House Sitting in Wicker Park

See your dog's perfect match. We pair you with Wicker Park providers based on your dog's unique needs.

$50-100/day
Background Checked
Matched to Your Dog
Curated by Pawel Kaczmarek, Founder & CEO
Updated:

House Sitting in Wicker Park: Rates & Availability

House Sitting in Wicker Park typically costs $50-$100 per day . matches you with background-checked providers based on your dog's unique needs—size, energy level, and personality.

  • Matched to Your Dog
  • Same-Day Booking
  • Background Checked
  • Wicker Park Locals

House Sitting in Wicker Park: What to Know

  • Street cleaning Apr-Nov, check orange posted signs 24-48hrs ahead ($60 ticket)
  • Winter overnight parking ban on arterials 3AM-7AM (Dec 1 - Apr 1)
  • Zone 383 residential parking permits required on many side streets
  • Closest 24-hour emergency vet is MedVet Chicago (3123 N Clybourn)
  • Restaurant row from North Ave to Division Get Directions
  • Commuter drop-off near Division/Damen intersection Get Directions

More Pet Care in Wicker Park

House Sitting in Nearby Neighborhoods

Frequently Asked Questions

How much does house sitting cost in Wicker Park?

House Sitting in Wicker Park typically costs $50-100/day. Prices vary based on duration, number of pets, and specific requirements. All Tails providers are background-checked and insured. See our 2026 pricing guide for more details.

What does a house sitter do in Wicker Park?

Tails house sitters stay overnight in your Wicker Park home, providing 24/7 care for your pets. This includes feeding, walks, playtime, medication, and maintaining your pet's routine. They also handle mail, plants, and basic home security.

Is house sitting better than boarding for my dog?

House sitting keeps your dog in their familiar Wicker Park environment, reducing stress—especially beneficial for anxious dogs, seniors, or those on strict schedules. Boarding offers more socialization. The best choice depends on your dog's personality.

How do I book house sitting in Wicker Park?

Download the Tails app, enter your Wicker Park address, and browse verified providers. View profiles, read reviews, and book directly. All providers are background-checked, insured, and trained. You can message providers before booking and receive photo updates during service.

Wicker Park Local Conditions

Traffic Level

high — busy streets during rush hour

Walkability

excellent — wide sidewalks, short blocks

Street Cleaning

Varies by block - check posted signs

Winter Parking

Affected by 2"+ snow ban (3AM-7AM)

4.9

Ready to book house sitting in Wicker Park?

See your dog's perfect match. We pair you with providers based on your dog's unique needs.