House Sitting in West Town, 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: Erin H.
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Sitter Profile Image: Erin H.
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1. Erin H.

Star Sitter
Artist with a big heart for pets🩵
Chicago, IL, 60622
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$50
per night
Profile image

Erin took great care of the kitties...and I have one that requires a bit more attention than typical (special diet and monitoring her health). She sent me lots of pics and kept me informed of the "goings-on" during the visit. I would be delighted to have Erin cat-sit again!

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Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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2. Lindsay J.

Star Sitter
Cat mom and animal lover
Chicago, IL, 60642
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
11 repeat clients
from
$64
per night
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Lindsay did a great job taking care of our cats over the holidays. She was communicative, friendly, and most importantly, the cats liked her. Thank you, Lindsay!

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Sitter Profile Image: Pablo V.
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Sitter Profile Image: Pablo V.
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3. Pablo V.

Rover 101
Fun walks
Chicago, IL, 60642
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
248 reviews
98 repeat clients
from
$66
per night
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My large dog Dreyfus got sick right as I was leaving for a trip with some stomach issues. Pablo did a great job of taking care of him and keeping me updated on how he was doing. I don’t know what I would have done without Pablo’s help!

Sitter Profile Image: Allison C.
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Sitter Profile Image: Allison C.
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4. Allison C.

Star Sitter
Lover of cats, dogs & adventures
Chicago, IL, 60622
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
23 repeat clients
from
$50
per night
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We had an excellent experience having Allison house sit for us! She is very communicative and easy to work with, and we rested easy that our dog is in good hands. Will book with her again.

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Sitter Profile Image: Sophia H.
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Sitter Profile Image: Sophia H.
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5. Sophia H.

Your furbaby's fun Auntie 🐶😻
Logan Square, Chicago, IL, 60647
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$45
per night
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Sophia is amazing! My highly reactive senior dog loved her and I felt so comfortable having her stay with my dogs while out of town for a week.

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Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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6. Megan W.

Star Sitter
Megan W. Of Chicago area
West Town, Chicago, IL, 60622
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
72 reviews
21 repeat clients
from
$70
per night
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Megan was great with barrel. Barrel is a little timid with new sitters but Megan gave her space to come out on her own. Once barrel opened up, she was very playful and had a great time.

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Sitter Profile Image: Ann Marie M.
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Sitter Profile Image: Ann Marie M.
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7. 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
83 reviews
32 repeat clients
from
$90
per night
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Anne Marie is a gem! She took such good care of our mini golden doodle (11months old) while we were away for the evening. Our doodle immediately bonded with her upon arrival. They had a great time hanging out and we got update photos that showed our Mabel girl was having a blast and was relaxed being cared for at home. We plan to have Ann Marie as our “go to” sitter! 5 stars!

Sitter Profile Image: Victor K.
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Sitter Profile Image: Victor K.
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8. Victor K.

Star Sitter
Caring, responsible and love dogs!
West Town, Chicago, IL, 60612
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$40
per night
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Victor is flat out AMAZING! He bonded with my dog the moment they met when we did the "interview" and then the 7 day house/dog-sit went astoundingly smooth. Victor took great care of Joe and my house was in better shape than when I left it! I will be working with Victor again and again! 5 Stars and glowing recommendation!

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Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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9. Sarah M.

Star Sitter
We’ll have fun in the paw-ffice!
Chicago, IL, 60651
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
12 repeat clients
from
$57
per night
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Sarah did great with our two dogs, including a high anxiety dog who needs medication and extra care on walks. We came home to a spotless apartment and two tired and happy pups.

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Sitter Profile Image: Hunter M.
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Sitter Profile Image: Hunter M.
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10. Hunter M.

WFH and available to house sit 🥰
Chicago, IL, 60622
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$60
per night
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Hunter did a fantastic job taking care of our dog, Odin, at our home while my wife and I were out of town for the week. Communication was great, including setting up an additional meet-and-greet to make sure Odin was all settled before we left, as well as regular daily updates on how Odin was doing while we were away. Very responsible and detail-focused. Highly recommended.

Sitter Profile Image: Kevin C.
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Sitter Profile Image: Kevin C.
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11. Kevin C.

Star Sitter
Pawsitively the best
West Town, Chicago, IL, 60642
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
101 reviews
31 repeat clients
from
$60
per night
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Kevin was so good with our German shepherd puppy! Our house was left clean and Kevin made sure Oatley didn’t get into anything she wasn’t supposed to. He was able to give our energetic puppy the exercise she needed. All of our dogs needs were met and she was such a happy girl. We would definitely hire him again! We couldn’t ask for anything more. Kevin did a great job!

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Sitter Profile Image: Jennifer J.
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Sitter Profile Image: Jennifer J.
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12. Jennifer J.

Experienced & Loving Empty-Nester
Chicago, IL, 60610
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$55
per night
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Jennifer was absolutely amazing with our 10-month old golden retriever while we were away on vacation for over a week. She provided regular, daily updates and pictures to us and was quick to reply. We so appreciated her consistent communication while we were away and the extremely thoughtful care that she gave to our little guy.

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Sitter Profile Image: Alina K.
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Sitter Profile Image: Alina K.
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13. Alina K.

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

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Sitter Profile Image: Kaitie G.
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Sitter Profile Image: Kaitie G.
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14. Kaitie G.

Star Sitter
Miss Rachel for pets 🐾 she/her(s)
West Town, Chicago, IL, 60622
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
11 repeat clients
from
$75
per night
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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!

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Sitter Profile Image: Nicholle K.
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Sitter Profile Image: Nicholle K.
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15. Nicholle K.

Star Sitter
Animal Lover and Kitten Foster 💛
Chicago, IL, 60642
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
75 reviews
22 repeat clients
from
$60
per night
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Nichole was wonderful, and I would certainly book her again. Not everyone can handle huge dog’s. She did great and was communicative as well.

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Sitter Profile Image: Kelly T.
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Sitter Profile Image: Kelly T.
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16. Kelly T.

Experienced pet owner & sitter
Chicago, IL, 60622
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
9 repeat clients
from
$90
per night
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Kelly was an amazing sitter for our 3 month old puppy! We were so impressed with her hands on care and patience. She asked all the right questions and our puppy, Eugene really loved her. We would love to have Kelly sit for us again!

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Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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17. Kristine K.

Star Sitter
I ❤️ most animals more than people
Chicago, IL, 60642
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
13 repeat clients
from
$75
per night
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Kris did such a great job with my two crazy doggos while I was out of town on vacation. She was quick to ask questions and provide feedback on how they were doing throughout the week. Knowing she was so attentive to them allowed me to enjoy my vacation without worries!

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Sitter Profile Image: David C.
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Sitter Profile Image: David C.
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18. David C.

Animals > everything
West Town, Chicago, IL, 60622
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$45
per night
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David was a phenomenal dog sitter. Very responsive and flexible. It was our first time using Rover and he was very helpful with the whole booking process. Our dogs loved David. We will def be booking with him again.

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Sitter Profile Image: Polina B.
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Sitter Profile Image: Polina B.
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19. Polina B.

Star Sitter
Experienced pet sitter!
West Town, Сhicago, IL, 60622
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
74 reviews
16 repeat clients
from
$125
per night
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This is our second time having Polina watch our dog Biscuit and she was fantastic as always! This time she also watched our brand new puppy, Ruffle, who is a handful but she was great with him. She is always very professional and gives you total peace of mind. Don’t hesitate to book with Polina, she’s great!

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Sitter Profile Image: Haley S.
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Sitter Profile Image: Haley S.
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20. Haley S.

Loving pet sitter in Wicker Park!
Chicago, IL, 60622
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$50
per night

I have known Haley for 5 years now and she is not only a great and reliable friend but she was also my dog walker for 6 months. She was always prompt and took Kennedy on the best walks to really tire her out. My dog absolutely adores her because she is friendly and loving to her. She was responsive to requests in a timely manner and always on time to take Kennedy out. I would recommend her to anyone who needs a trusting, loyal and dog loving walker for their fur child.

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in West Town:


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