House Sitting In Near West Side 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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Sitter Profile Image: Kaitie G.
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Sitter Profile Image: Kaitie G.
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1. Kaitie G.

Star Sitter
Miss Rachel for pets 🐾 she/her(s)
West Town, Chicago, IL, 60622
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$65
per night

Kaitie was amazing with Sasha! I had lots of picture updates and great communication. Sasha clearly had a great time and enjoyed all her walks. Kaitie left the house cleaner than when she showed up and was a really great guest. I highly recommend her! Thank you!

Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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2. Sarah M.

Star Sitter
We’ll have fun in the paw-ffice!
Chicago, IL, 60651
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$57
per night

Sarah came through at the last minute and was able to watch our senior dog at our house. She was great, checked in daily and left our house just as it was before she came.

Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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3. Emily N.

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

Emily was, as usual, an AMAZING dog sitter for Finn for the week we were gone. She is kind, attentive, and professional. She plays with Finn and sends detailed updates. She was very flexible and updated us via WhatsApp because we were out of the country. We will always come to her first if we need a sitter for Finn!

Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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4. Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
0.7 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

I highly recommend Otis as a Rover sitter! He was very punctual and professional during our meet and greet. During his stay in my home, he followed all instructions - including correctly using a type of leash that was new to him - and sent lots of updates and photos. I will definitely book Otis again in the future!

Sitter Profile Image: Pablo V.
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Sitter Profile Image: Pablo V.
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5. Pablo V.

Rover 101
Fun walks
Chicago, IL, 60642
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
241 reviews
95 repeat clients
from
$66
per night

Great experience with Pablo! This was our first time using Rover in general, so I was a nervous dog mom of course. Our dog, Ralph, had a wonderful weekend with Pablo and we highly recommend his services. We received many pictures from Pablo over the weekend which was so nice of him.

Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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6. Lindsay J.

Star Sitter
Cat mom and animal lover
Chicago, IL, 60642
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
10 repeat clients
from
$64
per night

Lindsay was a rock star sitter to my pup. She was responsive, confirmed she arrived, sent timely updates and pics! When I first met her she immediately took notes and was focused on taking in the details to do a good job. I’ll hire her again when the need arrives.

Sitter Profile Image: Nicholle K.
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Sitter Profile Image: Nicholle K.
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7. Nicholle K.

Star Sitter
Animal Lover and Kitten Foster 💛
Chicago, IL, 60642
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
70 reviews
19 repeat clients
from
$60
per night

Nicholle did a terrific job sitting my sweet but anxious beagle! She walked her a lot, and she was caring and communicative during my trip. She is also an amazing dog photographer :-) Highly recommend her and would love to work with her again.

Sitter Profile Image: Deven S.
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Sitter Profile Image: Deven S.
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8. Deven S.

Star Sitter
Nothing better than a happy dog! :)
Near West Side, Chicago, IL, 60607
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
12 repeat clients
from
$48
per night

Deven is great! He took care of Lilith for more than 3 weeks and kept us updated regularly. He sent photos and FaceTimed us, took her on walks and got her pup cups. Made our time away from our baby better and less worrisome. We definitely recommend Deven! He even stayed late on the last day cause my flight was delayed and I needed him to take care of Lilith a bit more.

Sitter Profile Image: Morgan M.
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Sitter Profile Image: Morgan M.
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9. Morgan M.

Energetic dog sitter!
Near North Side, Chicago, IL, 60610
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
36 reviews
16 repeat clients
from
$45
per night

Morgan did a great job at taking care of my senior dog and sent lots of pictures and updates throughout. I felt at ease knowing that my girl was in good hands and being well taken care of. She also left my apartment very clean and followed all the instructions I had left. I know my dog Sadie will be very happy when I book with her again in the future!

Sitter Profile Image: Alina K.
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Sitter Profile Image: Alina K.
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10. Alina K.

Great company for your fluffy ones
West Town, Chicago, IL, 60622
2.0 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
15 reviews
7 repeat clients
from
$60
per night

I needed someone to play with my puppy so I could focus on working for one afternoon. Alina’s so helpful and is really patient with puppy. He loves her already after 4 hours of hanging out with Alina.

Sitter Profile Image: Kirsten W.
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Sitter Profile Image: Kirsten W.
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11. Kirsten W.

Animal Enthusiast and Trainer!
West Town, Chicago, IL, 60622
2.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$40
per night

Always reliable, patient and understanding. She is so good to my little cat and takes really good care of her. Thanks for consistently helping us out!

Sitter Profile Image: Ann Marie M.
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Sitter Profile Image: Ann Marie M.
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12. Ann Marie M.

Star Sitter
In a bind? I’d love to help!
West Town, Chicago, IL, 60482
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
78 reviews
28 repeat clients
from
$90
per night

Ann Marie was fantastic! She took care of our neurotic French Bulldog and two cats for five days, and house sat while we were away. Our dog is on several medications and needs some special care. Ann Marie took great care of all three babies, sent regular photo updates, and left our house immaculate. Thank you, will book her again!

Sitter Profile Image: Munder S.
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Sitter Profile Image: Munder S.
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13. Munder S.

Star Sitter
Your pet needs some me time too
West Town, Chicago, IL, 60642
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
127 reviews
47 repeat clients
from
$66
per night

Munder was great and communicative when housesitting for me. I had just moved to the area and was nervous leaving my dogs with someone as they had moved across country to a new environment but Munder did a great job taking care of my dogs and cat while I was away. 10/10

Sitter Profile Image: Christina L.
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Sitter Profile Image: Christina L.
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14. Christina L.

Your pet’s home away from home!
Chicago, IL, 60607
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$55
per night

Excellent as always

Sitter Profile Image: Callie L.
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Sitter Profile Image: Callie L.
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15. Callie L.

I love caring for animals!!
Near West Side, Chicago, IL, 60607
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$50
per night

We were gone a week and knew our Marley and house were in great hands. We have had Callie come see our baby several times before and this time house sit and we don't want to have anyone else take care of her. Our house was well taken care of and my girl is happy, what else could we ask for. I am a hover Mom and Callie just rolled with it and let me know she was doing fine and sent pics and I was able to relax. We can't thank you enough. Callie.

Sitter Profile Image: Uyen N.
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Sitter Profile Image: Uyen N.
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16. Uyen N.

Here to give your pets love❤️
Near West Side, Chicago, IL, 60607
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$50
per night

I had a wonderful experience with Uyen as my dog sitter over the holiday. She was consistently timely, displaying a caring and attentive attitude towards Temperance. Uyen went above and beyond, providing my dog with an abundance of love and quality time. I highly recommend her services for anyone looking for a reliable and affectionate dog sitter.

Sitter Profile Image: Marlena H.
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Sitter Profile Image: Marlena H.
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17. Marlena H.

Star Sitter
Shelter-animal trained pet sitter
Near West Side, Chicago, IL, 60607
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
8 repeat clients
from
$50
per night

Marlena was flexible and responsive. Our dog was relaxed when we returned home later than scheduled and it was apparent that he had fun hanging out with her. We hope to be able to schedule her for dog sitting again in the future!

Sitter Profile Image: Natalie R.
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Sitter Profile Image: Natalie R.
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18. Natalie R.

Intuitive & Empathic Dog Lover
Chicago, IL, 60612
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
9 repeat clients
from
$65
per night

Natalie was absolutely wonderful. She called in advance to be prepared on what exactly the needs were. She was flexible in her timing and drove all the way to my place even while storming. My dog loved her instantly and even ate while I was away (speaks to the level of comfortability she must ve felt.). Would absolutely use her services again and couldn't sing higher praises.

Sitter Profile Image: Araceli G.
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Sitter Profile Image: Araceli G.
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19. Araceli G.

caring & responsible pet sitter
Near West Side, Chicago, IL, 60607
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$50
per night

Araceli was fantastic. She took such great care of Sophie while my wife and I were out of town Araceli provided us with daily updates and texted us with any questions she had. Araceli stayed at our house and when we returned everything was as clean or cleaner then we left it. I would highly recommend Araceli.

Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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20. Amanda J.

Star Sitter
Graduate student who loves animals!
Chicago, IL, 60607
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$50
per night

I was going abroad and my friends watching my 7 month old puppy had a 2 day gap. Tyko had only

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Near West Side:


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