An aerial view of a lakeside community with a basketball court, a gazebo, and residential houses.

Holiday Homes in West Bend

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for West Bend holiday homes

A spacious, multi-level interior with a balcony, a laundry room, and various decorative items.

1. Gleason's Chouse

Gleason's Chouse
Campbellsport
10.0 out of 10, Exceptional, (49 reviews)
"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."
United States
Sara Z.
Gleason's Chouse
A spacious interior with a stone staircase, a large window, and a cozy seating area.

2. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (27 reviews)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
The price is €682
includes taxes & fees
30 Sept - 1 Oct
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A spacious dining area with a wooden table and modern chairs, a chandelier, and a view of the backyard through large sliding glass doors.

3. Remodeled Luxury 3BR - Walk to Cedarburg Downtown

Remodeled Luxury 3BR - Walk to Cedarburg Downtown
Cedarburg
10.0 out of 10, Exceptional, (10 reviews)
"Great property and close walk to downtown"
United States
Kimberly P.
The price is €366
includes taxes & fees
6 Oct - 7 Oct
Remodeled Luxury 3BR - Walk to Cedarburg Downtown
A living room with a gray armchair, a framed picture on the wall, and a staircase with patterned risers.

4. Walkable Thiensville Retreat Near Hiking!

Walkable Thiensville Retreat Near Hiking!
Thiensville
10.0 out of 10, Exceptional, (24 reviews)
"Best Vrbo we've stayed in!"
United States
John L.
Walkable Thiensville Retreat Near Hiking!
A spacious living area with a modern staircase, a fireplace, and a flat-screen TV mounted on the wall.

5. Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Plymouth
9.8 out of 10, Exceptional, (17 reviews)
"Great property! Close to many great places. Property was very kid and adult friendly. Great time with family. We'll be back again. "
United States
Andrew M.
The price is €553
includes taxes & fees
14 Oct - 15 Oct
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
A small, single-story house with a porch, surrounded by a gravel driveway and lush greenery.

6. Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
10.0 out of 10, Exceptional, (144 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
A spacious kitchen with a brick accent wall, wooden cabinets, and a bar area with stools.

7. Home Port Vacation Escape, Luxury Historic Home, Walk to Port, Beach, Shops

Home Port Vacation Escape, Luxury Historic Home, Walk to Port, Beach, Shops
Port Washington
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful home...great amenities and super communication from host!"
United States
Linda M.
The price is €515
includes taxes & fees
6 Oct - 7 Oct
Home Port Vacation Escape, Luxury Historic Home, Walk to Port, Beach, Shops
A modern two-story house with a balcony, a patio with outdoor furniture, and a well-maintained lawn.

8. Well Appointed Home Steps to Pewaukee Lake

Well Appointed Home Steps to Pewaukee Lake
Pewaukee
9.8 out of 10, Exceptional, (19 reviews)
"such a lovely home and great restaurants and stores near by. Looks like a little sea side town in Maine"
United States
Rachel W.
Well Appointed Home Steps to Pewaukee Lake
A spacious living area with a wooden staircase, a round table with a book and certificates, and a cozy seating area with a sofa and chairs.

9. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
The price is €736
includes taxes & fees
30 Sept - 1 Oct
Historic, 4-bedroom house in charming Hartford
A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

10. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"This house was an excellent choice for our race weekend at Road America. It was very clean, the bedrooms were comfortable, check-in was easy, the neighborhood was quiet, and the proximity to the race track was great. Would definitely stay again!"
United States
Patricia V.
The price is €360
includes taxes & fees
20 Sept - 21 Sept
Updated Plymouth Home ~ 5 Mi to Road America!
An outdoor patio with a hot tub, string lights, and a covered seating area.

11. Immersed in Nature, Hot Tub, Sleeps 9, EV Charger

Immersed in Nature, Hot Tub, Sleeps 9, EV Charger
Cascade
10.0 out of 10, Exceptional, (39 reviews)
"Great place for a lot of people to stay! Host was great! Hot tub was awesome. Very comfortable beds!! Will definitely be back."
United States
Luke L.
The price is €635
includes taxes & fees
28 Sept - 29 Sept
Immersed in Nature, Hot Tub, Sleeps 9, EV Charger
A balcony with a view of a residential street, a tree, and a parked car.

12. Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
Milwaukee
Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
A patio with a fire pit, outdoor seating, and string lights.

13. 3 Min to Road America, "Amazing Location!!"

3 Min to Road America, "Amazing Location!!"
Plymouth
10.0 out of 10, Exceptional, (2 reviews)
"Beautifully appointed home. Perfect for family gathering or large group. Our family was pleasantly surprised with this gorgeous property!Host very accessable and reasonable."
United States
Kristine D.
The price is €748
includes taxes & fees
6 Oct - 7 Oct
3 Min to Road America, "Amazing Location!!"
A beach with a view of the water, boats, and a distant shoreline.

14. Spa House by the beach. Pewaukee Lake

Spa House by the beach. Pewaukee Lake
Downtown Pewaukee
9.0 out of 10, Wonderful, (2 reviews)
"Lovely relaxing home. Had a great time. Train traffic can be a bit much especially if you’re a lite sleeper. Overall great experience."
United States
Ryan E.
The price is €395
includes taxes & fees
19 Sept - 20 Sept
Spa House by the beach. Pewaukee Lake
A living room with a sofa, a TV, a small table, and a chair.

15. A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex

A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex
3.0 star property
Milwaukee
The price is €590
includes taxes & fees
17 Sept - 18 Sept
A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex

16. Modern Lakehouse w/ Hot Tub & Private Beach

Modern Lakehouse w/ Hot Tub & Private Beach
Port Washington
The price is €589
includes taxes & fees
6 Oct - 7 Oct
Modern Lakehouse w/ Hot Tub & Private Beach
A modern kitchen with a large island, bar stools, stainless steel appliances, and a view of a lake.

17. Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.

Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.
Campbellsport
9.0 out of 10, Wonderful, (2 reviews)
"We had a great time at this property. The house was clean, spacious, well organized and the lake was beautiful. I am a new wheelchair user and this was my first vacation in two years so I was initially disappointed that there was a step down from the house to the large deck. My brother-in-law ended up driving back home to pick up a portable ramp that I use when I visit his house. That worked really well so if you are a wheelchair use be advised to bring or rent a ramp ahead of time if you want...
United States
Amy T.
The price is €1,494
includes taxes & fees
20 Sept - 21 Sept
Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.
A deck with a hot tub, outdoor seating, and a view of a forested area.

18. Stunning private home hidden in the woods. Can sleep 11 guests

Stunning private home hidden in the woods. Can sleep 11 guests
Plymouth
10.0 out of 10, Exceptional, (20 reviews)
"Our stay was great! Really enjoyed it!"
United States
Nic B.
The price is €794
includes taxes & fees
17 Sept - 18 Sept
Stunning private home hidden in the woods. Can sleep 11 guests
A living room with a grey sofa, a TV on a stand, and a small table with a plant.

19. Appleton Game House With Ping Pong & Foosball 3 Bedroom Duplex

Appleton Game House With Ping Pong & Foosball 3 Bedroom Duplex
3.0 star property
Milwaukee
The price is €615
includes taxes & fees
12 Oct - 13 Oct
Appleton Game House With Ping Pong & Foosball 3 Bedroom Duplex
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top West Bend Hotel Reviews

Hampton Inn & Suites West Bend

Hampton Inn & Suites West Bend

10/10 Excellent
"Very nice and clean property"
Scott 1-night trip
Posted 8 hours ago
Hampton Inn & Suites West Bend

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West Bend Holiday Homes information

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