
Pet-friendly holiday rentals in Cicero
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Top-rated pet-friendly home rentals in Cicero
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Newly Renovated, Spacious 2BR in Andersonville
Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

1920s fully updated unique open artist loft space
True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Retro Modern Bungalow | fire pit | free parking
Experience the city in style at our 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 backyard. Enjoy central HVAC, speedy 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.

Bright & Gorgeous- 5* Location- Queen Beds - Pkg
Leave your worries behind at this peaceful, secure retreat with plenty of space to relax. 2nd-floor duplex to 3rd floor. Just a 15-minute drive to/from downtown. Easily walk to everything: - Groceries, sushi, coffee shop, brewery - Nightlife, live music, and great food - Playgrounds, parks, public pool, & tennis courts Enjoy all the comforts of home in a charming, urban-suburban mix. - Only 1.5 blocks to the Oak Park Av. CTA "L" Blue Line stop & I-290 Housebroken dogs welcome.

Charming dog friendly 2-Bath Bungalow Near Chicago
Steps from the cobblestone streets of Forest Park into our cheery bungalow, perfect for artistic souls and business travelers alike. Inside is a design savvy mix of mid-century furniture, comfy beds, and art from around the globe. Built in 1908, it boasts modern amenities you desire without sacrificing vintage charm. Minutes away from local shops, restaurants. Just off I-290, Blue Line CTA, 20. min drive to ORD, Midway & Downtown Chicago. Plus we’re dog-friendly-- bring up to 2 pups!

Home in Forest Park downstairs.
Enjoy a private ground floor apartment which is centrally-located with easy access , to the city. You will have a functional kitchen, laundry facility outside your back door and fast internet. Forest Park is located about 20 minutes from downtown Chicago and about 30 minutes from O’Hara international airport. You are within walking distance of many boutiques, restaurants, parks and also public transportation. Please make a note that there will be a $30 per guest fee if more than four.

Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

KNG+QN/1 free parking/18 min to O’hare & Allstate
-18 minutes to O’Hare/Allstate Arena -35 minutes to DT Chicago -King & QN 2 bedroom + sleeper sofa/1 bath apartment decorated with a playful & bright nautical theme & vintage accent pieces. -Board games, books, darts, & large screen TV for entertainment. -Tea & Coffee station -Free designated parking space -walk to local restaurants at corner or playground w/outside seating up the street. -Nothing fancy, but convenient! urban/suburbia vibe in quieter corner of busy central area

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.

Beautiful Chicago Greystone
Spacious, private, 4 bedroom condo 15 minutes directly west of the city center. Minutes away from the West Loop, Garfield Conservatory, Downtown, and United Center. Ideal public transportation access with multiple bus stops within 1 block radius, 2 blocks away from Blue Line CTA, 1 mile away from Pink Line CTA. Exquisite back porch and patio with access to grill and patio furniture. Onsite laundry per request Local hosts!

Picture Perfect 3Bed Steps from Train and FLW
Welcome to your beautiful 3 bedroom home-away-from-home! From the Insta-worthy forest room to the cozy fireplace reading nook to the modern ice crusher in the kitchen, we've put so much thought into this home that we're sure you won't ever want to leave. Welcoming and newly updated, this unit is close to restaurants, shopping, the best of Frank Lloyd Wright, and the train to the city.

Like a Treehouse!
If you're coming to Illinois for any medical procedure that's no longer available in your home state, reach out to us about discounts. You'll feel like you're in a tree house in our 850 sq ft coach house, above our workshop/garage, behind our home in historic Forest Park, right next to Oak Park. Just 8 miles west of Downtown Chicago, convenient to I-290 and the Blue Line train.
Popular amenities for Cicero pet-friendly home rentals
Pet-friendly house rentals

Flat in Lincoln Park 2-Flat Central to Everything

Modern Peaceful Home | Firepit | Steps to Downtown

Private 3rd Floor Apartment

Chicago River House -BBQ Oasis now open!

BoHo House - A Chic, 1903 Chicago Workers Cottage

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Quiet cul-de-sac with huge fenced in backyard

Charming 3-BED in Lincoln Park/ Old Town & Parking
Pet-friendly home rentals with a pool

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

Munster hide away

South Loop | Rooftop With In & Out Parking | 2

Forest Park Oasis - Dog Friendly - Parks - the "L"

Level One Bedroom Suite | Fulton Market

King Queen Bunk Bed Cozy Munster MiniGolfHouse

Paradise with Pool & Games

Luxury Designer Penthouse West |Pool| Gold Coast
Private, pet-friendly home rentals

Spacious Designer Oasis: Game Room - Yard - Garage

Modern Basement Retreat

Cozy Home in Brookfield

Stylish 2BR | Patio Oasis & Free Parking

A Comfortable Stay While You are Away in Oak Park

1bd/1bth Berwyn Apt 20 mins frm Chgo

Oak Park - Wine House!

Close2city 3 bedroom with private parking (MDW)
When is the best time to visit Cicero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $115 SGD | $120 SGD | $127 SGD | $128 SGD | $145 SGD | $157 SGD | $162 SGD | $158 SGD | $151 SGD | $136 SGD | $124 SGD | $123 SGD | 
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C | 
Quick stats about holiday rentals that are pet-friendly in Cicero

Total holiday rentals
Explore 10 holiday rentals in Cicero

Nightly prices starting at
Cicero holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 1,940 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Cicero holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cicero rentals

4.6 Average rating
Cicero stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Chicago Holiday rentals
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 - Indianapolis Holiday rentals
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 - Louisville Holiday rentals
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 - Cincinnati Holiday rentals
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 - Wisconsin River Holiday rentals
 
- Lincoln Park
 - Millennium Park
 - Wrigley Field
 - United Center
 - Navy Pier
 - Six Flags Great America
 - 875 North Michigan Avenue
 - Humboldt Park
 - Shedd Aquarium
 - Guaranteed Rate Field
 - Oak Street Beach
 - The Field Museum
 - Wicker Park
 - Frank Lloyd Wright Home and Studio
 - Garfield Park Conservatory
 - Lincoln Park Zoo
 - Brookfield Zoo
 - Museum of Science and Industry
 - Willis Tower
 - Illinois Beach State Park
 - The Beverly Country Club
 - Washington Park Zoo
 - Raging Waves Waterpark
 - The 606