Pet Friendly Holiday Rentals
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Pet Friendly Holiday Rentals in Chicago, IL

There are 163 pet friendly holiday rentals in Chicago. Need help to decide where to stay with your dog? Browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

£99+
No pet fee
Big dogs OK
2+ pets OK

Pet-Friendly Airbnb Rentals

Chicago, IL
Pet Friendly 1426 Whole House
£228
No pet fee
Big dogs OK
9 pets max
Sleeps 22

1426 Whole House

4.7 Chicago, IL
1426 Whole House Pet Policy
This 5-bedroom house in Chicago allows 9 dogs of any size for no additional fee. Cats may also be allowed by request. There are 2 resident cats on the property.
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Pet Friendly Schiller Front
£230
No pet fee
Big dogs OK
10 pets max
Sleeps 18

Schiller Front

4.9 Chicago, IL
Schiller Front Pet Policy
This 4-bedroom vacation rental in Chicago allows 10 dogs of any size for no additional fee. Cats may also be allowed by request.
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Pet Friendly Luxury Condo With Patio Deck
£184
No pet fee
Big dogs OK
2 pets max
Sleeps 5

Luxury Condo With Patio Deck

5.0 Chicago, IL
Luxury Condo With Patio Deck Pet Policy
This 1-bedroom vacation rental in Chicago allows 2 dogs of any size for no additional fee. Cats may also be allowed by request.
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Pet Friendly Luxury Penthouse Condo
£292
No pet fee
Big dogs OK
2 pets max
Sleeps 9

Luxury Penthouse Condo

5.0 Chicago, IL
Luxury Penthouse Condo Pet Policy
This 2-bedroom vacation rental in Chicago allows 2 dogs of any size for no additional fee. Cats may also be allowed by request.
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Pet Friendly Wrigleyville 1/1 Condo
£268
No pet fee
Big dogs OK
2+ pets OK
Sleeps 6

Wrigleyville 1/1 Condo

5.0 Chicago, IL
Wrigleyville 1/1 Condo Pet Policy
This 1-bedroom condo in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Lincoln Park 202
£174
No pet fee
Big dogs OK
2+ pets OK
Sleeps 2

Lincoln Park 202

4.7 Chicago, IL
Lincoln Park 202 Pet Policy
This 1-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly 2BR Home with Free Parking on Premises
£118
No pet fee
Big dogs OK
4 pets max
Sleeps 6

2BR Home with Free Parking on Premises

4.9 Chicago, IL
2BR Home with Free Parking on Premises Pet Policy
This 3-bedroom house in Chicago allows 4 dogs of any size for no additional fee. Cats may also be allowed by request.
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Pet Friendly Schiller - Whole House
£442
No pet fee
Big dogs OK
10 pets max
Sleeps 30

Schiller - Whole House

5.0 Chicago, IL
Schiller - Whole House Pet Policy
This 5-bedroom vacation rental in Chicago allows 10 dogs of any size for no additional fee. Cats may also be allowed by request.
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Pet Friendly El Motel Bangtel Tres Logan Square with Patio
£149
No pet fee
Big dogs OK
2+ pets OK
Sleeps 12

El Motel Bangtel Tres Logan Square with Patio

5.0 Chicago, IL
El Motel Bangtel Tres Logan Square with Patio Pet Policy
This 4-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Lincoln Park 204
£215
No pet fee
Big dogs OK
2+ pets OK
Sleeps 6

Lincoln Park 204

5.0 Chicago, IL
Lincoln Park 204 Pet Policy
This 2-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Amazing 3BR With Patio & Parking
£221
No pet fee
Big dogs OK
10 pets max
Sleeps 14

Amazing 3BR With Patio & Parking

4.6 Chicago, IL
Amazing 3BR With Patio & Parking Pet Policy
This 3-bedroom vacation rental in Chicago allows 10 dogs of any size for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance. Breed restrictions apply.
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Pet Friendly The Neighborhood Hotel - Lincoln Park 304
£172
No pet fee
Big dogs OK
2+ pets OK
Sleeps 6

The Neighborhood Hotel - Lincoln Park 304

4.9 Chicago, IL
The Neighborhood Hotel - Lincoln Park 304 Pet Policy
This 2-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance.
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Pet Friendly Lincoln Park 302
£160
No pet fee
Big dogs OK
2+ pets OK
Sleeps 3

Lincoln Park 302

5.0 Chicago, IL
Lincoln Park 302 Pet Policy
This 1-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly The Neighborhood Hotel - Lincoln Park 303
£226
No pet fee
Big dogs OK
2+ pets OK
Sleeps 6

The Neighborhood Hotel - Lincoln Park 303

4.8 Chicago, IL
The Neighborhood Hotel - Lincoln Park 303 Pet Policy
This 2-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Lincoln Park 203
£186
No pet fee
Big dogs OK
2+ pets OK
Sleeps 6

Lincoln Park 203

4.8 Chicago, IL
Lincoln Park 203 Pet Policy
This 2-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Lincoln Park 301
£213
No pet fee
Big dogs OK
2+ pets OK
Sleeps 4

Lincoln Park 301

5.0 Chicago, IL
Lincoln Park 301 Pet Policy
This 1-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Lincoln Park 201
£204
No pet fee
Big dogs OK
2+ pets OK
Sleeps 4

Lincoln Park 201

5.0 Chicago, IL
Lincoln Park 201 Pet Policy
This 1-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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Pet Friendly Large Historic Home Minutes from Downtown Chicago
£406
No pet fee
25 kg max
3 pets max
Sleeps 8

Large Historic Home Minutes from Downtown Chicago

5.0 Chicago, IL
Large Historic Home Minutes from Downtown Chicago Pet Policy
This 5-bedroom house in Chicago allows 3 dogs under 50 lbs for no additional fee. Cats may also be allowed by request.
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Pet Friendly River North Rock and Roll
£234
No pet fee
Big dogs OK
1 pet max
Sleeps 6

River North Rock and Roll

4.8 Chicago, IL
River North Rock and Roll Pet Policy
This 2-bedroom apartment in Chicago allows dogs of any size for no additional fee. Pets must be housebroken. Sorry, no cats.
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