Holiday rentals with an EV charger in Cook County

Fully Equipped Studio w/ Kitchen & Laundry Access

Experience tranquility in this charming Lockport studio, blending vintage charm with modern comforts. The studio offers a cozy queen-size bed, premium amenities, and a smart TV. The sunlit kitchen, equipped with sleek appliances and a delightful coffee nook, invites culinary adventures. Step into the vast backyard, a serene haven for relaxation or play, complete with laundry facilities for convenient living. Located on Archer Ave, enjoy easy access to I-55 and I-355. Your perfect retreat awaits!

Family Friendly Home Near Northwestern Campus

We have a great opportunity for you! A single family townhouse on a beautiful tree lined street in NW Evanston. 3 bedrooms that sleep up to 7. 1 king, 1 queen with futon and 2 twin beds. 1 full bath with a tub upstairs and a powder room downstairs. Office space with two desks, couch, printer & mounted tv in the basement. The fenced in side-yard is our favorite feature. Sunny in the morning, shade in the afternoon. Licensed with the city of Evanston. ~newly designed patio w outdoor lighting~

Bright & Gorgeous- 5* Location- Queen Beds - Pkg

Leave your worries behind at this peaceful, secure retreat with plenty of space to relax. 2nd-FLOOR DUPLEX UP to THE 3rd FLOOR. Just a 15-minute drive to/from downtown. Easily walk to everything: -Groceries, sushi, coffee shop, brewery -Nightlife, live music, and great food - Playgrounds, parks, public pool, & tennis courts Enjoy all the comforts of home in a charming, urban-suburban mix. - Only 1.5 blocks to the Oak Park Av. CTA "L" Blue Line stop & I-290 Housebroken dogs welcome.

Beachfront- Lake Michigan-Hot Tub-Heated Pool

Lake Michigan - Beachfront w/Heated In-Ground Pool- Hot Tub - Indiana Dunes National Park - Private Basement Guest Suite - 2 Bedroom/2 Bathrooms - Beautifully Decorated This guest suite has everything you need for a comfy and relaxing stay. Enjoy the 3-person hot tub, perfect for unwinding after a day of adventure. In the summer months, enjoy the heated, in-ground pool. Hiking, beaches and so much more await—and less than an hour’s drive to Chicago. Heated Pool Open from Mid-May to Mid-Oct.

Downtown Elegance ✨ Private Yard Parking

Most incredibly located, sun-filled home with designer kitchen, marble baths, and open-concept living areas—perfect for weekend friend getaways and weekday family or work trips. Walkable to so much of what Chicago has to offer, this spacious townhouse is located on a quiet, safe neighborhood street in historic Old Town. 4 bedrooms, 4 baths, 2 outdoor spaces, fully stocked kitchen, 1-car parking, and laundry. Pets are welcome! What else could you possibly need? Message me if you have questions!

Enjoy your stay, safe easy place.

Level 1 car charging possible, message me. 27 mins Ohare airport 25 mins to downtown Chicago I want you to enjoy your stay, and I don't have many rules other than basic ones like noise and guest limit. Have Fun Very safe and quiet 420 might be ok, please message me* 3 Queen-size beds. One is self-iflating inside the middle closet. Well stocked kitchen 2 Parking lot spaces. Kreuger coffee 2 TVs/Netflix There is no smoking in the unit or inside building* Coin laundry is available

Ashland Ice Cream House

This 1907 farmhouse style two flat sits on one of Evanston's prettiest blocks. Freshly updated and upgraded, this 2nd floor apartment consists of two levels. The main level includes living room with a sleeper sofa, an eat in kitchen, full bath and a bedroom with a full sized bed. The second level is a finished loft with a queen bed and separate office area. Host lives in first floor unit. Blocks to CTA, Metra and shopping. Ample street parking, cable and fast wi-fi.

Lakefront View Getaway Home! Hot tub! Kayak!

INCREDIBLE 5,519 sq. LAKEFRONT HOME with GORGEOUS VIEWS. 30 Minutes Away From Downtown Chicago. 7 Bedrooms, 9 Beds, 2 Additional Sofa Beds & 4 Baths. Fits 20 guests by request. PRIVATE DOCK and PATIO/BACKYARD Right on BROOKERIDGE LAKE. UNICORN ISLAND FLOATING RAFT, KAYAK, PADDLE BOAT, FISHING & MORE. BrookeRidge Private Jet Airport in the Same Park. Indoor Entertainment Including POOL TABLE, AIR HOCKEY, PING PONG, DARTS, CARD GAMES, GAMING CONSOLE & KARAOKE 🎤

Chicago Bootlegger House Sleeps 10-20

Walk to restaurants, groceries, shopping, Wrigley Field, Lake Michigan, Beaches, Boat Harbor, Lincoln Park Zoo, night life, bars, clubs, Red Line Train, Lakeshore Drive and more; all just a few blocks from your door. Giant house on 2 levels with over 3,500 square feet of living space and 6 bedrooms. Nicely decorated and lots of places to sit and mingle or watch one of the 85" TVs. Private 2 spot parking in garage and a parking pad for oversized vehicles.

Cozy Home by O'Hare + EV Plug

Family-friendly 3BR/2BA home in Des Plaines! Enjoy arcade games, board games, and an EV charger. Nestled in a quiet neighborhood near parks, shopping, and entertainment. Just minutes from Des Plaines Theatre, Rivers Casino, Mystic Waters, and Fashion Outlets of Chicago. Ideal for families or groups seeking comfort, fun, and convenience with easy access to top attractions and O'Hare Airport. Your perfect home base for exploring the Chicago area!

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

Modern-Luxe experience at the Unity of Evanston Condo. Elegant finishes and a sweeping Sky Terrace view. Resort-like amenities with fitness center, outdoor pool, free parking in indoor GAR, biz ctr, and much more. 3 bedrooms, 2 full baths, 1 roll-out bed welcome you to a comfortable stay near Northwestern University, Loyola, and Kellogg and minutes from Chicago Downtown. This unit is all about bring a family together in UNITY!

Three Kings Chicago. Royal experience. Cloud beds!

Life is busy. Find time for each other! Remember how it was before? Special occasions: birthday, anniversary, romantic packages. 4 pm check-in, check-out 10 am. Early check-in 7 am, check-out 8 pm (Based on availability, $100) No cleaning tasks for guests. Fully equipped kitchen; two King adjustable massage beds. Step-free access, small dog-friendly, EV charger (extra), 75” TV, Laundry, Bidet... Breakfast, dinner on demand