
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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Fernwood Elkhart Lakefront: hot tub, pier, kayaks
Beautiful, serene lakehome on pristine Elkhart Lake. The hot tub, deck, screen porch & stone patio all have gorgeous lake views. The private pier is perfect for a dip, paddling or lounging by the water before basking in a luxurious sunset soak in the hot tub. Enjoy a stroll into the adorable town of Elkhart via the rustic lakefront path. With a chef’s kitchen and extensive amenities, it's perfect for a weekend or extended stay year round! We strive to be inclusive and welcoming 🏳️⚧️BLM🏳️🌈

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.

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 area includes refrigerator, microwave, coffee pot, 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.

Boutique Wellness Retreat - Hot Tub and Fireplace
Celebrate your special occasion in Sheboygan at this beautiful boutique home. New patio and deck! Hot tub/Dry Sauna! Comfort and charm throughout. Cooks kitchen with all amenities. Primary bedroom w/King size bed. Secondary bedroom has 2 twin beds. The beautiful fireplace in the living room is perfect for a relaxing couples evening. Enjoy a glass of wine or local brew on the patio while you grill out. EV Charger and E-Bikes to explore the area. Let us impress you and help make it a memory.

Quiet Country Charm
Cozy barn loft with rustic charm. This newly renovated private loft sleeps 4 with the possibility of 1 or 2 more if you don’t mind sleeping on an air mattress. This room includes a bathroom with shower and small efficiency kitchen with microwave, coffee maker, and small refrigerator. The futon pulls out to a double bed. This relaxing local comes complete with barnyard animals for an authentic Wisconsin experience! You won’t forget the peaceful surroundings of this rustic destination.

LUX Downtown Escape | Outdoor Movie Screen
Welcome to our beautiful 2-bedroom historic home in Downtown Sheboygan! This charming and well-appointed residence offers a comfortable and stylish stay for your visit to the area. From the Chef’s kitchen, comfortable living room, and peaceful backyard, to its prime location within walking distance of Sheboygan's vibrant nightlife, theater, and restaurants, you'll have everything you need right at your doorstep. The home is also just a few blocks from Lake Michigan's beautiful beaches.

sauna and hot tub 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!

King Bed Near Lake w/ Fire Pit & Pack N Play
Welcome to the Getaway! Getaway: noun - an act or instance of getting away; a place suitable for a vacation You will unwind in this peaceful 3 bedroom lower unit near Lake Michigan, Whistling Straits and Kohler/Andrae State Park. You can enjoy an evening around the fire pit, or if you don’t feel like staying in, head out to discover some of Sheboygan’s many hidden gems. If this unit is booked for your dates, send me a message to ask about our other available listings.

Church Street Romance & Retreats-Village of Kohler
“A well-appointed, cozy and stylish retreat close to everything in Kohler.” -Kim Take the stairs to my secluded 2nd floor tree view retreat! A private side entrance and open floor plan flanked by two bedrooms makes this unit perfect for couples or a girl's getaway spa weekend. Romantic turn-of-the-century touches meet modern convenience & comfort. Baker furniture, previously a Kohler Company, can be found throughout the apartment enhancing your Village of Kohler stay.

Guest Favorite | Super Host + Clean & Modern Stay!
Unwind in this modern retreat just minutes from Whistling Straits Golf, Road America, Lake Michigan, and year-round outdoor adventures. The bright, open living spaces feature high ceilings, skylights, and stylish furnishings, with thoughtful comforts like heated bathroom floors. Enjoy the spacious outdoor living area for relaxing after a day out. Ideal for golfers, couples, families, wedding groups, business travelers, and traveling nurses.

Quiet Country School House
School house built in 1919 and renovated to a home in 1999. An original library, hardwood floors, and tin ceiling. Centrally located to Green Bay, Two Rivers, Manitowoc, and only an hour to Door county. There is a free boat launch for Lake Michigan ten miles east. Maribel Caves is just a short drive. Lambeau Field is only 27 miles away. The schoolhouse is pretty secluded. If you just want to sit around a fire and relax.

Beachside Condo w/ Stunning Lake Views
🌅 Upper-Level Lake Views from Dual Decks 🏖️ Just 200 Feet to the Beach 🌇 Walkable to Shops, Dining & Riverwalk 🛏️ King + Queen Bedrooms | Sleeps 4 🔥 Electric Fireplace, Roku TV & Cozy Lounge Vibe ☕ Coffee Bar, Full Kitchen & Lake Breezes 🪂 Steps from Kite Park, Surfing & Waterfront Trails 🧺 In-Unit Washer/Dryer + Beach Gear Included
Popular amenities for holiday rentals near Whistling Straits Golf Course
Condo rentals with Wi-Fi

Eco-Conscious Luxury Condo | The Quarters Suite 4

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

Janelle's Dockside Condo

Cream City Flat - Boutique Condo

Modern & Historic Kiel 4 Bedroom Elkhart & Kohler

Eco-Conscious Luxury Condo | The Quarters Suite 5

Car Condo Rental in Elkhart Lake

Beachside Lake View - 2br - First Floor - Garage
Family-friendly house rentals

Logan's Guest Nest

Fenced Yard - Stylish, Comfy Home: Walk Downtown

Stylish Getaway | Cozy Vibes | Perfect Girls Trip

Beach Haven, on Lake Michigan.

Still Bend/Frank Lloyd Wright's Schwartz House

Smiling Bear Cabin | lake views, large yard + deck

Appleton Wooded Oasis - Hot Tub-6 Star Hospitality

Country Cheese Factory - King Bed!
Apartment rentals with air conditioning

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

The Blue Cobb House

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

Sheboygan Surf House - North Point

Heart of Downtown Sheboygan

Local Landmark CF / Coffeehouse / Kettle Moraine

Homeport

Modern Upstairs Apt - Steps from Lake Michigan
Other great holiday rentals near Whistling Straits Golf Course

Sunset Vista- cozy two bedroom retreat

Rare Find! Huge Beach & Luxe Woodsy Cabin

Tranquil Lakeside Retreat

Terrace View a Charming 1 Bedroom Apt

Relaxing Sheboygan/Kohler Getaway

Sunset Shores Lakeside Dome Home

Family Cottage, Walk to the lake (pet friendly)

Sheboygan Riverside Condo
Destinations to explore
- Lambeau Field
- Kohler-Andrae State Park
- Bay Beach Amusement Park
- Blackwolf Run Golf Course
- Bay Beach Wildlife Sanctuary
- Paine Art Center And Gardens
- Fox Cities Performing Arts Center
- Eaa Aviation Museum
- National Railroad Museum
- Green Bay Packers
- Little Switzerland Ski Area
- Resch Center
- Road America
- Green Bay Packer Hall of Fame
- The Bull at Pinehurst Farms Golf Course
- Lion's Den Gorge Nature Preserve
- Deland Park
- Wisconsin Maritime Museum
- Oneida Casino
- Neshotah Park





