
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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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, 367 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, 278 reviews
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, 432 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
Spacious lower level priv entrance no cleaning fee
Not set up for babies or toddlers. Entire basement is for rent with a separate entrance. Kitchen includes refrigerator, microwave, keurig coffee maker, toaster, sink, dining table and chairs. NO STOVE OR OVEN IS AVAILABLE. Free Wifi and Cable TV. Air conditioning. Plenty of parking, keyless entry. 14 min to Road America, 13 min to Kohler, 9 min to Whistling Straits, 5 min to Lakeland University, 1 hr to Milwaukee, 1 hr to Green Bay. Lots of nice amenities, clean, spacious. No cleaning fee.
4.96 out of 5 average rating, 210 reviews
The Hemingway on Church - It Tolls For Thee
"Kristine's property has all the charm of a modern day Mayberry" -Michael This 1906 historic home is nestled in the heart of the equally historic "Village of Kohler." Completely remodeled in 2019 adding Kohler spa amenities and modern touches to its original charm. Mixing modern & antique furniture finds like the Hemingway Sideboard (which inspired the literary theme) make this historic hideaway a true Kohler destination. "You cannot get a better location in Kohler than this house!" -Dennis
4.98 out of 5 average rating, 168 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
hot tub and sauna on 5 private acres
Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!
5.0 out of 5 average rating, 286 reviews
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, 222 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 reviewsPopular amenities for holiday rentals near Whistling Straits Golf Course
Condo rentals with Wi-Fi

Beachside Lake View - 2br - First Floor - Garage
4.88 out of 5 average rating, 218 reviews
Beachside Condo w/ Stunning Lake Views
4.95 out of 5 average rating, 165 reviews
Riverfront Condo w/Sunset Views & Walkable Dining
5.0 out of 5 average rating, 20 reviews
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
4.9 out of 5 average rating, 82 reviews
Welcome to our Cozy Lake Condo!
5.0 out of 5 average rating, 17 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
Sheboygan Sunrise Beach Stay
4.92 out of 5 average rating, 36 reviewsFamily-friendly house rentals

House Near the Lake
4.98 out of 5 average rating, 168 reviews
Shamba on the Lake, Oostburg, WI
4.96 out of 5 average rating, 219 reviews
Designer Victorian Near Lake Michigan & Downtown
4.96 out of 5 average rating, 149 reviews
The LODGE in Elkhart Lake. —-Hot Tub & Arcade—-
4.93 out of 5 average rating, 301 reviews
Stylish Getaway | Cozy Vibes | Perfect Girls Trip
4.94 out of 5 average rating, 226 reviews
Beach Haven, on Lake Michigan.
4.95 out of 5 average rating, 328 reviews
Woodland Creek Retreat: explore & relax!
5.0 out of 5 average rating, 251 reviews
Sparkling lake views. Trail and beach down the rd.
4.9 out of 5 average rating, 176 reviewsApartment rentals with air conditioning

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
Sheboygan Surf House - North Point
4.92 out of 5 average rating, 165 reviews
Quaint Blast from the Past - walk to lake/8th st
4.95 out of 5 average rating, 101 reviews
Fully Loaded and Clean! King
4.83 out of 5 average rating, 103 reviews
Mariner's Point Carriage House
5.0 out of 5 average rating, 126 reviews
Silvers Four-Six-Six *A home away from home*
4.97 out of 5 average rating, 145 reviews
Local Landmark CF / Artisan Coffeehouse
4.98 out of 5 average rating, 133 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
Fernwood Elkhart Lakefront: hot tub, pier, kayaks
4.97 out of 5 average rating, 114 reviews
•DRIFTWooD HAVEN• | hot tub |
4.99 out of 5 average rating, 393 reviews
Private 3 bedroom lake house
4.85 out of 5 average rating, 121 reviews
Neighborhood home in Manitowoc
4.91 out of 5 average rating, 184 reviews
Lake Michigan home with gorgeous views!
4.98 out of 5 average rating, 160 reviews
Shoreline Serenity
5.0 out of 5 average rating, 20 reviews
Lake Michigan Views | 4BR Near Whistling Straits
4.99 out of 5 average rating, 98 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
- Oneida Casino
- Wisconsin Maritime Museum
- Road America
- Green Bay Packer Hall of Fame





