Pet-friendly vacation rentals in Oak Brook

4.95 out of 5 average rating, 103 reviews

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 Avondale

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.

4.95 out of 5 average rating, 202 reviews

A modern kitchen features sleek gray cabinetry and a spacious countertop. Stainless steel appliances, including a refrigerator and microwave, are visible. Natural light enters through a window above the sink, where a small flower arrangement is placed. The wood-inspired flooring complements the contemporary design.

Apartment in Joliet

*The Belltower Haven*Large*Family Friendly*Wi-Fi

Completely remodeled, spacious floor plan, in prime location. Everything is new. Free Wi-Fi (480Mbps) and private parking for 2 cars. Short walking distance to most anything! Near Chicago, The Rialto Theatre, Shopping Mall, Harrah's Casino, Hollywood Casino, Haley Mansion, Route 66 Raceway, Chicago Speedway, Autobahn Country Club. We have a large comfy King Size bed along with several Queen beds. Note: You must be 21 or older to book. Must provide a photo of your D.L. or State ID upon request.

4.85 out of 5 average rating, 168 reviews

Townhouse in Old Town

Downtown Elegance ✨ Private Yard Parking

This unique space features designer kitchen, art by a local artist throughout, marble master bath and most incredible location. Walk to everything Chicago has to offer- Downtown, Mag Mile; North ave beach, zoo and Lincoln park, restaurants, bars, boutiques of Gold Coast and Old Town from this spacious townhouse on a quiet neighborhood street in historic Old Town. 4 bedrooms, 4 baths, 2 outdoor spaces, kitchen plus a bar, 1 car parking, laundry. Pets are welcome! Message me if you have questions!

Guest suite in Saint Charles

An outdoor patio area is set against a backdrop of lush greenery. A round table with four chairs is shaded by a large umbrella, providing a comfortable spot for relaxation. The entrance to the guest apartment features glass doors, enhancing the inviting atmosphere.

4.85 out of 5 average rating, 136 reviews

Cozy, Comfy, Close to Downtown

Discover serenity in our centrally located guest apartment in our charming St. Charles cottage. The space is pet-friendly with a fenced yard, featuring a spacious kitchen, living room, bath, queen-sized bed, and in-unit laundry. The yard offers views of the Fox River, a peaceful patio, friendly ducks, with award-winning parks & biking trails at your doorstep. Note: The unit is studio style located in the lower level of a home. The space is completely private. Only outdoor spaces shared. 😊🦆🪻🏡

4.82 out of 5 average rating, 179 reviews

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 Austin

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

4.98 out of 5 average rating, 108 reviews

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

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.

4.85 out of 5 average rating, 119 reviews

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

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!

4.96 out of 5 average rating, 110 reviews

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

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, 284 reviews

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 River North

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 suite in Portage Park

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.

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

4.91 out of 5 average rating, 339 reviews

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 Logan Square

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

4.76 out of 5 average rating, 150 reviews

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

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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Popular amenities for Oak Brook pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.87 out of 5 average rating, 130 reviews

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

Home away from home

5 out of 5 average rating, 22 reviews

An outdoor dining area features a large wooden table surrounded by several chairs, set on a patterned stone patio. A well-maintained grassy yard is enclosed within a black fence, with light greenery visible in the background. A grill is positioned nearby.

Home in Elgin

Little Blue House

4.81 out of 5 average rating, 193 reviews

The image presents a two-story home with framed cedar bevel siding. A welcoming front porch features wooden railings and steps leading to the entrance. Surrounding greenery adds a natural touch, while the well-maintained pathway and lawn contribute to the property’s inviting exterior.

Home in Blue Island

Warm and comfortable inviting Suburban home !

4.89 out of 5 average rating, 125 reviews

A spacious backyard is depicted, featuring a well-maintained lawn with scattered autumn leaves. Two cornhole boards are positioned on the grass, inviting outdoor games. A fence borders the backyard, enhancing privacy, while trees and shrubs offer a touch of greenery.

Home in Naperville

California King Bed | Fast Wi-Fi | 75" Smart TV

4.92 out of 5 average rating, 130 reviews

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

The Sunshine Spot

4.93 out of 5 average rating, 123 reviews

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

Quiet cul-de-sac with huge fenced in backyard

4.98 out of 5 average rating, 51 reviews

Home in Geneva

Spacious 2082 sq ft Home & 1 Mile Walk 2Town/River

4.91 out of 5 average rating, 106 reviews

A spacious backyard is presented, featuring a well-maintained lawn and a large tree. The exterior of the house, with light blue siding, complements the green surroundings. A concrete patio area is visible, offering space for outdoor activities and relaxation.

Home in Forest Park

Adorable house Madison Street w/ 2 car garage!

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Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 142 reviews

Home in Highland Park

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

4.77 out of 5 average rating, 73 reviews

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

Level ◆ Brand New Luxe One Bedroom

4.85 out of 5 average rating, 89 reviews

An open living area is displayed with floor-to-ceiling windows offering city views. A sleek sofa and two stylish chairs are arranged on a patterned area rug. A wooden dining table is visible next to the windows, enhancing the spacious atmosphere of the penthouse.

Apartment in West Loop

Quiet but in the Heart of City walk Everywhere

5 out of 5 average rating, 10 reviews

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

Munster hide away

4.9 out of 5 average rating, 70 reviews

A modern living area features a spacious blue sectional sofa accompanied by a round wooden coffee table. Two plush poufs add comfort, while large windows offer ample natural light and views. A dining area is visible in the background, with a sleek white table and chairs.

Apartment in The Loop

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

4.82 out of 5 average rating, 22 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

4.72 out of 5 average rating, 155 reviews

A small dog wearing a yellow shirt is comfortably curled up on a plush pet bed, situated on a large, inviting bed. Natural light filters through a nearby window, enhancing the cozy atmosphere of the space.

Apartment in The Loop

Sentral Studio Apt in South Loop Chicago

Apartment in Magnificent Mile

A modern living space features a spacious sofa adorned with colorful throw pillows and a vibrant area rug. Two black accent chairs are positioned beside a stylish coffee table, with large windows showcasing sweeping views of the cityscape and lake.

4.84 out of 5 average rating, 31 reviews

Luxury Designer Penthouse North |Pool| Gold Coast

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Private, pet-friendly home rentals

4.96 out of 5 average rating, 28 reviews

A spacious living area is furnished with a dark gray sectional sofa and a low coffee table. A flat-screen TV is positioned on a neatly arranged stand. Soft lighting is provided by a nearby lamp, and the space features light-colored walls and tiled flooring.

Apartment in Westchester

Short Drive to Hospitals/Airports/Downtown Chicago

5 out of 5 average rating, 22 reviews

Home in Aurora

Evergreen Retreat

4.9 out of 5 average rating, 365 reviews

A small outdoor doghouse is visible, featuring a security warning sign. Next to it, two stainless steel bowls are placed on a wooden platform. The doghouse has a simple blue exterior and a soft bed inside, providing shelter for furry companions.

Tiny home in Burr Ridge

Less is more! Pet friendly Tiny Home near Chicago!

4.86 out of 5 average rating, 7 reviews

An inviting living space features a cozy sofa facing a mounted television. A small glass dining table, accompanied by a chair, is positioned nearby. Natural light filters through window treatments, illuminating the modern kitchen area equipped with white cabinetry and black appliances.

Tiny home in Morris

Cozy Tiny Home, LG Fenced yard add RV Brisbon/ 80

4.73 out of 5 average rating, 124 reviews

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

The Country Life! Entire House.

Townhouse in Hoffman Estates

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.

4.91 out of 5 average rating, 337 reviews

a SIMPLE place

5 out of 5 average rating, 4 reviews

A two-story brick duplex is set on a well-maintained front lawn. The entrance is framed by two stairways leading to a covered porch. Decorative features include a wreath on the door and shrubs bordering the walkway, providing a pleasant approach.

Townhouse in Munster

Townhome Near Munster/Hospital/BP Refinery