Holiday houses in Washington County

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Top-rated holiday rentals in Washington County

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Guest favourite

The exterior of a two-story home is visible, featuring large windows and a pleasant outdoor deck with shaded seating. A pergola is positioned nearby, surrounded by greenery and a stone pathway leading into the yard.

Home in Hubertus

Bark Lake, Entire Home, Private Lake Frontage 50ft

A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

ValueFamilyBathroom

4.88 out of 5 average rating, 536 reviews

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

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.

ValueLocationParks

4.95 out of 5 average rating, 306 reviews

Top Guest favourite

The cottage exterior is showcased with a welcoming design, featuring a stone foundation and a charming yellow upper section. A large sunroom with multiple windows provides ample natural light and views of the surroundings. Lush green grass surrounds the structure, enhancing the outdoor appeal.

Home in Hartford

The Pike Lake Cottage House

Welcome to the Pike Lake House located Hartford WI with direct lake access to Pike Lake. Enjoy watching the sunrise, swimming, fishing and lazy days at our historic cottage that comfortly sleeps up to 6 guests. The Pike Lake House features a lakeside patio with table, charcoal grill, pier, campfire pit and gorgeous lake views right from our relaxing panoramic sun room. Local kayak, paddle board, paddle boat, canoe boat rental available. Make memories and enjoy lake life on beautiful Pike Lake.

LocationFamilyAmenities

4.92 out of 5 average rating, 53 reviews

Guest favourite

Apartment in Slinger

Cedar Lake Stay

Welcome to Cedar Lake Stay - a thoughtfully designed boutique stay above the Cedar Lake Pub, where cozy comfort meets modern style. Whether you're exploring Big Cedar or Little Cedar Lake, skiing at Little Switzerland, hiking the Kettle Moraine, catching the races at Slinger Speedway, or simply unwinding, this is your perfect home base. Enjoy a fully equipped kitchen, comfortable furnishings, outdoor patio, a dedicated workspace, and two private parking spaces with room for your boat or trailer.

LocationOutdoor spacesCondition

5.0 out of 5 average rating, 11 reviews

Top Guest favourite

A two-story brick building houses a coffee shop on the ground floor, featuring large windows flanked by a striped awning. The entrance is highlighted by a sign that announces it as Kettle Moraine's Favorite Espresso Bar. A welcoming atmosphere is created by its corner placement and outdoor seating area.

Apartment in Kewaskum

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.

FamilyLocationHeating

4.99 out of 5 average rating, 137 reviews

Top Guest favourite

A spacious sectional sofa is positioned in the living area, accompanied by a wooden side table and a softly lit lamp. An abstract art piece in warm tones is displayed on the wall, while a patterned area rug adds texture to the floor.

Apartment in Kewaskum

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.

LocationFamilyIndoor spaces

4.98 out of 5 average rating, 65 reviews

Top Guest favourite

A single-story lakeside home is showcased with a spacious patio area in front. Multiple seating options are arranged on the patio, accompanied by a gas grill. Lush green grass and decorative stones frame the exterior, while trees provide subtle shade.

Home in Hartford

Lakefront Sunset

Welcome to the perfect lakeside retreat. This cozy lake house offers the ideal balance of comfort, relaxation, and adventure. Nestled on Pike Lake, the home features breathtaking water views, a private pier, and spacious outdoor areas to play and unwind. Inside, is a open-concept living, dining areas, kitchen (fully equipped), and comfortable bedrooms. Step out to the three season sunroom from the living room. The patio has a gas grill and patio table. Kayaks available. Bring your boat!

FamilyLocationCheck-in

5.0 out of 5 average rating, 39 reviews

Top Guest favourite

A lakeside cottage is presented, showcasing a welcoming exterior with a combination of gray and white siding. A picnic table and grill are situated on the deck, surrounded by colorful potted plants and lush green grass. An American flag is visible, indicating a peaceful atmosphere.

Cottage in Hartford

The Lazy Dais Cottage on Pike Lake.

Relax with the whole family, including pets, at this newly renovated three-bedroom lake cottage. Included with your stay - your own pier for your boat, 2 kayaks, 2 paddle boards, a swim mat, and floaties. Pike Lake is a full recreational lake with a State Park covering half making it a peaceful, beautiful setting. Sit by the water and have a fire under a blanket of stars at night. Enjoy a peaceful morning cup of coffee on the front porch while viewing this truly gorgeous lake.

FamilyLocationSkiing

4.97 out of 5 average rating, 67 reviews

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

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.

ValueFamilyNearby

4.93 out of 5 average rating, 173 reviews

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

Entire Use of Shalom House

Shalom House, a Frank Lloyd Wright style design, accommodates 1-12 guests with five bedrooms, 4 bathrooms, room with fireplace, large kitchen, and labyrinth. Maximizes natural light for surrounding view. Trails through the woods are a great place to appreciate all of nature. *Shalom House is an experience and can be a retreat from our busy life-"a quiet place to be". *Enjoy the beauty of nature, friends, family, group programs, relaxation, or celebration.

LocationFamilyCondition

4.88 out of 5 average rating, 118 reviews

Top Guest favourite

Home in West Bend

The Log House

Welcome to The Log House, a historic gem from 1873 lovingly updated for modern comfort. Sleeps 15 with four bedrooms and three bathrooms. Decorated with original and period details, you will feel history come alive. Enjoy meals in the full kitchen or grill and dine outdoors on the patio with views of rolling hills and llama pasture. After dark, gather around the campfire under starry skies. Perfect for history lovers, family getaways, and special events!

LocationValueBackyard

5.0 out of 5 average rating, 41 reviews

Guest favourite

A comfortable living area features a green sectional sofa and two round coffee tables. A lamp illuminates the space, complemented by a dining table against the wall. Large sliding doors lead to a balcony with views of greenery, creating a serene atmosphere.

Apartment in West Bend

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.

FamilyLocationLong stay

5.0 out of 5 average rating, 14 reviews