House Sitting in Woodlawn, Chicago

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

Search

RoverProtect

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more

Loving house sitters in your neighborhood

Search Results

Sitter Profile Image: Emily N.
Verified Background Check
Sitter Profile Image: Emily N.
Verified Background Check

1. Emily N.

Star Sitter
Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
143 reviews
39 repeat clients
Profile image

Emily was amazing! She took care of my senior dog and cat while I was away for the weekend and sent me pictures and updates on how each was doing throughout. My senior dog is a rescue and can get anxious when I leave but he seemed to be so comfortable with Emily and was super calm during the weekend. I’ll be using Emily again next time I go out of town!

Availability updated 34 days ago
Sitter Profile Image: Alexa B.
Verified Enhanced Background Check
Sitter Profile Image: Alexa B.
Verified Enhanced Background Check

2. Alexa B.

200ccs of love and affection = me
Chatham, Chicago, IL, 60619
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
4 reviews
Profile image

Alexa did a wonderful job taking care of our dog in our home over a long holiday weekend. She was communicative, made sure Beau got his walks and play time, left our home clean and our dog happy. She followed our instructions on everything and asked questions when she wasn’t sure about something. We hope our dog wasn’t too crazy for her, but we would gladly welcome her back! So grateful we found Alexa.

Availability updated 3 days ago
Sitter Profile Image: Abi S.
Verified Enhanced Background Check
Sitter Profile Image: Abi S.
Verified Enhanced Background Check

3. Abi S.

Star Sitter
I’ll keep up with your pup!
Hyde Park, Chicago, IL, 60615
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
27 reviews
12 repeat clients
Profile image

Abi was great. She was very responsible and my dog loved her.

Availability updated 2 days ago
Sitter Profile Image: Nicole R.
Verified Enhanced Background Check
Sitter Profile Image: Nicole R.
Verified Enhanced Background Check

4. Nicole R.

Lovable reliable & trustworthy!
Bridgeport, Chicago, IL, 60616
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
Profile image

This our first time hiring someone to take care of our dogs, usually we leave them with family. This time the entire family was on a trip so we opted for Rover and feel very blessed to have found Nicole. Nicole is very detail-oriented, communicated perfectly and even sent videos twice a day. We decided to leave the dogs at home instead of sending them to an unknown environment. And she not only walked them. She sat with them and gave them attention. This all became very crucial because it was very hard for me to leave my dogs this time around. One of my dogs had a bit of an eye irritation and she did a great job keeping track of his progress and keeping me updated. We are very grateful for Nicole and will definitely ask for her services again in the future.

Availability updated yesterday
Sitter Profile Image: Belicia K.
Verified Background Check
Sitter Profile Image: Belicia K.
Verified Background Check

5. Belicia K.

Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
14 reviews
7 repeat clients
Profile image

Belicia is the absolute best. We were gone for two weeks for our wedding abroad and were so busy that we barely had time to check in the way we normally would. Yet, Belicia made a daily effort to give us the loveliest updates about her time with our girl, giving us total peace of mind.

Availability updated 3 months ago
Sitter Profile Image: Shakira C.
Verified Background Check
Sitter Profile Image: Shakira C.
Verified Background Check

6. Shakira C.

RoverGO
Rover 101
Star Sitter
Your Pup is My Pup
South Shore, Chicago, IL, 60649
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
39 reviews
7 repeat clients
Profile image

Shakira is the absolute best and just a amazing lady! This was my first time hes I g him with a stranger. Both she and Benzo fell in love with each other and he was looking sad when she left. She took good care of my boy and kept me updated on his activities during the day. Couldn’t ask for a better experience or sitter for my puppy. Do not hesitate ti book her if she’s available; you won’t regret it I promise. She is a dog whisperer!!?

Availability updated 3 months ago
Sitter Profile Image: Sarah S.
Verified Background Check
Sitter Profile Image: Sarah S.
Verified Background Check

7. Sarah S.

Rover 101
Experienced Animal Care
Bridgeport, Chicago, IL, 60609
4.2 mi. away
House Sitting
from
$60
per night
5.0 out of 5 stars
58 reviews
12 repeat clients
Profile image

Sarah did a great job with Hazel and Apollo. This was the first time we have left them with a sitter (other than a family member), so we were a bit nervous, but once I asked for some updates and photos, Sarah was good about sending them! She was very prompt with her arrival times and our dogs seemed comfortable with her from the beginning.

Availability updated today
Sitter Profile Image: Roman H.
Verified Enhanced Background Check
Sitter Profile Image: Roman H.
Verified Enhanced Background Check

8. Roman H.

Animal Lover and Cat Owner
Kenwood, Chicago, IL, 60615
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
4 reviews
Profile image

Roman was such a great sitter! Arthur was very comfortable around him. Roman was very thoughtful and caring and made sure to send us photos and videos of Arthur while we were away. Would definitely recommend!

Availability updated 2 days ago
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check

9. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
Profile image

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 ?

Availability updated 13 days ago
Sitter Profile Image: Alexis W.
Verified Enhanced Background Check
Sitter Profile Image: Alexis W.
Verified Enhanced Background Check

10. Alexis W.

a vibrant artist & pet hang out 😎
South Shore, Chicago, IL, 60637
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5.0 out of 5 stars
11 reviews
Profile image

Alexis was an excellent dog sitter. She played with Nellie and gave her long walks every day that she watched her. She also provided regular and helpful updates with pictures and descriptions. I would trust her to watch my pets anytime!

Availability updated 18 days ago
Sitter Profile Image: Dominic O.
Verified Enhanced Background Check
Sitter Profile Image: Dominic O.
Verified Enhanced Background Check

11. Dominic O.

Lifelong Hyde Parker and dog owner.
Chicago, IL, 60637
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
3 reviews
Profile image

We highly recommend Dominic! He was very communicative leading up to and during his stay at our home with our dog. His love of dogs is clear, and he took great care of our home while we were away as well. We will be reaching out to him again!

Availability updated 20 days ago
Sitter Profile Image: Karen R.
Verified Enhanced Background Check
Sitter Profile Image: Karen R.
Verified Enhanced Background Check

12. Karen R.

ready to care for your pets!
Chicago, IL, 60615
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
1 review

Wow Karen is great with animals. She is extremely friendly and patient when getting to meet new pets. Karen has two dogs of her own that she takes great care of and loves. I trust Karen with watching my dog Daisy, a pitbull mix, any day as I know Karen will keep Daisy safe and happy. Karen also loves to play with animals! All around she is great with animals and she is very passionate about their care!

Availability updated 4 days ago
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check

13. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5.0 out of 5 stars
60 reviews
36 repeat clients

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime!

Availability updated 11 days ago
Sitter Profile Image: Jasmine P.
Verified Background Check
Sitter Profile Image: Jasmine P.
Verified Background Check

14. Jasmine P.

Rover 101
Star Sitter
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
66 reviews
23 repeat clients
Profile image

Jasmine took excellent care of Zoey while we were out of town for nearly a week. Despite Zoey's nervousness and the challenges it posed initially, Jasmine exercised a lot of patience and willingness to try different things to allow Zoey to feel more safe. And after the first night, Zoey warmed up significantly! Jasmine kept us updated throughout the trip, whether it was the challenges on the first day or the big successes in the days that followed! We really appreciated Jasmine's skills, knowledge, and commitment to taking care of Zoey.

Availability updated 13 days ago
Sitter Profile Image: Daniel K.
Verified Enhanced Background Check
Sitter Profile Image: Daniel K.
Verified Enhanced Background Check

15. Daniel K.

Pet Care Professional at a Discount
Chicago, IL, 60615
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
Profile image

Daniel is a prompt communicator, which is great. He took care to put my dog’s booties on when it got really hot outside for walks. I received photos when requested.

Availability updated 34 days ago
Sitter Profile Image: Samantha E.
Verified Background Check
Sitter Profile Image: Samantha E.
Verified Background Check

16. Samantha E.

RoverGO
Professional Pet Sitter & Pup Lover
chicago, IL, 60615
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
61 reviews
36 repeat clients
Profile image

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!

Availability updated 21 days ago
Sitter Profile Image: Mia D.
Verified Enhanced Background Check
Sitter Profile Image: Mia D.
Verified Enhanced Background Check

17. Mia D.

Your Pets Are My Pets
Chicago, IL, 60649
1.2 mi. away
Boarding, House Sitting
from
$55
per night
2 reviews

I have great confidence that Mia will be a fantastic pet caregiver! Mia has a natural love for all animals, and has successfully taken care of pets for friends numerous times.

Availability updated 6 days ago
Sitter Profile Image: Taylor C.
Verified Enhanced Background Check
Sitter Profile Image: Taylor C.
Verified Enhanced Background Check

18. Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
1.4 mi. away
Boarding, House Sitting, Doggy Day Care
from
$30
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
Profile image

Taylor was a great dog sitter for GiGi! She sent photos and made sure she was well taken care of. I would highly recommend Taylor for any pet sitting services!

Availability updated 25 days ago
Sitter Profile Image: Emma & Emily F.
Verified Enhanced Background Check
Sitter Profile Image: Emma & Emily F.
Verified Enhanced Background Check

19. Emma & Emily F.

We love making new furry friends!
Chicago, IL, 60637
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5.0 out of 5 stars
45 reviews
6 repeat clients
Profile image

Emma and Emily were easy to work with. They are professional, courteous, friendly, and clearly love being with dogs. They took excellent care of our senior dog, and it was clear that she was very happy to be with them. I would definitely use them again.

Availability updated 4 days ago
Sitter Profile Image: Grace L.
Verified Enhanced Background Check
Sitter Profile Image: Grace L.
Verified Enhanced Background Check

20. Grace L.

Upbeat and Experienced Petsitter!
Chicago, IL, 60637
0.2 mi. away
House Sitting, Dog Walking
from
$30
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
Profile image

Grace is the best! She is so sweet and our cats love her. I would definitely recommend her as a pet sitter!! We will be having her back soon :)

Availability updated 4 months ago

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 house 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.

House Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app

Find a loving house sitter in your neighborhood.
Add dates for the most accurate results
Search now