The Upscale Getaway Near Downtown

The Upscale Getaway Near Downtown

Chicago Lawn, United States

Guest rating: 4.9 / 5

Overview

The Upscale Getaway Near Downtown is a cozy, smoke-free apartment-style condo in the Chicago Lawn area of Chicago, offering a highly rated stay (4.916351 from 633 reviews). The space is designed with custom furniture pieces in every room and a fireplace for colder nights. Guests have the entire 2-bedroom, 2-bath condo to themselves.

Bedrooms & Bathrooms

Sleeping arrangements include a primary bedroom with a king bed, a second bedroom with a queen bed, and a queen pull-out sofa in the living room; mattresses are described as high-quality memory foam. Linens and towels are provided. Bathrooms include basic toiletries such as shampoo and soap.

In-Unit Amenities

This stay is set up for longer or more independent trips with a full kitchen that includes a microwave and oven/stove, plus essentials like heating, air conditioning, and a washer. Additional in-unit conveniences include cable TV, an ironing board, and a balcony. A crib is available, supporting stays with infants.

Parking & Arrival

Parking includes 1 gated spot plus plentiful free street parking for an additional vehicle. Guests should note that losing the key carries a $35 fee and losing the gated-parking remote carries a $150 fee. Exterior security cameras are positioned above the thresholds of both doors to monitor entry/exit; they do not face inside the home.

Location & Getting Around

The condo is described as being on a quiet block near the Little Italy/UIC area, with access to public transit and rideshares for reaching the city. Harrison & Oakley bus service is very close (about 95 m away), and major downtown rail hubs like Chicago Union Station (about 3.6 km) and Ogilvie Transportation Center (about 3.7 km) are within a short drive. Nearby dining includes Johnna's Cafe, Westside Gyros Restaurant, Baba Pita, and several pizza and Mexican options.

Best for

This condo suits couples, small families, and friend groups who want a spacious, apartment-style stay with a full kitchen, in-unit laundry, and easy parking (including a gated spot). It’s also a strong pick for travelers who prefer a quiet residential block while still having straightforward transit options to reach central Chicago.

Travel tips

If you’re planning to explore downtown, major train stations (Chicago Union Station, Ogilvie, LaSalle Street, Millennium Station) are a few kilometers away, and a nearby bus stop (Harrison & Oakley) is roughly 95 m from the property. Driving is convenient here thanks to free parking (1 gated spot plus free street parking), and ride-share is an easy backup. Keep track of the key and gated-remote to avoid replacement fees ($35 for a lost key; $150 for a lost remote).

What guests say

Guests consistently describe the apartment as very clean, comfortable, and well maintained, and they highlight the space as roomy enough for small groups. Location and parking are frequent positives, with easy parking repeatedly called out. Communication and instructions from the host are also noted as strong. The main recurring drawback mentioned is access: the unit being on the third floor can be inconvenient for some guests.

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