Vacation rentals in Greenbush

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Top-rated vacation rentals in Greenbush

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Top guest favorite

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, 367 reviews

Top guest favorite

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!

This charming two story, 2400 square ft colonial house is the perfect respite for families looking to connect, or race fans looking for a home during race weekend. Only 4 miles from Road America the location is close to all of Sheboygan County's finest attractions. Located two blocks from downtown on a quiet street, its up to you how you want to spend your evening. You could walk downtown for a bite, have a campfire, make a meal, or just spend time together. Welcome to your home away from home!

4.97 out of 5 average rating, 211 reviews

Top guest favorite

The two-story home features a beige exterior with multiple windows, surrounded by a grassy yard. Two chairs are positioned in front on a small patio area. Large trees provide shade, while a view of the countryside and other structures is visible in the background.

Home in Glenbeulah

Stay at Sunrise LLC, Like being at Grandma's

Welcome to Stay at Sunrise LLC. We offer a clean and comfortable home for your vacation enjoyment. We are in a rural area, recreation trail head is 3 miles east of us as is the Wade House, 7 miles from Road America. Large yard, Fire pit, picnic table, child swing set. Garage parking on site if arranged in advance. We do not have WIFI Phone reception for Internet is good. No Cable or Satellite TV, Over 32 antenna channels. Smoking is allowed outside of the home. No pets allowed.

4.97 out of 5 average rating, 153 reviews

Top guest favorite

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, 185 reviews

Top guest favorite

A serene lakeside view features a setting sun casting warm hues over the water. A grassy area with neatly arranged seating faces the lake, while two trees provide a natural frame. Smooth stones and a pathway lead towards the water's edge.

Home in Fond du Lac

Spacious Lakefront 3Br 3Ba Home

Located directly on beautiful Lake Winnebago. Less than 15 minutes to Fond du Lac shops, bars, and restaurants. Conveniently only one hour from Milwaukee and Green Bay. Only 50 minutes to Whistling Straits, Kohler, and 30 minutes to Erin Hills! You'll enjoy a cozy three season room, a spacious patio with lots of seating, and large backyard with plenty of space for you and your family to enjoy! Nearby public golf courses include Whispering Springs, Rolling Meadows, and Far Vu Golf Course.

5.0 out of 5 average rating, 63 reviews

Top guest favorite

Cabin in Cascade

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

Guest favorite

Home in Campbellsport

Kettle Trails Cottage on Long Lake

Kettle Trails Cottage is the perfect getaway to relax and have fun on the water. The 3 bed/1 bath home is a cozy, comfortable landing spot to unwind. The accompanying heated Boathouse is an ideal venue for entertainment, especially when the weather keeps you indoors. Bring family and friends for the fishing, hiking, kayaking, biking, hunting and horseback riding. This property is centrally-located on the western shore of Long Lake, with forest views and amazing sunrises guaranteed.

5.0 out of 5 average rating, 17 reviews

Top guest favorite

A sunlit sunroom features a cozy seating arrangement with two wicker armchairs and a spacious sofa adorned with blue and white cushions. Large windows provide multiple views of the surrounding greenery and the lake, allowing natural light to fill the space.

Home in Plymouth

Lake House-Kayaks/Paddle Boards/Private Pier

🛶 Private Pier + Kayaks, Paddle Boards, & Lily Pad Raft 🏖️ Direct Lake Access with Crystal Clear Water ✨ Fully Renovated (2025) 🛏️ 4 Bedrooms with Premium Mattresses & Hotel-Quality Linens 🚿 2.5 Modern Bathrooms + Laundry Room 🍳 Chef-Friendly Kitchen with High-End Appliances ❄️ Central A/C, Fast WiFi, and Ample Parking 🏁 5 Mins to Road America | 20 Mins to Kohler Golf & Spa 🧭 Under 1 Hour to Milwaukee & Green Bay Attractions 🛟 Life Jackets & Water Toys Provided

5.0 out of 5 average rating, 19 reviews

Guest favorite

Home in Plymouth

Oak Haven | Theater • Game Room • Sauna • Firepit

Welcome to Oak Haven, a private 4,300 sq ft retreat surrounded by oak trees and peaceful Wisconsin beauty. 🌿 • 12-seat movie theater with plush recliners & surround sound 🎬 • Game room with pool, ping pong, shuffleboard & poker 🎱 • Infrared sauna + two outdoor fire spots for perfect nights 🔥 • Gourmet kitchen & dining for twelve 🍽️ • Minutes to Kohler golf, Kettle Moraine & Road America 🏎️ ✨ Oak Haven—where relaxation, laughter, and connection come naturally.

4.96 out of 5 average rating, 179 reviews

Top guest favorite

A well-organized shelf space features a variety of decorative items, including colorful mugs, woven baskets, and glassware. A round mirror reflects light, while a neutral background complements the rustic wooden shelves. Practical items such as a clock and a coffee maker are also displayed.

Cabin in Plymouth

<><>DayDream Lodge<><> “@ Racers Ridge”

Relaxing.Racing.Golfing. Exploring. Hot Tub This spacious 3 bedroom home is perfect for a tranquil getaway or as a base camp for adventure. 5 minutes from Road America, 5 miles from Elkhart Lake, & a short drive to all of the area golf courses. This home overlooks Crystal Lake for beautiful sunrises. Public access is 1/4 mile away, This rustic home with modern furnishings has it all: 2 1/2 bath, fireplace, game room, large deck, and huge yard w/ firepit.

4.98 out of 5 average rating, 40 reviews

Top guest favorite

Villa in Plymouth

Road America Oasis: 25 Acres, Hot Tub & Orchard

Race weekend retreat on 25 quiet acres — soak under the stars in the hot tub, cook for the crew in a chef's kitchen, and unwind by the fireplace. 15 min from Road America and Elkhart Lake. Hot tub, fire pit, walking trails, apple orchard, in-home gym, and 3-season sunroom in the woods. 4BR/2.5BA luxury villa sleeps 8. Quiet, private, and built for relaxation — perfect for race teams, race fans, and groups looking for a luxurious summer getaway.

4.98 out of 5 average rating, 55 reviews

Guest favorite

Home in Plymouth

3 Minutes to Road America | Amazing Location!

• Patio with Fire Pit, Grill, & Bar Gazebo • Deck with Outdoor Dining • Indoor Bar to unwind & entertain • 65” Smart TVs in both living areas • Fresh Renovations: Modern finishes, stylish decor, and all-new furnishings Clean and newly renovated 5-bedroom, 2.5-bath home. Plenty of space for race weekends, group getaways, or golf trips! Relax outside on the deck, fire up the grill, or unwind indoors with all the comforts of home.

5.0 out of 5 average rating, 12 reviews