Oconomowoc Holiday Rentals, Wisconsin: Private House Rentals

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Oconomowoc

Pet friendly

Apartment

Pool

Hot tub

Condo

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

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

THOMAS

฿3,465

฿3,915 total

includes taxes & fees

11 Oct - 12 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 modern hotel with a stone facade, multiple floors, and a parking lot.

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

2. TownePlace Suites by Marriott Oconomowoc

Oconomowoc

Matt

฿4,206

฿4,752 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 bar area with a counter, stools, and a television.

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

3. Hilton Garden Inn Oconomowoc

Oconomowoc

Cindy

฿3,975

฿4,491 total

includes taxes & fees

9 Nov - 10 Nov

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

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

4. Mon Bijou

Oconomowoc

Christopher

฿9,991

฿11,290 total

includes taxes & fees

9 Nov - 10 Nov

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 gym with treadmills, elliptical machines, and free weights.

5. Holiday Inn Express & Suites Delafield by IHG

Delafield

Charles

฿3,465

฿3,915 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 person standing in front of a building with a 'be fitness' sign, a stone facade, and a black car parked nearby.

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.

6. The Delafield Hotel

Delafield

joan

฿6,074

฿6,864 total

includes taxes & fees

26 Oct - 27 Oct

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

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.

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

7. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Delafield

Samuel

฿2,846

฿3,216 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 hotel room with two beds, a desk with a TV, a chair, a lamp, and a window.

A hotel with a signboard, a well-maintained lawn, and a building with a dark roof and large windows.

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

8. AmericInn by Wyndham Delafield-Waukesha-Milwaukee

Delafield

Wilson

฿2,664

฿3,011 total

includes taxes & fees

11 Oct - 12 Oct

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

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

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

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

9. avid hotel Milwaukee West Waukesha by IHG

Pewaukee

Christopher

฿3,398

฿3,839 total

includes taxes & fees

15 Oct - 16 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 hotel room with a large bed, a desk with a chair, a bathroom with a bathtub, and a mirror.

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

10. Best Western Watertown

Watertown

Richard

฿2,931

฿3,326 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

Jill

฿3,603

฿4,071 total

includes taxes & fees

11 Oct - 12 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 hotel room with two beds, a desk, a TV, and a window with curtains.

12. Cobblestone Hotel & Suites - Hartford

Hartford

Kaabala

฿5,419

฿6,097 total

includes taxes & fees

1 Nov - 2 Nov

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

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

฿3,007

฿3,398 total

includes taxes & fees

5 Nov - 6 Nov

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

14. The Clarke Hotel

Waukesha

Jessica

฿3,760

฿4,249 total

includes taxes & fees

1 Nov - 2 Nov

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 vending machine with various food and drink options.

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

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

Brookfield

Steven

฿3,835

฿4,429 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A spacious, well-lit modern kitchen with a large island, multiple seating areas, and a flat-screen TV mounted on the wall.

16. Fairfield Inn & Suites by Marriott Milwaukee Brookfield

Brookfield

Eliezer

฿2,695

฿3,112 total

includes taxes & fees

9 Nov - 10 Nov

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

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

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

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

17. Home2 Suites by Hilton Milwaukee Brookfield

Waukesha

Melissa

฿3,975

฿4,491 total

includes taxes & fees

18 Oct - 19 Oct

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

18. AmericInn by Wyndham Hartford WI

Hartford

Stephanie

฿2,997

฿3,372 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

19. Wildwood Lodge

Pewaukee

Hope

฿2,640

฿2,983 total

includes taxes & fees

2 Nov - 3 Nov

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

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.

A swimming pool with a tiled deck, a lounge area with chairs, and a view of the outside.

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

20. Best Western Waukesha Grand

Pewaukee

Allen

฿2,662

฿3,008 total

includes taxes & fees

11 Oct - 12 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

Upper Nemahbin Lake

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

See properties

Lower Nemahbin Lake

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

See properties

Middle Genesee Lake

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

See properties

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

Wildwood Lodge

10/10 Excellent

"Just a great all around stay"

Staybridge Suites Milwaukee West-Oconomowoc by IHG

10/10 Excellent

"Enjoyed my stay. Everyone was very nice and helpful. The room was clean and I appreciated the kitchenette, since I was there for a little over a week. The gym and laundry was nice, and the breakfast had a nice assortment."

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent

"Old time glam with the best continental breakfast I’ve had in a very long time"

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."

Baymont by Wyndham Waukesha

8/10 Good

"."

Renaissance Milwaukee West Hotel

10/10 Excellent

"The room was modern and with floor to ceiling windows was well lit. The room felt airy and large. Shower strength and how hot the water got felt great. Sometimes you want a quiet and relaxing space - this room met those wants as I didn’t hear our neighbors or people using the elevators as much as other hotels."

More cheap stays in Oconomowoc

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI

฿2,640

฿2,983 total

2 Nov - 3 Nov

includes taxes & fees

9/10 Wonderful! (1,123 reviews)

Fairview Inn & Suites Whitewater

917 E Milwaukee St Whitewater WI

฿2,646

฿3,003 total

11 Oct - 12 Oct

includes taxes & fees

6/10 (86 reviews)

Hampton Inn Milwaukee/Brookfield

575 N Barker Rd Brookfield WI

฿3,403

฿3,845 total

1 Nov - 2 Nov

includes taxes & fees

Holiday Inn Express & Suites Delafield by IHG

3030 Golf Rd Delafield WI

฿3,465

฿3,915 total

8 Nov - 9 Nov

includes taxes & fees

Holiday Inn Express Milwaukee-West Medical Center by IHG

11111 W North Ave Milwaukee WI

฿3,533

฿4,094 total

26 Oct - 27 Oct

includes taxes & fees

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

115 DISCOVERY DRIVE Brookfield WI

฿3,835

฿4,429 total

1 Nov - 2 Nov

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.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Oconomowoc on Expedia.com

Find hotels in Oconomowoc, WI from ฿2,311

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. 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. AmericInn by Wyndham Hartford WI

19. Wildwood Lodge

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

Imagination Station

Oconomowoc Arts Center

Oconomowoc Golf Club

Upper Nemahbin Lake

Lower Nemahbin Lake

Middle Genesee Lake

Learn more about Oconomowoc

Top Oconomowoc Hotel Reviews

Wildwood Lodge

Staybridge Suites Milwaukee West-Oconomowoc by IHG

Embassy Suites by Hilton Milwaukee Brookfield

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Baymont by Wyndham Waukesha

Renaissance Milwaukee West Hotel

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

Explore a world of travel with Expedia

Go further with the Expedia app