Your Dog's Comfort, Your Peace of Mind: Chicago House Sitting
Keep your dog happy and secure in their familiar surroundings with overnight care from trusted, vetted Chicago house sitters.
Why Choose In-Home House Sitting?
Comfort of Home
Minimize stress by keeping your dog in their familiar environment and routine.
Personalized Attention
Your dog receives one-on-one care and companionship.
Home Security
Enjoy peace of mind knowing your home is occupied and cared for.
Maintained Routine
Feeding, walks, and medication schedules stay consistent.
Arranging House Sitting is Easy
Find the perfect sitter to care for your dog and home in Chicago.
Create a profile for your pet and outline home care instructions.
Review profiles of vetted Chicago sitters available for your dates.
Ensure compatibility and walk the sitter through your home and pet's routine.
Confirm your booking and receive updates while you're away.
Detail Your Needs
Create a profile for your pet and outline home care instructions.
Match with House Sitters
Review profiles of vetted Chicago sitters available for your dates.
Meet & Greet + Home Tour
Ensure compatibility and walk the sitter through your home and pet's routine.
Book Your Trip & Relax
Confirm your booking and receive updates while you're away.
Care Tailored to Your Dog's Needs
Our experienced house sitters can accommodate a variety of special requirements to ensure your dog receives the best care possible in your absence.
Reliable Medication Schedules
Reliable administration of pills, injections, etc., precisely following your vet's instructions.
Gentle Senior Dog Comfort
Patient care focused on your senior dog's mobility, diet, and comfort needs at home.
Consistent Puppy Routines
Maintaining your puppy’s routine at home: play, training reinforcement, and potty schedules.
Calming Anxiety Support
Experienced sitters create a calm, secure environment in your home to help ease separation anxiety.
Skilled Behavioral Management
Safe, skilled handling for dogs with reactivity or triggers, following your guidance.
Dedicated Physical Needs Care
Attentive support for dogs with vision, hearing, or mobility challenges, ensuring comfort and safety.
Reliable Medication Schedules
Reliable administration of pills, injections, etc., precisely following your vet's instructions.
Gentle Senior Dog Comfort
Patient care focused on your senior dog's mobility, diet, and comfort needs at home.
Consistent Puppy Routines
Maintaining your puppy’s routine at home: play, training reinforcement, and potty schedules.
Calming Anxiety Support
Experienced sitters create a calm, secure environment in your home to help ease separation anxiety.
Skilled Behavioral Management
Safe, skilled handling for dogs with reactivity or triggers, following your guidance.
Dedicated Physical Needs Care
Attentive support for dogs with vision, hearing, or mobility challenges, ensuring comfort and safety.
Reliable Care for Your Pet & Home
We ensure sitters are thoroughly vetted and respect your home as their own.
Rigorous Sitter Vetting
Extensive checks including background screening and interviews.
Respect for Your Home
Clear guidelines and expectations set for sitters staying in your home.
Emergency Support
Our dedicated team provides backup support for pets and sitters.
Secure Platform
Safe messaging and payment processing.
Rigorous Sitter Vetting
Extensive checks including background screening and interviews.
Respect for Your Home
Clear guidelines and expectations set for sitters staying in your home.
Emergency Support
Our dedicated team provides backup support for pets and sitters.
Secure Platform
Safe messaging and payment processing.
Seamless Care While You're Away
Stress-Free for Your Pet
Your dog stays comfortable with their own bed, toys, and familiar smells.
Continuous Companionship
Overnight presence minimizes loneliness and anxiety for your dog.
Updates From Home
Receive regular photos and messages about your pet's well-being.
Added Home Security
An occupied home deters potential issues while you're gone.
House Sitting Questions Answered
House Sitting Available Across Chicago
Find trusted house sitters in your neighborhood, including:
What Chicago Pet Parents Say About Our House Sitters
"Leaving town is so much easier knowing Max is happy at home with his Tails sitter."
"Our house sitter was amazing! Professional, communicative, and took great care of our dog and home."
"Complete peace of mind. Received daily updates and came back to a happy dog and tidy house."
Book Trusted In-Home Care for Your Dog
Join the waitlist for Chicago's best dog house sitting service.
Caregivers matched to your dog's energy level, age, and needs
GPS tracking and real-time updates during every service
Simple scheduling for walks, boarding, and daycare
Priority Matching
For Early Access Members
Waitlist members get first access to our top-rated caregivers and premium time slots when we launch in your neighborhood.