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Vacation rentals in Winthrop Harbor

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Top-rated vacation rentals in Winthrop Harbor

Guests agree: these stays are highly rated for location, cleanliness, and more.

Apartment in Beach Park
J’s Farmhouse Cottage. 2 bedroom duplex.
Formerly known as Magnolia Farmhouse inspired. 2 bedroom duplex. Experience the best of the midwest! Enjoy a newly remodeled, "Magnolia Farm" inspired 2-bedroom duplex, all to yourself near everything you need. 50 miles from Milwaukee, 45 miles from Chicago, and 2 miles from having your toes in the sand at Lake Michigan! We are minutes away from the Great Lakes Naval Station (9 mi) and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge.
$125 per night
Guest suite in Zion
Non-smoking, attached mother-in-law suite.
30 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour to O’Hare Airport and downtown Chicago. 1 hour to Milwaukee 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 7PM.
$67 per night
Apartment in Winthrop Harbor
1000 sq ft suite, elegant, Lake Michigan!
Large, Cozy, suite w sweet kitchenette for “portable” meals; full-size refrigerator/ freezer; a writing desk for work. Many little ( in case you forgot) items to keep you comfy. This is a quiet town on the gorgeous Lake Michigan. Near: 6 Flags, Great Lakes Navy Base; Cancer Treatment Centers of America & the city Chicago via the Metra in town. Convenient & Quiet. I have 3 dogs. They are kind, outgoing and will want to meet you.
$69 per night

Other great vacation rentals in Winthrop Harbor

Loft in Waukegan
The Office Loft
$152 per night
Home in Kenosha
Lovely home near the beach in a safe neighborhood
$101 per night
Home in Round Lake Beach
By Naval Base! Ranch w Pool Table, Netflix, Games!
$139 per night
Condo in Kenosha
Inviting, spacious apt! Ideal for stay & work
$74 per night
Home in Waukegan
Modern home. Near naval base, Six flags and Casino
$210 per night
Guesthouse in Lake Forest
Large Luxury Guest Apartment in the North Shore
$200 per night
Home in Pleasant Prairie
Trendy! Pro Cleaned, Self Check In - Sleeps 10
$109 per night
Tiny home in Beach Park
Tiny home in not so tiny Yard
$99 per night
Home in Beach Park
Beautiful home in Beach Park IL
$204 per night
Apartment in Waukegan
1 Bed / 1 Bath Apartment NEW | Waukegan
$61 per night
Cottage in Kenosha
The Butterfly Cottage
$129 per night
Guest suite in Kenosha
Kenosha apartment - great for traveling workers
$63 per night

Destinations to explore

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  5. Winthrop Harbor