Holiday houses in Kankakee

Upside Inn

What are The Upsides you ask? Sparkling clean, tastefully decorated, spacious, and convenient location to name a few. An ideal base from which to explore and enjoy local/Chicago, this 1 bed/1 bath apartment (ground level duplex/no stairs) has everything you need for a supremely comfortable stay. Perfect for pleasure or work-related travel. Upside Inn aims to please with a dedicated work space and modern amenities. 10 min to Riverside Medical and ONU, 50 min to Midway Airport & 5 min to CSL

Lyle and Taylor present-Spacious Private Apt -

Beautiful spacious apartment perfect for long term work assignments or travelers who want all the comforts of home. Sleeps up to 5; King, Queen + sofa Amenities abound: ~FREE WiFi ~2 smart TVs w/HBO, SHOWTIME, Cinemax, 144 cable channels, Netflix ready (with your account) ~Full kitchen with fridge/gas stove/dishwasher/microwave/toaster oven/Keurig ~FREE washer & dryer with basic supplies ~Bathroom w/shower/tub combo ~Non-smoking ~Complimentary weekly cleaning/linen laundry for extended stays

Cathy's Little Farm Loft

Cathy's Little Farm loft is a 500 sq ft apartment inside a storage barn on a wooded country acre. Fully appointed two story space offers peace and quiet. It is located close to I57, Walmart, Community College, Airport, Fair Grounds, National Guard Training Center, 15 minutes from Olivet, 60 miles south of Chicago. King size bed and twin size sofa sleeper upstairs, full size sleeper sofa in living room. Well equipped full size kitchen and laundry. Large lawn, gardens, and chickens to enjoy.

King Bed • Luxury Boho Studio • City Chic Haven

✤City Chic Haven✤ is a luxury studio in downtown Kankakee, steps from the train station, taverns, and walkable attractions. Enjoy a cozy king bed, fast Wi-Fi, free coffee/tea bar, stocked kitchen, & 55” smart TV for a relaxing or work friendly stay. ✶ Across the street from the Kankakee train station ✶ Walkable to local cafes, axe throwing & taverns ✶ 0.3 Miles to St. Mary's Hospital ✶ 1.3 Miles to Riverside Medical Center ✶ 2.9 Miles to Olivet Nazarene University ✶ 55 Miles to Midway Airport

Bourbonnais/ Sweet home a short walk to O.N.U.

You will love this 2 bedroom home with 3 large smart TV's, one 65" in the living room and a 55" smart TV in each bedroom. The master bedroom has a super comfy king size bed with king size hotel pillows and the second bedroom has a super comfy queen bed. The kitchen is complete with all the cooking & eating utensils that you need during your stay. There is a Keurig coffee pot with complimentary coffee & cream & sugars. There also a drip coffee maker with filters that we supply.

Private Riverfront Oasis Guest Studio

Welcome to your private river front retreat! This spacious, fully equipped, private studio guest suite is tucked away on the beautiful Kankakee River (with a view!). Located less than 5 miles from I-57, this hidden gem offers convenience of location as well as peaceful beauty. Relax on the porch, take a dip in the river or chill in the hot tub to pass the time. The guest suite is attached to the main house but boasts its own private keypad entry and a completely private stay.

Lakeview Estate

Welcome to Lakeview Estate, a charming 3BR, 2.5BA home on Manteno’s Little Lake with stunning lakefront views and direct water access. Enjoy a cozy loft for games or movies, a firepit for s’mores under the stars, and a kayak launch for lake adventures. Just a short walk to downtown for dining, cafés, ice cream, and fun for all ages. Perfect for families, an adult getaway, remote workers, or solo travelers looking to unwind. We can't wait to welcome you to your home away from home!

Monthly Furnished Home for Traveling Professionals

Fully furnished home designed for 30-day+ stays. Ideal for traveling professionals, nurses, insurance displacement, and relocating families. Includes fast Wi-Fi, dedicated workspace, full kitchen, in-unit laundry, smart TV, and comfortable living spaces. Utilities and lawn care included. Conveniently located near hospitals, shopping, and I-57 in a quiet residential neighborhood. 30-say stay ideal. Flexible 1–6 month stays welcome. Message with dates and reason for travel.

Cozy Cabin on the farm, with hot tub & fire pit!

Tucked away behind our quiet hobby farm, this cozy cabin is the perfect fall and holiday escape. Surrounded by fields and peaceful views, enjoy your own private yard, hot tub, fire pit, and patio—ideal for crisp mornings and evenings and beautiful clear starry skies. Sleeps six with all the comforts of home and modern amenities. Just 15 minutes from town, yet feels a world away. Please note: No pets are allowed, except fully trained ADA service dogs.

Deer Ridge - A peaceful 10 Acre wooded Retreat

Create your memories here. This spacious 4 bedroom 3 bath retreat can serve as your vacation getaway. The over-sized farmhouse table expands to seat up to 15 and opens to the large living area. The front enclosed porch and the rear patio overlooking the 10 acre wooded lot and farm fields can be the back drop to your family reunion, baby shower, bridal shower or corporate retreat. Our great room boasts a 54" Smart TV and hi-speed wi-fi access.

Boho-Chic Retreat #4

Welcome to your Boho Chic Retreat in Kankakee! This cozy studio features charming exposed brick walls and original tin ceilings, blending vintage character with modern amenities. Enjoy a fully equipped, modern kitchen and a luxurious walk-in shower. Located within walking distance to restaurants, coffee shops, bars, and entertainment, you'll have everything you need at your fingertips. Book now for a unique and stylish stay!

Updated, bright, and modern, 3 bedroom home.

You will be comfortable in this newly remodeled three bedroom, two bathroom home. ✶ 6.7Miles to Olivet Nazarene University ✶ 8.4Miles to Riverside Medical ✶ 11Miles to Kankakee River State Park ✶ 43Miles to Midway Airport The home FEATURES: *Safe, quiet, walkable neighborhood *3 Bedroom; 1 King, 1 Queen, 2 twin beds *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi