Holiday rentals with a fireplace in Old Town, Chicago

Find and book unique fireplace rentals on Airbnb

Top-rated rentals with a fireplace in Old Town, Chicago

Guests agree: these rentals with a fireplace are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Loft in Old Town

4.92 out of 5 average rating, 250 reviews

Stunning Old Town Penthouse with Private Rooftop

This listing is for the entire building, which is the combination of a penthouse loft (3BR) and the unit directly underneath (2BR), easily connected by private stairs. You will also have a private rooftop deck. This is a beautiful 4,000 sq. ft penthouse loft combined in the heart of downtown Chicago. The building is next to "Magnificent Mile" and steps away from amazing restaurants, comedy clubs (Zannies, Second City), theaters, boutique shopping, public transportation (red line, and 156 bus line), bars and just four blocks from the beach. **Please be aware there are 45 steps to get into the unit (2 flights). This building is truly one of a kind. Built in 1897 and completely renovated in 2016 this unit has exposed brick, 20 foot ceilings and 120 year old barn wood floors capped off with a rooftop deck overlooking Willis (Sears) Tower. 5 bedrooms - 4 with king beds and one with 3 single beds (a bunk bed and a separate single) Also a nook area with a twin bed, built in reclaimed wood; very cute, unique, and comfortable sleeping area! 4 full bathrooms Two full kitchens and two full living rooms. Penthouse master bedroom- Fit for a king. Located on balcony level overlooking living room. Vintage french doors open to balcony. Furnished with a tempurpedic king sized bed and 50 inch TV. Attached to marble bathroom with jacuzzi and all-marble rain forest dual shower head steam shower. Enjoy Kohler faucets and heated floors. (All assortments of toiletries, blow dryer, extra towels, linens, and extra pillows and blankets included) Penthouse second and third bedrooms - Spacious and comfortable, king bed in one, three singles in one. Nicely outfitted with crown molding and large closets. Second Bathroom - Marble floors, classic European style and granite counter tops. (All assortments of toiletries, blow dryer, extra towels and linens included) Fourth bedroom - Furnished with a cloud like king sized bed, crown molding, exposed brick, and large closet. Remote controlled overhead fan. Connected to a brand new subway tiled bathroom with antiqued brass hardware and a jacuzzi. Enjoy heated floors here as well. (All assortments of toiletries, blow dryer, extra towels, linens, and extra pillows and blankets included) Fifth bedroom - Spacious and comfortable, with cloud like king bed. Crown molding, exposed brick and large closet. Remote controlled overhead fan. Fourth Bathroom - Subway tiled walls with antiqued brass hardware here as well, classic European style marble counter tops. (All assortments of toiletries, blow dryer, extra towels and linens included) Extra amenities include two push button fireplaces, vintage 1950 Valley pool table, dartboard, surround sound stereo system, PS3 (with movies and games), blu ray, board games and two 60-inch hanging TVs both equipped with HBO, Netflix, Showtime, TiVo, and Amazon each in their own full sized living rooms. Two full laundry rooms in building with irons and ironing boards. Last but not least is the private rooftop deck. This view is absolutely magnificent. Your first walk out onto this large spacious rooftop deck will leave you speechless. It boosts a comfortable couch, grill, and large table all adorned with round draping bulb lights going from corner to corner of the deck, with a full 360 degree view of the Chicago skyline. You will never forget your Chicago visit when you are on the roof deck after the sunsets and the city lights fill up the sky. Spoil yourself in the Windy City. There is nothing else like this in the city. Upon arrival, a welcome packet that will explain to you all about the features of the penthouse and how to maximize your time while staying here. Anything from how to work the jacuzzi to how to operate the electronics is outlined and at your disposal when you walk in the door. We are also pet friendly. While exploring the city we are very centrally located we recommend walking or biking to places like Michigan Ave and the Oak Street beach. A wonderful place to spend an afternoon! There is a parking garage across the street for $26/day located at 1225 N Wells Street. There is also metered street parking. Old Town is an historic area of Chicago right in the middle of the action. It's a perfect base from which to experience the city. Walk or bike to interesting places like Michigan Avenue and the Oak Street Beach. We are very close the the Red Line El train and numerous buses and a divvy bike station. Parking garage across the street. Uber and Lyft are choice methods as well. However, being in the heart of Old Town there is plenty within walking distance.

Top guest favourite

Flat in Lincoln Park

4.99 out of 5 average rating, 175 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.

Top guest favourite

Apartment in Lincoln Park

4.99 out of 5 average rating, 151 reviews

❤︎ 1,800ft² Parking ⎜ Workspace ⎜ W/D ⎜Full Kitch

• 1,800ft² | 167m² . My home is on the top floor of a four flat Itallian Brick Building . You have 3 flight of stairs to Climb to enter. • Walk Score 95 (walk to cafe's, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Onsite, secured parking • 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 fireplace is non working

Guest favourite

Flat in Humboldt Park

4.96 out of 5 average rating, 298 reviews

Logan Square 2nd Floor Chicago Victorian

Walk up the stairs to your sunny 7 rm, 2 queen bedrooms with full kitchen & 10' ceiling. 1/2 block the 2.9 mile walking/running/biking 606/Bloomingdale Trail that travels over other neighborhoods you can explore. In 2024, 'Time Out Magazine' voted Logan Square, one of the top 'Cool Neighborhoods in the World'. Walking distance to many restaurants, bars, breweries (beer & coffee) 20 min. walk to the Blue Line 'L' for O'Hare or Downtown. Rosa's - 'Chicago's Best Blues Club' - NY Times- 3 blocks

Top guest favourite

Flat in Magnificent Mile

4.98 out of 5 average rating, 159 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.

Guest favourite

Flat in Old Town

4.91 out of 5 average rating, 105 reviews

Family-Friendly 2BD/2BA Prime Location (+parking)

Getaway to this authentic Old Town apartment! 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 - Privacy is hard to beat in this beautiful courtyard! - Luxurious interior design - Master en-suite w/ all the bells/whistles! - Extremely Fast WiFi - Pillow-top Bamboo mattresses - Charming neighborhood - 5-10 minute walk from red line (CTA L) We look forward to hosting you!

Top guest favourite

Flat in Lincoln Park

4.99 out of 5 average rating, 126 reviews

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Centrally located in the heart of Lincoln Park this meticulous 2 bedroom apartment is just a short walk to downtown Chicago, the Lincoln Park Zoo, lakefront, shops, restaurants and nightlife. This luxury designer 2,000 SF 1st & 2nd floor apt is bright and spacious and features everything needed to live in Chicago like a local. The apartment features two bedrooms with king & queen beds, 3 full baths, pullout couch, gourmet kitchen, central HVAC and washer/dryer. Recently completely renovated.

Guest favourite

Townhouse in Near North Side

4.93 out of 5 average rating, 133 reviews

Old Town/Lincoln Park Luxury Home Garage & Rooftop

Old town luxurious townhouse with rooftop, patio and attached garage (with Level 2 electric car charger for any type of electric car). The extra wide floor plan allows for 4 large bedrooms and 2.5 bathrooms spread over 4 levels of living. One block away from Brown Line station and 4 blocks away from Red Line station and best of Lincoln Park shopping. 10 minutes walk to North Avenue Beach or Lincoln Park Zoo. 5 minute walk to Second City, Zanies and Old Town dining & nightlife.

Top guest favourite

Home in West Loop

4.98 out of 5 average rating, 356 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.

Guest favourite

Apartment in North Side

4.97 out of 5 average rating, 161 reviews

Lincoln Park 2bed/2bath in Historic Neighborhood

Just steps from the lively center of Chicago's Lincoln Park and poised above the quiet, tree-lined streets of the coveted Arlington-Deming neighborhood, this residence on the top floor of a three-story walkup is the perfect for families that want to be close to it all! Lake Michigan, Lincoln Park Zoo, multiple parks, transportation, dining, nightlife, and more. We provide one daily parking permit per night of your stay so you can access free street parking.

Superhost

Apartment in Old Town Triangle

4.88 out of 5 average rating, 155 reviews

Lincoln Park Hideaway - 5 Min Walk to the Park!

800 sq ft 1 Bed 1 Bath Charming garden-level apartment right in the heart of Lincoln Park. Please note that you will need to walk down a short flight of stairs to access the unit. Close to all the best that Chicago has to offer! Walking distance to restaurants, convenience stores, and public transportation. Anything you could want for a nice trip to Chicago to visit friends and family, work relocation, or just explore our gorgeous city!

Guest favourite

Guest suite in Lake View

4.9 out of 5 average rating, 407 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.