1+ Vacation Rentals Near Downtown Milwaukee |
  1. USA
  2. Wisconsin
  3. Milwaukee
  4. Downtown Milwaukee

Cruise And Resorts - Vacation Rentals in Downtown Milwaukee

LUXURY YACHT IN DOWNTOWN MILWAUKEE 3BR, KITCHEN, FLYBRIDGE, AMAZING VIEWS! From US $8,820
         

New
Boat Rental
LUXURY YACHT IN DOWNTOWN MILWAUKEE 3BR, KITCHEN, FLYBRIDGE, AMAZING VIEWS!
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

View Availability
See More Downtown Milwaukee Vacation Rentals

Luxury Places to Stay in Downtown Milwaukee

Over 1393+ Luxury Places to Stay in or Near Downtown Milwaukee
Luxury home minutes from convention site From US $3,144
         

New
House
Luxury home minutes from convention site
  • Air Conditioner
  • TV
  • Balcony/Terrace

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

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

View Availability
MKE Mansion - Both Wings From US $1,673
         

9.6 (23 Reviews)
House
MKE Mansion - Both Wings
  • Air Conditioner
  • Parking
  • TV

View Availability
Saint Kate - The Arts Hotel From US $1,386
         

|
9.0 (337 Reviews)
Hotel
Saint Kate - The Arts Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Eclectic Stylish and Cozy Milwaukee Home From US $1,348
         

|
New
Apartment
Eclectic Stylish and Cozy Milwaukee Home
  • Air Conditioner
  • Parking
  • Security/Safety

View Availability
Drury Plaza Hotel Milwaukee Downtown From US $1,311
         

|
9.0 (1590 Reviews)
Hotel
Drury Plaza Hotel Milwaukee Downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Stylish two bedroom Condo From US $1,207
         

New
Condo
Stylish two bedroom Condo
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

View Availability
HUGE 6BR, Luxe Single Family Home, Best Location! From US $1,150
         

10.0 (11 Reviews)
House
HUGE 6BR, Luxe Single Family Home, Best Location!
  • Air Conditioner
  • Parking
  • TV

View Availability
See More Downtown Milwaukee Luxury Vacation Rentals
Find More Downtown Milwaukee Villas, Resorts, & Rentals on BedroomVillas

Top-Rated Vacation Rentals with a Pool in Downtown Milwaukee

Over 91+ Top-Rated Vacation Rentals with a Pool in or Near Downtown Milwaukee
The Gem of Brewers Hill with hot tub and seasonal pool From US $264
         

10.0 (22 Reviews)
House
The Gem of Brewers Hill with hot tub and seasonal pool
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
East Side 1BR Apt with Balcony, Pool, and Gym From US $156
         

10.0 (1 Review)
Apartment
East Side 1BR Apt with Balcony, Pool, and Gym
  • Air Conditioner
  • Pool
  • TV

View Availability
Retro Retreat in Wauwatosa From US $78
         

|
10.0 (1 Review)
Apartment
Retro Retreat in Wauwatosa
  • Air Conditioner
  • Parking
  • Pool

View Availability
Drury Plaza Hotel Milwaukee Downtown From US $118
         

|
9.6 (2002 Reviews)
Hotel
Drury Plaza Hotel Milwaukee Downtown
  • Air Conditioner
  • Parking
  • Pool

View Availability
The Pfister Hotel From US $199
         

|
9.6 (1800 Reviews)
Hotel
The Pfister Hotel
  • Air Conditioner
  • Parking
  • Pool

View Availability
Home2 Suites by Hilton Milwaukee Airport From US $103
         

|
9.6 (1003 Reviews)
Hotel
Home2 Suites by Hilton Milwaukee Airport
  • Air Conditioner
  • Parking
  • Pool

View Availability
The Pfister Hotel From US $238
         

|
9.4 (694 Reviews)
Hotel
The Pfister Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Hilton Garden Inn Milwaukee Airport From US $108
         

|
9.2 (1003 Reviews)
Hotel
Hilton Garden Inn Milwaukee Airport
  • Air Conditioner
  • Parking
  • Pool

View Availability
See More Downtown Milwaukee Vacation Rentals with a Pool

Pet-Friendly Vacation Rentals in Downtown Milwaukee

Over 372+ Pet-Friendly Vacation Rentals in or Near Downtown Milwaukee
Best Location in Milwaukee! From US $861
         

10.0 (31 Reviews)
House
Best Location in Milwaukee!
  • Air Conditioner
  • Parking
  • Pet Friendly

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

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

View Availability
ROVE LIVING/KL - Malt House From US $164
         

|
9.0 (11 Reviews)
Apartment
ROVE LIVING/KL - Malt House
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Cozy Pet Friendly Home w/Private Yard & King Bed - Near Wauwatosa From US $201
         

10.0 (25 Reviews)
House
Cozy Pet Friendly Home w/Private Yard & King Bed - Near Wauwatosa
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Modern Luxury | Steps to Brady St From US $248
         

10.0 (24 Reviews)
House
Modern Luxury | Steps to Brady St
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Oak Park Bliss: 3BR, 2BA Gem From US $222
         

10.0 (21 Reviews)
House
Oak Park Bliss: 3BR, 2BA Gem
  • Air Conditioner
  • Pet Friendly
  • TV

View Availability
Cottage near Mt. Mary College From US $204
         

10.0 (16 Reviews)
Cottage
Cottage near Mt. Mary College
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Milwaukee Bungalow - Old World Charm w/Modern Amenities! Hot Tub! From US $367
         

10.0 (14 Reviews)
House
Milwaukee Bungalow - Old World Charm w/Modern Amenities! Hot Tub!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
See More Pet-Friendly Vacation Rentals in Downtown Milwaukee on PetFriendly.io

Large Vacation Homes & Villas in Downtown Milwaukee

Over 136+ Large Vacation Homes & Villas in or Near Downtown Milwaukee
Spacious house, yard, hot tub & games — 1 mile to Downtown and the East Side From US $751
         

10.0 (40 Reviews)
House
Spacious house, yard, hot tub & games — 1 mile to Downtown and the East Side
  • Air Conditioner
  • Parking
  • TV

View Availability
Eclectic Stylish and Cozy Milwaukee Unit From US $337
         

|
9.9 (15 Reviews)
House
Eclectic Stylish and Cozy Milwaukee Unit
  • Air Conditioner
  • Parking
  • Security/Safety

View Availability
Cream City Lounge Parking AC Patio Pets Sleeps 11 From US $401
         

10.0 (18 Reviews)
House
Cream City Lounge Parking AC Patio Pets Sleeps 11
  • Air Conditioner
  • Parking
  • TV

View Availability
Charming Riverfront Home l 4 BR l King Beds I Free Parking I Outdoor Haven From US $330
         

10.0 (17 Reviews)
House
Charming Riverfront Home l 4 BR l King Beds I Free Parking I Outdoor Haven
  • Air Conditioner
  • Parking
  • TV

View Availability
Lakefront Manor MKE - Spacious for groups and steps from beach and downtown From US $422
         

10.0 (9 Reviews)
House
Lakefront Manor MKE - Spacious for groups and steps from beach and downtown
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

View Availability
Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Outdoor Igloo, Firepit From US $701
         

10.0 (6 Reviews)
House
Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Outdoor Igloo, Firepit
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
1 Mile to Downtown -Brewers Hill-Rooftop Deck-Gym From US $326
         

10.0 (5 Reviews)
House
1 Mile to Downtown -Brewers Hill-Rooftop Deck-Gym
  • Air Conditioner
  • Pet Friendly
  • TV

View Availability
Remodeled Home - Steps from Brady Street! From US $265
         

10.0 (5 Reviews)
House
Remodeled Home - Steps from Brady Street!
  • Air Conditioner
  • TV
  • Security/Safety

View Availability
See More Family Vacation Rentals in Downtown Milwaukee on FVR

Wheelchair Accessible Vacation Homes in Downtown Milwaukee

Over 584+ Wheelchair Accessible Vacation Homes in or Near Downtown Milwaukee
Dakota Gal Digs | Blue Serif From US $252
         

10.0 (19 Reviews)
Apartment
Dakota Gal Digs | Blue Serif
  • Air Conditioner
  • Parking
  • TV

View Availability
Flexhome Walker's Point Studio A1 From US $81
         

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

View Availability
Saint Kate - The Arts Hotel From US $122
         

|
9.8 (2456 Reviews)
Hotel
Saint Kate - The Arts Hotel
  • Air Conditioner
  • Parking
  • TV

View Availability
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge From US $169
         

10.0 (8 Reviews)
Apartment
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
  • Air Conditioner
  • Parking
  • TV

View Availability
Downtown Luxury 2BR Penthouse Apt From US $181
         

10.0 (6 Reviews)
Apartment
Downtown Luxury 2BR Penthouse Apt
  • Air Conditioner
  • TV
  • Wheelchair Accessible

View Availability
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking From US $257
         

10.0 (5 Reviews)
Apartment
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
  • Air Conditioner
  • Parking
  • TV

View Availability
Charming 1BR Near Fiserv with Rooftop, Gym, and Parking From US $150
         

10.0 (3 Reviews)
Apartment
Charming 1BR Near Fiserv with Rooftop, Gym, and Parking
  • Air Conditioner
  • Parking
  • TV

View Availability
Downtown Sleek 2BR Loft From US $209
         

10.0 (2 Reviews)
Apartment
Downtown Sleek 2BR Loft
  • Air Conditioner
  • TV
  • Wheelchair Accessible

View Availability
See More Properties

Downtown Milwaukee Varoom and Airbnb Places to Stay Under $200

Over 740+ Downtown Milwaukee Varoom and Airbnb Places to Stay Under $200
Studio apt w/laundry + parking From US $127
         

10.0 (26 Reviews)
Apartment
Studio apt w/laundry + parking
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

View Availability
Flexhome Walker's Point Studio A2 From US $60
         

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

View Availability
Manderley Bed and Breakfast From US $152
         

|
9.4 (334 Reviews)
Bed & Breakfast
Manderley Bed and Breakfast
  • Air Conditioner
  • Parking
  • TV

View Availability
Central Tosa home near downtown, state fair, froedtert From US $178
         

10.0 (24 Reviews)
House
Central Tosa home near downtown, state fair, froedtert
  • Air Conditioner
  • Parking
  • TV

View Availability
2BR apt w/laundry + parking From US $146
         

10.0 (11 Reviews)
Apartment
2BR apt w/laundry + parking
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

View Availability
Black sheep cottage!nCharming 2-bedroom cottage in peaceful West Allis From US $146
         

10.0 (11 Reviews)
Cottage
Black sheep cottage!nCharming 2-bedroom cottage in peaceful West Allis
  • Air Conditioner
  • Parking
  • TV

View Availability
Renovated, Spacious & Cozy 2BR Upper Unit in the Heart of Milwaukee From US $182
         

10.0 (5 Reviews)
Apartment
Renovated, Spacious & Cozy 2BR Upper Unit in the Heart of Milwaukee
  • Air Conditioner
  • Parking
  • TV

View Availability
Private 1BR Cottage with City Views From US $185
         

10.0 (4 Reviews)
Cottage
Private 1BR Cottage with City Views
  • Air Conditioner
  • Pet Friendly
  • TV

View Availability
See More Downtown Milwaukee Vacation Rental Deals

Instantly Bookable Vacation Homes in Downtown Milwaukee

Over 815+ Instantly Bookable Vacation Homes in or Near Downtown Milwaukee
Unit C- New Big 2 King Bedroom Condo by FiservForum/3rd St From US $325
         

10.0 (19 Reviews)
Apartment
Unit C- New Big 2 King Bedroom Condo by FiservForum/3rd St
  • Air Conditioner
  • TV
  • Balcony/Terrace

View Availability
Beverly's Guest Suite - An Accessible Family Space From US $303
         

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

View Availability
Lower East Side - 3 bed, 2 bathroom, 2 private parking spots From US $321
         

10.0 (11 Reviews)
House
Lower East Side - 3 bed, 2 bathroom, 2 private parking spots
  • Air Conditioner
  • Parking
  • TV

View Availability
Moments to Fiserv Forum and Downtown Milwaukee! From US $226
         

10.0 (10 Reviews)
House
Moments to Fiserv Forum and Downtown Milwaukee!
  • Air Conditioner
  • Pet Friendly
  • TV

View Availability
3 Bedroom, cozy house in Milwaukee near airport From US $395
         

10.0 (9 Reviews)
House
3 Bedroom, cozy house in Milwaukee near airport
  • Air Conditioner
  • Parking
  • TV

View Availability
Brew City Boho - Milwaukee Story Hill/Brewersn From US $398
         

10.0 (7 Reviews)
House
Brew City Boho - Milwaukee Story Hill/Brewersn
  • Air Conditioner
  • Parking
  • Security/Safety

View Availability
Beautiful 3br, 1.5 bath townhouse centrally located in the heart of Milwaukee. From US $205
         

10.0 (5 Reviews)
House
Beautiful 3br, 1.5 bath townhouse centrally located in the heart of Milwaukee.
  • Air Conditioner
  • Parking
  • TV

View Availability
Stylish Apt in Walker's Point From US $266
         

10.0 (4 Reviews)
Apartment
Stylish Apt in Walker's Point
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
See More Downtown Milwaukee Short-Term Vacation Rentals

About Downtown Milwaukee Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cruiseandresorts Downtown 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 Downtown Milwaukee. Places to stay near Downtown Milwaukee with prices averaging $8,820 a night.

Cruiseandresorts makes it easy and safe to find and compare vacation rentals in Downtown 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 Downtown Milwaukee

Type Count

Use these Quick Filters to Find a Vacation Rental in Downtown Milwaukee

★ Pro Tip: Cruiseandresorts makes it easy to compare the best listings on Cruiseandresorts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cruiseandresorts 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 Downtown Milwaukee.

Weather in Downtown Milwaukee

View the weather forecast for Downtown Milwaukee before booking your Downtown 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 Downtown Milwaukee, WI

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


Fiserv Forum Harley-Davidson Museum The Rave-Eagles Club Wisconsin Center Marquette University Riverside Theater Milwaukee Public Museum Potawatomi Bingo Casino Pabst Theater Milwaukee Art Museum Milwaukee Public Market Discovery World Henry W. Maier Festival Park Milwaukee School of Engineering Mitchell Park Horticultural Conservatory Lakefront Brewery Brady Street Marcus Center for the Performing Arts Oriental Theatre Milwaukee Repertory Theater

Other Places to Stay Near Downtown Milwaukee, WI


Milwaukee 1,615 Properties Historic Third Ward 1,307 Properties Marquette 1,231 Properties Northpoint 1,170 Properties Milwaukee County 1,030 Properties East Town 278 Properties Brady Street 134 Properties Lower East Side 134 Properties Westown 99 Properties Yankee Hill 80 Properties Fifth Ward 75 Properties Brewers Hill 27 Properties

Complexes around Downtown Milwaukee, WI


Flexhome Brewery District Milwaukee 41 Properties Flexhome Walker Point 9 Properties Frontdesk East Town 3 Properties The Love Shack East Side 5 Properties Flexhome East Side Brady St Lounge 4 Properties Flexhome Skywalk Fiserv Rooftopgymparking 3 Properties Hotel Metro Autograph 3 Properties Kimpton Journeyman Hotel Ihg 3 Properties Schuster Mansion Breakfast 3 Properties Travelodge 3 Properties Country Inn 2 Properties Flexhome East Side Vintage 2 Properties Frontdesk Br The River 2 Properties Frontdesk Everything Br 2 Properties The Knickerbocker 2 Properties
See More Complexes