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Cottage vacation rentals in Grand Beach

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Top-rated cottage rentals in Grand Beach

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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, 140 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, 203 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, 279 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 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

4.93 out of 5 average rating, 165 reviews

The Happy Cozy-Pets Welcome, Fire Pit, Privacy

If relaxing in nature in a calm and cozy home is what you're seeking, you'll find it here! It's been designed to make you feel at peace and comfortable inside while providing several outdoor spaces for you to enjoy the sights, sounds, and smells of nature. The open floor plan and large dining table create a grand gathering space for everybody to be together and create the memories that matter most. Feel free to safely start a campfire outside or in the fireplace indoors. It's all here for you!

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, 261 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.

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, 231 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.

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, 189 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, 358 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!

Top guest favorite

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.

Cottage in Union Pier

4.97 out of 5 average rating, 142 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.

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, 151 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!

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

4.84 out of 5 average rating, 155 reviews

DKM Cottage - 15 minute walk to Lake Michigan

The DKM Cottage is located in quiet wooded Michiana Shores, short walk to beautiful beaches, shopping outlet mall, entertainment, great restaurants, wineries & breweries. WiFi & TV, board games throughout the cottage. In the summer time kayaks (weather permitting) and paddle boards will be there 4 U to get the most of your vacation. Golf courses minutes away. Make sure you check out our GUIDEBOOK with our favorite place to eat and visit just minutes away HIGH SPEED WIFI

A serene sunset is captured over a calm lake, with hues of orange and pink blending in the sky. Silhouetted trees frame the view, while a hanging chair is visible in the foreground, offering a cozy perspective of the tranquil scene.

Cottage in Benton Harbor

4.93 out of 5 average rating, 105 reviews

Lake Bluff cottage, Unforgettable view and sunsets

We have recently renovated and brought this charming cottage, located less than 10 mins to the heart of St. Joes, back to life! It is perched atop a beautiful bluff, high above the Lake Michigan shores- highlighting expansive views and stunning sunsets. Come stargaze with us (starting this spring) at our wonderful Lake Michigan Cottage. Bring your fur baby to enjoy the getaway! ($150 pet fee) 5 night minimum for Holiday weeks (Thanksgiving, Christmas, 4th of July)

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Grand Beach cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

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

4.94 out of 5 average rating, 163 reviews

The Lemonade Cottage, New Buffalo. Walk to beach!

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, 74 reviews

SYLVIA's CHARMING & RELAXING COTTAGE

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

4.9 out of 5 average rating, 223 reviews

Cottage near Hagar Beach Pet friendly with Hot tub

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

4.85 out of 5 average rating, 182 reviews

Hot tub! Red Tin Cottage of Harbor Country!

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, 191 reviews

Blueberry Fields/ House and Retreat

Top guest favorite

A charming cottage is positioned near the water, with a gentle sunset illuminating the scene. The exterior features light-colored siding and large windows. Adjacent greenery provides a serene backdrop, while the pathway leads toward the lake, enhancing accessibility and scenic views.

Cottage in Coloma

4.95 out of 5 average rating, 196 reviews

Lake View Cottage

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, 93 reviews

Michiana Cottage

The exterior of a modern home is displayed at dusk, featuring a well-maintained facade with soft lighting. An American flag is prominently displayed by the entrance. Surrounding grass is trimmed, and a peaceful wooded area is visible in the background.

Cottage in Coloma

4.82 out of 5 average rating, 148 reviews

Just 1 Mile to Lake Michigan

Pet-friendly cottage rentals

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

4.87 out of 5 average rating, 201 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, 238 reviews

The Koi Cottage - Union Pier- Dog Friendly!

Cottage in Dowagiac

4.87 out of 5 average rating, 104 reviews

Vintage Romance Finds Cozy Charm at Depot Cottage

Top guest favorite

The entrance features a solid gray exterior enhanced by a bright turquoise door. White trim outlines the windows, while a covered porch is adorned with a white bench. Clean lines and a welcoming atmosphere characterize the overall design.

Cottage in New Buffalo

4.97 out of 5 average rating, 451 reviews

Twin Cottage B- Walk to Beach & Town!

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, 115 reviews

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.

Cottage in Union Pier

4.9 out of 5 average rating, 157 reviews

Camp Wanderlust-Cozy lodge-20 minute walk to beach

A green cottage is depicted with a simple roof design, surrounded by trees that showcase vibrant foliage. The entrance features a deck leading to an inviting door. A clear pathway is visible, along with areas of freshly disturbed earth, indicating ongoing landscaping.

Cottage in Union Pier

4.8 out of 5 average rating, 107 reviews

Blue Plate Cottage

A charming exterior view of a two-story house is presented, featuring a large screened porch enclosed by multiple windows. The surrounding lawn is landscaped with green bushes and trees, enhancing the serene atmosphere. A paved pathway leads up to the entrance, alongside two green trash bins.

Cottage in Grand Beach

4.81 out of 5 average rating, 16 reviews

Blocks To Beach Golf Tennis Park & Lake MI Sunsets

Private cottage rentals

Top guest favorite

A rustic living area features a wooden fireplace surrounded by stone tiles, with a circular mirror above it. A flat-screen TV is mounted on the wall, and stacked firewood is neatly arranged beside the fireplace. A wooden cabinet and decorative items add charm to the space.

Cottage in Lakeside

4.97 out of 5 average rating, 39 reviews

Cozy Lake House with Bonus Guest Cottage!

A charming waterfront property is showcased, featuring a spacious deck with two red umbrellas providing shade. A small red shed is visible, along with seating options, and colorful paddle boats are moored nearby. Lush green trees surround the area, complementing the serene setting.

Cottage in Dowagiac

4.93 out of 5 average rating, 14 reviews

Pontoon Included *5/1/25-10/13/25* MI Getaway

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

4.75 out of 5 average rating, 110 reviews

Bright Beach-Community/Winter Wonderland Cottage

A charming farmhouse is seen at dusk, featuring a well-maintained exterior with a welcoming front porch lit softly. An American flag gently flutters above, while the property is surrounded by greenery and trees. Warm light spills from the windows, adding to the serene evening ambiance.

Cottage in New Buffalo

4.95 out of 5 average rating, 61 reviews

Dog-Friendly Farmhouse | 1+Acre near Lake Michigan

The spacious living area is framed by high A-frame ceilings and features large windows offering views of the lake. Comfortable seating is provided, including a sectional sofa and an accent chair. A contemporary light fixture hangs above, complementing the natural wood accents throughout the room.

Cottage in Decatur

4.86 out of 5 average rating, 78 reviews

Lakefront A-Frame - Beach, Kayaks & Pontoon Rental

Top guest favorite

An aerial view captures a spacious property featuring a newly updated home surrounded by lush greenery. The yard is marked by winding paths and open grassy areas. Several seating spots are visible, alongside native prairie landscaping under a canopy of trees.

Cottage in Three Oaks

4.94 out of 5 average rating, 52 reviews

Modern Michigan Cottage

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

4.91 out of 5 average rating, 69 reviews

Beachwalk’s Cozy Cottage - Farmhouse decor

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, 81 reviews

The Rail House, Lakeside MI

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