Holiday rentals with a fire pit in Chicago Loop

4.9 out of 5 average rating, 527 reviews

Apartment in Uptown

Whole Flat in Private Club. Walk to L, Dining & Shows

Find unrivaled amenities in the newly restored Lawrence House, a Deco gem lauded a “unique architectural treasure” by the Chicago Architecture Foundation. Bask in an over-sized double lounger on the roof-top deck with 360-degree skyline views. Detox in the state-of-the-art fitness center with boxing gym. Soak in the 50-foot mosaic-tiled pool. Come home to a sunny, open-layout flat, with a cozy private bedroom, spa-like bathroom, fully-equipped kitchen, and free washer/dryer. Work or play in the terrazzo-floored Grand Lobby with club seating, adjoining cafe, craft cocktail bar and restaurant. Newly restored, sunny and spacious, immaculate, hotel-styled one-bedroom apartment with all new fixtures and appliances. Cozy bedroom with comfortable queen bed, flat screen TV, and large closet. Living room with couch that pulls out to a full-sized bed, club chair, large flat screen TV, and drop-leaf table for working. Stocked kitchen with everything you need to cook full meals, a new Smeg fridge, granite counters, and bar-stool seating. A queen-sized Serta air mattress allows up to 5 people to sleep comfortably. Central heat and air conditioning. Free washer/dryer in unit. Just-restored Art Deco building, called a "unique architectural treasure" by the Chicago Architecture Foundation. Unrivaled, private-club styled amenities. State of the art fitness center. Mosaic-tiled 50-foot pool. Roof-top lounge and deck with 360-degree skyline views, and tons of over-sized double loungers. Garden patio with fire pit, grills and picnic tables. Grand Lobby with cafe and craft cocktail bar, club seating, striking stained-glass skylight, ornate plaster moldings and terrazzo floor. Privacy guaranteed. The entire apartment is yours. You may also use the building's gorgeous amenities: fitness center, pool, roof-top lounge and deck, and garden patio. We have a self check-in and check-out system to provide you the most flexibility. However, we are always available to answer any questions, address any concerns, and provide recommendations. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train, which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood” One block to Red Line 'L' station. Free street parking with permits provided. Pets may live in the building but there are no pets allowed in this unit. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train [temporarily 3 blocks while my station is rebuilt], which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood guide”

Guest suite in Noble Square

4.96 out of 5 average rating, 346 reviews

Secret Garden @ The Noble Farmhouse | Wicker Park

While our place truly is a tucked away secret sanctuary, we are also in a sweet spot of ULTRA CONVENIENCE. Wicker Park/Noble Square/West Town has many great bars & restaurants & is an amazing location for exploring the city. WALK to the action on Division St. or Chicago Ave, Chicago's upcoming gallery district. A 1/2 block to the 56 bus takes you to the Loop in 10 min, or to the heart of Wicker Park in 5. A 10 min walk to the BLUE LINE serving O'Hare & Downtown. And Divvy bikes 1/2 block away.

4.97 out of 5 average rating, 309 reviews

Apartment in Cicero

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Located on a tranquil city side street, this property is walking distance to numerous restaurants and stores. Enjoy easy access to public transportation, including Metra train, CTA Pink Line, and a direct CTA bus to Midway Airport. Downtown Chicago is a mere 20-minute drive away, with the United Center and Soldier Field just 15 minutes away. Ideal for a quick getaway, an overnight stay before your flight, or an extended work assignment. Unwind on the patio, complete with a fire pit and grill.

4.99 out of 5 average rating, 146 reviews

Home in Berwyn

Retro Modern Bungalow | fire pit | free parking

Experience the city in style at Retro Modern Bungalow—the perfect pad for up to 4 friends. Featuring two spacious bedrooms, each with a king bed and luxury linens, a propane fire pit and a fully fenced [pup-friendly] back yard. Enjoy central HVAC, hi-speed WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

4.9 out of 5 average rating, 394 reviews

Loft in Little Italy

Pilsen Modernist, Creative, Lightfilled Loft

Take morning drinks through the sunshine-yellow room to the back porch, or watch light dance on translucent walls and glossy black and white hardwood floors. Eclectic design includes a mix of new and vintage furniture, and a collection of art and design books for guests to enjoy. This unit is owned by an artist couple who split their time between Tucson, AZ and Chicago. This is their personal unit when they're in Chicago. Come stay here to get away, be comfortable, relax, and be inspired.

4.94 out of 5 average rating, 208 reviews

Condo in Little Italy

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.

4.97 out of 5 average rating, 144 reviews

Condo in West Town

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!

4.95 out of 5 average rating, 126 reviews

Apartment in Bucktown

BRAND NEW Elegant Renovation in Bucktown (Chicago)

Elegant, newly renovated 1 bedroom apartment nestled in the trendy Chicago neighborhood of Bucktown. Our home is the perfect place for you to stay while you explore the city. Located just a few blocks away from vibrant Bucktown restaurants, live music, bars, 606 city trail, and downtown. The Damen blue line subway station is about 10 minute walk from the apartment, giving guests easy access to O’Hare and the rest of the city. Free street parking is also available.

4.87 out of 5 average rating, 105 reviews

Apartment in South Loop

McCormick 2B/2Ba corner unit/opt parking/sleeps 6

• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security officers in the building • 2 Queen size beds + Sofa bed for 2 extra guests • Comfortable stay for up to 6 guests at a time • Access to the Gym in the building • Fast dedicated Internet • 4K smart HDTV(Netflix and Roku) • Fully equipped & stocked kitchen with Coffee & Tea • EV charging stations available • Optional Parking space for only $30/day

4.96 out of 5 average rating, 230 reviews

Condo in West Loop

Updated Designer Duplex In Fulton Market W/parking

We completed our luxury renovation in kitchen, bathrooms, and patio with a fire pit! We hope you enjoy! The first thing you notice stepping into my house are the sky-high ceilings! Enormous floor to ceiling windows allow light to stream into the the 2 floor home. The stylish and very large terrace are great for summer nights. Walk out the front door & you are in the heart of restaurant row with all the best bars and restaurant in the city. Parking included!

Apartment in Ukrainian Village

4.9 out of 5 average rating, 527 reviews

iKlektik House Chicago / Robin

CLOSE TO THE UNITED CENTER! Bright, Sunny and Stylish one bedroom, full kitchen, balcony overlooking the backyard in West Town WITH FREE STREET PARKING. Close to Wicker Park, Ukrainian Village West Town and Bucktown. The space is amazing...just read the reviews! Very cozy! There is FREE street parking. WiFi Speed has been upgraded to 1200mps!! NEW mini-split system that is very quiet heating and cooling. WE DO NOT RENT ON "CL" DO NOT WIRE $ IT'S A SCAM

4.82 out of 5 average rating, 130 reviews

Condo in South Loop

Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba

Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional service along with “local vibes.” Guests love staying with us because: ✅ Beautiful views of the Park & Lake ✅ Central Location ✅ Parking garage attached to building ($15-30 / night - Operated by LAZ) ✅ FAST WIFI ✅ Comfy KING beds ✅ Rooftop Deck ✅ 1 block from Red, Orange, Green "L" subway ✅ Close proximity to Park, Soldier Field, Museums

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Popular amenities for Chicago Loop Holiday Accommodation with Fire Pit

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fire pit

4.83 out of 5 average rating, 100 reviews

Home in Bensenville

Skyway w/ Shuffleboard

HeatherRating, 5 stars1 month ago

Wonderful house for our group of 10 ladies! Blaine was great and prompt with all communication. Would definitely stay again and recommend to others

4.96 out of 5 average rating, 122 reviews

Home in Bridgeport

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

LuciaRating, 5 stars2 weeks ago

We were 4 adult and 1 dog and we stayed at Matthew's place, everything went smooth and easy to feel at home, parking spot and great location of the house make us everything easier, it was so fast to get to the downtonw in lees than 20 minutes. Matthew was always responsive to all our questions, I definitely will search for this place to sray on my next trip to chicago.

4.9 out of 5 average rating, 367 reviews

Home in Lake View

Private 3rd Floor Apartment

RickRating, 5 stars1 month ago

Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.

4.97 out of 5 average rating, 152 reviews

Home in Wilmette

Unique porcelain-enamel paneled "Lustron" home

MichelleRating, 5 stars2 weeks ago

We enjoyed our 2nd visit as much as the 1st. Great location! Wonderful hosts! Cool house! Comfortable beds! Beautiful serene backyard. (=

4.94 out of 5 average rating, 148 reviews

Home in Avondale

BoHo House - A Chic, 1903 Chicago Workers Cottage

niratiRating, 5 stars2 weeks ago

Adam was a great host and very responsive. We loved our stay. The house was clean and the house is easily accessible to everything. Would definitely recommend!

4.98 out of 5 average rating, 115 reviews

Home in Lincoln Square

Entire first floor in Lincoln Square!

Mary BethRating, 5 stars5 days ago

This is our second stay at this location and we hope to return again in the future. It is a very well-maintained place in a safe location. Also, we love how clean it is!

4.95 out of 5 average rating, 396 reviews

Home in Pilsen

Get Cozy at a Powder-Blue Residence in the Heart of Pilsen

NancyRating, 5 stars1 week ago

This place was amazing! My friends and I were scared about the parking at first but it was pretty easy. Instructions were really clear and the host was really amazing with their communications. The area that the home was located in felt safe and is pretty quiet. The home itself had great designs and decorations which made the home feel really cozy to me. I would definitely stay here again and I recommend it to others who are traveling to Chicago.

4.86 out of 5 average rating, 139 reviews

Home in Chicago

Boho Chic Coach House 30Min to downtown W/ Parking

ShaniaRating, 5 stars1 week ago

I enjoyed my stay. It was clean and pleasant. Marilyn was very friendly and quick to respond to any questions I had. I would recommend staying at this Airbnb! Great time!

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Apartment rentals with a fire pit

Apartment in Humboldt Park

4.98 out of 5 average rating, 103 reviews

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis

BriantRating, 5 stars1 week ago

We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

4.99 out of 5 average rating, 156 reviews

Apartment in Forest Park

Sunny 1 bedroom apartment 1 block from restaurants

EleanorRating, 5 stars1 week ago

Jim was a fantastic host. Very responsive and timely in his communications and support for our needs during our stay in their place. Their home was comfortable and well appointed with additional amenities you don't often see in AirBnB spaces, like N'espresso appliances and supplies. We would definitely consider repeat visits! Thank you, Jim!

4.94 out of 5 average rating, 72 reviews

Apartment in Chicago

Travel To Chicago New City

JessicaRating, 5 stars3 weeks ago

Khong was a great host and super communicative. The place was as described. Everything was clean and the fenced in yard was a nice bonus. The drive into the city was anywhere from 30-45 minutes depending on traffic. There is a garage to park a small car in, I was able to find parking on the street as well. Something to note is that this is in the south side of Chicago so it’s not the greatest area. There was a lock on the gates to get to the house so I didn’t necessarily feel unsafe. Overall, a great stay.

4.84 out of 5 average rating, 101 reviews

Apartment in Chicago

Charming retreat w/ fireplace

BriRating, 5 stars2 weeks ago

We truly had the best time staying at Alec’s. The space is lovely, comfortable, and has everything you’d need. The outdoor spaces were beautiful and private with a high fence surrounding it. We enjoyed spending time by the fire and the neighborhood is great. Our favorite part by far were Alec’s two lovely pups Molcajete and Lobita. They were absolute ANGELS and made us so happy- we hated leaving them. Alec was a great host- super communicative, friendly, and just what we needed. When we come back to Chicago, we’ll definitely stay with him again.

Apartment in East Rogers Park

4.9 out of 5 average rating, 175 reviews

Executive Apartment on Lake Michigan with parking

JoshuaRating, 5 stars1 week ago

Man this place was awesome! It was so relaxing and peaceful. Everything was the way it was described. Definitely coming back!

4.85 out of 5 average rating, 405 reviews

Apartment in West Town

Explore the City from an Elegant, Urban Retreat

CassidyRating, 5 stars3 weeks ago

Our stay at Marissa’s went seamlessly! She was very responsive and accommodating ! Would stay here again :)

4.98 out of 5 average rating, 53 reviews

Apartment in Uptown

Private studio near Wrigley

LauraRating, 5 stars1 day ago

We had a lovely stay here! Nicholas was so helpful and responsive, and the place was perfect. The studio is immaculately kept, and we were very comfortable. The neighborhood is beautiful and a short walk away from public transportation to get anywhere you want to go. My favorite part of this place is the luxurious bathroom— so nice for cleaning up and relaxing after spending the day walking around the city! Highly recommended!