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Pet-friendly vacation rentals in Chicago

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Chicago

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Rental unit in Lincoln Park

4.79 out of 5 average rating, 159 reviews

Chicago Lincoln Park Getaway

Getaway to this sunny 2 bedroom, 1 marble bath home in the desirable East Lincoln Park neighborhood. Our dream location is THE place to be - next to restaurants, nightlife, transportation, and entertainment. Walk to the Lakefront (0.7 miles), the North Pond Nature trails (0.1), the Lincoln Park Zoo (0.5 miles), and more! The 25M Morningstar mansion is across the street & the historic Wrigley Mansion a block away. For those traveling with youngsters, baby essentials are provided in the apartment.

Home in Berwyn

4.99 out of 5 average rating, 113 reviews

Retro Modern Bungalow— fire pit + free parking

Experience the city in style at Retro Modern Bungalow. The perfect crash pad for up to four friends and two pups. Featuring two spacious bedrooms, each w/ a king bed + luxury linens, a propane fire pit and a fully fenced backyard. Enjoy central HVAC, hi-speed WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

Guest suite in Portage Park

4.93 out of 5 average rating, 392 reviews

Peaceful Portage Park Apartment

You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

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 suite in Chicago

4.98 out of 5 average rating, 137 reviews

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

Guest suite in Logan Square

4.97 out of 5 average rating, 272 reviews

Stylish Studio in Historic Logan Square

Modern garden studio (4 steps down), located in the heart of the highly desirable Logan Square neighborhood. This luxurious space with heated floors & a spa inspired bathroom and kitchenette is situated on the Historic Logan Boulevard, 2 blocks from the CTA Blue Line which runs between downtown & O'Hare airport. The suite has a private entrance & access to a magical shared backyard space. The owner's treehouse deck can be reserved. An oasis in the city with exciting city easily accessible!

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

Guesthouse in Lincoln Square

4.89 out of 5 average rating, 275 reviews

Private Coach house near Lincoln Square!

Lovely 625 Sq Ft detached, single-story coach house(100 years old) located in Bowmanville, nestled between Andersonville, Ravenswood, and Lincoln Square. This little piece of heaven offers the privacy of a detached home with a fenced oversized yard perfect for puppies to run around in or just crack open a beer from one of our many local breweries. The house provides a full-size kitchen and bath with a walk Less than 1 mile to the closest CTA and 2 miles north of Wrigley. Pets Allowed!

Rental unit in Roscoe Village

4.96 out of 5 average rating, 278 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

5 Star Reviews! 1 Bedroom Apartment,King Bed, queen sofasleeper, OwnOcc. Bldg. Featuring Central Air, Private Balcony, Deluxe Kitchen Stainless Steel Appliances, Microwave, & More. 55" TV, Direct TV.This outstanding Location is steps from the Roscoe Village Business District and a quick walk to the Train Stop & Bus stops, to Downtown Chicago & United Center(Hawks & Bulls).Walk to Bars, Restaurants & Shops.All stays over 30 days will require Guests to Complete additional "Lease".,

Rental unit in Logan Square

4.87 out of 5 average rating, 300 reviews

Logan Square Video Game Loft

Treat yourself to a unique stay in this hip video game themed studio. Enjoy the comfort of this large, bright space—and the games and artwork on display—during your trip. Explore the happening neighborhood scene in the Logan/Bucktown/Wicker Park area via the 606 walking trail (right outside the door) or walk two blocks to the Blue Line el stop for easy access to downtown or the airport. *Please be sure to review the Other Things to Note section as well as our house rules.

Rental unit in Logan Square

4.88 out of 5 average rating, 161 reviews

Bright and Cozy 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 trendy Logan Square. Designated parking spot is NOT available, but there is plenty of street parking. Note: -This is a basement unit. If you're taller than 6 ft, you may have to bend down at certain areas in the unit. -There are two windows in the bedroom and two windows in the living room for natural light.

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 319 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

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Popular amenities for Chicago pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly home rentals with a hot tub

Home in Skokie

4.92 out of 5 average rating, 71 reviews

Quiet and welcoming house.

Home in Bridgeport

4.95 out of 5 average rating, 110 reviews

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Condo in Lincoln Square

4.92 out of 5 average rating, 100 reviews

The Fox Den

Rental unit in Roseland

4.94 out of 5 average rating, 49 reviews

420 friendly apt with 2 queens,1full roller,1 twin

Home in Elmhurst

4.89 out of 5 average rating, 72 reviews

Luxe 3BR, 2BA + Hot Tub

Guest suite in Carol Stream

4.94 out of 5 average rating, 288 reviews

Cozy Lakefront Retreat: Hot Tub & Bar/Pool Table

Rental unit in West Town

4.87 out of 5 average rating, 432 reviews

Checkerboard Studio with Private Outdoor Hot Tub and Yard

Home in Andersonville

5 out of 5 average rating, 35 reviews

Andersonville Home for Groups! Hot Tub Yard Garage

Pet-friendly home rentals with a pool

Home in Highland Park

4.91 out of 5 average rating, 140 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

Rental unit in The Loop

4.86 out of 5 average rating, 36 reviews

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

Home in Munster

5 out of 5 average rating, 8 reviews

Munster hide away

Rental unit in Magnificent Mile

5 out of 5 average rating, 11 reviews

Luxury Designer Penthouse Combo West | Gold Coast

Rental unit in River North

4.8 out of 5 average rating, 143 reviews

Kasa | Walk Magnificent Mile | River North

Rental unit in The Loop

4.82 out of 5 average rating, 216 reviews

Spectacular Corner 2BR Penthouse in the Loop | Roo

Rental unit in West Loop

4.87 out of 5 average rating, 113 reviews

33rd-Floor 2000ft² PH Near Fulton Market|TheHarper

Rental unit in Logan Square

4.8 out of 5 average rating, 61 reviews

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

Pet-friendly house rentals

Home in Lincoln Park

4.84 out of 5 average rating, 158 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Home in North Park

4.96 out of 5 average rating, 152 reviews

Chicago River House with private patio!

Home in Avondale

4.94 out of 5 average rating, 115 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

Home in Bolingbrook

4.92 out of 5 average rating, 119 reviews

The Sunshine Spot

Home in Naperville

4.83 out of 5 average rating, 109 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Home in Chicago Ridge

4.93 out of 5 average rating, 101 reviews

Quiet cul-de-sac with huge fenced in backyard

Home in Andersonville

4.97 out of 5 average rating, 111 reviews

Andersonville/ Cozy 3b 3b House / 99 walk score

Home in Lincoln Park

4.82 out of 5 average rating, 222 reviews

Spacious Luxury Townhouse - Old Town

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

Total rentals
3.4K properties
Total number of reviews
138K reviews
Family-friendly rentals
1.7K properties are a good fit for families
Rentals with a pool
670 properties have a pool
Rentals with dedicated workspaces
2.4K properties have a dedicated workspace
Wifi availability
3.3K properties include access to wifi

Destinations to explore