Pet-friendly vacation rentals in South Loop, Chicago

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Top-rated pet-friendly home rentals in South Loop, Chicago

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Guest favorite

Rental unit in Lincoln Park

4.87 out of 5 average rating, 178 reviews

Chicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre

This East Lincoln Park condo is steps to the lakefront, restaurants, shopping, the Zoo, North Pond Nature Sanctuary, and more! Features 2 bedrooms, 2 desks, and a brand new marble bath & kitchen (plus a pack-in-play!). This dream location is across the street from the $22MM Morningstar mansion. Since the 1800s the term pied-à-terre (literally 'foot-to-the-ground') has meant a vacation or weekend home in the city. Whether your Chicago travel is leisure or business, you'll feel right at home. Experience Chicago like a local, in this incredible East Lincoln Park location. This renovated condo in a vintage building is the perfect launching pad for your stay in Chicago. 1st Bedroom This bedroom has a queen bed, desk, and desk chair. Please note that the bedroom "door" is a curtain. 2nd Bedroom The second bedroom has a queen bed, desk, and under-bed storage drawers. WIFI + Work We offer wifi throughout the apartment. Should you need to get work done during your visit, both bedrooms have desks. Kitchen The new white quartz kitchen is small but mighty! Features white quartz countertops, a marble backsplash, garbage disposal, a gas range, Bosch dishwasher, LG fridge, microwave, electric kettle and drip coffee maker. It is stocked with cooking essentials and utensils. If salt, pepper, oil or sugar run out during your stay you would be responsible for purchasing additional, if needed. Coffee and Tea We provide an electric tea kettle, 5-cup drip coffee machine and ground coffee. Feeling indulgent? The area has MANY coffee shops! Families For those traveling with youngsters, a pack-in-play and bedtime books are provided. The apartment's walk-in closet is large enough to set up the provided pack-in-play if you like. Note that the apartment's outlets have not been covered. Climate Control Each bedroom has a window AC unit in the summer. Radiators heat the home in the winter. Living and Dining Room The combo living/dining room has a wall-mount 2020 55” smart television and a small counter-height table. The sofa folds down into a bonus 3rd bed. If you plan to use the sofa as a sleeping space, kindly bring your own additional bedding. Laundry A coin-operated laundry room is located in the building. $0.75 to wash and $0.75 to dry. Pets Pets are considered on a case by case basis with a pet fee and *must* be given advanced authorization to be at the property *before* booking. A $250 fine will be assessed if any pets are found on the property without prior authorization. Parking Free street parking is available in the neighborhood. Although we don't have off-street parking, the hospital garage a 1/2 block away at 2515 N Clark St has paid parking ($6 for 3 hours, $10 for 7 hours, $15 for 24 hours). Pied-à-Terre My husband and I use this home as our own pied-à-terre. Accordingly, we put a lot of attention into the details that make us feel comfortable when traveling. Some of those details include high thread-count cotton and linen bedding, and high quality fixtures and appliances. We're always thrilled to see others enjoying the home just as much as we do! I would love to host you! Send me a message with any additional questions you may have. ♡ Heather FAQ's Q: Do you offer early check-in or late check-outs? A: We use this precious little time we have between guests to prepare the home following the CDC Cleaning Guidelines, as well as to complete any maintenance tasks, so your stay is uninterrupted. If you request an early check-in or late check-out, we will try to accommodate if possible but cannot confirm until a day or two ahead. If additional time is important, we recommend booking an additional night to your stay. Q: Do you allow luggage drop-off for early arrivals or late departures? A: We are unable to guarantee the availability of luggage drop-off, but will accommodate when possible. Q: Do you offer a cleaning service? A: Our cleaners can accommodate additional cleaning services for an added cost. Just ask us! Q: Is the home ADA accessible? A: The home is on a high first floor 12 steps up. Q: Can I book on behalf of a friend, family member or co-worker? A: While we would love to host whoever you are booking for, we do need them to book for themselves with their own account. For business trips or if you book travel for your company, Airbnb allows designated bookers at companies enrolled in Airbnb for Work to book trips on behalf of others. This is a fantastic neighborhood with an incredible amount of restaurant, shopping and entertainment options steps away! Street parking is available, no permit needed! No on-site parking. The building has a shared laundry room. The picturesque, affluent Lincoln Park neighborhood is a nature lover’s dream — manicured gardens, a hidden lily pond, historic homes, and tons of lakefront green space with sweeping city views. It also happens to be home to one of the country’s oldest free zoos and an acclaimed dining scene! PARKING • Free street parking is available in the neighborhood and a permit is *not* needed. Although we don't have off-street parking on the premises, the hospital garage a 1/2 block away at 2515 N Clark St has paid parking ($6 for 3 hours, $10 for 7 hours, $15 for 24 hours). BUS • Clark Street has a bustling bus schedule and the #22 Clark and #36 Broadway are very frequent. The #151 is a half block east on Stockton and will take you directly down Michigan Ave. On weekdays you can also grab the #156 LaSalle at that same stop. BIKE • We’re a biking city. Chicago has 303 miles of bike lanes and the second-highest percentage of commuters riding their bikes to work. Our bike share program is called Divvy. We have 3 dock stations within an approx. 4-minute walk of the apartment. The cost is $3.30 for a single 30 minute ride; $15 for a day pass of unlimited rides in a 24-hour period, up to 3 hours each. Passes can be purchased at the dock. TRAIN • The closest El station is the Fullerton Red, Purple and Brown Line station [13 min. walk]. TAXI • Uber/Lyft/Curb: These ride hailing apps are all easy to use and convenient! Although the maximum number of people you may have on your reservation is 5, the apartment is set up for 4 people. Please note that the blue sofa and dining table are apartment-sized (see photos). Four bath towels, two hand towels, and two wash cloths are provided. There is a laundry room on site should you require freshly washed towels during your stay. The blue sofa does fold down into a bonus 3rd bed. This has not been included in the listed number of beds because extra bedding is not provided for this 3rd bed.

Guest favorite

Rental unit in Magnificent Mile

4.98 out of 5 average rating, 117 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 favorite

Rental unit in Ukrainian Village

4.98 out of 5 average rating, 256 reviews

Ukrainian Village Garden Retreat

A newly updated 1 bedroom, 1 bathroom apartment in Chicago's historic Ukrainian Village. Located a few blocks from Wicker Park, Ukrainian Village is a small historic district of Chicago filled with historic architecture. Access the apartment via a smart lock, the apartment includes everything you need for a comfortable stay, including a queen-sized bed, full kitchen, fiber high-speed internet (100+ Gbps up and down), smart TV, modern bathroom, in-unit washer & dryer, and free garage parking.

Guest favorite

Rental unit in Logan Square

4.9 out of 5 average rating, 165 reviews

Cozy and Comfy 1BR Apartment in Logan Square!

Welcome to Chicago! Our 1-bedroom/1 bathroom apartment unit is perfect for getaway to Chicago. It's professionally designed with modern furniture and located in the trendy Logan Square neighborhood. Designated parking spot is NOT available, but there is plenty of street parking. NOTE: -This is a basement unit with a low ceiling ( HEIGHT: 5.9 ft.). ONLY SUITABLE FOR SOMEONE AROUND or UNDER 5.8 FT. -There are two windows in the bedroom and two windows in the living room for natural light.

Guest favorite

Rental unit in Lincoln Park

4.99 out of 5 average rating, 109 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 favorite

Rental unit in Logan Square

4.9 out of 5 average rating, 379 reviews

Sunny Logan Square Artists' home

2nd floor classic Chicago 2flat with lots of light. 3 bedrooms available, with 2 additional sofabeds. Great if you and family/group of friends are in town for an event and want to stay together. Grocery store 1.5 blocks away. Quiet street. Parking is decent. New bath has all marble walls, extra long/deep tub and rain shower. 1 mile walk to the Logan Square CTA Blue Line and Logan Square brunch/night-life. 5 min walk to Metra. Walk to 606 trail. Chicago Registration Number: R24000117459

Guest favorite

Condo in The Loop

4.88 out of 5 average rating, 105 reviews

Downtown Park #11 - Mich Ave PH | gym+rooftop

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Queen bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

Guest favorite

Rental unit in Pilsen Historic District

4.89 out of 5 average rating, 169 reviews

Spacious unique artist's home in Pilsen

Spacious 2 BR, 2nd floor in the wonderful Pilsen neighborhood *Pandemic Note: I am very concerned about keeping a safe environment for my guests and myself. My cleaning protocols exceed even Airbnb’s enhanced guidelines. 2.5 m. To downtown 1.6 m. To McCormack place Just 4 blocks to CTA station This is not a luxury loft, it is a hand crafted, rustic artist’s space with an open floor plan Bear in mind this building Dates to 1879. (charm?)

Guest favorite

Rental unit in Lincoln Square

4.96 out of 5 average rating, 356 reviews

Bright family-friendly Lincoln Square 2-bed 1-bath

Light-filled, comfy 2-bed 1-bath apartment on a quiet, tree-lined street in Lincoln Square on Chicago's north side. Spacious kitchen stocked with essentials, washer/dryer, and your own private porch. Walk to cute local shops, cafes, grocery stores and the Rockwell brown line stop. Pet and kid-friendly (in one of the city's most family-friendly areas). Street parking is free, easy and doesn't require a permit.

Superhost

Guest suite in West Loop

4.88 out of 5 average rating, 107 reviews

Cozy one-bedroom suite in the heart of West Loop

Enjoy your trip to Chicago in the heart of Fulton Market in this cozy, one-bedroom guest suite. Whether you’re visiting friends or here for business, this guest suite is the perfect space to unwind at the end of the day. Grab dinner at Chicago’s top-rated restaurants in Fulton Market and West Loop, all within a 10 minute walk. Go out for the night at some of Chicago’s best bars and nightlife.

Guest favorite

Condo in West Town

4.97 out of 5 average rating, 760 reviews

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.

Guest favorite

Rental unit in West Town

4.87 out of 5 average rating, 432 reviews

Checkerboard Studio with Private Outdoor Hot Tub and Yard

Soak in the private outdoor hot tub in the leafy, fenced-in yard outside this spacious studio. The home boasts high ceilings with exposed silver ducting and eclectic decorations, including cow print furniture, and an intricately carved bathroom door. While the decor is eclectic, the king-size bed sets the standard for comfort.