Dog Sitting in Oakland

Dog sitters in Oakland, Chicago who will care for your furry friend at home without any charges!

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There are 6,652 dog sitters near you

Sitter Profile Image: Matthew
Matthew

Oakland, Chicago

Trustworthy, responsible, and experienced couple available to care for your pets

5.0
• 32 reviews
Owner Image

We were able to spend a little time with Heather and Matt before we left, and knew they would treat our house and animals with care and respect. Their experience showed in the questions they asked. Communication and expectations were understood before we left, and we came home to happy pets and a clean house. In addition, they’re just wonderful, interesting people. We would have them again anytime!

Sitter available from Oct 1
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Sitter Profile Image: Jerry
Jerry

Oakland, Chicago

Responsible & Reliable "Seasoned" Couple Joyfully Pet & Housesit Across USA!

5.0
• 25 reviews
Owner Image

What a joy and an honor it was to have Phyllis and Jerry care for my home and my pets. I could write an epistle to describe in detail how much they did and how well they accomplished each responsibility. Our correspondence began many months ahead of my posted dates. Throughout this time, we stayed connected, and as we got closer, we shared more details about my home and care for the pets. Response time was prompt, friendly and courteous. They were incredibly flexible and understanding when I had to adjust my flight time and date. They arrived early on my departure day so we could have time for orientation, lunch, and conversation. Phyllis and Jerry were meticulous in following the instructions I left for cat and home care. They were dedicated to assuring me that things at home were going well by sending pictures of the cats included with special vignettes. They were respectful of my home and took great care of everything as if it were their own. For example, when the hose unexpectedly burst in the back yard on a hot day, they carried water in a bucket to my young Arbor Vitae trees. They are the kind of people who go the “extra mile” based on their high values and elevated work ethics. When I returned home, everything was glistening and spotless. The carpets had been vacuumed, the laundry completed, the dishwasher and waste baskets emptied, the stove shined, and the kitty litter was scooped and cleaned. My fur babies were happy and relaxed, an indication that they had excellent care while I was away. A delightful surprise was the colorful Autumn gift basket and note they left on the counter. I highly recommend Phyllis and Jerry in every way. They exceeded my expectations and fulfilled every task. They are friendly, enthusiastic, and fun to be around, and both have had a wide variety of experiences that translate into good common sense and wise decisions. It was truly my privilege to have the opportunity to meet them and to benefit from all they had to offer me, my home, and my cats.

Sitter available from Oct 1
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Sitter Profile Image: Hodan
Hodan

Oakland, Chicago

Full Time Cat Lovers

5.0
• 21 reviews
Owner Image

Hodan and Sami continue to be great guests in our home and caretakers of our cats! We’ve had them stay before and they continue to be a pleasure. Our cats were well taken care of and Sami does a fantastic job at keeping us updated. He even checked in to make sure that the food machines were full and double checked to make sure that the right food was used to refill them. They were also flexible with our schedule as our flight was cancelled and we had to arrive the next day. To make sure our cats were well taken care of, they stayed longer to keep the cats company. We’d recommend Hodan and Sami to anyone who wants to ensure a great stay!

Sitter available from Oct 1
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Sitter Profile Image: Lucy
Lucy

Oakland, Chicago

World explorers—one house, one country, and lots of animals—at a time.

5.0
• 21 reviews
Owner Image

We can’t say enough good things about Lucy and Pawel! They’ve been one of the best house sitters/pet sitters we’ve had the fortune to find through the app. From the moment we connected months before the sit they were super responsive and seemed genuinely interested in our dogs. Around the time the sit was supposed to start they were life savers!! We had a very long trip in planned (3 weeks) so we had another zeewoi scheduled to come before Lucy and Pawel. We had the most terrible experience with that other previous sitter, it was a nightmare and she ended up leaving unexpectedly 2 days before the sit was supposed to end among many other terrible things. I was in constant communication with Lucy and Pawel and shared everything with them and they were so awesome and were able to get to our house one day before their sit was supposed to start! From the minute they got to our house they sent great updates, helped with a lot of things that the previous sitter was supposed to do like watering the plants and making sure to give lots of love to our babies and getting them out on time. They let us know if something didn’t seem right (there was a time that Max was acting up very weird, and that Cleo vomited) and we’re just great overall. When we came back we found a house that was spotless as if we had never left and extremely happy dogs!! Thank you so much Lucy and Pawel for all your help these past days. We wish you the best and hope you can sit for us again in the future!!

Sitter available from Oct 1
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Sitter Profile Image: Kim
Kim

Oakland, Chicago

Pet Sitter Extraordinaire *Pet CPR + First Aid Certified*

5.0
• 17 reviews
Owner Image

Kim was an incredible cat sitter! She was very friendly, organized, asked great questions before the sit, and took amazing care of our anxious cat Oscar. Oscar is a picky eater and we get nervous leaving him, but we could tell he was in good hands. Kim seemed genuinely excited to hang out Oscar. She sent us detailed, relevant updates on Oscar and our home. She also sent videos of Oscar. Our place was also very clean when we got back. I highly recommend Kim and we would happily have her sit again.

Sitter available from Oct 1
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Sitter Profile Image: Amanda
Amanda

Oakland, Chicago

'Carpe Diem' Loving House/Pet Sitter Available

4.97
• 37 reviews
Owner Image

Amanda was absolutely fantastic with our dog Beaux, our turtle, and our home. From the very beginning, she asked thoughtful and detailed questions to ensure she could provide the best care possible. Throughout her time with Beaux, she went above and beyond—scheduling play dates and even taking him to the dog beach to make sure he was happy and well-exercised. Amanda also kept us constantly updated with photos and videos, which made it clear how much Beaux was enjoying himself and feeling loved. When we returned home, our house was spotless, and she had even taken the time to water our plants! We couldn’t have asked for a more attentive, responsible, and caring sitter. Highly recommend Amanda to anyone looking for exceptional pet and home care!

Sitter available from Oct 1
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Sitter Profile Image: Theresa
Theresa

Oakland, Chicago

Playful, outdoorsy and chill'n - respectful & reliable - exploring western US.

4.96
• 26 reviews
Owner Image

Theresa was great at communicating, asking for clarification when it was needed and for keeping our home in good shape. She sent photos of our cats, & spoke lovingly about them. You'd be lucky to have her at your home!

Sitter available from Oct 1
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Sitter Profile Image: Justin
Justin

Oakland, Chicago

What fun is a life of adventure if you don't find new friends along the way?

4.91
• 23 reviews
Owner Image

Justine’s great. Kept me updated with photos of my very strange cat. She’s not very sociable but Justine knew how to deal with her, basically feed her then let her do her own thing! I would gladly employ Justine as my cleaner😂 Our house was cleaner than when I left it.

Sitter available from Oct 1
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Sitter Profile Image: Mia
Mia

Oakland, Chicago

Honest, enthusiastic work online girl ready to make your pet comfortable & happy

4.81
• 27 reviews
Owner Image

This was Mia's second time housesitting for us and it went as perfectly as the first time. Mia is fantastic and took such good care of our dogs. They loved their long, off-leash hikes and plentiful cuddles. I swear they are all sad that Mia has left.

Sitter available from Oct 1
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Sitter Profile Image: Naomi
Naomi

Oakland, Chicago

Pup Lover Ready to love your home too!

4.79
• 28 reviews
Owner Image

Naomi took really good care of Beck!

Sitter available from Oct 1
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Reviews from Dog Owners

4.93
253,301 reviews
4.93
253,301 reviews
4.96 Organised 4.96 Reliable 4.95 Clean and tidy 4.97 Self-sufficient 4.91 Pet care
User
Natalie
Kelly was an excellent sitter for us. She communicated well, before the sit and during the sit. When we got home, the dogs and our guinea pig were happy and well. Kelly was dependable and showed up exactly on time. The house was well maintained and clean when we arrived home. We would definitely host Kelly again.
User
Sheri
We could not have asked for a better house sitter than Myria!  She is kind, personable, organized, responsible communicative and more...She read all of our instructions before arriving and asked lots of questions about our pups to make sure she understood their personalities and schedules.  You can tell she truly is a dog lover.  Myria provided regular updates and we felt 100% confident leaving our dogs in her care.  We came back to a home that was spotless - you could hardly tell she had been here.  I'd highly recommend Myria as your next zeewoi!
User
Mia
Anita was a wonderful dog sitter for Balto! They were super tentative, made sure to ask any and all questions before we went away, and they sent the best updates about Balto while we were gone. I felt so much better knowing my dog was in great hands, and I could not recommend Anita enough! Quality care, and our apartment was spotless when we returned home.
User
Michelle
Brian was a wonderful sitter for our 11 year old dog and also took great care of our home. He sent me pictures every day and let me know how Macklin was doing which always helps ease my mind. Our home was clean and tidy when we returned and everything in its place. I'd recommend Brian to anyone looking for excellent care by a friendly person!
User
Joelle
Theresa is a reliable and experienced pet sitter in addition to being great at keeping house! She was very accommodating in meeting me & the dogs in advance of our sit, which proved she is a true pet person: attentive to my dogs and eager to know how they should be cared for. She kept me posted while I was away & I returned to a tidy home & happy dogs!
I highly recommend her!!
User
Jacqueline
If we could give 10 out of 5 stars for Candace, Brian, and Chris, we would!  They were amazing house and dog sitters for Brown Dog and Scout. They were so accommodating with our timeline and had read our welcome guide to a tee!  It was so reassuring being gone for 2 weeks and knowing our pups were in amazing hands. They sent us daily updates and pictures and it was clear the dogs were so well cared for!  They left the house very clean and even had all of our bedding and towels washed for us when we arrived home. Would absolutely recommend them for a sit and would love to have them back again any time!
User
Linda
They took very good care of my pets which involved feeding cats twice daily, fish once or twice a day and filling up fountain for birds. Animals were healthy and happy when I returned. Nothing was lost or broken, and Diane even found a lost grinder part that had fallen into the cats food while I was using it. They are a pleasant couple. 

They were invited from Wednesday to Sunday.  They arrived on Monday so had 3 days instead of one to learn the pets routine. They also informed me that they wouldn't be leaving until Monday morning, but that worked out well since I was mistaken about the end date of my cruise and couldn't get home until Monday. Everything was left neat, but I had minor housekeeping to do (clean sink, fingerprints off glass table, sweep floor). They are older than stated on the profile, which they said only allows 65 as a top age. 68 and 73. Bruce has health problems that requires he sleeps sitting up in a chair that has a leg lift, which luckily I had, so he slept in my living room. They are fine caring for cats, but my friend with a dog decided to find another sitter rather than leave him with them (she was going to pay) because they seem somewhat frail.
User
Linda
Christina is the best house and pet sitter that we have ever had.  She leaves the house immaculate. She is independent, reliable, and totally professional. Communication is excellent. In terms of pet care, Christina is special.  I think that she is a dog whisperer.  Bridie, our crazy Wheaten, adores her and is sad when she leaves.
User
Jane
Piper was a wonderful sitter and I would definitely have her come again.  My dog .Winston loved her and was very happy while I was gone.  When I returned home everything was orderly and clean, she changed her bed and washed all the towels.  I totallly recommend Piper to sit at your home.
User
Craig
Ryan is a great house and pet sitter and I definitely recommend him. He took excellent care of my apartment and my dog for peace of mind when I was away. He is professional, friendly, and experienced.

House Sitting FAQs

Pet sitters on Zeewoi offer pet sitting free of charge.

The main reasons dog sitters join Zeewoi are:
- They can't have their own dog right now but want to share their love for animals by helping out locally.
- They are work from home professionalist and want to pet sit in different cities.
- Many retired teachers, nurses, firefighters, and others enjoy traveling and caring for dog on Zeewoi.

As of Aug 2024, there are 1,387 dog sitters in Oakland, Chicago .
You can filter, sort, expand your radius to find the perfect pet sitter near me.
As a reminder, pet sitters joining Zeewoi must pass a background check for you and your dog safety.

Zeewoi makes it easy to reach out to multiple dog sitters about your booking.
Typically, 94% of Oakland, Chicago dog sitters respond within 24 hours.
Once you create your profile, dog sitters can apply to care for your pets, and you can also invite them!

Yes! dog sitters joining Zeewoi must pass a background check before offering their services.