Vacation rentals with a firepit 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.

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.

*Hyde Park *2 Masters *2 Living Rooms *Courtyard

Welcome to our newly renovated retreat, The Urban Oasis in Hyde Park. Embrace the artful decor throughout the spacious house only a 10 minute walk to the nearest beach. Rent a bike for a scenic ride to nearby attractions like University of Chicago, Obama Library, Museums, the Natural Walkway Nature Park and the lake. Conveniently located near Hyde Park central to downtown Chicago, this is the perfect stay for families and small groups as you explore everything Chicago has to offer.

Stylish Elmhurst Ranch Home Pet-friendly Oasis

Welcome to our charming 3-bedroom ranch-style home, ideally located just 3 minutes from Elmhurst’s vibrant downtown. This cozy retreat offers easy access to a variety of shops, restaurants, and entertainment options, making it perfect for your stay. Our home features three comfortable bedrooms, each thoughtfully decorated to ensure a restful night's sleep. The open-concept living and dining area is perfect for relaxing and enjoying quality time with family and friends.

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!

Luxe Suite + Spa House! Key West Vibes 4-Seasons

This Luxe 1BR + Den suite added an expanded deck & supersized the patio leading to the spa house. It's an indoor & outdoor oasis with lush landscape year round! Amenities: -Uber-fast Wifi streaming, -Hot-tub house - 75" hi-def 4k tv movie nights on the oversized plush sectional - Comfy queen bed with 15" hybrid mattress - The touristy 606 Trail access 100ft away, - YMCA across the street with indoor Olympic size & kiddie-pools!