Holiday houses in West Bend

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Top-rated holiday rentals in West Bend

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Top Guest favourite
A charming red farmhouse is set against a snowy landscape, surrounded by a white fence. Leafless trees create a serene backdrop, enhancing the rural setting. The house features a mix of traditional and modern architecture with snow covering the yard.
Guesthouse in Richfield
4.95 out of 5 average rating, 274 reviews

Peaceful weekend or extended stay, full amenities

The Country Retreat at the historic Schmitz Family Farm is close to many attractions, ideal for couples, families, girls' weekends, extended stays, business travel, and is dog friendly. Enjoy a sunrise or sunset, get cozy at the fireplace, or indulge in the many activities our area has to offer. We feature two beautiful bedrooms, living room with two sleeper sofas (can also be used as a third bedroom, as door closes for privacy), laundry room, full kitchen, coffee nook, quiet deck and backyard.

Top Guest favourite
A rustic lodge stands with a red barn facade, complemented by a stone base and a silos on the side. Lush greenery surrounds the property, while a gravel pathway leads toward the entrance, showcasing a peaceful rural setting.
Barn in Cedarburg
4.97 out of 5 average rating, 198 reviews

Big Red Barn with a basketball court

A beautifully transformed dairybarn turned into a rustic Lodge with all the accommodations. Enjoy a full kitchen and bar filled with a gas fireplace, dart board and pool table. Head upstairs to the basketball court and onto a wraparound deck that over looks acres of wetlands with wildlife A birdwatchers paradise. If you need to detox we have a wood-burning sauna with all the wood and kindling for you to enjoy. We are located 2miles outside historic Cedarburg Wi and 25 minutes north of Milwaukee.

Top Guest favourite
The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Menomonee Falls
4.95 out of 5 average rating, 167 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Top Guest favourite
A welcome booklet and guest book are displayed on a wooden table. The booklet features a clean design with the text 'Silvers Four Six Six Welcome' printed on the cover. The guest book is smaller and includes a similar design theme, both inviting guests to share their experiences.
Apartment in Port Washington
4.98 out of 5 average rating, 123 reviews

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

A lower flat in walking distance from downtown Port Washington's restaurants, pubs and summertime live music events. Walk and enjoy Lake Michigan's beaches, pier, and parks. A half block off of the interurban bike and running trail. Spacious apartment boasting a light, fresh, clean and airy feel. Plenty of room to help you feel at home. There is off road parking and a fenced in yard to park bikes or motorcycles. A garage is also available upon request. A perfect place to find comfort.

Top Guest favourite
A comfortable living space is presented, featuring a cozy sofa with decorative cushions. A glass table with three small potted plants sits in the foreground. Natural light enters through the large windows, framing a view of the greenery outside.
Loft in Port Washington
4.99 out of 5 average rating, 187 reviews

Cozy Carriage House Loft – Walk to Lake & Downtown

Relax in this cozy Carriage House Loft, tucked in the heart of historic Port Washington. Just a mile from Lake Michigan, sandy beaches, the iconic lighthouse, marina, and the charming downtown with local dining, coffee shops, and boutique shopping. This private retreat has its own entrance and is set in a quiet neighborhood, giving you the ideal mix of seclusion and accessibility. You’re only a 30-minute drive to downtown Milwaukee, and a scenic 30 miles south of Sheboygan and Kohler.

Top Guest favourite
A historic stone home is presented, featuring multiple windows that enhance its classic appeal. A well-maintained garden with colorful flowers surrounds the exterior, creating a welcoming entrance to the Butler Place. A sign displaying the property's name is held by two guests in front of the house.
Guest suite in Sussex
4.96 out of 5 average rating, 319 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Top Guest favourite
Tall sunflowers bloom vibrantly in a garden, displaying bright yellow and orange petals. A wooden gazebo with hanging lights stands in the background, surrounded by lush greenery. Soft sunlight filters through the trees, enhancing the serene outdoor setting.
Guest suite in Sussex
4.99 out of 5 average rating, 148 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Top Guest favourite
A quaint two-story building is set amidst a well-maintained green lawn, surrounded by mature trees. A gravel driveway leads to the side of the structure, with additional buildings visible in the background, contributing to a peaceful rural ambiance.
Guest suite in Germantown
4.92 out of 5 average rating, 154 reviews

1853 Farmhouse Apartment

Welcome to a two-bedroom apartment. The space includes a private bathroom, kitchen and living area. There is no kitchen/dining table. The apartment is on the second floor of the house and has an outside staircase leading up to it. The entrance/staircase is not shared by the hosts and there are no shared spaces in the home. The staircase may be steep for persons who have difficulty navigating stairs. Guests are welcome to use the patio area on the property.

Guest favourite
The exterior of Shalom House showcases a Frank Lloyd Wright style design, featuring a harmonious blend of stone and wood materials. Large windows allow for ample natural light, and a welcoming entryway is highlighted by decorative stonework.
Home in West Bend
4.89 out of 5 average rating, 104 reviews

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.

Top Guest favourite
A rustic living area is highlighted by exposed log walls and hardwood floors. A stone fireplace is centered against one wall, while a comfortable plaid sofa faces a wooden coffee table. A dining table is set for meals, featuring simple floral decor.
Farm stay in West Bend
4.97 out of 5 average rating, 237 reviews

Family friendly farmstay just outside Milwaukee

The Inn at Paradise Farm is an original 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 who long to unwind in a pastoral setting. Visit with, and even help care for, our friendly animals! We are licensed and inspected. Paradise Farm welcomes all.

Guest favourite
A charming two-story home is set against a backdrop of snow-covered landscape. The residence features a mix of stone and wooden exterior, with a welcoming entryway under a large, leafless tree. Snow blankets the driveway and surrounding yard, creating a serene winter scene.
Home in Slinger
4.89 out of 5 average rating, 151 reviews

Aprés House - On the slopes of Little Switzerland

Walk to the slopes of Little Switzerland Ski Area in the Aprés House located near the base of the hill. Recently renovated and designed to maximize beds, this is the perfect place for your ski vacation. Located just 12 miles from Erin Hills and seconds from the Slinger Speedway. This is an occasional use home free from any clothing and other items. This property is owned and operated by Little Switzerland.

Top Guest favourite
A well-lit dining area is visible through a large window, showcasing views of downtown. A small table with colorful accents and black chairs is arranged near the window. A welcome binder lies on a dark countertop, providing information about the local area.
Apartment in West Bend
4.95 out of 5 average rating, 119 reviews

Delightful 1 Bedroom in Downtown West Bend.

Private space in upper of established business. Fully furnished apartment with amazing sun light. Friendly, comfortable space that offers restaurants, bars and great dining all just steps away. Includes Overnight Parking Pass for entire stay. Side entrance with coded door for privacy. Close to nature trail for hiking or biking. All baking, cooking, utensils, dishes included.

Popular amenities for West Bend holiday rentals

Quick stats about holiday rentals in West Bend

  • Total holiday rentals

    Explore 10 holiday rentals in West Bend

  • Nightly prices starting at

    West Bend holiday rentals start at $138 NZD per night before taxes and fees

  • Verified guest reviews

    Over 450 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    10 of West Bend holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across West Bend rentals

  • 4.6 Average rating

    West Bend stays receive an average rating of 4.6 out of 5 from guests

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