House Sitting Kenwood

Find a loving house sitter to watch over your pets and your home.

End
Search

Over 130
pet parents in Kenwood have booked house sitting

Kenwood, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Evan P.
Verified Enhanced Background Check
Evan P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
47 reviews
15 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.

Profile image
Cynthia H.
Sitter Profile Image: Zoe R.
Verified Enhanced Background Check
Zoe R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
12 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60615

Zoe watched our sweet pup and her cousin for an evening. She was on time (early), friendly, and sweet.

Profile image
Colleen S.
Sitter Profile Image: Bella B.
Verified Enhanced Background Check
Bella B.
from
$40
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60615

Bella did a great job with our pups. Great communication and she was very flexible working with our pack. I'd gladly have her back to watch them any time.

Profile image
Andrew M.
Sitter Profile Image: Ava M.
Verified Enhanced Background Check
Ava M.
from
$55
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
11 years of experience
Chicago, IL, 60621

Ava was wonderful with our 3 pups. She knew how to manage their chaos and treated them so sweetly. She left the place looking great and really just went above and beyond. We will definitely be using her services again.

Profile image
Gail S.
Sitter Profile Image: Maya C.
Verified Enhanced Background Check
Maya C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
112 reviews
44 repeat clients
8 years of experience
Kenwood, Chicago, IL, 60615

Maya is the best! We love having her sit for us because she always exceeds our expectations. She walked, fed, played, AND trained Kenobi. He was so tired from all of the fun he had with her when we got home! Thank you so much again for accepting our last minute request, Maya. We appreciate you!

Profile image
Joel T.
Sitter Profile Image: Lucille C.
Verified Enhanced Background Check
Lucille C.
Star Sitter
from
$35
per night
4.9 out of 5 stars
17 reviews
2 repeat clients
5 years of experience
Hyde Park, Chicago, IL, 60615

Lucille was a fantastic sitter and our dog had a blast. She was so thoughtful about making sure our dog Lea felt comfortable, and she kept us updated with great photos and videos.

Profile image
Karlos B.
Sitter Profile Image: Olivia H.
Verified Enhanced Background Check
Olivia H.
from
$50
per night
15 years of experience
Hyde Park, Chicago, IL, 60615

About: I have had 4 small dogs my whole life, but have also been a neighborhood pet sitter for dogs of all sizes for many years! I love all pups! I have Tuesdays and weekends off so I can spend the entire day with your pup while you’re away! We will go on walks and hang out outside :) I live in a dog friendly apartment. My apartment has a patio with access to a whole outdoor area where your pup can go potty and run around and sun bathe!

Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Elizabeth D.
from
$45
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Douglas, Chicago, IL, 60609

Elizabeth is always so great with my dog! I really appreciate the consistent pictures and updates while I’m gone, it really puts my mind at ease. This is my second time having her house sit and both times have been amazing!

Profile image
Kennedy C.
Sitter Profile Image: Jasmine P.
Verified Background Check
Jasmine P.
Star Sitter
from
$175
per night
5.0 out of 5 stars
97 reviews
38 repeat clients
10 years of experience
Kenwood, Chicago, IL, 60615

Jasmine took great care of our dog, Koji, while Koji was a little sick and we had to be out of the house over the weekend. Jasmine came on time, even when we needed her early in the morning, and proactively took Koji on walks every few hours to ensure she had relief from her upset tummy. Koji was happy and relaxed when we came home after spending the day with Jasmine! I’d highly recommend her.

Profile image
Liana
Sitter Profile Image: Mia L.
Verified Enhanced Background Check
Mia L.
from
$45
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
7 years of experience
Hyde Park, Chicago, IL, 60615

Mia is a wonderful dog sitter! Charlie and Cooper had a great time with her while we were out of town and she was very communicative with a check in and pictures every day.

Profile image
April H.
Sitter Profile Image: Alison C.
Verified Enhanced Background Check
Alison C.
from
$50
per night
12 years of experience
Kenwood, Chicago, IL, 60615

About: I’ve been walking and dog-sitting for dogs of all sizes & ages since 2014, and dog mom of a Husky since 2021! Happy to go on long walks, play fetch or with the favorite toy, and send you cute pics of your pup along the way. I’m a recent graduate from the University of Chicago and still on the hunt for a full-time job. To keep me sane during the job search process, I would love to care for your pet(s) throughout the week & weekend! Happy to send photos of our walks! I will make sure your dogs have food & water. I can also easily clean up puppy messes if they are still potty training. Please let me know what their favorite treat is too!

Sitter Profile Image: Nicole D.
Verified Enhanced Background Check
Nicole D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole is incredibly communicative. She goes above and beyond with our dog. We were so pleased to have her stay in our home. HIGHLY RECOMMEND and will be booking again.

Profile image
Katherine S.
Sitter Profile Image: Annie X.
Verified Enhanced Background Check
Annie X.
from
$65
per night
4.9 out of 5 stars
156 reviews
113 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

Amazing!!! Annie is great with out shy dog and went out above to build trust with our dog. Annie was very good about communicating with us. We will definitely be using Annie as a pet sitter again!

Profile image
Angelina L.
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check
Dominique F.
from
$40
per night
4.6 out of 5 stars
71 reviews
38 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Our pups felt comfortable right away. Clearly a dog lover and can read their body language. Thank you again!

Profile image
Tommy H.
Sitter Profile Image: Claire P.
Verified Enhanced Background Check
Claire P.
from
$70
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
12 years of experience
Woodlawn, Chicago, IL, 60637

Claire was fantastic. From the moment we met her, she was warm, professional, and clearly experienced with dogs. She took exceptional care of my anxious dog, Balu, and we were so relieved to come home to a relaxed, happy dog. Claire kept us updated with photos and messages throughout our trip, which gave us real peace of mind while we were away. She stayed in our home and left everything spotless. We couldn’t have asked for a better dog sitter and wouldn’t hesitate to book her again if she’s available.

Profile image
Jay N.
Sitter Profile Image: Nicole R.
Verified Enhanced Background Check
Nicole R.
from
$50
per night
4.9 out of 5 stars
54 reviews
20 repeat clients
3 years of experience
Bridgeport, Chicago, IL, 60616

Nicole is a wonderful pet sitter. She is caring, diligent, and honest. She has sat for us 7 times this year, and each time she has gone above and beyond to care for our beloved 12-1/2 dog. You will have a WONDERFUL EXPERIENCE if you hire her.

Profile image
Dawn K.
Sitter Profile Image: Jade T.
Verified Enhanced Background Check
Jade T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
52 reviews
13 repeat clients
11 years of experience
Lower West Side, Chicago, IL, 60608

For a first time Rover user, I was a bit nervous to have someone stay at my home as well as look after my little buddy. With in the first 5 minutes of speaking with Jade, my nerves were completely gone. She is kind, soft spoken and professional. My condo was perfect when I returned and my boy blue (who struggles with anxiety) was happy and wondering where his new friend went! Thank you, Jade. I will be going with her again!

Profile image
Deven K.
Sitter Profile Image: Olivia H.
Verified Enhanced Background Check
Olivia H.
from
$68
per night
19 years of experience
Hyde Park, Chicago, IL, 60615

About: I have been around animals my entire life and grew up with both cats and dog breeds of various sizes! As a cat owner, I understand that every cat has a unique personality and comfort level, and I am especially patient with shy or reserved cats. I also have experience caring for dogs through house sitting and pet sitting for friends and family. I pay close attention to each pet's routine, behavior, and needs to help them feel comfortable and secure while their owners are away. Whether it's playtime, walks, feeding, or simply providing companionship, I am committed to giving your pets the care and attention they deserve. As a graduate student, I am often able to accommodate pet care throughout the day. Whether your pet needs a check-in, feeding, a walk, playtime, or simply some company, I do my best to work around their routine and provide dependable care. As a pet owner myself, I understand the importance of making sure pets feel comfortable, safe, and cared for while their owners are away. I am happy to discuss scheduling needs in advance to ensure I can provide the attention your pet deserves. I believe pets are happiest when their normal routine is maintained, so I take the time to learn each pet's schedule and needs. When caring for pets in a client's home, I prioritize comfort and consistency by following feeding schedules, administering basic care, and ensuring pets have the level of attention that they need. I make sure to be aware of changes in behavior and like to provide consistent updates to keep clients in the loop. When inside a clients home, I also make sure to leave everything clean, secure, and exactly as I found it.

Sitter Profile Image: Julia G.
Verified Enhanced Background Check
Julia G.
from
$40
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
6 years of experience
Hyde Park, Chicago, IL, 60614

About: Hello!! My name is Julia I’m 23 and I love animals. Ever since I was little I’ve always had a special interest in nature and animas especially cats! One of my favorite childhood memories is rescuing feral kittens in my neighborhood and finding homes for them. In my teens years I started dog and cat sitting for friends and family and ever cared for horses and rabbits in my high schools FFA. As of now I’m a painter and artist with a lot of time on my hands and would love to spend some quality time with your pets! When staying with a pet I like to follow a schedule for potty and feeding times since familiar routines can calm pets that might be anxious around new people :)

Sitter Profile Image: Jozelin R.
Verified Background Check
Jozelin R.
from
$37
per night
5.0 out of 5 stars
29 reviews
12 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

Jozelin did a great job with our two cats. Lots of pictures of them hanging out together. She left everything in order after her stay at our place, and we will definitely book with her again.

Profile image
Charles K.
1 / 1
View more sitters

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

Pet parents share their Rover experiences - Kenwood

1 / 1
5.0 out of 5 stars

Niayla was wonderful. It was my first time leaving my cat, Camille, at home by herself for two weeks and Niayla clearly gave her so much love, attention, and cuddles while I was gone. It really put my mind at ease to have someone in my home who so obviously truly cared for Camille. I could tell in all the photos and from the updates that they really enjoyed each other’s company and could not be more grateful to have found Niayla on this app!

Profile image
Sabrina M.
House Sitting
5.0 out of 5 stars

Ava was wonderful! She took great care of my dog. In addition to his walks, etc she got him to take his medication, which is not always easy. And the house was spotless when I reutned!

Profile image
elizabeth h.
House Sitting
5.0 out of 5 stars

Elizabeth was amazing with my cat. This was my first time using a sitter I didnt know personally and she eased all of my fears. Multiple updates with pictures. Not to mention being great to work with- with a calming personality. Would definitely book her again.

Profile image
Joy M.
House Sitting
5.0 out of 5 stars

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

Profile image
Kyle A.
House Sitting
5.0 out of 5 stars

As usual, Staci was amazing with our cats and dog on our 10 day vacation. Zero complaints, great service, she goes above and beyond.

Profile image
Eleanor F.
House Sitting
5.0 out of 5 stars

Emily was an excellent dog sitter and I would hire her again. She was communicative and sent updates throughout the day which gave me great peace of mind. I never had to reach out and ask how my dog was doing because she proactively kept me informed. She was also accommodating with my dog’s feeding routine and mindful of his reactivity to bikes/scooters which I really appreciate. When I returned home everything was exactly as I had left it. I highly recommend Emily.

Profile image
Daritza H.
House Sitting
5.0 out of 5 stars

Allison has been an amazing dogsitter for our dog, Max. This is the third time we’ve worked with her, and she continues to exceed expectations every time. She’s reliable & communicative, and most importantly Max is always happy and well taken care of when we return. It gives us real peace of mind knowing he’s in such great hands. Highly recommend Allison!

Profile image
Gary T.
House Sitting
5.0 out of 5 stars

Jozelin took great care of our dog, Derby. She was communicative and responsive and sent us great photos of Derby while we were on vacation. I would recommend booking Jozelin to care for your pets!

Profile image
Kaylyn T.
House Sitting
5.0 out of 5 stars

Rahmya was amazing! She was very flexible in setting up a meet and greet and instantly prioritized befriend Stormie. I got lots of updates and update pictures daily of stormie which made the whole process of being out of town much easier. I never felt like Stormie wasn't in good hands. The home was clean and perfectly tidy when we arrived back, which was so appreciated when returning from our trip. I would 100% recommend Rahmya for anyone looking for a pet sitter 💙

Profile image
Lillian W.
House Sitting
5.0 out of 5 stars

Our pups felt comfortable right away. Clearly a dog lover and can read their body language. Thank you again!

Profile image
Tommy H.
House Sitting
5.0 out of 5 stars

Hired Maia again for another weekend of house sitting. Very responsible and respectful of taking care of the house and the pup. My puppy gives her 5 paws! Thank you Maia, I won't need to ever hire any one else!

Profile image
anhri89@yahoo.com
House Sitting
5.0 out of 5 stars

Bri does an absolutely incredible job! My dogs are obsessed with her and she send the best pics. She has also taken care of several issues w my house while she was house sitting. She is responsible and trustworthy, 100% recommend!

Profile image
Kate B.
House Sitting
5.0 out of 5 stars

Claire was fantastic. From the moment we met her, she was warm, professional, and clearly experienced with dogs. She took exceptional care of my anxious dog, Balu, and we were so relieved to come home to a relaxed, happy dog. Claire kept us updated with photos and messages throughout our trip, which gave us real peace of mind while we were away. She stayed in our home and left everything spotless. We couldn’t have asked for a better dog sitter and wouldn’t hesitate to book her again if she’s available.

Profile image
Jay N.
House Sitting
5.0 out of 5 stars

Annie was amazing! I am so thankful for her kindness to my three animals (two cats and a dog). She was so attentive, communicative, and caring, following all of their care routines by the book! Her love of animals is very apparent. I highly recommend her and will definitely be using her again. Thank you Annie!

Profile image
Veronica M.
House Sitting
5.0 out of 5 stars

Lucille is an incredibly kind and attentive cat sitter. She made him feel loved and played with him so much. She even took him for a stroll on his backpack. Would highly recommend. Felt like our baby was in wonderful hands!

Profile image
Joanna A.
House Sitting
5.0 out of 5 stars

Mia was incredible with my cat Stormie! We were able to quickly schedule a meet and greet for her to meet Stormie and I could already tell she genuinely cared. She asked questions about feeding, whether Stormie likes to sleep in the bed, daily routine, and took notes when I explained some food changes due to Stormie's sensitive stomach. It is VERY clear she does truly love and care for animals. We had Mia watch Stormie for the weekend and came back to the apartment being clean, litterboxes were empty and freshly cleaned, etc. Mia sent regular updates as well with photos and videos of Stormie so I knew that everything was going smoothly. She also sent messages regularly about how they were playing with toys, how Stormie was doing, etc. I 100% will book with Mia again as I truly never felt more comfortable with someone watching my baby before now.

Profile image
Lillian W.
House Sitting
5.0 out of 5 stars

Phenomenal. Anais took great care of our doges and home. She was extremely responsive to our messages and sent update pictures every day.

Profile image
Gabriel L.
House Sitting
5.0 out of 5 stars

Diana did an amazing job watching my dog while I was away. Highly recommend for your pet sitting needs.

Profile image
Jommel M.
House Sitting
5.0 out of 5 stars

He was so amazing!! Followed all of my puppy’s care instructions perfectly. I felt very comfortable leaving her with Xavier. I am definitely going to be rebooking with him soon!

Profile image
Catie K.
House Sitting
5.0 out of 5 stars

Jasmine is the epitome of caring combined with professionalism. She took care of my small shorkie for an extended stay and when i returned my pet was calm and well cared for. Jasmine checked in every day with a quick message update and pics to let me know how things were coming along. She even checked in on the plants as well. Highly recommend this sitter and will use her again

Profile image
yvonne b.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Kenwood average 4
repeat house sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge