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
The Inn on the Olde Homestead features air-conditioned accommodations in Waukesha. This property offers access to a terrace and free private parking.
Amenities at The Inn on the Olde Homestead
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
100% verified reviews10.0 / 10.0Outstanding·Jan 2026
Kari was extremely attentive to our stay and we enjoyed sitting under the grapevines sipping wine and nibbling cheeses.
10.0 / 10.0Outstanding·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.
8.0 / 10.0Excellent·Oct 2025
The property and all antics/furnishing was next level. We thought the owner/operator was wonderful. Very engaging. A person could tell she had a lot on her mind and her enthusiasm was contagious. It was what I thought a B&B should be like. I think spending more time there for multiple nights would paint a better picture which would improve upon an already great experience! Such as getting to mingle with the other guests. And there's more to do, which we didn't get to since passing through, so we look forward to potentially another visit!
We weren't quite sure where to go when we arrived. We walked into an empty house hesitantly and resulted to sending a text. After that, all was well. When we got back from dinner the keypad to back door didn't work but we walked around to another door and it worked. So all good! Part of the experience as far as I'm concerned.
9.0 / 10.0Outstanding·Oct 2025
Ambiance, Staff, food, privacy, restaurant.
Seniors had a challenge getting up onto very high bed.
$$$$
Top rated by guests
8.5Excellent
(25 Ratings)
"Kari was extremely attentive to our stay and we enjoyed sitting under the grapevines sipping wine and nibbling cheeses."
Verified guestDon't miss out! Price and availability may change
