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 dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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1. Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
5.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
18 repeat clients
from
$17
per visit

Coretta did an amazing job taking care of our cats while we were away. She went above and beyond - taking care of unforeseen issues that popped up and sending thoroughly documented (and cute) reports after each visit. I would recommend her to anyone as a trustworthy, compassionate, and knowledgeable caretaker for your animals.

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Sitter Profile Image: Kathryn C.
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Sitter Profile Image: Kathryn C.
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2. Kathryn C.

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

Very attentive care for my timid cat. Followed all the care instructions very exactly and made sure to seek out my cat in hiding to confirm all was well. Recommended!

Sitter Profile Image: Melissa B.
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Sitter Profile Image: Melissa B.
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3. 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
5.0 out of 5 stars
46 reviews
11 repeat clients
from
$22
per visit

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!

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Sitter Profile Image: Olga & Natalia D.
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Sitter Profile Image: Olga & Natalia D.
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4. Olga & Natalia D.

Genuine pet lover
Alsip, IL, 60803
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
18 repeat clients
from
$25
per visit

Olga is the absolute best! I have a shy cat and she made friends with him the first visit, which blew my mind!! He loved her and came out for attention and to play everyday. Honestly that speaks volumes to me, as even when I pay for feeding/litter services usually my cat would be lonely. But not this time! Will definitely use her for all future cat care. Thank you, Olga!

Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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5. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
35 repeat clients
from
$20
per visit

Dominique did a wonderful job! She was the first sitter I hired for my new pet. Her videos and pictures of my little kitten made me feel a lot better about having to leave. I hope to employ Dominique many times in the future, she makes sure our fur babies are safe and loved.

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Sitter Profile Image: matt M.
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Sitter Profile Image: matt M.
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6. matt M.

Dog lover with spacious backyard
Evergreen Park, IL, 60805
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$17
per visit

Matt is an amazing compassionate human being. Has been a wonderful pet owner and has a great sense Knowing what a pet needs. Hire this guy. :)

Sitter Profile Image: Toni C.
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Sitter Profile Image: Toni C.
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7. Toni C.

Rover 101
Animal welfare enthusiast
Chicago, IL, 60655
2.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
4 reviews
1 repeat client
from
$17
per visit

Toni was great with Harper and Remy. She took the time to stop by to meet them prior to starting. Friendly, trustworthy and caring.

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Sitter Profile Image: Shantell B.
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Sitter Profile Image: Shantell B.
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8. Shantell B.

I love pets & pets love me.
South Deering, Chicago, IL, 60617
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$19
per visit

Shantell does a great job taking care of my fur baby. He feels comfortable around her and responds well.

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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9. Jasmine P.

Rover 101
Furry Friends' Paradise
Chicago, IL, 60438
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$15
per visit

About: Since the age of 12, I've harbored a deep passion for caring for dogs. My journey began with my beloved Cane Corso Mastiff named Pacquiao, who was my faithful companion for five wonderful years until he passed away from Dilated Cardiomyopathy. Though I haven't had a dog of my own since Pacquiao, I've found solace and joy in pet sitting for friends and family, helping to fill the void until I'm ready to welcome another furry friend into my home. Taking walks and frequenting dog parks are among my favorite pastimes, allowing me to nurture my love for these amazing animals while staying active and engaged in their well-being. During my undergraduate years, I worked as a nanny for a family that had both a cat and an English bulldog. Through this experience, I not only cared for the children but also formed a bond with their pets. Spending time with the cat, I discovered a newfound appreciation for feline companionship and the calming presence they bring to a home. Alongside my love for dogs, this experience broadened my understanding of and affection for various animals. It further solidified my commitment to providing compassionate care to pets, whether it be through walks, playtime, or simply enjoying their company. As an aviation teacher and instructor, my schedule offers flexibility, ensuring your fur baby receives exceptional care. Living just 20 minutes from my workplace means your pet will enjoy multiple potty breaks throughout the day. In rare instances where I may be unavailable for a scheduled potty break, drop-off, or pickup, rest assured that my retired father, who lives just around the corner, is eager to lend a helping hand. Additionally, I'm available for weekends and major holidays, providing continuous care whenever you need it With a fenced yard and a location only 5 minutes away from the Hyde Park neighborhood, known for its abundance of dog-friendly parks, your pet will have ample opportunities for exercise and play. I am dedicated to maintaining cleanliness by regularly tending to litter boxes, cages, and any other pet areas. Additionally, I prioritize your pet's well-being by closely monitoring their behavior and health, promptly addressing any signs of distress or illness.

Sitter Profile Image: Beverly B.
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Sitter Profile Image: Beverly B.
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10. Beverly B.

Home full-time, individual care
Chatham, Chicago, IL, 60620
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
234 reviews
85 repeat clients
from
$25
per visit

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!!!

Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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11. Cane E.

Prior vet tech, now social worker!
Chatham, Chicago, IL, 60619
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$14
per visit

Cane accepted sitting our 2 dogs and 4 cats at short notice. He provided pictures and plenty of updates while we were away and did well with my reactive dog. I was especially worried about leaving my dog with anyone and almost didn't go on the trip at all because of that but Cane did well meeting him outside and then was able to interact with him while we were gone! He continued to provide care for our pets even after losing access to his car due to the icy roads while we were away. It was very helpful to have someone with experience and patience to work with all our social animals. We will definitely reach out to him again next year 😄

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Sitter Profile Image: Jayden Phoenix P.
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Sitter Profile Image: Jayden Phoenix P.
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12. Jayden Phoenix P.

Dogs are a humans bestfriend.
Chicago, IL, 60628
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$25
per visit

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!

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Sitter Profile Image: Rae S.
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Sitter Profile Image: Rae S.
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13. Rae S.

Love to help people with their pets
Evergreen Park, IL, 60805
2.6 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$15
per visit

Rae was great and accommodating! Thanks for looking after Hank for me!

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Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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14. Crystal A.

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

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!!

Sitter Profile Image: Gionna T.
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Sitter Profile Image: Gionna T.
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15. Gionna T.

Barks of love!!
Evergreen Park, IL, 60805
3.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
123 reviews
51 repeat clients
from
$30
per visit

Gionna has been great with our puppy for the past several months. She is great at communicating and has been flexible to our puppy’s needs. Highly recommend!

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Sitter Profile Image: Lilah B.
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Sitter Profile Image: Lilah B.
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16. Lilah B.

Former Grooming Assistant
Evergreen Park, IL, 60805
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$17
per visit

Lilah was fantastic! Accommodating, thoughtful, and responsible. I will use her again!

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Sitter Profile Image: Thomas B.
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Sitter Profile Image: Thomas B.
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17. Thomas B.

Dogs love me and cats adore me
Grand Crossing, Chicago, IL, 60619
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$16
per visit

About: I've spent time with dogs when I visited my aunt. She loved them and so do I. I also have 3 cats of my own and there all healthy boys. I've pet sit my friends house and his two dogs for a week once and it wasnt bad at all. I want to make your pet feel safe even when your not around. I can do all breeds of dogs and cats if you need your lazy feline friends to be watched. If you want someone who knows dogs and cats and want them to be safe I am your guy. You can rest assure they will be played with fed and happy the time your away. I'm ready to lend a paw to you.

Sitter Profile Image: Kelera W.
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Sitter Profile Image: Kelera W.
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18. Kelera W.

Tender loving care
Morgan Park, Chicago, IL, 60643
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$17
per visit

Kelera has been walking and checking in on Zoey and Zaya twice a week now. She is punctual, friendly, and caring for my fur babies. If you are looking for someone reliable and someone who will treat your fur babies as their own-then look no further and book with Kelera.

Sitter Profile Image: Ellen M.
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Sitter Profile Image: Ellen M.
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19. 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
5.0 out of 5 stars
38 reviews
19 repeat clients
from
$25
per visit

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!

Sitter Profile Image: DaJanae K.
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Sitter Profile Image: DaJanae K.
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20. DaJanae K.

I love animals.
Chicago, IL, 60643
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 years of experience
from
$17
per visit

About: I watched dogs before for my family members when they go out of town. I've also watched dogs when I was babysitting for families with kids. I'm currently a student who doesn't have a flexible schedule so it makes it hard to find a conventional job. It is easier for me to do jobs like this. I feed the pets in my clients home, walk them and play with them to make them felled loved and cared for while I am taking care of them when their owners aren't at home and have entrusted to me.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Washington Heights:

In Washington Heights, Chicago, IL, dog lovers trust Rover.com for their pet sitting needs. Over 7915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking pet sitting in Washington Heights can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Chicago on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Washington Heights pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Washington Heights, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Washington Heights pet sitters and avoid the kennel.

Drop-In Visits