Holiday rentals near Old South Side Settlement Museum
We found 1,113 holiday rentals — enter your dates for availability
If you are looking to stay near Old South Side Settlement Museum, scroll through and discover private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, which might include Wi-Fi and a fireplace. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Old South Side Settlement Museum
Showing deals for:19 Sept - 26 Sept
Image gallery for Spacious 4+2 bedroom 9 beds house with dedicated office, loft, and jacuzzi
1010 out of 10 rating
Exceptional
(13 reviews)
Spacious 4+2 bedroom 9 beds house with dedicated office, loft, and jacuzzi
Milwaukee, WI
8% off
Price is AU$6,980
AU$6,980
AU$997 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 AU$15,196
AU$15,196
AU$2,171 per night
includes taxes & fees
Image gallery for Whitefish Bay 3Bedroom Entire House Sleeps 4
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Whitefish Bay 3Bedroom Entire House Sleeps 4
Milwaukee, WI
22% off
Price is AU$2,954
AU$2,954
AU$422 per night
includes taxes & fees
Image gallery for "Five Bedroom Luxury by the River "
9.89.8 out of 10 rating
Exceptional
(15 reviews)
"Five Bedroom Luxury by the River "
Milwaukee, WI
8% off
Price is AU$12,772
AU$12,772
AU$1,825 per night
includes taxes & fees
Image gallery for Newly Renovated Full Family House in Bayview!
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Newly Renovated Full Family House in Bayview!
Milwaukee, WI
12% off
Price is AU$3,651
AU$3,651
AU$522 per night
includes taxes & fees
Image gallery for 7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
9.89.8 out of 10 rating
Exceptional
(205 reviews)
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Caledonia, WI
8% off
Price is AU$6,037
AU$6,037
AU$862 per night
includes taxes & fees
Image gallery for New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!
1010 out of 10 rating
Exceptional
(8 reviews)
New built w/free parking off Brady St. Fiserv Forum, Summer Fest and Lakefront!
Milwaukee, WI
8% off
Price is AU$5,036
AU$5,036
AU$719 per night
includes taxes & fees
Image gallery for Eclectic, Stylish, and Cozy Milwaukee Home!
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Eclectic, Stylish, and Cozy Milwaukee Home!
Milwaukee, WI
15% off
Price is AU$10,243
AU$10,243
AU$1,463 per night
includes taxes & fees
Image gallery for 5-Bedroom Sleeps up to 12 + Spacious!
9.49.4 out of 10 rating
Exceptional
(21 reviews)
5-Bedroom Sleeps up to 12 + Spacious!
Mount Pleasant, WI
7% off
Price is AU$5,514
AU$5,514
AU$788 per night
includes taxes & fees
Image gallery for 4BD House, Your Central Suburban Oasis, City Lights, Quiet Nights
9.29.2 out of 10 rating
Wonderful
(14 reviews)
4BD House, Your Central Suburban Oasis, City Lights, Quiet Nights
Milwaukee, WI
11% off
Price is AU$3,609
AU$3,609
AU$516 per night
includes taxes & fees
Image gallery for Spacious Pewaukee Lake/ Pier Access Home
8.68.6 out of 10 rating
Excellent
(11 reviews)
Spacious Pewaukee Lake/ Pier Access Home
Pewaukee, WI
8% off
Price is AU$6,961
AU$6,961
AU$994 per night
includes taxes & fees
Image gallery for Charming Pet-Friendly 3-BR Home, Backyard, Firepit, A/C, Centrally Located
1010 out of 10 rating
Exceptional
(10 reviews)
Charming Pet-Friendly 3-BR Home, Backyard, Firepit, A/C, Centrally Located
Milwaukee, WI
7% off
Price is AU$3,243
AU$3,243
AU$463 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 AU$6,449
AU$6,449
AU$921 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 AU$4,109
AU$4,109
AU$587 per night
includes taxes & fees
Image gallery for Private Bunkhouse on Small Charming Family Farm
1010 out of 10 rating
Exceptional
(19 reviews)
Private Bunkhouse on Small Charming Family Farm
Mequon, WI
16% off
Price is AU$2,225
AU$2,225
AU$318 per night
includes taxes & fees
Image gallery for Kasa | Kickback and Relax, 1BD with Amenity Access | Milwaukee
1010 out of 10 rating
Exceptional
(15 reviews)
Kasa | Kickback and Relax, 1BD with Amenity Access | Milwaukee
Milwaukee, Wisconsin
7% off
Price is AU$2,309
AU$2,309
AU$330 per night
includes taxes & fees
Image gallery for Rustic Riverside A-Frame Retreat: Secluded Charm.
1010 out of 10 rating
Exceptional
(9 reviews)
Rustic Riverside A-Frame Retreat: Secluded Charm.
Racine, WI
8% off
Price is AU$2,927
AU$2,927
AU$418 per night
includes taxes & fees
Image gallery for Enjoy Lakefront living with family!
9.89.8 out of 10 rating
Exceptional
(67 reviews)
Enjoy Lakefront living with family!
Racine, WI
8% off
Price is AU$4,383
AU$4,383
AU$626 per night
includes taxes & fees
Image gallery for Stylish 3-bd place with back yard & free parking
1010 out of 10 rating
Exceptional
(9 reviews)
Stylish 3-bd place with back yard & free parking
Milwaukee, WI
7% off
Price is AU$2,135
AU$2,135
AU$305 per night
includes taxes & fees
Image gallery for The Best Bungalow in Riverwest Parking onsite
9.69.6 out of 10 rating
Exceptional
(12 reviews)
The Best Bungalow in Riverwest Parking onsite
Milwaukee, WI
7% off
Price is AU$2,787
AU$2,787
AU$398 per night
includes taxes & fees
Image gallery for Charming Riverfront Home l 4 BR l King Beds I Free Parking I Outdoor Haven
1010 out of 10 rating
Exceptional
(12 reviews)
Charming Riverfront Home l 4 BR l King Beds I Free Parking I Outdoor Haven
Milwaukee, WI
7% off
Price is AU$4,698
AU$4,698
AU$671 per night
includes taxes & fees
Image gallery for Lake Drive Mansion ~ Downtown ~ Art Museum ~ Lakefront
1010 out of 10 rating
Exceptional
(10 reviews)
Lake Drive Mansion ~ Downtown ~ Art Museum ~ Lakefront
Milwaukee, WI
8% off
Price is AU$12,254
AU$12,254
AU$1,751 per night
includes taxes & fees
Image gallery for *New Listing!* East Side Spa Retreat Near Lake
1010 out of 10 rating
Exceptional
(13 reviews)
*New Listing!* East Side Spa Retreat Near Lake
Milwaukee, WI
7% off
Price is AU$2,787
AU$2,787
AU$398 per night
includes taxes & fees
Image gallery for Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage
9.69.6 out of 10 rating
Exceptional
(113 reviews)
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage
Waterford, WI
13% off
Price is AU$5,244
AU$5,244
AU$749 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Villa
Chalet
Find the best place to stay - Old South Side Settlement Museum
Showing deals for: 13 Sept - 16 Sept
The Plaza Hotel
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
1,084 reviews(1,084 reviews)
The current price is AU$1,018
AU$1,018
for 3 nights, 1 room
AU$339 per night
includes taxes & fees
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
Sleeps 9 · 4 bedrooms · 1+ bathroom
8.48.4 out of 10
Very goodvery good
40 reviews(40 reviews)
The current price is AU$772
AU$772
for 3 nights, 1 home
AU$257 per night
includes taxes & fees
Kasa Westown Milwaukee
Sleeps 6 · 2 bedrooms
9.09.0 out of 10
Wonderfulwonderful
84 reviews(84 reviews)
The current price is AU$849
AU$849
for 3 nights, 1 room
AU$283 per night
includes taxes & fees
5Bedrooms I Pet Friendly I Sleeps 12 I Bayview Mil
Sleeps 12 · 5 bedrooms · 2 bathrooms
8.48.4 out of 10
Very goodvery good
16 reviews(16 reviews)
The current price is AU$2,051
AU$2,051
for 3 nights, 1 home
AU$684 per night
includes taxes & fees
Stunning Upscale Retreat - Steps From Everything
Sleeps 9 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
The current price is AU$2,174
AU$2,174
for 3 nights, 1 home
AU$725 per night
includes taxes & fees
Washington Heights, Private basement room!
Sleeps 4 · 1 bedroom · 1 bathroom
2.02.0 out of 10
1 review(1 review)
The current price is AU$330
AU$330
for 3 nights, 1 home
AU$110 per night
includes taxes & fees
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