Cottage holiday rentals in South Haven

Cottage in Michiana Shores

4.98 out of 5 average rating, 152 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 scenic view of sand dunes leading to Lake Michigan is displayed, with tall grass swaying gently in the foreground. Text highlights features of The Blue Shore Cottage, emphasizing total sleep capacity, baby amenities, beach access, and kitchen provisions.

4.94 out of 5 average rating, 259 reviews

Lake Access|Spacious Cottage&Guest House|Sleeps 12

Spacious, stylish coastal cottage perfect for big families and group getaways (sleeps 12). Why you'll love staying here: *Lake Michigan Beach Access *Dune Trails at your doorstep *Perfect for Family (games, toys, pack & play, stroller, booster seat/high chair) *Spacious Kitchen+Dining for 12 *Bicycles Included for trails near by *Guest House ✨ Planning a bigger trip? Ask about our neighboring rental, Sunset Dune Cabin, available for additional space. Book at: airbnb.com/h/sunsetdunecabin.

4.99 out of 5 average rating, 119 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 Sawyer

The Cottage of Harbor Country - Close to it all!

Welcome to your very own Cottage in Harbor Country! The perfect weekend getaway from Chicago, our cottage is close to Warren Dunes and just a 15-20 minute walk to Lake Michigan. Renovated and beautifully appointed, it blends vintage charm with modern updates! Enjoy morning coffee on the new deck or screened-in porch, take a dip in the new hot tub, or cozy up next to the wood-burning fireplace. Enjoy the perfect place to relax, hike, go antiquing, wine-tasting, and make memories with loved ones!

An inviting outdoor space features a large deck with colorful chairs, a picnic table, and a grill. Surrounding greenery adds a natural touch, while a curved walkway leads to a bicycle rack. The area is designed for relaxation and enjoying time outdoors.

4.94 out of 5 average rating, 159 reviews

BLueVieWToo/STePS to The BeaCH/LaKE VieWS/Downtown

TOES IN THE SAND/STEPS TO THE BEACH/WATER VIEWS FROM THE DECK! Attractive 2 bedroom cottage (500 Sq. Ft.) located adjacent to Packard Park with it's sandy beach. Bring your flipflops and head to the water! Living space, 2 beds/1 full bath/a beautiful kitchen w/ Washer/Dryer. Large deck to sit and relax and watch the sunset. Wifi, TV, Beach chairs, umbrellas, toys, towels, BIKES included Come be at home with us! Not just a rental, this is a home! **ADJACENT 4 BED HOUSE ALSO AVAILABLE**

4.9 out of 5 average rating, 156 reviews

A wooden pathway leads to a cozy cottage nestled among vibrant autumn foliage. The cottage features a welcoming front door and decorative elements, creating an inviting transition from nature to the home.

Cottage in Holland

Cottage 5 min. To Saugatuck W/ Sauna + wood stove

Quiet and peaceful. The perfect place to escape to nature and serenity as you relax in front of the wood stove in our cozy cottage! under 3 minutes from Saugatuck Dunes State park, which leads to Lake Michigan (a 5 minute bike ride). 5 minutes from Downtown Saugatuck and all kinds of local shops, restaurants, and entertainment! 10-15 minutes from Holland for enjoying annual festivals such as Tulip Time or Girlfriends' weekend Downtown! Come get cozy and reset away from the hustle and bustle!

4.97 out of 5 average rating, 177 reviews

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

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!

4.87 out of 5 average rating, 208 reviews

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!

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.

4.93 out of 5 average rating, 115 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)

4.98 out of 5 average rating, 249 reviews

The cottage features a wooden exterior surrounded by lush greenery. In front, a wrap-around deck with seating overlooks a neatly maintained lawn and vibrant flower beds. Windows are adorned with blue curtains, inviting natural light into the space.

Cottage in Holland

Cozy Cottage Near Beach & Downtown -2Kings 1Queen

This cozy cottage is nestled in a wooded area close to Lake Macatawa & Lake Michigan. It’s just 2.6 miles to beautiful Ottawa Beach at Holland State Park. View the surrounding trees from the balconies & deck, play arcade games, pool, & foosball in the game room, or explore things to do nearby. You can go to the beach, shop, hike nature preserves, or just relax at home in the cottage. For shopping & dining, picturesque downtown Holland is just a 4.8 mile drive.

4.94 out of 5 average rating, 153 reviews

A charming cottage is set against a serene lakeside backdrop. A welcoming sign greets visitors, framed by lush greenery and flowering shrubs. A paved pathway leads to the entrance, with a white picket fence enhancing the cozy, inviting atmosphere.

Cottage in Paw Paw

Water's Edge Escape

Charming 1940’s lakeside cottage is cozy, updated & bright! Fish, swim, kayak or paddle board in spring fed waters. Our humble home has just enough room for you to steal away with those you love. Relax with two bedrooms and a sleeper sofa. Enjoy your morning coffee on the deck overlooking the lake, you may even catch a glimpse of a swan family or Blue Heron. Enjoy seasonal fruit farms, local wineries/breweries or explore nearby St. Joseph or South Haven!

4.95 out of 5 average rating, 232 reviews

The exterior of the cottage showcases a spacious deck adorned with colorful Adirondack chairs. Large glass doors reflect the surrounding greenery, while landscaped flower beds provide a vibrant touch. A gas grill is visible near the deck, enhancing the outdoor gathering space.

Cottage in Bangor

Van Auken Lake cottage rental

This cottage ambiance is quiet and relaxing. You have the option of relaxing on the deck, kayaking on the lake, or driving a short distance to Lake Michigan. You can sit by the fire and enjoy the night sounds, or relax inside with a book or play a game together. We have quiet when you want to relax and fun towns and beaches when you are ready for exploring. It offers you a comfortable visit to a great area of Michigan.

4.98 out of 5 average rating, 123 reviews

A cottage exterior is showcased with blue siding and a welcoming porch. Lush greenery and colorful flowers surround the home, adding to its appeal. Large windows offer ample natural light, while trees enhance the privacy of the property.

Cottage in Lakeside

Pebble Path Cottage - Less than a block to beach!

Charming vacation home in Harbor Country, only 75 miles from Chicago. The cottage is less than a block from a wide, sandy private association beach where you can walk for miles, swim, or relax on the shore. It is perfectly situated to visit local farm stands, wineries, breweries, restaurants, & state parks. No smoking and no pets, please. Checkout our sister cottage next door - Morning Dove Cottage

Popular amenities for cottage rentals in South Haven

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.97 out of 5 average rating, 139 reviews

An aerial view of the cottage is presented, surrounded by vibrant autumn foliage. A well-maintained path leads to the home, which is framed by trees showcasing hues of orange, red, and yellow. The outdoor seating area is visible, offering a cozy outdoor space.

Cottage in Fennville

Secluded dog-friendly cabin - hot tub & game room!

Superhost

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.

4.81 out of 5 average rating, 202 reviews

Beach Bliss | Pet Friendly W/Hot Tub Near Lake MI

4.82 out of 5 average rating, 191 reviews

A charming two-story cottage is surrounded by lush greenery and landscaped gardens. The entrance features a paved walkway leading to the door, lined with well-maintained shrubs and trees. A seating area includes an umbrella for shade, complementing the inviting outdoor space.

Cottage in Saugatuck

Singapore Stable hot tub walk to Saugatuck!

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.

4.9 out of 5 average rating, 236 reviews

Cottage near Hagar Beach Pet friendly with Hot tub

4.95 out of 5 average rating, 339 reviews

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

J’s Beach House: Hot Tub & short walk to beach!

4.97 out of 5 average rating, 232 reviews

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.

Cottage in Union Pier

Designer Cottage Relax Pool Beach & Spa—Windjammer

4.94 out of 5 average rating, 450 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

4.94 out of 5 average rating, 145 reviews

A charming cottage with a green exterior features a red door and large windows. Two bright red chairs are positioned on the front porch, surrounded by well-maintained landscaping and colorful flower beds. Tall trees provide shade, creating a peaceful outdoor setting.

Cottage in Saugatuck

Perfect vacation getaway Saugatuck CabernetCottage

Pet-friendly cottage rentals

4.73 out of 5 average rating, 214 reviews

Green Acres

4.93 out of 5 average rating, 101 reviews

Cottage in Decatur

Lakeside Getaway

4.87 out of 5 average rating, 120 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

4.98 out of 5 average rating, 219 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!

4.97 out of 5 average rating, 477 reviews

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

Twin Cottage B- Walk to Beach & Town!

Superhost

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

4.81 out of 5 average rating, 188 reviews

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

4.97 out of 5 average rating, 172 reviews

A screened porch features two colorful seating chairs, one in yellow and another in green. String lights hang above, casting a soft glow. Lush greenery is visible through the screens, creating a serene backdrop against the wooden frame of the porch.

Cottage in Saugatuck

Starry Night Cottage

4.9 out of 5 average rating, 190 reviews

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

Camp Wanderlust-Cozy lodge-20 minute walk to beach

Private cottage rentals

A vibrant placemat features a sunset scene of a sailing silhouette and a lighthouse. Accompanying it are crackers, slices of cheddar cheese, and salami, alongside a wine glass filled with dark liquid, creating an inviting setup for a casual meal.

4.88 out of 5 average rating, 82 reviews

South Haven Retreat -Experience South Haven

A welcoming living room features a comfortable sofa, armchairs, and an end table with a plant. Bright light filters in through a front door adorned with glass panels. Decorative wall art adds interest, and a ceiling fan enhances air circulation.

4.89 out of 5 average rating, 61 reviews

South Haven Casa Azul

A charming cottage is nestled among mature trees, featuring a classic white facade and a green roof. A spacious porch lined with windows invites natural light, while surrounding gardens and outdoor pathways enhance the serene environment.

4.94 out of 5 average rating, 47 reviews

Riverside Cottage

A wooden staircase winds down from the bluff, framed by lush greenery and blooming flowers. The serene blue waters of Lake Michigan stretch into the horizon under a cloudy sky, creating a calming natural landscape.

4.96 out of 5 average rating, 92 reviews

Lake Michigan Cottage With Private Beach Access

The exterior of a charming blue colonial-style house is displayed, featuring a landscaped front yard and a paved driveway. A garage is visible adjacent to the home, with trees providing shade in the background.

4.87 out of 5 average rating, 70 reviews

Sleeps 6! Walking distance to beach and town!

4.94 out of 5 average rating, 80 reviews

The exterior of the cozy a-frame cabin is surrounded by a spacious wooden deck adorned with a dining set and lounge chairs. Lush green trees frame the cabin, highlighting its charming architecture under a clear sky. A gravel pathway leads towards the entry, enhancing the outdoor experience.

Cottage in Bangor

Cozy Little Aframe

Superhost

The lodge features a spacious lakefront view with multiple decks and patio seating for outdoor relaxation. A sandy beach is visible in front, leading to calm waters. Surrounding greenery adds to the serene environment, while nearby recreational equipment hints at available activities.

Cottage in Decatur

4.85 out of 5 average rating, 95 reviews

Lakefront A-Frame - Beach, Fire Pit, SUP/Kayaks