
Places to stay near Pine Hills Country Club
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Top-rated holiday rentals near Pine Hills Country Club
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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.

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.

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.

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.

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.

Cozy Guest House with Lake views.
Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush king and queen beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

hot tub and sauna on 5 private acres
Looking for a cozy winter retreat? Experience the Bird House, a tranquil Scandinavian-inspired private woodland paradise. Melt away stress in the hot tub and infrared sauna as you take in peaceful views of the meadow. Explore snowshoe and cross-country ski trails nearby in the scenic Kettle Moraine. Stream your favorite movie on the projector near the fireplace or unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee.

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.

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.

Sheboygan Surf House - Jetties
Located just 24 steps above Wisconsin's first Surf Shop, EOS Surf. Our Urban living oasis is a fully equipped studio apartment conveniently located in the heart of downtown, just steps from bars and restaurants and only blocks to Lake Michigan South Pier and Blue Harbor. Whether you are here for adventure sports like Surfing on the Great Lake, Kite boarding, charter fishing, a Wedding or leisure time SSH is perfect for you. Support Dog friendly

One Bdrm Apt - The Erie House near lake & downtown
This house was built in 1888 as a single family home and retains its nineteenth century charm along with today's modern conveniences. The location is just walking distance from both majestic Lake Michigan to the east and Sheboygan's charming downtown to the west. The lodging, which sits in an attractive, tree lined neighborhood, has been divided into several living units in which you will be staying on the first floor facing Erie Avenue.

Spacious Home Near Lake MI w/ Fire Pit
Welcome to the Relax ‘n Retreat! Retreat: noun - a quiet or secluded place in which one can rest and relax Unwind at our 3 bedroom home 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. Send me a message to find out about our other available listings.
Popular amenities for holiday rentals near Pine Hills Country Club
Apartment rentals with wifi

East Side Reside - Sleeps Five!

A Glorious Getaway Sheboygan - LUX Lake Condo

Beach condo for 12: 4 bdrms, 2+ baths, treadmill

Janelle's Dockside Condo

Historic&Modern Kiel 4B near Elkhart Lake & Kohler

Beachside Condo Downtown with Lake Michigan Views

Beachside Lake View - 2br - First Floor - Garage

The Lake Street Kickback in Elkhart Lake!
Family-friendly house rentals

Bright and Beautiful Lake Escape

Logan's Guest Nest

2 Min Walk to Food, 15 to Pier! 4 Bedrooms 2K/2Q

Country Guest House - Beautiful Gardens!

Beachfront getaway in Sheboygan

Adorable bungalow in historic Sheboygan Falls,WI

Spacious lower level priv entrance no cleaning fee

Still Bend/Frank Lloyd Wright's Schwartz House
Apartment rentals with air conditioning

The Blue Cobb House

Grace Adventure House, walk to Port, Shops, Beach

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

Lakeshore Bungalow Boutique

Homeport

Modern Upstairs Apt - Steps from Lake Michigan

GGG Spacious Log Cabin apartment on the IAT

The Beach | Sheboygan 2Br/1 Ba
Other great holiday rentals near Pine Hills Country Club

Family friendly farmstay just outside Milwaukee

Geele Getaway 2 BD Comfortable Stay.

Recombobulation Station-Locally Owned Surf Escape

House on a quiet street w/ off street parking 3bdr

The Suncatcher -Steps from Lake - Fenced Yard

Parkside Studio Apartment

*NEW* Beautiful & Convenient!

Cozy 2BR Upper Apt • Quiet Area • 1 Mile to Beach
Destinations to explore
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Whistling Straits Golf Course
- Harrington Beach State Park
- West Bend Country Club
- Bradford Beach
- Trout Springs Winery
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Heiliger Huegel Ski Club
- Sunburst
- Pollock Community Water Park
- Kerrigan Brothers Winery
- Green Bay Country Club Sports Center
- Little Switzerland Ski Area
- Blackwolf Run Golf Course
- Parallel 44 Vineyard & Winery




