Pet-friendly vacation rentals in Oak Park

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Popular amenities for Oak Park 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, 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.
Superhost
A bright living space features an orange sectional sofa and a patterned area rug. The walls are adorned with an eclectic mix of framed artwork and photographs. A coffee table with a stone finish sits center stage. Natural light filters in through the large windows.
Home in Bridgeport
4.72 out of 5 average rating, 54 reviews

Animal House near Sox stadium

ChristineRating, 5 stars1 month ago
If you're traveling with a pet I would highly recommend this place! Great location and great communication throughout our stay.
Superhost
An open-concept living area features high wooden beams and a large flat-screen TV mounted on a dark accent wall. A stylish dining table accommodates six, while the kitchen showcases modern cabinetry and stainless steel appliances. Natural light fills the space through nearby windows.
Home in Illinois Medical District
4.87 out of 5 average rating, 106 reviews

Casa PLZN Location | Entire Home | Garage Parking

RachelRating, 5 stars3 weeks ago
We had a wonderful stay. The place was clean, comfortable, and had enough space for our larger group. It was really nice getting to use the garage parking space and the outdoor area is cozy. After day 1, we did have trouble getting into the place through the front door keypad, there was a battery issue. Thankfully there is access to the home through the back door/garage. Thanks for a great stay!
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 stars5 days ago
Beautiful area and home, wonderfully helpful and responsive host. Very grateful to have stayed here!
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
4.74 out of 5 average rating, 125 reviews

The Country Life! Entire House.

NikkiRating, 5 stars2 months ago
This house was so cozy my family and I will gladly come again for a stay
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 stars2 months 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, 137 reviews

Quiet cul-de-sac with huge fenced in backyard

AshleyRating, 5 stars6 days ago
A great spot!! A friend and I were in town for a concert and this place was perfect! The patio was really cool and Tom has the cutest dog!!

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 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 West Loop
4.86 out of 5 average rating, 91 reviews

Quiet but in the Heart of City walk Everywhere

TomRating, 5 stars1 week 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 Magnificent Mile
5 out of 5 average rating, 7 reviews

Luxury Designer Penthouse NW | Pool | Gold Coast

CraigRating, 5 stars6 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 spacious yard features an above-ground pool, surrounded by a wooden deck and a playground structure. The well-maintained grass invites outdoor activities, while trees in the background provide shade. The home, with a gray exterior, is visible with a sloped roof and red deck.
Home in Munster
5 out of 5 average rating, 11 reviews

Munster hide away

ChristopherRating, 5 stars5 months ago
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.
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 The Loop
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 The Loop
4.91 out of 5 average rating, 74 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 Logan Square
4.78 out of 5 average rating, 68 reviews

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

KelliRating, 5 stars1 month 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 The Loop
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 stars1 month 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
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 Portage Park
4.94 out of 5 average rating, 161 reviews

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

JasmineRating, 5 stars1 week ago
Jamie's place was absolutely adorable—just as pictured and described. The bedrooms were very nice, and the beds were super cozy. The kitchen was fully stocked with all the gadgets you’d need to prepare whatever you'd like, plus a few condiments, which was a nice touch. The bathroom was tidy and well-kept, with fresh, clean towels and linens provided. Jamie was more than welcoming and very accommodating to any requests. Even though she lives below the rental, she was incredibly respectful of our space—warm, friendly, and never intrusive. It truly felt like having my own little apartment. Overall, a wonderful place to stay, and I will definitely be returning.
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 Old Town
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.
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, 371 reviews

Less is more! Pet friendly Tiny Home near Chicago!

ChrisRating, 5 stars3 days ago
This is our second time staying here and it is a great location. We will be returning in a couple weeks and look forward to staying there again.
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 Logan Square
4.92 out of 5 average rating, 346 reviews

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

MatthewRating, 5 stars2 weeks 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.
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, 177 reviews

Authentic Wicker Park Home | Walk to Everything.

KelseyRating, 5 stars1 week ago
This was a wonderful place to stay! Great neighborhood and so close to the train station easy to jump on and get to the heart of downtown! Love the place and was perfect for what we needed!

Quick stats about vacation rentals that are pet-friendly in Oak Park

  • Total rentals

    70 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    3.9K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

Destinations to explore

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  2. United States
  3. Illinois
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  5. Oak Park
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