Cottage vacation rentals in Michigan City

Cottage in Michiana Shores

4.98 out of 5 average rating, 151 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, 215 reviews

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

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

4.96 out of 5 average rating, 224 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)

4.82 out of 5 average rating, 200 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

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 your 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!

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.

4.98 out of 5 average rating, 248 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.

4.95 out of 5 average rating, 218 reviews

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

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 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.

4.94 out of 5 average rating, 376 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!

The exterior of the cottage is surrounded by trees, with a designated seating area featuring two blue Adirondack chairs and a wooden table. A firepit sits in the gravel yard, offering a natural gathering space among green foliage.

4.97 out of 5 average rating, 151 reviews

Beach Bird Cottage- 5min walk to the lake! 3BR/1BA

Dear friends, Welcome to Beach Bird Cottage, situated on a quiet street with other vintage cottages in the heart of Union Pier. It is an easy 5-minute walk to an association beach. The cottage has many updates, including a new kitchen, bathroom, washer/dryer, outdoor shower and a wood stove. The master and second bedroom each have queen-size beds and the children's bedroom has two twin beds. Enjoy an early swim before breakfast or have an evening beach picnic under the sunset.

4.87 out of 5 average rating, 201 reviews

An outdoor area is shown featuring a hot tub positioned on a wooden deck. The red exterior of the cottage contrasts with the surrounding green grass and wooden fencing. A glass door leads into the main structure, enhancing the inviting rural charm.

Cottage in Benton Harbor

Hot tub! Red Tin Cottage of Harbor Country!

Welcome to The Red Tin Cottage of Harbor Country! Nestled in a quiet, rural setting Red Tin is a character-filled, country-chic escape in beautiful Southwest Michigan. Within minutes of award winning beaches, golf courses, wineries, breweries, and restaurants you can be close to it all and retreat back to peace. Take a dip in the hot tub on a starry night, relax in the claw foot tub after a day of play, or enjoy stories around the firepit with family and friends. Come gather!

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, 335 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!

4.89 out of 5 average rating, 597 reviews

Cottage in Valparaiso

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking the channel that leads to Flint Lake. - Pet free -May not be appropriate for people with mobility issues. - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Wood fireplaces (winter only!)

Popular amenities for Michigan City cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a pool

4.96 out of 5 average rating, 82 reviews

The exterior of the cottage is presented, showcasing a spacious screened-in porch framed by greenery. The flat roofline and large windows invite natural light, while a neatly landscaped area with a stone border enhances the tranquil setting. Lush grass complements the peaceful environment.

Cottage in Sawyer

Rosie’s Cottage close to Warren Dunes (w pool)

4.94 out of 5 average rating, 52 reviews

A comfortable living room features a sleek stone fireplace with a mounted television above. Dark leather sofas and a patterned rug create an inviting atmosphere. Natural light filters through two windows, while decorative shelves and a clock add functional charm to the space.

Cottage in New Buffalo

Luxury Cottage with pool; summer will book fast

The exterior of a modern home is framed by tall trees. A welcoming front porch features yellow chairs and an American flag. The stone pathway leads to a manicured lawn, providing an inviting approach to the entrance. A garage door is visible on the right.

5 out of 5 average rating, 43 reviews

Heated Pool & Pvt Hot Tub

4.92 out of 5 average rating, 72 reviews

The two-story cottage features a dark blue exterior accentuated by a prominent white star and porch. The front steps lead up to a welcoming entrance door framed in soft pink. Large windows allow natural light to fill the space, surrounded by lush green trees.

Cottage in Michigan City

Beachwalk’s Cozy Cottage - Farmhouse decor

4.92 out of 5 average rating, 26 reviews

A private outdoor pool is surrounded by lush green trees, offering a serene atmosphere. Sun loungers are arranged neatly along the poolside, providing ample space for relaxation. A wooden fence encloses the area, enhancing privacy while ensuring a peaceful retreat.

Cottage in Sawyer

Private Heated Pool and Hot Tub!

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, 231 reviews

Designer Cottage Relax Pool Beach & Spa—Windjammer

4.95 out of 5 average rating, 44 reviews

The exterior of the Carriage House features a charming blue façade with white trim and large columns. A patio area is visible with outdoor seating under a yellow umbrella, surrounded by manicured lawn and colorful flowers. Lush greenery provides a serene backdrop.

Cottage in Paw Paw

Charming, stylish, lake home w/pool

4.95 out of 5 average rating, 85 reviews

Heated Pool, Hot Tub, Walk to Beach/ Markets

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

4.99 out of 5 average rating, 115 reviews

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

The Cottage of Harbor Country - Close to it all!

A spacious outdoor area is depicted, featuring multiple wooden lounge chairs arranged around a stone fire pit. Potted plants add greenery, while the house's large windows provide a glimpse of the interior. Trees surround the patio, enhancing the privacy of this inviting outdoor space.

5 out of 5 average rating, 47 reviews

Charming Cottage - Hot Tub, Sauna, Large Yard

4.81 out of 5 average rating, 197 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

4.9 out of 5 average rating, 233 reviews

A well-maintained single-story home is seen alongside a spacious driveway leading to a two-car garage. The home features a charming front porch and neatly landscaped yard, with green grass surrounding the property and trees lining the background.

Cottage in Benton Harbor

Cottage near Hagar Beach Pet friendly with Hot tub

4.94 out of 5 average rating, 566 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

4.97 out of 5 average rating, 172 reviews

A spacious living area is highlighted by wooden beams and natural light. A comfortable sofa and armchairs arrange around a round coffee table. A striking wall art piece features a deer, while large glass doors provide views of the outdoors.

Cottage in Harbert

Hot tub open year round in modern/rustic cottage!

4.93 out of 5 average rating, 443 reviews

The tranquil surface of Flint Lake reflects a colorful sunset, with soft hues of pink and orange blending into the serene blue sky. The surrounding tree line is silhouetted against the fading light, creating a peaceful and calming atmosphere.

Cottage in Valparaiso

The Lake Escape -Cozy Lakefront Cottage Valparaiso

Pet-friendly cottage rentals

4.93 out of 5 average rating, 101 reviews

Cottage in Decatur

Lakeside Getaway

4.82 out of 5 average rating, 197 reviews

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.

Cottage in Miller

Midcentury Cottage 3bd IN Dunes Natl Park, Lake MI

4.87 out of 5 average rating, 115 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

4.82 out of 5 average rating, 187 reviews

The living room features a white couch adorned with bright cushions, a mint green coffee table, and a standing lamp. Natural light fills the space through large windows dressed with sheer curtains. A welcoming entryway is visible, complemented by decorative wall accents.

Cottage in Elkhart

Peach Beach Cottage at Simonton Lake! 2 Bed/1 Bath

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

4.93 out of 5 average rating, 192 reviews

An inviting kitchen and dining area is highlighted by a long wooden table surrounded by a mix of chairs. Natural light fills the space through large windows, illuminating the white walls and beamed ceiling. A cozy living area is visible in the background, featuring a fireplace.

Cottage in Three Oaks

The Happy Cozy-Pets Welcome, Fire Pit, Privacy

4.98 out of 5 average rating, 122 reviews

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

Family friendly new house in woods /great for kids

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.