House Sitting Kenwood

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Over 124
pet parents in Kenwood have booked house sitting

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Sitter Profile Image: Christina D.
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Christina D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
13 years of experience
Oakland, Chicago, IL, 60653

“Christina took excellent care of our apartment, Casey cat, and Rowdy (a recently adopted 5-month old kitten we were nervous about leaving.) We got plenty of reports and pictures, and the cats were very mellow when we got home.”

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Kathleen T.
Sitter Profile Image: Dominique L.
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Dominique L.
from
$60
per night
4.9 out of 5 stars
• 48 reviews
21 repeat clients
5 years of experience
Woodlawn, Chicago, IL, 60637

“Dominique is easy to work with, communicative, and responsive! She stayed with our dog for a few days and took great care of her and our apartment. We will definitely work with Dominique again.”

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Katie & David W.
Sitter Profile Image: Tabbie M.
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Tabbie M.
from
$37
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
7 years of experience
Grand Crossing, Chicago, IL, 60619

“Just as last time, Tabbie has been very attentive to my cat's needs and spent a lot of time with him. I feel I can trust Tabbie completely to take care of him!”

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Teerath M.
Sitter Profile Image: Andrea K.
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Andrea K.
from
$60
per night
5.0 out of 5 stars
• 96 reviews
37 repeat clients
30 years of experience
Lower West Side, Chicago, IL, 60616

“Andrea took great care of my senior girl Lana, who has several special needs. Andrea provided frequent updates and was very flexible and accommodating. She was communicative while I was away. I already have future bookings planned with Andrea and am so glad she is able to care for my baby.”

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Rocio M.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$60
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Chicago, IL, 60609

“Elizabeth was so great! We were able to meet before the house sitting and went over the specifics of my dog. She gave me daily updates and let me know he was doing well which I really appreciated!! I would definitely book again ?”

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Kennedy C.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 59 reviews
19 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

“Evan was terrific - great with the dogs, good communicator, and he left the house in wonderful condition. We booked him at the last minute and would definitely book him again. Highly recommended.”

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Cynthia H.
Sitter Profile Image: Alexis W.
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Alexis W.
Star Sitter
from
$72
per night
5.0 out of 5 stars
• 41 reviews
11 repeat clients
5 years of experience
South Shore, Chicago, IL, 60637

“Alexis was a fantastic sitter. She was very attentive to our pups. One requires meds in her food twice a day and was well taken care of. She stayed with them and kept them comfortable with their separation anxiety from us and played in the yard every day. The house was clean and well maintained when we arrived home. I would highly recommend Alexis, she truly cares about animals and was a great house guest as well”

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Kyle A.
Sitter Profile Image: Samantha E.
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Samantha E.
from
$40
per night
5.0 out of 5 stars
• 146 reviews
64 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

“Samantha is amazing. She took care of my two Frenchies for 8 days in my home. She took over new training techniques for the puppy with no problem (with very little notice I might add). She took amazing care of my babes and left my apartment just as I’d left it. Love her!”

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C A.
Sitter Profile Image: Danielle G.
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Danielle G.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
25 years of experience
Bridgeport, Chicago, IL, 60616

“Danielle was amazing with my dogs! She was very patient, caring, and attentive to their needs. She kept me updated throughout their stay and sent plenty of pictures, which gave me great peace of mind. It was clear they were happy and well cared for. I highly recommend Danielle and will definitely use her again!”

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Jerónimo Á.
Sitter Profile Image: Alina M.
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Alina M.
from
$30
per night
4 years of experience
Woodlawn, Chicago, IL, 60637

About: I am a writer and artist by day and absolutely love animals! I'm looking to share my extra time caring for your furbabies! I have experience walking, feeding, monitoring, and caring for dogs (large-small, puppy-senior), reptiles, small animals (rabbits, guinea pigs, rats, hamsters, ferret etc.), I have my own pets including, two terrier mixed dogs, an American bull toad, and a free roam rabbit. I have cared for my family's dog as well. I am available during the weekdays, Monday-Friday mornings and afternoons. My weekends vary based on my availability but I can be flexible and discuss more in consultation. I have my own vehicle so I am able to check in and care for your pet, and help them at a moments notice in case of emergency's, I have a large fenced in yard at home that allows for plenty of space for your fur baby to explore, walk and play for a few hours.

Sitter Profile Image: Karen P.
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Karen P.
from
$35
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
30 years of experience
Beverly, Chicago, IL, 60643

“Karen is ABSOLUTELY FANTASTIC! She took care of our cats while we were away for about 2 weeks. Our cats are elderly and are not the easiest to deal with, Karen was attentive to their special needs and just went out of her way to ensure they were comfortable and well taken care of. I would highly recommend her for your pet care needs. We travel often and will use her again and again”

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Cindy S.
Sitter Profile Image: Erin E.
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Erin E.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
20 years of experience
Near North Side, Chicago, IL, 60610

About: * Daily Dog walker. Dogs of all sizes and breeds are welcome. * Dog Sitting Available in Your Home. I care for animals both felines and canines. * Dog walking, sittings, drop-ins etc.* I have taken care of animals since I was a child and am an animal advocate. I have open availability! Flexible to fit your schedule, as well as the needs of your pets and family. Pets are also family. Dog walker, sitter, caregiver etc. I am flexible to the needs of the pets and their pet parents. I provide daily drop-in’s, sittings, feedings, walks, caregiver services and value requests. Dog Daycare available in your HOME. Dog Boarding / Sitting available in your HOME.

Sitter Profile Image: Olivia B.
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Olivia B.
from
$100
per night
5.0 out of 5 stars
• 15 reviews
7 repeat clients
4 years of experience
Chicago, IL, 60616

“This was Olivia's second time dog / house sitting for us, and she one again did great. We really appreciated the regular updates she provided. She left the house in great shape, and our dog seemed happy when we returned. I wouldn't hesitate to hire Olivia again.”

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Matt W.
Sitter Profile Image: Jack K.
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Jack K.
from
$50
per night
20 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve lived with dogs my whole life, mostly hounds but lots of experience with all breeds! I am more than happy to work with dogs of any age and have experience with caring for high needs and senior dogs. i am no stranger to a mess and have no problem cleaning up any type of accident. i love all dogs but my heart really goes out to the big pups out there <3. i am quite comfortable with working with dogs that have behavioral/agression issues, given i am properly informed and prepared. i have a fairly open schedule most of the time. i work freelance contractually from time to time, but i am always available to take a break and come see your fur baby. i am returning part time to school in the fall, but that should not interfere with care timings I am very comfortable with dog procedural things. I have experience walking many sizes of dogs, as well as crating and proper and safe playtime. i believe that dogs tell us a lot more than some people let on, so as of course i will follow your guidance in care, i also want to listen to your dogs attitude and communication as well

Sitter Profile Image: Carson W.
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Carson W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 20 reviews
5 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

“Carson did great sitting our 2 very rambunctious and leash-reactive big dogs. Rhubarb and Finch were super well cared for and the apartment is clean!”

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Em P.
Sitter Profile Image: Andrea W.
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Andrea W.
from
$30
per night
6 years of experience
Kenwood, Chicago, IL, 60615

About: I am experienced in very detailed pet care instructions and understand that those pets have unique needs. I have experience with administering medical supplements, adhering to specific feeding schedules and portion requirements. I have followed individualized activity plans and routines for both dogs and cats. I want to provide the consistency in a pets routine while their owners are away. I promote owner-established potty training methods in regards to 6 months and older potty training behaviors. My approach combines reliability, patience, and genuine affection for animals while providing pet owners with confidence that their pets are receiving attentive and compassionate care in their absence. I am a Retired NCAA WBB coach so I have time to care for your fur family! I Can adjust to your pets favorite routine! I stay in your home so that your fur family is in their most safe space! I stick to their routines and routes! I can include new enrichment activities and stick to what works for them! I understand crating and routine! I have also slept w 4 animals in bed so that were very supported during the owner’s mini vacation.

Sitter Profile Image: Johnathan W.
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Johnathan W.
from
$125
per night
5.0 out of 5 stars
• 81 reviews
21 repeat clients
7 years of experience
Loop, Chicago, IL, 60605

“Jonathan took such good care of our dog while we were away! They went on long walks and our dog looked super happy in every picture he sent. Jonathan sent descriptive updates and communicated as needed. We never worried about our pup while we were away. Thanks, Jonathan!”

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Destiny K.
Sitter Profile Image: Nicole R.
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Nicole R.
from
$60
per night
4.9 out of 5 stars
• 66 reviews
22 repeat clients
5 years of experience
South Lawndale, Chicago, IL, 60623

“Nicole was the absolute best with your boy Chico. He need alot of specialized attention and is reactive with other dogs and she navigated everything like a pro. She left our home spotless and was so respectful while staying. We got so many pictures and updates - it was the first trip I had where I didn’t have anxiety about how Chico was doing. She even trimmed his nails and got him a bandana - can’t say enough great things. Will 1000% book with Nicole again”

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Hayley B.
Sitter Profile Image: artiss m.
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artiss m.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 31 reviews
9 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

“Artiss was amazing! She was able to squeeze me in last minute when I really needed someone to watch my dog, and I’m so grateful she did. Communication was great from start to finish, and I felt comfortable knowing my dog was in good hands. I really appreciated how accommodating and dependable she was. I would definitely book with Artiss again! 10/10 would Recommend.”

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Laura D.
Sitter Profile Image: Jeff G.
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Jeff G.
from
$35
per night
18 years of experience
Chicago, IL, 60602

About: I've cared for pets for nearly 20 years. I'm comfortable with dogs and cats of every size and temperament, including seniors and pets with special needs. I can give medications and handle multiple animals at once. As a therapist, I bring patience and a calm presence that helps anxious animals settle in. I work remotely and rarely need to go into the office, so I'm home with your pets for most of the day. That means plenty of attention, regular walks and playtime, and steady routines. I'm available for overnight stays, longer house sits and daytime drop-ins throughout the week. I have my own car and can get to you reliably. I care for your pets in your own home, so they stay comfortable in familiar surroundings. I follow your routines for feeding, walks, medications and bedtime. I keep doors and gates secure, store food and cleaning products out of reach, and watch for any changes in health or behaviour. I send updates and photos, and I'll contact you or your vet right away if anything seems off.

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The median cost per night for house sitting in Kenwood is $50

Pet parents share their Rover experiences - Kenwood

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5.0 out of 5 stars

Emily is wonderful pet sitter. She watched my two large dogs for a few nights at my apartment and both dogs seemed to love spending time with her. I will definitely use her again and highly recommend her for pet sitting.

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Rylee M.
House Sitting
5.0 out of 5 stars

Annie is wonderful with Hawthorne (16 year old tuxedo cat). When we return from a trip he is always totally relaxed. Annie is a pleasure to have in our home.

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Mary & Stephen B.
House Sitting
5.0 out of 5 stars

Evan is the best! He took amazing care of our elderly greyhound Winston and kept the house neat and tidy. Unfortunately, one of Winston’s prior medical issues flared up during our vacation, but Evan promptly notified me of the symptoms and happily agreed to take him to the vet. I was nervous about getting Winston there and back because he is a large dog with mobility issues, but Evan listened well to my suggestions about how to make the car rides as easy as possible, and Winston made the trip safe and sound. I felt very reassured the whole time that Winston was in good hands. I would not hesitate to rebook Evan’s services!

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Sophia A.
House Sitting
5.0 out of 5 stars

Christina has been an incredible sitter for my dogs. She goes above and beyond and makes them feel so loved and cared for and really knows them well. I feel at ease knowing my dogs and home are in good hands with her.

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Destinie M.
House Sitting
5.0 out of 5 stars

Danny was great— very communicative and sent darling photo updates. Will definitely be hiring her again!

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Sunny N.
House Sitting
5.0 out of 5 stars

Syenna was an amazing sitter! My cats were very well loved and cared for. She was a great communicator, sent me lots of pictures of my cats and assured me of how they were doing, she was respectful of my apartment, and followed caring instructions great. Definitely a star sitter! Thanks, Syenna!

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Ashley J.
House Sitting
5.0 out of 5 stars

Clancy and Alice took great care of our pups while we were away! They sent regular updates and pictures and left the home in great shape. We'll definitely have them watch our pups in the future!

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Farnel M.
House Sitting
5.0 out of 5 stars

Dominique came through for me last minute to house sit. This is my 3rd time using her and she always does a good job with my 2 cats and dog. Thank you!

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Cornelius D.
House Sitting
5.0 out of 5 stars

Ava was great. She provided consistent fun updates, problem solved as needed, and made sure had plenty of good pets and play.

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Alex N.
House Sitting
5.0 out of 5 stars

Victoria is very sweet and took very good care of our son's new kitten, Darwin. We loved seeing all of the photos when we were away! Thank you for everything, Victoria!

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Felicia R.
House Sitting
5.0 out of 5 stars

Nicole was so gracious to accommodate a last minute booking, so thankful for her! My dog Theo was absolutely thrilled to see her again.

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Faith S.
House Sitting
5.0 out of 5 stars

Alexis stayed with Jet for the third time. I keep coming back to her for a reason. My pup is super well cared for and loves her, and she is fantastic at communicating. She also takes great care of my home when she stays with Jet.

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Lauren S.
House Sitting
5.0 out of 5 stars

Maia was wonderful with my pup while I was gone for a week. I appreciated the updates and attention to behavioral changes, recommended and will definitely be reaching out to rebook for future dates!

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Madeleine K.
House Sitting
5.0 out of 5 stars

Allison was absolutely wonderful with our French bulldog and two cats. As protective pet parents, this was our first time leaving all three of them in someone else’s care, so naturally we were a little apprehensive. Allison immediately put us at ease by offering two consultation visits before our trip so she could thoroughly understand our pets’ individual needs, routines, personalities, and home environment. That level of preparation and genuine care meant a lot to us. Throughout our vacation, Allison was incredibly attentive and responsive. She arrived early and kept us updated with multiple messages and plenty of photos, which gave us so much peace of mind while we were away. It was clear that she wasn’t simply checking in on our pets, but genuinely caring for them and making sure they were happy and comfortable. She even went above and beyond by offering thoughtful advice for our continued care of the pets, which we really appreciated. You can tell Allison truly loves animals and takes the responsibility of caring for them seriously. She also left the house tidy and in great shape. It was such a small gesture, but after coming home from a long trip, walking into a clean and tidy home made a bigger difference than she probably realized. We came home to three happy, well-cared-for pets and felt completely comfortable knowing they were in Allison’s hands. She helped make our vacation so much more enjoyable because we never had to worry about how things were going at home. We would absolutely recommend Allison and will definitely be using her services again. Thank you, Allison, for taking such wonderful care of our babies and allowing us to have such a relaxing vacation. We truly couldn’t have done it without you!

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Danny R.
House Sitting
5.0 out of 5 stars

Pure gold! ⭐️ I felt super at ease with Haley watching my little pup. She was kind, flexible and extremely communicative. She sent regular updates, photos, videos and asked important questions! Would recommend & book again! Thank you Haley!

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Vanessa Castiglione
House Sitting
5.0 out of 5 stars

Julia is amazing. She's taken our older dog on walks and she's housesat for us when we were out of town for more than a week. Our dog was so calm and happy when we came home from our trip-- it was clear that Julia made him feel so comfortable. And our house was just as we had left it. Julia meets our dog just where he is: when she saw that he didn't want to go far on walks anymore, she went at his pace and just stayed with him, showing more care and patience than we're often able to bring ourselves. She is a gentle and caring soul and we feel so lucky to have had her help!

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John M.
House Sitting
5.0 out of 5 stars

Kristine was absolutely amazing! The best dog/house sitter we have used on Rover, by far. She was attentive, punctual, and super friendly. Our dog, Daisy, was well-loved in her care. Would highly recommend her services and would definitely book her again!

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Anthony V.
House Sitting
5.0 out of 5 stars

We went out of town for 10 days and Zoe took care of our two whippets, Sammy and Bleu. We got updates and pictures each day, and know they got at least two long walks daily (they have Fi collars, so we can see their daily steps). Zoe also took great care of our home and left it cleaner than when she arrived! I could not recommend her enough!

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Aleisha K.
House Sitting
5.0 out of 5 stars

Kaia did a great job with my particular pup Bear! She was attentive and patient, respecting his boundaries and paying attention to his needs. She house sat for me while I was out of town, responsive with communication and kept my house clean!

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Sindhu S.
House Sitting
5.0 out of 5 stars

Danielle was fabulous! Terrific with our animals and left our home in great shape. We had a wonderful trip knowing our animals were in her calm and professional hands.

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Darcy H.
House Sitting
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