Oconomowoc Holiday Rentals, Wisconsin: Private House Rentals

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

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

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

1. Staybridge Suites Milwaukee West-Oconomowoc by IHG

Oconomowoc

Michael

฿3,688

฿4,168 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

2. TownePlace Suites by Marriott Oconomowoc

Oconomowoc

Matt

฿4,191

฿4,736 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

3. Hilton Garden Inn Oconomowoc

Oconomowoc

Cindy

฿3,962

฿4,477 total

includes taxes & fees

18 Oct - 19 Oct

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

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

4. Mon Bijou

Oconomowoc

Christopher

฿9,958

฿11,253 total

includes taxes & fees

12 Oct - 13 Oct

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

A reception area with a white reception desk, a colorful geometric wall art, a closed door, and a computer desk with a chair.

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

A buffet with labeled containers of turkey sausage and cookies.

5. Holiday Inn Express & Suites Delafield by IHG

Delafield

Charles

฿3,454

฿3,903 total

includes taxes & fees

8 Nov - 9 Nov

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

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

6. The Delafield Hotel

Delafield

joan

฿4,540

฿5,130 total

includes taxes & fees

12 Oct - 13 Oct

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

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

7. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Delafield

Samuel

฿2,837

฿3,205 total

includes taxes & fees

9 Nov - 10 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 with a signboard, a well-maintained lawn, and a building with a dark roof and large windows.

8. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

Delafield

Wilson

฿2,656

฿3,001 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 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 reception desk with a wooden finish, a refrigerated beverage display, and a sign indicating the market area.

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

9. avid hotel Milwaukee West Waukesha by IHG

Pewaukee

Christopher

฿3,387

฿3,827 total

includes taxes & fees

15 Oct - 16 Oct

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.

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.

10. Best Western Watertown

Watertown

Richard

฿2,921

฿3,315 total

includes taxes & fees

1 Nov - 2 Nov

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.

11. The Ingleside Hotel

Pewaukee

Jill

฿3,591

฿4,058 total

includes taxes & fees

12 Oct - 13 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

Kaabala

฿5,402

฿6,077 total

includes taxes & fees

12 Oct - 13 Oct

A modern lounge area with a blue sofa, colorful ottomans, and a variety of seating options including a red chair and a wicker chair.

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

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

13. Tru By Hilton Milwaukee Brookfield

Waukesha

Gireesh

฿2,997

฿3,387 total

includes taxes & fees

1 Nov - 2 Nov

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

A historic stone building with a turret and red roof, surrounded by autumn foliage and benches.

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

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

14. The Clarke Hotel

Waukesha

Jessica

฿3,822

฿4,319 total

includes taxes & fees

3 Nov - 4 Nov

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

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

A coffee station with two espresso machines, a coffee grinder, and various coffee pods and cups.

A vending machine with various food and drink options.

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

Brookfield

Steven

฿3,822

฿4,415 total

includes taxes & fees

18 Oct - 19 Oct

A spacious living area with a kitchen in the background, a stone accent wall, and a large flat-screen TV.

A modern hotel with a prominent sign, a covered entrance, and a brick facade.

A modern lobby with a reception desk, seating area, and a view into the kitchen.

An indoor swimming pool with a 3ft, 9in, 11m depth.

16. Fairfield Inn & Suites by Marriott Milwaukee Brookfield

Brookfield

Eliezer

฿2,686

฿3,102 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor seating area with a fire pit, sofas, and chairs, under a covered structure with a flagpole.

A gym with treadmills, weight machines, and a rack of dumbbells.

A modern hotel with a sign reading "HOME 2 SUITES BY HILTON".

A hotel lobby with seating areas, a bar, and a television screen.

17. Home2 Suites by Hilton Milwaukee Brookfield

Waukesha

Melissa

฿3,962

฿4,477 total

includes taxes & fees

18 Oct - 19 Oct

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

A reception area with a wooden reception desk, a checkered chair, a sofa, and a table with decorative items.

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.

18. Holiday Inn Pewaukee - Milwaukee West by IHG

Pewaukee

cristina sanchez

฿3,319

฿3,751 total

includes taxes & fees

9 Nov - 10 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 restaurant with wooden tables and chairs, a kitchen area, and a patterned carpet.

A hotel room with a large bed, two bedside tables, a chair, a window with curtains, and an air conditioning unit.

19. AmericInn by Wyndham Hartford WI

Hartford

Stephanie

฿2,988

฿3,361 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a computer, and a window with curtains.

A Best Western hotel with a modern facade, accessible parking, and a covered entrance.

A hotel lobby with a reception desk, seating area, flat-screen TV, and a fireplace.

A spacious lobby with a yellow sofa, a gray sofa, and a coffee table with magazines. There are wall-mounted lights, a large window with a view of greenery, and a door leading outside.

20. Best Western Waukesha Grand

Pewaukee

Allen

฿2,653

฿2,998 total

includes taxes & fees

13 Oct - 14 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 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 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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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 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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Upper Nemahbin Lake

Commune with nature and explore the great outdoors at Upper 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

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent

"The rooms need to microwave other than that everything was great"

Norwood Inn & Suites Milwaukee

8/10 Good

"Reasonable price"

Staybridge Suites Milwaukee West-Oconomowoc by IHG

10/10 Excellent

"some of the nicest hotel staff i have come across."

Wildwood Lodge

10/10 Excellent

"Just a great all around stay"

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

10/10 Excellent

"The room was lovely and we were thankful for the snacks available to purchase after returning late from the Brewer game."

DoubleTree by Hilton Milwaukee - Brookfield

8/10 Good

"Just wished for the money we paid the 2 bottles of water in room were free along with breakfast. Double Tree was not cheap and then top it off with 3.00 water and 15.00 per person breakfast we'll go back to Holiday Inn Express"

Baymont by Wyndham Waukesha

8/10 Good

"."

More cheap stays in Oconomowoc

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI

฿2,631

฿2,974 total

26 Oct - 27 Oct

includes taxes & fees

Fairview Inn & Suites Whitewater

917 E Milwaukee St Whitewater WI

฿2,637

฿2,994 total

12 Oct - 13 Oct

includes taxes & fees

Hampton Inn Milwaukee/Brookfield

575 N Barker Rd Brookfield WI

฿3,392

฿3,832 total

18 Oct - 19 Oct

includes taxes & fees

Holiday Inn Express & Suites Delafield by IHG

3030 Golf Rd Delafield WI

฿3,454

฿3,903 total

8 Nov - 9 Nov

includes taxes & fees

Holiday Inn Express Milwaukee-West Medical Center by IHG

11111 W North Ave Milwaukee WI

฿3,521

฿4,080 total

25 Oct - 26 Oct

includes taxes & fees

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

115 DISCOVERY DRIVE Brookfield WI

฿3,822

฿4,415 total

18 Oct - 19 Oct

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 49 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 ฿1,924

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Oconomowoc

Check prices for these dates

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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. Holiday Inn Express & Suites Delafield by IHG

6. The Delafield Hotel

7. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

8. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

9. avid hotel Milwaukee West Waukesha by IHG

10. Best Western Watertown

11. The Ingleside Hotel

12. Cobblestone Hotel & Suites - Hartford

13. Tru By Hilton Milwaukee Brookfield

14. The Clarke Hotel

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

16. Fairfield Inn & Suites by Marriott Milwaukee Brookfield

17. Home2 Suites by Hilton Milwaukee Brookfield

18. Holiday Inn Pewaukee - Milwaukee West by IHG

19. AmericInn by Wyndham Hartford WI

20. Best Western Waukesha Grand

Where to stay in Oconomowoc

Maplewood

Lac La Belle Manor

Peninsular Park

Stay near popular Oconomowoc attractions

Lac La Belle

Fowler Lake Park

Oconomowoc Arts Center

Imagination Station

Oconomowoc Historical Museum

Oconomowoc Golf Club

Lower Nemahbin Lake

Upper Nemahbin Lake

Learn more about Oconomowoc

Top Oconomowoc Hotel Reviews

Sheraton Milwaukee Brookfield Hotel

Norwood Inn & Suites Milwaukee

Staybridge Suites Milwaukee West-Oconomowoc by IHG

Wildwood Lodge

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

DoubleTree by Hilton Milwaukee - Brookfield

Baymont by Wyndham Waukesha

More cheap stays in Oconomowoc

Wildwood Lodge

Fairview Inn & Suites Whitewater

Hampton Inn Milwaukee/Brookfield

Holiday Inn Express & Suites Delafield by IHG

Holiday Inn Express Milwaukee-West Medical Center by IHG

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

Frequently asked questions

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