Holiday rentals in Cook County

Cute Chicago Attic Loft! Walk to CTA, Easy Travel

Welcome to our newly renovated attic in-law suite in our vintage, 120 year old Chicago home! This bright, airy loft boasts a brand new full bathroom with a large, beautiful walk in shower. The unit has a newly built kitchenette with vintage hardware, a new fridge and freezer, and microwave. Conveniently located between O'Hare and Downtown Chicago, this space is situated perfectly for your Chicago visit! We’re a 2min drive from I-90 & I-94, a 5min walk to the train, and a 2min walk to the bus.

Charming 1-Bedroom in Worth, IL

Welcome to your cozy retreat in Worth, IL! This newly remodeled one-bedroom apartment is perfect for a comfortable and convenient stay. Inside, you’ll find a spacious bedroom with a queen bed, fully equipped kitchen with brand-new stainless-steel appliances, an updated bathroom with modern fixtures, and two Smart TVs and highspeed Wi-Fi. Conveniently situated in the South Suburbs of Chicago near shops, parks, and dining, you’ll also have easy access to major highways and public transportation.

Jumbo 1 bedroom condo with free parking and more!

Spacious & modern 1 bdrm condo in a quiet and safe neighborhood in Chicago. The neighborhood is culturally significant and diverse! Close to O'hare airport ( 8 miles), Midway airport (13 miles), and downtown Chicago (10 miles). Close to CTA/public transportation. Well equipped with smart locks for self-check in. Keurig, air fryer and brand new King Size bed with premium linens! Smart TV with apps, and desk/printer for WFH. Coin laundry in basement! Long term rentals welcome! Hablo español.

Retro Modern Bungalow | free parking | fire pit

Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

The Hideaway

This Christian friendly cozy cottage, located 30 minutes from Chicago is located on a private 3 acre property. It’s a private detached cottage from main house that sleeps four. One king size bedroom (2 air mattresses) (sheets supplied), large full bathroom with deep tub w/ handle (towels supplied), full kitchen (dishes, pots and pans ect supplied) private covered parking and yard (directly in front of cottage) w/ its own fire pit for enjoyment. No plug for electric cars (station 2 m away).

The Green Bungalow: Charming 1-BR apt. with patio

Situated in a residential neighborhood just outside the city limits, this lovely 2nd floor apartment is blocks from the Blue Line train and highway. Our newly renovated vintage unit has a full kitchen, hardwood floors, plenty of natural light, a backyard patio and its own private entrance. Our bungalow is walking distance to cafes, restaurants, shopping, music and nightlife. Enjoy the charm of the suburbs while having easy access to all the attractions Chicago's downtown has to offer.

EZ Entry, Queen Memory Foam Bed Room, Smart TV

Sleep on a LUXURIOUS FULL SIZE MEMORY FOAM BED! Private room, free cakes & coffee, microwave and fridge is located right outside the room! Beautiful, safe area. Friendly people. 35 to 45 minutes to Chicago. Beautiful nature centers, jogging paths, lakes and parks all near by! Asian and American buffets, Olive Garden, and much more within minutes! Beautiful, safe area built around huge trees that are decades old! Water Park, bating range and more!

NEW Jade Haven in Berwyn/Riverside

Step into Jade Haven, where tranquility meets modern elegance. This serene one-bedroom, one-bath suite offers a peaceful retreat, inspired by the calming essence of jade. The space features a sleek, airy design with thoughtful touches to make you feel right at home. Fully equipped kitchen, cozy living area, the bedroom invites restful nights, while the spa-like bathroom offers a moment of quiet indulgence. Perfect for a restful getaway or a productive stay.

Safe clean charming close transportation Viva!

Hello world, The room is called la Dolce room, Inspired by my trip to Italy Rome The rug is like a fancy cake top , dark brown for tiramisu dessert, the walls is the color of cappuccino coffee ice cream, & some art Decour made to put you in sweet dream mode in a queen size bed. A beautiful Clean bathroom with clean linen to refresh your self. Have a second room for office space, to use a desk. Safe parking for your rental, close to the highway