry and a marble-topped island. A wooden stool is positioned at the island. Fresh flowers sit in a vase, adding a natural touch. Large windows allow ample light, with soft gray curtains framing the view.

Cottage in Lakeside

5 out of 5 average rating, 4 reviews

Lakeside Charmer Steps To Association Beach!

A sunny exterior view of the Yellow Little Lake House showcases a charming single-level structure surrounded by a lush green lawn. A winding gravel path leads to the entrance, framed by trees, and multiple large windows invite natural light.

Cottage in Lakeside

4.98 out of 5 average rating, 40 reviews

Lakeside House w/ Private Beach Access

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

4.85 out of 5 average rating, 78 reviews

The Rail House, Lakeside MI

A sunlit sunroom features a blend of natural wood and wicker furnishings. Two wicker chairs with green cushions and a small table are arranged comfortably, alongside a round rug. Large windows allow natural light to fill the space, enhancing the cozy atmosphere.

Cottage in Bridgman

4.94 out of 5 average rating, 51 reviews

Cheerful 2 bedroom cottage with vintage vibes!

The exterior of the cottage displays a welcoming front porch, framed by tall green grass and lush greenery. The door is accented with a decorative arch window, while the roof features a gentle slope, contributing to the charming cabin feel.

Cottage in New Buffalo

4.94 out of 5 average rating, 83 reviews

Blue Haven Lake Cottage

Quick stats about cottage rentals in Michigan City

Total rentals
20 properties
Nightly prices starting at
G$29,280 GYD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

Destinations to explore