Cottage holiday rentals in St. Joseph

4.94 out of 5 average rating, 217 reviews

A cozy living room is featured with a soft beige sofa and an armchair in navy blue. A light rug with earthy tones is placed under a white coffee table, which holds magazines. A fireplace is surrounded by decorative mirrors, enhancing the welcoming environment.

Cottage in Stevensville

Cheerful Stevensville cottage, GREAT LOCATION!

Right in the prettiest area of Stevensville, Glenlord Cottage is an ideal location for your Southwest Michigan stay. Down the road you will find Glenlord Beach Park, a beautiful Lake Michigan overlook. Around the corner, an award-winning bakery. In Stevensville with its variety of restaurants, beaches, and shops, Glenlord Cottage is also within easy reach of many SW Michigan attractions and is well placed for visits to wineries, golf courses, and downtown St. Joseph with its shops and festivals.

4.98 out of 5 average rating, 122 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!

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 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, 205 reviews

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

Escape to our charming 2BR cottage just a few miles from the pristine shores of Lake Michigan. Our cozy retreat is the perfect place to unwind and enjoy all the beauty and activities of the Michigan coastline. With two comfortable bedrooms and an extra sleeping mat, our cottage can accommodate up to 5 guests, making it perfect for families and weekend getaways with friends! We also welcome your furry friends with a per-stay fee of $65 (max-2), so feel free to bring them along for the adventure!

Superhost

Cottage in Stevensville

4.9 out of 5 average rating, 149 reviews

Escape to The Sunshine Cottage of Harbor Country!

Cozy up at The Sunshine Cottage of Harbor Country. Surrounded by award-winning beaches, state parks, wineries, and breweries this location boasts endless activities within a short walk, bike, and drive. With a large backyard and extended porch deck, the cottage offers outdoor fun and entertaining all summer long, or retreat for a cozy winter getaway. The cottage is in close proximity to Lake Michigan and Grand Mere State park - sand dunes, hiking trails, and nature adventures all seasons.

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, 255 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.

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, 239 reviews

Cottage near Hagar Beach Pet friendly with Hot tub

•Brand New Nordic Hot Tub• •September 2023 • Gather with family or meet with friends, there's plenty of room to stay the weekend. The inside of the home has refinished hardwood flooring throughout from the 1930's. The entire home is newly renovated giving it a classic Lake Michigan vibe. Only a few hundred feet from Lake Michigan's shoreline and one mile to pet friendly Hagar Park, there's a playground for the kids and plenty of beach to lay around on and enjoy with family and pet's.

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, 384 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!

4.97 out of 5 average rating, 179 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 Harbert

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!

4.96 out of 5 average rating, 133 reviews

A spacious cottage is surrounded by tall trees, offering shade and a relaxing environment. A large deck extends from the back, while a fire pit area with Adirondack chairs sits on the grassy lawn, inviting outdoor gatherings.

Cottage in Dowagiac

The Wildwood Cottage, private lake access

New for summer 2023, private lake access across the street on Little Crooked Lake! Peaceful, 2-bedroom cottage in the heart of Sister Lakes, Michigan. Fully renovated in 2021, this cottage features a large deck overlooking trees and a partial view of Little Crooked Lake. Eat-in kitchen, Weber charcoal grill, Adirondack chairs, and patio dining for 6. Walking distance to The Strand and Sister Lakes Brewing Company. 17 miles to Lake Michigan and 30 miles to Notre Dame.

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)

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, 345 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!

4.98 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 St. Joseph cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A bright living area is showcased, featuring a sectional sofa in a calming blue hue. A large coffee table is centered on a patterned rug. A colorful dining set and a vintage-style orange fireplace are visible, while natural light illuminates the room through large windows.

4.92 out of 5 average rating, 384 reviews

Mid Century Meets Rustic Charm

4.95 out of 5 average rating, 176 reviews

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

The Lemonade Cottage, New Buffalo. Walk to beach!

4.94 out of 5 average rating, 576 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

Cottage Escape cozy getaway for two, Clean, Quiet

The exterior of the lake house features a multi-level design with a spacious patio area, highlighted by a fire pit surrounded by stone borders. A hot tub sits nearby, and comfortable seating is arranged under a covered balcony. Lush greenery provides a serene backdrop.

4.98 out of 5 average rating, 100 reviews

Cheerful Sister Lakes 4 BDR Lake Hse w/ 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, 235 reviews

Designer Cottage Relax Pool Beach & Spa—Windjammer

4.94 out of 5 average rating, 452 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

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.

4.94 out of 5 average rating, 145 reviews

Perfect vacation getaway Saugatuck CabernetCottage

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.

4.95 out of 5 average rating, 215 reviews

Lake View Cottage

Pet-friendly cottage rentals

4.97 out of 5 average rating, 170 reviews

A bright and airy kitchen area features white cabinetry and ample counter space. Blue stools are positioned at the peninsula. Light wood ceiling adds warmth, while modern light fixtures illuminate the open space that leads to the living area with a couch and decorative rugs.

Cottage in Fennville

Freshly Renovated 1940s "Sunshine Park Cottage"

4.97 out of 5 average rating, 229 reviews

A contemporary living area features a brick accent wall with a fireplace, providing a cozy focal point. Blue accent chairs are positioned nearby, while a spacious gray sofa invites relaxation. A wooden coffee table sits centrally, and large windows offer views of the surrounding nature.

Cottage in Douglas

Mid-Century Modern Luxury Near Douglas Beach

4.96 out of 5 average rating, 68 reviews

Cottage in New Buffalo

Dog-Friendly Farmhouse | 1+Acre near Lake Michigan

4.93 out of 5 average rating, 101 reviews

Cottage in Decatur

Lakeside Getaway

A view from the cottage patio shows Adirondack chairs set on a wooden deck, surrounded by greenery and colorful flowers. In the background, Lake Kalamazoo is visible, along with a gazebo and a grassy area leading towards the water.

4.98 out of 5 average rating, 263 reviews

Dumela-Cozy Cottage w/ Views In Historic District

A spacious living area features a large grey sectional sofa arranged around a circular coffee table, with a cozy fireplace underneath a mounted television. Natural light floods the room through large windows, accentuating the minimalist decor and a calming atmosphere.

4.94 out of 5 average rating, 121 reviews

ManchesterByThe Lake, Artistic Lrg Cottage 4bd/3ba

4.87 out of 5 average rating, 122 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

4.97 out of 5 average rating, 481 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!

Private cottage rentals

A picnic table is shaded by a bright red umbrella, surrounded by vibrant flowers and lush greenery. The cottage, featuring a welcoming entrance, is partially visible in the background. Sunlight filters through the trees, creating a peaceful outdoor dining space.

4.92 out of 5 average rating, 91 reviews

Cozy. Clean. Perfect for couples & small families

4.96 out of 5 average rating, 94 reviews

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.

Cottage in South Haven

Lake Michigan Cottage With Private Beach Access

4.97 out of 5 average rating, 39 reviews

A comfortable living area is featured, showcasing two sofas adorned with blue and gray cushions. A sleek wall-mounted TV is positioned above a white brick fireplace, while natural light filters through multiple windows, illuminating the space. Decorative items are neatly arranged on a nearby shelf.

Cottage in Grand Beach

Cozy 2 bedroom cottage steps from Lake Michigan

Superhost

The exterior of the lodge features a distinct a-frame design with large windows, allowing for ample natural light. Multiple spacious decks are accessible, surrounded by greenery and flowers, enhancing the inviting appearance of the property.

Cottage in Decatur

4.86 out of 5 average rating, 98 reviews

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

5 out of 5 average rating, 9 reviews

Cottage in Sawyer

The Darling | Boutique Cottage Near Warren Dunes

5 out of 5 average rating, 46 reviews

Two inviting cottages are positioned side by side, each with illuminated windows revealing a warm interior. Outdoor seating for six is provided on the deck, alongside two umbrellas for shade. A welcoming pathway leads to the cottages, framed by landscaped greenery.

Cottage in South Haven

Park Cottage-Dog Welcoming-Close to Beach and Town

4.96 out of 5 average rating, 50 reviews

Secret Garden Cottage

An outdoor gathering area is surrounded by tall trees, with a firepit at the center. Bright string lights hang above, creating a cozy ambiance. Colorful Adirondack chairs are positioned around the fire, and a stack of firewood is neatly arranged nearby.