Vacation rentals near S.S. City of Milwaukee
We found 484 vacation rentals — enter your dates for availability
Choose the right private vacation rental within close proximity to S.S. City of Milwaukee. Vacation rentals provide the best amenities for you and your friends, family, or even pets, such as parking and a pool. You're sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.
Vacation rentals with weekly discounts - S.S. City of Milwaukee
Showing deals for:Nov 7 - Nov 14
Image gallery for Beautiful Log Lodge Retreat near Beach, Dunes, Golf
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Beautiful Log Lodge Retreat near Beach, Dunes, Golf
Onekama, MI
5% off
Price is CA $508
CA $508
CA $4,198 total
CA $4,198 total
includes taxes & fees
Image gallery for Nextdoor to Arcadia Bluffs Golf Course
9.89.8 out of 10 rating
Exceptional
(115 reviews)
Nextdoor to Arcadia Bluffs Golf Course
Arcadia, MI
10% off
Price is CA $495
CA $495
CA $4,193 total
CA $4,193 total
includes taxes & fees
Image gallery for Fully Renovated Cabin - AC + Tippy Dam - South Star by Janix Escapes.
8.08.0 out of 10 rating
Very good
(7 reviews)
Fully Renovated Cabin - AC + Tippy Dam - South Star by Janix Escapes.
Wellston, MI
10% off
Price is CA $204
CA $204
CA $1,726 total
CA $1,726 total
includes taxes & fees
Image gallery for Wilderness Lodge
1010 out of 10 rating
Exceptional
(6 reviews)
Wilderness Lodge
Wellston, MI
10% off
Price is CA $241
CA $241
CA $2,071 total
CA $2,071 total
includes taxes & fees
Image gallery for Water Rafts + Trails - North Star by Janix Escapes.
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Water Rafts + Trails - North Star by Janix Escapes.
Wellston, MI
10% off
Price is CA $204
CA $204
CA $1,726 total
CA $1,726 total
includes taxes & fees
Image gallery for Charming New Modern Chalet in the Woods - near fishing,skiing,trails-Cabin 2
1010 out of 10 rating
Exceptional
(7 reviews)
Charming New Modern Chalet in the Woods - near fishing,skiing,trails-Cabin 2
Wellston, MI
28% off
Price is CA $197
CA $197
CA $1,774 total
CA $1,774 total
includes taxes & fees
Image gallery for New Modern Chalet in the Woods - Near fishing, hiking, atv snow trails. Cabin 1
1010 out of 10 rating
Exceptional
(8 reviews)
New Modern Chalet in the Woods - Near fishing, hiking, atv snow trails. Cabin 1
Wellston, MI
28% off
Price is CA $197
CA $197
CA $1,774 total
CA $1,774 total
includes taxes & fees
Image gallery for 30 acres to yourself, hiking trails, sauna, jet tub, near 3 lakes, pets welcome
9.89.8 out of 10 rating
Exceptional
(64 reviews)
30 acres to yourself, hiking trails, sauna, jet tub, near 3 lakes, pets welcome
Bear Lake, MI
10% off
Price is CA $265
CA $265
CA $2,552 total
CA $2,552 total
includes taxes & fees
Image gallery for Relaxing Refuge: Lakefront Cottage
1010 out of 10 rating
Exceptional
(5 reviews)
Relaxing Refuge: Lakefront Cottage
Onekama, MI
10% off
Price is CA $443
CA $443
CA $3,960 total
CA $3,960 total
includes taxes & fees
Image gallery for Secluded house with expansive views and private beach on Lake Michigan!
1010 out of 10 rating
Exceptional
(25 reviews)
Secluded house with expansive views and private beach on Lake Michigan!
Onekama, MI
5% off
Price is CA $587
CA $587
CA $5,493 total
CA $5,493 total
includes taxes & fees
Image gallery for Stunning Lake Michigan Home 'Bel Lago'
1010 out of 10 rating
Exceptional
(9 reviews)
Stunning Lake Michigan Home 'Bel Lago'
Manistee, MI
10% off
Price is CA $1,094
CA $1,094
CA $8,994 total
CA $8,994 total
includes taxes & fees
Image gallery for An Onekama gem. Short walk to a quiet beach.
9.89.8 out of 10 rating
Exceptional
(23 reviews)
An Onekama gem. Short walk to a quiet beach.
Onekama, MI
10% off
Price is CA $346
CA $346
CA $2,966 total
CA $2,966 total
includes taxes & fees
Image gallery for Beautiful Private Lake Michigan Beach House
1010 out of 10 rating
Exceptional
(23 reviews)
Beautiful Private Lake Michigan Beach House
Manistee, MI
10% off
Price is CA $1,082
CA $1,082
CA $8,690 total
CA $8,690 total
includes taxes & fees
Image gallery for Walk to Beach & Lake Michigan: Manistee Bliss!
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Walk to Beach & Lake Michigan: Manistee Bliss!
Manistee, MI
5% off
Price is CA $129
CA $129
CA $1,491 total
CA $1,491 total
includes taxes & fees
Image gallery for Secluded Bear Lake Getaway w/ Fire Pit & Porch!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Secluded Bear Lake Getaway w/ Fire Pit & Porch!
Bear Lake, MI
10% off
Price is CA $148
CA $148
CA $1,769 total
CA $1,769 total
includes taxes & fees
Image gallery for No longer renting in 2025.
9.69.6 out of 10 rating
Exceptional
(21 reviews)
No longer renting in 2025.
Manistee, MI
10% off
Price is CA $866
CA $866
CA $7,100 total
CA $7,100 total
includes taxes & fees
Image gallery for Completely remodeled cabin on 18 acres - across from Little Manistee River!
1010 out of 10 rating
Exceptional
(30 reviews)
Completely remodeled cabin on 18 acres - across from Little Manistee River!
Manistee, MI
5% off
Price is CA $228
CA $228
CA $2,352 total
CA $2,352 total
includes taxes & fees
Image gallery for Dock & Yard Games: Lakefront Michigan Getaway!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Dock & Yard Games: Lakefront Michigan Getaway!
Free Soil, MI
10% off
Price is CA $402
CA $402
CA $4,692 total
CA $4,692 total
includes taxes & fees
Image gallery for New & Modern Lakefront Home-Peaceful Haven
1010 out of 10 rating
Exceptional
(14 reviews)
New & Modern Lakefront Home-Peaceful Haven
Free Soil, MI
10% off
Price is CA $488
CA $488
CA $4,404 total
CA $4,404 total
includes taxes & fees
Image gallery for Cozy 2 bedroom cabin right down the road from TippyDam, Hiking, Crystal Mountain
1010 out of 10 rating
Exceptional
(7 reviews)
Cozy 2 bedroom cabin right down the road from TippyDam, Hiking, Crystal Mountain
Brethren, MI
10% off
Price is CA $163
CA $163
CA $1,378 total
CA $1,378 total
includes taxes & fees
Image gallery for Reeds On Bar Lake
1010 out of 10 rating
Exceptional
(10 reviews)
Reeds On Bar Lake
Manistee, MI
15% off
Price is CA $255
CA $255
CA $2,120 total
CA $2,120 total
includes taxes & fees
Image gallery for Waterfront home with Star Wars themed bunk room on all sports lake.
1010 out of 10 rating
Exceptional
(25 reviews)
Waterfront home with Star Wars themed bunk room on all sports lake.
Scottville, MI
10% off
Price is CA $393
CA $393
CA $3,480 total
CA $3,480 total
includes taxes & fees
Image gallery for ★Modern Beach House w/Sunset Views/Trails/Golfing/Skiing/Secluded Beach★
1010 out of 10 rating
Exceptional
(18 reviews)
★Modern Beach House w/Sunset Views/Trails/Golfing/Skiing/Secluded Beach★
Manistee, MI
10% off
Price is CA $853
CA $853
CA $7,362 total
CA $7,362 total
includes taxes & fees
Image gallery for 🐻 Bright 4BDR Home by Lake MI, Arcadia Bluffs, Portage Lake & More
9.29.2 out of 10 rating
Wonderful
(7 reviews)
🐻 Bright 4BDR Home by Lake MI, Arcadia Bluffs, Portage Lake & More
Bear Lake, MI
10% off
Price is CA $776
CA $776
CA $6,790 total
CA $6,790 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - S.S. City of Milwaukee
Sleeps 24+! Large home steps from Lake Michigan with views of the Lighthouse
Sleeps 28 · 6 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Stay in a Beautifully Restored 1895 Church, A Unique Bear Lake Getaway
Sleeps 10 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
Walk to Beach & Lake Michigan: Manistee Bliss!
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.49.4 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Enjoy your SUMMERTIME. Discounts for longer stays.
Sleeps 6 · 2 bedrooms
9.29.2 out of 10
Wonderfulwonderful
19 reviews(19 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, yards and more
More for lessMore space, more privacy, more amenities — more value