Olde Homestead Cottage

Choose dates to view prices

Where to?

Dates

August 2025

September 2025

Step into history at The Inn, a charming 1858 building with a welcoming porch and a bench to sit and take in the surroundings.

Enjoy meals in this cozy dining area with a rustic table and metal chairs, featuring a chessboard and a warm ambiance.

Step into The Inn, a historic 1850 building with a classic facade and charming outdoor seating area.

Enjoy a drink at the bar, where a wooden barrel and metal ashtray add to the atmosphere.

Welcome to 1850 THE INN, featuring a historic sign with an American eagle emblem and a nod to its 1850 heritage.

Popular amenities

Pet friendly
Air conditioning

Room options

Have a question?

Beta

Get instant answers with AI powered search of property information and reviews.

Ask a question

About the neighborhood

Waukesha, WI

What's nearby

The Corners of Brookfield - 2 min drive - 1.6 miles
Carroll University - 6 min drive - 3.1 miles
Waukesha County Expo Center - 7 min drive - 3.8 miles
Brookfield Square Mall - 8 min drive - 6.0 miles
Milwaukee County Zoo - 10 min drive - 9.1 miles

Getting around

Milwaukee Intermodal Station - 18 min drive
Waukesha, WI (UES-Waukesha County) - 6 min drive

Restaurants

‪Oscar's Frozen Custard - ‬2 min drive
‪Culver's - ‬4 min drive
‪McDonald's - ‬5 min drive
‪McDonald's - ‬2 min drive
‪Texas Roadhouse - ‬19 min walk

About this property

Olde Homestead Cottage

Property highlights

Olde Homestead Cottage provides everything you need. Guests can connect to in-room WiFi.

You'll also enjoy the following perks during your stay:

Smoke-free premises

Room features

All guestrooms at Olde Homestead Cottage include comforts such as air conditioning, as well as amenities like internet access.

Other amenities include:

Bathrooms with showers and hair dryers

Property manager

Kari Miller-Cameron

Languages

English

Similar properties

Kitchen
Washer
Dryer
Pet friendly

Property amenities

Internet

Available in all rooms: WiFi

Smoking not allowed

Room amenities

Bedroom

Bedsheets provided

Bathroom

Hair dryer
Shower
Soap
Toilet paper
Towels provided

Air conditioning
Heating

Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

1 total (up to 50 lbs per pet)

Children and extra beds

Children are welcome

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

Onsite parties or group events are strictly prohibited

Safety features at this property include a carbon monoxide detector and a smoke detector

This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Frequently asked questions

Is Olde Homestead Cottage pet-friendly?

Yes, this bed & breakfast allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

How much does it cost to stay at Olde Homestead Cottage?

As of Aug 1, 2025, prices found for a 1-night stay for 2 adults at Olde Homestead Cottage on Aug 4, 2025 start from $157.5, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Where is Olde Homestead Cottage located?

Situated in Waukesha, this bed & breakfast is within 1 mi (2 km) of Monkey Joe's and Prairieville Park. The Corners of Brookfield and Frame Park Formal Gardens are also within 3 mi (5 km).