Pet-friendly vacation rentals in North Side

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for North Side 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 Chicago
4.94 out of 5 average rating, 125 reviews

Spacious Full Home Near the Heart of Wrigleyville

JessicaRating, 5 stars2 months 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
The kitchen features modern white cabinetry with sleek countertops and stainless steel appliances. A central island with a wooden top provides additional workspace. Two woven barstools are situated at the island, and natural light enters through the dual windows, illuminating the space.
Home in Naperville
4.87 out of 5 average rating, 131 reviews

Home away from home

MarenRating, 5 stars1 month ago
Your place was perfect for my needs. It was larger than necessary for just myself but the location was perfect. My son attends BenU and I loved that I could meet up with him in minutes. Lisle and Naperville are great communities. The house was very well equipped and the yard was perfect. If you are going to have the full 6 people staying there is only one bathroom. Not a problem but if you come with a larger group I just wanted to note that as it is sometimes important. I highly recommend this place and I hope to use it again next year when my son graduates from BenU. Thanks for a great place and stay.
Superhost
A cozy living area is displayed with a pair of beige sofas, accented by decorative pillows. Framed wall art complements the decor. A soft rug is positioned on the wooden floor, while a lampshade on a side table adds subtle illumination.
Home in Blue Island
4.81 out of 5 average rating, 198 reviews

Warm and comfortable inviting Suburban home !

DelaneyRating, 5 stars2 days ago
Beautiful area and home, wonderfully helpful and responsive host. Very grateful to have stayed here!
Superhost
The front exterior of a single-story ranch home is displayed, featuring a brick facade and a light-colored siding. A two-car garage is present on the right, with a paved driveway leading to the entrance. Lush green grass surrounds the house, under a clear blue sky.
Home in Bolingbrook
4.92 out of 5 average rating, 130 reviews

The Sunshine Spot

SavahannahRating, 5 stars1 month ago
We stayed for a week. The house was spacious and clean, and the neighborhood felt very safe. It was close to the mall and any store you'd ever need. Richard was very responsive and helpful! Washer & dryer were great to have for a longer stay. Wifi and smart tv were great. Also was glad there was even a lead in the backyard for our dog!
Guest favorite
A corner jacuzzi whirlpool tub is positioned against a wall, featuring multiple jets for relaxation. A white toilet and a small wooden stool are visible nearby. Light gray walls are complemented by a window covered with a light-colored curtain, allowing natural light to filter in.
Home in Chicago Ridge
4.92 out of 5 average rating, 136 reviews

Quiet cul-de-sac with huge fenced in backyard

EthanRating, 5 stars4 days ago
Tom was a very good host very responsive, This was my first time ever in a Airbnb and I was not disappointed at all very clean he made sure we had everything we needed! I didn’t get to meet bear sadly 🥲 I love dogs and wanted to meet the puppy lol, my girlfriend was pleased for her 21st birthday thank you Tom we will definitely be back again!!
Superhost
The exterior of a single-story home is framed by lush green grass and dark mulch landscaping. A welcoming pathway leads to the front door, adorned with a seasonal wreath. A large tree provides shade, and a white fence marks the boundary of the yard.
Home in Naperville
4.85 out of 5 average rating, 123 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

MichaelRating, 5 stars2 days ago
Great place! Liz was really nice. I had trouble getting into the home. Liz called me, reset lock remotely and helped me get in. The house was pristine, and really cozy. We had a great time and highly recommend this to anyone interested.
Guest favorite
A charming house features a light-colored exterior with a steeply pitched roof. A welcoming front porch is adorned with hanging plants. Lush greenery surrounds the property, with a pathway leading up to the steps. Clear skies and sunlight enhance the inviting appearance.
Home in Forest Park
4.91 out of 5 average rating, 109 reviews

Adorable house Madison Street w/ 2 car garage!

KendallRating, 5 starstoday
Such a great spot and so close to good coffee and on a beautiful tree lined street. Street parking was a breeze and our party of three each felt like we had privacy in our rooms!
Superhost
A red brick bungalow is shown with well-maintained landscaping. The porch features steps leading to the entrance, framed by green foliage. A pathway runs along the front of the house, highlighting its inviting exterior.
Home in Chicago
4.91 out of 5 average rating, 133 reviews

House 3BED/2BATH/1PARKING close to Downtown & Lake

DebraRating, 5 stars12 months ago
Junni is incredibly responsive. This was a great spot for my family to stay for my daughter’s Loyola University graduation. It was close to my daughter’s apartment and the university. The parking spot is KEY, especially if you are busy and don’t return until the evening or later because street parking was usually full. The home was clean and tidy. When we had an issue figuring out how to match the tv chromecast and connect it to our smart phones, Junni was quick to respond, and with some help from google, we got it working so we were able to stream from our phone to the tv. The wifi works great too. The couches and beds were also very comfortable. The showers worked well. There were plenty of towels, extra toilet paper, and the showers had body wash, shampoo, and conditioner. We would definitely stay here again.

Pet-friendly home rentals with a pool

Guest favorite
Home in Highland Park
4.92 out of 5 average rating, 143 reviews

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

MaryRating, 5 stars4 days ago
We had a great stay overall. From start to finish, Kailash was extremely helpful, friendly and responsive. We needed a long-term stay with 2 big dogs, and this house worked great for us. We didn't get to use the pool much because the weather didn't cooperate, but the pool and patio area are gorgeous. The location is great, close to everything - grocery stores, restaurants, etc. There is a trail behind the house (accessible through a gate in the back yard), and it leads to a beautiful and huge forest preserve - beautiful for walks/hikes in the woods! The kitchen was a great space for us, and it had everything we might need for cooking, etc. The house was very comfortable for our family, and we would come again. Thank you, Kailash!
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 Chicago
4.77 out of 5 average rating, 73 reviews

Level ◆ Brand New Luxe One Bedroom

GregRating, 5 stars3 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
A bright living area features floor-to-ceiling windows, offering views of the city. A comfortable sofa is positioned beside a round coffee table, with a decorative vase. A dining table with four chairs is visible, complemented by a textured area rug that adds warmth to the modern space.
Apartment in Chicago
4.86 out of 5 average rating, 91 reviews

Quiet but in the Heart of City walk Everywhere

TomRating, 5 stars4 days ago
Nice appartment in West loop, well equipped and the access to a gym & pool is a plus. Cloud9 staff was responsive and helpful.
Guest favorite
A modern kitchen with dark wood cabinetry and granite countertops is complemented by stainless steel appliances. A large island with seating for six is positioned next to a dining area featuring a round table for four. Views of the lake are visible through the windows.
Apartment in Chicago
5 out of 5 average rating, 7 reviews

Luxury Designer Penthouse NW | Pool | Gold Coast

CraigRating, 5 stars3 days ago
Couldn’t find a better spot for me. I’m from LIlINCOLN PARK Chicago. I go every year for my birthday, right in the heart of things with a great view, very clean. The set up in the apartment was awesome. Will be back.
Guest favorite
A rooftop pool area is visible, surrounded by modern buildings that reflect the city skyline. The pool, framed by sleek railings and lounge space, draws the eye to the open sky above. Neutral-toned tiles create a clean, spacious environment for relaxation.
Apartment in Chicago
5 out of 5 average rating, 7 reviews

South Loop | Rooftop With In & Out Parking | 1

HeatherRating, 5 stars1 week ago
This spot is in a great location — just a short, easy walk to and from Soldier Field, and convenient for grabbing an Uber to explore other parts of Chicago. The split master bedrooms with private bathrooms are a great feature, especially for groups wanting a bit of privacy. A couple of suggestions: it would be nice to have TVs in the bedrooms (just a personal preference), and the living room could use either a larger couch or an extra chair to comfortably seat four adults. Communication with TAIMS was excellent — they were quick to respond to all our messages. The only hiccup was parking: it was a bit confusing because the street address didn't match the address listed on the parking garage sign. Once we figured it out, it was fine, but clearer instructions would definitely help future guests.
Guest favorite
A spacious living area is highlighted by a plush blue sectional sofa adorned with yellow and patterned throw pillows. Natural light filters through a large window, revealing a view of the city. A wooden coffee table is centered on a colorful area rug, accompanied by contemporary decor.
Apartment in Chicago
4.9 out of 5 average rating, 73 reviews

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

FnuRating, 5 stars1 week ago
Great location and convenient to explore the city. Walkable to restaurants and public transport. Unit is very spacious and view from patio during night time is breathtaking. Matches the description accurately. AC is controlled by city so living area can get cold during night time and no way to adjust the temperature. Finding the location can be tricky as google maps shows duplicate address inside federal building on w Jackson st.
Superhost
A cozy living area is presented, featuring a comfortable sofa and a stylish blue chair. A wooden coffee table sits in the center, complemented by a textured rug. Large windows allow natural light, while art pieces adorn the walls, adding visual interest to the space.
Apartment in Chicago
4.78 out of 5 average rating, 68 reviews

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

KelliRating, 5 stars4 weeks ago
The location was perfect for us and our kids with the park right across the street, a grocery store, coffee and restaurants all within very close walking distance! The house was very clean, everything we needed and Kevin was very quick to respond and helpful when we thought one of the kids locked us out of the house! Would definitely recommend Kevin as a host and this was a great stay!
Superhost
A rooftop pool area is shown with a sleek, modern design. Sun loungers are arranged around the swimming pool, surrounded by potted plants. The impressive skyline of downtown Chicago is visible in the background, reflecting off the glass facade of the high-rise building.
Apartment in Chicago
5 out of 5 average rating, 3 reviews

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More

ChadRating, 5 stars2 weeks ago
Great place. Great location. Patty was great at communicating whenever we needed anything.

Private, pet-friendly home rentals

Guest favorite
A living room is presented with a large blue sectional sofa and a light-colored throw draped across it. A small transparent coffee table sits in front of a seated dog, adding a cozy touch to the space. Natural light filters through large windows, enhancing the inviting atmosphere.
Apartment in Evanston
4.82 out of 5 average rating, 181 reviews

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private

NicholasRating, 5 stars4 weeks ago
The living room was very comfortable and provided a great space for all our group to hangout after a wedding. The extra bedding and coffee was a nice plus!
Guest favorite
The living room features a high ceiling and a stone fireplace, with large windows allowing natural light to fill the space. Two brown leather sofas and a wooden coffee table create a cozy sitting area. The outdoor space is accessible through double doors.
Townhouse in Chicago
4.85 out of 5 average rating, 171 reviews

Downtown Elegance ✨ Private Yard Parking

SachaRating, 5 stars3 weeks ago
We were a party of 8 humans and 2 dogs, staying for the weekend. Our family had plenty of space, and the outdoor patio was a nice bonus. The kitchen was well-equipped with coffee and tea, nice new appliances, lots of dishes and utensils (we did not need a melon baller, but she had one in case we needed it!). We found it really easy to get to the L, and also convenient for walking. It was such a relief to park once and not have to drive at all. The street was nice and quiet (I mean, there were trains, because Chicago ☺️). It felt very safe, so we were comfortable taking the dogs on walks anytime. Alexandra communicated with me really well leading up to our stay, and stayed in touch throughout. We made a lot of memories, and the lovely accommodations were part of that.
Top guest favorite
The exterior of a historic Chicago Graystone building is presented, featuring a grand entrance with wide steps leading to a covered porch. Lush green grass fills the yard, framed by well-maintained landscaping and a wrought-iron fence, with large windows reflecting natural light.
Apartment in Chicago
4.99 out of 5 average rating, 134 reviews

Newly-renovated historic home in Logan Square

NicoleRating, 5 stars3 weeks ago
Danny's place in Logan Square is very charming and in a great location (~10 minute walk to Blue Line). It had everything we needed as a family with two young children. Their place is very clean and they are responsive hosts. There are also a few good restaurants right around the corner, which was great after a long day of walking around Chicago!
Guest favorite
A cozy seating area features a comfortable cushion adorned with decorative pillows, including one with the word 'LOVE' and a paw print. Wooden shelves above showcase neatly arranged storage baskets and framed items, while natural light filters in through a nearby window.
Tiny home in Burr Ridge
4.91 out of 5 average rating, 369 reviews

Less is more! Pet friendly Tiny Home near Chicago!

VictoriaRating, 5 stars1 week ago
what a cute and thoughtful stay! Was a great spot to stop during my cross country move.
Superhost
A comfortably arranged living room features a gray sofa with multiple cushions and two teal accent chairs. Natural light enters through large windows dressed in light curtains, while a wooden floor adds warmth to the space. A flat-screen TV is mounted on the white wall.
Home in Markham
4.73 out of 5 average rating, 124 reviews

The Country Life! Entire House.

DeniseRating, 5 stars2 months ago
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.
Guest favorite
A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 343 reviews

a SIMPLE place

LisaRating, 5 stars2 weeks ago
Place was just as described. Easy instructions to enter and house manual was clear. Steve checked in to ensure all was well upon arrival
Top guest favorite
Condo in Chicago
4.92 out of 5 average rating, 346 reviews

Susie's Space. 2BR easy parking & pet friendly

MatthewRating, 5 stars1 week ago
Really liked it, nice location, plenty of room, comfortable, good kitchen. Getting around using buses and the subway was also very easy.
Guest favorite
A shared yard features a lush green lawn surrounded by trees and a fence. A small patio area includes a table and chairs, with an umbrella providing shade. A barbecue grill is positioned next to the side of the unit, and a garden area is visible in the background.
Apartment in Wilmette
4.85 out of 5 average rating, 136 reviews

Downtown Wilmette Micro Studio

LaurenRating, 5 stars2 weeks ago
I enjoyed staying at Anna’s place this last weekend. The location is great and I had everything I needed for my short stay.

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