Pet Sitting & Drop Ins in Washington Heights, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Search

More resources

A focus on safety

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

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Nariah B.
Verified Enhanced Background Check
Sitter Profile Image: Nariah B.
Verified Enhanced Background Check

1. Nariah B.

Fur Mama w/o chance of Fur Baby
Washington Heights, Chicago, IL, 60621
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Nariah was great! Took great care of my jazmine and even brought in a perishable package that was delivered and put it away for me. I mistakenly put the wrong address on my reservation and Nariah was understanding and still was able to help me out for the weekend. Will definitely use her again.

Availability updated over 1 year ago
Sitter Profile Image: Melissa B.
Verified Background Check
Sitter Profile Image: Melissa B.
Verified Background Check

2. Melissa B.

I can't wait to meet your dog!
Morgan Park, Chicago, IL, 60655
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
52 reviews
14 repeat clients
Profile image

Melissa was super flexible and accommodating! She took such great care of my puppy & put my mind at ease by providing me updates during the check-in! She always had her own backup supplies just in case!

Availability updated 32 days ago
Sitter Profile Image: Travis P.
Verified Enhanced Background Check
Sitter Profile Image: Travis P.
Verified Enhanced Background Check

3. Travis P.

To err is human—to forgive, canine
Beverly, Chicago, IL, 60643
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
1 review

I can't recommend Travis enough for anyone looking for a trustworthy and caring pet sitter and dog walker! He has an incredible way with animals—whether it's dogs, cats, or even the more exotic pets, every creature instantly warms up to him. Travis is patient, attentive, and genuinely loves all animals, which shows in how happy and relaxed pets are in his company. If you want the peace of mind to know that your pets are with someone who is as concerned and careful about their well-being as you are, look no further!

Availability updated yesterday
Sitter Profile Image: Corey G.
Verified Enhanced Background Check
Sitter Profile Image: Corey G.
Verified Enhanced Background Check

4. Corey G.

A great escape where dogs have fun
Roseland, Chicago, IL, 60628
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5 out of 5.0 stars
5 reviews

Corey is an incredible pet caregiver who truly loves animals. He has been amazing with my chihuahua, showing so much care and attention. Reliable, compassionate, and attentive, Corey always goes above and beyond to ensure she feels happy and safe. Highly recommended!

Availability updated 7 days ago
Sitter Profile Image: Jayden Phoenix (They/Them) P.
Verified Background Check
Sitter Profile Image: Jayden Phoenix (They/Them) P.
Verified Background Check

5. Jayden Phoenix (They/Them) P.

Star Sitter
Reliable & Inclusive 💛💜🤍🖤
Chicago, IL, 60619
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$34
per visit
5 out of 5.0 stars
46 reviews
14 repeat clients
Profile image

Roxy was responsive, arrived as scheduled, and checked on our pets as requested. I also appreciate Roxy bringing in our mail packages that were left at the door. Thank you!

Availability updated today
Sitter Profile Image: Kelera W.
Verified Enhanced Background Check
Sitter Profile Image: Kelera W.
Verified Enhanced Background Check

6. Kelera W.

Star Sitter
Tender loving care
Morgan Park, Chicago, IL, 60643
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
44 reviews
9 repeat clients
Profile image

Kelera was great! She played with our cats and gave great updates with photos and videos. I have an older cat that is scared of everything and she did her best to check in on her. Our younger cat was so excited for playing

Availability updated 36 days ago
Sitter Profile Image: Beverly B.
Verified Background Check
Sitter Profile Image: Beverly B.
Verified Background Check

7. Beverly B.

Star Sitter
Home full-time, individual care
Chatham, Chicago, IL, 60620
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5 out of 5.0 stars
249 reviews
95 repeat clients
Profile image

Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!

Availability updated 75 days ago
Sitter Profile Image: Marya K.
Verified Enhanced Background Check
Sitter Profile Image: Marya K.
Verified Enhanced Background Check

8. Marya K.

Excited to meet your furry family!
Chicago, IL, 60643
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

She took very great care of my dogs and kept me updated the whole time!

Availability updated 6 months ago
Sitter Profile Image: Tamara C.
Verified Background Check
Sitter Profile Image: Tamara C.
Verified Background Check

9. Tamara C.

Animals will always be my life
Chicago, IL, 60620
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
14 reviews
5 repeat clients

About: I take care of all animals in my care, mine or not. I never yell and I don't abuse any animal. I treat them as my own and I make sure that their tail wags every time that they see me. I am currently watching animals as a part time gig as I have a full time job. House sittings are my most popular but I also have many drop in requests as well. I work full time so unless I am doing a house sitting or the place is close by that I can do a fly by, I am not available in the morning most days except weekends. Your dog is never out of my sight unless I allow they are secure in a crate. Any thing that brings me concern will be immediately brought up with you and I will find any solution I can to help.

Availability updated yesterday
Sitter Profile Image: Marchauna B.
Verified Enhanced Background Check
Sitter Profile Image: Marchauna B.
Verified Enhanced Background Check

10. Marchauna B.

We provide full-time pet services!
Roseland, Chicago, IL, 60620
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$25
per visit
5 out of 5.0 stars
59 reviews
16 repeat clients
Profile image

Great sitter!!. She was amazing took great care of my dogs. Made sure they were good and everything. Went above and beyond! Wish i could give more stars.

Availability updated 3 days ago
Sitter Profile Image: Jessica A.
Verified Enhanced Background Check
Sitter Profile Image: Jessica A.
Verified Enhanced Background Check

11. Jessica A.

The best dog mom at your service!
Auburn Gresham, Chicago, IL, 60620
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
12 years of experience

About: I have 12 years of experience in loving and doting after fur babies. Experienced in senior care and medication administration. I WFH and own my home. I work from home and have a flexible work schedule. I am able to accommodate your pets needs and host in my home or come to yours. I have a fenced in yard and a friendly mini-pincher to keep your pet company. I have 3 floors of living space and can comfortably and safely host your pet.

Availability updated 29 days ago
Sitter Profile Image: Kathryne G.
Verified Enhanced Background Check
Sitter Profile Image: Kathryne G.
Verified Enhanced Background Check

12. Kathryne G.

Responsible and caring dog owner!
Washington Heights, Chicago, IL, 60643
0.4 mi. away
Drop-In Visits
from
$25
per visit
5 out of 5.0 stars
4 reviews

Kathryne is great with dogs! She is very patient and caring an you can tell how much she loves dogs by how she cares for her dog, Bailey. She has always been very kind and sweet to my sometimes difficult dog Sophie, which I have always really appreciated. If you want a sitter who will treat your dog like family, then you should book with Kathryne.

Availability updated 80 days ago
Sitter Profile Image: Paul W.
Verified Background Check
Sitter Profile Image: Paul W.
Verified Background Check

13. Paul W.

Enclosed yard and near park
Morgan Park, Chicago, IL, 60643
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
2 reviews

Paul has stolen my dogs hearts! They are excited, exhilarated and anxious to go with him which demonstrates the kindness and care he gives them when they are with him. He plays with them, takes them for walks in the park and supervises their play in his big back yard. I also get photos of my babies when I am traveling. I will continue to board them with him rather than a kennel. You will delight in the care he provides for your four legged family members.

Availability updated yesterday
Sitter Profile Image: Brandon S.
Verified Enhanced Background Check
Sitter Profile Image: Brandon S.
Verified Enhanced Background Check

14. Brandon S.

No pet is too much stress.
Washington Heights, Chicago, IL, 60643
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per visit
2 reviews

Brandon will be perfect for Rover because he is trustworthy and loves all animals. He cares for animals wholeheartedly and will always be sure to keep them safe in all situations.

Availability updated 32 days ago
Sitter Profile Image: Crystal A.
Verified Enhanced Background Check
Sitter Profile Image: Crystal A.
Verified Enhanced Background Check

15. Crystal A.

Oh! I wanna walk with somebody! 🥰
Washington Heights, Chicago, IL, 60643
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
3 reviews
1 repeat client

I have one wire fox terrier and one boxer (he's 100 pounds) and crystal stayed with them an entire month and everyday I got pictures, updates, and so my babies having a GREAT TIME! Crystal also took care of my plants, house dusting, and brought in all my mail. It pained me when I moved from the city, because after six months I have not been able to find someone as good as Crystal. You can 100% trust her with your fur babies!!

Availability updated 3 months ago
Sitter Profile Image: Khalilah B.
Verified Enhanced Background Check
Sitter Profile Image: Khalilah B.
Verified Enhanced Background Check

16. Khalilah B.

Rover 101
Starbucks Run & Pup Cups!☕️🍵🍦
Morgan Park, Chicago, IL, 60643
2.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
3 reviews
1 repeat client

Khalilah is the absolute best in what they provide in terms of care. I have a cat and dog that they have shown immense care for in the past. It takes my dog some time to warm up to new people, but I knew in the instant Khalilah was a great soul as my dog took a liking to them immediately. Khalilah also has experience working in the pharmaceutical/medical industry and has a good, empathetic touch for care, patience, and kindness for people, and they provide that exact same care and empathy to pets. Please look no further as Khalilah is the best for the work. Highly recommend them for their good spirit!

Availability updated today
Sitter Profile Image: matt M.
Verified Enhanced Background Check
Sitter Profile Image: matt M.
Verified Enhanced Background Check

17. matt M.

Star Sitter
Dog lover with spacious backyard
Evergreen Park, IL, 60805
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
33 reviews
10 repeat clients
Profile image

Matt was great, he stayed in constant contact and sent pictures of every visit while he was watching our dog Rocco. He even brought in packages and cleaned up after Rocco.

Availability updated 21 days ago
Sitter Profile Image: Kathryn C.
Verified Background Check
Sitter Profile Image: Kathryn C.
Verified Background Check

18. Kathryn C.

Hard-working and loving caregiver
Oak Lawn, IL, 60453
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
96 reviews
36 repeat clients
Profile image

So helpful. My dog was uncooperative yet Kathryn still did all she could to follow through with her service to the best of her ability. Very honest and communicative. I just feel bad my pup gave her a hard time.

Availability updated 6 days ago
Sitter Profile Image: Alexa B.
Verified Enhanced Background Check
Sitter Profile Image: Alexa B.
Verified Enhanced Background Check

19. Alexa B.

200ccs of love and affection = me
Chatham, Chicago, IL, 60619
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients

Alexa has been my house/pet sitter for a while now. She has always been great with the dogs and willing to work with their schedule. We have never had any problems and I am happy to give her my recommendation.

Availability updated 4 days ago
Sitter Profile Image: Ellen M.
Verified Background Check
Sitter Profile Image: Ellen M.
Verified Background Check

20. Ellen M.

Rover 101
I'll run with you dog!
Beverly, Chicago, IL, 60643
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
39 reviews
19 repeat clients
Profile image

I was very pleased with Ellen’s care of my dogs. I would 100% recommend her and would definitely use her again. My dogs were well taken care of while I was gone!

Availability updated 3 months ago

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a 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 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 pet 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.

Pet Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge