Known for its bustling nightlife, dining and entertainment venues, Wicker Park is one of the poshest residential enclaves of Chicago. The minimalist cafes, quirky boutiques and extravagant shopping also make this place a major crowd puller. It has become a popular tourist destination in recent times and is visited by tourists from across the globe. It is the ideal place to visit for your graduation trip or if you are looking to explore the best of food and shopping that Chicago has to offer. Since this place has so many advantages, hotels here could be a bit on the higher end. To simplify your stay, we have curated a list of some of our favourite, pocket-friendly vacation rentals in and around Wicker Park. Scroll below for the best Vrbo accommodations in Wicker Park, Chicago, Illinois.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 23, 2024.
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1. Lovely apartment for four people
Located in the heart of Wicker Park, this beautiful vacation rental is the perfect choice for a squad of four. It is easily accessible to the best of eateries and shopping in the city. The two bedrooms here are super spacious and the apartment offers all the necessities one would need for a comfortable and hassle-free stay. Some of the facilities at your disposal include high-speed internet access, air conditioning, a TV connection, central heating as well as all the basic essentials.
1439 N Milwaukee Ave Apt 4F
2. Swanky vacation rental for eight
This three-bedroom swanky apartment is the ideal fit for larger groups of seven to eight people. It is conveniently located near stores, highly rated local restaurants, gardens, and all the famous tourist attractions of the city. The apartment has been recently remodelled and is oozing with utmost style and a chic ambience. It is the perfect apartment to feel absolutely relaxed and rejuvenated on a holiday. High-end furniture, comfortable beddings, air conditioning, internet access and a TV connection are some of the amenities offered here.
1539 N campbell ave Garden Unit
3. Marvelous apartment for six
This gorgeous apartment is beautifully designed with modern furnishing and bright decor making it an aesthetically appealing place to live in. It is located in Wicker Park which is known for its charming historic architecture and hip restaurants as well as some great shopping. The apartment looks chic with intricate detailing and contemporary furnishings to add charm to the ambience. The facilities provided here include a washer, a dryer, air conditioning, heating facility, TV access and parking facility.
2321 W North Ave 2
4. Wonderful apartment at a great location
This charming two-bedroom apartment is tastefully decorated with intricate detailing and offers a stylish open concept living area. This apartment is a short drive to the downtown area and the Loop and is conveniently located near amazing boutiques and excellent coffee shops. The facilities offered here include air conditioning, heating facility, TV access, parking facility, washer, dryer, WiFi, washing machine and lots more.
Top guest reviews
Host:
Management was prompt and responsive to a minor problem we hadGreat neighborhood with lots to offer for both adults and kidsThe property manager was very responsive and helpfulVery professional throughout Excellent property as advertised or perhaps betterThe condo was well maintained and the location was fantasticLocation:
Plenty of restaurants and bars Upbeat neighborhood 25 minute Uber Ride to McCormick CenterWe had a wonderful time Located in a wonderful neighborhood with lots of amenities within walking distance Close to a train stationWe walked to dinner each night and enjoyed the neighborhood immenselyIt is a longer walk to a grocery storeThis unique property is located in a vibrant neighborhoodCleanliness:
Amenities included in kitchen and bath were very helpfulRead more reviewsAmenities & Room:
Very comfortable space terrific spotThe only drawback is that the walls are paper-thinWe could hear the neighbor like they were in the room with usOnly suggestion would be to add some throw blankets for covering up while hanging out in the living roomPerfect place to call home away
5. Super comfortable apartment for six
This splendid apartment consists of two spacious bedrooms which can easily accommodate up to six people. From the floor-to-ceiling windows to the rustic decor, everything here looks extremely charming. It is centrally located and is easily accessible to the lively bars and delicious restaurants of the city. Some of the amenities offered here include internet, air conditioning, TV access, washer, dryer, central heating, and all the basic essentials.
Top guest reviews
Read more reviewsLocation:
Very nice and well priced for the area A lot to do and close to everything I n the center of townThe stairway to the apartment could use some cleaning and some work A little pricey for the location and this unitThe apartment was nice and clean but very little in the way of amenities
6. Centrally located apartment with great facilities
This gorgeous vacation rental is located in the heart of Wicker Park and consists of three comfortable beds, making it an ideal accommodation for a group of six vacationers. It is an absolute value for money and consists of all the amenities you would need for a delightful and hassle-free vacation. The facilities at your disposal here include central heating, air conditioning, washer, dryer, high-speed internet access, essentials and TV access.
Top guest reviews
Location:
The apartment is near plenty of shops bars and restaurants all very walkableKids loved to sit on the sofa by the window and watch the world go byGreat location for good priceCleanliness:
it is updated and cleanRead more reviewsAmenities & Room:
The apartment itself is very pretty and so clean
7. Fully furnished apartment in a fabulous location
This well-maintained and fully furnished apartment consist of one spacious bedroom, ideal for two people. It is the perfect choice for couples, solo travellers and those travelling for business purposes as well. It is located in the heart of Wicker Park and is just a short drive to downtown where one can find some of the best shopping areas, eateries and extravagant nightlife. The facilities offered in this rental include parking access, TV connectivity, a washer, dryer, internet connection, air conditioning and central heating as well.
Top guest reviews
Host:
made it so easy to access Management group is super responsiveVery nice condo with all the amenities we needed Located in a very nice area with wonderful restaurants and downtown close by Loved having the parking placeThe only issues we hadLocation:
Excellent location cute place to stay Convenient to the blue line Close to some great restaurantsGreat location in Wicker Parkthree blocks from The "L" stationClose to 3 Food Channel recommended eateriesIt was a nice amount of space full kitchen and very comfortable Super close to so many restaurants shops and bars Quick walk to the Blue LineRead more reviewsAmenities & Room:
so we did not have lighting to the bedroomWe could not get the TV to work and one of the breakers blue when we plugged in the hairdryerIt sounded like they were almost in our unit Quiet during the daybut they seem to be partying a lot at one and two in the morning
8. Beautifully decorated apartment for six
This gorgeous and splendid vacation rental consists of two spacious bedrooms which can easily accommodate up to six guests. The apartment is bright and airy with large windows. It is tastefully decorated with modern decor and wooden floors. The two bedrooms here consist of comfortable mattresses, a 48 inch 4K TV, WiFi, air conditioning, central heating and lots more.
Top guest reviews
Host:
We were concerned about parking but public transportation made it super simpleOutside building entry was not very welcomingSam was responsive but did not answer questions directly or provide any flexibilityLocation:
It also made it easy to get DowntownCheck in/out times were unreasonable and not aligned w hotelsRead more reviewsAmenities & Room:
very inconsistent Blinds in one bedroom did not workWill look for another place nearby next time
9. Extravagant and sparkling clean apartment
This beautiful space is stylish, has an open-concept living area and spacious bedrooms which consist of queen-sized bedrooms. It also consists of a fully stocked kitchen with the latest appliances and everything else you would need to cook a sumptuous meal. It is located in a posh area in Wicker Park, which is known for its bustling nightlife, lip-smacking restaurants, and lively entertainment. The amenities at your disposal include air conditioning, free WiFi, TV access, cable connection, central heating for chilly nights, basic essentials, and lots more.
Top guest reviews
Host:
So why did I love it?The only other negative for us was that we had trouble with the wifiHowever Sonder made it rightFirst of all was the locationThe kitchen is great for heating or a quick mealLocation:
The neighborhood was great to walk aroundWe walked down the street about 15 minutes to a supermarket to get food for breakfastHowever there are many place to eat or buy food in the areaThis third floor apartment is literally across the street from the Damen Station on the Blue Line in a "hip fun" Wicker Park Neighborhoodand there were fun activities within a 2-5 minute walk from the children's playground at Wicker Park to adult trivia at one of the barsCleanliness:
Property was clean and ready when we arrivedThe condo was beautifully furnished and in excellent conditionso we were able to save the cost and headache of taxi rides there and backRead more reviewsAmenities & Room:
Both bedrooms were large and comfortable with excellent beds and bedding The one issue was the noise in the bedroom on the street sideThe building itself appears old and dated but the apartment is updated and trendyThere are two bedrooms and one of them is off the street and rather quietIt is clean with comfortable bedsWe had booked property because it was suppose to have 2 BA
10. Spacious and well-maintained apartment for 10
This vacation rental is the ideal choice for large groups of 10 people. It is not only oozing with comfort but is absolutely cost-efficient as well. It is located in the heart of Bucktown and is in close proximity to the Cuban Place which is a hub for some of the best eateries in the city. There are several coffee places, pubs and sports bars within the vicinity too. There are an array of facilities provided, such as high-speed internet access, air conditioning, washer, dryer, parking facility, TV and cable connection. The best part is that the property is pet-friendly as well!
Top guest reviews
Host:
Brad was a great hostCommunication with Brad was very helpful and easy- he even let me go see the house in person after booking it in JanuaryHe was very responsive to all of my questions leading up the the trip and during our stayThe unit was very clean and well equipped and we really enjoyed our visit I would recommend this location for anyone that wants a central location in ChicagoLocation:
The neighborhood is a very cute quiet and clean area Walkable to fun bars at the DamenWe really enjoyed this property and it was a very short drive to downtownas expected Nice young trendy neighborhood safe Grocery store aldi within walking distance several restaurants within walking distance No coffee maker or toaster but everything else that was ex...We had a lot of guests flying into Chicago and it was comfortable for everyone to stay and also very convienent to get to from blue lineWe had a lovely time Close to a variety of restaurantsCleanliness:
The property was very clean and had very nice accommodations - big rooms large master bath bright windowsThe house easy very clean and the beds were comfortableRead more reviewsAmenities & Room:
Plenty of light from recessed ceiling lightingThe living space & the kitchen is separated by the stairs which does make the space seem smaller but we still very much enjoyed our stayalso would be a great addition to have a chandelier type light over the dining room tableThe surrounding area was quiet with a many young peoplebut would have loved directed light especially for reading It
Chicago’s trendiest and coolest epicenter
Wicker Park is the hub of one-of-a-kind boutique shops, extravagant nightlife, entertainment venues and lip-smacking fine-dining restaurants. It has attracted people from all walks of life as it has something or the other to offer which will please every age group. It is truly one of the places you must visit when looking for an absolutely fun-filled getaway.
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