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Places to stay near Whistling Straits Golf Course

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Top-rated holiday rentals near Whistling Straits Golf Course

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A serene lakeshore scene is captured at sunset, with the sun dipping below the horizon, casting warm hues across the sky. Gentle waves are visible in the foreground, while smooth stones line the water's edge.
Guest house in Oostburg

Beach House

This guesthouse is detached from the main house, comes with garage parking and has all the amenities you need including a wood-burning fire place! Towels, bath tissue, soaps & travel items. AC Window Unit. Kitchen includes pots/pans, dishes, mugs/glasses, coffee pot, toaster & microwave. Paper goods. New appliances/new water heater in 2020. Stairs to the apartment are on the northeast corner of the garage. The beach is steps away with a fire pit, boat house lounge, kayaks, beach toys & bicycles.

4.92 out of 5 average rating, 426 reviews
Top guest favourite
The A-frame cabin is framed by lush greenery and colorful landscaping. A welcoming pathway leads to the entrance, featuring a spacious deck. The cabin's dark exterior contrasts with the surrounding trees, creating a serene and private atmosphere.
Cabin in Elkhart Lake

Elkhart A-Frame, Wooded Retreat near Road America

The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

4.99 out of 5 average rating, 364 reviews
Top guest favourite
A well-lit bedroom features a spacious bed with a dark headboard and light bedding. Two bedside lamps illuminate the room, complemented by natural light from the two windows. A wall-mounted television adds functionality, while a piece of art decorates one wall, enhancing the inviting ambiance.
Flat in Sheboygan

Modern Upstairs Apt - Steps from Lake Michigan

Have you ever wondered what Lake Life is like? Here is your chance! This is 1 of 2 AirBnB units in this cute duplex Come stay in this beautiful upper apartment located just one block from Lake Michigan. Take a quick walk to the lake in the morning to jump on your fishing boat or take the family to the beach in the afternoon! Located close to shopping and many local bars and restaurants within walking distance. You'll find relaxation and a great time here at the heart of Sheboygan's Shoreline!

4.99 out of 5 average rating, 275 reviews
Guest favourite
A spacious living room features a stone fireplace and large windows allowing natural light. Comfortable seating arrangements include plush chairs and a patterned area rug, creating a cozy atmosphere. Wood accents and soft colors enhance the open feel of the space.
Home in Two Rivers

Beach Haven, on Lake Michigan.

Incredible view of Lake Michigan from every room. Public beach across the street. No other place like this. Spectacular sunrises. Spacious living room and dining room, smart TV, kitchen and half bath on first floor. Three bedrooms and full bath on second floor. Pinball machine and music collection in basement. Bike paths, quaint downtown, restaurants within blocks. Easy drive to Lambeau Field, Whistling Straights, and Door County. Awaken to the sound of surf and gulls. Relax at Beach Haven.

4.94 out of 5 average rating, 327 reviews
Top guest favourite
A bright living area showcases a spacious dining table with place settings, and a cozy red armchair positioned nearby. Large sliding doors reveal an inviting patio space, while a television stands against the wall opposite, enhancing the relaxing atmosphere.
Home in Sheboygan

Relaxing Sheboygan/Kohler Getaway

Newly remodeled townhouse with all the comforts to make you feel at home in quiet neighborhood, boasting a spacious backyard w/patio, fire pit & free parking. Amenities include well-equipped kitchen, 2 BR & 2 BA, washer/dryer, wi-fi, & smart TV. Conveniently located within minutes to Village of Kohler, Downtown Sheboygan & Lakefront, Black Wolf Run, Whistling Straits (14 min), Road America (18 min), Kohler-Andrae State Park (16 min), grocery stores, restaurants, shopping & local entertainment.

4.96 out of 5 average rating, 125 reviews
Top guest favourite
A cozy living area is filled with neutral-toned furniture, including a large sofa, accent chairs, and a circular coffee table. Natural light filters in through large windows, highlighting the wooden floors and a decorative area rug beneath. Soft green accents are present in the lamps and curtains.
Home in Sheboygan

House Near the Lake

Get out and enjoy nature, then return to a quiet mix of modern and retro in this family home only a block away from Lake Michigan. There are three parks and two beaches within a mile, as well as Terry Andrae State Park about 10 minutes away. If the outdoors aren't your thing, downtown Sheboygan hosts the Kohler Art Center, The Weil Center, Blue Harbor, and the Children's Museum, with Road America only 30 minutes away. Located between Milwaukee and Green Bay, this home has all the conveniences.

4.98 out of 5 average rating, 165 reviews
Guest favourite
Castle in Cleveland

Stay in a Real Castle on a Vineyard

Stay at one of the most Wishlisted Airbnbs in the world — a castle on a vineyard. Featured in Men’s Journal and on the cover of Haven magazine, The Castle Vineyard is a 20-acre estate built for unforgettable stays. 🍇 Vineyard estate with spa, sauna & wildlife views 🎬 Theater, arcade, PS5 & golf simulator 🍽️ Chef’s kitchen with Viking appliances 🔥 Fire pit, patio & hot tub 🏰 “Felt like royalty… every detail was magical.” 🎉 Entire estate is yours. Ask about our exclusive Tasting Room.

4.99 out of 5 average rating, 178 reviews
Top guest favourite
Home in Sheboygan

LUXE Manor With Modern, Elegant Vibes - 4,500 Sq

Modern chic blends with classic sophistication in this late 1800s Historic Manor, The Herman Hayssen House. Enjoy 4,500 sq ft of elegance and character that adorns this well-appointed home. Complete with 4 bedrooms, 3 full baths, and 1 half bath, many different areas for entertaining, both inside and out. The neighborhood is of the most elite in Sheboygan, situated between the lakefront and downtown and is a short drive to Whistling Straights and within an hour of Milwaukee and Green Bay.

4.97 out of 5 average rating, 248 reviews
Top guest favourite
An aerial view of a spacious home is surrounded by mature trees, showcasing a private sandy beach alongside Lake Michigan. The property features a pathway leading to the house, emphasizing its secluded setting amid natural greenery.
Home in Oostburg

Lake Michigan Beach Home by Frank Lloyd Wright pro

Beautiful view and sand beach on Lake Michigan, completely private, surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room, and living room entertainment space, den with a see-through log-fired fireplace, screened-in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and a row boat are available for the boating enthusiast, with life jackets and other floating devices.

4.96 out of 5 average rating, 183 reviews
Top guest favourite
A well-lit living area features a neutral-colored sofa adorned with a soft throw. A glass coffee table sits on a patterned rug, complemented by a wicker basket. Natural light filters through the window, illuminating the space and the nearby armchair.
Flat in Sheboygan

Lovely modern two bedroom home with fire pit

Newly renovated two bedroom home just a mile from the beach and five star restaurants. Enjoy a game of golf at world class Whistling Straight. Car enthusiasts will love Elkhart Lake Road America. Salmon fishing the Great Lake Michigan or just have a relaxing time around the fire pit. There is a laundry with washer/dryer, steamer and folding table. Dogs under 30 pounds. No cats sorry. No smoking in the house. Ample street parking at the front door. Fire pit in back yard.

4.98 out of 5 average rating, 218 reviews
Guest favourite
A comfortable living area features a sectional sofa in a soft grey hue, a rustic wooden coffee table, and natural light streaming through large windows. Unique décor includes a vintage style chair and a wall-mounted shelf with plants and books.
Flat in Sheboygan

Cozy Sheboygan Upper

We began caring for this home and property in 2018, and this 1870's home needed some love. We have been steadily remodeling since we moved in and it's starting to feel pretty great. We're excited to share it and the neighborhood with you. We are two blocks west of North Beach/Deland Park, 4 blocks to the river front boardwalk, home to many restaurants, cafe's, and shops. We are also four quick blocks to downtown which hosts many more restaurants, shops, museums and parks.

4.93 out of 5 average rating, 594 reviews
Top guest favourite
A spacious living area is highlighted by large windows allowing natural light to fill the room. Comfortable seating includes a sectional sofa and two armchairs, arranged around a stylish fireplace with intricate tile work. Light-colored curtains complement the modern decor.
Home in Sheboygan

The Suncatcher -Steps from Lake - Fenced Yard

Welcome to the Suncatcher. Our cozy and bright Midwest retreat just a block away from Lake Michigan . Step into our lovingly remodeled 1930's home where modern comfort meets timeless charm. As you enter you will be greeted by the inviting warmth of exposed brick walls and abundance of natural light that fill every corner. With three bedrooms and two bathrooms, our spacious retreat is perfect for families, friends, or golf enthusiasts seeking a relaxing getaway.

4.99 out of 5 average rating, 102 reviews

Popular amenities for holiday rentals near Whistling Straits Golf Course

KitchenWifiPoolFree parking on premisesAir conditioning

Apartment rentals with wifi

Top guest favourite
A cozy living area features a light beige sofa paired with a stylish accent chair in green. A wooden coffee table sits on a textured area rug, while large sliding doors let in natural light and provide views of the outdoor space.
Apartment in Sheboygan

Beachside Condo Downtown with Lake Michigan Views

4.96 out of 5 average rating, 198 reviews
Top guest favourite
A view from the open door showcases a spacious deck leading to a grassy area with trees. Beyond the greenery, the blue waters of Lake Michigan are visible, capturing a serene outdoor scene.
Apartment in Sheboygan

Beachside Lake View - 2br - First Floor - Garage

4.88 out of 5 average rating, 217 reviews
Top guest favourite
Apartment in Sheboygan

Riverfront Condo Steps to Dining & Lake Michigan

5.0 out of 5 average rating, 16 reviews
Guest favourite
The waterfront view captures the inviting exterior of the condo building with boats docked along the river. A spacious patio area is visible, offering access to the water. The surrounding landscape features manicured lawns and walkways, enhancing the serene riverfront setting.
Apartment in Sheboygan

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

4.9 out of 5 average rating, 82 reviews
Top guest favourite
A serene view from the second-story balcony overlooks the sandy beach and expansive lake. Soft waves lap at the shore under a cloudy sky, with a faint rainbow visible in the distance, creating a tranquil atmosphere for relaxation.
Apartment in Sheboygan

Amazing views beach condo for 12: 4 bdrm, 3 bath

4.97 out of 5 average rating, 97 reviews
Top guest favourite
An outdoor balcony features a wooden table with colorful place settings and a small planter. Comfortable seating is provided by woven chairs and a red cushioned chair. A decorative privacy screen and clear blue skies create a warm and inviting outdoor space.
Apartment in Sheboygan

Welcome to our Cozy Lake Condo!

5.0 out of 5 average rating, 17 reviews
Guest favourite
The spacious living area features a comfortable light-colored sofa adorned with decorative pillows. A cozy rug covers the wooden floor, while a small coffee table sits in front. Soft lighting is provided by a lamp, and a coastal artwork is displayed on the wall.
Apartment in Sheboygan

Sheboygan Sunrise Beach Stay

4.91 out of 5 average rating, 34 reviews
Superhost
Apartment in Sheboygan

The Lakeside Duo | Side-By-Side Beachfront Condos

5.0 out of 5 average rating, 3 reviews

Family-friendly house rentals

Top guest favourite
A single-story house with a neatly maintained lawn and vibrant flower beds welcomes visitors. An American flag is displayed at the entrance. The driveway leads to a garage on the left side of the house, and ample green space surrounds the property.
Home in Howards Grove

Spacious lower level priv entrance no cleaning fee

4.96 out of 5 average rating, 209 reviews
Top guest favourite
The exterior of a charming house is depicted, showcasing a welcoming front porch with steps leading up. The porch features a small seating area and decorative plants, while lush green grass frames the path, adding to the inviting ambiance.
Home in Sheboygan

Logan's Guest Nest

4.97 out of 5 average rating, 243 reviews
Top guest favourite
A rustic modern home is showcased, featuring a spacious wraparound deck surrounded by lush greenery. An inviting hot tub glistens in the sun, and an arcade room with various games is displayed, offering entertainment options for guests.
Home in Elkhart Lake

The LODGE in Elkhart Lake. —-Hot Tub & Arcade—-

4.93 out of 5 average rating, 301 reviews
Guest favourite
The kitchen features a spacious granite countertop and a black sink, highlighted by wooden cabinetry. A large window allows natural light to fill the room, showcasing scenic outdoor views. Colorful yellow chairs and a small table create a cozy seating area nearby.
Home in Sheboygan

Lakefront Charmer, cheerful decor gorgeous garden

4.96 out of 5 average rating, 145 reviews
Guest favourite
The image captures a scenic view from the deck, showcasing a lush green backyard leading to the shoreline of Lake Michigan. A fire pit is visible on the grass, and white planters frame the deck, while the sky displays a soft gray hue.
Home in Sheboygan

Stylish Getaway | Cozy Vibes | Perfect Girls Trip

4.94 out of 5 average rating, 224 reviews
Top guest favourite
A spacious guest home is set against a backdrop of tall trees, positioned near a sandy beach. The exterior features a covered porch and two lounge chairs, inviting relaxation while enjoying the serene landscape.
Home in Oostburg

Shamba on the Lake, Oostburg, WI

4.96 out of 5 average rating, 216 reviews
Top guest favourite
The kitchen features dark cabinetry with artistic landscape designs and a large white countertop island. Stainless steel appliances include a stove and dishwasher, while a coffee maker is positioned on the counter. Natural light enters through a nearby doorway, illuminating the warm wood tones of the floor.
Home in Plymouth

The 2400 sq ft Plymouth Paddock near Road America!

4.97 out of 5 average rating, 207 reviews
Top guest favourite
A cozy two-story home nestled among tall trees, featuring a spacious front porch and a gravel driveway leading to a two-car garage. Lush greenery surrounds the property, providing a serene and inviting woodland atmosphere.
Home in Sheboygan

Woodland Creek Retreat: explore & relax!

5.0 out of 5 average rating, 250 reviews

Apartment rentals with air conditioning

Top guest favourite
A neatly arranged countertop displays a candle labeled 'Blush Floral' alongside a clear vase filled with fresh red roses. A sleek soap dispenser, marked 'Church Street Hand Soap,' sits prominently, enhancing the serene ambiance of the space.
Flat in Kohler

Church Street Romance & Retreats-Village of Kohler

5.0 out of 5 average rating, 227 reviews
Guest favourite
A fully equipped kitchen is featured, showcasing dark wooden cabinetry and stainless steel appliances. A round wooden dining table with four matching chairs is positioned nearby. Natural light filters through a window adorned with light curtains, illuminating the warm tones of the flooring.
Flat in Sheboygan

Fully Loaded and Clean! King

4.84 out of 5 average rating, 100 reviews
Guest favourite
A compact kitchen area showcases modern cabinetry and essential appliances, including a refrigerator and a stove. A small counter with two stools provides a space for dining or working, accented by natural light filtering through a window. Decorative elements enhance the inviting atmosphere.
Flat in Sheboygan

Sheboygan Surf House - Jetties

4.84 out of 5 average rating, 261 reviews
Guest favourite
A cozy living room is presented with floral wallpaper and natural light from a large window. Soft couches adorned with decorative pillows are complemented by armchairs. A dark wood coffee table occupies the center, while a floor lamp and side table add functionality and warmth.
Flat in Sheboygan

The Garden | Sheboygan 2 Br/1Ba, Pet Friendly

4.85 out of 5 average rating, 110 reviews
Top guest favourite
A quaint living space features an antique-style fireplace made of dark wood, with a circular mirror above it. A flat-screen television is mounted on the wall opposite a small table and a suitcase rests on the hardwood floor, accompanied by a decorative flower arrangement.
Flat in Waldo

The Blue Cobb House

4.98 out of 5 average rating, 323 reviews
Guest favourite
A spacious living room is equipped with a comfortable sofa and two armchairs. A TV screen is positioned adjacent to an original fireplace, which now houses an electric device. Natural light enters through a window, and a decorative area rug enhances the room's charm.
Flat in Sheboygan

One Bdrm Apt - The Erie House near lake & downtown

4.87 out of 5 average rating, 151 reviews
Top guest favourite
A welcome booklet and guest book are displayed on a wooden table. The booklet features a clean design with the text 'Silvers Four Six Six Welcome' printed on the cover. The guest book is smaller and includes a similar design theme, both inviting guests to share their experiences.
Flat in Port Washington

Silvers Four-Six-Six *A home away from home*

4.98 out of 5 average rating, 140 reviews
Top guest favourite
A two-story brick building houses a coffee shop on the ground floor, featuring large windows flanked by a striped awning. The entrance is highlighted by a sign that announces it as Kettle Moraine's Favorite Espresso Bar. A welcoming atmosphere is created by its corner placement and outdoor seating area.
Flat in Kewaskum

Local Landmark CF / Artisan Coffeehouse

4.98 out of 5 average rating, 129 reviews

Other great holiday rentals near Whistling Straits Golf Course

Top guest favourite
Cabin in Cascade

hot tub and sauna on 5 private acres

5.0 out of 5 average rating, 281 reviews
Top guest favourite
Home in Two Rivers

Wake up to Lake Michigan views…then jump in!

4.9 out of 5 average rating, 173 reviews
Top guest favourite
A single-story ranch home is depicted, showcasing a well-manicured lawn with green grass and various shrubs. The exterior features a blend of siding and brick, with large windows providing ample natural light. A two-car garage is present on one side of the home.
Home in Manitowoc

Neighborhood home in Manitowoc

4.91 out of 5 average rating, 181 reviews
Guest favourite
A large log cabin is set amidst golden cornfields, with vibrant autumn foliage surrounding the property. The structure features a stone chimney and multiple windows, inviting natural light. The expansive lawn includes a seating area facing the fields, creating a peaceful outdoor retreat.
Cabin in Plymouth

1-Mile to Road America, 2-Miles to Elkhart Lake

4.97 out of 5 average rating, 101 reviews
Guest favourite
The exterior of a spacious lakeside home is showcased, featuring large windows and a welcoming porch. A green lawn extends towards the water, accompanied by bright blue kayaks and a swing set. A tall tree provides shade, enhancing the outdoor ambiance.
Cottage in Random Lake

Private 3 bedroom lake house

4.86 out of 5 average rating, 118 reviews
Superhost
A view of the serene shoreline along Lake Michigan is presented, framed by lush greenery. A blue railing leads down toward the beach, where sand and water are visible, inviting outdoor activities. The sky is overcast, creating a calm atmosphere.
Guest house in Sheboygan

Carriage House Sheboygan, Lake Mich beach access!

4.81 out of 5 average rating, 548 reviews
Top guest favourite
The sign for Red Willow Guest House is prominently displayed, featuring bold red letters against a white background. The surrounding landscape includes green grass and trees, with a hint of a barn visible in the background, creating a rural setting.
Home in Kiel

Red Willow Guest House

4.99 out of 5 average rating, 233 reviews
Guest favourite
A modern kitchen and dining area are shown, featuring a white island with bar stools and a wooden dining table. Pendant lights hang above the island, while a stainless steel refrigerator and stove are visible in the background, complemented by a patterned backsplash.
Home in Sheboygan

Beach and golf house

4.96 out of 5 average rating, 147 reviews