Cottage holiday rentals in Sawyer

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Top-rated cottage rentals in Sawyer

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Top Guest favourite
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
4.99 out of 5 average rating, 117 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!

Top Guest favourite
The screened-in porch is visible, surrounded by tall grasses that add a natural element. Soft ambient lighting is seen, enhancing the inviting space within. The porch features large screens, allowing views of outdoor greenery and tree silhouettes in the background.
Cottage in Union Pier
4.98 out of 5 average rating, 298 reviews

B's Retreat: Hot Tub & 10-min walk to Beach!

B's Retreat is a 1940's 700 sq ft cottage on a quiet dead-end street. It is 1 block from downtown UP! B's is sandwiched between rentals and vacation homes, so perfect for a family of 4 or 1-2 couples/friends looking to unwind. B's best attributes are the vaulted ceilings, wide-plank pine floors, bonus kids loft, hot tub, fire pit & the 23-foot wide screened in porch! B's is a .4-mile / 10-minute walk down Townline Rd. to the public beach. Parking is available at beach for early birds!

Top Guest favourite
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, 287 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.

Top Guest favourite
A spacious screened porch features comfortable seating options arranged on a patterned rug. Ambient lighting creates a cozy atmosphere, with views of the surrounding greenery through the large windows. A ceiling fan hangs above, providing a refreshing breeze in this inviting outdoor space.
Cottage in Sawyer
4.97 out of 5 average rating, 128 reviews

Dune Escape to the Lake Michigan lakeshore!

A beautifully renovated 1920’s farm house located on a quiet dead end street in the heart of southwest Michigan’s wine country and just outside of Warren Dunes State Park. Nearby you will find wineries, microbreweries and restaurants. Warren Dunes State park offers 3 miles of picturesque Lake Michigan beach with 6 miles of hiking trails winding through beautiful dune woodland, located just 2 minutes from the house. Come explore small town charm or have a quiet visit catching up with friends.

Top Guest favourite
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, 249 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 favourite
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, 378 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 favourite
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, 151 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.

Guest favourite
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
4.97 out of 5 average rating, 174 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!

Superhost
Cottage in Three Oaks
4.82 out of 5 average rating, 201 reviews

Hot Tub • Sauna • Billiards | Stay & Play!

Wanna Play?? You name the game & we probably have it! Outdoor fun includes Pickleball & Volleyball nets, Putting Green, corn hole and even cruiser bikes. Indoor fun incl. BILLIARDS & table tennis, complete poker set & board games galore! If you prefer to take it easy you can relax in our YEAR-ROUND hot tub, cozy up by the gas fireplace or the outdoor fire pit, unwind in the indoor SAUNA or stroll to nearby Harbert Beach. Whatever your choice, THIS is the place to STAY & PLAY!

Guest favourite
Cottage in Sawyer
4.91 out of 5 average rating, 269 reviews

Cozy Sawyer Beach Cottage- Walk to Warren Dunes

Beautiful renovated beach cottage on a quiet tree-lined street. Private comfortable home perfect to stay home and chill, or centrally located to enjoy the best of Pure Michigan! 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. 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.

Top Guest favourite
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
4.97 out of 5 average rating, 232 reviews

Designer Cottage Relax Pool Beach & Spa—Windjammer

Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, community pool, private hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax and unwind in this luxurious updated getaway with plenty of sun filled space for all to enjoy year-round. Professional Wolf stove for the chefs. Book your stay today! Create lasting memories!

Top Guest favourite
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.
Cottage in Sawyer
4.99 out of 5 average rating, 124 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.

Popular amenities for Sawyer cottage rentals

When is the best time to visit Sawyer?

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Quick stats about cottage rentals in Sawyer

  • Total holiday rentals

    Explore 30 holiday rentals in Sawyer

  • Nightly prices starting at

    Sawyer holiday rentals start at $128 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Sawyer holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sawyer rentals

  • 4.9 Average rating

    Sawyer stays are highly rated by guests—averaging 4.9 out of 5!

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