Dream Rentals

Luxury Stays. Unlimited Comfort. Endless Memories.

Discover vacation rentals that elevate your travel experience, from weekend getaways to extended stays.

Available Properties

  • Guests
    Whoever
Chicago, Illinois

BINGHAM

From$334.62/night
17
4
Chicago, Illinois

Chicago Ave Combined

From$863.66/night
24
12
Chicago, Illinois

Maria Midway 2

4
2
Chicago, Illinois

Coulter

15
5
Chicago, Illinois

Coulter 2.0

From$574.36/night
17
5
Chicago, Illinois

Maria Midway

6
3
Chicago, Illinois

Daniel Ohio - U2

From$191.69/night
5
3
Chicago, Illinois

Daniel Ohio - U1

From$187.08/night
4
2

Our value props

Your perfect stay

Discover vacation rentals that elevate your travel experience, from weekend getaways to extended stays.

Welcome To The Neighborhood

Dive into deep-dish pizza in The Loop. Jazz it up in Uptown. Stroll through the art in Millennium Park. After a day of exploring, come back to your luxurious rental to relax and unwind in comfort. Discover our favorite spots and activities in Chicago and beyond.

Catered Homes to Connect People

Tailored experiences that match your travel style, whether it’s a family vacation, a bachelor bash, or a romantic retreat. Our luxury rentals ensure convenient access to top attractions and upscale amenities for a truly exceptional stay.

Why Dream Rentals?

At The Dream Rentals, our vision is to foster personal growth and intentional living. Beyond luxury stays, our mission is to provide spaces that serve not just as accommodations, but as catalysts for personal growth as you make memories with those you love.

Frequently Asked Questions

We manage fully furnished rental homes and apartments—ideal for short-term stays, extended business trips, relocations, or vacation getaways. Our listings are in prime neighborhoods and include premium amenities.

We provide full-service property management. This includes marketing, guest communications with 24/7 support, cleaning and maintenance, and quality control, to ensure high guest satisfaction and optimized rental performance.

We emphasize luxury, cleanliness, and responsiveness. Guests are supported 24/7 and stay in well-maintained homes in exciting areas. This dual focus helps protect your property’s condition and reputation.

We offer flexible stays ranging from a few nights to several months. Minimum stay requirements vary by property and season.

Most properties feature contactless self-check-in with smart locks or lockboxes. Detailed instructions are provided before your arrival. Check-out is typically 11 a.m. but we accommodate early or late requests when possible.

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