Family-friendly holiday rentals in Illinois

Cozy Northside Apt near Trans&Beach&Free St Prking

PRIVATE Entrance, One Bedroom Apt w/ LVG RM near Lake Michigan in beautiful, residential & diverse neighborhood. FREE on street PARKING, OR driveway spot for Addt fee. Sleeps up to 6. *It has a Kitchenette, Full Bath, WiFi, Cable TV, in unit W/D. Close to METRA TRAIN (1 block & 18 min to loop/city center), Bus Stop 1 block & the CTA "L" (elevated) Red Line to City 7 blocks away. Enjoy our proximity to Public Transit, Beaches, Loyola & NW Universities. Great for family, friends & kids.

Quaint Cozy Villa just for you, book today!

Decorated for the Holidays! Our condo is 1800 square feet 2 story unit, 2 fireplaces for cozy evenings, 2 bedroom and bathrooms. Full size washer and dryer for your use and our spacious kitchen is stocked with basic cookware pots, pans along with dishware and silverware for 8, bath towels, hand towels, and washcloths . I provide laundry soap as well as coffee for your stay which makes 4 cups per pack or kcups with some notice I can leave out extra.. Use of grand bear water park is NOT included

Charming 2BR on Quiet Street Close to the Action

Enjoy your Chicago trip in our fully renovated 1st floor Victorian apartment complete with front porch and backyard! Savor the eat-in kitchen, double-sink marble bath, refurbished hardwood floors in the dining & living room, newly carpeted bedrooms, & 4 large closets. The entire space features new furniture & beds + authentic antiques for a sophisticated vintage ambiance. Enjoy your daily, weekly or monthly fully furnished getaway in Chicago. Ideal for rest & relaxation, city fun or work.

Serenity Cabins - A rustic, yet upscale cabin!

Welcome to Serenity Cabins. Whether your stay here is for a vacation, anniversary, family get together, romantic get away, or spiritual retreat, you'll find your stay to be welcoming, relaxing, memorable, full of charm and you'll love the luxurious modern amenities while feeling the rustic atmosphere. You can fall asleep with the sounds of nature and the whispers of the winds. Go for quiet walks as you surround yourself by nature's natural beauty or unwind in front of the fireplace.

Willow Tree Cottage

Located a block from downtown Utica, and walking distance to several wineries, this is the perfect place for travelers who want to experience Starved Rock State Park, Matthiessen State Park, or Buffalo Rock (with its scenic overlook of the Illinois River Valley). The I&M canal has miles of towpath for walking or bike riding and is within feet of your front door. Several nice restaurants, antique shops, make your own art studio, and dessert shops are within walking distance.

DunPuttin Place

Nestled on a secluded hillside that overlooks miles of Galena Territory's wildlife preserve, DunPuttin Place offers its guests total privacy, yet the convenience of being only minutes from the area's many popular amenities. DunPuttin Place is not just another carbon copy resort rental. It is a unique private home that has many features seldom found in vacation rentals. It has been tastefully designed and decorated to comfortably accommodate up to 12 guests of all ages.

Sojourners' Abode

Our family has enjoyed good experiences staying at AirBnb houses when traveling, so we decided to provide a place for others coming to our community. Arthur often has lots of activity, but this home away from home will be a peaceful spot for you to unwind. Just half a dozen blocks from downtown, but on a quiet dead end street. Round up a few friends & come enjoy your stay.

Paddle Boards for Water + Near Hiking & Wineries

Have you ever wondered what it would be like to stay in a micro cabin or tiny house? Our cabin is a spacious tiny home at 560 sq ft. You'll love the modern appeal, ample natural light & views overlooking our 1.5-acre pond. Pet Friendly and minutes from Lake of Egypt, hiking & wineries. The swimmable pond is stocked with bass and bluegill with a few catfish and Koi.

The Biddle House (#1)

Beautiful first floor apartment in Historic Old Town. Tree-lined street, walking distance to countless wonderful restaurants, shops and the lakefront. Beyond Charming, Two-bedroom unit, with one queen and one double, a full kitchen and petite bathroom.