
Pet-friendly holiday rentals in Old Town
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Old Town
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D
• 1,750ft² / 162m² . My home is on the first floor of a four flat Itallian Brick Building . You have 1 flight of stairs to climb to enter. • Walk Score 95 (walk to cafes, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Free street parking with pass included • Onsite washer + dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport Note: fireplace is not operational.

Modern 1BR Lincoln Park Apt, steps from the park!
Historical charm with modern updates in this 1 Bedroom Lincoln Park Condo. This is the perfect place to stay while you're in Chicago with it being steps away from Chicago's largest park, one of the country's oldest free zoos, nationally acclaimed dining, lakefront trails, museums, DePaul University and more. While you're at home, relax in the cozy living room, cook dinner in the full and updated kitchen, rinse off with the rainfall shower head, or get some rest on the queen bed in the bedroom.

Charming 3-BED in Lincoln Park/ Old Town & Parking
Welcome to our charming retreat in the historic Old Town Triangle/Lincoln Park district of Chicago. This conveniently located 3-bedroom apt, including office space, is nestled in the heart of a safe residential neighborhood with a 5-min walk to Brown Line and 10-min to Red Line. Within a 20-min walk, you'll find yourself at Lincoln Park Zoo, Beach, Second City, and Wells Street, immersing yourself in the vibrance of the old town. Book now to experience the best of Chicago. Parking+EV charging.

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt
Centrally located in the heart of Lincoln Park this meticulous 2 bedroom apartment is just a short walk to downtown Chicago, the Lincoln Park Zoo, lakefront, shops, restaurants and nightlife. This luxury designer 2,000 SF 1st & 2nd floor apt is bright and spacious and features everything needed to live in Chicago like a local. The apartment features two bedrooms with king & queen beds, 3 full baths, pullout couch, gourmet kitchen, central HVAC and washer/dryer. Recently completely renovated.

Kasa | Walk Magnificent Mile | River North
Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand new high-rise, our modern apartments include state-of-the-art amenities as well as chic details like gourmet kitchens and high ceilings. You’re less than a mile from the Museum of Contemporary Art, The Wrigley Building, and more. Our tech-enabled apartments offer self check-in at 4 pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

Fully Furnished Apartment Wicker Park Free Parking
Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

Sophisticated Twnhm in Prestigious S. Lincoln Park
Welcome to our awesome townhome, nestled in a peaceful residential neighborhood, offering both convenience and serenity. Located with easy access to public transportation, you can explore all that Chicago has to offer. There are multiple levels to this townhome with stairs. A bedroom and bathroom on the ground floor, kitchen and living/dinning room on the middle floor, and the master bedroom with master bathroom on the top floor. A mini roof top to enjoy Chicago nights as well.

Downtown Park #11 - Mich Ave PH | gym+rooftop
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Queen bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

Modern Corner 2BR in Streeterville | Roof Deck | L
Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple directions. This bright and modern two bedroom, one bathroom corner unit is perfect for travelers looking for a stylish escape in the sky in downtown Chicago just off the Magnificent Mile and the lakefront. The building has great amenities including an amazing rooftop terrace with 360 degree views of the skyline and the lake. This is the best location in the city!

Lincoln Park Hideaway - 5 Min Walk to the Park!
800 sq ft 1 Bed 1 Bath Charming garden-level apartment right in the heart of Lincoln Park. Please note that you will need to walk down a short flight of stairs to access the unit. Close to all the best that Chicago has to offer! Walking distance to restaurants, convenience stores, and public transportation. Anything you could want for a nice trip to Chicago to visit friends and family, work relocation, or just explore our gorgeous city!

Spacious Luxury Townhouse - Old Town
Historic 3 bedroom home in Old Town! Comfortably sleeps 6, and access to 3 levels of living space. The massive rain shower in the master bath is my favorite part, but there's plenty of luxury here to enjoy. Plus, we're right in the heart of Old Town, just steps from all of the shops and restaurants on Wells Street, and a 5 minute walk to the Sedgwick Brown/Purple line stop - you can be in the Loop in 20 minutes! Book today!

Lincoln Square Gem!
Very nice and updated condo in the heart of Lincoln Square! Lots of fun design elements and artwork await. This sunny condo is in the 2nd floor of a 2-flat building with friendly neighbors. My partner and I live on the first floor. You can walk to all that Lincoln Square has to offer! The Brown Line (Western stop) is just 2.5 blocks away for an easy commute to downtown!
Popular amenities for Old Town pet-friendly home rentals
Pet-friendly house rentals

Private 3rd Floor Apartment

The Chicago River House – GIANT wall projector!

Spacious Five Bedroom Home in Trendy Chicago Neighborhood

BoHo House - A Chic, 1903 Chicago Workers Cottage

Victorian House in Heart of Rogers Park

Spacious Row Home next to Transit w Garage
El Motel Dos Patio, Grill, FirePit, Parking 2 Cars

Gather in Spacious 3 Bedroom 2 Bath Retreat
Pet-friendly home rentals with a pool

Level ◆ Brand New Luxe One Bedroom

Play in the Windy City and rest by the “606”

Resort Style Flat Central to All

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

Level ◆ One Bedroom Suite in Old Town City Views

Level One Bedroom Suite | Fulton Market

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

Luxury Designer Penthouse 3804 | Pool | Gold Coast
Private, pet-friendly home rentals

Wicker Park Walk-Up Condo

Cozy and Spacious! Logan Square Apartment

Archways at the Lincoln Park Zoo 2bed/2ba

Stylish 2BR stunner w/ unbeatable location

RockStar Pad W3A BoysTown/Wrigley Field/Parking

Ideal Group Getaway: Best Location, Parking, Patio

Logan Square Lookout

Private coach house near transit shops & nightlife
When is the best time to visit Old Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 AUD | $277 AUD | $309 AUD | $321 AUD | $388 AUD | $357 AUD | $472 AUD | $403 AUD | $372 AUD | $305 AUD | $312 AUD | $323 AUD |
| 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 Old Town

Total holiday rentals
Explore 30 holiday rentals in Old Town

Nightly prices starting at
Old Town holiday rentals start at $133 AUD per night before taxes and fees

Verified guest reviews
Over 2,880 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Old Town holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Old Town rentals

4.8 Average rating
Old Town stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a fireplace Old Town
- Rentals with a patio Old Town
- House rentals Old Town
- Rentals with outdoor seating Old Town
- Rentals with a washing machine and dryer Old Town
- Family-friendly rentals Old Town
- Apartment rentals Old Town
- Pet-friendly rentals Chicago
- Pet-friendly rentals Cook County
- Pet-friendly rentals Illinois
- Pet-friendly rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
- Garfield Park Conservatory
- Wilmot Mountain Ski Resort
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo




