Expertise.com

2024

Last updated:

Best Pet Sitting Services in Chicago

Our Recommended Top 19

We did the research for you!

  • Licensing
  • User Reviews
  • Mystery Shopping Calls

Our goal is to connect people with the best local professionals. We scored Chicago Pet Sitting Services on more than 25 variables across five categories, and analyzed the results to give you a hand-picked list of the best.

716Reviewed

437Curated

19Top Picks

Learn about our selection process.

Providers

featured provider = Featured Provider
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Rover

Chicago, IL
  • Pets Services

Why choose this provider?

Rover offers doggy daycare services for pet owners throughout the local area. Its network includes thousands of pet sitters that are available to care for dogs while their owners work or travel. The service connects sitters with clients online or through its app. Customers can meet with sitters prior to booking, and services are available for a range of dogs, including high-energy puppies and dogs with special needs.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
4.5

Price: $10 off first booking!

Chicago, IL

Why choose this provider?

Need help contacting a Pet Sitting Service in Chicago? Call our Concierge team at 848-Book-Pro (848-266-5776 from 6 am - 4 pm PT | Mon - Fri). They are standing by to help you get the service you need.

Professionalism:

We hire mystery shoppers to call our providers anonymously and evaluate them. Providers who respond quickly, answer questions thoroughly, and communicate politely score higher.
5.0
Responsiveness
Friendliness
Helpfulness
Detail

Price: Free booking service | Call 848.Book.Pro!

Website
Chicago, IL 60631

Why choose this provider?

Jane of All Trades provides pet care services to customers in Chicago. Services provided include in-home pet sitting, dog walking, and grooming. The company, founded in 2009, is insured and bonded. Feeding and medication administration are included upon request. Jane of All Trades also makes doggie cakes fresh to order in a variety of flavors.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
4.4
Facebook
5.0 / 5 (7)
Google
1.0 / 5 (1)
Yelp
4.0 / 5 (1)

Website
2337 w lake st., Chicago, IL 60612

Why choose this provider?

Pupstars is a pet sitting service to caters to pet owners in Chicago. Founded by Tara Robertson, it began as a home-based dog walking service and has expanded over the years into a massive facility with luxury boarding suites for pets. Basic services offered are doggy daycare, pet boarding, dog walking and cat care, overnight stay, and pet grooming. Special services include pet shuttle services and pet supply delivery during drop-off, as well as party packages for pet parties.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
4.0
Google
4.0 / 5 (72)
Yelp
4.0 / 5 (71)
Facebook
4.0 / 5 (34)

Professionalism:

We hire mystery shoppers to call our providers anonymously and evaluate them. Providers who respond quickly, answer questions thoroughly, and communicate politely score higher.
5.0
Responsiveness
Friendliness
Helpfulness
Detail

Website
Chicago, IL 60614

Why choose this provider?

Let's Walk Chicago is a pet sitting business that has been in operation in Chicago for over a decade. The company watches over clients' cats and dogs, and it also offers dog walking every day. Its pet sitting services include playtime, feedings, litter box cleaning, and medication administration. For puppies, it provides more focused services. Vice president Gina has been certified by Pet Sitters International as a professional pet sitter.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
4.6
Yelp
4.5 / 5 (36)
Facebook
5.0 / 5 (6)

Professionalism:

We hire mystery shoppers to call our providers anonymously and evaluate them. Providers who respond quickly, answer questions thoroughly, and communicate politely score higher.
5.0
Responsiveness
Friendliness
Helpfulness
Detail

Website
Glenview, IL 60025

Why choose this provider?

North Shore Dog Walk provides dog walking and pet sitting services to customers in Chicago. The team at North Shore Dog Walk is licensed, insured, professionally trained in CPR and emergency pet care, and members of the National Association of Professional Pet Sitters. The services offered include dog sitting, in-house pet sitting, waste pickup, and pet taxi.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
3.5
Yelp
3.5 / 5 (6)

Professionalism:

We hire mystery shoppers to call our providers anonymously and evaluate them. Providers who respond quickly, answer questions thoroughly, and communicate politely score higher.
5.0
Responsiveness
Friendliness
Helpfulness
Detail

Website
Chicago, IL 60642

Why choose this provider?

Windy City Dog Walkers has been serving pet owners in Chicago since 2002. The company provides daily service such as dog walking, cat care, and pet sitting. Dogs are walked for about 25 minutes by the same team member for each scheduled walk. Additional services include overnight stays, small animal sitting, and medication administration. Windy City Dog Walkers is fully licensed, bonded, and insured.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
5.0
Yelp
5.0 / 5 (97)
Facebook
4.9 / 5 (23)

Professionalism:

We hire mystery shoppers to call our providers anonymously and evaluate them. Providers who respond quickly, answer questions thoroughly, and communicate politely score higher.
5.0
Responsiveness
Friendliness
Helpfulness
Detail

Website
Chicago, IL 60660

Why choose this provider?

Hello Kittie Sitting is mainly a cat care service but also serves dogs, birds, and other small animals in Chicago. The company’s personalized cat care visits include feeding/water, playtime and petting, litter box care, oral medication administration, and daily email updates. Additional services include bringing in the mail/newspaper, rotating lights and blinds, and watering plants. Lita Peterson, the founder of the company, is certified in pet first aid and is insured and bonded by the Pet Sitters Associates.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
5.0
Yelp
5.0 / 5 (10)
Google
5.0 / 5 (2)

Website
Chicago, IL 60642

Why choose this provider?

Worthee, founded in 2013, is a pet concierge service in Chicago. The company offers in-home food delivery, dog walking, pet sitting, vet visits, grooming, training, a monthly Worthee box, and other services. Previous Worthee customers praise the company’s treatment of their pets, customer service, dedication, and compassion.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
4.5
Yelp
4.5 / 5 (35)

Website
Park Ridge, IL 60068

Why choose this provider?

Prairie Path Pet Care offers multiple pet care services for pet owners in Park Ridge. Services include dog walking, fish feeding and cat, critter, bird, and small animal sitting. Each pet visit is tracked by GPS and real-time email notifications when the employee comes and goes. The company, founded in 2011, is locally owned, bonded, and insured.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
4.7
Yelp
4.5 / 5 (9)
Facebook
5.0 / 5 (4)

Website
Chicago, IL 60647

Why choose this provider?

Home Alone Pet Service is a family-owned pet care business providing services since 2006. The company offers dog walking, dog boarding, and cat care to clients in Logan Square, Humboldt Park, Bucktown, Wicker Park, Avondale, and surrounding areas. Boarding can be provided in the client’s home or a team member’s home. Home Alone Pet Service is fully bonded and insured. Customers state they felt comfortable leaving their dogs in the company’s care as well as the employees’ attentiveness, compassion, and professionalism.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
4.8
Yelp
5.0 / 5 (27)
Facebook
4.6 / 5 (20)
Google
5.0 / 5 (6)

Website
Chicago, IL 60642

Why choose this provider?

Purr is a cat care service for cat owners in Chicago. The team of sitters come to the clients’ home and offers basic feeding, litter care, plant care, mail collection, and photo updates. Purr is a member of Pet Sitters International, National Association for Professional Pet Sitters, Pet Sitters Associates, and Pet Sit USA. The company, founded in 2008, is fully bonded and insured.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
4.7
Yelp
4.5 / 5 (82)
Google
5.0 / 5 (57)

Website
Chicago, IL 60614

Why choose this provider?

Urban Tailz is a pet care service for customers living in the North Side of Chicago. The company, founded in 2000, provides daily dog walks, cat sitting, house sitting, and other pet services. Urban Tailz walks dogs during the week, weekends, and off-peak hours. Additional services include trips to the groomer or trainer as well as pet store errands. The company is fully bonded and insured and is a member of The National Association of Professional Pet Sitters.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
5.0
Yelp
5.0 / 5 (99)
Google
5.0 / 5 (36)
Facebook
5.0 / 5 (9)

Professionalism:

We hire mystery shoppers to call our providers anonymously and evaluate them. Providers who respond quickly, answer questions thoroughly, and communicate politely score higher.
5.0
Responsiveness
Friendliness
Helpfulness
Detail

Website
Chicago, IL 60625

Why choose this provider?

Paws & Claws at Lincoln Square, founded in 2006, is a pet care service in Chicago. The company provides day camp, boarding, grooming, spa treatments, dog walking, dog training, a pet taxi service, and in-home pet sitting. The client can choose from a single visit or overnight stay for the in-home pet services.

Professionalism:

We hire mystery shoppers to call our providers anonymously and evaluate them. Providers who respond quickly, answer questions thoroughly, and communicate politely score higher.
5.0
Responsiveness
Friendliness
Helpfulness
Detail

Website
5943 North Broadway, Chicago, IL 60660

Why choose this provider?

Bark Bark Club is a full-service pet care business serving clients in the Chicago metro. It provides pet sitting services for owners who are on vacation or at work. The business employs pet sitters who are members of the National Association of Professional Pet Sitters. Their pet sitters can perform first aid and CPR, dog daycare, grooming, and walking services. The business supports Care for Real Pet Food Pantry. Patti Colandrea and Elizabeth Castrejon own the business. Patti previously worked with PetSmart and Petco.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
4.6
Google
4.7 / 5 (207)
Facebook
4.6 / 5 (99)
Yelp
2.0 / 5 (5)

Professionalism:

We hire mystery shoppers to call our providers anonymously and evaluate them. Providers who respond quickly, answer questions thoroughly, and communicate politely score higher.
5.0
Responsiveness
Friendliness
Helpfulness
Detail

Website
Chicago, IL 60659

Why choose this provider?

KK’s Pet Sitting, founded in 2006, is a pet care company in Chicago providing services for all kinds of animal owners. Andrea Kim, the business owner, offers regular, daily, or occasional visits as well as dog walking. There is no extra charge for additional pets or the administration of medication, and Andrea is also experienced with geriatric pets. Other services include vacation and overnight care and pick up/drop off. Andrea is certified in pet first aid by the American Red Cross of Greater Chicago.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
4.5

Website
Chicago, IL 60642

Why choose this provider?

Since 1984, Pet & Plant Care Service has been providing dog walking and vacation pet care to customers in Chicago. The company will arrange a meet and greet, provide the same walker for each visit, and give special care for puppies if requested. During vacation care visits, employees will also water plants and bring in the mail/paper. Pet & Plant Care Service is fully bonded and insured and fully licensed by the City of Chicago. They are member of the National Association of Professional Pet Sitters.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
3.9
Yelp
3.5 / 5 (10)
Google
5.0 / 5 (3)

Website
Chicago, IL 60640

Why choose this provider?

Sunshine Pet & Home Care is a pet care company serving pet owners in Chicago. The types of services the company performs include dog walking, pet sitting, and overnight care in the client’s home. During each visit, employees will clean up any accidents, alternate blinds and lights, water plants, and provide a generous amount of playtime and love. Sunshine Pet & Home Care donates $1 per walk and $3 per overnight stay to the no-kill shelter, PAWS Chicago.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
5.0
Facebook
5.0 / 5 (3)

Website
Chicago, IL 60614

Why choose this provider?

Dogs Deserve It, founded in 2009, is a dog walking service for pet owners in Chicago. The dog walkers are trained in leash etiquette™ skills to make each clients’ dog walk better on the leash. Dogs Deserve It uses the Pet Cloud online software so all walks can be tracked. The customers can even request and cancel appointments from their web browser or app as well as pay bills. Additional services include pet sitting and pet taxi.

Reputation:

We scour the internet for reviews from well-known resources. Each provider is evaluated based on the quality and quantity of their reviews, their presence on multiple review sites, and their average minimum rating.
5.0
Yelp
5.0 / 5 (89)

Professionalism:

We hire mystery shoppers to call our providers anonymously and evaluate them. Providers who respond quickly, answer questions thoroughly, and communicate politely score higher.
5.0
Responsiveness
Friendliness
Helpfulness
Detail

FAQs

  • Introduction

    Hiring a pet sitter when you’re planning a trip can help relieve the stress of leaving your pet behind. When you’re confident you have a qualified, responsible pet sitter, you can feel good knowing your pet is safe. Additionally, if there’s an emergency that requires veterinary care while you’re away, your pet will have access to timely help.

  • How much do pet sitters cost?

    The average cost for a pet sitter who visits your home to feed and check on your pet is $15 per hour. A sitter for a puppy or dog that requires extra care usually costs more. However, overnight care may have a lower hourly rate, and sitters may offer package deals for full weeks.

  • How do pet sitters charge for service?

    Pet sitters may charge in several ways, including by the half hour, by the full hour, daily, or with overnight or full week rates. Pet sitters who offer additional services, such as dog walking, grooming, or administering medications to your pet, may charge extra for those services.

  • Do pet sitters need insurance?

    Although it's not legally required, pet sitters may want insurance to cover the cost of accidental damage to a client’s home. Pet sitters also should have coverage in case anything goes wrong when caring for a pet, such as it getting lost or injured. Additionally, if a pet sitter gets injured on the job, insurance could cover their medical care costs.

  • Do pet sitters come to your house or do they pick your pet up?

    Pet sitters typically come to your house to care for your pet. You may be able to arrange for a pet sitter to pick up your pet. Alternately, you may opt to take your pet to stay with a sitter in a boarding situation.

  • Do pet sitters stay overnight?

    Some pet sitters will agree to stay overnight with your pet, although not all offer this service. This can be especially helpful for pets that get stressed when left alone for long periods. Having the pet sitter stay overnight ensures your pet’s needs can be met at all times.

  • How do you tip pet sitters?

    Tipping is optional with most pet sitters, but it's appreciated. A tip says thank you to your sitter for taking care of your pet and helps ensure good future care. Providing a tip that's 15% the total bill is standard, and it shows your sitter that you value the service they provided.