Holiday rentals near S.S. City of Milwaukee
We found 472 holiday rentals — enter your dates for availability
Choose the right private holiday rental that's close to S.S. City of Milwaukee. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, including parking and a garden. You're sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Showing deals for:17 Oct - 24 Oct
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
11% off
Price is NZ$2,978
NZ$2,978
NZ$425 per night
includes taxes & fees
Image gallery for Water Rafts + Trails - North Star by Janix Escapes.
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Water Rafts + Trails - North Star by Janix Escapes.
Wellston, MI
8% off
Price is NZ$2,116
NZ$2,116
NZ$302 per night
includes taxes & fees
Image gallery for Beautiful Private Lake Michigan Beach House
1010 out of 10 rating
Exceptional
(21 reviews)
Beautiful Private Lake Michigan Beach House
Manistee, MI
9% off
Price is NZ$10,769
NZ$10,769
NZ$1,538 per night
includes taxes & fees
Image gallery for Relaxing Refuge: Lakefront Cottage
1010 out of 10 rating
Exceptional
(5 reviews)
Relaxing Refuge: Lakefront Cottage
Onekama, MI
8% off
Price is NZ$10,153
NZ$10,153
NZ$1,450 per night
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
8% off
Price is NZ$2,116
NZ$2,116
NZ$302 per night
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
9% off
Price is NZ$8,621
NZ$8,621
NZ$1,232 per night
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
8% off
Price is NZ$7,152
NZ$7,152
NZ$1,022 per night
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
(6 reviews)
Charming New Modern Chalet in the Woods - near fishing,skiing,trails-Cabin 2
Wellston, MI
23% off
Price is NZ$1,954
NZ$1,954
NZ$279 per night
includes taxes & fees
Image gallery for ★Modern Beach House w/Sunset Views/Trails/Golfing/Skiing/Secluded Beach★
1010 out of 10 rating
Exceptional
(16 reviews)
★Modern Beach House w/Sunset Views/Trails/Golfing/Skiing/Secluded Beach★
Manistee, MI
8% off
Price is NZ$8,945
NZ$8,945
NZ$1,278 per night
includes taxes & fees
Image gallery for Beaches & View on Lake Michigan and Portage Lake. Secluded home & private dock
8.08.0 out of 10 rating
Very good
(6 reviews)
Beaches & View on Lake Michigan and Portage Lake. Secluded home & private dock
Onekama, MI
8% off
Price is NZ$5,986
NZ$5,986
NZ$855 per night
includes taxes & fees
Image gallery for Waterfront home with Star Wars themed bunk room on all sports lake.
1010 out of 10 rating
Exceptional
(24 reviews)
Waterfront home with Star Wars themed bunk room on all sports lake.
Scottville, MI
8% off
Price is NZ$4,635
NZ$4,635
NZ$662 per night
includes taxes & fees
Image gallery for Riverview Hideaway New! Manistee River Frontage 2 Bedrom Cabin
1010 out of 10 rating
Exceptional
(13 reviews)
Riverview Hideaway New! Manistee River Frontage 2 Bedrom Cabin
Wellston, MI
8% off
Price is NZ$2,980
NZ$2,980
NZ$426 per night
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
23% off
Price is NZ$1,969
NZ$1,969
NZ$281 per night
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
8% off
Price is NZ$3,630
NZ$3,630
NZ$519 per night
includes taxes & fees
Image gallery for Maggies on the Bayou, close to Hiking, Beaches, Boating, Golf
1010 out of 10 rating
Exceptional
(5 reviews)
Maggies on the Bayou, close to Hiking, Beaches, Boating, Golf
Ludington, MI
9% off
Price is NZ$3,533
NZ$3,533
NZ$505 per night
includes taxes & fees
Image gallery for Quiet Private Cabin in the woods near fishing, hiking, skiing,ORV,snow trails
1010 out of 10 rating
Exceptional
(47 reviews)
Quiet Private Cabin in the woods near fishing, hiking, skiing,ORV,snow trails
Wellston, MI
23% off
Price is NZ$2,432
NZ$2,432
NZ$347 per night
includes taxes & fees
Image gallery for New & Modern Lakefront Home-Peaceful Haven
1010 out of 10 rating
Exceptional
(13 reviews)
New & Modern Lakefront Home-Peaceful Haven
Free Soil, MI
8% off
Price is NZ$5,760
NZ$5,760
NZ$823 per night
includes taxes & fees
Image gallery for Reeds On Bar Lake
1010 out of 10 rating
Exceptional
(9 reviews)
Reeds On Bar Lake
Manistee, MI
13% off
Price is NZ$2,746
NZ$2,746
NZ$392 per night
includes taxes & fees
Image gallery for Cozy 3-bedroom Cottage, Vacation Lane, on Beautiful Hamlin Lake!
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Cozy 3-bedroom Cottage, Vacation Lane, on Beautiful Hamlin Lake!
Ludington, MI
9% off
Price is NZ$2,192
NZ$2,192
NZ$313 per night
includes taxes & fees
Image gallery for RIVER FRONT-Pet Friendly-Couples-Nature-Firepit
1010 out of 10 rating
Exceptional
(5 reviews)
RIVER FRONT-Pet Friendly-Couples-Nature-Firepit
Free Soil, MI
9% off
Price is NZ$2,857
NZ$2,857
NZ$408 per night
includes taxes & fees
Image gallery for Hemingway's Hideaway: Your Perfect Summer Lakefront Escape with Stunning Lake Views
1010 out of 10 rating
Exceptional
(30 reviews)
Hemingway's Hideaway: Your Perfect Summer Lakefront Escape with Stunning Lake Views
Bear Lake, MI
7% off
Price is NZ$4,231
NZ$4,231
NZ$604 per night
includes taxes & fees
Image gallery for River Ranch Rental - Cabin in the woods--fishing, relaxation, wildlife, river
1010 out of 10 rating
Exceptional
(34 reviews)
River Ranch Rental - Cabin in the woods--fishing, relaxation, wildlife, river
Manistee, MI
13% off
Price is NZ$3,675
NZ$3,675
NZ$525 per night
includes taxes & fees
Image gallery for The Woods Suite #303 Free Arcade, Movie Theater, Patio Area, Playground and more
1010 out of 10 rating
Exceptional
(12 reviews)
The Woods Suite #303 Free Arcade, Movie Theater, Patio Area, Playground and more
Wellston, MI
9% off
Price is NZ$1,836
NZ$1,836
NZ$262 per night
includes taxes & fees
Image gallery for Comfort in Natural Surroundings
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Comfort in Natural Surroundings
Manistee, MI
9% off
Price is NZ$2,837
NZ$2,837
NZ$405 per night
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
8.88.8 out of 10
Excellentexcellent
3 reviews(3 reviews)
Walk to Beach & Lake Michigan: Manistee Bliss!
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
Enjoy your SUMMERTIME. Discounts for longer stays.
Sleeps 6 · 2 bedrooms
9.29.2 out of 10
Wonderfulwonderful
19 reviews(19 reviews)
Make Memories this summer, suite, firepit, deck on Lake Michigan
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
87 reviews(87 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