
Places to stay near Whistling Straits Golf Course
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Top-rated holiday rentals near Whistling Straits Golf Course
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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, 431 reviews
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, 277 reviews
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, 366 reviews
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, 128 reviews
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, 167 reviews
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
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, 251 reviews
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, 184 reviews
Logan's Guest Nest
Logan's Guest Nest is located in a nice small town feel area. With a small look on the outside your Nest has a big feel on the inside. Spacious rooms and quiet area to rest after a day at the many beaches lining Lake Michigan. Or coming back from the races at Road America. Not to mention a day of golf at the many area courses, Whistling Straits maybe. All these wonderful outings are just minutes from the Nest. Plenty of local dinning or delivery for a nice ending of the day.
4.97 out of 5 average rating, 245 reviews
Sparkling lake views. Trail and beach down the rd.
Charming cabin just across the street from Lake Michigan, with stunning views from nearly every room. Centrally located between Two Rivers and Manitowoc, with easy access to scenic trails, kayaking, and fishing. Lots of family-friendly events happening around us all summer long. Perfect base for day trips to Door County, Green Bay, and Sheboygan. A relaxing retreat with nature, adventure, and convenience at your doorstep. Feel free to reach out with any questions! <3
4.9 out of 5 average rating, 175 reviews
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.
4.97 out of 5 average rating, 104 reviews
Secluded Elkhart Retreat | Pool, Hot Tub & Sunset
Nestled just minutes from Downtown Elkhart Lake, this custom-built cordwood home offers a secluded sanctuary experience. Perched atop a hill, the unique 16-sided house provides breathtaking views of the state forest and surrounding farmland. Despite its remote feel, you’re only a 5-minute drive from the charming Elkhart Lake business district. Day hikes on the ice age trail are just steps away from the home. Tap the ❤️ to save this listing!
4.98 out of 5 average rating, 161 reviewsPopular amenities for holiday rentals near Whistling Straits Golf Course
Condo rentals with Wi-Fi

Beachside Condo Downtown with Lake Michigan Views
4.97 out of 5 average rating, 200 reviews
Beachside Lake View - 2br - First Floor - Garage
4.88 out of 5 average rating, 218 reviews
Riverfront Condo w/Sunset Views & Walkable Dining
5.0 out of 5 average rating, 19 reviews
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
4.9 out of 5 average rating, 82 reviews
The Lakeside Duo | Side-By-Side Beachfront Condos
5.0 out of 5 average rating, 4 reviews
Amazing views beach condo for 12: 4 bdrm, 3 bath
4.97 out of 5 average rating, 100 reviews
Welcome to our Cozy Lake Condo!
5.0 out of 5 average rating, 17 reviews
Lakefront Condo, Private Beach/Pool, Walk to Town
4.96 out of 5 average rating, 25 reviewsFamily-friendly house rentals

Beach Haven, on Lake Michigan.
4.95 out of 5 average rating, 328 reviews
Spacious lower level priv entrance no cleaning fee
4.96 out of 5 average rating, 210 reviews
The LODGE in Elkhart Lake. —-Hot Tub & Arcade—-
4.93 out of 5 average rating, 301 reviews
Shamba on the Lake, Oostburg, WI
4.96 out of 5 average rating, 219 reviews
Lake Michigan home with gorgeous views!
4.98 out of 5 average rating, 160 reviews
Stylish Getaway | Cozy Vibes | Perfect Girls Trip
4.94 out of 5 average rating, 226 reviews
Woodland Creek Retreat: explore & relax!
5.0 out of 5 average rating, 251 reviews
Couple's or Family fun- With outdoor Hot Tub!
4.97 out of 5 average rating, 208 reviewsApartment rentals with air conditioning

Cozy Sheboygan Upper
4.93 out of 5 average rating, 603 reviews
The Hemingway on Church - It Tolls For Thee
4.98 out of 5 average rating, 167 reviews
Lovely modern two bedroom home with fire pit
4.98 out of 5 average rating, 222 reviews
One Bdrm Apt - The Erie House near lake & downtown
4.88 out of 5 average rating, 153 reviews
The Blue Cobb House
4.98 out of 5 average rating, 324 reviews
Quaint Blast from the Past - walk to lake/8th st
4.95 out of 5 average rating, 101 reviews
Sheboygan Surf House - Jetties
4.84 out of 5 average rating, 264 reviews
Fully Loaded and Clean! King
4.83 out of 5 average rating, 102 reviewsOther great holiday rentals near Whistling Straits Golf Course

Carriage House Sheboygan, Lake Mich beach access!
4.8 out of 5 average rating, 552 reviews
Neighborhood home in Manitowoc
4.91 out of 5 average rating, 184 reviews
hot tub and sauna on 5 private acres
5.0 out of 5 average rating, 285 reviews
Private 3 bedroom lake house
4.85 out of 5 average rating, 121 reviews
2 Min Walk to Food, 15 to Pier! 4 Bedrooms 2K/2Q
4.99 out of 5 average rating, 166 reviews
Red Willow Guest House
4.99 out of 5 average rating, 234 reviews
Fernwood Elkhart Lakefront: hot tub, pier, kayaks
4.97 out of 5 average rating, 114 reviews
Shoreline Serenity
5.0 out of 5 average rating, 20 reviewsDestinations to explore
- Lambeau Field
- Kohler-Andrae State Park
- Bay Beach Amusement Park
- Eaa Aviation Museum
- Blackwolf Run Golf Course
- Bay Beach Wildlife Sanctuary
- Green Bay Packers
- Paine Art Center And Gardens
- Fox Cities Performing Arts Center
- National Railroad Museum
- Little Switzerland Ski Area
- Resch Center
- Lion's Den Gorge Nature Preserve
- Neshotah Park
- Deland Park
- The Bull at Pinehurst Farms Golf Course
- Wisconsin Maritime Museum
- Oneida Casino
- Road America
- Green Bay Packer Hall of Fame





