Chicago, IL644 puppy sitters near you

Where do you need the puppy sitter?

Answer a few questions

Tell us what you need so we can bring you the right pros.

Get quotes

Receive quotes from pros who meet your needs.

Hire the right pro

Compare quotes, message pros, and hire when ready.

Chicago Puppy Sitters

Browse these puppy sitters with great ratings from Thumbtack customers in Chicago.

  • 7 years in business
  • 55 hires on Thumbtack
Erin K.
Verified review

Earlier this year we went on a short vacation, the first since we became homeowners, and for lack of forethought our only option was to board our cat for the 3.5 days we were gone. While she made it through okay, we couldn't help but think it would be less stress for everyone involved if we just let her stay at home and had someone check in on her, so we began shopping for pet sitters prior to our long vacation this fall. To give some context, we had certain criteria for a pet sitter. We didn't want someone who we couldn't trust to take the job seriously, and truly wanted to hire someone who does this primarily for a living. There's a measure of trust that goes into this - you're giving someone virtually unrestricted access to your home and hoping that they will take care of your beloved pet as you would. It's a tall order. We had quite a few respondents to our postings, and out of all of them we chose Helene after our initial meet and greet. The things that stood out to us the most were Helene's earnest interest in pet care, her depth of knowledge, and her bonded/insured practice. This is her profession, not just something to make some money on the side. Helene asked all the right questions of us up front, which is what we were looking for. I'm happy to say things couldn't have gone better! We left on vacation for 12 days this autumn and received daily updates via email to let us know that our cat was being well cared for. We asked Helene to stop by for half hour daily sessions, inclusive of feeding/maintenance/play, and it seems to have gone off without a hitch. It was really great to have one less thing to worry about, and they seemed to have gotten along very well. We will definitely be contacting Helene again in the future for any pet sitting needs and encourage anyone reading this to do so as well.

Who Let the Dogs Out
5.0
from 25 reviews
  • 5 years in business
  • 57 hires on Thumbtack
Dawn M.
Verified review

Belinda is amazing!!! She does a wonderful job with both our dogs! She's even made them peanut butter puppy cookies. She gives us daily updates after her visit and sends photos. She even started training our one pup to sit before crossing the street! She is reliable, professional, trustworthy and a genuine lover of animals. Belinda is the best!

ALL4K9
5.0
from 21 reviews
  • 6 years in business
  • 32 hires on Thumbtack
Tracy R.
Verified review

Cat sitting. I get email updates with pictures at each visit. Tremendous service. Angela is a great with taking care of the animals as well as taking in mail and other odds and ends. Highly recommend! Will use again.

kittycareplus
4.9
from 20 reviews
  • 17 hires on Thumbtack
Christina H.
Verified review

Susan has been cat sitting for us for over ten years and we have only positive things to say. First, she did cat sitting for one cat and now for our three. She always asks how they are doing along with detailed questions so she knows what is going on with them, their food and medicine issues, etc. She is easy to work with, 100% reliable, trustworthy, knowledgeable, and experienced. She has a very calm demeanor which our cats respond well to and she spends the time to play with them and give them attention while we are gone so that they are happy and in good spirits when we come home.

Dina's Dogs
5.0
from 18 reviews
  • 4 years in business
  • 25 hires on Thumbtack
Sarah O.
Verified review

We've been working with Dina's Dogs for just over a month now. She is great with our puppy and we couldn't be happier. She gets the job done, she's reliable and goes above and beyond to help us out. I love the photo updates and communications. I highly recommend Dina's Dogs.

Steph's Pet Care
4.8
from 16 reviews
  • 10 hires on Thumbtack
Camille ,Heath, Charlie & LP Z.
Verified review

We are so lucky to have found Stephanie as a trusted caretaker for our 2 dogs. They absolutely adore her. We have used her several times for dog sitting in our home while we are out of town. It's so nice to be able to relax knowing our boys are in good, loving hands . She is very responsive & professional. I would highly recommend using Stephanie for reliable care for your pups!

  • 17 years in business
  • 28 hires on Thumbtack
Brittany M.
Verified review

Marty was awesome! Lots of help with my Newfie puppy! We look forward to signing up for more classes!

2 Hearts 4 Paws, LLC
5.0
from 12 reviews
  • 6 years in business
  • 6 hires on Thumbtack
Heide F.
Verified review

I cannot speak highly enough about the fabulous service that Brenda Montemeyer has provided for our dog Sadie. She is trustworthy, reliable, loving, and fun! I would highly recommend her!

  • 16 years in business
  • 22 hires on Thumbtack
Linda G.
Verified review

Michelle groomed my 15-year-old dog, who suffered from arthritis and had bad back legs. Brownie had medium-long hair that shed like crazy and hadn't been professionally washed or brushed for years. After 90 minutes, she emerged from Michelle's van looking clean and sleek. I've recommended her service to my pet-sitting customers. It was a little pricey, but you get convenience (especially for dogs averse to car rides) and a groomer with a lot of experience and knowledge.

Crazy Pawz, Inc.
4.9
from 11 reviews
  • 11 years in business
  • 37 hires on Thumbtack
Logan H.
Verified review

We just started utilizing crazy paws for our new puppy during the day. Tiaya is very knowledgeable and flexible. She has really put us at ease and we have loved working with her!

Simply Waggable
5.0
from 10 reviews
  • 5 years in business
  • 12 hires on Thumbtack
Barbara B.
Verified review

Jamie at Simply Waggable was fabulous from start to finish! Our dog is our baby and we had a VERY hard time finding someone we trusted enough to stay with him at our home in the city while we went on a trip. Jamie came over for a meet and greet before our trip. She asked great questions and took notes. She took everything seriously. She stayed with our dog for two nights in our home. She followed our instructions for him to a T. My favorite part was that Jamie communicated with us the entire time we were gone. She sent us pictures and text messages to assure us that our pup was in good hands. We are so thrilled that we finally found someone we trust to leave our dog at home with when we travel- it makes our vacation much more relaxing knowing we don't have to worry about our dog or house while we are away. I highly recommend Jamie from Simply Waggable and will be sure to book her again for our next trip!

Lucky Pets Petsitting
5.0
from 9 reviews
  • 2 hires on Thumbtack
Kristy Z.
Verified review

Lisa has been my pet sitter for over 4 years now. Loyal, trustworthy and dependable are her 3 greatest attributes and the most important part is my dogs just love her! She is just great with them! She has even rushed one of my dogs to my vet when she was at my house pet sitting. My dog cut herself on my fencing deep enough to require stitches. I highly recommend her!

Top Pro
Falcore Pet Services
5.0
from 8 reviews
  • 1 year in business
  • 10 hires on Thumbtack
  • Top Pro on Thumbtack
Rita K.
Verified review

The owner, Tracy, is fantastic! This was our 1st experience with leaving our dog and birds at home with a pet sitter! She was always in contact with us, sending updates and photos to ease our minds that things were well at home! And, when we got home, we had a day to day written updates waiting for us! She was, also, flexible with her schedule with us since we weren't sure when we would be returning home! Her prices were amazing! We expected to pay more that what she charged us! The photos attached were sent to us from Tracy!! Falcore Pet Sitting has us as permanent clients!! Thank you so much for taking such great care of our fur & feathered babies!!

Heather's Pet Sitting
4.6
from 8 reviews
  • 3 years in business
  • 10 hires on Thumbtack
Denise K.
Verified review

Heather is our pup's favorite friend! We know that we can always count on her for daily visits, as well as help if anything last-minute pops up. As a first time dog owner, I value Heather's opinion and insight on what's best for our pup!

All TLC Pet Sitting
5.0
from 7 reviews
  • 17 years in business
  • 5 hires on Thumbtack
Karen C.
Verified review

Jeanne was wonderful to work with. Our dog Daisy was well loved during her stay and well cared for. She’s shy but warmed up to Jeanne right away. We felt great leaving Daisy in her care. We highly recommend TLC Pet sitting and appreciate Jeanne!! Jeanne replies promptly to email, texts and phone calls.

Deja Vu's K-9 Korner
4.9
from 7 reviews
  • 10 years in business
  • 10 hires on Thumbtack
Jessica S.
Verified review

Needed a boarder in a pinch for our 3 month old puppy and Deja Vu’s K9 Corner worked out perfectly. Our puppy made lots of new friends and came back happy, exhausted and groomed, ta boot. Would definitely use their services again!

Crazy Pawz, Inc.
5.0
from 6 reviews
  • 11 years in business
  • 10 hires on Thumbtack
Brenda H.
Verified review

I only used them for a short time. My puppy passed away unexpectedly. Tiaya was very compassionate about my tragedy. I reccommed her based on the fact that she really cares not only for your pet but you to.

  • 12 years in business
  • 6 hires on Thumbtack
Dina S.
Verified review

Four Paws Pet Sitting has been a lifesaver to me and my husband. We both work very sporadic hours and they have been very accommodating to help get our dogs out on long days. My dog can be challenging at times but both Denise and staff are experienced working with animals. I trust them fully!

Trisha's TLC Pet Care
5.0
from 3 reviews
  • 5 hires on Thumbtack
Teri B.
Verified review

Trish's TLC Pet Care is professional and caring. Trish is a very kind person and GREAT with animals! My new puppy is very rambunctious and nippy. Trish handled her with a very friendly tone and corrected my puppy's nipping. Rosie took to her right away!

Passion for Pets
4.7
from 3 reviews
  • 3 years in business
  • 5 hires on Thumbtack
Corey H.
Verified review

I could tell she genuinely loved caring for my cat. She made it easier to be away from my fur baby for so long.

Puppy Love Pet Care, Inc.
5.0
from 1 review
  • 14 years in business
  • 1 hire on Thumbtack
Shelley C.
Verified review

I am so happy the job my new dog walker,Kurry, is doing. He is very caring and attentive to my dog,Indy. I already see my dog being calmer. Shelley

Q & A

Answers to commonly asked questions from the experts on Thumbtack.

How much does it cost to hire a house sitter?

House-sitting can be a lifesaver when you’re leaving town for any length of time. Whether you work remotely, you’re taking a much-needed vacation, or you just want to road-trip for a few days, it’s wise to have a pro keep an eye on your house and pets while you’re gone. Your home is more likely to stay safe and you won’t have to wrangle the kitty into a kennel to travel with you. The national average pet-sitting price ranges between $20 and $30. Pet-sitting and house-sitting costs will vary based on where you live in the country and regional labor rates. Another factor in cost is how long you want the house-sitter to stay. Some people prefer to have the house-sitter stay the night at their house, perhaps to care for an elderly pet or simply to keep a watchful eye on the home at all times. Overnight stays will cost more, ranging anywhere from $50 to $100, depending on services provided. For day visits, house-sitting and pet-sitting prices will increase incrementally the longer the visit and the more service you want performed. For example, a quick 10-minute visit to feed and walk the pet and bring in the mail could be $12.50, a 25-minute visit could be $18, a 40-minute visit $25, and a 50-minute visit $32. For more, check out our tips for smart hiring on Thumbtack.

How much should you pay for a pet sitter?

Pet sitting provides your precious pet with in-home care. A pet-sitter can make a brief visit during the day to provide snacks, playtime or affection, or stay at your house for one or more nights to tend to your pet. Prices for pet-sitting will vary based on length of the visit. Nationally, pet sitting prices range from $20 to $30, although prices run higher for your sitter to stay the night. Prices will also be affected by where you live in the country. Here are some examples of average pet-sitting prices based on length of time and region:

  • 30-minute visit: $17 in a small Texas town.
  • 30-minute visit: $25 in Southern California.
    • 45-minute visit: $28.
    • 60-minute visit: $32.
  • Overnight stay (10 hours): $50 in Texas.
  • Overnight stay (10 hours): $85 in Southern California.
    • 12 hours: $100.
    • 24 hours: $200. This is a good option for a sick, elderly or brand-new pet that needs constant supervision.
Hire skilled professionals for absolutely everything.