Winthrop Harbor Resorts

House
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6 Bedrooms 2 Baths 4 Guests
  • Kitchen
    Kitchen
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    Parking
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House
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like-icon9.7
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $255/Night 7 Nights - US $1,786
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like-icon9.0
Exceptional
(1011 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $105/Night 7 Nights - US $735
House
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3 Bedrooms 2 Baths 4 Guests 1900 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $108/Night 7 Nights - US $757
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House
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like-icon7.0
Very Good
(2 Reviews)
4 Bedrooms 2 Baths 11 Guests 118.4 ft²
  • Pet Friendly
    Pet Friendly
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    Parking
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US $520/Night 7 Nights - US $3,641
Hotel
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like-icon8.8
Fabulous
(188 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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US $87/Night 7 Nights - US $606
Other
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $471/Night 7 Nights - US $3,297
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Hotel
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like-icon8.7
Fabulous
(432 Reviews)
9 Baths 425.77 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $137/Night 7 Nights - US $959
House
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like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests
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    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $154/Night 7 Nights - US $1,076
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Hotel
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like-icon7.8
Very Good
(134 Reviews)
1 Bath 362.66 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
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US $128/Night 7 Nights - US $894
House
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3 Bedrooms 1 Bath 6 Guests
  • Internet
    Internet
  • Child Friendly
    Child Friendly
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US $343/Night 7 Nights - US $2,404
Hotel
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like-icon7.2
Very Good
(33 Reviews)
2 Baths 425.17 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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US $85/Night 7 Nights - US $595

Discover & compare premier experiences around Winthrop Harbor

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Winthrop Harbor Resorts?

What makes our Resorts special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Winthrop Harbor

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Winthrop Harbor Resorts Frequently Asked Questions

2. How many Resorts are available in Winthrop Harbor?

Currently, the total number of properties listed by RBO in 2026 is over 44 in the Winthrop Harbor area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Winthrop Harbor. 

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