[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. 11 - Oct. 12](https://www.expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 12 - Oct. 13](https://www.expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 17 - Oct. 19](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=108973236&PinnedHotelID=108973236&HadPinnedHotel=true®ionId=-1&adults=2) Next 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) ## You may also like Ad ![BBQ/picnic area](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/1000000/996200/996145/562b4281_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek Brookfield - Pool - Breakfast included - Pet-friendly - Parking included 9.4 Exceptional 102 reviews CA $164 CA $186 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Milwaukee-Hotels-Motel-6-Milwaukee-West-Brookfield.h996145.Hotel-Information?chkin=2025-10-19&chkout=2025-10-20&rm1=a2®ionId=602647&destination=Milwaukee (and vicinity)&destType=MARKET&latLong=43.03899,-87.90649&searchId=aa706c14-e3f8-4e50-a287-65bc1954fd9f&top_cur=CAD) Ad ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/14500/14462/e2848ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Residence Inn By Marriott Milwaukee Brookfield Brookfield - 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Pool - Free airport shuttle - Pet-friendly - Parking included 8.4 Very good 479 reviews CA $122 CA $141 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Milwaukee-Hotels-Sheraton-Milwaukee-Brookfield-Hotel.h9488.Hotel-Information?chkin=2025-11-9&chkout=2025-11-10&rm1=a2®ionId=602647&destination=Milwaukee (and vicinity)&destType=MARKET&latLong=43.03899,-87.90649&searchId=aa706c14-e3f8-4e50-a287-65bc1954fd9f&top_cur=CAD) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [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 Waukesha is home to this bed & breakfast. Mayfair Mall is worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Milwaukee County Zoo and Wisconsin State Fair Park. Monkey Joe's and Prairieville Park are also worth visiting. [Visit our Waukesha travel guide](https://www.expedia.ca/Waukesha.dx10170) [View more B&B in Milwaukee](https://www.expedia.ca/Milwaukee-Bed-And-Breakfast.d602647-aaBedAndBreakfast.Travel-Guide-Accommodation) ![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 605 reviews CA $122 CA $138 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=60094323&PinnedHotelID=60094323&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/8211d654.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Ingleside Hotel Pewaukee - Pool - Pet-friendly - Parking included - Free WiFi 8.6 Excellent 725 reviews CA $150 CA $170 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13&selected=894006&PinnedHotelID=894006&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/f6965ade.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Wildwood Lodge Pewaukee - Pool - Hot tub - Breakfast included - Pet-friendly 8.4 Very good 1,003 reviews CA $130 CA $147 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13&selected=62392&PinnedHotelID=62392&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113940000/113931400/113931345/ec06596f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16 New Berlin - Pool - Hot tub - Kitchen - Washer 8.0 Very good 7 reviews CA $1,259 CA $2,684 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13&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 CA $153 CA $481 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-13&endDate=2025-10-14&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 11, 2025, prices found for a 1-night stay for 2 adults at Olde Homestead Cottage on Oct 12, 2025 start from CA $220.59, 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.