Title: Olde Homestead Cottage - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Olde Homestead Cottage Step back in time while enjoying today's comforts at this pet-friendly Wisconsin retreat where historic charm meets modern convenience ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108980000/108973300/108973236/75996060.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108980000/108973300/108973236/57b486d9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/109000000/108980000/108973300/108973236/682a4eeb.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Private kitchen](https://images.trvl-media.com/lodging/109000000/108980000/108973300/108973236/eb282656.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/109000000/108980000/108973300/108973236/6c769189.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies The Inn in Waukesha preserves its 1850s stone farmhouse charm with modern essentials. Travelers can choose comfy chambers in the main building or a cozy cottage for two. Each space features full bathroom facilities blending historical ambiance with practical amenities. ## Popular amenities - Pet-friendly - Air conditioning ## Room options ### Check availability for these dates Tonight [Oct. 23 - Oct. 24](https://www.expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 24 - Oct. 25](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 24 - Oct. 26](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Oct. 31 - 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[Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMilwaukee-Hotels-Olde-Homestead-Cottage.h108973236.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FMilwaukee-Hotels-Olde-Homestead-Cottage.h108973236.Hotel-Information) ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=43.03449,-88.18992&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:s%60ueG%7EqgyO%3FU%3FU%3FS%40U%3FU%40S%40U%40U%40SBU%40U%40SBSBUBUBSBSDSBSDUDSBSDSDQFSDSFQDSFSFQFQFQFQFQHQHQFOHQHOHOHQHMHQJMHOJOHMLMHMJOJKLMJMJKJKLKJKLKLIJKLILILILILILGNGLGLILENGLENELENGLCNCNCLENCNANCLCNANANAN%3FNAL%3FN%3FN%3FN%3FN%40L%3FN%40N%40N%40NBLBN%40NBNDLBNBNBLFNDLDNDLFLDLHNFLFLFLHLHLHLHLHLJJHLJLJJJLJJJJLJLJLJLJLJLJLHNJNHLHPHLJPHNHNFPHNFPHPFPFPFPHPDPFRFRDPFRDRDPDRDRBRDTDRBRBRBRBTBTBRBR%40T%40T%40RBT%3FT%40R%40T%3FT%40R%3FT%3FT%3FR%3FTAT%3FTARAT%3FTCRATATARCTCRCTCRCRCTCRERERCRERERERERGPERGPGREPIPGRGPGPINGPIPGNIPINKNINININKNILKLKNKLKLKJKLKLKJMJKJMLMJKHMHMJMHMHMFMJMDMHOFMFMDMFOFMDODMDOBODMBOBODO%40MBO%40OBO%3FO%40M%40O%40O%3FO%3FO%3FM%3FOAOAOAO%3FOCMAOCOAOEMCOCOEMCOEMEOEMGOGMEMGMGOIMEMIMIMIMIMKKIMIMKKMMKKKKKKMMMKKKMIMMMIOKMIOKOIOIOIOIOIQIOGQIQIOGQGQGSGQGQGSEQGSEQGSESESCSESESCSESCUCSCSCUCSAUASCUAUASAUAU%3FSAU%3FU%3FU%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=_MejzWFKd5mYKYjMD8vN8FVYIUg=) Waukesha, WI #### What's nearby - The Corners of Brookfield - 2 min drive - 2.6 km - Carroll University - 6 min drive - 4.9 km - Waukesha County Expo Center - 7 min drive - 6.1 km - Brookfield Square Mall - 8 min drive - 9.7 km - Milwaukee County Zoo - 10 min drive - 14.7 km #### Getting around - Milwaukee Intermodal Station - 18 min drive - Waukesha, WI (UES-Waukesha County) - 6 min drive #### Restaurants - ‪McDonald's - ‬2 min drive - ‪Culver's - ‬4 min drive - ‪Starbucks - ‬4 min drive - ‪Texas Roadhouse - ‬19 min walk - ‪Stone Creek Coffee - ‬14 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 ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/61000000/60100000/60094400/60094323/06e42381.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### avid hotel Milwaukee West Waukesha by IHG Pewaukee - Breakfast included - Parking included - Free WiFi - Air conditioning 9.4 Exceptional 611 reviews CA $122 CA $138 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=60094323&PinnedHotelID=60094323&HadPinnedHotel=true®ionId=-1&adults=2) ![Private kitchen](https://images.trvl-media.com/lodging/108000000/107520000/107518900/107518884/d9bc4be9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Newly renovated Apartment West Allis, WI Lincoln Heights - Air conditioning 9.0 Wonderful 6 reviews CA $126 CA $180 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=107518884&PinnedHotelID=107518884&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113940000/113931400/113931345/b0687cbf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18 New Berlin - Pool - Hot tub - Kitchen - Washer 8.0 Very good 7 reviews CA $1,526 CA $3,024 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=113931345&PinnedHotelID=113931345&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/112000000/111400000/111396200/111396198/f9d5c2c4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha Waukesha - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 1 review CA $120 CA $444 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=111396198&PinnedHotelID=111396198&HadPinnedHotel=true®ionId=-1&adults=2) ![Breakfast, lunch, dinner served; 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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 Oct 23, 2025, prices found for a 1-night stay for 2 adults at Olde Homestead Cottage on Oct 24, 2025 start from CA $220.34, 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](https://www.expedia.ca/Milwaukee-Hotels-Olde-Homestead-Cottage.h108973236.Hotel-Information?rfrr=HOT.HIS.question.link.click) 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). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Olde Homestead Cottage Reviews 10 - Excellent 0 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### No reviews yet Be the first to leave a review for this property after your stay.