Holiday home rentals in Illinois

Lake Shelbyville Pond Pavilion Inn - Sleeps 6

Lake Shelbyville Pond Pavilion Inn is setting along side a stocked pond nestled in mature trees. Guests are able to fish in the pond located directly out their back door and enjoy the screened in pavilion. The Inn is 5 miles from Lake Shelbyville and all of the restaurants and shopping that goes along with it. The Inn sleep six adults and has plenty of living space for all six to stay comfortable. there are 2 full baths, and eat-in kitchen, 3 bedrooms, and a laundry room. No smoking No pets

UChicago Luxurious King Suite Lakefront

Sink into a pillowtop king size bed in a sunny, spacious bedroom suite w/twin bed, his/hers closets and comfy love seat. Spacious 1,000 s.f. condo luxury, kitchens /bath with granite counters, office space, 3rd-floor unit, private entrance gated and on-street parking. 1 min walk to beach, trails, golf course and bike rental. Located 1 blk from Express bus (15 minutes) to Univ of Chicago/Hyde Park and Museum of Science and Industry,(20 minutes) to Soldier Field, Grant Park, Downtown, Navy Pier

Grandma Ruby's Vintage Victorian Downstairs Suite

This historic home built in 1884 has been completely renovated with loving care by a granddaughter with fond memories of magical times at her grandparents' unique home. With ten foot ceilings and beautiful craftsmanship, this spacious downstairs unit provides a master suite with a king sized bed and a big screen TV, a large kitchen, a queen bedroom, access to a large private back yard and plenty of parking. All conveniently located to town attractions and just 5 minutes from the interstate.

Scenic 3 bedroom Wildlife Retreat

Relax with the whole family at this peaceful place to stay. This rustic retreat is located on the Illinois river and adjacent to the 5,255 acre National Wildlife Refuge. Whether you fish, watch wildlife from the back deck, relax by firepit or go duck hunting on the bay, you are sure to enjoy this peaceful stay with your family and friends. Wildlife includes bald eagles, whitetail deer, fox, herons, egrets and over 100 species of songbirds. Native prairie trails adjacent to property as well.

Modern downtown 2 bedroom apartment with a view.

The whole group will be comfortable in this spacious and unique apartment. Modern Living room with art, pull out sofa, flatscreen TV, antique tin awnings, fireplace and WI-FI throughout. Subtile Bathroom with shower and Tub. Two Queen Bedrooms with antique dressers and mirrors, remote ceiling fans, dimmers and keys for privacy. Custom Coffee Bar by Casey Coffee Company, Farmhouse table, new appliances, and kitchen furnishings for this amazing Gathering Place. Welcome to Lathering Heights!

Copperfield - Unit 2 - 1 Bdrm Luxury Suite - King

Located inside Copperfield, we are proud to offer our new 1 bedroom suite. Everything you need packed in a small space. With all the charm of our 5 bedroom rental, this unit has a full kitchen, bedroom with a king size bed, a large walk-in closet, washer and dryer, and a bathroom with vintage feel. This unique place has all of the beautiful woodwork, tall ceilings, and large windows that the original house built in 1918 features, but it was designed and constructed for 1 to 4 people.

Arnie’s Place, A big little space in a small town!

Take it easy at this unique and tranquil getaway. Located above a little fun popcorn shop, this place is newly renovated! Located in the heart of downtown Paxton, IL it puts you close to shopping and restaurants and 10 minutes from the Rantoul sports complex and 30 minutes from the University of Illinois Campus. Arnie’s Place is a perfect place for a couples get away, girls trip, small gatherings, a few nights stay for sporting events, a quiet place to relax and unwind.

The Belden Belle: The Luxurious Chicago Townhouse

Welcome to our home! This centrally located neighborhood escape puts you right in the center of everything. You will be just minutes from major city landmarks like the Lincoln Park Zoo, the History Museum, beautiful Fullerton Beach, and some of the best dining and entertainment spots in all of Chicago. Suitable for couples, single traveling adventurer, business traveller, families (with children) and big groups. Free WiFi available. Surrounded by everything Chicago has to offer!

The Gathering Place- Modern, Spacious, 6 bedrooms

The Gathering Place is a modern, spacious 6 bedroom/6 bathroom home that accommodates up to 14 people. We are family friendly and pet friendly. - 7 seat hot tub - Pool Table -Arcade games - Lightning fast Wi-Fi - 8 Smart TV's - Fully Stocked Kitchen + Coffee Bar -Yard games - Laundry - Downstairs Bar - Upstairs and Downstairs Fireplaces - < 5 minutes to owners club facility - Right across from East Golf Course - Walking trail near property - Dedicated workspace

Fall Escape | Hot Tub, Fire Pit & Galena Views

Welcome to Shenandoah Ridge—our thoughtfully designed 4-bedroom, 4.5-bath vacation rental tucked into the woods of The Galena Territory. Spacious, peaceful, and full of cozy touches to help you unwind. Whether you’re here for a family getaway, group trip, remote work retreat, or just time in nature, you’ll find everything you need to feel at home. Just 7 minutes to the Owners Club and 15 minutes to downtown Galena—close to the action, but still calm and quiet.

Aspen House - A Secluded Getaway In Nature

Relax with your loved ones at the peaceful Aspen House. A Miner's Cottage nestled in a beautiful stand of aspen trees = a quiet retreat just for you! The property is surrounded by protected wooded green space with the Taylor Run trail adjacent on the northwest side. The Owners Club, pools & lake are accessible by hiking/ 5 minute drive. Enjoy bird watching, fishing, hiking and picnicking without driving anywhere!

Comfort for the entire family off of the 606

This high-capacity Airbnb can sleep up to 10 of your family and friends in the 2nd and 3rd floor unit located in our Logan Square two flat. The McCormick Tribune YMCA is right across the street along with the terminus of the 606 elevated bike/walking trail. The restaurants of Logan Square are nearby and the United Center is 15 minutes away so you can enjoy concerts and sports.