The Inn on the Olde Homestead

Top rated by guests
Property building, Spring, Garden view
The Inn on the Olde Homestead Bed and Breakfast in Pewaukee
The Inn on the Olde Homestead Bed and Breakfast in Pewaukee
The Inn on the Olde Homestead Bed and Breakfast in Pewaukee
The Inn on the Olde Homestead Bed and Breakfast in Pewaukee
review stars
8.8Excellent
(31 Ratings)
"Breakfast was great. Nice quiet location even with a busy street."
Verified guest
Don't miss out! Price and availability may change
8.8 / 10
Excellent(31 Ratings)

Bed and Breakfast in Pewaukee, WI

3-Star Bed & Breakfast

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Well priced for this locationPriced under area average

About this bed and breakfast

Comfortable Accommodations

Amenities

Golf course (within 2 mi)
Free WiFi/internet
Free Parking
Air conditioning
Non-smoking
Pets allowed
Heating
Bar
Kitchen
Balcony/Terrace
WiFi/Internet
Shared living spaces
Ski in/Ski out
Garden
Family friendly
Smoking allowed
Contactless check-in/out
Fire alarm
Fire extinguisher
Cleaning products

Map of Pewaukee, WI


Available Rooms

Ratings and reviews

8.8 / 10
Excellent(31 Ratings)
100% verified reviews
9 / 10Outstanding·Sep 2026
This is a beautiful spot. The lady who runs it bought, restored and really made this place beautiful. She goes to great pains to make everything historic and period (even going beyond period, there are books everywhere, most late 1890s-1920s but I found one book from the late 1700s!). We came during August so it was too hot to use the fireplace but it looked beautiful. Also, outside of the building in the parking area in the back, there are three other buildings. Another house, where I assume she lives, a historic resale shop and a small restaurant. We didn't have enough time to try their other businesses but as a history buff, I want to go back just to do those things. I am not a morning person so I slept in a bit but the owner makes breakfast personally for the guests. My wife went out and joined the group and everyone shared stories and really enjoyed the morning.
The only slight knock I would give this is that being period meant no air conditioning and in mid-August that makes it very hot. There also weren't fans in the rooms. I feel like for comfort alone, people would likely be okay with the lack of period authenticity. The bathroom, with a nice wide standing shower and upgraded sink, is not period at all but it is a wonderful comfort item to have.
10 / 10Outstanding·May 2026
Breakfast was great. Nice quiet location even with a busy street.
Nothing. Everything was great.
10 / 10Outstanding·Jan 2026
Kari was extremely attentive to our stay and we enjoyed sitting under the grapevines sipping wine and nibbling cheeses.
10 / 10Outstanding·Jan 2026
It is a 19th century homestead that has been updated and lovingly converted into a B&B. The gracious host--who operates the nearby antiques shop--has furnished it with lots of period furniture, and everywhere you look there are fascinating details and curios to contemplate.

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FAQs

Does this property follow enhanced cleaning procedures?

Yes, this bed and breakfast has implemented enhanced cleaning procedures and processes to keep you healthy and safe.

Is parking included with this bed and breakfast?

Parking is not specified as an available amenity at The Inn on the Olde Homestead. For more information, we encourage you to contact the property about where to park.

Is there a pool at this bed and breakfast?

We didn’t find pool listed as an amenity for this bed and breakfast. It may be worth double checking if a pool is important for your stay.

Is The Inn on the Olde Homestead pet friendly?

Yes! This bed and breakfast is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at The Inn on the Olde Homestead?

We found 20 amenities for this rental. This includes golf course (within 2 mi), free wifi/internet, free parking, air conditioning, and non-smoking.


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