Holiday rentals with outdoor seating in Washington County

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.

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.

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.

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.

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!

Family-Friendly, Near by Holy Hill, Golf, Skiing

Welcome! Gather and enjoy an abundance of area activities & amenities in this recently renovated, spacious apartment. Large cozy beds. The perfect place to call home during your stay! All the amenities you need! Located in the immediate downtown area, walking distance to area shops, dining + local attractions + Wisconsin Automotive Museum. A short drive to "Insta-worthy" Holy Hill, Erin Hills, Pike Lake, Slinger Speedway, Lapham Peak and Little Switzerland. Free onsite parking and WiFi.

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.

Cozy Cabin On Lake

Take it easy at this peaceful and tranquil getaway. This cozy two bedroom cabin ( first floor) has been totally remodeled and is situated on Friess Lake. Enjoy the porch and patio right outside your door. Complete with blackstone griddle grill, 6 person table or venture down to the private beach with firepit, patio furniture, kayaks or fish in the lake.. We also are steps away from Glacial Hills County Park with 140 acres of trails. Great fall colors. CC Skiing and sledding during winter.

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!

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.

Fully Remodeled House on Bark Lake

Escape to this beautiful 3-bedroom, 2-bathroom lake house located on the tranquil shores of Bark Lake. Perfect for families and groups, this spacious home comfortably accommodates up to 10 guests and offers stunning views, direct lake access, and plenty of amenities for a relaxing getaway. Personal lake frontage with a private pier—perfect for fishing, swimming, or simply soaking in the summer sun. Large parking slab accommodates up to 2 cars on the property for easy access.

Waterfront Cottage on Big Cedar Lake

This waterfront cottage, which we lovingly refer to as ‘The Hacker Shack’, just 35 minutes from Milwaukee, is ideally situated on the north east end of Big Cedar Lake... minutes from historic and quaint downtown West bend and the WB Country Club, this is the perfect spot for summer fun! This year round house is great in winter too... ice fishing and cross country skiing right outside the door... this cozy home is also only 15 minutes from Little Switzerland ski area!