Holiday houses in Washington County

5 out of 5 average rating, 83 reviews

Guesthouse 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!

4.94 out of 5 average rating, 257 reviews

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.

4.9 out of 5 average rating, 40 reviews

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.

5 out of 5 average rating, 34 reviews

Apartment in Kewaskum

Local Landmark / Coffeehouse / Kettle Moraine

One-of-a-kind, newly renovated, turn-of-the-century Coffee Corner Suites, located at the "Gateway to the Kettle Moraine". Step out your door and into the iconic Coffee House. West Bend -- 5 minutes, Foundry 45 -- 3 minutes, Lomira -- 15 minutes. Rest easy knowing we have thought of everything to make your stay worry-free! King bed, full kitchen, keyless entry, heated towel bars, and on-site laundry. GOOGLE "Kewaskum is somewhere I just feel at home" and check out CBS 58 Story on Kewaskum.

4.87 out of 5 average rating, 446 reviews

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.

4.97 out of 5 average rating, 185 reviews

Barn in Cedarburg

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.

4.97 out of 5 average rating, 99 reviews

Farm stay in Germantown

Lace & Woods Farm "Hammer Hideaway"

HEATED POOL MAY-SEPT FOR ADDITIONAL CHRG. Cozy designer custom built guest house nestled amongst a 10 acre hobby farm. come for a relaxing getaway. This home is an artistic gem! Boasting an open concept, with a queen bed on main level and twin mattress underneath , a full kitchen, cozy living area, wood burning fireplace. The loft has extra sleeping with a double bed and twin bed.Custom designed. Great location winter and summer, enjoy snowmobiling trails and skiing near by or beaches & hiking

4.93 out of 5 average rating, 194 reviews

Home in Slinger

Founders House - view the slopes of Little Switz

Walk to the slopes of Little Switzerland Ski Area in the Founder's House located at the base of the hill. Recently renovated and designed to maximize beds, this is the perfect place for your ski weekend. 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. For lift tickets, rentals and lessons, book in advance and save at LittleSwitz.com

5 out of 5 average rating, 48 reviews

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.

4.97 out of 5 average rating, 34 reviews

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.

Guest suite in Germantown

4.92 out of 5 average rating, 138 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.

4.98 out of 5 average rating, 218 reviews

Farm stay in US

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.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Washington County holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Washington County

4.96 out of 5 average rating, 71 reviews

Tranquil Lakefront Cottage

EmelyeRating, 5 stars3 weeks ago

We love staying at Sarah’s place!

5 out of 5 average rating, 8 reviews

Spacious 6 bedroom Farm House. Sleeps 10.

KristenRating, 5 stars7 months ago

This house was absolutely perfect for our stay! We were less than 5 minutes from Terrace 167 where our son was getting married. This was so conconvenient! There is also a grocery store and other retail stores less than a mile away. The house is absolutely beautiful and very clean! Liz was a fabulous host who answered all my questions and even purchased a playpen for the house for our granddaughter which was so sweet and very appreciated! I would love to stay here again! Such a charming farmhouse!

5 out of 5 average rating, 39 reviews

Home in West Bend

Stunning Remodeled Family Farmhouse 72 acres 4 Bds

PennyRating, 5 stars1 week ago

I booked for my family for my wedding and I also got ready for my wedding here, it was perfect! We couldn’t have asked for a better place, it was beautiful, spacious, and exactly what we needed. James the host was very responsive, helpful, and friendly. Would definitely recommend!

4.92 out of 5 average rating, 62 reviews

Home in Germantown

NY Style 1 Bed+Loft+PKG|30M to Airport & Downtown

HyunRating, 5 stars3 weeks ago

This place is very clean and cozy. Host is very kind and quick response. Strongly recommended.

Home in Hartford

New place to stay

Lakefront Sunset

SubhoRating, 5 stars3 days ago

Debbie's place is truly a gem! She went above and beyond to make us feel welcome and comfortable throughout our stay. We were a family of four—my husband, myself, and our two teenage children—and the space was perfect for us. Enough beds. The accommodation felt like a true home away from home. Debbie has put so much thought and care into every detail. You will not regret staying here! Wishing Debbie all the best, and we can’t wait to come back soon.