Dog Sitting in Kenwood

Dog sitters in Kenwood, 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: Erin
Erin

Kenwood, Chicago

7+ Years Experienced Petsitters: Nomad Couple Working Remotely

5.0
• 48 reviews
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Erin and Nick were great! Belle was content and well taken care of. The house was spotless when I returned. They're welcome back anytime!

Sitter available from Oct 1
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Sitter Profile Image: Joyce
Joyce

Kenwood, Chicago

Responsible, non-smoking online educator ready to make some new furriends!

5.0
• 36 reviews
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Joyce came across as thoughtful and organized when we "met" on a video chat, and I knew right away she would be a reliable pet and house sitter. Everything worked out great... our animals (cat and chickens) were well taken care of, and our house was exactly as we left it.

Sitter available from Oct 1
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Sitter Profile Image: Matthew
Matthew

Kenwood, Chicago

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

5.0
• 32 reviews
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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

Kenwood, Chicago

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

5.0
• 25 reviews
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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: Lori
Lori

Kenwood, Chicago

World Traveler, Chaos Wrangler, Mad Baker

5.0
• 19 reviews
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Lori was super efficient and a very capable cat sitter. Our communication before the sit was clear and reliable Lori arrived by train the day before our holiday which was great as she got to meet our two very nervous and shy cats when we were around, which makes a difference I think They were very happy in her company and even accepted a few treats! Lori is obviously in tune with cats and it shows She took all the house info in her stride It was nice to chat to her over dinner and interesting to hear about where she’d been pet sitting since she’d come over from the States earlier this year We had no worries about leaving the cats in her very capable hands for 9 days We had a few pictures and stories in the time we were away which was welcome On our return Lori had already left ( as arranged previously) we came home to an immaculate house and two cats welcoming us as we unpacked the car Lori had left us a lovely card and an absolutely amazing Apple cake, it really was a work of art and a shame to cut into it to eat! We would love Lori to come back one day to sit for us again

Sitter available from Oct 1
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Sitter Profile Image: Greg
Greg

Kenwood, Chicago

Dog and cat lover with high degree of flexibility and willingness to travel.

5.0
• 18 reviews
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I couldn't be happier with my experience of Greg as a Housesitter. He was exceptionally easy to communicate with from the start, which made the entire process stress-free. Every day, he dedicated extra time to play with my cats, ensuring each one received individual attention. It was clear that he genuinely cared for them, as they seemed happy and well-cared-for upon my return. Additionally, he maintained a very clean space and left my home in great condition. I highly recommend him for any pet-sitting needs; his commitment and care truly made a difference!

Sitter available from Oct 1
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Sitter Profile Image: Kim
Kim

Kenwood, Chicago

Pet Sitter Extraordinaire *Pet CPR + First Aid Certified*

5.0
• 17 reviews
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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: Lisa
Lisa

Kenwood, Chicago

Trustworthy, reliable, clean & happy animal lover & experienced sitter.

4.96
• 23 reviews
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Lisa was communicative and organised. She sent regular updates and took good care of Abby and Arthur. My home was left tidy and reasonably clean. Thanks Lisa!

Sitter available from Oct 1
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Sitter Profile Image: Suzanne
Suzanne

Kenwood, Chicago

Global sitter who quit job, sold house, & gave away my stuff to travel the world

4.85
• 26 reviews
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Suzanne is the most organized sitter we have encountered through zeewoi. She actually had a list of 30 well thought out questions for us during our first FaceTime call. She excelled at remaining in communication with us both before and during our sit. Meeting her was like meeting a ray of sunshine. She immediately set out to bond with JD and Leilani from the first moment she met them. Her daily videos were greatly appreciated. It was clear to us that our fur babies were in great hands. When the second leg of our return trip was delayed due to weather which caused the airline to rebook our last leg until the next morning she graciously altered her own plans to accommodate the change in our original plans. She dropped us off at the airport and picked us up upon our return. Suzanne takes pride in her pet sitting and is truly a gem. Your pets will be well cared for. We highly recommend Suzanne.

Sitter available from Oct 1
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Sitter Profile Image: Naomi
Naomi

Kenwood, Chicago

Pup Lover Ready to love your home too!

4.79
• 28 reviews
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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
Tamar
Julia was an amazing house sitter and dog sitter! She sent me photos and updates every day, she took my pup Jordan on long walks and gave him the love, care, and patience that he needs. She was so easy and comfortable to communicate with and she left the house so clean and tidy for when I came back. Definitely recommend her!!!
User
Judy
Michele is a great pet sitter for my dog Charley!  She keeps me informed and sends pictures.  I came home to an immaculate home!  I hope she will come back again.
User
Stephen
Lea is seriously the best! We lucked out big time with her as our house sitter. She didn't just watch our home; she made it sparkle, and our dog Mezy? Well, he fell head over paws for her!

Mezy's doesn't always warm up to new folks so easily but Lea had this magical charm that had him wagging his tail from day one. She showered him with cuddles and playtime, and we got daily photo updates that were basically cuteness overload.

But Lea didn't stop at being the dog whisperer. Every nook and cranny was squeaky clean, and it felt like we were walking into a Pinterest-worthy home. Our plants thrived under her care too.

Communication was a breeze with Lea. She kept us in the loop about everything and replied to our messages super quickly. It gave us peace of mind knowing she had everything under control.

Lea's not just a house sitter - her friendly, laid-back vibe made everything so easy. We can't thank her enough for taking such great care of Mezy and our home. We're definitely booking her for all our future adventures.

If you want your pets to adore your house sitter and come back to a spotless home, Lea is the one to call. Thanks a million, Lea!
User
Leslie
I’m sure most folks say the nicest things about their sitter, but honestly, if there were a “super star” status available then Denise would win the prize as sitter of the year!

From the start, Denise was an excellent communicator.  While we were still in the decision phase, Denise was always available to chat either by FaceTime, telephone or text.  It was so easy to choose Denise; as you can see from her countless 5 star reviews, she truly is the only pet sitter you’d ever need and the one everyone hopes to have.  

Denise came to our house eager to meet us, our pets and the quirks of our house.  Denise has an excellent sense of humor and immediately put us all at ease.  Our pets took to her as if she was a long lost friend (even our finicky Siamese cat was loving on her from the start).  

While we were gone, our dog had a non-emergency health issue come up and just like that Denise was taking her to our vet, and administered the dog’s meds like a champion (Denise is also a nurse BTW).  Additionally, Denise brought our pup to her scheduled groom appointments and even made future appointments for us to make our return home as seamless as possible.

Denise was even above and beyond helpful to our neighbors and they appreciated her giving them access to our refrigerator when theirs broke down on Thanksgiving Eve!  

When we got home we were super impressed by how perfectly immaculate our house was!  Most sitters leave the house clean, but Denise met and may have even exceeded our military standards of clean and orderly.  Seriously, our house felt like we never left it.  Everything was spotless, shinny and clean.  She didn’t miss a beat!!  Our pets were so happy to see us but honestly, I felt like our pup and kitty were disappointed when we walked in the door (I believe they were expecting to see Denise!).  Haha.  

If you are ever fortunate enough to have Denise apply for any of your sits then I can’t recommend her enough.  Seriously, you can stop reviewing applicants and just go with Denise.  She was awesome in every sense of the word and I hope she’ll come back and stay with our pets again.
User
Julianne
Emily  and  Chris were absolutely incredible house and pet sitters. They took care of our dog and two cats for 10 days and were some of the best sitters we've ever had. They took amazing care of all three animals -- giving medicine to our aging dog and managing to befriend our very shy cats on day one.  We received adorable picture and video updates each day and it was clear that the pets loved spending time with them. Additionally they left the house in pristine shape and were incredibly diligent in all aspects -- bringing in packages, taking out the trash and recycling, etc.  I can't recommend them highly enough!
User
Velia
Care and compassion for my dogs was at the top of the list of John's attributes. He was the first sitter I have used through zeewoi that was close enough to come meet the dogs before the sit. John not only came for an initial meet and greet, but he made time to meet the pups a second time prior to my departure to better familiarize himself with both the dogs and my home. Having put the fear of God in him about Penny's reactivity (I might have been a bit over the top, but better more attentive than less!), he was cautious with her in the beginning. Later in the sit, they trooped off to the beach on multiple occasions - all good! My 10-yr-old was on some meds for a serious battle with arthritis, and John managed Cooper's needs beautifully. John even made a call and a trip to the vet to re-up Coop's prescription when it was clear he needed to continue the protocol. I received daily updates by  text, including photos and video; communication is hugely important to me. I feel blessed to have had John care for my fur-babies.
User
Mark
Nicole and Gabriel were excellent house sitters and we would highly recommend them to anyone. Our dog absolutely loved them and she was spoilt rotten. The house, pool and yard were kept clean and well looked after. On a personal note we also found both of them interesting and great conversationists.
User
Cynthia
If you need a sitter don’t hesitate to pick Vanessa, I highly recommend her. She cared for our fur baby for two weeks and received the care and attention she needed. We came back to a very happy pup and clean home which is awesome after coming back from a long trip. I received texts and pictures of our dog while we were gone which gave us peace of mind. You could tell right from the start that she genuinely loves animals and will care for them as if they are hers. I will continue to use her as my pet sitter if she’s available. All I can say is she is a wonderful person!!
User
Anne
The two-leggeds and four-legged members of this household give Tess a 5-star rating! We think she's one of the best sitters you will find - highly communicative, friendly, competent, reliable, and great with pets. Tess was also flexible about start and end dates to accomodate possible winter weather complications. For this sit, Tess was able to bring along her mom, Cathy. Tess introduced me to Cathy during one of our Skype conversations prior to the sit. It was a bonus to have her here with Tess. Their travel to Marquette was complicated by weather. A fierce winter storm swept across Michigan just before the sit. It took Tess and Cathy two days to drive here but they arrived, as promised, in time for us to fly out early the next morning. We even had time for a lovely dinner together and to introduce them to the dogs and house. We left the next day and never had a moment's worry while Tess and Cathy were caring for our pets and home. Tess sent us regular updates and photos. The dogs immediately accepted them as great new additions to their pack of friends - even our cranky, old chihuahua, Nike! We returned to happy pets and a spotlessly clean home. We plan to invite Tess (and Cathy if available) to return for future sits. Thank you, Tess and Cathy!
User
Teona
Alia is truly the most wonderful, loving and kind dog sitter I have used.  My husky LOVES her.  Not to mention whenever I travel and return home, my apartment is neat and orderly.  She even baked a treat for me on my return! I highly recommend Alia.  She has sat for me several times and I can't wait to use her again. 
Thanks Alia! Me and Grey love having you:)

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 Kenwood, 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 Kenwood, 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.