The Best Dog Boarding in Chicago
Skip the kennel. Premium overnight care in a real Chicago home with a vetted provider who'll treat your dog like family.
Vetted Sitters
Daily Updates
Secure Payment
Peace of Mind for Pet Parents in Chicago
Real Homes, Not Kennels
A comfortable, less stressful stay in a real Chicago home.
Vetted & Trained Sitters
Every sitter is interviewed, background-checked, and trained.
Personalized Matching
We connect you with sitters suited to your dog's specific needs.
Daily Photo Updates
Stay connected with photos and messages from your sitter.
How It Works
Your Simple Path to Worry-Free Boarding
Booking safe, personalized dog boarding in Chicago is easy with Tails.
Create a detailed profile covering personality, routine, medical needs.
Based on your profile, we'll suggest vetted, local sitters.
Schedule a no-obligation meeting to ensure a perfect match.
Confirm your booking easily and receive loving care with updates.
1
Tell Us About Your Pup
Create a detailed profile covering personality, routine, medical needs.
2
Get Matched with Chicago Sitters
Based on your profile, we'll suggest vetted, local sitters.
3
Free Meet & Greet
Schedule a no-obligation meeting to ensure a perfect match.
4
Peace of Mind
Confirm your booking easily and receive loving care with updates.
Specialized Care
Care Tailored to Your Dog's Needs
Our experienced boarding providers can accommodate special requirements so your dog stays comfortable and safe during their stay.
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.
Trust & Safety
Your Dog's Safety is Our Top Priority in Chicago
We go above and beyond to ensure every stay booked through Tails is safe and secure.
Rigorous Sitter Vetting
Includes ID verification, background checks, and interviews.
Home Safety Checks
Home photos by Tails so you can be sure about your pet's home away from home.
Emergency Support
Our dedicated team is available just in case.
Secure Platform
Safe messaging and payment processing.
Rigorous Sitter Vetting
Includes ID verification, background checks, and interviews.
Home Safety Checks
Home photos by Tails so you can be sure about your pet's home away from home.
Emergency Support
Our dedicated team is available just in case.
Secure Platform
Safe messaging and payment processing.
A True Home Away From Home
One-on-One Attention
Sitters typically care for only one or two dogs at a time.
Stress-Free Environment
Avoid the noise and anxiety of traditional kennels.
Routine Consistency
Sitters follow your dog's normal feeding, exercise schedule, and medication schedules.
Daily Exercise
Regular walks and playtime tailored to your dog's energy level.
Real-Time Updates
Receive photos, videos, and messages directly from your sitter.
Your Chicago Dog Boarding Questions Answered
Every provider completes ID verification, background checks, and a live interview. You can review profiles, experience, and ratings before booking.
Yes. Tails is a Chicago-based pet care marketplace with rigorous vetting, including background checks and live interviews. Our Trust & Safety team is available for support, and we can help pet parents and providers find the right insurance for their needs.
Insurance is handled individually by providers. We encourage all providers to carry liability insurance and can help both pet parents and providers find the right coverage for their needs.
Tails serves neighborhoods across Chicago including Lincoln Park, Wicker Park, Lakeview, Logan Square, Bucktown, Old Town, Gold Coast, River North, West Loop, Hyde Park, and many more. Check the Tails app for availability in your specific area.
For regular services, 24-48 hours is usually sufficient. For holidays or peak times, book 1-2 weeks ahead. Last-minute bookings may be available depending on provider schedules.
All payments are handled securely through the Tails app via credit card or debit card. You'll see the total before confirming, and payment processes after service completion.
You'll receive photos and notes in the Tails app after each service. For walks, you'll also see GPS route tracking when available. Want to test it on your own walks? Try our free GPS dog walk tracker.
You can modify or cancel in the app. Policies vary by provider and timing, so you'll see the exact policy before confirming.
Rates vary by sitter, season, and length of stay. You’ll see exact pricing before booking.
You can specify medications, routines, or mobility needs. We match you with experienced sitters and confirm details during the Meet & Greet.
Pack your dog’s food, medications with instructions, a familiar blanket or toy, and vaccination records. Your sitter may request additional items.
Your sitter follows your emergency instructions and contacts your vet. Our Trust & Safety team is available to support urgent situations.
Yes. We match anxious or special needs dogs with experienced sitters. Share your dog's requirements during profile creation, and confirm compatibility at the Meet & Greet.
Convenient Dog Boarding Across Chicago
Find trusted sitters in your neighborhood, including:
Wicker Park Lincoln Park Logan Square Lakeview West Loop Gold Coast River North South Loop Bucktown Roscoe Village Old Town Lincoln Square Andersonville North Center Edgewater Uptown Ravenswood Albany Park Rogers Park Wrigleyville Portage Park Jefferson Park Avondale Irving Park Old Irving Park Ukrainian Village Noble Square Hyde Park Pilsen West Town Humboldt Park Hermosa River West Dunning Belmont Cragin The Loop Streeterville Greektown DePaul West Ridge North Park Forest Glen Norwood Park Bridgeport East Village Little Village University Village Chinatown Bronzeville Woodlawn South Shore Kenwood Washington Park
Booking path
Compare dog sitting app options before boarding
Boarding is one sitting path. Use the Tails dog sitting app page to compare boarding, drop-ins, walking, and provider matching in one place.
Chicago dog sitting app
Route overnight, drop-in, and walking needs to the right Tails service.
Drop-in visits
Use check-ins for feeding, medication, potty breaks, and shorter home visits.
Recurring dog walking
Keep weekly exercise covered before and after overnight trips.
Chicago dog parks guide
Compare DFA parks and off-leash rules for exercise outside boarding days.
Tails vs Rover and Wag
Compare marketplace model, fees, provider vetting, and care fit.
Neighborhood boarding
Popular Chicago neighborhoods for dog boarding
Start with local boarding pages that account for building access, parking, noise, and neighborhood-specific care logistics.
Lincoln Park dog boarding
Many high-rise condos have pet weight limits (25-50 lbs) - verify compatibility
10 providers $65-90 per night →
Wicker Park dog boarding
Most apartments have pet weight limits (25-50 lbs) - verify with building
8 providers $60-85 per night →
Lakeview dog boarding
Cubs night games (20+/year) create significant street noise in Wrigleyville
8 providers $60-85 per night →
Bucktown dog boarding
Mix of single-family homes (30%) and condos (70%)
8 providers $60-85 per night →
Logan Square dog boarding
Vintage 2-flats common - steep stairs may stress anxious dogs
7 providers $55-80 per night →
West Loop dog boarding
Loft/condo living predominant - limited outdoor space in units
6 providers $70-95 per night →
Dog Boarding Guides & Resources
- Overnight Pet Sitting Costs
Compare in-home overnight sitting rates against boarding options
- Dog Boarding Costs in Chicago
Overnight boarding rates and pricing factors
- How to Choose Dog Boarding
Finding the right boarding environment
- Dog Sitting vs Dog Boarding
Which option is better for your dog?
- How to Prepare Your Dog for Boarding
Steps to ensure a smooth stay
- What to Pack for Dog Boarding
Essential items checklist
- Boarding an Anxious Dog
Tips for nervous or anxious pets
- How to Become a Dog Boarder
Start your pet care career - requirements and earnings
What Chicago Dog Owners Are Saying
"Leaving Leo used to be so stressful... Maria through Tails was a game-changer!"
"The Meet & Greet was key... The boarding stay was flawless."
"The vetting process gave us confidence... sitter was amazing, updates were fantastic."
Now Available on iOS & Android
The
Right Caregiver
For Your Dog's Unique Needs
Download Tails to connect with vetted, background-checked pet care providers in your neighborhood.
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
Free to download. No subscription required.
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