House Sitting in Washington Park, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

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

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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1. Emily N.

Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
114 reviews
36 repeat clients
from
$55
per night

Emily was absolutely fantastic. She watched our dog for five days and stayed in our apartment- she sent us great updates and did a wonderful job sticking to our dog’s potty schedule and play routines. Our apartment was also so clean when we got home from our trip. We will definitely work with Emily again in the future!

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Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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2. Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
6.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
25 repeat clients
from
$65
per night

Otis was WONDERFUL. We couldn't have higher praise for him. We originally had another Rover scheduled for boarding, and she canceled on us 3 hours before we were supposed to head to the airport. Otis helped us last minute and arrived right on time to save us. Our Bernese Mountain Dog puppy is a highly energetic handful, and Otis kept her entertained and stimulated the entire weekend. Our dogs loved hanging out with him, and he was great about sending us picture updates throughout the day. The house was also in even better condition than when we left it. Otis was the best dog sitter and house guest, and we would 100% always book him if we could.

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Sitter Profile Image: Saniah I.
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Sitter Profile Image: Saniah I.
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3. Saniah I.

Saniah: Your pets, my love!
Chicago, IL, 60605
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$50
per night

Arrived in time and take care of my dog perfectly, great communication all the time, definitely recommend her and super happy with the service provided.

Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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4. Crystal R.

My home is where your pet is.
Chicago, IL, 60653
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
89 reviews
39 repeat clients
from
$65
per night

Crystal did an absolutely wonderful job taking care of our senior dog. She went above and beyond to make sure our Ollie was happy and well taken care of. She sent pictures and updates daily. We plan to use her services again, and highly recommend her!!

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Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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5. Dalila E.

Rover 101
PET SPECIALIST
Chicago, IL, 60616
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
193 reviews
85 repeat clients
from
$75
per night

Dalila was really good with Gigi! She sent me a lot of photos while we were away. She left my house clean and was very good communicator. Will definitely be using her services again.

Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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6. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$33
per night

They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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7. Belicia K.

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

Belicia took wonderful care of Anya while we were away for 8 days. She fed and walked her and sent us numerous photos and updates. Anya fell sick during her stay and Belicia took great care of her. We would love to work with her again!

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Sitter Profile Image: Nicole C.
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Sitter Profile Image: Nicole C.
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8. Nicole C.

Responsible, reliable, WFH 🧘🏻‍♀️
Near South Side, Chicago, IL, 60616
3.8 mi. away
Boarding, House Sitting
5.0 out of 5 stars
15 reviews
1 repeat client
from
$72
per night

Nicole is awesome. She stayed with our pups over 6 days in our home. She followed all our instructions and treated the pups like her own. She catered to their individual personalities and needs. Awesome communication and lots of photos. Nicole continued caring for the dogs even though she got sick that weekend. She left our place spotless. Highly recommend!

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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9. Shakira C.

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

Shakira is amazing! I feel like she's part of the family. She did an amazing job looking after my Maltipoo, Dash! She sent plenty of pictures and videos throughout the day. I really appreciate the way she made both me and Dash feel comfortable. Before she left, I had already booked her for another sitting for Dash. She's the best!

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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10. Jasmine P.

Rover 101
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
61 reviews
21 repeat clients
from
$75
per night

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.

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Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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11. Taylor C.

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

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!

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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12. Katherine B.

🐶Who's a good dog? Trick question!
Grand Boulevard, Chicago, IL, 60615
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
55 reviews
16 repeat clients
from
$75
per night

Simply amazing. We recieved many updates, and came home to a happy and healthy dog and apartment in great condition. Would happily recommend have watch our dog again.

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Sitter Profile Image: Danielle B.
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Sitter Profile Image: Danielle B.
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13. Danielle B.

I'll care for them all big or small
Hyde Park, Chicago, IL, 60615
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night

Danielle was great at taking care of my two large dogs. She was very affectionate with my dogs, ensured they got a lot of attention, an brought them on walks where they were able to run freely in the park to get their energy out. Danielle provided me with detailed updates which gave me peace of mind while I was away from my dogs. I would recommend Danielle and would gladly work with her again.

Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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14. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
2.3 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
$65
per night

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!

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Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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15. Jessica S.

Passionate Pet Care Pro
Chicago, IL, 60649
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$30
per night

Jessica is beyond amazing, I met her walking my dog one night and from that moment I could tell how passionate she is about dogs. She’s super sweet and caring and Dino (my dog) loves her like nobody’s business!

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Sitter Profile Image: Abi S.
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Sitter Profile Image: Abi S.
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16. Abi S.

I’ll keep up with your pup!
Chicago, IL, 60653
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$60
per night

Abi was wonderful!! So respectful of our home and our dog was well loved while we were away!

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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17. Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$50
per night

Shiri was awesome to accept a relatively last minute booking at a good rate, and was communicative and professional throughout her stay. I returned to my home exactly how I had left it for her which I appreciated as well. She was understanding and kind when problems arose which meant a lot for me given my dog is of old age and caring for him can be quite involved. Thanks Shiri!

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Sitter Profile Image: Emma & Emily F.
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Sitter Profile Image: Emma & Emily F.
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18. Emma & Emily F.

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

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.

Sitter Profile Image: Jonah S.
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Sitter Profile Image: Jonah S.
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19. Jonah S.

Around HP - flexible schedule
Hyde Park, Chicago, IL, 60615
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$60
per night

Jonah dog sat Cinnamon and he did a great job with her! I appreciate the daily updates while I was away and that he kept my place tidy. Thank you, Jonah! I will be calling Jonah again in the future.

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Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
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20. Emily L.

Love all pets 🫶
Hyde Park, Chicago, IL, 60637
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$60
per night

About: I’ve had a few pets of my own and I am very detail oriented, if your pets ever need me to go an extra mile I will! I am currently a college students at the University of Chicago. I have free time after classes, on weekends and some holidays. I would love to work as a pet sitter or walker! I won’t be home sitting because I live in a dorm right now, but I can home sit at your homes! I care very much for animals and will give them my undivided attention.

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Washington Park:


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving 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 house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. 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 house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

House Sitting