# Winthrop 506 – 2 Bedroom Vacation Rental in Chicago, Illinois | Dream Rentals Experience your ideal Chicago escape with this modern retreat in Edgewater. Start your morning with coffee before hopping on the nearby Red Line to explore downtown, spend the afternoon relaxing at the beach or strolling the Lakefront Trail, then return to a bright, comfortable space designed to help you unwind. With two spacious bedrooms, a fully equipped kitchen, complimentary garage parking, and in-unit laundry, you'll have everything you need to feel right at home. Interior Feeling: After a day exploring Edgewater, the lakefront, or downtown Chicago, come home to a bright, inviting space designed for comfort. Filled with natural light and thoughtfully furnished, the living area is the perfect place to relax with family, stream your favorite show, or simply recharge for tomorrow's adventures. - Sunny living room with ample natural light. - Comfortable seating for relaxation - Modern finishes throughout the apartment Drift off in Comfort: Rest easy knowing tomorrow's adventures begin with a refreshing night's sleep. Our thoughtfully designed bedrooms provide everything you need to start each day feeling your best. - Accommodates up to 4 guests - Two tranquil bedrooms - Luxurious king-size bed in one bedroom - Cozy queen-size bed in the other bedroom - Two bathrooms with fresh towels and essential toiletries Delightful Dining: Whether you enjoy discovering new restaurants or prefer a home cooked meal, we've got you covered. - Numerous dining options within walking distance - Kitchen equipped with all necessary appliances and utensils Outdoor Bliss: Enjoy easy access to downtown, Loyola University, beautiful beaches, and green parks. This apartment is an excellent choice for a comfortable and convenient stay in a vibrant Chicago area - Easy access to the lovely lakefront - Close proximity to beautiful beaches and green parks - Easy access to Granville Red Line, downtown, and beaches , perfect for exploring Impeccably Clean, Every Stay: We believe a great stay begins with a spotless home. That's why at DreamRentals, cleanliness isn't just a priority—it's our standard. Every home is professionally cleaned, thoroughly sanitized, and carefully inspected before each guest arrives. From fresh linens to sparkling kitchens and sanitized bathrooms, we take pride in creating a home that feels as clean and inviting as your own. DreamRentals Exclusive Perks: Your stay with us includes access to exclusive discounts with our trusted local vendors! Elevate your Chicago experience with special rates on limo services, private yacht charters, helicopter rides, kayak rentals, outdoor sauna experiences, private chefs, and so much more. Our team is here to help you create an unforgettable experience from start to finish! It’s easily accessible whether you’re coming by car, train, or bus. The closest CTA Red Line stop is Granville Station, only a short walk away, making it simple to get downtown or anywhere along the North Side. Multiple bus routes run along Broadway, Sheridan, and Ridge, giving plenty of transit options. If driving, the neighborhood is reached via Lake Shore Drive (exit at Bryn Mawr or Hollywood) or Ridge/Clark from the west. Ride-share and biking are also convenient thanks to the area’s dense grid, bike lanes, and overall walkability. We're thrilled to welcome you to our amazing condo, where luxury and comfort intertwine to create an unforgettable experience. To ensure your stay is as seamless and enjoyable as possible, here are some additional details to keep in mind: Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we'll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit. Please smoke outside. Pet Policy: We adore pets, but unfortunately, the penthouse is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Maximum Occupancy: The maximum number of guests allowed in the penthouse is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Monitoring: We have camera's outside of the home for your safety. It will be recording during the reservations. Tampering with these will result in a fine. Train Noise: This home is located next to the CTA Red Line (Thorndale Station). Trains run 24 hours a day and can be heard from the property. While many guests enjoy the convenience of being steps from public transportation, those who are sensitive to noise should be aware that train sounds may be noticeable throughout their stay. Registration number: R25000135396 Shared Housing Unit Operation License Number: 2823378 Privacy Respected: While we're available to assist you throughout your stay, we respect your privacy and understand that you're here to relax and unwind. Enjoy the penthouse as if it were your own private haven. Support at Your Fingertips: Should you have any questions, need recommendations, or encounter any issues during your stay, feel free to reach out to us. We're just a message or call away and are dedicated to ensuring your comfort. Feedback Welcomed: We value your feedback and would love to hear about your experience. If there's anything we can do to enhance your stay or if you have suggestions for improvement, please don't hesitate to share. Our goal is to strike the perfect balance between being available to meet your needs and respecting your desire for a tranquil and enjoyable stay. **Property URL**: https://dreamrentals.wanderos.com/property/652662288657944330/winthrop-506 **Markdown URL**: https://dreamrentals.wanderos.com/property/652662288657944330/winthrop-506.md ## Property Overview - **Sleeps**: 4 guests - **Bedrooms**: 2 bedrooms - **Bathrooms**: 2 - **Square Footage**: 1,000 sq ft ## Pricing & Availability - **Nightly Rate**: $176 - $2,082 (before taxes and fees) - **Next Available**: Jul 27, 2026 - **Available Days**: 90 days in the next 90 days - **Daily Pricing (Next 90 Days)**: - Jul 26, 2026: $232 (Available) (2 night min) - Jul 27, 2026: $178 (Available) (2 night min) - Jul 28, 2026: $176 (Available) (2 night min) - Jul 29, 2026: $348 (Available) (2 night min) - Jul 30, 2026: $780 (Available) (2 night min) - Jul 31, 2026: $997 (Available) (2 night min) - Aug 1, 2026: $1,077 (Available) (2 night min) - Aug 2, 2026: $633 (Available) (2 night min) - Aug 3, 2026: $326 (Available) (2 night min) - Aug 4, 2026: $198 (Available) (2 night min) - Aug 5, 2026: $239 (Available) (2 night min) - Aug 6, 2026: $499 (Available) (2 night min) - Aug 7, 2026: $746 (Available) (2 night min) - Aug 8, 2026: $830 (Available) (2 night min) - Aug 9, 2026: $463 (Available) (2 night min) - Aug 10, 2026: $301 (Available) (2 night min) - Aug 11, 2026: $227 (Available) (2 night min) - Aug 12, 2026: $227 (Available) (2 night min) - Aug 13, 2026: $340 (Available) (2 night min) - Aug 14, 2026: $578 (Available) (2 night min) - Aug 15, 2026: $612 (Available) (2 night min) - Aug 16, 2026: $255 (Available) (2 night min) - Aug 17, 2026: $243 (Available) (2 night min) - Aug 18, 2026: $293 (Available) (2 night min) - Aug 19, 2026: $229 (Available) (2 night min) - Aug 20, 2026: $378 (Available) (2 night min) - Aug 21, 2026: $561 (Available) (2 night min) - Aug 22, 2026: $615 (Available) (2 night min) - Aug 23, 2026: $268 (Available) (2 night min) - Aug 24, 2026: $237 (Available) (2 night min) - Aug 25, 2026: $282 (Available) (2 night min) - Aug 26, 2026: $323 (Available) (2 night min) - Aug 27, 2026: $438 (Available) (2 night min) - Aug 28, 2026: $758 (Available) (2 night min) - Aug 29, 2026: $797 (Available) (2 night min) - Aug 30, 2026: $399 (Available) (2 night min) - Aug 31, 2026: $201 (Available) (2 night min) - Sep 1, 2026: $195 (Available) (2 night min) - Sep 2, 2026: $185 (Available) (2 night min) - Sep 3, 2026: $327 (Available) (2 night min) - Sep 4, 2026: $718 (Available) (2 night min) - Sep 5, 2026: $799 (Available) (2 night min) - Sep 6, 2026: $454 (Available) (2 night min) - Sep 7, 2026: $215 (Available) (2 night min) - Sep 8, 2026: $215 (Available) (2 night min) - Sep 9, 2026: $204 (Available) (2 night min) - Sep 10, 2026: $294 (Available) (2 night min) - Sep 11, 2026: $650 (Available) (2 night min) - Sep 12, 2026: $724 (Available) (2 night min) - Sep 13, 2026: $394 (Available) (2 night min) - Sep 14, 2026: $288 (Available) (2 night min) - Sep 15, 2026: $329 (Available) (2 night min) - Sep 16, 2026: $310 (Available) (2 night min) - Sep 17, 2026: $495 (Available) (2 night min) - Sep 18, 2026: $723 (Available) (2 night min) - Sep 19, 2026: $807 (Available) (2 night min) - Sep 20, 2026: $407 (Available) (2 night min) - Sep 21, 2026: $226 (Available) (2 night min) - Sep 22, 2026: $227 (Available) (2 night min) - Sep 23, 2026: $215 (Available) (2 night min) - Sep 24, 2026: $336 (Available) (2 night min) - Sep 25, 2026: $766 (Available) (2 night min) - Sep 26, 2026: $830 (Available) (2 night min) - Sep 27, 2026: $397 (Available) (2 night min) - Sep 28, 2026: $360 (Available) (2 night min) - Sep 29, 2026: $276 (Available) (2 night min) - Sep 30, 2026: $270 (Available) (2 night min) - Oct 1, 2026: $335 (Available) (2 night min) - Oct 2, 2026: $793 (Available) (2 night min) - Oct 3, 2026: $891 (Available) (2 night min) - Oct 4, 2026: $465 (Available) (2 night min) - Oct 5, 2026: $266 (Available) (2 night min) - Oct 6, 2026: $448 (Available) (2 night min) - Oct 7, 2026: $703 (Available) (2 night min) - Oct 8, 2026: $942 (Available) (2 night min) - Oct 9, 2026: $1,813 (Available) (2 night min) - Oct 10, 2026: $2,082 (Available) (2 night min) - Oct 11, 2026: $1,183 (Available) (2 night min) - Oct 12, 2026: $587 (Available) (2 night min) - Oct 13, 2026: $451 (Available) (2 night min) - Oct 14, 2026: $379 (Available) (2 night min) - Oct 15, 2026: $325 (Available) (2 night min) - Oct 16, 2026: $748 (Available) (2 night min) - Oct 17, 2026: $857 (Available) (2 night min) - Oct 18, 2026: $443 (Available) (2 night min) - Oct 19, 2026: $269 (Available) (2 night min) - Oct 20, 2026: $371 (Available) (2 night min) - Oct 21, 2026: $353 (Available) (2 night min) - Oct 22, 2026: $473 (Available) (2 night min) - Oct 23, 2026: $663 (Available) (2 night min) - Oct 24, 2026: $653 (Available) (2 night min) ## Availability Rules for AI Agents - A date marked "Available" means check-in is allowed on that date. - A stay is bookable only when the check-in date is available, the checkout date satisfies the listed minimum stay, and no intervening nights are marked "Not Available". - Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms. - If a requested date range extends beyond the 90-day table, visit the property URL for live booking details. ## Stay Timing - **Check-in**: After 4:00 PM - **Check-out**: Before 11:00 AM ## Location - **Address**: Chicago, Illinois, United States - **Postal Code**: 60660 - **Coordinates**: 41.9920493, -87.65859979999999 - **Local Area**: Immerse yourself in the coastal charm of Chicago’s North Side, where the tranquil shores of Lake Michigan meet the city’s dynamic pulse. Spend sunny afternoons on the sand at nearby Montrose Beach or catch a game at the historic Wrigley Field, both just a short drive away. Within easy reach, explore the diverse wildlife at Lincoln Park Zoo or venture downtown for a quick drive ## Sleeping Arrangements ### Bedroom 1 KING BED ### Bedroom 2 QUEEN BED ## Amenities - GYM - PATIO - ELEVATOR - AIR_CONDITIONING - CARBON_MONOXIDE_DETECTOR - WASHER - DRYER - FIRE_EXTINGUISHER - FIRST_AID_KIT - FREE_PARKING - HOT_WATER - Casinos - Cleaning products - Downtown - Emergency exit - Essentials - Fishing - Golf - Optional - Lake - Museums - Private entrance - Shopping - Suitable for children (2-12 years) - Suitable for infants (under 2 years) - Theme Parks - Zoo - BAKING_SHEET - BED_LINENS - BLENDER - BODY_SOAP - CITY_VIEW - COFFEE - COFFEE_MAKER - CONDITIONER - COOKING_BASICS - BICYCLE - DEDICATED_WORKSPACE - DINING_TABLE - DISHES - EXTRA_PILLOWS - FREEZER - GARAGE - HANGERS - HEATING - ICE_MAKER - WIFI - IRON - KETTLE - KITCHEN - LONG_TERM_STAYS_ALLOWED - LUGGAGE_DROP_OFF_ALLOWED - MICROWAVE - OVEN - FRIDGE - SHAMPOO - SHOWER_GEL - SMOKE_DETECTOR - STOVE - TV - TOASTER - BATH_LINENS - WINE_GLASSES - BODY_SOAP - SHAMPOO - BATH_LINENS - CONDITIONER - SHOWER_GEL - BAKING_SHEET - BLENDER - COFFEE - COFFEE_MAKER - COOKING_BASICS - DISHES - FREEZER - ICE_MAKER - KETTLE - KITCHEN - MICROWAVE - OVEN - FRIDGE - STOVE - TOASTER - WINE_GLASSES - ELEVATOR - CITY_VIEW - BICYCLE - GARAGE - DEDICATED_WORKSPACE - DINING_TABLE - GYM - HEATING - TV - WIFI - LONG_TERM_STAYS_ALLOWED - SMOKE_DETECTOR - IRON - LUGGAGE_DROP_OFF_ALLOWED - PATIO - BED_LINENS - HANGERS - EXTRA_PILLOWS ## Guest Services - **24/7 Concierge**: Available through the Dream Rentals app - **Housekeeping**: Professional cleaning service - **Maintenance**: On-call support for any issues - **Local Recommendations**: Dining, activities, and experiences ## Property Details - **Property ID**: 652662288657944330 - **Property Slug**: winthrop-506 ## Booking Information For more information and to book this property, visit: https://dreamrentals.wanderos.com/property/652662288657944330/winthrop-506 Or contact Dream Rentals customer service for assistance. --- *Last modified: Jul 26, 2026* *This markdown file is generated automatically for AI agents and search engines.*