Places to stay in Old Town, Chicago

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Popular amenities for Old Town, Chicago places to stay

Stay near Old Town, Chicago's top sights

Lincoln Park Zoo211 locals recommend
Magnificent Mile104 locals recommend
Museum Of Contemporary Art Chicago53 locals recommend

Other great vacation rentals in Old Town, Chicago

Top guest favorite
Guesthouse in Wicker Park
4.98 out of 5 average rating, 42 reviews

Solar Victorian MCM Coach House

AsitRating, 5 stars1 week ago
We had a lovely stay at this quiet little oasis in Wicker Park. The Coach House is charming, comfy, spotless, and stocked with everything you need. There is great food and transit just steps away. Joe and Shannon are fantastic hosts—friendly, responsive, and full of great local tips. You can tell they really love their city, and it shows in the way they host. Can’t wait to come back!
Guest favorite
Apartment in Lincoln Park
4.92 out of 5 average rating, 38 reviews

Lincoln park getaway, Outdoor patio! Summer Fun!

ErinRating, 5 stars3 weeks ago
Fantastic location. Beautiful neighborhood, street parking was easy to find and lots to do within walking distance. Highly recommend!!
Superhost
Condo in Lincoln Park
4.92 out of 5 average rating, 12 reviews

Cozy Condo, Sleeps 2!

BriannaRating, 5 stars3 weeks ago
I enjoyed my stay. The neighborhood was walkable and quiet. Check-in went smoothly and there were no issues throughout my stay. Thomas was very communicative and responsive.
Guest favorite
Apartment in Near North Side
4.92 out of 5 average rating, 37 reviews

Lincoln Park Haven: Balcony, Walk to Whole Foods

HoustonRating, 5 stars1 month ago
We had a great stay at this apartment in Lincoln Park. The view was excellent, and the building amenities were a nice bonus. The location was convenient too--Whole Foods was right across the street, with other shops like REI nearby. It was easy to get downtown and explore other parts of Lincoln Park. We were traveling with a toddler and a newborn, and the host helped by providing a pack 'n play. Communication was clear and timely. Overall, a smooth experience.
Superhost
Apartment in Old Town
4.88 out of 5 average rating, 8 reviews

Comfortable & Modern Studio in City Center 1 Bath

EllaRating, 5 stars3 weeks ago
Stayed here for a few nights to explore Chicago, the location and the apartment were amazing! TJ and Hatice were super easy to contact and were super accommodating:)
Top guest favorite
Condo in Old Town
4.98 out of 5 average rating, 64 reviews

Two Floor Luxury 3 Bedroom Condo in Old Town

BetsyRating, 5 stars3 weeks ago
What a gem - We loved our stay! Whenever you find a beautiful, comfortable, well appointed home in a GREAT location with a helpful, kind and responsive host it’s a huge win! This stay checked all of those boxes and will most definitely be on our ‘repeat properties’ list.
Guest favorite
Home in Lincoln Park
4.98 out of 5 average rating, 80 reviews

Opulent 3bdr2bth Old Town Luxury + Parking prmts

MehganRating, 5 stars3 weeks ago
Lovely space and a perfect location for exploring the city. Great restaurants within a short walk. Lincoln Park also just a short walk.
Superhost
Condo in Old Town
4.88 out of 5 average rating, 90 reviews

Spacious & Elegant Old Town Duplex

AmyRating, 5 stars1 week ago
This condo worked great for our family of 5 (3 teenagers). The location was ideal to the train and bus stops. We were able to easily walk to Old Town where we enjoyed Second City, Corcoran’s Pub and Jeni’s Ice Cream. We felt the condo was in a safe location. You can hear the L go by, but we didn’t mind it; reminded me we were in the city. We were able to secure a parking spot (SpotHero) right behind the condo which was ideal. Was it a bit pricey, yes…it’s Chicago, everything was expensive. Enjoyed our visit!

Quick stats about vacation rentals in Old Town, Chicago

  • Total rentals

    80 properties

  • Nightly prices starting at

    G$14,640 GYD before taxes and fees

  • Total number of reviews

    6.8K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Old Town