Holiday rentals with a fire pit in Downtown Chicago

4 BD RM House In Prime Location

Experience the ultimate Chicago getaway at our family-friendly Airbnb, nestled in a safe neighborhood with easy access to parks, a pool, and the excitement of the Rivers Casino. Conveniently located near O'Hare Airport, the Rosemont entertainment district, and all the top attractions, Whether you're catching a game at Wrigley Field, exploring the city's vibrant LGBTQ+ scene, this cozy home offers the perfect blend of comfort and convenience with access to all highways and public transportation.

Cozy House, Main Road Access, Close to Colleges

Our house is perfect for a small group of friends or family looking for a clean, accessible place. It contains 2 bedrooms (a queen & twin bunk beds) & 1 full bathroom, as well as a sleeper sofa with a pullout queen bed. Enjoy complimentary Hulu & Disney+ with our smart TVs, grill or warm up by the fire pit, & even get some work or studying done! Located just minutes from 2 major highways, 2 colleges, Four Lakes Ski Resort, & much much more, the journey is just getting started once you arrive!

Located on Beautiful and Quite Boulevard!

Welcome to The Boulevard A spacious house recently updated located at the beginning of the beautiful quite boulevard. The house is on beautiful Wrightwood Neighborhood Greenway! This house is centrally located 5 minutes away from Metra train station ( Healy Station) that will get you downtown in 15 minutes. Check with Metra for train times. Drive Downtown in 20 minutes(no traffic), O'Hare airport, West Loop. 20 mins to Lakeview, Wrigleyville, Boystown, Logan Square, Bucktown & Wicker Park.

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Cozy 2BR Haus with gazebo & fire pit in Pilsen

Forget your worries in this spacious and serene space. The whole group will enjoy easy access to everything from this centrally located place. You have many options steps away including a byob pizza parlor, taco truck, laundry mat, convenience store, popular bar, and all the culture you can enjoy. Plus, there’s a gas lit fire pit in the backyard to enjoy the fall. -3 min walking distance to the train/bus -15 min driving distance downtown -15 min McCormick place -8 min uic pavilion

Modern unit in Bridgeport-Chicago

Make sometiny and family-friendly place 15 minutes from Downtown Chicago and 3 blocks away from the Bridgeport Art Center and the Chicago River. 5 min to the White Sox Stadium or 10 minutes ,you can enjoy the plunge pool (June - September 9:30am/9:30pm ) We’re pets friendly, there is a $100 dollar fee. NO PARTIES ARE ALLOWED!! All guests must provide dentification at the time of booking & arrival, & will be the only ones allowed on the property. We have security cameras outside.

Cozy Modern Home w/Fireplace & Pond

Spacious 4-bedroom 2 bath home in Chicago perfect for families or groups. Enjoy the cozy ambiance of a beautiful fireplace and relax in a serene backyard featuring a lovely pond. This home offers a clean, comfortable stay with plenty of space, including a finished basement for extra living or entertainment area. Ideal for a peaceful getaway while still being close to the city's attractions. Book your stay and enjoy a cozy, welcoming atmosphere in this charming Chicago retreat!

Northside Chicago Getaway

This home is a classic Chicago bungalow that has been recently updated. There are some special features including whole home audio, a 75" TV with 9.1 Dolby atmosphere surround sound, a 3-person sauna, complete kitchen, fire pit out back and private parking for 2 cars. The Home is located in the Mayfair Park area of Chicago and offers a taste of the City life but also has a little space to breathe. Hope you enjoy it as much as I have over the years!

Home in Unincorporated Addison. RV & Pet Friendly

Your family will be close to everything when you stay at this centrally-located place. This house is extremely family friendly. It has 4 bedrooms and three baths. It has been recently remodeled inside and out. The yard is close to 3/4 acres and has a kids playground and firepit. The driveway is long and can park a long RV if needed. This is a quiet location. Fully Fenced in Yard with lights all around the house. Very safe location.