Oconomowoc Holiday Rentals, Wisconsin: Private House Rentals

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Our top choices for Oconomowoc hotels

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

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

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

A bedroom with a large bed, bedside lamps, a TV, and a window with curtains.

1. Mon Bijou

Oconomowoc

Christopher

Rp5.255.118

Rp5.938.284 total

includes taxes & fees

30 Sept - 1 Oct

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

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

A hotel room with a bed, a sofa, a TV, a desk, and a small table.

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

2. Staybridge Suites Milwaukee West-Oconomowoc by IHG

Oconomowoc

Robert

Rp1.822.688

Rp2.059.637 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A modern kitchen with a central island, pendant lighting, and a chalkboard sign.

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

3. TownePlace Suites by Marriott Oconomowoc

Oconomowoc

Matt

Rp2.212.000

Rp2.499.560 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A modern bar area with a counter, stools, and a television.

A spacious lobby with large windows, a sectional sofa, red ottomans, and a small table.

4. Hilton Garden Inn Oconomowoc

Oconomowoc

Cindy

Rp2.016.990

Rp2.279.198 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

A hotel lobby with a dining area, a reception desk, and a clock on the wall.

5. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Delafield

Jordan

Rp1.576.712

Rp1.781.684 total

includes taxes & fees

24 Sept - 25 Sept

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

An indoor swimming pool area with multiple lounge chairs and tables, a pool with clear blue water, and a view of the outdoors through large windows.

A buffet with labeled containers of turkey sausage and cookies.

A coffee station with two espresso machines, a coffee press, and various coffee cups and containers.

6. Holiday Inn Express & Suites Delafield by IHG

Delafield

Muna

Rp1.893.472

Rp2.139.624 total

includes taxes & fees

18 Oct - 19 Oct

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

A modern lounge area with grey upholstered sofas, a central coffee table, and a flat-screen TV mounted on the wall.

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

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

7. avid hotel Milwaukee West Waukesha by IHG

Pewaukee

Christopher

Rp1.787.296

Rp2.019.645 total

includes taxes & fees

20 Sept - 21 Sept

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

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

A reception desk with a wooden panel design and a colorful mosaic pattern.

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

8. Best Western Watertown

Watertown

Richard

Rp1.697.208

Rp1.926.331 total

includes taxes & fees

28 Sept - 29 Sept

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.

9. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

Delafield

Terry

Rp1.385.440

Rp1.565.547 total

includes taxes & fees

22 Sept - 23 Sept

An indoor swimming pool with lounge chairs and a wooden ceiling.

A modern building with a covered entrance, a tall green tree, and a clear sky.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, and a window with curtains.

A reception area with a blue counter, a sign for Days Inn, and a seating area with a lamp and chairs.

10. Days Inn by Wyndham Johnson Creek

Johnson Creek

cathryn

Rp1.292.370

Rp1.363.450 total

includes taxes & fees

23 Sept - 24 Sept

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

A hotel room with a desk, chair, bed, sofa, and a lamp.

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

11. Comfort Suites Johnson Creek Conference Center

Johnson Creek

BreAnna

Rp1.519.202

Rp1.724.294 total

includes taxes & fees

11 Oct - 12 Oct

A modern hotel with a covered entrance and a car parked in front.

A hotel room with two beds, a red chair, two bedside tables with lamps, and a large window with curtains.

A modern restaurant with a long counter, multiple seating areas, and a variety of food and drink stations.

An indoor swimming pool with tiled flooring, metal pool ladders, and seating areas with tables and chairs.

12. Best Western Plus Jefferson

Jefferson

Tina

Rp1.910.952

Rp2.111.601 total

includes taxes & fees

28 Sept - 29 Sept

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

A dining table with a plate of food, a glass of red wine, and a glass of beer.

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.

13. The Ingleside Hotel

Pewaukee

Mike

Rp1.895.027

Rp2.141.382 total

includes taxes & fees

21 Sept - 22 Sept

An outdoor seating area with wicker furniture and cushions, a glass door entrance, and a well-lit interior.

A hotel room with a large bed, a sofa, a desk with a TV, a lamp, and a view of the city through the window.

A hotel room with a sofa, armchair, coffee table, desk, and kitchenette.

An indoor swimming pool with clear glass walls, sun loungers, and a tiled floor.

14. AmericInn by Wyndham Brookfield

Brookfield

Robert

Rp1.385.440

Rp1.600.184 total

includes taxes & fees

21 Sept - 22 Sept

A spacious hotel lobby with a high ceiling, circular lighting fixtures, a central seating area, and a bar with a granite countertop.

A spacious lobby with a central seating area, multiple floors, and a modern design.

A hotel room with a sofa, armchair, a flat-screen TV, a bookshelf, and a large window offering a city view.

A spacious lobby with a central seating area, a bar, and a staircase leading to upper floors.

15. Embassy Suites by Hilton Milwaukee Brookfield

Brookfield

Armando

Rp2.162.097

Rp2.497.223 total

includes taxes & fees

27 Sept - 28 Sept

A buffet with various food items, including omelets and cheese.

A hotel room with a bed, a blue sofa, a desk, a TV, and a framed picture on the wall.

A Holiday Inn Express building with a modern architectural design, featuring a mix of brick and glass facades, and a covered entrance area.

A reception desk with a Holiday Inn Express sign, a digital kiosk, and a welcome brochure.

16. Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

Brookfield

Steven

Rp2.088.128

Rp2.411.788 total

includes taxes & fees

20 Sept - 21 Sept

A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.

A hotel with a stone facade, multiple windows, and outdoor seating with green chairs.

A modern lobby with a brown leather sofa, wooden dining table, and a mounted TV.

A spacious living area with a large round table, multiple chairs, a sofa, and a television mounted on the wall.

17. Wildwood Lodge

Pewaukee

Cheriee

Rp1.299.240

Rp1.468.060 total

includes taxes & fees

13 Oct - 14 Oct

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

A modern dining area with a long wooden table, cushioned seating, and pendant lighting.

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

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

18. Home2 Suites by Hilton Menomonee Falls Milwaukee

Menomonee Falls

Gregory

Rp1.610.690

Rp1.820.079 total

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with a wooden ceiling, tiled floor, and a wheelchair-accessible area.

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

A modern living room with a fireplace, a staircase, and a blue sofa.

A patio area with a stone fire pit, a wooden pergola, and a house with large windows and a door.

19. Country Inn & Suites by Radisson, West Bend, WI

West Bend

James

Rp1.521.507

Rp1.726.909 total

includes taxes & fees

22 Sept - 23 Sept

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 hotel room with two beds, a desk, a TV, and a window with curtains.

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

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

20. Cobblestone Hotel & Suites - Hartford

Hartford

Mark

Rp2.375.688

Rp2.672.648 total

includes taxes & fees

1 Oct - 2 Oct

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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 Lake Okauchee and Fowler Lake Park, 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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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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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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Upper Nemahbin Lake

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

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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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Lower Nemahbin Lake

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

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Middle Genesee Lake

Commune with nature and explore the great outdoors at Middle Genesee 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

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

10/10 Excellent

"Room was very clean and comfortable. Staff is friendly and we loved hearing Shakira sing in the morning while she was working. :) We will definitely stay again."

Wildwood Lodge

10/10 Excellent

"The theme and nice location with plenty of food and easy to find stuff to do if ur willin to spend a lil money are the reasons I will definitely be returning!"

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

10/10 Excellent

"Room was clean."

AmericInn by Wyndham Brookfield

8/10 Good

"I stay at this hotel a couple of times a month and the rooms need an upgrade - - mainly the bathroom. There have been a few hairs on the walls of the tub/shower."

Hampton Inn Milwaukee/Brookfield

10/10 Excellent

"It was a great location clean and quiet and there was breakfast."

Staybridge Suites Milwaukee West-Oconomowoc by IHG

10/10 Excellent

"Great location and very well maintained facility. The rooms were clean, the pool and breakfast area were also well maintained and clean."

The Ingleside Hotel

10/10 Excellent

"Location and staff"

Hilton Garden Inn Milwaukee Northwest Conference Center

8/10 Good

"It said it was gonna be a king evolution room (a king bed bedroom with a separate living area and twice the square footage of a normal hotel room) and I asked the front desk when they checked me in and they said that they didn’t have rooms like that just whirlpool suites and normal rooms so that was kind of a bummer."

Fairview Inn & Suites Whitewater

8/10 Good

"So they only had pop tarts out for breakfast. They say hot tub but is only if you get a room with one in it."

More cheap stays in Oconomowoc

Days Inn by Wyndham Johnson Creek

W 4545 Linmar Lane Johnson Creek WI

Rp1.292.370

Rp1.363.450 total

23 Sept - 24 Sept

includes taxes & fees

7.6/10 Good! (940 reviews)

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI

Rp1.299.240

Rp1.468.060 total

13 Oct - 14 Oct

includes taxes & fees

9/10 Wonderful! (1,095 reviews)

Baymont by Wyndham Waukesha

2111 E Moreland Blvd Waukesha WI

Rp1.326.239

Rp1.498.626 total

30 Sept - 1 Oct

includes taxes & fees

Hampton Inn Milwaukee/Brookfield

575 N Barker Rd Brookfield WI

Rp1.726.776

Rp1.951.257 total

11 Oct - 12 Oct

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

Holiday Inn Express Milwaukee-West Medical Center by IHG

11111 W North Ave Milwaukee WI

Rp1.928.864

Rp2.235.555 total

20 Sept - 21 Sept

includes taxes & fees

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

115 DISCOVERY DRIVE Brookfield WI

Rp2.088.128

Rp2.411.788 total

20 Sept - 21 Sept

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Oconomowoc?

Staybridge Suites Milwaukee West-Oconomowoc by IHG is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and an indoor pool. Hilton Garden Inn Oconomowoc is another good option for your stay. See all available top hotels, or vacation rentals in Oconomowoc.

If I need to cancel my hotel reservation in Oconomowoc, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Oconomowoc.

What's the best LGBTQ-friendly place to stay in Oconomowoc?

Staybridge Suites Milwaukee West-Oconomowoc by IHG is a top LGBTQ-friendly hotel, and features free breakfast and in-room kitchens. Hilton Garden Inn Oconomowoc is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Oconomowoc.

What's the best dog-friendly hotel in Oconomowoc?

Staybridge Suites Milwaukee West-Oconomowoc by IHG is a top hotel for people travelling with their pets, and offers an indoor pool and in-room kitchens for its human guests. Other good options for you and your pet include Hilton Garden Inn Oconomowoc and TownePlace Suites by Marriott Oconomowoc. See more pet-friendly hotel accommodations in Oconomowoc.

What are some accommodation options with pools in Oconomowoc?

Hilton Garden Inn Oconomowoc is a top hotel with a pool, free WiFi and free self-parking. View all hotels with pools in Oconomowoc.

What is staying in Oconomowoc like?

Visitors to Oconomowoc will definitely enjoy the restaurants, shopping and sporting events. Tourists can also enjoy the city's cafés and breweries. In Oconomowoc, there are 48 hotels and other accommodation options to choose from. Find out more about Oconomowoc.

What should I see while I'm in Oconomowoc?

Cultural venues include Oconomowoc Arts Center, Theatre On Main and Oconomowoc Gallery. Families come for attractions such as Fowler Lake Park, Imagination Station and Oakbrook-Eser Studios and Gallery. Natural beauty is on display at Lac La Belle, Lake Okauchee and Upper Nemahbin Lake. Take a look at what more there is to see and do in Expedia's Oconomowoc guide.

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.

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Book Hotels in Oconomowoc on Expedia.com

Find hotels in Oconomowoc, WI from Rp1.363.450

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. Mon Bijou

2. Staybridge Suites Milwaukee West-Oconomowoc by IHG

3. TownePlace Suites by Marriott Oconomowoc

4. Hilton Garden Inn Oconomowoc

5. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

6. Holiday Inn Express & Suites Delafield by IHG

7. avid hotel Milwaukee West Waukesha by IHG

8. Best Western Watertown

9. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

10. Days Inn by Wyndham Johnson Creek

11. Comfort Suites Johnson Creek Conference Center

12. Best Western Plus Jefferson

13. The Ingleside Hotel

14. AmericInn by Wyndham Brookfield

15. Embassy Suites by Hilton Milwaukee Brookfield

16. Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

17. Wildwood Lodge

18. Home2 Suites by Hilton Menomonee Falls Milwaukee

19. Country Inn & Suites by Radisson, West Bend, WI

20. Cobblestone Hotel & Suites - Hartford

Where to stay in Oconomowoc

Maplewood

Lac La Belle Manor

Peninsular Park

Stay near popular Oconomowoc attractions

Lac La Belle

Fowler Lake Park

Imagination Station

Oconomowoc Arts Center

Upper Nemahbin Lake

Oconomowoc Golf Club

Lower Nemahbin Lake

Middle Genesee Lake

Learn more about Oconomowoc

Top Oconomowoc Hotel Reviews

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Wildwood Lodge

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

AmericInn by Wyndham Brookfield

Hampton Inn Milwaukee/Brookfield

Staybridge Suites Milwaukee West-Oconomowoc by IHG

The Ingleside Hotel

Hilton Garden Inn Milwaukee Northwest Conference Center

Fairview Inn & Suites Whitewater

More cheap stays in Oconomowoc

Days Inn by Wyndham Johnson Creek

Wildwood Lodge

Baymont by Wyndham Waukesha

Hampton Inn Milwaukee/Brookfield

Holiday Inn Express Milwaukee-West Medical Center by IHG

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

Frequently asked questions

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