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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

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.

Chic Retreat Small Town Charm, City Sophistication

The ultimate escape, at Wells on Main Guesthouse & Gatherings where small-town charm meets big-city sophistication. Whether it’s a romantic getaway, girls’ weekend, or just time to recharge, our elegant retreat has you covered. Couples can cozy up in dreamy spaces and create lasting memories. Gather your best friends for laughter, wine, and chic relaxation in a stylish setting. With local charm and upscale comfort, every moment feels magical. Book now and discover your home away from home!

City Chic Haven • King Bed • New Luxury Studio

✤City Chic Haven✤ is a brand-new luxury studio in downtown Kankakee, steps from the train station, taverns, and walkable attractions. Enjoy a king bed, fast Wi-Fi, stocked kitchen, and 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

Get Your Kicks in Our Cozy Cottage Near Route 66

Enjoy all the comforts of home when you have to be away. Our fully furnished cottage is located 4 miles from Rt 53 / Historic Rt 66 and just blocks from the Kankakee River. Just 5 minutes to "downtown" Wilmington featuring restaurants, a wine bar, a local brewery, and multiple antique stores. ✧ Easy access to everything that Joliet has to offer just 20 miles away, including the Autobahn and Route 66 Raceway. ✧ 7 miles to easily access I55 for a quick ride into Chicago.

Waterfront dog friendly 3 bedroom home w/game room

Eagle’s Hideaway is a secluded waterfront getaway just an hour outside of Chicago, a mile from historic Route 66. Open concept, 3 bedroom home with incredible views of the Kanakee River. Fully stocked kitchen, full bathroom and laundry room with large capacity washer and dryer. The home has laminate and stone flooring and is designed so your dog can be included in your getaway in a worry free, comfortable environment. High speed internet.

Cozy Tiny Home, LG Fenced yard add RV Brisbon/ 80

Cozy1bed w/ lg private fenced yard, Short to Long-term. Outage Friendly. Full W/ D Pet friendly. Full kitchen right off the living room, full bath , the laundry room and the bedroom has a full size bed/ sofa bed pulls out to a double. This property is RV friendly with 30/50 AMP & is located minutes to Loves Truck Stop. RV spot will not be booked if house is booked. If you have any questions, please reach out. Thank you

1 Bed w/ Full Kitchen A Mile From Downtown Oswego

Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!

Cozy Condo near Downtown Morris

This cozy 2 bedroom 1 bath condo comes fully furnished with a private entrance and its own parking spot. Located in a quiet neighborhood, the exterior property is managed and maintained for your convenience as well as being only a quick 5 minute drive to downtown shops and restaurants as well as being close to state parks and trails. If you feel like venturing into the big city, Chicago is only a 1 hour drive.