Home Vacation Home Rentals By Owner In Milwaukee, WI

Showing 200 Of 250 Vacation Rentals
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Exceptional(24)

$428.33

/ Nightly
Private Vacation Home

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

Milwaukee, Wisconsin, United States

Summary:brWhen searching for the perfect Milwaukee getaway—whether for exploring, relaxing, or reconnecting with loved ones—you deserve a space that stands out. A place that offers room for everyone, comfort for restful nights, and a prime location close to all the city has to offer.brbrParking: We have free overnight street parking in the area.brbrThe Space:brOur centrally located Milwaukee masterpiece was recently renovated as a duplex residence with this unit being the second and third level. There is a private entrance so the home looks, operates and feels like a private home.brbrWhat stands out about this home is the third floor which is a sunlit escape that features a multipurpose game table or a dining room table. For those looking to use it as a game room enjoy playing billiards or ping pong and turn on the 55 Smart TV to enjoy the big game! For those looking for a dining area, enjoy the quant space with skylights illuminating the area, thoughtful design touches, and a unique homey feel. Additionally, the third floor has one large bedroom with a queen bed, a futon in the common area that doubles as a full size bed, and a unique bathroom with a waterfall type shower head in the all stone bathroom, perfect for decompressing after a long day exploring the city or visiting friends and family. brbrThe second floor of our beautiful rental is designed for relaxation and style, featuring three more chic bedrooms. Two are equipped with queen size beds while the third offers a cozy bunk bed setup, perfect for additional guests.brbrGather in the elegant dining room with a large table that comfortably seats your group, or enjoy quality time in the inviting living room, complete with a 60 smart TV for your entertainment. The kitchen is a chef’s delight, boasting brand-new stainless steel appliances and fully stocked essentials to make cooking a breeze.brbrThe unit’s thoughtful design combines modern updates with comfort, ensuring a clean, airy, and welcoming space for your stay. Whether you’re playing board games, streaming your favorite shows, or enjoying a meal together, this unit has everything you need to create lasting memories.brbrGuest Access:brThere is a private entrance in the front of this property which has a digital keypad and unique code for the duration of your stay.brbrThe Neighborhood:brNestled between Milwaukee’s vibrant Lower East Side and bustling Downtown, our rental offers the perfect blend of excitement and relaxation. Steps from the iconic Brady Street, you’ll find an array of eclectic dining, trendy bars, and unique shops. The nearby Summerfest grounds host world-renowned festivals and events, ensuring entertainment year-round.brbrDowntown attractions like the Milwaukee Bucks’ games and concerts at Fiserv Forum are just a short stroll away, as are cultural landmarks, riverfront walks, and lively nightlife. Despite its central location, the neighborhood is quiet, walkable, and safe—ideal for exploring or unwinding after a day of adventures.brbrGetting Around:brThis area is unique because many of the key attractions are less than a 30 minute walk away (less than 1/1.5 miles). This makes getting around a breeze whether walking, using Milwaukees FREE trolley The Hop, using ride share apps like uber or driving!brbrInteraction with Guests:brThere is a self-check-in via our keyless lock. You can check in at any time after your check-in time. Your code will be sent to you 24 hours before checkin
Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps

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Exceptional(4)

$610.7

/ Nightly
Private Vacation Home

The Eucalyptus | A 4 bedroom Retreat

Milwaukee, Wisconsin, United States

❄️ Winter Season NoticebrbrDuring snowfall months, the garage will be unavailable for parking, and outdoor furniture and the fire pit will not be accessible as they are safely stored away to prevent weather damage. Thank you for your understanding!brbrbr✨ Bright & Modern Retreat – Perfect for Families, Groups & Getaways brbrWelcome to your spacious and beautifully updated home away from home! This stylish retreat features inviting living spaces with a beautiful park view , a fully stocked kitchen , comfortable bedrooms ️, and a private backyard oasis perfect for gathering with friends or family. With multiple lounge areas, fast Wi-Fi , smart TVs , and a cozy fireplace , you’ll have everything you need for a relaxing stay—whether you’re in town for a weekend getaway, a family reunion, or an extended trip.brbrbrCozy Living Spaces ️brbrKick back in the bright and open living room with a large sectional and modern fireplace. Enjoy the expansive windows with a great view of the park, perfect for morning coffee ☕, reading, or simply lounging with loved ones.brbrbrFully Equipped Kitchen & Dining ️brbrCook like a pro in the chef-ready kitchen featuring granite countertops, stainless steel appliances, and all the cookware you’ll need to prepare everything from quick breakfasts to gourmet dinners. Gather around the spacious dining table for shared meals or enjoy casual bites at the breakfast bar.brbrbrComfortable Bedrooms for Everyone brbrBasement Level:brbr Bedroom 1: Queen Murphy bed – a smart, space-saving design with a foldable chalk table that can be used as a home office when the bed is not in use.brbrUpper Floor:brbr Bedroom 2: King bed – the ultimate in comfort for a restful night’s sleep.br Bedroom 3: Queen bed – cozy and welcoming with plenty of storage.br Bedroom 4: Queen bed – features a generously sized work table, perfect for remote work or study.brbrWhether you’re traveling with family, friends, or colleagues, everyone will have a comfortable space to call their own.brbrbrModern, Stylish Bathrooms brbrEnjoy the home’s bright and contemporary bathrooms, featuring sleek fixtures, beautiful tile accents, and thoughtfully provided toiletries . Spacious showers, soft towels, and a clean, modern design make every morning routine a pleasure.brbrbrOutdoor Oasis brbrStep outside to a private backyard with a fire pit , perfect for roasting marshmallows or enjoying a glass of wine under the stars ✨. The colorful patio dining area is great for sunny breakfasts or evening BBQs.brbrbrGuest AccessbrbrGuests will have full access to the entire home, including all 4 bedrooms, 2 bathrooms, living and dining areas, and the fully stocked kitchen. Enjoy the private backyard with fire pit and colorful patio dining area, perfect for relaxing or entertaining. Parking includes a 1-car garage, 2 driveway spaces, and additional street parking. High-speed Wi-Fi, laundry facilities, and streaming-ready smart TVs are all available for your use during your stay.brbrbrHost InteractionbrbrWe respect your privacy but are always happy to help make your stay perfect. You can reach us easily through the Airbnb app, text, or phone for any questions, recommendations, or assistance during your visit. We’re just a message away and happy to make your stay as smooth and enjoyable as possible.brbrbr Local Flavor at Your FingertipsbrbrWalk, drive, or Uber just minutes to enjoy some of Milwaukee’s most beloved spots:brbr Attractions –brbr Greenfield Park & Golf Coursebr ️ Milwaukee County Zoobr ️ Downtown Milwaukee & Lakefrontbrbr Restaurants –brbr☕ Breakfast: Blue’s Egg, Miss Molly’s Cafébr Brunch: Toast Milwaukeebr Lunch: Story Hill BKC, Café Hollanderbr ️ Dinner: Room Service Restaurant, Balistreri’s Italian, Maxie’s, Blue Mound Innbrbr ️ Shopping –brbr Mayfair Mallbr ️ Brookfield SquarebrbrbrTransportation brbrGetting around is easy from this convenient location. You’ll be just minutes from I-94 and I-41, making it simple to reach downtown Milwaukee, the lakefront, and surrounding attractions. Guests can use the 1-car garage, 2 driveway spaces, and additional street parking for personal or rental cars. Rideshare services like Uber and Lyft are widely available, and local bus routes connect you to nearby shopping, dining, and entertainment.brbrbr Check-in: 3:00 PMbrbr Check-out: 11:00 AMbrbrbrExtra Perks brbrHigh-speed Wi-Fi for remote work or streamingbrbrIn-home washer/dryer for longer staysbrbrMultiple TVs and a media lounge for entertainmentbrbrbrImportant House Rules brbrTo help us maintain a clean, safe, and comfortable environment for all guests and neighbors, smoking of any kind is strictly prohibited anywhere on the property, both indoors and outdoors. This includes cigarettes, cigars, e-cigarettes, vaping, marijuana, and any other smoking devices or substances.brbrPlease note that outdoor security cameras monitor the exterior of the home. If smoking is observed anywhere outside on the property, fines may apply.brbrSmoking Fines:br• Indoor smoking: Up to $200 fine, plus any additional cleaning, deodorizing, or damage charges if neededbr• Outdoor smoking: Up to $200 fine, especially if smoking is observed on camera or if cigarette butts, ash, or other smoking-related litter are left on the propertybrbrbrMid-Term Guest Policy:brbrFor stays of 28 days or longer, the following requirements must be completed prior to check-in:brbr Background Check: Required for each person staying, at a cost of $50 per person.br Signed Lease Agreement: Must be completed and on file for all guests.br Host Approval: Guests must pass the background and credit check requirements set by the host.brbr Starter Supplies: Starter supplies such as coffee, toilet paper, paper towels, toiletries, and similar essentials are provided for the initial stay only. These items will not be replenished during long-term stays, and guests will be responsible for purchasing any additional supplies needed after the starter supply runs out.brbrThese measures are mandatory and help ensure a secure, clear, and seamless experience for all parties.brbr Book your stay now and enjoy the perfect blend of comfort, style, and convenience in this welcoming modern retreat!brTo help us maintain a peaceful, clean, and comfortable environment for all guests and neighbors, we kindly ask that you follow the house rules below:brbrNo parties or large gatherings are permitted.brbrQuiet HoursbrPlease keep noise to a minimum during the following hours:br• Weeknights: 10:00 PM – 6:00 AMbr• Weekends: 11:00 PM – 7:00 AMbrbrPlease be respectful of our neighbors at all times and comply with all local laws and ordinances.brbrGuest CountbrThe total number of people at the property must not exceed the number listed on your reservation at any time, regardless of age.brbrTrash & RecyclingbrAll trash must be securely tied in trash bags before being placed in the outdoor bin.brThe recycle bin is for recyclables only — no loose trash, please.brbrFailure to properly dispose of trash, leaving loose trash in outdoor bins, or leaving litter around the property may result in an additional fine of up to $100.brbrLinens & TowelsbrPlease treat all linens and towels with care. Stained or damaged items may result in replacement charges.brbrIf linens or towels are heavily stained or excessively damaged, and it appears the house rules were not respected, an additional fine of up to $200 may be charged.brbrSmoking PolicybrSmoking of any kind is strictly prohibited anywhere on the property, both indoors and outdoors. This includes cigarettes, cigars, e-cigarettes, vaping, marijuana, and any other smoking devices or substances.brbrPlease note that outdoor security cameras are in place around the exterior of the property. If smoking is observed on the outdoor cameras, fines will apply.brbrIndoor Smoking Fine:brAny evidence of indoor smoking, including smoke odor, ash, residue, burns, or cigarette butts, may result in a fine of up to $200, plus any additional cleaning, deodorizing, or damage charges if needed.brbrOutdoor Smoking Fine:brAny smoking anywhere outside on the premises, including patios, yard areas, entryways, or near the home, may result in a fine of up to $200. This also applies if cigarette butts, ash, or other smoking-related litter are found on the property.brbrBarbecue GrillbrYou are welcome to use the barbecue grill during your stay. We simply ask that you clean it after use.brbrIf the grill is left excessively dirty, an additional cleaning fee may be charged after checkout based on its condition. If it is cleaned properly, no additional charge may apply.brbrRegistered Guests OnlybrSubleasing this unit is strictly prohibited. Only registered guests are permitted to stay overnight.brbrEarly Check-InbrEarly check-in may be available with prior approval and will be charged at $25 per hour.brbrThank you for helping us keep the property clean, respectful, and welcoming for everyone.brbrI can also make this into a more polished Airbnb-ready version with shorter sections and stronger formatting.
Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(7)

$916.68

/ Nightly
Private Vacation Home

Downtown MKE, Arcade+Games+Golf, Lake, Patio+Grill

Milwaukee, Wisconsin, United States

Welcome to the Lyon Estate! Located in the heart of Milwaukee, this stunning & historic 4bd/3bth victorian which can hold up to 12 guests will WOW you and your guests with its beautiful design while offering countless indoor and outdoor amenities (i.e Arcade, mini golf, shuffleboard, speakeasy, patio/grill, Smart TVs, large dining tables, fully stocked kitchen, 2 free parking spots, boardgames). Enjoy easy access to dining, entertainment, museums, & Lake Michigan all just steps away. Book today and discover Milwaukee with us! brbrHIGHLIGHTS:br-Two free parking spots on private driveway brbr-Arcade machines, shuffleboard, boardgames, mini golf, Lounging nook brbr- Walk to shops/restaurants on Brady St & Water St. Also short stroll to Lake Michigan. All within 5-10 mins walk brbr-5 min drive to Fiserv forum, Summerfest, Public market/Third ward, Veterans park, Lakefront, Marquettebrbr-10 -15 mins to American Family field & Milwaukee Mitchell International Airportbrbr-Accommodates up to 14 guests w/1 King, 4 queens, 2 twins, and 1 pullout queen brbr-Curated collection of books for your reading leisure brbr-Record players throughout with popular vinylsbrbr-Fully stocked kitchen with all the essentials to cook for family and friends with grocery store 2 mins away brbr-Dedicated workspace for productivity brbr-Smart TVs for streaming your favorite movies & shows brbr-Fully fenced backyard w/patio, grill, large dining table, patio furniture and outdoor games (corn hole, connect 4) brbr-Multiple bar areas with cocktail sets & unique cocktail glasses brbr-INSTA worthy photo opportunities in various parts of the housebrbr-Dedicated tea and coffee station w/cute mugs to start your day brbrFLOORPLAN: brThe house has 3 floors w/all floors having 1 full bathroom. Sleeps 14 people total. brbrMAIN FLOOR br- Living roombr- Dining roombr- Den (has pullout couch)br- Kitchen.brbrSECOND FLOOR (has most of the sleeping quarters consisting of 4 bedrooms)br- Bedroom 1: King bed br- Bedroom 2: Queen bed br- Bedroom 3: Queen bed br- Bedroom 4: Queen bunk bed, Twin bunk bedbrbrBasement: br- Arcade machines br- Mini golf br- Dartboard br- Shuffleboard br- Connect four br- Dominoes br- Checkers br- Bocce ball br- Life size Jengabr- Nook for lounging br- Neon signs br- KitchenettebrbrUnfortunately pets are not allowed. This helps to ensure a safe environment for all guests especially those with allergies. brbrQuiet hours are between 11 pm and 7 am.
Bed 4

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Bath 3

Bath

Sleep 6

Sleeps

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$358.42

/ Nightly
Private Vacation Home

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Milwaukee, Wisconsin, United States

One of only two restored Frank Lloyd Wright-designed American System-Built Homes in Milwaukee, Wisconsin, is open for public.brbrAll Mission Style furniture, Stickley Sofa and Chairs, and many built-in Frank Lloyd Wright designed furniture. brbr4 Bedrooms (One King, Two queens and one full size beds), 2.5 huge bathrooms, a daybed with trundle in the sleeping porch(two Twins), Maximum of 10 people (if add a full bed in the office). brbrA two night minimum stay is required.brbrFrank Lloyd Wright signed the actual building permit in 1916. A true Prairie Style original. Light-filled rooms create a warm, organic living space. Maple floors throughout, 80 leaded glass windows, built in bookcases and armories, tray ceilings, natural fireplaces. Spacious, vintage Danish-designed Poggenpohl kitchen. Amazing stained glass skylight floods staircase with light. Generous master suite with en-suite bath, natural fireplace, and many built-ins. Private, mature landscaped yard with deck.brbrNo pets, no smoking.brbrLocation:brOne of Six Frank Lloyd Wright designed American System-Built Homes on the same block. brbr1 minute walk to bus stations 27# and 54#.br1. 1.1 miles to Milwaukee Domesbr2. 2.5 miles to Miler Parkbr3. 2.6 miles to Potawatomi Bingo Casinobr4. 2.7 miles to Marquette Universitybr5. 3.1 miles to Harley-Davidson Museumbr6. 4 miles to Downtown Milwaukee.br7. 4 miles to Milwaukee Art Museum, Discovery World, Summer Fest.br8. 4.7 miles to Bradley Center.br9. 4.9 miles to Milwaukee Museum, Marcus Center for Performing Arts br10. 7.4 miles to Milwaukee Zoo br11. 8.7 miles to Annunciation Greek Orthodox Church (Frank Lloyd Wright designed), Milwaukee, Wisconsin. 40+ Frank Lloyd Wright designed buildings in Wisconsin.br12. 80 miles to Chicago, IL. 110+ Frank Lloyd Wright designed buildings in Illinoisbrbr
Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps

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Exceptional(9)

$365.37

/ Nightly
Private Vacation Home

Comfortable 3BR Craftsman Bungalow in Milwaukee Bay View Neighborhood Sm Dog OK

Milwaukee, Wisconsin, United States

Our 3 bedroom craftsman bungalow is located on a quiet residential street in Bay View, one of Milwaukee's most vibrant neighborhoods. It's an easy walk to several popular restaurants and bars, and a leisurely 15 minute walk to Lake Michigan (or drive to the lake in 5 min). With three bedrooms and one bathroom, the house comfortably sleeps up to 6 people (there are 4 beds total). Here is the layout: The first floor includes the dining room, living room, kitchen, bathroom, and a bedroom with a full size (double) bed. Upstairs we have a spacious master bedroom with a king bed and a somewhat smaller bedroom with a bunk bed (twin over full). The kitchen includes a gas stove, microwave, coffee maker, dishwasher, dishes, and cookware. There is a clothes washer and dryer in the basement. We have an outdoor deck attached to the kitchen. Several popular restaurants and bars are within walking distance, such as Burnhart's, Honeypie, Huê, Hungry Sumo, and Sven's. It's an easy drive, a quick bus ride, or a leisurely walk to Collectivo Coffee, Outpost Natural Foods, Groppi's Market, and many other great local businesses. Beulah Brinton Park is located two blocks away with a playground, sports fields, and outdoor basketball courts. The whole family will enjoy relaxing at South Shore Park on Lake Michigan (about a 5 minute drive). It's also a quick drive or pleasant walk to Humboldt Park, and we're just around the corner from the Bay View Library. Well behaved pets allowed, limit 1 pet, $25 additional cleaning charge per stay. Any pet damage will be charged to the guest. NO SMOKING - NO PARTIES - NO LOUD MUSIC - NO DRUGS
Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps

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$418.46

/ Nightly
Private Vacation Home

Workspace + Fireplace + Coffee Bar + Sleeps 12

Milwaukee, Wisconsin, United States

Welcome to Oakland Milwaukee 613 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay.brbr▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections.brbrStep into a warm, thoughtfully styled Milwaukee stay where quiet mornings begin at the coffee bar, productive afternoons settle easily into the dedicated workspace, and cozy evenings unfold beside the fireplace. Every room is designed to help you slow down, reconnect, and feel at home, whether you're visiting with family, friends, or on a work trip.brbrFrom restful nights to relaxed moments in between, this home creates a stay that feels both inviting and memorable.brbr⭐ HIGHLIGHTS ⭐br▪️ 4 Bedrooms: 2x Queen Bed, 3x Full Bedsbr▪️ 1 Full Bathroom w/ Complimentary Toiletriesbr▪️ Fully Equipped Kitchenbr▪️ Spacious Living Area br▪️ Free Wi-Fi w/ Dedicated Workspacebr▪️ Air Conditioning and Heatingbr▪️ Family-friendly Amenities: Pack ’n Play/Travel Crib and High Chairbr▪️ Shared Washer and Dryerbr▪️ Free Driveway Parking (1 vehicles/cars)br▪️ Pets are welcome! br▪️ Maximum Capacity: 12 brbr⭐ BEDROOMS ⭐brDrift into comfort after a day in Milwaukee with four inviting bedrooms designed for both rest and flexibility. Soft tones, cozy bedding, and thoughtfully styled spaces create a calm retreat where everyone can unwind, recharge, and settle in with ease. Whether you're traveling with family, friends, or coworkers, the layout offers a welcoming mix of privacy and togetherness for a memorable stay.brbr▪️ Bedroom 1: 2x Full Bedsbr ✔️ Sleeps 4br✔️ Dedicated Workspace: Desk, Chair, Monitor, Keyboard and Mousebrbr▪️ Bedroom 2: Full Bedbr ✔️ Sleeps 2brbr▪️ Bedroom 3: Queen Bedbr ✔️ Sleeps 2brbr▪️ Bedroom 4: Queen Bedbr ✔️ Sleeps 2brbr▪️ Extra Sleeping Space:br✔️ Full Air Mattress - Sleeps 2brbrbr⭐ BATHROOM ⭐brFreshen up in a clean, bright bathroom designed to make your stay feel easy and comfortable. Whether you're getting ready for a day in the city or winding down at night, this space offers a simple and refreshing setup with the essentials you need.brbr✔️ Fresh Towels and Linens br✔️ Complimentary Toiletriesbr✔️ Hair Dryerbrbr▪️ Bathroom 1: Full Bathroombr✔️ Shower and Tub Combobrbrbr⭐ KITCHEN and DINING ⭐brThe kitchen offers a practical and comfortable space for everything from quick breakfasts to shared dinners at home. Start your morning with a fresh cup from the charming coffee bar, gather around for a simple meal, or enjoy a quiet moment before heading out to explore Milwaukee.brbr✔️ Refrigerator w/ Freezer, Stove, Oven, Microwave br✔️ Toaster, Blender, Air Fryer, Electric Kettlebr✔️ Drip Coffee Maker, Coffee Grounds, Coffee Podsbr✔️ Dinnerware, and Silverwarebr✔️ Essential Cooking Utensils + Spices br✔️ Stocked with Basic Supplies: Paper Towels, Cleaning Supplies, Trash Bags, etc.br✔️ Spacious Dining Table for 6 and Breakfast Bar for 4brbrbr⭐ LIVING ROOM ⭐brSettle into a warm and inviting living room made for slow mornings, casual conversation, and cozy nights in. With comfortable seating and a fireplace that adds a welcoming glow, this is the perfect place to reconnect, relax, and enjoy time together after a full day in the city.brbr✔️ Comfortable Sofa br✔️ Smart TVbr✔️ Electric Fireplacebrbrbr⭐ LAUNDRY ⭐brOur convenient laundry area makes keeping up with chores effortless. Equipped with essential appliances, it's designed to handle your laundry needs efficiently and seamlessly.brbr✔️ Washer and Dryerbr✔️ Laundry Detergent br✔️ Iron and Ironing BoardbrbrNote: The washer and dryer inside the building are shared amenities, and other guests also have access to them.brbr✨Don’t miss out on this fantastic vacation home! Book now to experience the best of Milwaukee with all the comforts of a home away from home. ✨brbr✨Book Today and Let Us Take Care Of You In Milwaukee! ✨brbr⭐ OTHER THINGS TO NOTE ⭐br▪️ Please take a moment to read all of our House Rules in the House Rules section.br▪️ This property comfortably accommodates up to 10 guests, but we are happy to consider hosting up to 12 guests if needed. Please review the bed/room layout and manage expectations before booking. Air mattresses and extra beddings should be requested in advance. br▪️We only provide 10 set of towels (bath towel, hand towel, and washcloth), coffee pods, and other supplies. If you need more, please request in advance. Last minute requests for extra sleeping arrangements, towels, and supplies may take time and occur additional charges. br▪️Regular maintenance services such as pest control may take place during your stay. If you prefer no service during your visit, please let us know in advance.br▪️ We offer add-on services for a fee. Please note that all of these are subject to availability and approval from host. Please inquire prior to booking: br - Early check-in and late check-outbr - Mid-stay cleaningbr - Stocked Groceriesbrbr⭐ HOUSE RULES ⭐ br▪️ Unregistered guests (including visiting) are not allowed. Additional fees may apply.br▪️ Pets are welcome with a fee. Max # of pets: 2. Pets must be registered and reported to the host. Host should also be informed if you have a service animal. Ensure that they are well-behaved and that you take necessary precautions to prevent any damage and extra cleaning. Pet/Service Animal owners will be responsible for any extra cleaning fees or damages caused.br▪️ No smoking inside the property. br▪️ No parties, events, or large gatherings allowed. br▪️ Please observe quiet hours from 9 PM to 8 AM.br▪️ Respect the neighbors. Do not park on their premises or cause any disturbances. br▪️ Respect the home. Do not damage or take anything. Maintain cleanliness throughout your stay. All furniture, appliances, and items should be returned to their original place. br▪️ Do not flush anything down the toilet to avoid plumbing issues. Guests will be held responsible for any plumbing issues or damages caused by improper use.br▪️ Report anything that is not working or broken upon check-in. Any issues that are not reported within 24hrs after check-in time may be considered to have occurred during your stay and could be subject to applicable charges.br▪️ Follow the check-in/check-out instructions. Guests will be held responsible for any issues that arise from not adhering to these instructions, including, but not limited to: adhering to check-in/out time, completing check-out tasks, parking, etc. br▪️Sign Rental Agreement, submit photo ID, and authorize security deposit is required before check-in. Property access will not be provided until all requirements are completed and verified. Security deposit will automatically be collected if any damages, missing items, and/or house rule violation is reported during post-stay inspection. br▪️We reserve the right to charge a fee if ANY of the policies stated above is violated.br▪️By completing your booking, you acknowledge that you have reviewed the full listing description and agree to all information, disclosures, house rules, and policies provided.
Bed 5

Bed

Bath 1

Bath

Sleep 12

Sleeps

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Exceptional(1)

$489.03

/ Nightly
Private Vacation Home

Modern 4BR Retreat w/ Workspace + Coffee Bar

Milwaukee, Wisconsin, United States

Welcome to Oakland Milwaukee 138 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay.brbr▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections.brbrStep into a calm, thoughtfully designed space where every room feels warm, elevated, and easy to settle into. Begin your mornings at the inviting coffee bar, ease into the day with a quiet moment of focus in the dedicated workspace, and return from the city to a home that feels both polished and welcoming.brbrWhether you're gathering with loved ones or enjoying a longer stay, the atmosphere invites you to relax, reconnect, and feel completely at home from the moment you arrive.brbr⭐ HIGHLIGHTS ⭐br▪️ 4 Bedrooms: 4x Queen Bedbr▪️ 2 Full Bathrooms w/ Complimentary Toiletriesbr▪️ Fully Equipped Kitchenbr▪️ Spacious Living Area br▪️ Free Wi-Fi w/ Dedicated Workspacebr▪️ Centralized Air Conditioning and Heatingbr▪️ Family-friendly Amenities: Pack ’n Play/Travel Crib and High Chairbr▪️ Shared Washer and Dryerbr▪️ Free Driveway Parking (1 vehicles/cars)br▪️ Pets are welcome! br▪️ Maximum Capacity: 10 brbr⭐ BEDROOMS ⭐brDrift into comfort in four thoughtfully styled bedrooms designed to help you fully unwind after a day exploring Milwaukee. Each room offers a calm, polished feel with inviting beds, soft finishes, and a relaxing atmosphere that makes it easy to settle in, recharge, and wake up refreshed for whatever the day brings.brbr▪️ Bedroom 1: Queen Bedbr✔️ Sleeps 2br✔️ Dedicated Workspace: Desk, Chair, Monitor, Keyboard and Mousebrbr▪️ Bedroom 2: Queen Bedbr ✔️ Sleeps 2brbr▪️ Bedroom 3: Queen Bedbr ✔️ Sleeps 2brbr▪️ Bedroom 4: Queen Bedbr ✔️ Sleeps 2brbr▪️ Extra Sleeping Space:br✔️ Full Air Mattress - Sleeps 2brbrbr⭐ BATHROOMS ⭐brBoth bathrooms are designed to feel clean, bright, and refreshing, giving guests a comfortable space to start the morning or wind down in the evening. With a simple, modern feel and essential comforts throughout, these spaces help make every stay feel easy and well cared for.brbr✔️ Fresh Towels and Linens br✔️ Complimentary Toiletriesbr✔️ Hair Dryerbrbr▪️ Bathroom 1: Full Bathroombr ✔️ Shower and Tub Combobr▪️ Bathroom 2: Full Bathroombr ✔️ Shower and Tub Combobrbrbr⭐ KITCHEN and DINING ⭐brWhether you are easing into the morning or gathering after a full day in the city, the kitchen and dining area create a welcoming setting for simple meals and easy conversation. The space feels bright, functional, and inviting, with a charming coffee bar that adds a warm touch to your daily routine.brbr✔️ Refrigerator w/ Freezer, Stove, Oven, Microwave br✔️ Toaster, Blender, Air Fryer, Electric Kettlebr✔️ Drip Coffee Maker, Coffee Grounds, Coffee Podsbr✔️ Dinnerware, and Silverwarebr✔️ Essential Cooking Utensils + Spices br✔️ Stocked with Basic Supplies: Paper Towels, Cleaning Supplies, Trash Bags, etc.br✔️ Spacious Breakfast Bar for 4brbrbr⭐ LIVING ROOM ⭐brThe living room invites you to slow down and settle in with a comfortable atmosphere that feels both stylish and relaxed. It is the kind of space where mornings begin gently, afternoons are spent recharging, and evenings naturally turn into quiet moments or quality time together.brbr✔️ Comfortable Sofa br✔️ Smart TVbrbrbr⭐ LAUNDRY ⭐brOur convenient laundry area makes keeping up with chores effortless. Equipped with essential appliances, it's designed to handle your laundry needs efficiently and seamlessly.brbr✔️ Washer and Dryerbr✔️ Laundry Detergent br✔️ Iron and Ironing BoardbrbrNote: Please be informed that the washer and dryer are not located inside the building. Laundry facilities are available outside the unit for your use.brbr✨Don’t miss out on this fantastic vacation home! Book now to experience the best of Milwaukee with all the comforts of a home away from home. ✨brbr✨Book Today and Let Us Take Care Of You In Milwaukee! ✨brbr⭐ OTHER THINGS TO NOTE ⭐br▪️ Please take a moment to read all of our House Rules in the House Rules section.br▪️ This property comfortably accommodates up to 8 guests, but we are happy to consider hosting up to 10 guests if needed. Please review the bed/room layout and manage expectations before booking. Air mattresses and extra beddings should be requested in advance. br▪️We only provide 8 set of towels (bath towel, hand towel, and washcloth), coffee pods, and other supplies. If you need more, please request in advance. Last minute requests for extra sleeping arrangements, towels, and supplies may take time and occur additional charges. br▪️Regular maintenance services such as pest control may take place during your stay. If you prefer no service during your visit, please let us know in advance.br▪️ We offer add-on services for a fee. Please note that all of these are subject to availability and approval from host. Please inquire prior to booking: br - Early check-in and late check-outbr - Mid-stay cleaningbr - Stocked Groceriesbrbr⭐ HOUSE RULES ⭐ br▪️ Unregistered guests (including visiting) are not allowed. Additional fees may apply.br▪️ Pets are welcome with a fee. Max # of pets: 2. Pets must be registered and reported to the host. Host should also be informed if you have a service animal. Ensure that they are well-behaved and that you take necessary precautions to prevent any damage and extra cleaning. Pet/Service Animal owners will be responsible for any extra cleaning fees or damages caused.br▪️ No smoking inside the property. br▪️ No parties, events, or large gatherings allowed. br▪️ Please observe quiet hours from 9 PM to 8 AM.br▪️ Respect the neighbors. Do not park on their premises or cause any disturbances. br▪️ Respect the home. Do not damage or take anything. Maintain cleanliness throughout your stay. All furniture, appliances, and items should be returned to their original place. br▪️ Do not flush anything down the toilet to avoid plumbing issues. Guests will be held responsible for any plumbing issues or damages caused by improper use.br▪️ Report anything that is not working or broken upon check-in. Any issues that are not reported within 24hrs after check-in time may be considered to have occurred during your stay and could be subject to applicable charges.br▪️ Follow the check-in/check-out instructions. Guests will be held responsible for any issues that arise from not adhering to these instructions, including, but not limited to: adhering to check-in/out time, completing check-out tasks, parking, etc. br▪️Sign Rental Agreement, submit photo ID, and authorize security deposit is required before check-in. Property access will not be provided until all requirements are completed and verified. Security deposit will automatically be collected if any damages, missing items, and/or house rule violation is reported during post-stay inspection. br▪️We reserve the right to charge a fee if ANY of the policies stated above is violated.br▪️By completing your booking, you acknowledge that you have reviewed the full listing description and agree to all information, disclosures, house rules, and policies provided.
Bed 5

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Bath 2

Bath

Sleep 10

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Exceptional(9)

$643.14

/ Nightly
Private Vacation Home

Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Outdoor Igloo, Firepit

Milwaukee, Wisconsin, United States

Welcome to The Ultimate Group Escape — the perfect destination for families, friends, and groups looking to make unforgettable memories together! This spacious retreat is just minutes from downtown, yet feels like your own private getaway. Designed to entertain, relax, and connect, this modern home comfortably sleeps up to 16 guests and features 4 bedrooms, 4 bathrooms, and plenty of room to spread out, unwind, and have fun.brbrStep inside and you’ll find a space built for every type of traveler. The chef’s kitchen is fully equipped with high-end appliances, a large island, and all the essentials you need to cook for a crowd — whether you’re hosting a casual brunch, a holiday dinner, or a late-night snack session. Gather around the spacious dining area or take the fun outdoors to the patio, complete with a BBQ grill, smoker, and plenty of seating for everyone to dine and relax under the stars.brbrEntertainment options abound in this home! The arcade room is a guest favorite, packed with classic games that keep everyone engaged for hours. When it’s time to wind down, settle into the theater with cozy seating and a large screen for movie nights or binge-watching your favorite shows. The rec room provides even more hangout space — perfect for game nights, socializing, or simply enjoying a quiet corner with a drink in hand.brbrFor those seeking relaxation, head out to the private hot tub and soak your cares away. And for a one-of-a-kind experience, enjoy the outdoor igloo lounge — a cozy, all-season space that’s perfect for conversation, cocktails, or simply taking in the fresh air. With multiple living areas, outdoor entertainment zones, and thoughtful touches throughout, this property offers the best of both comfort and excitement.brbrEach bedroom is beautifully designed with comfort in mind, offering plush bedding, ample storage, and a peaceful place to rest after a day of fun. The four full bathrooms are stocked with fresh towels and essentials, ensuring everyone has space to refresh and recharge.brbrLocated just minutes from downtown, you’ll have easy access to local restaurants, bars, shopping, and attractions — yet the home’s peaceful setting makes it feel like a private retreat. Whether you’re planning a family reunion, corporate retreat, bachelorette weekend, or a holiday celebration, this home is the ultimate space to gather, play, and relax together.brbrCome experience The Ultimate Group Escape — where entertainment, comfort, and convenience come together to create the perfect getaway.
Bed 4

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Bath 4

Bath

Sleep 16

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Exceptional(7)

$447.18

/ Nightly
Private Vacation Home

Brady St Retreat Front House - Sleeps 8 & Pets

Milwaukee, Wisconsin, United States

Urban Energy Meets Cozy ComfortbrbrWelcome to Brady St Retreat, your private getaway right in the heart of Milwaukee’s most eclectic neighborhood. Whether you're in town for a concert, sports game, or to explore the city’s unbeatable food and bar scene, this unique home offers the perfect balance of comfort, style, and location.brbrSleeps 8 comfortably across 3 bedrooms + pull-out couchbrTwo unique living room spaces + entertainment-ready dining areabrPet-friendly & walkable to everythingbrThe spacebrLocation Features – Steps from Brady St, Minutes from Everything brbrLocation It doesn’t get better. You’re just a 5-minute walk to Brady Street, Milwaukee’s most eclectic strip — packed with restaurants, coffee shops, and a wildly fun mix of bars with something for every vibe. Whether you’re pre-gaming for a game or winding down after a show, you’re right where you want to be.brbrWalkable highlights:brbrLa Masa Empanada BarbrbrEasy TygerbrbrDryhootch CoffeebrbrJo Cat’s, Club Brady, Nomad World Pub, Hi Hat LoungebrbrBrady Street Festival (seasonal!)brbrQuick drives to:brbrFiserv Forum (1.5 miles)brbrSummerfest GroundsbrbrBrewers StadiumbrbrBradford Beach brbrSpace & Sleeping Arrangements – Comfort for Everyone brbrBrady St Retreat was built for groups. Whether you're family or friends, you’ll appreciate the smart layout with two indoor lounge areas, open-concept kitchen/dining, and plenty of sleeping space.brbrSleeping setup:brbrBedroom 1: QueenbrbrBedroom 2: QueenbrbrBedroom 3: Daybed (pulls out to full)brbrLiving Room: Full-size pull-out couchbrbrEveryone gets their own corner to crash, and with 2 full bathrooms, getting ready is a breeze.brbrKitchen Details – Cook, Snack, or Sip, Your Way brbrThe kitchen is fully stocked with everything you need, whether you’re prepping a casual breakfast, warming up some late-night eats, or getting ready for happy hour.brbrFeatures include:brbrFull-size fridge, stove, microwave & dishwasherbrbrKeurig coffee machine + mugsbrbrCookware, plates, utensils, wine glasses, etc.brbrDining area doubles as a ping pong & pool table for fun nights in!brbrWiFi & Workspace – Plug In When You Need To brbrNeed to check in with work or stream your favorite show We’ve got you covered with fast Wi-Fi and a smart TV for whatever you need to do between outings.brbrGreat for remote work or travel + streaming your team's away game.brbrEntertainment – Play Hard, Stay Home brbrYou don’t have to go out to have fun here. Between your two living areas, the convertible dining table, and a private backyard setup that’s made for cheersing — Brady St Retreat is its own hangout.brbrAmenities include:brbrDining table that becomes a pool & ping pong tablebrbrSmart TV for sports & streamingbrbrOutdoor whiskey barrel bar tables + 8 stoolsbrbrOpen concept layout = great for games, socializing & late-night recapsbrbrNearby Activities & Restaurants – Milwaukee at Your Doorstep brbrNo matter why you’re in town, you’re in the center of it all:brbr5-minute walk to:brbrBrady Street nightlife & diningbrbrNomad World Pub, Jo Cat’s, Hi Hat Garagebrbr15-minute drive to:brbrSummerfestbrbrBrewers StadiumbrbrBradford BeachbrbrDeer District & Fiserv ForumbrbrThis is where Milwaukee goes to play, and now you get to stay right in it.brbrWhy Guests Love It – A True Group-Friendly GembrbrBrady St Retreat is a rare find: a private, single-family home (not one unit!) that offers space, character, and entertainment, all in a prime walkable location.brbrGuests rave about:brbrBeing able to walk everywherebrbrUnique features like the game-table dining setupbrbrThe cozy yet social layout that lets everyone hang out without feeling crampedbrbrThe fenced-in yard that’s perfect for pets, morning coffee, or pre-game drinksbrbrFeeling part of the action without giving up comfort or safetybrbrBonus: Behind the home is a second private unit (currently vacant) that will soon be bookable with the main house for even larger groups!brbrHouse Rules & Other Considerations – Respect the Vibe brbrWhile we want you to have fun, we ask guests to respect the home and neighbors.brbrFYI:brbrNo large parties or eventsbrbrOne doorbell camera for safety (no other surveillance)brbrStreet parking only (easy, but limited during busy weekends)brbrHouse sits in a lively area, weekends can be noisy on Brady St.brbrPets welcome with an additional feebrbrYou’ll be right in the mix, but still have your own slice of privacy to retreat to when the night winds down.brbrAdditional Notes:brbr1. There is a second custom bar top in back yard and 4 more bar stools so up to 8 people can hand out there an have a place to sit at once.brbr2. There is a second, smaller home on the back of the property behind your backyard. This home is going through light interior renovations during the day, not noisy, and is currently vacant during the nights. This will soon be completed and listed with the main house and will add 2 bedrooms + 1 bath.brbrGuest accessbrbrGuest have access to the entire house except for the unfinished basement with a separate entrance. They also have access to the entire front fenced in back yard and front patio.
Bed 3

Bed

Bath 2

Bath

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