Pet-friendly vacation rentals in North Side

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in North Side

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

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Top guest favorite

The spacious living area is furnished with a large, comfortable sofa adorned with decorative pillows. A rustic wooden coffee table sits in the center, surrounded by an elegant dining table set for six. Natural light floods the room through large windows, highlighting the charming decor.

Apartment in Forest Park

4.99 out of 5 average rating, 346 reviews

Walk to Oak Park from Our Sunny Turn of the Century Apt

Soak up the vintage charm of this apartment dating back to 1908. This newly remodeled space is an elegant retreat, featuring 10-foot ceilings, local art treasures, and plush linens. A relaxing outdoor lounge area awaits after a busy day exploring. Pets are welcome on a case by case basis (contact host). The space is a charming two bedroom, one bathroom first-floor unit in a two unit historic home built in 1908. The apartment combines historic details with modern conveniences such as central heat and air, a dishwasher and washing machine and dryer access. The Monroe House is a stone’s throw from historic Oak Park and just three blocks from the CTA Blue Line making downtown Chicago a 25 minute train ride away. The condo includes additional amenities such as: •Smart TV for watching any account may you have (Netflix, Hulu etc...) •Central Air conditioning •Front and back porches for your enjoyment •Washer and dryer on site Just to the east lies historic Oak Park, and an array of attractions such as: •Brookfield Zoo •Chicago Architecture Foundation •Ernest Hemmingway Museum and Birthplace •Frank Lloyd Wright Home and Studio •Frank Llyod Wright’s Unity Temple •Oak Park Conservatory After taking in the local attractions, Chicago is only a train ride away, and it offers such noteworthy experiences as: •Shedd Aquarium •Architecture River Cruise •Skydeck Chicago •Navy Pier •The Field Museum •John Hancock Observatory •Adler Planetarium •Art Institute of Chicago •The Museum of Science and Industry You will have access to the entire unit and the basement so you can use the washing machine and dryer. We also have a back patio with a chiminea, patio table that seats 6, and a grill/smoker. You are welcome to use the backyard at anytime during your stay. We live in the top unit and are as available as you need. That being said, we very much respect your privacy and will not be checking in with you in person unless you request it. It is located in the Madison district, with acclaimed restaurants, pubs, and unique boutiques. Downtown Chicago is a 25-minute train ride away. The local brewery across the street offers delicious beers and creative meals for the whole family. We have a parking pad located behind our building. You can fit two cars on your side of the parking pad if they are parked in tandem. Some street parking is also available. We are located .4 miles from the CTA Blue Line train - Forest Park Stop. It is about a 6 - 10 minute walk from the flat. You can also take an Uber/Lyft into the city. It is about a 15 - 25 minute ride and it costs between $15 and $25. We are located about one mile from the Metra Station (Union Pacific West) and CTA Green Line - Oak Park Stop. Third bed is a queen sleeper sofa. We provide sheets and blankets for the sleeper sofa. You can smoke in the backyard. An ashtray is provided.

Guest favorite

The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.

Condo in Chicago

4.95 out of 5 average rating, 103 reviews

Lovely top floor 2BR/2BA, steps from everything!

BEST LOCATION IN LOGAN SQUARE/AVONDALE!! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops. Free parking on Lawndale Ave.

Superhost

A cozy living area features a comfortable sofa against a sloped wall, complemented by two dark blue armchairs. Skylights above provide ample natural light, illuminating a patterned area rug beneath a wooden coffee table. Framed artwork hangs on the adjacent wall.

Apartment in Oak Park

4.82 out of 5 average rating, 179 reviews

Reno btrm; Big family escape, W/parking, love pets

This apartment is on the top floor of an owner occupied two flat. It's located in a very quiet, family friendly neighborhood. The skylights bring in a ton of natural light. There is a full kitchen available with pots, pans, flat ware and dishes. I'll supply coffee/tea and snacks! It's a great option for short and long term stays. Dog friendly with an additional fee per animal ($25/day). Laundry available for a small fee. Brand new renovated bathroom with awesome shower. Thanks! Hannah and Emma

Guest favorite

A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.

Apartment in Chicago

4.94 out of 5 average rating, 175 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

Top guest favorite

A spacious living area showcases a comfortable gray sectional sofa and a reclining chair. A contemporary coffee table rests on an area rug with floral patterns. A mounted TV is visible alongside a wooden credenza featuring a coffee maker and supplies, enhancing the functionality of the space.

Home in Forest Park

4.98 out of 5 average rating, 107 reviews

NEW Gather in spacious 3 bedroom 2 bath home

CA relief: if IL is an option for temporarary housing, please reach out! I have 4 properties I will do whatever I can. Introducing Mohr Cottage in the heart of Forest Park. Spacious & recently updated 3 bedroom 2 full bath 2 story home is perfect for families or large groups looking space & comfort. Quiet residential neighborhood, blocks from restaurants, shops, coffee. Dogs welcome. Near public transportation, easy access to expressway to downtown Chicago. STRICT Non-smoking property.

Superhost

A spacious backyard is surrounded by a wooden fence, featuring a well-maintained lawn. A large tree offers shade, while a set of red outdoor chairs is positioned around a small firepit. A children's playset is visible in a corner, enhancing the family-friendly atmosphere.

Home in Naperville

4.85 out of 5 average rating, 119 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Superhost

A bright living space is shown, featuring a modern sofa and a coffee table placed on a patterned area rug. A flat-screen television sits on a media console, accompanied by a potted plant by the window, which is adorned with light curtains.

Apartment in Chicago

4.82 out of 5 average rating, 116 reviews

Chic Penthouse In Perfect Wrigleyville Location

Bright and open top floor apartment within easy walking distance to many of the best sites in Chicago: Wrigley Field, Lake Michigan, Lincoln Park, top notch neighborhood restaurants, pubs, and entertainment, and many more! With so much to do in the area and easy access to public transit you're sure to have jam-packed days of exploring and enjoying the city. After a long day, come back to this peaceful apartment to relax, recharge, and prepare to do it all again tomorrow. Book today!

Guest favorite

A spacious backyard is depicted, featuring a lush green lawn and a mix of trees and bushes. A patio area with a dining table is visible, providing an opportunity for outdoor meals. The fenced yard offers privacy and a tranquil space for relaxation.

Home in Elmhurst

4.96 out of 5 average rating, 110 reviews

Elmhurst NEW - Super Clean Modern Farmhouse!

Not your average Air BNB!!! 🏡 Newly renovated - CLEAN modern farmhouse in a great location! ✨ ✅Pet Friendly! 🐕 ✅15 min from O'hare. ✈ ✅25 min to Downtown Chicago 🏦 ✅Close to Grocery, restaurants, coffee, shopping, golf, expressways, down town Elmhurst ,Train and Oakbrook and Fashion Outlet Mall. ✅3 great sized bedrooms, 2 living area sofas converts into sleepers ✅Smart TV in family room and Master. ✅ Back patio with dining and seating ✅Large fenced in yard.

Superhost

A cozy living area features exposed brick walls and large windows framed with blue curtains. A plush sectional sofa is placed on a vibrant blue rug, accompanied by a coffee table. Decor includes guitars mounted on the walls and framed music-themed artwork.

Apartment in Chicago

4.88 out of 5 average rating, 284 reviews

River North's Rock N Roll

Decorated with rock n' roll memorabilia located above a trendy restaurant. This cozy apartment also features high ceilings and a carved canopy bed. Minutes to Mag Mile and the Loop! Free parking available. Only blocks from Michigan Avenue shopping district and blocks from downtown loop. CTA Brown line station across the street. River North Art Galleries, Great Dining, Millennium Park and all that Chicago has to offer only minutes away. Wrigley Field in 15 minutes.

Guest favorite

A brick bungalow features a welcoming front porch adorned with a US flag. The porch includes a railing and seating area, while flower pots add greenery. Stairs lead up to the front door, which is detailed with a decorative screen.

Guest suite in Chicago

4.94 out of 5 average rating, 157 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

Private entrance apartment on the 2nd floor of this historic bungalow. Free street parking! Medicinal & recreational smokers permitted... outdoor ONLY. This comfortably cozy quiet get-away is nestled in NW Portage Park in a family neighborhood. Dog and kids park nearby. Fenced yard for Fido. Backyard patio w/ BBQ grill. High-speed internet. Front porch swing Easy access to buses & Jefferson Park Transit train station to Downtown & Museum Campus NO PARTIES

Guest favorite

A spacious living room features a comfortable couch with assorted pillows, a wooden coffee table, and an area rug. Large windows allow natural light to fill the room, accompanied by a ceiling fan and an entertainment unit. A decorative floor lamp and wall decor enhance the inviting space.

Condo in Chicago

4.91 out of 5 average rating, 339 reviews

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

Sunny and spacious, 2 bedroom apartment in Avondale near the Green Exchange/ Greenhouse Loft Flexible, self check-in Easy street parking (with provided permits) Pet fee $80 per pet Bedroom 1 with a king sized bed Bedroom 2 with a full bed Air conditioning and ceiling fans Soft linens and towels Separate dining room Fully equipped kitchen Free WIFI Smart TV for streaming Garden in back with a fire pit and charcoal grill Laundry room in basement

Superhost

The kitchen features dark wooden cabinets and a polished marble dining table with four padded chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, along with a stovetop and oven. Natural light filters in through a nearby window.

Apartment in Oak Park

4.76 out of 5 average rating, 150 reviews

1BR Apartment - Walk to Shops - Downtown OAK PARK

Your family will be close to everything when you stay at this centrally-located place. - 4 min drive to the train - 2 min drive to grocery stores & shopping - 20 min drive to Downtown Chicago Enjoy the historic neighborhood and see Frank Lloyd architecture nearby. ➢ Everything is sanitized/washed/cleaned after every guest ➢ Fast, Dedicated Wifi ➢ 2 Smart TVs (Living Room, Bedroom) ➢ Fully equipped + stocked kitchen / bathroom ➢ Pack 'n Play

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What guests are saying

The Hidden Beach House

4.75 out of 5 average rating, 8 reviews1 month ago

I enjoyed my stay here. The accommodations were basic, but the place was very clean and quiet, I found the bed very comfortable, and the location was ideal for 1 to 2 people to base out of while enjoying Old Town. The Brown Line train is just a couple of blocks from the house, which made getting to the Loop very convenient. Caid was very easy to reach with any questions. I would stay here again. One recommendation: if you drive here and need a parking pass, make those arrangements well in advance of your arrival, because they can’t be provided at a moment’s notice. I waited until the day before to ask for one and could not get it, so I had to pay $90 to park in a garage.

Guest suite in Chicago

What guests are saying

WELCOME TO NANCY'S PAD!

4.87 out of 5 average rating, 297 reviews1 week ago

We had a fabulous stay in Nancy's Pad! Everything was perfect for us, the beds were comfortable, the house was attractive and very clean, the location was in a brilliant neighbourhood and it was within easy reach of the city. We honestly couldn't fault any aspect of our stay, it really was a wonderful family holiday for us, we had an outstanding week. Thank you Nancy!

Apartment in Chicago

What guests are saying

Animal House near Sox stadium

4.71 out of 5 average rating, 51 reviews3 days ago

We had a great stay at Miranda's. The apartment was just as advertised and had lots of items to use in the kitchen. Miranda gave great restaurant recommendations. We loved the maple lattes at Blind Owl and had an excellent dinner at TLP (Three Little Pigs). Bridgeport is a quiet neighborhood with easy access to downtown Chicago. If you are traveling with a pet this is the place to stay, I felt guilty I left my fur baby at home.

Home in Chicago

What guests are saying

Remodeled 2BR Pet Friendly Apartment Irving Park

4.99 out of 5 average rating, 338 reviews4 weeks ago

Great place to stay, everything was easy to find. They had anything you could think of to make it feel like home. The place is set up so well from how to use the DVDs to how to throw out the garbage. Easy to be there and on top of that we ran into David who a genuinely kind human being.

Apartment in Chicago

What guests are saying

Cozy 2 bedroom home in a wonderful neighborhood.

4.91 out of 5 average rating, 34 reviews4 months ago

I think this was my fav Airbnb yet. Convenient, very clean and a great kitchen! My dog enjoyed the backyard and the neighborhood was nice. I misplaced the house keys and Joanna responded immediately and had a solution! Thank you so much for that!!!! Would love to stay again when we visit family next year.

Home in Wood Dale