Pet-friendly vacation rentals in Oak Brook

4.99 out of 5 average rating, 353 reviews

The living area features a comfortable sofa, paired with two woven armchairs. A rustic wooden coffee table sits at the center, adorned with a vase of fresh flowers. Natural light illuminates the space through two large windows, framed by soft curtains.

Apartment in Forest Park

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.

Apartment in Melrose Park

A modern living area features a sectional sofa and two armchairs arranged around a central coffee table. Large windows allow natural light to fill the space, while decorative wall art adds visual interest. A flat-screen TV is positioned opposite the seating area.

4.94 out of 5 average rating, 123 reviews

KNG+QN 2bdrm/1parking space /18 min O’hare/Alstate

Top/2nd floor apartment+ parking spot in adjacent lot & playground up street Shampoo & body wash, extra towels, coffee & tea, WI-FI, books & board games, fully stocked kitchen for cooking, toaster oven, ice, iron & iron board, workspace, large screen TV 17 min-airport 18 min-Allstate arena 30 min-DT Chicago Early check-in/late checkout possible Walk to restaurants & bars/shopping & groceries/movie theater & Plaza 3 grocery stores within 10 min walk. Oak Brook/Oak Park/Rosemont shopping~ 20 min

4.91 out of 5 average rating, 501 reviews

A modern kitchen showcases dark wood cabinetry and stainless steel appliances, including a refrigerator and gas stove. A granite countertop extends into a bar area with three metal stools. A microwave and kettle are placed on the counter, illuminated by overhead lighting.

Guest suite in Wood Dale

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

4.91 out of 5 average rating, 154 reviews

A cozy living room features a brick fireplace as a focal point, surrounded by comfortable leather seating arranged for relaxation. Light-colored curtains frame large windows, while a plush area rug adds warmth to the wooden floor. A wooden door and wall decor complement the inviting space.

Home in Glen Ellyn

Home in Glen Ellyn

Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!

4.99 out of 5 average rating, 146 reviews

A living room features a mid-century velvet sofa in a rich green hue, paired with a tan leather chair. Natural light streams through large windows, illuminating a glass coffee table and a decorative wall with layered wooden frames. The original brick fireplace adds character to the space.

Home in Berwyn

Retro Modern Bungalow | fire pit | free parking

Experience the city in style at Retro Modern Bungalow—the perfect pad for up to 4 friends. Featuring two spacious bedrooms, each with a king bed and luxury linens, a propane fire pit and a fully fenced [pup-friendly] back yard. 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.

4.83 out of 5 average rating, 100 reviews

A spacious living area features sleek hardwood flooring, a large dining table with upholstered chairs, and modern lighting. A comfortable seating area is arranged around a coffee table, while decorative artwork enhances the walls. Natural light filters through the windows, creating a welcoming ambiance.

Home in Bensenville

Skyway w/ Shuffleboard

Welcome to our spacious split-level home– an inviting retreat perfect for families, groups of friends, and business travelers. This comfortable haven combines the convenience of a prime location with all the amenities you need for a relaxing stay. Have some fun with family and friends by laying a shuffleboard tournament. Enjoy plenty of room to spread out, fun entertainment, beautiful backyard, plenty of parking, 5 King beds and easy access to Chicago’s attractions via Metra or expressway.

4.86 out of 5 average rating, 125 reviews

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

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!

4.86 out of 5 average rating, 139 reviews

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

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

Our house is perfect for a small group of friends or family looking for a clean, accessible place. It contains 3 bedrooms (2 queen bed & twin bunk beds) & 1 full bathroom, as well as a sleeper sofa with a pullout queen bed. Enjoy complimentary Netflix & Hulu with our smart TVs, grill or warm up by the fire pit, & even get some work or studying done! Located just minutes from major highways, parks, museums, & Yorktown Center, the journey is just getting started once you arrive!

4.93 out of 5 average rating, 99 reviews

A spacious living area features a sectional sofa with soft cushions, accompanied by a patterned area rug. A dining table with wooden chairs is visible in the background, along with a modern kitchen outlined by bright cabinetry and convenient bar seating.

Townhouse in Oak Park

Downtown Oak Park - Luxury 3 bed 3.5 bath Townhome

Entire townhome located in charming downtown Oak Park. Luxury accommodations. Free Parking. Dog friendly. Highly-walkable area. Attached two-car garage. Chicago's El and Metra train stops a short 2-block walk. Both trains bring you to the heart of downtown with the El extending into many Chicago neighborhoods. Shopping, restaurants, Target, Trader Joe's and Frank Lloyd Wright homes within walking distance. TVs logged into Hulu, Disney +, ESPN, Netflix and HBO Max.

A modern kitchen features an island with seating for two and stainless steel appliances. White cabinetry contrasts with a dark backsplash, while large windows allow natural light to illuminate the workspace. The clean design promotes a functional and inviting cooking area.

4.96 out of 5 average rating, 113 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.

4.88 out of 5 average rating, 256 reviews

A spacious living area features a modern sectional sofa in neutral tones. A sleek television is mounted on the wall opposite a minimalist coffee table. The adjoining dining area, visible through an archway, includes a round table with four chairs.

Apartment in Forest Park

Home in Forest Park Upstairs.

In this cozy apartment you will have a functional kitchen, in unit laundry, fast WiFi connection and access to a back yard.. The property is located 30 minutes from O'Hara International Airport, 20 minutes from Downtown Chicago via I-290, and 40 minutes away from Midway Airport. Forest Park is a very safe, vibrant and diverse suburb of Chicago. You will be within walking distance of many different restaurants, boutiques, bars, parks, and public transit.

4.9 out of 5 average rating, 375 reviews

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

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

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Popular amenities for Oak Brook pet-friendly home rentals

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Pet-friendly house rentals

4.85 out of 5 average rating, 26 reviews

Enamored in Elmhurst

JessicaRating, 5 stars1 week ago

Great place, clean house, beautiful neighborhood. Mark was very accommodating and easy to communicate with. Highly recommend this place as a stay!

4.96 out of 5 average rating, 27 reviews

A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.

Home in Brookfield

Cozy Home in Brookfield

TomRating, 5 stars6 days ago

Juliana was a great host and we felt right at home. She was very friendly and helpful. The place was outstanding and the fenced in huge backyard was awesome. Our dogs loved it. I would highly recommend this place to anyone visiting the area.

4.97 out of 5 average rating, 117 reviews

A spacious living area is furnished with two grey sofas adorned with bright yellow and blue pillows. A wooden coffee table is positioned in the center, featuring a decorative tray. Coastal-themed decor and blue curtains complement the light wood flooring, while a staircase is visible in the background.

Home in Cathedral Area

King Bed Suite, *Spacious Newly Remodeled House*

CaitlinRating, 5 stars1 week ago

The is a fantastic Airbnb with details geared for families. We came to town for a wedding at the Jacob Henry Mansion which is located less than 10 minutes away from the home. Neighborhood was peaceful and the house was very cute and clean. We had some special requests and the hosts were wonderfully accommodating, responsive and helpful. I would absolutely stay here again. Thank you, James!

A bright and inviting living room features a comfortable sofa adorned with patterned cushions. A soft throw is draped over an ottoman. Natural light filters through a large window, and a 'WELCOME' sign is displayed on the wall, enhancing the space's approachable atmosphere.

4.93 out of 5 average rating, 164 reviews

The Ultimate Escape|Unpack|Relax|Enjoy!Sleeps10-14

ShannonRating, 5 stars5 months ago

Tony was very nice and responsive and even put our groceries that accidentally arrived early in the fridge for us!

A bright living room is featured, showcasing a modern futon sofa with accent pillows and a coffee table at the center. Large windows allow natural light to fill the space, complemented by a decorative chandelier overhead. A welcoming atmosphere is created with neutral wall colors.

5 out of 5 average rating, 10 reviews

“4-Bed, 2-Bath Ranch Home – No Stairs, Easy Living

OvidiuRating, 5 stars1 week ago

Jaime is a very communicative host and very prompt in responding, the house is very clean and well maintained, the area is also very beautiful and very quiet, I recommend it

4.76 out of 5 average rating, 165 reviews

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

Excellent Location for Vacation or Business Stays.

ChristopherRating, 5 stars2 weeks ago

great place to stay. quiet area...ample space for everyone. clean linen. less than 20 mins from Schaumburg and everything else

An outdoor patio area features a modern grill, accompanied by a round table and two cushioned chairs. A grassy rug provides a comfortable surface, while a wooden railing and trees create a natural backdrop. The space invites casual gatherings for outdoor dining.

4.86 out of 5 average rating, 22 reviews

Mini Golf & Game Room + Grill | LCP Collection

AndrewRating, 5 stars2 weeks ago

Stay was great! Had lots of fun at the place playing games in the basement and the living room was awesome for watching TV together. Drive to downtown Chicago was only 30 minutes too!

4.97 out of 5 average rating, 92 reviews

A well-lit living room features a contemporary sectional sofa arranged around a central space. A large mirror reflects natural light, while a flat-screen television is mounted on the wall. Light-colored walls and warm wood flooring contribute to the open, welcoming ambiance.

Home in Addison

Home in Unincorporated Addison. RV & Pet Friendly

KyleRating, 5 stars2 days ago

Javier was extremely friendly and responsive. His home was beautiful and was the perfect combination of modern yet relaxing! The fire pit in the backyard was the best way to unwind. It was in the middle of everything you’d need, but far enough from the Main Street to have peace and quiet. He was incredibly responsive and helpful and I would love the opportunity to stay here again! Thank you, Javier!

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Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 145 reviews

Home in Highland Park

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

MaryRating, 5 stars2 weeks 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!

4.67 out of 5 average rating, 311 reviews

A sleek indoor pool area features a long, tranquil swimming pool under expansive windows, offering views of the surrounding greenery. Modern lounge chairs line the edge, creating a relaxing space for guests to unwind. Natural light floods the area, enhancing the serene ambiance.

Apartment in South Loop

Sentral Premium 2BR Apt South Loop Chicago

YvetteRating, 5 stars2 weeks ago

It was a great place to stay definitely felt like home! I went for the weekend and the restaurants around there were great. They communicated very well when I had questions and responded with good time. Thank you and I’ll see you next year! :)

4.94 out of 5 average rating, 31 reviews

A modern living area showcases panoramic skyline views through large floor-to-ceiling windows. A light-colored sectional sofa is complemented by an accent pillow and a coffee table with decorative items. A sleek dining table and chairs occupy one corner, while a stylish floor lamp adds soft lighting.

Apartment in West Loop

Design + Views in Fulton Market | The Frame

ShirleneRating, 5 stars2 weeks ago

My family and I had a wonderful stay in Chicago! The space was beautifully designed, comfortable, and exactly as described. We truly appreciated the thoughtful touches, like the refrigerated breakfast items, earplugs, and eye mask. Our host was responsive and made check-in and checkout seamless. The location was perfect for exploring the city, with easy access to restaurants and shops. Thank you so much for your warm hospitality! We would absolutely stay here again. Highly recommended!

4.8 out of 5 average rating, 10 reviews

Apartment in South Loop

South Loop | Rooftop With In & Out Parking | 1

NilimaRating, 5 stars1 week ago

Elegant furnishings & easy check-in & check-out. Good neighbour hood

4.77 out of 5 average rating, 31 reviews

The exterior of a charming cottage is showcased, featuring a sleek dark grey facade. A series of stairs lead up to the entrance, flanked by a decorative black railing. Lush greenery surrounds the base, enhancing the inviting appeal of the home.

Apartment in Bridgeport

Modern unit in Bridgeport-Chicago

RijuRating, 5 stars6 days ago

Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.

5 out of 5 average rating, 5 reviews

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 South Loop

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

CarolRating, 5 stars1 week ago

We had a great stay! The place was exactly as shown in the listing—clean, comfortable, and well-equipped. We had some minor issues with the digital locks, but the host was always very quick and helpful in resolving them. Overall, a very positive experience and we’d definitely recommend it!

5 out of 5 average rating, 6 reviews

A fenced-in backyard features a landscaped yard with well-maintained grass surrounding a heated in-ground pool. The pool area includes a comfortable covered patio, providing shade with ample space for relaxation. Lush green trees and shrubs create a serene atmosphere.

Home in Crystal Lake

In Ground Pool, Full Ranch Home

MarkRating, 5 stars4 days ago

Great place and easy to work with.

4.9 out of 5 average rating, 20 reviews

A backyard patio is softly lit by string lights, casting a warm glow across the outdoor space. Paved stones create a welcoming area, surrounded by greenery. Steps lead to a raised wooden deck, enhancing accessibility and inviting outdoor gatherings.

Home in Elgin

Entire Home in Elgin with Pool!

DanielRating, 5 stars2 weeks ago

A great place to stay, we were a group of three visiting and it was perfect for us. Plenty of space for all three of us to be able to do our own thing when we wanted and not get in each others way. Deck and outdoor patio area with the firepit were fantastic for nice evenings. Small things like good water pressure and hot water were A+ which really makes all the difference for a comfortable stay.

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Private, pet-friendly home rentals

4.78 out of 5 average rating, 87 reviews

A spacious living area is adorned with a cozy brown leather sofa and a round coffee table. A dining table is set with dishes, complementing the warm green accent wall and the large window providing city views. A soft area rug enhances the comfort of the space.

Home in Oak Park

Rooftop Access with Views and Gym - LCP Collection

CynthiaRating, 5 stars1 week ago

Great place in a great location. Would definitely book again!

5 out of 5 average rating, 6 reviews

The living room features a spacious sectional sofa and a round wooden coffee table, surrounded by natural light from large windows. Two accent chairs complement the seating area, while framed artwork adorns the walls, adding a touch of style.

Home in Wheaton

Hazelton's Wheaton Gem | Walk2 Starbucks & Target

KatherineRating, 5 stars1 month ago

This is an outstanding property. Located across the street from a pond and meadow and an easy walk to Target, this is a peaceful and convenient location. The property has the prettiest decor I’ve seen at an Airbnb. Consistent, stylish, cozy, bright aesthetic. Fully updated house, with everything expertly coordinated, from the art to the plumbing fixtures to the toaster. Great deck with a fenced yard. Friendly, responsive host. Highly recommend!

4.96 out of 5 average rating, 72 reviews

A well-lit sleeping area features a cozy bed with soft linens and decorative pillows. Natural light filters through two windows, complemented by light-colored curtains. A wooden bench and a small desk enhance the space, while a stylish area rug adds warmth to the hardwood floor.

Apartment in Lockport

Full Kitchen, Near Hwy, Parking Nearby, Work Desk

MaiaRating, 5 stars2 weeks ago

Gus was extremely helpful and the place was beautiful! I would definitely stay here again!

Townhouse in Hoffman Estates

A spacious living area features a large, light grey sectional sofa positioned around a circular coffee table. A vibrant area rug adds color beneath the furniture. A wall-mounted TV is visible above a white fireplace, with natural light filtering through sheer curtains.

4.97 out of 5 average rating, 33 reviews

Game Room | Exercise Area | Firepit | Sanitized

Abdul AhadRating, 5 stars1 week ago

★★★★★ We had an absolutely phenomenal stay at Nayeli’s townhouse in Hoffman Estates, and I can’t recommend it highly enough! From the moment we booked, Nayeli’s communication was top-notch—warm, welcoming, and incredibly detailed. The pre-arrival message with clear instructions for check-in, parking, and amenities made everything seamless and stress-free. The townhouse itself is a gem—spotlessly clean, stylishly decorated, and equipped with everything you could possibly need. The newly remodeled bathroom in the bedroom hallway was a delightful surprise, with modern fixtures and a fresh, spa-like feel. The master bathroom was equally impressive, and the entire home felt cozy yet spacious. The beds were super comfortable, and the futons in the basement were a great bonus for our group, ensuring everyone had a cozy spot to sleep. One of the best experiences with Airbnb I had! Thank you for the unforgettable Stay!

4.86 out of 5 average rating, 36 reviews

A spacious living area features a black sofa and two stylish chairs arranged around a coffee table. Natural light streams through decorative stained glass windows, illuminating the hardwood flooring and neutral-colored walls, enhancing the room's welcoming atmosphere.

Home in Oak Park

Charming Oak Park 4bd/3.5ba and 2 Private Parking

MelvinaRating, 5 stars2 weeks ago

David’s place was AWESOME!! Everything was great and homie. David was awesome with responding and made sure we were good. I had two past reviews in which they could have easily sparked David to not let me book with him. But he was open minded and heard me out unlike some other host. All reviews are not honest and the details can be off by mishaps. But I appreciate his openness, niceness and overall just awesomeness. Definitely an awesome place for an affordable price. The neighborhood is nice as well and a great out door seating area in the back yard. I’ll be booking again. THANK YOU DAVID ❤️