Oconomowoc Holiday Rentals, Wisconsin: Private House Rentals

A boat on a calm lake with a forested shoreline in the background.

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Our top choices for Oconomowoc hotels

A hotel lobby with a stone fireplace, comfortable seating, a flat-screen TV, and a dining area.

A gym with treadmills, elliptical machines, and weight benches.

A hotel lobby with a seating area, a flat-screen TV mounted on the wall, and a fireplace.

A hotel lobby with a fireplace, seating area, and a TV mounted on the wall.

1. Staybridge Suites Milwaukee West-Oconomowoc by IHG

Oconomowoc

Alfredo

2.845.260 ₫

3.215.144 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio with wicker furniture, a fire pit, and a grill area.

A modern hotel lobby with a sofa, round tables, and a large window.

A hotel reception area with a modern design, including a reception desk labeled "HELLO Oconomowoc" and a beverage refrigerator stocked with drinks.

A modern hotel with a stone facade, multiple floors, and a parking lot.

2. TownePlace Suites by Marriott Oconomowoc

Oconomowoc

Matt

3.233.250 ₫

3.653.573 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A spacious indoor area with large windows, a central table, and multiple seating arrangements.

A modern living room with a sectional sofa, a small table, and red ottomans. Large windows provide a view of the outdoors.

An outdoor patio with seating, a pergola, and a view of the surrounding area.

A modern living room with a fireplace, a sofa set, and a television.

3. Hilton Garden Inn Oconomowoc

Oconomowoc

Cindy

2.836.207 ₫

3.204.915 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A Victorian-style house with a prominent front entrance, a steeply pitched roof, and a brick facade.

A spacious living room with two sofas, a coffee table, and a large chandelier.

A glass container on a counter with various food items, including bottles and containers of cottage cheese, yogurt, and other dairy products.

A hallway with a chandelier, an exit sign, a chair, and a trash can.

4. Mon Bijou

Oconomowoc

Zach

7.682.202 ₫

8.680.888 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern restaurant with a central island and bar seating, large windows, and a kitchen visible in the background.

A bar with a colorful ceiling and wooden beams.

A modern bedroom with a large bed, a desk, a chair, a television, and a window.

A spacious lobby with a wooden floor, a sofa, a chair, a coffee table, and a vintage suitcase.

5. The Delafield Hotel

Delafield

Moriah

3.720.048 ₫

4.203.654 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a blue sofa, a bed, a desk, a lamp, and a framed abstract artwork.

A Holiday Inn Express building with a parking lot, marked handicapped spaces, and a landscaped area with trees.

A buffet with labeled containers of turkey sausage and cookies.

A spacious lobby with a high ceiling, a fireplace, seating area, and a reception desk.

6. Holiday Inn Express & Suites Delafield by IHG

Delafield

Stephanie

2.457.270 ₫

2.776.715 ₫ total

includes taxes & fees

19 Nov - 20 Nov

A hotel with a row of single-story buildings, a parking lot, and a well-lit sign.

An indoor swimming pool with a clear blue water, surrounded by lounge chairs and a sunbed.

A hotel room with a bed, a TV, a desk, a chair, and a window with curtains.

A hotel lobby with leather sofas, a reception desk, and a dining area.

7. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Delafield

Samuel

2.095.146 ₫

2.367.515 ₫ total

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with a tiled floor, metal railings, and a high ceiling with skylights.

A kitchen with a dining area, a refrigerator, and a chalkboard with writing.

A reception area with a counter, a flat-screen TV, and a sign that reads 'AmericInn by Hyatt.'

A hotel room with two beds, a desk with a TV, a chair, a lamp, and a window.

8. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

Delafield

Wilson

2.048.587 ₫

2.314.903 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel lobby with seating areas, a TV screen, and a coffee station.

An indoor swimming pool with clear pool rules signs, lifeguard chairs, and a no diving sign.

A modern bar area with a white countertop and yellow chairs.

A hotel room with a large bed, a desk with a chair, a bathroom with a bathtub, and a mirror.

9. Best Western Watertown

Watertown

Richard

2.253.446 ₫

2.557.660 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel building with a prominent 'Avid' sign, large windows, and a covered entrance area.

A breakfast buffet with labeled containers of fruits and cereals, a 'Good all round' sign, and a view of the outdoors through large windows.

A modern hotel lobby with a reception desk, seating area, and large windows.

A modern reception desk with a wooden finish, a refrigerated beverage display, and a sign indicating the market area.

10. avid hotel Milwaukee West Waukesha by IHG

Pewaukee

Jamie

2.612.466 ₫

2.952.087 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.

A courtyard with a wooden staircase, a bench, and a garden area.

A hotel room with a bathroom, a bed, and a view of the outdoors.

A gym with various exercise equipment, including treadmills and stationary bikes, and a large window providing natural light.

11. The Ingleside Hotel

Pewaukee

Jeffrey

2.770.249 ₫

3.130.382 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An outdoor seating area with wooden tables and chairs, a brick building with a sign reading 'WISSOTA CHOPHOUSE,' and a bar area visible through the entrance.

A bar area with a long counter, multiple bar stools, a television mounted on the wall, and a variety of bottles and glasses on the counter.

A lobby with a reception desk, a green door, a fireplace, and a leather sofa.

A modern restaurant with wooden tables, stone walls, and a bar area.

12. Cobblestone Hotel & Suites - Hartford

Hartford

Rhonda

4.167.013 ₫

4.687.890 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A bar area with a counter, bar stools, and hanging pendant lights.

A lounge area with a fireplace, plush seating, and decorative wall art.

A restaurant interior with booths, high-top tables, and a bar area.

A lobby with a chandelier, two armchairs, a potted plant, framed pictures on the wall, and an exit sign.

13. The Clarke Hotel

Waukesha

Sarah

2.736.105 ₫

3.091.763 ₫ total

includes taxes & fees

3 Nov - 4 Nov

An outdoor seating area with a fire feature, cushioned seating, and a view of the interior.

A compact hotel room with a kitchenette, a sofa, a bed, and a window.

An indoor swimming pool with a clear view of the outside, surrounded by green and red chairs, and wooden beams on the ceiling.

A modern hotel lobby with a wooden reception desk, a large flat-screen TV, and a 'Home2 Guarantee' sign.

14. Home2 Suites by Hilton Menomonee Falls Milwaukee

Menomonee Falls

Gregory

2.836.207 ₫

3.204.915 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A hot tub with a waterfall feature, a seating area with tables and chairs, and a window providing natural light.

A hotel with a covered entrance, multiple floors, and a sign indicating it is a Comfort Suites hotel.

A living room with a stone fireplace, a blue sofa, a brown ottoman, and a flat-screen TV mounted on the wall.

15. Comfort Suites Johnson Creek Conference Center

Johnson Creek

BreAnna

2.154.638 ₫

2.445.514 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A pool area with a glass table, lounge chairs, and a basketball hoop.

A hotel room with a bed, two bedside lamps, a tray with glasses and a bottle, and a wooden nightstand.

A conference table with various glassware and a pitcher of yellow liquid, likely juice, in a meeting room.

The entrance to Milwaukee County Zoo with a circular flower bed and a sign above.

16. Holiday Inn Pewaukee - Milwaukee West by IHG

Pewaukee

Javon

2.534.868 ₫

2.864.401 ₫ total

includes taxes & fees

19 Nov - 20 Nov

A cozy interior with a wooden staircase, a coffee station, and a dining area.

A dining room with a wooden table set for four, surrounded by chairs. There is a chandelier above the table, a cabinet with dishes to the right, and a window with curtains.

A kitchen with a large island, wine rack, and a window with a view of trees.

A two-story house with a porch, a front door, and a small front yard.

17. The Katherine Holle House

Watertown

Victoria

3.242.303 ₫

3.731.946 ₫ total

includes taxes & fees

22 Nov - 23 Nov

An indoor swimming pool with a view of the sunset through large windows, wooden beams on the ceiling, and a tiled floor.

A living room with a brown sofa, a round coffee table, and a brown leather chair. There is a door leading to a hallway with a lamp and a framed picture on the wall.

A living room with a brick fireplace, leather sofa, and a ceiling fan.

A restaurant with wooden tables and chairs, a kitchen area, and a patterned carpet.

18. AmericInn by Wyndham Hartford WI

Hartford

James

2.164.984 ₫

2.435.607 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A Country Inn & Suites building with a symmetrical facade, multiple windows, and a parking lot in front.

An indoor swimming pool with a wooden ceiling, clear glass windows, and outdoor seating area.

A reception area with a wooden reception desk, framed artwork, and a clock on the wall.

A living room with a fireplace, a sofa, a chair, and a bookshelf.

19. Country Inn & Suites by Radisson, Germantown, WI

Village of Germantown

Sandy

2.255.352 ₫

2.514.718 ₫ total

includes taxes & fees

16 Nov - 17 Nov

A self-service beverage station with a variety of drinks and snacks, a microwave, and a refrigerated section.

A hotel room with two beds, a desk, a chair, and a TV.

A modern hotel lobby with a seating area featuring teal sofas and chairs, a reception desk, and a large TV screen.

20. Tru By Hilton Milwaukee Brookfield

Waukesha

Gireesh

2.311.903 ₫

2.612.450 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Where to stay in Oconomowoc

Find the best Oconomowoc areas for the activities you enjoy most.

Maplewood

When in Maplewood, you can plan a visit to Oconomowoc Golf Club and Lake Okauchee, some noteworthy sights in the nearby area.

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Lac La Belle Manor

While there might not be top attractions in Lac La Belle Manor, you can explore the larger area and discover places like Lac La Belle and Fowler Lake Park.

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Peninsular Park

While Peninsular Park isn't home to many top sights, Upper Nemahbin Lake and Lower Nemahbin Lake are some notable places to visit nearby.

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Stay near popular Oconomowoc attractions

The entrance to Veterans Memorial Park with stone archways and flags.

Lac La Belle

9.6/10 (14 reviews)

This scenic Wisconsin lake offers clear waters for boating and fishing in a serene natural setting. Explore the shoreline, relax at City Beach, or join a Historic Boat Tour to discover local landmarks.

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A waterfront fountain with American flags, surrounded by a stone structure and a clear blue sky.

Fowler Lake Park

9.6/10 (9 reviews)

This lakeside community hub offers scenic walking paths, fishing piers and recreational facilities. Enjoy a peaceful picnic with panoramic views of Fowler Lake or participate in one of the summer festivals.

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Oconomowoc Golf Club

8.0/10 (6 reviews)

This classic Donald Ross-designed course from 1916 challenges golfers with strategic layouts and precise greens. Members enjoy meticulously maintained fairways in a serene environment with scenic Wisconsin views.

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Oconomowoc Historical Museum

8.0/10 (2 reviews)

Housed in a 1920s National Guard Armoury, this museum preserves Oconomowoc's rich Lake Country heritage. Step back in time through recreated historical shopfronts and marvel at Wisconsin's largest HO model train layout.

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Oconomowoc Arts Center

9.4/10 (6 reviews)

The Oconomowoc Arts Centre showcases diverse performances from local theatre to professional concerts in an acoustically excellent venue. A perfect cultural experience in this Wisconsin community hub.

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Imagination Station

8.4/10 (5 reviews)

This inclusive playground features accessible equipment where children of all abilities play together on rubberized surfaces. Families appreciate the thoughtful design with therapeutic swings and sensory structures.

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Upper Nemahbin Lake

Commune with nature and explore the great outdoors at Upper Nemahbin Lake during your travels in Summit.

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Lower Nemahbin Lake

Commune with nature and explore the great outdoors at Lower Nemahbin Lake during your travels in Summit.

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Learn more about Oconomowoc

Nestled between two lakes, this charming city offers picturesque waterfront strolls and cosy cafes along Wisconsin Avenue. Don't miss the Oconomowoc Arts Center's performances or the farmers' market, where local flavours shine every Sunday from May to October.

See all hotels in Oconomowoc

Top Oconomowoc Hotel Reviews

AmericInn by Wyndham Brookfield

10/10 Excellent

"The room was clean and the staff was courteous. The heating unit was a little noisy but my husband and I slept well. There is room for improvement in the breakfast. The eggs were lukewarm to cold, the juice and coffee was weak and tasteless."

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent

"Excellent"

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

10/10 Excellent

"We enjoyed our stay here!"

Wildwood Lodge

8/10 Good

"We have stayed here previously (June 2026) and the amenities and staff were terrific again this stay. Our room, however, was difficult to regulate the temperature, it was too warm, despite setting the thermostat at 68 degrees and later 65 degrees, we finally opened the window when we got up in the morning. We appreciated the generous size in room refrigerator, but the refrigerator compressor which was cycling on/off throughout the night, often woke me up."

More cheap stays in Oconomowoc

Baymont by Wyndham Waukesha

2111 E Moreland Blvd Waukesha WI

1.991.682 ₫

2.250.601 ₫ total

13 Nov - 14 Nov

includes taxes & fees

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI

2.029.964 ₫

2.293.860 ₫ total

8 Nov - 9 Nov

includes taxes & fees

9/10 Wonderful! (1,139 reviews)

Comfort Inn & Suites NW Milwaukee

W177n9675 Riversbend Ln Village of Germantown WI

2.396.485 ₫

2.672.080 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Holiday Inn Express & Suites Delafield by IHG

3030 Golf Rd Delafield WI

2.457.270 ₫

2.776.715 ₫ total

19 Nov - 20 Nov

includes taxes & fees

9.4/10 Exceptional! (708 reviews)

Holiday Inn Express Milwaukee-West Medical Center by IHG

11111 W North Ave Milwaukee WI

2.457.270 ₫

2.847.975 ₫ total

22 Nov - 23 Nov

includes taxes & fees

7.6/10 Good! (1,000 reviews)

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

115 DISCOVERY DRIVE Brookfield WI

2.948.724 ₫

3.405.776 ₫ total

1 Nov - 2 Nov

includes taxes & fees

9.4/10 Exceptional! (1,000 reviews)

Hotels in Oconomowoc with star rating

Frequently asked questions

What's the seasonal weather in Oconomowoc?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Oconomowoc are January, March, November and February, with each month seeing an average of 21 cm of snowfall.

Explore a world of travel with Expedia

Book Hotels in Oconomowoc on Expedia.com

Find hotels in Oconomowoc, WI from 1.671.934 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Oconomowoc

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Oconomowoc hotels

1. Staybridge Suites Milwaukee West-Oconomowoc by IHG

2. TownePlace Suites by Marriott Oconomowoc

3. Hilton Garden Inn Oconomowoc

4. Mon Bijou

5. The Delafield Hotel

6. Holiday Inn Express & Suites Delafield by IHG

7. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

8. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

9. Best Western Watertown

10. avid hotel Milwaukee West Waukesha by IHG

11. The Ingleside Hotel

12. Cobblestone Hotel & Suites - Hartford

13. The Clarke Hotel

14. Home2 Suites by Hilton Menomonee Falls Milwaukee

15. Comfort Suites Johnson Creek Conference Center

16. Holiday Inn Pewaukee - Milwaukee West by IHG

17. The Katherine Holle House

18. AmericInn by Wyndham Hartford WI

19. Country Inn & Suites by Radisson, Germantown, WI

20. Tru By Hilton Milwaukee Brookfield

Where to stay in Oconomowoc

Maplewood

Lac La Belle Manor

Peninsular Park

Stay near popular Oconomowoc attractions

Lac La Belle

Fowler Lake Park

Oconomowoc Golf Club

Oconomowoc Historical Museum

Oconomowoc Arts Center

Imagination Station

Upper Nemahbin Lake

Lower Nemahbin Lake

Learn more about Oconomowoc

Top Oconomowoc Hotel Reviews

AmericInn by Wyndham Brookfield

Sheraton Milwaukee Brookfield Hotel

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

Wildwood Lodge

More cheap stays in Oconomowoc

Baymont by Wyndham Waukesha

Wildwood Lodge

Comfort Inn & Suites NW Milwaukee

Holiday Inn Express & Suites Delafield by IHG

Holiday Inn Express Milwaukee-West Medical Center by IHG

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

Hotels in Oconomowoc with star rating

Frequently asked questions

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