Vacation rentals with a fireplace in Old Town, Chicago

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Top-rated fireplace rentals in Old Town, Chicago

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Guest favorite

Apartment in Chicago

4.99 out of 5 average rating, 158 reviews

Settle Inn Lincoln Park

Boutique destination on the quietest street in Lincoln Park. Sun-filled, third-floor walk-up in its original 1886 layout, hardwood floors and trim. Recently renovated and highly curated space is designed to foster a complete Chicago expereince. ADVENTURE - Picnic backpack with map of our favorite picnic spots BEVERAGES - Bottled still and sparkling beverages, coffee, tea and espresso; To-go coffee cups to keep you caffeinated on the move! COOKING - Brand new appliances, cookware, flatware, bakingware, utensils, milk frother, Vita-mix and Nespresso Vertuo; Recipe and ingredients for (the world's best?) chocolate chip cookies CONNECTING - Over one dozen curated games to bring together groups of children, families and adults; 4K LED TV with Hulu live, Netflix, and Amazon Prime; Pre-stamped postcards to help you share your Chicago experience with those absent CONVENIENCE - Nest thermostat; Keyless entry; Self check-in/out READING - Curated assortment of hardbound classics all within the public domain; Any book started at the Settle Inn can be downloaded and finished for free on your journey home SAFETY - Window openings limited to 5 in.; Metal bed frames with protective covers on mattresses, box springs and pillows; Quarterly pest monitoring for entire building; First aid kit SHOWERING - Individual Beekman 1802 shampoo, conditioner, body wash, lotion and face soap for each room; makeup remover pads; individual toothbrushes and Crest toothpaste SLEEPING - New hybrid (foam and innerspring) mattresses with high thread count and matching linens across all beds; Custom blackout shades TECHNOLOGY - USB outlets in every bedroom, common area and kitchen; WiFi with fastest internet available Guests have full access to our front garden. As our house is adjacent to the rear alley, there is no private parking. This quirky house placement is what affords us one of the few front yards in Lincoln Park. Street parking is (surprisingly) abundant on our well-hidden street. Complimentary 24-hour passes are available. As we live on the first floor, we are available for any questions, recommendations or issues. Please feel free to knock or message. We encourage visitors to walk to get around or during down time. The encompassing Landmark District is an outdoor museum of the unique architecture and craftsmanship of the late 1800s. One of the only homes to survive the Chicago Fire is on our block Multiple convenient and scenic options. Lake Shore Trail and Lincoln Park provide open and scenic walking routes when traveling north or south. Chicago's bike share (Divvy) operates a station <0.1 miles away. The Armitage L stop and Sedgwick L stop are both ~0.7 miles away. Proximity to Lake Shore Drive provides critical flexibility when trying to make flights during busy traffic times (i.e., all the time). Hopefully, you will meet Elly, our 15 lb. Westie. When excited she will bark (such a terrier). She only knows love and affection and is 100% great with all kids and adults.

Oct 4 – 11

R15,071 ZAR per night

Guest favorite

Apartment in Chicago

4.98 out of 5 average rating, 297 reviews

Redesigned Lower Level Studio in Historic Building

The space is very comfortable, quiet and cozy. There are new cabinets, granite counter tops, all new appliances and a washer and dryer. Guests sleep on a king size tempur-pedic mattress or a queen size trundle style pull out sofa. There is hi-speed wi-fi, cable TV (Showtime), 55' flat screen TV and a wood burning fireplace. The bathroom is immaculate and includes a full bathtub with shower. This is a private apartment and you will have access to the entire suite. There is a back and front door with adequate lighting and easy access for guests. My family and I live next door and I will be available at our guests convenience. I am happy to provide any information, recommendations, directions etc.. I am easy to reach and am always available but will not intrude on our guests privacy. This unit is on a beautiful tree lined street in the heart of Old Town, close to St. Michael's Church, Steppenwolf Theater, and the Second City Improv Theater. The location allows for easy access to all of Chicago by either train, bus, or car. The blue and brown line train stations are within walking distance. Street parking is readily available and no permits are necessary. A Chicago Cab or Uber can get you to Milleniumm Park in approx. 15 minutes. Four adults can comfortably stay in this unit. The king size tempur_pedic mattress is the pinnacle of comfort and the queen size trundle style pull out sofa is comparable to sleeping on an actual queen size mattress. The queen size bed could comfortably fit 3 children. There is street parking readily available but I can provide an assigned space behind the building if necessary, for additional cost.

Aug 16 – 23

R6,418 ZAR per night

Guest favorite

Apartment in Chicago

4.91 out of 5 average rating, 157 reviews

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)

Welcome to this Old Town Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertainment on bustling Wells St. - Close to every popular attraction that makes Chicago so great - Room for reg-size SUV in private driveway! - Luxurious interior design - Tranquil rooftop w/ grill - Fast WiFi - Pillow-top Bamboo mattress in each master en-suite - State of the art kitchen - Exceptional workspace - 5 minute walk from red line (CTA L) We look forward to hosting you!

Jul 6 – 13

R10,661 ZAR per night

Guest favorite

Guest suite in Chicago

4.98 out of 5 average rating, 111 reviews

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*

Dec 24 – 31

R1,501 ZAR per night

Superhost

Condo in West Town

4.86 out of 5 average rating, 435 reviews

Humboldt Park Traveler's Lodge

Come stay at my gorgeous condo! Featuring exposed brick, a private entrance, stainless steel appliances, and a queen bed -> all on a quiet tree lined street! It's a perfect place to re-energize between big city adventures. Free street parking, and a 5 min walk to some of the best independently owned shops, restaurants, and bars in the city. Also, the massive and incredible Humboldt Park is also just a 5 min walk away! Please reach out for recommendations - I love giving them to people!

May 20 – 27

R2,680 ZAR per night

Superhost

Apartment in Wicker Park

4.78 out of 5 average rating, 217 reviews

Private Studio Apt in the Heart of Wicker Park!

*No Hidden Cleaning Fees or Deposits* Enjoy Wicker Park with your own private renovated studio apartment! This large studio is on the corner of Wood St & Le Moyne St. The apartment comes complete with a large living space, pull out couch bed, kitchenette with fridge & microwave, air conditioning, wifi, TV, new bathroom, laundry facilities, and a communal rooftop deck with skyline views. Close to EL train, highway, shopping, restaurants, nightlife, cafes, 606 bike trail and more!

Nov 22 – 29

R2,545 ZAR per night

Guest favorite

Apartment in Lake View

4.86 out of 5 average rating, 201 reviews

Private Queen Bedroom and En Suite Bath

Visiting Chicago? Stay in true Windy City style by joining us in our historic 3-flat in the Lakeview neighborhood on Chicago's North Side within walking distance of Wrigley Field and the popular Southport Corridor of restaurants, bars and shops. We love hosting and can help you tailor an exploration of our city that is perfect for your interests or occasion. Walking access to the Red and Brown Elevated lines and buses at the end of the block can get you throughout Chicagoland.

Jul 14 – 21

R2,401 ZAR per night

Guest favorite

Home in Chicago

4.97 out of 5 average rating, 318 reviews

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.

Apr 5 – 10

R3,281 ZAR per night

Guest favorite

Apartment in Chicago

4.9 out of 5 average rating, 123 reviews

Spacious & New Modern-Chic Condo Close to Downtown

Kick back & relax in your home away from home in our modern & peaceful space in the heart of the West Town & Noble Square neighborhoods, close to downtown. Featuring incredible natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Grand Avenue, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

Jan 25 – Feb 1

R3,381 ZAR per night

Guest favorite

Condo in Lincoln Park

4.99 out of 5 average rating, 181 reviews

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D

• 1,750ft² / 162m² • Walk Score 95 (walk to cafes, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Free street parking with pass included • Onsite washer + dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport Note: The wood-burning fireplace is not operational.

Jan 7 – 14

R6,458 ZAR per night

Guest favorite

Apartment in Chicago

4.92 out of 5 average rating, 490 reviews

2BR Bursting w/ Character in Hip Logan Square!

The unit sits on our extra wide city lot in the center of hip Logan Square! The apartment is eclectic and well decorated, with vintage touches and full of charm. For a garden unit it feels spacious, clean, bright and comes with all of the desired amenities, including access to our spacious side yard!

Mar 26 – Apr 2

R2,601 ZAR per night

Guest favorite

Guest suite in Lake View

4.91 out of 5 average rating, 358 reviews

Contemporary, private suite w fireplace

This classy old house, built in 1895, is totally remodeled & owner occupied. It sits in a residential neighborhood with tree-lined streets & is surrounded by coffee shops. Located 1 1/2 miles from Lake Michigan and Wrigley Field, and walking distance from the bus to Downtown and Millennium Park.

Feb 5 – 12

R1,470 ZAR per night