Pet-friendly vacation rentals in Wicker Park, Chicago

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Wicker Park, Chicago pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
An open-concept dining and kitchen area is featured, with a long wooden table accompanied by several chairs. A spacious kitchen island with seating sits nearby, and a warm wooden floor enhances the inviting space. Natural light fills the room, highlighting the exposed brick wall.
Home in Lincoln Park
4.94 out of 5 average rating, 124 reviews

Spacious Full Home Near the Heart of Wrigleyville

JessicaRating, 5 stars1 month ago
We had an amazing stay at Dustin’s place! We had a group of 9 ladies who fit perfectly with plenty of cozy beds and linens. The location was very walkable and we felt safe. We walked over to Barcocina Lakeview on Friday, and then jumped on the train to River North on Saturday to celebrate St. Patrick’s Day. We had a couple of questions during our visit, and Dustin was speedy on the replies! Everyone in the group said the experience was 10 out of 10. We hope to visit again.
Guest favorite
A single-story house features a welcoming entrance with a front step and decorative wreath. Inside, cozy sleeping areas include both a queen bed and twin bunk beds. A smart TV displays a cityscape, while a dining table with six chairs is ready for meals.
Home in Lombard
4.89 out of 5 average rating, 132 reviews

Comfy Home w Access to Major Roads/Hwys, Huge Yard

DanielRating, 5 stars3 weeks ago
Great place to Spend the night or even a week. Our fight to Miami got canceled and his place was the perfect place for our family of 5 to spend the night. Friendly and responsive would definitely recommend to anyone looking for a place to stay in Chicago.
Guest favorite
An inviting outdoor patio area features sleek white furniture, including a curved sofa and a coffee table atop a striped rug. A hammock is suspended nearby, surrounded by lush greenery and a wooden fence, with the warm glow of lights illuminating the space.
Home in North Park
4.96 out of 5 average rating, 168 reviews

Chicago River House -Glowing Sofa Oasis

LuaRating, 5 stars5 days ago
We had our mini wedding at this home and it was perfect for us! Everything was great and the host was very communicative and understanding.
Superhost
A spacious living area is designed with high ceilings and natural light. Comfortable seating is provided by two leather sofas, while a wooden coffee table anchors the space. A large flat-screen TV is mounted on a dark accent wall, and subtle decor includes plants and wall art.
Home in Illinois Medical District
4.86 out of 5 average rating, 100 reviews

Casa PLZN Location | Entire Home | Garage Parking

CecilioRating, 5 stars3 weeks ago
Great place near restaurants and cafes. Garage access is a plus. Train noise is noticeable at first but you get used to it and it's only noise as the house doesn't rumble when the train passes.
Guest favorite
Home in Avondale
4.94 out of 5 average rating, 139 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

KendraRating, 5 stars3 weeks ago
Amazing spot - love the home and backyard area, and such a good peice point!! Short ride on the L downtown, safe home, and LOVE having access to a garage!! Adam was responsive and helpful, and he was so understanding about one of our kids who accidentally broke part of the furniture there. 5/5, would go back next time we are in Chicago!!
Guest favorite
A historical brick row home features three stories and large windows trimmed in white. A wrought iron fence encloses a manicured front yard with green grass, providing a welcoming entryway to the property.
Home in Chicago
4.94 out of 5 average rating, 94 reviews

Spacious Row Home next to Transit w Garage

MollyRating, 5 stars1 month ago
Tian’s row-house was spacious and comfortable! Great for large groups with kids. 4 bedrooms had doors on them, and the 2 extra sleeping spaces were not enclosed, so better for kids (bunk beds). Kitchen was well appointed, open to the dining and living rooms, making the open plan common space really spacious. We were a group of 11 people and there was plenty of room for all of us. The neighborhood was quiet at night, sleeping was never a problem, and the beds were comfortable… plenty of extra pillows, blankets, etc. The 2 and a half bathrooms were also large and roomy. We mostly used Uber to get to downtown Chicago, although there is a train stop nearby. It usually took about 20 minutes and cost around $30. This was economic for us since we didn’t want to rent a car and navigate independently. The price for this extra large property was great, given all the comfortable space we got! We had a wonderful stay there.
Superhost
A vintage frame house is set in a spacious yard with a grassy area and several trees. The house, painted white, features multiple windows and is positioned to allow sunlight. A paved pathway leads to the side entrance, creating easy access to the property.
Home in Wood Dale
4.76 out of 5 average rating, 160 reviews

Excellent Location for Vacation or Business Stays.

JamesRating, 5 stars3 months ago
This was our second stay at Rita’s and we found it very accommodating and great of an experience as our last visit. The neighborhood is in a great location and it is cozy and quiet. The property was extremely clean. We would be happy with staying here again in the future.
Guest favorite
A charming three-story home features a welcoming facade with large, illuminated windows. The wood deck allows easy access to the main entrance, surrounded by greenery. Neighboring houses exhibit similar architectural styles, contributing to a cohesive neighborhood aesthetic.
Home in West Lake View
4.9 out of 5 average rating, 50 reviews

Charming House in Roscoe Village - 1895

CourtneyRating, 5 stars3 weeks ago
Molly and Bryan are the epitome of amazing hosts! Our family of four stayed at the Swan House for several months while repairs were made to our home - and we couldn’t have asked for a better experience. The house is exactly as pictured/described and Molly & Bryan were so incredibly accommodating… making us feel right at home during an otherwise chaotic period of time for our family. The house itself is conveniently located in the Lakeview/Roscoe Village area and we loved the walkability, proximity to a local park, public library and fantastic restaurants. Thank you for a great experience, Molly and Bryan!

Pet-friendly home rentals with a pool

Superhost
An inviting outdoor pool area features modern loungers and cabanas, surrounded by greenery. The heated pool reflects the skyline, while guests can be seen enjoying the space. Chic seating arrangements enhance the atmosphere of relaxation and socialization.
Apartment in River North
4.77 out of 5 average rating, 73 reviews

Level ◆ Brand New Luxe One Bedroom

GregRating, 5 stars2 months ago
What isn’t to like about this place? Amazing building, incredible views (from the unit I was in), beautiful unit, great amenities, perfect location, friendly staff. I will be staying here whenever I visit Chicago in the future.
Guest favorite
An open living area is displayed with floor-to-ceiling windows offering city views. A sleek sofa and two stylish chairs are arranged on a patterned area rug. A wooden dining table is visible next to the windows, enhancing the spacious atmosphere of the penthouse.
Apartment in West Loop
4.85 out of 5 average rating, 89 reviews

Quiet but in the Heart of City walk Everywhere

ChrisRating, 5 stars3 weeks ago
This place was incredible. My kids and I loved staying here. My young daughter had asked to stay in a "fancy hotel" on our trip, and this blew her mind with the views over the city, how nice the space was, and the pool and hot tub that we pretty much had to ourselves every evening. The kitchen had the things we needed to make our own meals. And we were within easy reach of every place we wanted to go. The included parking spot really took things over the top to make this a great deal and an amazing stay for our family.
A bright living area features large windows offering city views. Modern furnishings include a comfortable sofa and stylish accent chairs. A round coffee table is placed on a textured rug, complemented by indoor plants and warm lighting to enhance the ambiance.
Apartment in The Loop
4.76 out of 5 average rating, 216 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

LauraRating, 5 stars4 days ago
Fantastic location, felt incredibly safe, and was exactly as described. Great space and made for the perfect spot for our family during our stay in Chicago. Would absolutely return.
A clear above-ground pool is positioned in a fenced backyard surrounded by greenery and decorative plants. The pool reflects sunlight, creating a vibrant blue hue. A basketball hoop is mounted to the wall, integrating recreation into the outdoor space.
Apartment in Logan Square
4.7 out of 5 average rating, 118 reviews

Play in the Windy City and rest by the “606”

RichardRating, 5 stars3 months ago
This airbnb would be good for 2 couplesnorna family of 4. The kitchen is verynfuntional, and the living space is open and quite large. Check in/out instructions are clear. Beau was very responsive.
A bright living room features comfortable seating with a blue sofa adorned with colorful throw pillows and two accent chairs. A glass coffee table sits in the center, while a wall-mounted television and clock create an inviting atmosphere. Natural light filters through vertical blinds.
Apartment in Des Plaines
4.86 out of 5 average rating, 44 reviews

Comfortable/Free Parking/Close to O'Hare & Chicago

CalebRating, 5 stars1 week ago
Tysha's place was perfect and had everything I needed for a great stay! I will definitely be booking again when I'm in the area!
A clear swimming pool is surrounded by a stone patio and features a tranquil blue hue. Sun loungers are positioned nearby, adding to the outdoor space's inviting atmosphere. The area is well-lit by sunlight, showcasing the pool's clean appearance.
Place to stay in River Forest
5 out of 5 average rating, 12 reviews

Long term rental-Delightful one bdrm pool house

JenniferRating, 5 stars31 months ago
Definitely a great stay! October 1st and we were swimming! Decor is amazing! Tv was easy to figure out and had lots of options. We had a busy day before and after our stay so we used Michael’s pool house as a relaxing stay in between and it was perfect
Guest favorite
A modern living area features a spacious blue sectional sofa accompanied by a round wooden coffee table. Two plush poufs add comfort, while large windows offer ample natural light and views. A dining area is visible in the background, with a sleek white table and chairs.
Apartment in The Loop
4.9 out of 5 average rating, 70 reviews

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

CarmillaRating, 5 stars3 weeks ago
This is a nice place to stay. We enjoyed the location and amenities.
Superhost
The exterior entrance features a sturdy staircase leading to the apartment, flanked by potted greenery and blooming flowers in planters. A Chicago flag gently waves, adding a local touch, while the textured stone pathway is visible beneath, hinting at a welcoming atmosphere.
Apartment in Logan Square
4.81 out of 5 average rating, 64 reviews

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!

JosephRating, 5 stars3 weeks ago
This place is a great location for almost anything one would like to do in Chicago. Close to train lines, plenty of surrounding restaurants and grocery stores, and parking was a breeze. Also Kevin was a wonderful host and this apartment was exactly what I needed for the stay.

Private, pet-friendly home rentals

Guest favorite
The living area features a comfortable sofa adorned with colorful cushions, positioned beside a unique wooden coffee table. A striking piece of wall art adds visual interest, while a dining area with modern chairs is visible in the background, complemented by potted plants.
Guest suite in Portage Park
4.93 out of 5 average rating, 412 reviews

Peaceful Portage Park Apartment

DruRating, 5 stars2 weeks ago
I got what I paid for and was satisfied with my choice of this Airbnb. I will highly consider staying here again next time I come to Chicago!
Top guest favorite
A spacious living area is furnished with a dark gray sectional sofa and a low coffee table. A flat-screen TV is positioned on a neatly arranged stand. Soft lighting is provided by a nearby lamp, and the space features light-colored walls and tiled flooring.
Apartment in Westchester
4.96 out of 5 average rating, 28 reviews

Short Drive to Hospitals/Airports/Downtown Chicago

LonRating, 5 stars4 months ago
The place was newly remodeled, very clean and organized. Everything in the apartment was well stocked and very livable, including Roku access to open your own subscriptions Hulu, Netflix, etc. Please be aware that the location is a basement with a relatively steep flight of stairs, with safety lips on the edges.
Guest favorite
A well-lit living area features a striped sofa accompanied by two modern armchairs. A wooden coffee table sits in the center, complemented by a patterned rug. Shelves display an array of silverware and decorative items, adding character and visual interest to the space.
Condo in East Rogers Park
4.92 out of 5 average rating, 231 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

DianneRating, 5 stars1 week ago
Love this place! It’s peaceful, walkable, plenty of things to do in the area and close to the Lake. Will definitely be back to stay here and visit family. Thanks Kaye, for always being responsive and helpful.
Guest favorite
An open and inviting living space is showcased, featuring a light-colored sofa with a throw blanket, a dining table with wooden chairs, and a flat-screen TV. Natural light enters through multiple windows, illuminating the warm hardwood flooring.
Apartment in Irving Park
4.92 out of 5 average rating, 251 reviews

Skylights, King Bed, 2 bedrooms

CarrieRating, 5 stars3 months ago
it was a very good stay the place was exactly as described and the beds were very comfortable! The only comment I would have was regarding the staircase getting into the apartment which was very narrow and difficult to drag suitcases up! While this was not really an issue for us I would suggest mentioning it in your listing so that in case elderly people come they know what to expect. Overall great stay!
Guest favorite
A modern living room features a comfortable gray sofa adorned with pillows and a textured blanket. An orange suitcase serves as a coffee table atop a patterned area rug, while framed art graces the walls. A decorative plant and stylish floor lamp add character to the space.
Apartment in Wicker Park
4.85 out of 5 average rating, 171 reviews

Oasis Collection's Mid-Century 3 Bd Wicker Park.

BeckieRating, 5 stars3 weeks ago
This is a very clean and comfortable unit. The beds are very comfy, the comforts are wonderfully soft. Basic toiletries and kitchen essentials are provided. The location is excellent for us, as we have young grandchildren and a dog, both enjoyed wicker park. Many restaurants are close enough for walking.
Top guest favorite
A modern living room is presented with a spacious gray sectional sofa adorned with patterned cushions. Above a white brick fireplace, a flat-screen television is mounted. Abstract wall art pieces are displayed nearby, complemented by a round coffee table featuring decorative bowls.
Townhouse in Wicker Park
4.99 out of 5 average rating, 75 reviews

𓃥Wicker Cozy Corner w/Parking on site

SairaRating, 5 stars1 week ago
Incredible stay! Hien was so friendly and responsive, the unit was beautiful and felt more spacious in person than in the photos! Lovely spot in the neighborhood, quiet street and amazing food and things to do nearby. Thanks so much Hien!
Superhost
A spacious sleeping area features a large bed topped with neutral-toned linens and decorative pillows. Two bedside lamps provide soft lighting beside nightstands. A plush rug adds warmth to the floor, and a comfortable chair is positioned in the corner under a world map wall decor.
Apartment in West Rogers Park
4.84 out of 5 average rating, 105 reviews

Personal Parking, In-Unit Laundry & King Bed

NufileRating, 5 stars3 weeks ago
What you pay is what you get. We didn’t come to Chicago to cook, so kitchen wasn’t an essential part of our amenities. Aside from that, it’s the best bang for our buck. The hosts are lovely people and I would come back to this place again! Loved it
Guest favorite
An open-concept living area features polished wooden floors and neutral-colored walls. A kitchen island with a double sink is equipped with modern appliances. A cozy seating area includes a dark sectional sofa and a rustic coffee table, with a small decorative rug enhancing the space.
Apartment in Logan Square
4.89 out of 5 average rating, 173 reviews

Private 2 Bedroom Retreat

JeffreyRating, 5 stars1 month ago
Great stay for two months while we shopped for an apartment in Chicago. The location is fantastic—walkable to tons of restaurants, bars and the L. And Wendi's apartment was fully stocked, from kitchen to bathroom, with the things we needed to feel at home for two months.

Quick stats about vacation rentals that are pet-friendly in Wicker Park, Chicago

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    3.2K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore

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  3. Illinois
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  5. Chicago
  6. Wicker Park
  7. Pet-friendly rentals