Vacation rentals with a fireplace in Downtown Chicago

The exterior of a red brick building showcases a classic architectural design with white-framed windows. The front steps lead to a dark door, surrounded by well-maintained shrubs and small plants. Clear blue skies create a bright backdrop to the inviting facade.

4.95 out of 5 average rating, 110 reviews

Lovely top floor 2BR/2BA, steps from everything!

BEST LOCATION IN LOGAN SQUARE/AVONDALE!! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops. Free parking on Lawndale Ave.

4.98 out of 5 average rating, 154 reviews

Elegant Suite in Gold Coast

Established in 1927 as the first headquarters for Elizabeth Arden in Chicago, the Walton Residence is located in the heart of the Gold Coast neighborhood of Chicago. Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, we are perfectly situated in the middle of the action for your Chicago adventure. ***From Sept. to beginning of Dec. 2024, there will be repairs to the exterior of the building. We do not expect this to cause major interruptions to your stay.

4.98 out of 5 average rating, 153 reviews

An outdoor space is presented with two dark chairs arranged around a circular fire pit. A white fence provides privacy, and a stack of firewood is located nearby. The paved ground offers a sturdy surface for seating and relaxation.

Guest suite in Chicago

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

An outdoor space features a wooden deck leading to a staircase, surrounded by exposed brick walls. A circular fire pit is centered among four chairs, with a hot tub and seating area visible in the background. Green shrubs accent the concrete patio.

4.95 out of 5 average rating, 205 reviews

Private hot tub - King bed suite - Free parking

Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Superhost

A vintage-style bathtub is displayed, featuring clawfoot legs and a polished chrome faucet. Hexagonal tiles line the floor, complementing the simple, neutral tones of the bathroom. A soft bath mat is positioned in front of the tub, enhancing functionality and comfort.

Apartment in Oak Park

4.88 out of 5 average rating, 400 reviews

Charming Chicago-Style, Vintage, Tv NFL PASS

→ Introducing our newly renovated and furnished apartment unit nestled in the charming Oak Park Art District. Experience vintage Chicago style living in this richly characteristic brick building, situated in a safe and quiet neighborhood. ★ Property Features: • One block away from the Oak Park Art District • Vintage Chicago style brick building • Safe, quiet neighborhood • Newly renovated and furnished • Smart TV with Cable and option to use other apps • Free Laundry Room • Free Parking

A stainless steel spice rack is displayed on a textured granite countertop. The rack holds various spice jars in a circular arrangement, labeled with names such as 'Italian Seasoning' and 'Oregano.' A sleek electric wine opener rests nearby, featuring a modern design.

4.87 out of 5 average rating, 126 reviews

Newly updated 1BD/1B in Old Irving Chicago!

Welcome to your home away from home in the heart of one of Chicago's safest and quietest neighborhoods! This beautifully updated 1 bedroom apartment offers everything you need for a comfortable and convenient stay. It is perfect for couples, solo travelers, and business visitors. Book now for a truly unforgettable experience in the Windy City! - 1 free parking spot - 400 MB Wifi - 2 smart T.V. with access to Netflix, Hulu, Amazon and more! - Desk - Easy app paid laundry in the building.

A wooden patio area features a central fire table surrounded by four cushioned seating chairs. Glasses of wine rest on the tabletop, inviting relaxation. A partial view of neighboring roofs is visible in the background, providing a sense of privacy in this outdoor space.

4.96 out of 5 average rating, 139 reviews

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Explore Chicago's charm just moments from downtown! This Airbnb boasts a spa bath with a luxurious rain shower and jetted tub, a fully equipped kitchen for culinary adventures, comfortable reclining sofas for relaxation, and ample space to unwind. Sleep like royalty in the master bedroom's king bed, and a queen murphy bed in the living area ensures a comfortable stay for up to four guests. Step outside to the patio with a fire pit for cozy evenings. Your Windy City getaway begins here!

4.98 out of 5 average rating, 355 reviews

The exterior of a historic brick building is framed by lush green trees and plants. A decorative wrought-iron gate leads to a set of stairs, which rise to a large wooden front door. Sunlight filters through the foliage, creating a serene entrance.

Home in Chicago

Cozy garden apartment historic Jackson Bvld.

Just a short walk to the United Center our cozy 1 bdrm garden apt is located on Historic Jackson Blvd's tree lined st. Stop back & warm up by the fireplace before heading out to near by shopping & restaurants. Less than an hour from Midway or O'Hare. Walking distance to Randolph St. Restaurant Row, Little Italy, Greek Town, Union Pk, Fulton Warehouse Dist, Rush Hospital and UIC. A quick train/bus to The Loop, Theater Dist, Mag Mile, Wicker Pk. Free, convenient street pkg.

4.98 out of 5 average rating, 403 reviews

Peaceful River West Apt with free parking

This Apt can be rented separately or together with Comfy River West Apt. https://abnb.me/aoJ0F64vDY This one on the the 2nd floor and one directly above on the 3rd floor. Together they will sleep 8 guest. This beautiful 2BR, 1 BA has all new furniture, all new appliances, counter tops, vanity, mirrors. Free parking in a gated lot, Level 2 EV charging available for electric cars. Shared patio/gardens and grill. Fully stocked kitchen, private washer & dryer.

A sandy beach is filled with sunbathers enjoying the warm weather, with large skyscrapers visible in the background. The iconic John Hancock Center towers over the scene, framed by a partly cloudy sky. The shoreline meets gentle waves from Lake Michigan.

4.82 out of 5 average rating, 139 reviews

Downtown Guild #4 | Mag Mile, Gold Coast, The Lake

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best locations in Chicago. Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - Steps away from the John Hancock - Gym / Laundry in the Basement - Amazing location w/ many shops & restaurants nearby - Fast WIFI - KING bed - Charming, vintage Chicago building Please read our FAQs to answer any questions before booking.

Superhost

A well-appointed spa house is depicted, featuring a spacious hot tub positioned on tiered steps. Modern lighting enhances the sleek design. A comfortable chair is seen nearby, alongside rugs that add texture to the tile floor. Greenery adds a touch of nature to the interior.

4.88 out of 5 average rating, 100 reviews

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!