Cottage holiday rentals in Sawyer

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.

4.99 out of 5 average rating, 112 reviews

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!

4.82 out of 5 average rating, 197 reviews

Cottage in Three Oaks

Hot Tub • Sauna • Fireplace | Cozy Winter Retreat

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.

4.89 out of 5 average rating, 180 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.

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, 248 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.

4.91 out of 5 average rating, 265 reviews

Cozy Sawyer Beach Cottage walk to Warren Dunes

Beautiful renovated beach cottage on a quiet tree-lined street. Private comfortable home perfect for a winter weekend away! Enjoy the best of Pure Michigan, 2 mi from Sawyer & 0.5 mi to Warren Dunes State Park. Plenty of outdoor space to play, skylights to soak up the natural light and central to wineries, restaurants and the Dunes. Grab local farm fresh produce, s’mores for the firepit and a local natural wine to sip as you watch the sun set from the huge back deck and large backyard.

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, 374 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!

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.

4.97 out of 5 average rating, 150 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 living area is highlighted by wooden beams and natural light. A comfortable sofa and armchairs arrange around a round coffee table. A striking wall art piece features a deer, while large glass doors provide views of the outdoors.

4.97 out of 5 average rating, 170 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 spacious wooden deck includes a hot tub surrounded by lush greenery, providing a serene outdoor setting. A white dining table with chairs allows for meals outside, while a large blue umbrella offers shade. The scene is complemented by a simple decorative plant centerpiece.

4.99 out of 5 average rating, 118 reviews

The Dacha • Hot Tub, Family-and-Dog-Friendly House

A four-minute walk to town and a quick drive to everything Harbor Country has to offer! "Dacha" is the Ukrainian word for a country house where the whole family gathers. Relax in a hot tub facing the woods, watch your kids play from the deck, enjoy coffee and sunrise on the front porch, have a glass of wine on the screened-in back porch, roast s’mores at the fire pit, read quietly in one of our reading nooks - these are only some of your options when you stay at The Dacha.

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, 332 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!

A charming farmhouse is surrounded by blooming pink magnolia trees, creating a serene setting. Two large windows are visible on the upper level, complemented by decorative latticework on the side. A vintage wheel and garden furniture hint at the inviting outdoor space.

4.93 out of 5 average rating, 268 reviews

Northwind Llama retreat “Chicken coop”

Tucked away on a peaceful working llama retreat—voted the #3 stay in the state of Michigan—this charming efficiency suite offers a cozy retreat surrounded by nature. The thoughtfully designed space features ample seating for relaxing after a day outdoors with a convenient kitchenette. Step outside to not one, but two private gardens. A truly unique and tranquil getaway that blends comfort with award-winning countryside charm.

An inviting living area features a plush blue sectional sofa with light-colored cushions. Natural light fills the space, highlighting a cozy rug beneath. In the background, an open layout leads to a bright dining area and a well-equipped kitchen, adorned with vintage decor.

4.9 out of 5 average rating, 457 reviews

Sweet Valentine Getaway—Harbor Country Cottage

Doze off in a rainbow hammock in a breezy screened porch. There's a timeless cottage feel among the timber floors, whitewashed rafters, and homespun throws. Books and music galore, including a record collection and vintage Dylan poster. ALSO: please see Cottage Coronavirus Protocol for guest peace of mind. AND: 300 mbps WIFI.

Popular amenities for cottage rentals in Sawyer

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.88 out of 5 average rating, 132 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

A spacious living area features wooden ceilings and large windows, allowing natural light to fill the room. Comfortable sofas surround a sleek coffee table, complemented by accent chairs. An open layout connects to the kitchen, creating a seamless flow between spaces.

4.97 out of 5 average rating, 36 reviews

Hot Tub, Fire Pit | Jungle Gym | Near Warren Dunes

A spacious outdoor area is depicted, featuring multiple wooden lounge chairs arranged around a stone fire pit. Potted plants add greenery, while the house's large windows provide a glimpse of the interior. Trees surround the patio, enhancing the privacy of this inviting outdoor space.

5 out of 5 average rating, 44 reviews

Charming Cottage - Hot Tub, Sauna, Large Yard

4.95 out of 5 average rating, 170 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!

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.

4.8 out of 5 average rating, 194 reviews

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

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, 232 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.

4.86 out of 5 average rating, 198 reviews

Hot tub! Red Tin Cottage of Harbor Country!

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, 230 reviews

Designer Cottage Relax Pool Beach & Spa—Windjammer

Pet-friendly cottage rentals

The exterior of the cottage is presented, showcasing a spacious screened-in porch framed by greenery. The flat roofline and large windows invite natural light, while a neatly landscaped area with a stone border enhances the tranquil setting. Lush grass complements the peaceful environment.

4.96 out of 5 average rating, 82 reviews

Rosie’s Cottage close to Warren Dunes (w pool)

4.94 out of 5 average rating, 16 reviews

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

Pontoon Included *5/1/26-10/12/26* MI Getaway

4.93 out of 5 average rating, 101 reviews

Cottage in Decatur

Lakeside Getaway

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!

4.87 out of 5 average rating, 114 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, 214 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!

A cozy living area features two gray sofas adorned with decorative cushions. A coffee table sits in the center, complemented by a shelf displaying various decorative items. Natural light enters through two windows, flanked by soft gray curtains.

4.96 out of 5 average rating, 45 reviews

Nauti Cottage-Minutes from St Joe-Dog Friendly

4.97 out of 5 average rating, 476 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

4.92 out of 5 average rating, 90 reviews

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.

Cottage in Coloma

Cozy. Clean. Great for couples & small families

4.92 out of 5 average rating, 38 reviews

A cozy living area features two gray sofas positioned to face a large window, allowing natural light to illuminate the space. A wooden side table holds decorative items. Bookshelves line the wall, filled with various books, creating a welcoming atmosphere.

Cottage in Michigan City

Cozy cottage on Blueberry Hill with pond view

4.87 out of 5 average rating, 45 reviews

An aerial view showcases multiple blue cottages surrounded by greenery, with a private deck visible in the foreground. The bright yellow door adds a cheerful accent to one of the cottages, framed by vibrant flowers. Two serene pergolas with swings offer pleasant outdoor seating options.

Cottage in Coloma

Herons Nest Cottage - #4 Paw Paw Lake | LakeAccess

4.95 out of 5 average rating, 62 reviews

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

Modern Michigan Cottage

An outdoor seating area is surrounded by lush greenery, featuring a covered patio with comfortable chairs and vibrant flower pots. A grill is positioned nearby on a concrete slab, offering a space for outdoor cooking and dining amidst nature.

5 out of 5 average rating, 33 reviews

Cottage Getaway near Dunes & Lake MI w/Fire Pit

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.

4.93 out of 5 average rating, 27 reviews

Charming Union Pier cottage in the woods

4.86 out of 5 average rating, 88 reviews

A single-story cottage features a welcoming front deck, adorned with a bright red umbrella over outdoor seating. Lush green grass surrounds the home, framed by trees in the background, creating a serene outdoor setting for relaxation.

Cottage in Coloma

Cozy Chic Farmhouse|Near Beach and Wine Trail