Milwaukee holiday homes
We found 1,105 holiday rentals — enter your dates for availability
Choose the perfect holiday home within close proximity to Milwaukee, WI (MWC-Lawrence J. Timmerman). Holiday rentals provide the best amenities for you and your friends, family or even pets, such as a fireplace and garden. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Milwaukee, WI (MWC-Lawrence J. Timmerman)
Showing deals for:1 Aug - 8 Aug
Image gallery for Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
1010 out of 10 rating
Exceptional
(16 reviews)
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Pewaukee, WI
9% off
Price is NZ$5,765
NZ$5,765
NZ$824 per night
includes taxes & fees
Image gallery for W194S-Racine · Muskego Hideaway on 2 Acre Lot
9.69.6 out of 10 rating
Exceptional
(9 reviews)
W194S-Racine · Muskego Hideaway on 2 Acre Lot
Muskego, Wisconsin
13% off
Price is NZ$5,794
NZ$5,794
NZ$828 per night
includes taxes & fees
Image gallery for You found a GEM! Emmersed in seclusion close to it all! 4 BRDM SLEEPS 12!
1010 out of 10 rating
Exceptional
(32 reviews)
You found a GEM! Emmersed in seclusion close to it all! 4 BRDM SLEEPS 12!
Brookfield, WI
7% off
Price is NZ$8,246
NZ$8,246
NZ$1,178 per night
includes taxes & fees
Image gallery for Milwaukee Bungalow - Old World Charm w/Modern Amenities! Hot Tub!
1010 out of 10 rating
Exceptional
(11 reviews)
Milwaukee Bungalow - Old World Charm w/Modern Amenities! Hot Tub!
Milwaukee, WI
7% off
Price is NZ$5,107
NZ$5,107
NZ$730 per night
includes taxes & fees
Image gallery for Beautiful English Mansion, 1/4 mile from Lake and close to Arts & Entertainment
1010 out of 10 rating
Exceptional
(85 reviews)
Beautiful English Mansion, 1/4 mile from Lake and close to Arts & Entertainment
Milwaukee, WI
8% off
Price is NZ$17,310
NZ$17,310
NZ$2,473 per night
includes taxes & fees
Image gallery for Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
1010 out of 10 rating
Exceptional
(5 reviews)
Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Milwaukee, WI
8% off
Price is NZ$9,700
NZ$9,700
NZ$1,386 per night
includes taxes & fees
Image gallery for Modern Elegance: 5 Min to Downtown + Pet Friendly
1010 out of 10 rating
Exceptional
(5 reviews)
Modern Elegance: 5 Min to Downtown + Pet Friendly
Milwaukee, WI
7% off
Price is NZ$10,907
NZ$10,907
NZ$1,558 per night
includes taxes & fees
Image gallery for The Glass House - 2.5 acre River Hills Estate 13mi. from Milwaukee, WI.
1010 out of 10 rating
Exceptional
(12 reviews)
The Glass House - 2.5 acre River Hills Estate 13mi. from Milwaukee, WI.
Milwaukee, WI
8% off
Price is NZ$4,488
NZ$4,488
NZ$641 per night
includes taxes & fees
Image gallery for 4 bd Victorian, close to downtown, great for groups and family gatherings
1010 out of 10 rating
Exceptional
(14 reviews)
4 bd Victorian, close to downtown, great for groups and family gatherings
Milwaukee, WI
8% off
Price is NZ$11,912
NZ$11,912
NZ$1,702 per night
includes taxes & fees
Image gallery for The Ultimate Urban Experience Antique style
8.88.8 out of 10 rating
Excellent
(14 reviews)
The Ultimate Urban Experience Antique style
Milwaukee, WI
7% off
Price is NZ$2,842
NZ$2,842
NZ$406 per night
includes taxes & fees
Image gallery for MKE Riverwest Retreat - Newly Renovated
9.69.6 out of 10 rating
Exceptional
(5 reviews)
MKE Riverwest Retreat - Newly Renovated
Milwaukee, WI
8% off
Price is NZ$6,150
NZ$6,150
NZ$879 per night
includes taxes & fees
Image gallery for Brady St. Retreat - Where Families & Groups Gather
1010 out of 10 rating
Exceptional
(7 reviews)
Brady St. Retreat - Where Families & Groups Gather
Milwaukee, WI
7% off
Price is NZ$13,115
NZ$13,115
NZ$1,874 per night
includes taxes & fees
Image gallery for The Blair Iris House - Steps from Brady St!
1010 out of 10 rating
Exceptional
(9 reviews)
The Blair Iris House - Steps from Brady St!
Milwaukee, WI
8% off
Price is NZ$7,446
NZ$7,446
NZ$1,064 per night
includes taxes & fees
Image gallery for Remodeled flat in River West, deck and firepit, close to restaurants/coffee.
1010 out of 10 rating
Exceptional
(10 reviews)
Remodeled flat in River West, deck and firepit, close to restaurants/coffee.
Milwaukee, WI
10% off
Price is NZ$2,375
NZ$2,375
NZ$339 per night
includes taxes & fees
Image gallery for Cottage near Mt. Mary College
1010 out of 10 rating
Exceptional
(15 reviews)
Cottage near Mt. Mary College
Milwaukee, WI
7% off
Price is NZ$4,911
NZ$4,911
NZ$702 per night
includes taxes & fees
Image gallery for 3 bedroom Bayview house. Located in quiet residential area.
1010 out of 10 rating
Exceptional
(12 reviews)
3 bedroom Bayview house. Located in quiet residential area.
Milwaukee, WI
8% off
Price is NZ$3,131
NZ$3,131
NZ$447 per night
includes taxes & fees
Image gallery for Brady St Home with a Private Outdoor Bar and Deck!
1010 out of 10 rating
Exceptional
(6 reviews)
Brady St Home with a Private Outdoor Bar and Deck!
Milwaukee, WI
20% off
Price is NZ$9,713
NZ$9,713
NZ$1,388 per night
includes taxes & fees
Image gallery for Comfy Cozy Casa in Milwaukee, WI
7.07.0 out of 10 rating
Good
(2 reviews)
Comfy Cozy Casa in Milwaukee, WI
Milwaukee, WI
15% off
Price is NZ$2,109
NZ$2,109
NZ$301 per night
includes taxes & fees
Image gallery for A Large Rustic Farmhouse In Bay View, Wisconsin
9.89.8 out of 10 rating
Exceptional
(48 reviews)
A Large Rustic Farmhouse In Bay View, Wisconsin
Milwaukee, WI
11% off
Price is NZ$8,392
NZ$8,392
NZ$1,199 per night
includes taxes & fees
Image gallery for Moments to Fiserv Forum and Downtown Milwaukee!
1010 out of 10 rating
Exceptional
(6 reviews)
Moments to Fiserv Forum and Downtown Milwaukee!
Milwaukee, WI
7% off
Price is NZ$3,290
NZ$3,290
NZ$470 per night
includes taxes & fees
Image gallery for Beverly's Guest Suite - An Accessible Family Space
1010 out of 10 rating
Exceptional
(27 reviews)
Beverly's Guest Suite - An Accessible Family Space
Milwaukee, WI
12% off
Price is NZ$2,779
NZ$2,779
NZ$397 per night
includes taxes & fees
Image gallery for Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
1010 out of 10 rating
Exceptional
(18 reviews)
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
Milwaukee, WI
24% off
Price is NZ$17,386
NZ$17,386
NZ$2,484 per night
includes taxes & fees
Image gallery for Mid Century Milwaulkee Ryder Cup 2021
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Mid Century Milwaulkee Ryder Cup 2021
Milwaukee, WI
8% off
Price is NZ$6,246
NZ$6,246
NZ$892 per night
includes taxes & fees
Image gallery for W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants
1010 out of 10 rating
Exceptional
(13 reviews)
W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants
Muskego, Wisconsin
13% off
Price is NZ$3,146
NZ$3,146
NZ$449 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Milwaukee
Amazing Five Bedroom Milwaukee Vacation Home!!
Sleeps 12 · 5 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
46 reviews(46 reviews)
Family Retreat, private, large, great for multi-family, company retreat, wedding
Sleeps 36 · 11 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Luxury Lakefront Home w Miles of Lake Views, private pier, lake toys & game room
Sleeps 11 · 6 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
46 reviews(46 reviews)
Lake Vacation/Hunters Lake in Dousman,WI, Milwaukee, Delafield, Oconomoc, Wales
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
Sleeps 12 · 4 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
158 reviews(158 reviews)
You found a GEM! Emmersed in seclusion close to it all! 4 BRDM SLEEPS 12!
Sleeps 12 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value