3047+ Vacation Rentals Near Milwaukee |
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Virginia Beach Attractions - Vacation Rentals in Milwaukee

Modern, Spacious Home near Cedarburg - Perfect for Families and Girls' Getaways! in Grafton From US $329
         

10.0 (116 Reviews)
House
Modern, Spacious Home near Cedarburg - Perfect for Families and Girls' Getaways!
  • Air Conditioner
  • Parking
  • TV

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Flexhome Walker's Point Studio A1 in Milwaukee From US $81
         

10.0 (1 Review)
Apartment
Flexhome Walker's Point Studio A1
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

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Manor on the Mile Two in Franksville From US $210
         

10.0 (5 Reviews)
House
Manor on the Mile Two
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Exclusive Pewaukee Lake House ~ Includes Kayaks! in Pewaukee From US $876
         

10.0 (45 Reviews)
House
Exclusive Pewaukee Lake House ~ Includes Kayaks!
  • Air Conditioner
  • Parking
  • TV

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Family and pet friendly house in beautiful Sandy Knoll County Park! in West Bend From US $294
         

9.6 (205 Reviews)
House
Family and pet friendly house in beautiful Sandy Knoll County Park!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Spectacular! Professionally Cleaned, Self Check In - Sleeps 8 in Racine From US $190
         

9.6 (20 Reviews)
House
Spectacular! Professionally Cleaned, Self Check In - Sleeps 8
  • Air Conditioner
  • Parking
  • TV

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Stunning! Professionally Cleaned, Self Check In - Sleeps 8 in Racine From US $117
         

9.6 (35 Reviews)
House
Stunning! Professionally Cleaned, Self Check In - Sleeps 8
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  • Parking
  • TV

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Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks! in Wind Lake From US $355
         

9.6 (115 Reviews)
House
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Places to Stay in Milwaukee

Over 3038+ Luxury Places to Stay in or Near Milwaukee
New
House
Beautiful homes a
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Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle in Oconomowoc From US $3,910
         

9.6 (8 Reviews)
House
Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle
  • Air Conditioner
  • Parking
  • Pool

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Best Western Plus Milwaukee Airport Hotel & Conference Center in Milwaukee From US $3,000
         

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6.7 (92 Reviews)
Hotel
Best Western Plus Milwaukee Airport Hotel & Conference Center
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  • Parking
  • Pool

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Luxury Lakehouse on Lac La Belle with pier Oconomowoc in Oconomowoc From US $2,629
         

10.0 (2 Reviews)
House
Luxury Lakehouse on Lac La Belle with pier Oconomowoc
  • Air Conditioner
  • Parking
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"Lady Blue" -Beach Home with Private Beach on Lake Michigan - HOT TUB AND SAUNA in Racine From US $2,526
         

10.0 (12 Reviews)
House
"Lady Blue" -Beach Home with Private Beach on Lake Michigan - HOT TUB AND SAUNA
  • Air Conditioner
  • Parking
  • Pet Friendly

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2024 RNC - Suburban Milwaukee Home With Modern Decor and Beautiful Lower Level in Oconomowoc From US $2,249
         

10.0 (1 Review)
House
2024 RNC - Suburban Milwaukee Home With Modern Decor and Beautiful Lower Level
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  • Parking
  • TV

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Charming 6BR Home in Milwaukees Historic District in Milwaukee From US $2,166
         

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New
House
Charming 6BR Home in Milwaukees Historic District
  • Air Conditioner
  • Pet Friendly
  • View

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Forest and Farm, Modern and Spacious Farmhouse in Saukville From US $1,924
         

9.8 (25 Reviews)
Other
Forest and Farm, Modern and Spacious Farmhouse
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  • Pool

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Top-Rated Vacation Rentals with a Pool in Milwaukee

Over 409+ Top-Rated Vacation Rentals with a Pool in or Near Milwaukee
77 Acre Private Sanctuary near Kettle Moraine Trails, Alpine Valley & History. in Eagle From US $555
         

10.0 (116 Reviews)
House
77 Acre Private Sanctuary near Kettle Moraine Trails, Alpine Valley & History.
  • Air Conditioner
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  • Pool

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Pet-friendly, Kid-friendly Farmhouse near Holy Hill, Ice Age Trail, State Forest in Hubertus From US $362
         

10.0 (54 Reviews)
Other
Pet-friendly, Kid-friendly Farmhouse near Holy Hill, Ice Age Trail, State Forest
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  • Pool

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Cozy 2 bedrm apart with full kitchen surrounded by woods 25 mins from Milwaukee in Waterford From US $223
         

10.0 (52 Reviews)
Apartment
Cozy 2 bedrm apart with full kitchen surrounded by woods 25 mins from Milwaukee
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  • Parking
  • Pool

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The Gem of Brewers Hill with hot tub and seasonal pool in Milwaukee From US $333
         

10.0 (32 Reviews)
House
The Gem of Brewers Hill with hot tub and seasonal pool
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  • Parking
  • Pet Friendly

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Nautical Splash Pad, Spacious Home, Private Pool & Cedar Hot Tub. in Racine From US $751
         

10.0 (7 Reviews)
House
Nautical Splash Pad, Spacious Home, Private Pool & Cedar Hot Tub.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5 in Milwaukee From US $200
         

10.0 (5 Reviews)
Apartment
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
  • Air Conditioner
  • Parking
  • Pool

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A Rustic Retreat w Heated Pool in Mequon From US $1,073
         

10.0 (4 Reviews)
House
A Rustic Retreat w Heated Pool
  • Air Conditioner
  • Parking
  • Pool

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Milwaukee Haven, Custom Deluxe Two Queen Beds at The Iron Horse Hotel! in Milwaukee From US $242
         

10.0 (2 Reviews)
Hotel
Milwaukee Haven, Custom Deluxe Two Queen Beds at The Iron Horse Hotel!
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  • Pool

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Pet-Friendly Vacation Rentals in Milwaukee

Over 886+ Pet-Friendly Vacation Rentals in or Near Milwaukee
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River in Waterford From US $147
         

9.8 (392 Reviews)
House
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Bentley Condotel in Historic Walker’s Point w/ Garage + Yard in Milwaukee From US $701
         

9.8 (10 Reviews)
Apartment
The Bentley Condotel in Historic Walker’s Point w/ Garage + Yard
  • Air Conditioner
  • Parking
  • Pet Friendly

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Eclectic Hubertus Home w/Game Room & Fire Pit! in Hubertus From US $772
         

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New
Cottage
Eclectic Hubertus Home w/Game Room & Fire Pit!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill in Mukwonago From US $636
         

9.8 (102 Reviews)
Cabin
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill
  • Air Conditioner
  • Parking
  • Pet Friendly

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Three Bedroom Upper in Milwaukee From US $234
         

9.6 (99 Reviews)
House
Three Bedroom Upper
  • Air Conditioner
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  • Pet Friendly

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Step right up, step right up! Welcome to the grand, the unique, the unparalleled in Milwaukee From US $977
         

9.8 (72 Reviews)
House
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
  • Air Conditioner
  • Parking
  • Pet Friendly

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Beautiful Waukesha Home in Waukesha From US $430
         

10.0 (49 Reviews)
House
Beautiful Waukesha Home
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  • Pet Friendly

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Private estate with tennis court and more in West Bend From US $841
         

10.0 (48 Reviews)
House
Private estate with tennis court and more
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Milwaukee

Over 434+ Large Vacation Homes & Villas in or Near Milwaukee
Marvelous! Professionally Cleaned, Self Check In - Sleeps 14 in Racine From US $356
         

10.0 (30 Reviews)
House
Marvelous! Professionally Cleaned, Self Check In - Sleeps 14
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Eclectic Hubertus Home w/Game Room & Fire Pit! in Milwaukee From US $383
         

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10.0 (2 Reviews)
House
Eclectic Hubertus Home w/Game Room & Fire Pit!
  • Parking
  • Pet Friendly
  • Security/Safety

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Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC in Menomonee Falls From US $320
         

9.4 (16 Reviews)
House
Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC
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Luxury Lakefront Home w Miles of Lake Views, private pier, lake toys & game room in Pewaukee From US $1,107
         

10.0 (70 Reviews)
House
Luxury Lakefront Home w Miles of Lake Views, private pier, lake toys & game room
  • Air Conditioner
  • Parking
  • TV

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Gorgeous! Professionally Cleaned, Self Check In - Sleeps 12 in Racine From US $378
         

10.0 (51 Reviews)
House
Gorgeous! Professionally Cleaned, Self Check In - Sleeps 12
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  • Parking
  • TV

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Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle in Oconomowoc From US $583
         

10.0 (44 Reviews)
House
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
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Groups - Families - Pets - Backyard - Deck in Milwaukee From US $377
         

10.0 (35 Reviews)
House
Groups - Families - Pets - Backyard - Deck
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Victorian in Perfect Location! in Milwaukee From US $1,323
         

10.0 (33 Reviews)
House
Large Victorian in Perfect Location!
  • Air Conditioner
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  • TV

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Wheelchair Accessible Vacation Homes in Milwaukee

Over 935+ Wheelchair Accessible Vacation Homes in or Near Milwaukee
1 Queen Bed | Non-Smoking, Kitchen in Milwaukee WI From US $125
         

10.0 (35 Reviews)
Apartment
1 Queen Bed | Non-Smoking, Kitchen
  • Air Conditioner
  • Pet Friendly
  • TV

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Flexhome Walker's Point Studio A2 in Milwaukee From US $60
         

New
Apartment
Flexhome Walker's Point Studio A2
  • Air Conditioner
  • Wheelchair Accessible
  • Child Friendly

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Washington House Inn in Cedarburg From US $230
         

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9.2 (1000 Reviews)
Bed & Breakfast
Washington House Inn
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2 Queen Beds | Smoking, Kitchen in Milwaukee WI From US $117
         

10.0 (28 Reviews)
Apartment
2 Queen Beds | Smoking, Kitchen
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area

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2 Queen Beds | Mobil Access Tub Nsmk Kitchen in Milwaukee WI From US $119
         

10.0 (24 Reviews)
Apartment
2 Queen Beds | Mobil Access Tub Nsmk Kitchen
  • Air Conditioner
  • Pet Friendly
  • TV

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Cozy 1BD w/View in Walker's Point, Free Parking in Milwaukee From US $327
         

10.0 (19 Reviews)
Apartment
Cozy 1BD w/View in Walker's Point, Free Parking
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King Bed - Near Froedtert - FAST WiFi in Wauwatosa From US $186
         

10.0 (18 Reviews)
Apartment
King Bed - Near Froedtert - FAST WiFi
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Downtown Luxe 2BR Loft Apt | Prime Location | Sleeps 10 in Milwaukee From US $130
         

10.0 (15 Reviews)
Apartment
Downtown Luxe 2BR Loft Apt | Prime Location | Sleeps 10
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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Milwaukee Vacation Rentals and Airbnb Places to Stay Under $200

Over 1369+ Milwaukee Vacation Rentals and Airbnb Places to Stay Under $200
3 miles from Sunburst Ski Hill. Close to great hikiing and snow mobile trails in Kewaskum From US $185
         

10.0 (48 Reviews)
Apartment
3 miles from Sunburst Ski Hill. Close to great hikiing and snow mobile trails
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1 BR Apt Near Marquette University in Milwaukee From US $90
         

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7.4 (5 Reviews)
Apartment
1 BR Apt Near Marquette University
  • Air Conditioner
  • Child Friendly
  • Internet

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The Stagecoach Inn Bed & Breakfast and Five20 Social Stop in Cedarburg From US $182
         

9.6 (457 Reviews)
Bed & Breakfast
The Stagecoach Inn Bed & Breakfast and Five20 Social Stop
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  • Pool

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Elegant charm! in West Allis From US $175
         

10.0 (26 Reviews)
Apartment
Elegant charm!
  • Air Conditioner
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Charming Eastside duplex in Milwaukee From US $171
         

10.0 (23 Reviews)
Apartment
Charming Eastside duplex
  • Air Conditioner
  • Parking
  • TV

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Welcome To My Loft! in Racine From US $98
         

10.0 (21 Reviews)
Apartment
Welcome To My Loft!
  • Air Conditioner
  • Parking
  • TV

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East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge - Sleeps 4 in Milwaukee From US $195
         

10.0 (12 Reviews)
Apartment
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge - Sleeps 4
  • Air Conditioner
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  • TV

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Peaceful 2-bedroom brick Shorewood house near Lake Michigan beaches and parks in Shorewood From US $191
         

10.0 (8 Reviews)
House
Peaceful 2-bedroom brick Shorewood house near Lake Michigan beaches and parks
  • Air Conditioner
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  • TV

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Instantly Bookable Vacation Homes in Milwaukee

Over 1670+ Instantly Bookable Vacation Homes in or Near Milwaukee
Nagawicka Woods-Beautiful Lake Country Ranch Home in Delafield From US $309
         

10.0 (92 Reviews)
House
Nagawicka Woods-Beautiful Lake Country Ranch Home
  • Air Conditioner
  • Parking
  • TV

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Beverly's Guest Suite - An Accessible Family Space in Milwaukee From US $303
         

10.0 (27 Reviews)
House
Beverly's Guest Suite - An Accessible Family Space
  • Air Conditioner
  • Parking
  • TV

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Blue Fish Cottage-Hot tub, Kayaks, Ice Fishing in Waterford From US $628
         

10.0 (75 Reviews)
House
Blue Fish Cottage-Hot tub, Kayaks, Ice Fishing
  • Air Conditioner
  • Parking
  • TV

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Historic house on tree lined red brick street of historic homes. in Racine From US $430
         

10.0 (51 Reviews)
House
Historic house on tree lined red brick street of historic homes.
  • Air Conditioner
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  • TV

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Rustic Riverside A-Frame Retreat: Secluded Charm. in Racine From US $285
         

10.0 (48 Reviews)
Cabin
Rustic Riverside A-Frame Retreat: Secluded Charm.
  • Air Conditioner
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  • TV

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Cozy Pet Friendly Home w/Private Yard & King Bed - Near Wauwatosa in Milwaukee From US $252
         

10.0 (45 Reviews)
House
Cozy Pet Friendly Home w/Private Yard & King Bed - Near Wauwatosa
  • Air Conditioner
  • Parking
  • Pet Friendly

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One-of-a-kind Blue Tree House Retreat Holy Hill Getaway Hiking Trails in Richfield From US $717
         

10.0 (41 Reviews)
House
One-of-a-kind Blue Tree House Retreat Holy Hill Getaway Hiking Trails
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming Historic Upper Walk to Downtown & Lakes in Oconomowoc From US $608
         

10.0 (41 Reviews)
Apartment
Charming Historic Upper Walk to Downtown & Lakes
  • Air Conditioner
  • Parking
  • TV

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About Milwaukee Vacation Rentals

With more than 3047 Milwaukee vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Virginiabeachattractions and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Milwaukee.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Virginiabeachattractions Milwaukee, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Milwaukee. Places to stay near Milwaukee are 728.09 ft² on average, with prices averaging US $392 a night.

Virginiabeachattractions makes it easy and safe to find and compare vacation rentals in Milwaukee with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Milwaukee

Type Count
Vacation Homes 1228
Holiday Apartments 1219
Hotels 438
B&B 22
Cottages 22
Cabin Rentals 12
Villas 11
Others 8

Use these Quick Filters to Find a Vacation Rental in Milwaukee

★ Pro Tip: Virginiabeachattractions makes it easy to compare the best listings on Virginiabeachattractions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Virginiabeachattractions homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Milwaukee.

Weather in Milwaukee

View the weather forecast for Milwaukee before booking your Milwaukee Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Milwaukee, WI

Virginiabeachattractions offers a large selection of top attractions around Milwaukee. Research things to do on your vacation before you visit Milwaukee.


Miller Park Fiserv Forum University of Wisconsin-Milwaukee Harley-Davidson Museum The Rave-Eagles Club Wisconsin Center Marquette University Riverside Theater Milwaukee Public Museum Potawatomi Bingo Casino Pabst Theater Mayfair Mall Milwaukee Art Museum Milwaukee County Zoo Milwaukee RiverWalk Milwaukee Public Market Wisconsin State Fair Park Discovery World Henry W. Maier Festival Park Pleasant Prairie RecPlex

Other Places to Stay Near Milwaukee, WI


Milwaukee County 1,043 Properties Downtown Milwaukee 691 Properties East Town 297 Properties Brady Street 125 Properties Lower East Side 125 Properties Westown 101 Properties Fifth Ward 100 Properties Ozaukee County 90 Properties Racine 79 Properties Bay View 78 Properties Historic Downtown Racine 78 Properties Yankee Hill 77 Properties

Complexes around Milwaukee, WI


Flexhome Brewery District Milwaukee 39 Properties Country Inn 3 Properties Baymont 3 Properties Flexhome Walker Point 8 Properties Americinn 3 Properties Doubletree 3 Properties Fairfield Inn 3 Properties Holiday Inn Express Hotel Ihg 3 Properties Frontdesk East Town 3 Properties The Love Shack East Side 5 Properties The Hotel 3 Properties Breakfast Aurora 3 Properties Comfort Inn Suites Jackson West 3 Properties Days Inn 3 Properties Delta Hotel 3 Properties
See More Complexes

Milwaukee Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Milwaukee?

There are a lot of options in Milwaukee. If you plan on staying in the Milwaukee area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Milwaukee:

How many vacation rentals are available in Milwaukee?

Currently, the total number of properties listed in 2026 is over 3047 in the Milwaukee area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Milwaukee.