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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, 138 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.

A cozy cottage is surrounded by vibrant yellow daffodils and lush greenery, showcasing the beauty of the garden. The structure features multiple windows that invite natural light, complemented by the rustic charm of its design.

Cottage in Valparaiso

4.88 out of 5 average rating, 552 reviews

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 a that leads to Flint lLake.The lake can be acce - Pet free - 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 - Local breweries & award winning restaurants - Biking & hiking trails near by - Wood fire places to enjoy in cold weather only

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, 197 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

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

4.97 out of 5 average rating, 173 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!

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, 272 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, 154 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!

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, 154 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, 225 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, 102 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

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

4.93 out of 5 average rating, 349 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 Sawyer

4.97 out of 5 average rating, 143 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 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

4.95 out of 5 average rating, 100 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

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Houses

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Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Grand Beach cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

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 Harbert

4.99 out of 5 average rating, 72 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, 158 reviews

The Lemonade Cottage, New Buffalo. Walk to beach!

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, 218 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

4.87 out of 5 average rating, 172 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 Sawyer

4.87 out of 5 average rating, 188 reviews

Blueberry Fields/ House and Retreat

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

4.93 out of 5 average rating, 418 reviews

The Lake Escape -Cozy Lakefront Cottage Valparaiso

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, 188 reviews

Lake View Cottage

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

4.96 out of 5 average rating, 89 reviews

Michiana Cottage

Pet-friendly cottage rentals

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, 22 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, 192 reviews

Northwind Llama retreat “Loft Cottage”

A cozy living area features a gray sofa adorned with patterned cushions, complemented by a pair of leather chairs. Natural light floods through large windows, illuminating the hardwood floor. A coffee table sits at the center, while a flat-screen TV is mounted on the wall.

Cottage in Sawyer

4.93 out of 5 average rating, 217 reviews

Bright Designer Warren Dunes Maple St Beach House

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, 231 reviews

The Koi Cottage - Union Pier- Dog Friendly!

Cottage in Dowagiac

4.86 out of 5 average rating, 102 reviews

Vintage Romance Finds Cozy Charm at Depot Cottage

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, 146 reviews

DKM Cottage - 15 minute walk to Lake Michigan

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, 109 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, 387 reviews

Twin Cottage A- Walk to Beach & Town!

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, 34 reviews

Cozy Lake House with Bonus Guest Cottage!

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

4.91 out of 5 average rating, 75 reviews

Lakefront A-Frame - Beach, Kayaks & Pontoon Rental

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, 47 reviews

Modern Michigan Cottage

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.

Cottage in Union Pier

4.8 out of 5 average rating, 10 reviews

Charming Union Pier cottage in the woods

Top guest favorite

A charming yellow cottage with a red door is framed by green shutters. The front porch has a small step leading to the entrance. A gravel pathway is visible, surrounded by fallen leaves, with a bird bath in the foreground set among natural vegetation.

Cottage in Coloma

5 out of 5 average rating, 18 reviews

Secret Garden Cottage

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, 48 reviews

Cheerful 2 bedroom cottage with vintage vibes!

A rustic fireplace is framed by white wooden paneling, featuring a mounted deer head and various decorative items above the mantle. To the side, two lamps provide ambient light, while a wooden table displays books and a small object.

Cottage in Lakeside

4.92 out of 5 average rating, 72 reviews

Charming Writer’s Cottage on 10 Acres of Land

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

4.82 out of 5 average rating, 100 reviews

Blue Plate Cottage

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