Pet-Friendly Rentals in Second City, IL: Compare 10+ Sites & Save

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1092 Best Pet-Friendly Rentals in Second City (Starting from $215)

Top 1 Rated 4BR Lincoln Park House - King Bed
Top 1 Rated 4BR Lincoln Park House - King Bed
House
Chicago, IL, USA
0.3k from Second City center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

4 Bedrooms12 Guests
New to Booking
$2066
Average price / night
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Luxury SOHO Styled Two-Level Townhouse - Old Town
Luxury SOHO Styled Two-Level Townhouse - Old Town
House
Chicago, IL, 60610, United States
0.1k from Second City center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms14 Guests
10.0

Exceptional

19 reviews

$1198
Average price / night
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3 br Spacious Home in Ideal Location w Free Parking Back Yard Pets Welcome
3 br Spacious Home in Ideal Location w Free Parking Back Yard Pets Welcome
House
Second City, Chicago, Illinois, USA
0.4k from Second City center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms14 Guests
New to Booking
$259
Average price / night
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4 BR • Theater Room • Gym • Walk to Lincoln Park!
4 BR • Theater Room • Gym • Walk to Lincoln Park!
House
Chicago, IL, 60614, United States
0.3k from Second City center

AC, Crib, Dryer, Fireplace, Heater, Internet, Kitchen, Microwave, No Smoking

5 Bedrooms12 Guests
New to Booking
$1346
Average price / night
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5 Bedroom Huge House in Best Location Parking Fireplace Back Yard
5 Bedroom Huge House in Best Location Parking Fireplace Back Yard
House
Chicago, IL, USA
0.4k from Second City center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

5 Bedrooms22 Guests
8.3

Very Good

3 reviews

$1190
Average price / night
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Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
House
Chicago, IL, 60610, United States
0.4k from Second City center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

5 Bedrooms22 Guests
9.4

Superb

108 reviews

$1166
Average price / night
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4 Bedroom Home in Best Location Parking Fireplace Back Yard Pets Welcome
4 Bedroom Home in Best Location Parking Fireplace Back Yard Pets Welcome
House
Chicago, IL, USA
0.5k from Second City center

Fireplace/Heating, Laundry, Breakfast, Sports/Activities, Barbecue/Outdoor Cooking, Child Friendly, Spa

4 Bedrooms18 Guests
9.6

Exceptional

5 reviews

$1199
Average price / night
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Gem in Heart of Chicago: Best location
Gem in Heart of Chicago: Best location
Apartment
Chicago, IL, 60610, United States
0.4k from Second City center

AC, Barbecue, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$242
Average price / night
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Designer Themed 4 Bedroom in Best Location with Patio and Fireplace
Designer Themed 4 Bedroom in Best Location with Patio and Fireplace
House
Chicago, IL, USA
0.5k from Second City center

Security/Safety, Balcony/Terrace, Fireplace/Heating, Parking, Entertainment, Laundry, Breakfast

4 Bedrooms14 Guests
9.3

Superb

29 reviews

$852
Average price / night
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Large 4BR/3BA • Safe Old Town Location • Walk Everywhere
Large 4BR/3BA • Safe Old Town Location • Walk Everywhere
Apartment
Chicago, IL, 60610, United States
0.4k from Second City center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms15 Guests
10.0

Exceptional

74 reviews

$1153
Average price / night
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webster house
webster house
Apartment
Chicago, IL, USA
1.2k from Second City center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom3 Guests
8.6

Fabulous

10 reviews

$215
Average price / night
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Luxury House in the heart of Old Town with Parking
Luxury House in the heart of Old Town with Parking
House
Chicago, IL, 60610, United States
0.4k from Second City center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment

5 Bedrooms12 Guests
10.0

Exceptional

56 reviews

$1604
Average price / night
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Near North 2BR w Roof Gym nr Red Line CHI-580
Near North 2BR w Roof Gym nr Red Line CHI-580
Apartment
Second City, Chicago, Illinois, USA
1.2k from Second City center

Fireplace/Heating, Pet Friendly, Entertainment, Guest Services, Accessibility, Tv, Security/Safety

2 Bedrooms4 Guests
New to Booking
$311
Average price / night
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Go Grand in This Massive Old Town Mansion by AllSet Turnover
Go Grand in This Massive Old Town Mansion by AllSet Turnover
Condo
Chicago, IL, 60610, United States
0.4k from Second City center

AC, Crib, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

8 Bedrooms16 Guests
9.6

Exceptional

4 reviews

$1425
Average price / night
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Post Chicago Getaway Ideal 4BR for Groups
Post Chicago Getaway Ideal 4BR for Groups
Apartment
Chicago, IL, USA
1.3k from Second City center

Accessibility, Guest Services, Air Conditioner, Parking, Pet Friendly, View, Security/Safety

24 Bedrooms48 Guests
9.2

Superb

15 reviews

$750
Average price / night
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Elegant 4 br Old Town Home;  Private Yard; Parking; Amazing Location
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
House
Chicago, IL, 60610, United States
0.5k from Second City center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms18 Guests
9.8

Exceptional

105 reviews

$1016
Average price / night
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Spectacular Gilded Age 6 Bedroom Gold Coast Mansion with Deck
Spectacular Gilded Age 6 Bedroom Gold Coast Mansion with Deck
House
Chicago, IL, USA
1.3k from Second City center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

6 Bedrooms26 Guests
New to Booking
$3465
Average price / night
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Heart of the City Group Hub • Patio • Fireplace • Parking
Heart of the City Group Hub • Patio • Fireplace • Parking
House
Chicago, IL, 60610, United States
0.5k from Second City center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms14 Guests
9.2

Superb

66 reviews

$665
Average price / night
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Beautiful 5br home for 14 guests with free parking
Beautiful 5br home for 14 guests with free parking
Villa
Chicago, IL, USA
1.3k from Second City center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

5 Bedrooms14 Guests
9.0

Fabulous

2 reviews

$1620
Average price / night
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THE COMPOUND Large Exquisite House Private Yard ''Best Location'' Well Appointed
THE COMPOUND Large Exquisite House Private Yard ''Best Location'' Well Appointed
House
Chicago, IL, 60610, United States
0.5k from Second City center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

6 Bedrooms28 Guests
10.0

Exceptional

14 reviews

$1643
Average price / night
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Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by AllSet Turnover
Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by AllSet Turnover
Condo
Chicago, IL, 60614, United States
0.5k from Second City center

AC, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, Patio, TV

1 Bedroom3 Guests
9.4

Superb

27 reviews

$326
Average price / night
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Spacious Luxury Townhouse - Old Town by AllSet Turnover
Spacious Luxury Townhouse - Old Town by AllSet Turnover
House
Chicago, IL, 60614, United States
0.5k from Second City center

AC, Crib, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
8.4

Very Good

21 reviews

$735
Average price / night
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Old Town Chicago at it's finest! Pet Friendly & Recently Renovated Top-Floor Condo Has Everything You Need for a Perfect Windy City Getaway by AllSet Turnover
Old Town Chicago at it's finest! Pet Friendly & Recently Renovated Top-Floor Condo Has Everything You Need for a Perfect Windy City Getaway by AllSet Turnover
Condo
Chicago, IL, 60614, United States
0.5k from Second City center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, TV

2 Bedrooms4 Guests
9.0

Fabulous

24 reviews

$568
Average price / night
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Charming 2-bedroom apartment in fabulous Chicago with AC
Charming 2-bedroom apartment in fabulous Chicago with AC
Apartment
Chicago, IL, 60614, United States
0.6k from Second City center

AC, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, TV, Washer

2 Bedrooms4 Guests
New to Booking
$641
Average price / night
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Archways at the Lincoln Park Zoo 2bed/2ba
Archways at the Lincoln Park Zoo 2bed/2ba
Apartment
Chicago, IL, 60614, United States
0.6k from Second City center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, TV

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$536
Average price / night
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Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
House
Chicago, IL, 60610, United States
0.8k from Second City center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms14 Guests
10.0

Exceptional

5 reviews

$677
Average price / night
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Luxury Designer Penthouse | Gold Coast/Old Town
Luxury Designer Penthouse | Gold Coast/Old Town
Apartment
Chicago, IL, 60610, United States
0.8k from Second City center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

2 Bedrooms8 Guests
9.6

Exceptional

10 reviews

$874
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Pet-Friendly Rentals in Second City.

Where to stay in Second City? Best neighborhoods & areas

Second City Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 1092 verified pet-friendly rentals in Second City. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in Second City vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $215 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Second City may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in Second City include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in Second City may include amenities such as Pet Friendly, Fireplace/Heating, and Laundry. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.