Ka-Ching: 5 Budget-Friendly HomeAway & Vrbo Rentals In Chicago

| 4 min read

On the shores of Lake Michigan in the US state of Illinois, breezy Chicago is exciting and passionate. Its glittering skyline, impressive arts scene, amazing world-class museums, and lively sports culture will not fail to ignite the fire in your soul. There’s just so much to do and see that your wallet will be crying just looking at the list of activities you want to check off your list. Luckily, finding a place to hunker down for the night doesn’t have to be an expensive affair.

Here’s a list of 5 budget-friendly HomeAway and Vrbo vacation rentals in Chicago to help you on your way:

1. Simple and sweet: studio in Lincoln Park (From 86 USD)

If your line of reasoning follows that you will be spending most of your time exploring the streets of Chicago anyway and therefore only require a basic no-frills accommodation, this studio in the Lincoln Park neighbourhood will be more than suitable for your needs.

The Lincoln Park neighbourhood is a good place to base yourself from as it is home to many green spaces, like Lakefront Park, Chicago Zoo, and various biking paths, as well as some of the city’s best restaurants and nightlife. The studio is clean and spacious, with a comfortable king-sized bed occupying the centre of the room and everything you need. Towels and linen are provided and you have the use of a coffee maker and kettle to make hot drinks. You have the convenience of an attached bathroom in your studio too. Toiletries are also provided. There is no kitchen but feel free to hang out in the sunny living area that is shared with other guests in the building.

Sweet Studio In Lincoln Park

Area: W Fullerton Ave

Price: From 86 USD

Number of Guests: 2

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2. Red-brick charm: loft located in historical Old Town Lincoln Park (From 109 USD)

Nestled in the heart of Old Town Lincoln Park, this luxury loft is just right for a couple looking for romance in Chicago, or a group of 3 friends who want to go all out in Chicago. Red-brick walls, exposed wooden rafters, and attractive wall adornments give the loft a quaint and cosy vibe. The king-sized bed and sleeper sofa can comfortably sleep 3 people. The kitchen is fully equipped and you can have your meals on the bar counter or at the side table. Don’t spend all your change on the payphone in the kitchen! Within the building, there is a common-area-cum-games-room where you can meet other tenants. The rooftop deck has a gas grill for barbeques and a hot tub looking out to the skyline of Chicago.

Beautiful Loft Located In Historical Old Town Lincoln Park

Area: Old Town

Price: From 109 USD

Number of Guests: 2

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3. Modern vintage: 2-bedroom penthouse & office loft in a historic mansion (From 108 USD)

This mansion wouldn’t look out of place on the film set of Harry Potter. Originally constructed in the 1880s, it was was designed by the legendary architecture firm, Burnham and Root, for William E. Hale, an early Chicago entrepreneur. The mansion is given a modern lease of life inside. The high vaulted ceilings and light yellow walls make the whole place airy and spacious. Up a black spiral staircase, the master bedroom occupies the whole second floor. It features a queen-sized bed, computer desk, chaise lounge chair, and plenty of closet space for long-term renters. The attached master bathroom is pretty in powder blue and has a standing shower and hot tub. At the corner of the mansion, the octagonal turret houses the study, furnished with an antique desk. The walls are decorated with historic maps and vintage-looking artefacts. Working in such a charming environment takes some of the pain out of having to do work when on vacation.

Luxury, Penthouse 2-Bed + Office Loft in Historic Mansion

Area: South Side / North Kenwood

Price: From 108 USD

Number of Guests: 4

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4. Lovely lakeview: 2-storey house for 6 (From 231 USD)

Three cozy bedrooms in an elegant living space await you at this bright, two-storey apartment on Lincoln Avenue, ideal for a party of 6. Charcoal and gold accents provide an air of refinement throughout this chic apartment. The newly renovated kitchen boasts a large counter space to accommodate all the preparation work for a stay-in feast. Separated from the common socialising areas, the bedrooms are upstairs to provide guests a quiet space to rest away from any noise downstairs. Light and bright, the 3 bedrooms are all fitted with king-sized beds so you can sleep like a king (or queen!) and wake up refreshed.

Two-Storey 3BR in Lovely Lakeview

Area: Lincoln Avenue

Price: From 231 USD

Number of Guests: 6

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Enjoy Urbs in Horto (City in a Garden)

In 1837, Chicago adopted the motto of ‘Urbs in Horto’, which is Latin for 'City in a Garden’. This cosmopolitan city has indeed lived up to its motto. Visitors and locals alike will find that amidst the hustle and bustle of the city, a breath of fresh air is never too far away. These HomeAway and VRBO vacation homes will put you in great spots, surrounded by greenery yet within close proximity of Chicago’s major attractions. What are you waiting for? Take your pick!

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Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Eunice became hooked on travelling 2 years ago when she embarked on a student exchange programme in Stuttgart, Germany. Among the many places she’s visited, Europe has captured (most of) her heart...Read more

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