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Holiday Rentals in Milwaukee

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306 rentals in Milwaukee.
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Beautiful English Mansion, 1/4 mile from Lake and close to Arts & Entertainment, holiday rental in Milwaukee
Beautiful English Mansion, 1/4 mile from Lake and close to Arts & Entertainment, holiday rental in Milwaukee
Beautiful English Mansion, 1/4 mile from Lake and close to Arts & Entertainment, holiday rental in Milwaukee

Beautiful English Mansion, 1/4 mile from Lake and close to Arts & Entertainment

Holiday Rental House in Upper East Side
4 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI, holiday rental in Milwaukee
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI, holiday rental in Milwaukee
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI, holiday rental in Milwaukee

Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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A Large Rustic Farmhouse In Bay View, Wisconsin, holiday rental in Milwaukee
A Large Rustic Farmhouse In Bay View, Wisconsin, holiday rental in Milwaukee
A Large Rustic Farmhouse In Bay View, Wisconsin, holiday rental in Milwaukee

A Large Rustic Farmhouse In Bay View, Wisconsin

Holiday Rental House in Bay View
6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Modern urban dwelling with rooftop deck and amazing views, holiday rental in Milwaukee
Modern urban dwelling with rooftop deck and amazing views, holiday rental in Milwaukee
Modern urban dwelling with rooftop deck and amazing views, holiday rental in Milwaukee

Modern urban dwelling with rooftop deck and amazing views

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Best Location in Milwaukee!, holiday rental in Milwaukee
Best Location in Milwaukee!, holiday rental in Milwaukee
Best Location in Milwaukee!, holiday rental in Milwaukee

Best Location in Milwaukee!

Holiday Rental House in Lower East Side
6 bedrooms
7 bathrooms
Sleeps 6
Match: Sleeps
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Riverwest Vintage Upper Apartment, holiday rental in Milwaukee
Riverwest Vintage Upper Apartment, holiday rental in Milwaukee
Riverwest Vintage Upper Apartment, holiday rental in Milwaukee

Riverwest Vintage Upper Apartment

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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A MUST SEE!! 1897 HISTORIC VICTORIAN/ FANTASTIC SAFE AREA/  5 STAR AREA, holiday rental in Milwaukee
A MUST SEE!! 1897 HISTORIC VICTORIAN/ FANTASTIC SAFE AREA/  5 STAR AREA, holiday rental in Milwaukee
A MUST SEE!! 1897 HISTORIC VICTORIAN/ FANTASTIC SAFE AREA/  5 STAR AREA, holiday rental in Milwaukee

A MUST SEE!! 1897 HISTORIC VICTORIAN/ FANTASTIC SAFE AREA/ 5 STAR AREA

Holiday Rental House in Upper East Side
8 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Eastside apartment with Private entrance and parking, holiday rental in Milwaukee
Eastside apartment with Private entrance and parking, holiday rental in Milwaukee
Eastside apartment with Private entrance and parking, holiday rental in Milwaukee

Eastside apartment with Private entrance and parking

Condo/Apartment in Lower East Side
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful Washington Heights Home on Milwaukee's lovely west side, holiday rental in Milwaukee
Beautiful Washington Heights Home on Milwaukee's lovely west side, holiday rental in Milwaukee
Beautiful Washington Heights Home on Milwaukee's lovely west side, holiday rental in Milwaukee

Beautiful Washington Heights Home on Milwaukee's lovely west side

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Brady St. Inn and Gallery, holiday rental in Milwaukee
Brady St. Inn and Gallery, holiday rental in Milwaukee
Brady St. Inn and Gallery, holiday rental in Milwaukee

Brady St. Inn and Gallery

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 17
Match: Sleeps
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Downtown Bayview, 2 miles from downtown Milwaukee, holiday rental in Milwaukee
Downtown Bayview, 2 miles from downtown Milwaukee, holiday rental in Milwaukee
Downtown Bayview, 2 miles from downtown Milwaukee, holiday rental in Milwaukee

Downtown Bayview, 2 miles from downtown Milwaukee

Holiday Rental House in Bay View
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blue Serif · Stunning loft with incredible Southern view of MKE, holiday rental in Milwaukee
Blue Serif · Stunning loft with incredible Southern view of MKE, holiday rental in Milwaukee
Blue Serif · Stunning loft with incredible Southern view of MKE, holiday rental in Milwaukee

Blue Serif · Stunning loft with incredible Southern view of MKE

Condo/Apartment in Walker's Point
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Upper East side Home near Lake Michigan, holiday rental in Milwaukee
Upper East side Home near Lake Michigan, holiday rental in Milwaukee
Upper East side Home near Lake Michigan, holiday rental in Milwaukee

Upper East side Home near Lake Michigan

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Stunning/River View Brady St Home! Loaded w Extras, holiday rental in Milwaukee
Stunning/River View Brady St Home! Loaded w Extras, holiday rental in Milwaukee
Stunning/River View Brady St Home! Loaded w Extras, holiday rental in Milwaukee

Stunning/River View Brady St Home! Loaded w Extras

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Great apartment minutes from downtown and lake., holiday rental in Milwaukee
Great apartment minutes from downtown and lake., holiday rental in Milwaukee
Great apartment minutes from downtown and lake., holiday rental in Milwaukee

Great apartment minutes from downtown and lake.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Upscale Milwaukee Duplex, holiday rental in Milwaukee
Upscale Milwaukee Duplex, holiday rental in Milwaukee
Upscale Milwaukee Duplex, holiday rental in Milwaukee

Upscale Milwaukee Duplex

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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4 bd Victorian, close to downtown, great for groups and family gatherings, holiday rental in Milwaukee
4 bd Victorian, close to downtown, great for groups and family gatherings, holiday rental in Milwaukee
4 bd Victorian, close to downtown, great for groups and family gatherings, holiday rental in Milwaukee

4 bd Victorian, close to downtown, great for groups and family gatherings

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Centrally Located Modern & Clean Home Away from Home, holiday rental in Milwaukee
Centrally Located Modern & Clean Home Away from Home, holiday rental in Milwaukee
Centrally Located Modern & Clean Home Away from Home, holiday rental in Milwaukee

Centrally Located Modern & Clean Home Away from Home

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Retro, enjoyable home ready for your stay., holiday rental in Milwaukee
Retro, enjoyable home ready for your stay., holiday rental in Milwaukee
Retro, enjoyable home ready for your stay., holiday rental in Milwaukee

Retro, enjoyable home ready for your stay.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Frontdesk | Bright 2BR Apt with Historic Charm, holiday rental in Milwaukee
Frontdesk | Bright 2BR Apt with Historic Charm, holiday rental in Milwaukee
Frontdesk | Bright 2BR Apt with Historic Charm, holiday rental in Milwaukee

Frontdesk | Bright 2BR Apt with Historic Charm

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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FRONTDESK | Classic 1BR Apt. | Walk to Everything, holiday rental in Milwaukee
FRONTDESK | Classic 1BR Apt. | Walk to Everything, holiday rental in Milwaukee
FRONTDESK | Classic 1BR Apt. | Walk to Everything, holiday rental in Milwaukee

FRONTDESK | Classic 1BR Apt. | Walk to Everything

Condo/Apartment in Historic Third Ward
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Large Luxury Home - Perfect for Groups - Downtown, holiday rental in Milwaukee
Large Luxury Home - Perfect for Groups - Downtown, holiday rental in Milwaukee
Large Luxury Home - Perfect for Groups - Downtown, holiday rental in Milwaukee

Large Luxury Home - Perfect for Groups - Downtown

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 17
Match: Sleeps
More info
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Luxury design in Bayview, steps to entertainment, holiday rental in Milwaukee
Luxury design in Bayview, steps to entertainment, holiday rental in Milwaukee
Luxury design in Bayview, steps to entertainment, holiday rental in Milwaukee

Luxury design in Bayview, steps to entertainment

Holiday Rental House in Bay View
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Bay View Beau - Near 3rd Ward, Summerfest, Fiserv, holiday rental in Milwaukee
Bay View Beau - Near 3rd Ward, Summerfest, Fiserv, holiday rental in Milwaukee
Bay View Beau - Near 3rd Ward, Summerfest, Fiserv, holiday rental in Milwaukee

Bay View Beau - Near 3rd Ward, Summerfest, Fiserv

Holiday Rental House in Bay View
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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FRONTDESK | 1 Block from Public Market 1BR, holiday rental in Milwaukee
FRONTDESK | 1 Block from Public Market 1BR, holiday rental in Milwaukee
FRONTDESK | 1 Block from Public Market 1BR, holiday rental in Milwaukee

FRONTDESK | 1 Block from Public Market 1BR

Condo/Apartment in Downtown
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Lake Michigan Tudor, holiday rental in Milwaukee
Lake Michigan Tudor, holiday rental in Milwaukee
Lake Michigan Tudor, holiday rental in Milwaukee

Lake Michigan Tudor

Holiday Rental House in Bay View
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Payment Protection

Three bedrooms upstairs, holiday rental in Milwaukee
Three bedrooms upstairs, holiday rental in Milwaukee
Three bedrooms upstairs, holiday rental in Milwaukee

Three bedrooms upstairs

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Upper flat in the heart of trendy Bay View!, holiday rental in Milwaukee
Upper flat in the heart of trendy Bay View!, holiday rental in Milwaukee
Upper flat in the heart of trendy Bay View!, holiday rental in Milwaukee

Upper flat in the heart of trendy Bay View!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Fun in Milwaukee a few steps away, holiday rental in Milwaukee
Fun in Milwaukee a few steps away, holiday rental in Milwaukee
Fun in Milwaukee a few steps away, holiday rental in Milwaukee

Fun in Milwaukee a few steps away

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Frontdesk | Sunny 1BR Apt near Shopping, holiday rental in Milwaukee
Frontdesk | Sunny 1BR Apt near Shopping, holiday rental in Milwaukee
Frontdesk | Sunny 1BR Apt near Shopping, holiday rental in Milwaukee

Frontdesk | Sunny 1BR Apt near Shopping

Condo/Apartment in Lower East Side
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Best location in Milwaukee! Upper Duplex Unit - long term stays welcome, holiday rental in Milwaukee
Best location in Milwaukee! Upper Duplex Unit - long term stays welcome, holiday rental in Milwaukee
Best location in Milwaukee! Upper Duplex Unit - long term stays welcome, holiday rental in Milwaukee

Best location in Milwaukee! Upper Duplex Unit - long term stays welcome

Holiday Rental House in Lower East Side
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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Large Lower East Side MKE flat (sleeps 10) near Brady Street & N Water Street, holiday rental in Milwaukee
Large Lower East Side MKE flat (sleeps 10) near Brady Street & N Water Street, holiday rental in Milwaukee
Large Lower East Side MKE flat (sleeps 10) near Brady Street & N Water Street, holiday rental in Milwaukee

Large Lower East Side MKE flat (sleeps 10) near Brady Street & N Water Street

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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4 Bedroom House Walking Distance From Milwaukee Bucks Fviser Forum, holiday rental in Milwaukee
4 Bedroom House Walking Distance From Milwaukee Bucks Fviser Forum, holiday rental in Milwaukee
4 Bedroom House Walking Distance From Milwaukee Bucks Fviser Forum, holiday rental in Milwaukee

4 Bedroom House Walking Distance From Milwaukee Bucks Fviser Forum

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Sleep Off Brady Milwaukee, holiday rental in Milwaukee
Sleep Off Brady Milwaukee, holiday rental in Milwaukee
Sleep Off Brady Milwaukee, holiday rental in Milwaukee

Sleep Off Brady Milwaukee

Condo/Apartment in Lower East Side
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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NEW! Bright + Updated Getaway w/ Furnished Patio!, holiday rental in Milwaukee
NEW! Bright + Updated Getaway w/ Furnished Patio!, holiday rental in Milwaukee
NEW! Bright + Updated Getaway w/ Furnished Patio!, holiday rental in Milwaukee

NEW! Bright + Updated Getaway w/ Furnished Patio!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Newly Updated Cape Cod in Bay View [King Bed], holiday rental in Milwaukee
Newly Updated Cape Cod in Bay View [King Bed], holiday rental in Milwaukee
Newly Updated Cape Cod in Bay View [King Bed], holiday rental in Milwaukee

Newly Updated Cape Cod in Bay View [King Bed]

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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FRONTDESK | Colorful 2BR Apt near the Lake, holiday rental in Milwaukee
FRONTDESK | Colorful 2BR Apt near the Lake, holiday rental in Milwaukee
FRONTDESK | Colorful 2BR Apt near the Lake, holiday rental in Milwaukee

FRONTDESK | Colorful 2BR Apt near the Lake

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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FRONTDESK | Sleek 2BR Loft, holiday rental in Milwaukee
FRONTDESK | Sleek 2BR Loft, holiday rental in Milwaukee
FRONTDESK | Sleek 2BR Loft, holiday rental in Milwaukee

FRONTDESK | Sleek 2BR Loft

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Beverly's Guest Suite - An Accessible Family Space, holiday rental in Milwaukee
Beverly's Guest Suite - An Accessible Family Space, holiday rental in Milwaukee
Beverly's Guest Suite - An Accessible Family Space, holiday rental in Milwaukee

Beverly's Guest Suite - An Accessible Family Space

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Vine Street Home �, holiday rental in Milwaukee
Vine Street Home �, holiday rental in Milwaukee
Vine Street Home �, holiday rental in Milwaukee

Vine Street Home �

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Frontdesk | Simple 1BR Apt near the River, holiday rental in Milwaukee
Frontdesk | Simple 1BR Apt near the River, holiday rental in Milwaukee
Frontdesk | Simple 1BR Apt near the River, holiday rental in Milwaukee

Frontdesk | Simple 1BR Apt near the River

Condo/Apartment in Lower East Side
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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FRONTDESK | Upscale Riverfront 2BR Apt, holiday rental in Milwaukee
FRONTDESK | Upscale Riverfront 2BR Apt, holiday rental in Milwaukee
FRONTDESK | Upscale Riverfront 2BR Apt, holiday rental in Milwaukee

FRONTDESK | Upscale Riverfront 2BR Apt

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Modern radiant gem_300ft to South Shore Line, close to everything, MKE, holiday rental in Milwaukee
Modern radiant gem_300ft to South Shore Line, close to everything, MKE, holiday rental in Milwaukee
Modern radiant gem_300ft to South Shore Line, close to everything, MKE, holiday rental in Milwaukee

Modern radiant gem_300ft to South Shore Line, close to everything, MKE

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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FRONTDESK | Historic East Ward 2BR Apt, holiday rental in Milwaukee
FRONTDESK | Historic East Ward 2BR Apt, holiday rental in Milwaukee
FRONTDESK | Historic East Ward 2BR Apt, holiday rental in Milwaukee

FRONTDESK | Historic East Ward 2BR Apt

Condo/Apartment in Historic Third Ward
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Charming Vintage Farmhouse Garden Oasis 1 Bedroom, holiday rental in Milwaukee
Charming Vintage Farmhouse Garden Oasis 1 Bedroom, holiday rental in Milwaukee
Charming Vintage Farmhouse Garden Oasis 1 Bedroom, holiday rental in Milwaukee

Charming Vintage Farmhouse Garden Oasis 1 Bedroom

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Ultimate Urban Experience Antique style, holiday rental in Milwaukee
The Ultimate Urban Experience Antique style, holiday rental in Milwaukee
The Ultimate Urban Experience Antique style, holiday rental in Milwaukee

The Ultimate Urban Experience Antique style

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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FRONTDESK | Bright 2BR Apt Near Milwaukee Bay, holiday rental in Milwaukee
FRONTDESK | Bright 2BR Apt Near Milwaukee Bay, holiday rental in Milwaukee
FRONTDESK | Bright 2BR Apt Near Milwaukee Bay, holiday rental in Milwaukee

FRONTDESK | Bright 2BR Apt Near Milwaukee Bay

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Contemporary Upper East Side 4BR unit+office loft+garage near beaches/lakefront!, holiday rental in Milwaukee
Contemporary Upper East Side 4BR unit+office loft+garage near beaches/lakefront!, holiday rental in Milwaukee
Contemporary Upper East Side 4BR unit+office loft+garage near beaches/lakefront!, holiday rental in Milwaukee

Contemporary Upper East Side 4BR unit+office loft+garage near beaches/lakefront!

Condo/Apartment
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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FRONTDESK | Walk to Everything from 2 BR Apt, holiday rental in Milwaukee
FRONTDESK | Walk to Everything from 2 BR Apt, holiday rental in Milwaukee
FRONTDESK | Walk to Everything from 2 BR Apt, holiday rental in Milwaukee

FRONTDESK | Walk to Everything from 2 BR Apt

Condo/Apartment in Historic Third Ward
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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NEW! Chic Milwaukee Apartment in Hip Neighborhood!, holiday rental in Milwaukee
NEW! Chic Milwaukee Apartment in Hip Neighborhood!, holiday rental in Milwaukee
NEW! Chic Milwaukee Apartment in Hip Neighborhood!, holiday rental in Milwaukee

NEW! Chic Milwaukee Apartment in Hip Neighborhood!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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