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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, 144 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, 210 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

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

4.99 out of 5 average rating, 268 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.

A private hot tub is visible, featuring a clear water surface and multiple jets. The tub is surrounded by a wooden deck, providing a relaxing outdoor space for guests to unwind.

Cottage in Three Oaks

4.83 out of 5 average rating, 184 reviews

Pickleball & Volleyball Nets |Hot Tub| Sauna|Beach

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.

Cottage in Union Pier

4.9 out of 5 average rating, 163 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, 236 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, 114 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

4.94 out of 5 average rating, 364 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 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, 409 reviews

Twin Cottage A- Walk to Beach & Town!

Twin Cottage A is your home for convenience & comfort! 2 blocks from town shopping & restaurants, Church Brewing Co. around the corner, an artisanal cocktail lounge up the block and only 3700 feet to the beach! You'll have a private, fenced in backyard for the kids and/or dogs. gas grill, outdoor dining & a fire pit stocked with wood. Check out Cottage B as well for a complete look at our reviews. *Stays 28 days or longer require weekly cleaning fee added after inquiry or request

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, 147 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 Sawyer

4.97 out of 5 average rating, 157 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!

Top guest favorite

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.

Cottage in Union Pier

4.95 out of 5 average rating, 323 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!

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

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

Top guest favorite

A spacious wooden deck is lined with sturdy, light-colored Adirondack chairs facing the lush green backyard. Tall windows allow ample natural light, while an American flag adds a touch of character. Planters with greenery enhance the inviting outdoor space.

Cottage in Union Pier

5 out of 5 average rating, 36 reviews

Charming Cottage - Hot Tub, Sauna, Large Yard

Cottage in Sawyer

5 out of 5 average rating, 10 reviews

Harbert Home With Private Pool and Hot Tub

Cottage in New Buffalo

4.96 out of 5 average rating, 114 reviews

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

A private multi-level deck features a heart-shaped hot tub and a small table set with two chairs. The surrounding natural setting includes lush evergreen trees, enhancing the secluded atmosphere.

Cottage in New Buffalo

4.95 out of 5 average rating, 166 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

4.89 out of 5 average rating, 228 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, 184 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, 192 reviews

Blueberry Fields/ House and Retreat

Top guest favorite

A private hot tub sits on a wooden deck, surrounded by lush greenery. Nearby, a cozy sitting area features Adirondack chairs and a hammock, creating a relaxing outdoor space. The setting is enhanced by sunlight filtering through the trees.

Cottage in Union Pier

4.95 out of 5 average rating, 84 reviews

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

Pet-friendly cottage rentals

Top guest favorite

The cottage is surrounded by vibrant autumn foliage, showcasing a blend of trees and greenery. A charming stone fireplace adorns the front of the house, with a welcoming porch that features white railings. Sunlight filters through the leaves, creating a warm and inviting atmosphere.

Cottage in Michigan City

5 out of 5 average rating, 27 reviews

Autumn getaway: Cozy cottage on private woodsy lot

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, 203 reviews

Northwind Llama retreat “Loft Cottage”

An open living space features a cozy area rug, with a large dog resting nearby. A white coffee table sits atop the rug, while a traditional-style fireplace adds character to the room. Light enters through multiple windows, enhancing the airy atmosphere.

Cottage in Benton Harbor

4.93 out of 5 average rating, 110 reviews

Lake Bluff cottage, Unforgettable view and sunsets

A spacious yard surrounded by trees displays a variety of autumn foliage. A small pink tree stands prominently in the center, with a generous blanket of fallen leaves covering the ground. The cottage is visible in the background, complemented by a cozy porch.

Cottage in Union Pier

4.81 out of 5 average rating, 242 reviews

The Koi Cottage - Union Pier- Dog Friendly!

Cottage in Dowagiac

4.86 out of 5 average rating, 107 reviews

Vintage Romance Finds Cozy Charm at Depot Cottage

An outdoor area features a circular table with six chairs arranged on a green lawn. A barbecue grill is positioned nearby, alongside a gravel border. Sunlight filters through trees in the background, highlighting the serene setting.

Cottage in Michigan City

4.82 out of 5 average rating, 157 reviews

DKM Cottage - 15 minute walk to Lake Michigan

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, 177 reviews

The Happy Cozy-Pets Welcome, Fire Pit, Privacy

A spacious screened porch features comfortable seating with wicker chairs and a light fixture. Natural light filters through large windows, offering views of the surrounding area. A small table with a lamp adds a welcoming touch to the inviting space.

Cottage in Grand Beach

4.78 out of 5 average rating, 18 reviews

Blocks To Beach Golf Tennis Park & Lake MI Sunsets

Private cottage rentals

Top guest favorite

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, 52 reviews

Family Friendly Private Beach Home New Carlisle

A cozy cottage exterior is framed by lush greenery, featuring a welcoming front porch. Two chairs are positioned on the porch, with colorful potted flowers on either side. Decorative elements include a nautical anchor on the wall and a well-maintained garden path leading to the entrance.

Cottage in Walkerton

4.89 out of 5 average rating, 35 reviews

Koontz Lake Indiana Cozy Cottage (Lakeview)

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, 78 reviews

BeachyBu 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 *5/1/26-10/12/26* 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

4.73 out of 5 average rating, 113 reviews

Bright Beach-Community/Winter Wonderland Cottage

A charming white cottage is framed by lush greenery, featuring a welcoming pathway lined with diverse plants. The entrance is accentuated by a screened door, and large windows invite natural light, creating a bright and airy atmosphere.

Cottage in Union Pier

4.84 out of 5 average rating, 51 reviews

Elephant Walk- Cottage 5

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

4.92 out of 5 average rating, 71 reviews

Beachwalk’s Cozy Cottage - Farmhouse decor

Top guest favorite

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

4.92 out of 5 average rating, 24 reviews

Charming Union Pier cottage in the woods

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