Holiday rentals in West Bend

Wilderness Retreat*Private Deck*Gazebo*Fireplace

Wilderness Retreat getaway with scenic views in the country. Minutes to downtown West Bend & a short drive to Historic Cedarburg! Private deck overlooking pond & gardens. 4 acres w/walking paths to enjoy nature & bird watching. Cozy amenities include gas fireplace, heated bathroom floor & patio fireplace in gazebo! You'll find peace & relaxation at our countryside retreat w/all the comforts of home. Complimentary Netflix. High speed internet, perfect for working remotely. Extended stays welcome!

WOW Wooded-Home, Near Milwaukee!

Nestled in the woods, at the dead-end of a short road ... at first, you only see trees but driving down the curved driveway...there it is! This rental is for this for main floor of this ranch in the woods. 3 big bedrooms,(plus a queen sofa bed in the living room), 2 baths, a big 2-stove kitchen with stool seating for 6 and a long dining table for 6 to 8. * The lower level 1 bed apartment may be rented separatly. It has it's own lower entry path. No pets(ask), no smoking vaping inside. .

Local Landmark CF / Artisan Coffeehouse

Wake up to the aroma of fresh coffee, stroll downstairs for breakfast, then spend the afternoon hiking the Kettle Moraine before returning to a luxurious bed. The iconic Coffee Corner Bistro (Est 1999) is steps from the Wisconsin 9/11 Memorial & Eisenbahn Bike Trail, and is the "Gateway to the Kettle Moraine" Proudly recognized by the Fond du Lac Reporter Travel Section in its June 13, 2026 feature: "Top Airbnb Stays Near Fond du Lac" Google CBS 58 story on our historical Coffeehouse.

Countryside Escape with a View

Forget your worries in this spacious and serene space displaying original works of art and maintaining a clean and minimalistic furnished atmosphere. This is a two-bedroom, one-bathroom, open-concept apartment, unique in the fact that it is attached to the resident’s home. The apartment offers a brand-new kitchen completely furnished for functionality and simplicity. It showcases gorgeous hand-crafted cabinetry, as well as an expansive window, providing a lovely view of the countryside.

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.

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!

Family friendly farmstay just outside Milwaukee

Thanks for your interest in staying with us at the farm! We are currently closed for renovations. We'll update the calendar when we can! The Inn at Paradise Farm is an 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers. We are licensed and inspected. Paradise Farm welcomes all.

Gleason's Chouse

You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

The Cozy Country Farmhouse, Eisenbahn Suite

This 1865 COZY COUNRY FARMHOUSE is set only 1 mile out of Kewaskum. You get the best of both worlds county and a small town. There are 2 SUITES available. 1. The EISENBAUN SUITE is an apartment on the second floor that is equipped with a laundry room and full kitchen. Sleeps 4-6 2. The NEUMANN SUITE is an efficiency apartment on the second floor also with a queen bed, efficiency refrigerator right next door. Sleeps 2-3 For a larger group I recommend using both.

Entire Use of Shalom House

Shalom House, a Frank Lloyd Wright style design, accommodates 1-12 guests with five bedrooms, 4 bathrooms, great room with fireplace, large kitchen, and labyrinth. NEW at Shalom House is WiFi, though the woods is a great place to connect with the world too. Wonderful drinking water and whole house water system. We have both!! *Shalom House is an experience-"a quiet place to be" *Enjoy the beauty of nature, friends, family, relaxation, celebration.

Hundred-Acre Haven

The Hundred-Acre Haven apartment at Cedar Valley is a completely updated, peaceful and private apartment with three-bedrooms, two-full-baths, a living/dining area, and full kitchen. Located in a pastoral setting just a short 15 minutes from the heart of West Bend, WI. You will know you have arrived when you see llamas near the red barn on the property. The rental space is on the lower level of the main lodge at Cedar Valley Retreat Center.

2 Bed/1 Bath Condo - West Bend

Experience West Bend, WI like a local in this 2-bedroom fully furnished condo. Step into this welcoming and adorable property- the kitchen in this unit is fully equipped with everything you need, including glassware, kitchen utensils, and pots and pans. Washer & Dryer is available within the unit. One garage spot and one exterior off-street parking spot is included in rental price. Our place is equipped for both long or short stays.