Cottage holiday rentals in Dowagiac

4.93 out of 5 average rating, 192 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.

4.81 out of 5 average rating, 278 reviews

A cozy cottage is depicted, featuring a welcoming front deck with seating under a shade structure. Stairs lead from the yard to the entrance. Lush greenery frames the property, and the nearby rocky pathway provides access to the water, enhancing the outdoor space.

Cottage in Middlebury

Stone Lake Cottage Middlebury IN Boat Fish getaway

Located on beautiful Stone lake in Middlebury, IN. Crafts Amish antique auction fish swim lake relaxing. Bedding, towels, and personals/toiletries are provided. 2 queens, 1 twin, 2 double beds. Includes 3 BR/4 baths (detached 3rd BR CLOSED in winter), room for 6-8, AC, Smart TV, streaming services , WiFi, fireplace, lake, pier, kayak, paddle boat, grill, fire pit, dishwasher, toys for swimming, fishing, and 5 miles from Shipshewana/Middlebury. Min primary guest age is 21. Motel hotel

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.

4.99 out of 5 average rating, 275 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.

4.83 out of 5 average rating, 187 reviews

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

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

4.86 out of 5 average rating, 108 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

Convenience and luxury combine in this imaginative and engaging Cottage just steps away from the Historic Train Station in this Charming All-American town. Our Vintage Travel/Train themed Cottage has family friendly features, like a children's train playroom, working model trains, stocked kitchen, and a spacious enclosed backyard for four legged babies. With romantic features like a beautiful vintage soaking tub and 100% linen bedsheets we fit any vacation requirement. Walkable to all needs.

4.81 out of 5 average rating, 113 reviews

A serene waterfront view is presented, featuring a calm lake with a shimmering surface reflecting sunlight. A wooden deck with seating is situated beside the water, complemented by a fire pit and a small dock extending into the lake.

Cottage in Lawton

Lake house in Lawton

Welcome to Bankson Lake! The water/fishing is great and the wineries are nearby! Try our cozy 3 bed, 2.5 bath home complete with amazing waterfront views and a fire pit down by the water; easily sleeps 9+. There are great wineries, breweries, and apple orchards close by and we're only 2 hours from Chicago. There's a row boat, 2 kayaks, and paddle board available. We have min 6 night stay for summer months that is strict unless dates are <3 wks out. Feel free to reach out with any questions!

4.89 out of 5 average rating, 228 reviews

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

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.

4.95 out of 5 average rating, 708 reviews

Sunlight filters through trees, casting gentle shadows across the lush lawn. A serene lake reflects the sky, with a canoe and dock visible in the distance. A swing set and seating area are positioned to enjoy the tranquil views.

Cottage in Howe

Cozy Nest - Lakefront, Dock, Kayaks, Pet Friendly

The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. Enjoy the stunning view while your cares melt away in the hot tub. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are two bicycles available for exploring the surrounding countryside as well as a canoe, 3 kayaks, and paddle boat to use on the water. Shipshewana is a quick 15-mile drive away through beautiful Amish countryside.

4.88 out of 5 average rating, 131 reviews

The exterior of the cottage is shown, featuring a yellow siding with large windows that provide ample natural light. A small wooden deck is visible in front, furnished with a grill and seating. Well-maintained green shrubs and grass surround the property.

Cottage in Decatur

Charming Cottage on the Lake

This charming family cottage on beautiful Lake of the Woods is a perfect, Pure Michigan getaway — summer, fall, winter or spring. With bright, light-filled rooms, original hardwood floors and updated bedrooms and bath, all views point to the beautiful lakefront with 180-degree views. Enjoy the hot tub in the cooler months or the shared pier and swimming in the warmer months. No matter how you spend your time here, you will leave refreshed and recharged at this peaceful family respite.

4.97 out of 5 average rating, 162 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!

4.86 out of 5 average rating, 189 reviews

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

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!

4.96 out of 5 average rating, 130 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.

Popular amenities for Dowagiac cottage rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

5 out of 5 average rating, 11 reviews

A private heated pool is surrounded by a spacious deck shaded by lush trees. A hot tub is positioned nearby on the deck, complementing a rustic cabin with a blue metal roof. Outdoor furniture provides a comfortable space for relaxation.

Cottage in Sawyer

Harbert Home With Private Pool and 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.

4.95 out of 5 average rating, 168 reviews

The Lemonade Cottage, New Buffalo. Walk to beach!

A spacious deck with metal furniture is surrounded by tall trees and lush greenery. A nearby screen porch offers a view of the natural setting, creating an inviting atmosphere for relaxation outdoors.

4.97 out of 5 average rating, 268 reviews

Harbor Country Michigan Hide-Away

4.81 out of 5 average rating, 185 reviews

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.

Cottage in Benton Harbor

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

4.94 out of 5 average rating, 360 reviews

A hot tub bubbles gently on a spacious deck, framed by lush greenery. Comfortable seating arrangements, including a hanging chair and dining area, are positioned to enjoy views of the lake. String lights add a touch of ambiance against the clear sky.

Cottage in Wawaka

Cozy Lakefront Tiny Home w/ Hot Tub

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, 329 reviews

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

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.

4.96 out of 5 average rating, 225 reviews

Designer Cottage Relax Pool Beach & Spa—Windjammer

4.99 out of 5 average rating, 75 reviews

An outdoor seating area features light-colored cushioned chairs arranged around a fire table. A hot tub is visible nearby, with the cottage in the background. The scene is framed by tall trees, and the lake can be seen reflecting the colors of the sunset.

Cottage in Delton

Lakefront Cottage w/view, Hot Tub, kayaks, fishing

Pet-friendly cottage rentals

4.87 out of 5 average rating, 206 reviews

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

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.

4.81 out of 5 average rating, 242 reviews

The Koi Cottage - Union Pier- Dog Friendly!

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.

4.98 out of 5 average rating, 211 reviews

New Buffalo retreat - Perfect year-round getaway!

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, 238 reviews

"The Pines" in Union Pier: Year-round getaway

4.93 out of 5 average rating, 181 reviews

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

The Happy Cozy-Pets Welcome, Fire Pit, Privacy

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.

4.89 out of 5 average rating, 167 reviews

Camp Wanderlust-Cozy lodge-20 minute walk to beach

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.

4.94 out of 5 average rating, 413 reviews

Twin Cottage A- Walk to Beach & Town!

4.86 out of 5 average rating, 335 reviews

A dining room is revealed through an archway, featuring a wooden table surrounded by six chairs. Light enters from large sliding glass doors, leading to the outdoor area. Original wooden accents and a ceiling fan contribute to the room's character and charm.

Cottage in Three Oaks

Cottage with Character

Private cottage rentals

4.86 out of 5 average rating, 49 reviews

A serene view of the St. Joseph River is presented, framed by lush greenery and blue skies. Two wooden adirondack chairs are positioned on a deck, inviting relaxation while overlooking the water. Natural light enhances the peaceful atmosphere, reflecting off the gentle ripples.

Cottage in Constantine

Cozy Riverside Cottage Retreat

4.92 out of 5 average rating, 89 reviews

Cottage in Coloma

Cozy. Clean. Close to fall colors

4.94 out of 5 average rating, 79 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

4.95 out of 5 average rating, 65 reviews

The cottage exterior features a spacious deck with outdoor seating, complemented by colorful umbrellas. A gas grill is situated beside the deck, and several water sports equipment items are arranged on the grass, indicating activities available for guests.

Cottage in Niles

Barron Lake front Cottage. Notre Dame Nearby!

4.99 out of 5 average rating, 87 reviews

A deck overlooking a serene lake is furnished with a glass table featuring a potted plant with colorful flowers. Lush greenery surrounds the water, while a kayak is visible in the background, enhancing the tranquil outdoor setting.

Cottage in Paw Paw

Romantic 1 BR Lakeside Cottage w/ KING BED

4.87 out of 5 average rating, 86 reviews

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

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

4.81 out of 5 average rating, 88 reviews

A serene view of Shipshewana Lake at sunset is captured, with soft hues reflecting on the water. Grassy areas are visible alongside a wooden pathway leading to the lake. A white fence frames the scene, contributing to the tranquil lakeside atmosphere.

Cottage in Shipshewana

Sunset View Lake Cottage