House Sitting Loop

Find a loving house sitter to watch over your pets and your home.

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Over 1,219
pet parents in Loop have booked house sitting

Loop, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Zhanna B.
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Zhanna B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
15 years of experience
Chicago, IL, 60601

Zhanna took such wonderful care of Pliushka while I was away. She was communicative and reliable right from the start, which gave me total peace of mind during my house sit. I loved getting her updates and photos - it was so reassuring to see how Pliushka was doing throughout the stay. Zhanna genuinely cared about keeping Pliushka happy and comfortable. She also left my home exactly as I’d left it, which I really appreciated. I’d recommend her without hesitation to anyone looking for a trustworthy, caring pet sitter, and I’d absolutely book with her again.

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Olesia P.
Sitter Profile Image: Chloe P.
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Chloe P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
4 years of experience
Near West Side, Chicago, IL, 60661

Chloe is amazing! She took the time to get to know my girls and make the experience comfortable, safe, and fun for them. I would 1000% her to any of my dog parent friends!

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Hillary D.
Sitter Profile Image: Samantha E.
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Samantha E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
141 reviews
61 repeat clients
13 years of experience
Loop, Chicago, IL, 60602

Samantha is amazing. She took care of my two Frenchies for 8 days in my home. She took over new training techniques for the puppy with no problem (with very little notice I might add). She took amazing care of my babes and left my apartment just as I’d left it. Love her!

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C A.
Sitter Profile Image: Trina W.
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Trina W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
6 years of experience
Near North Side, Chicago, IL, 60611

Trina did a great job caring for Dave! He has a disability so I always want someone who will be sweet to him and give him lots of play time. She sent adorable pics of him cuddling up to her and letting him rest on her jacket as well! My place was also well taken care of!

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Emily J.
Sitter Profile Image: Emily N.
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Emily N.
Star Sitter
from
$68
per night
5.0 out of 5 stars
234 reviews
66 repeat clients
10 years of experience
Chicago, IL, 60605

Emily was great with my senior pup, Bailey! She kept me updated and sent great photos the entire time I was out of town. On top of the great care she took with both Bailey and my place, she was amazingly flexible and able to extend her stay when we had to stay out of town an extra day. Definitely recommend Emily and plan to book again with her!

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Annie H.
Sitter Profile Image: Faith M.
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Faith M.
from
$60
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60622

Faith was able to fulfill a last minute house sitting request for my girls and she did a great job caring for them! Very communicative, sent photos, gave snuggles and love, and was very respectful of our home. Will definitely book her again in the future!

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Rachel H.
Sitter Profile Image: Omar C.
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Omar C.
from
$60
per night
4.9 out of 5 stars
68 reviews
23 repeat clients
16 years of experience
Near West Side, Chicago, IL, 60661

I appreciate that Omar took the time to meet with me beforehand so my dog could get comfortable with him, that actually makes a big difference. He followed all the instructions I provided. My place was left exactly how I left it which shows he respects my space, and that’s always a plus. I’m booking him again soon!

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Daritza H.
Sitter Profile Image: Wamuyu M.
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Wamuyu M.
from
$40
per night
5.0 out of 5 stars
41 reviews
11 repeat clients
3 years of experience
Loop, Chicago, IL, 60601

Thank you for being such a calm and reliable sitter for Bruno and Walter! It's been a huge relief during my recent work travels. We appreciate you!

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Stephanie F.
Sitter Profile Image: Jorie S.
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Jorie S.
from
$70
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
15 years of experience
Chicago, IL, 60605

Jorie was absolutely amazing! This was my first time using Rover for an overnight stay, and she made the entire experience so easy and comforting. We met in person for a meet-and-greet, and she was incredibly friendly and truly engaged in getting to know my pup, which meant so much to me. I left detailed instructions, and she followed everything perfectly. She also left my home exactly how she found it, which I really appreciated. Jorie kept me consistently updated with texts, photos, and messages after every walk, which gave me so much peace of mind. Leaving my puppy is always hard, and the worry is real but Jorie completely eased my anxiety. I’m so grateful for her care and would absolutely recommend her to anyone looking for someone trustworthy, attentive, and kind. ❤️

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Azure D.
Sitter Profile Image: Dana K.
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Dana K.
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
7 years of experience
Near West Side, Chicago, IL, 60654

Dana did a wonderful job watching our two cats while we were out of town. He was available on short notice, which we really appreciated, and even took the time to meet with us beforehand so everyone felt comfortable. While we were away, he communicated regularly and sent pictures, which gave us great peace of mind. When we returned, everything was clean and well taken care of and our cats were clearly happy and comfortable. Dana was reliable, thoughtful, and easy to work with. I would absolutely recommend him to anyone looking for a trustworthy pet sitter! Thanks Dana

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Heidi W.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$75
per night
5.0 out of 5 stars
57 reviews
22 repeat clients
10 years of experience
Loop, Chicago, IL, 60601

Elizabeth was awesome! We have already booked her for an additional four stays! One of our pups isn't very trusting and tends to bark and lunge at new people. When Elizabeth came to meet them, she didn't even flinch. She remained calm and let Kona get adjusted which is exactly what Kona needed to feel comfortable. Elizabeth also sent us updates with photos of our pups while we were gone. We don't have kids, so our dogs are our kids and we, understandably, felt nervous leaving them with a new person. However, we felt so comfortable with Elizabeth and look forward to having her stay again in the future.

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Alex S.
Sitter Profile Image: Lourdes S.
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Lourdes S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
15 years of experience
Loop, Chicago, IL, 60605

Glad I booked with Lourdes! She was really great with my cats and they warmed up to her pretty well too. Followed all my instructions well and kept me updated daily. Gave me peace of mind that my kitties were okay while I was out of town. So happy I found her! Will definitely rebook in the future.

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Natalie M.
Sitter Profile Image: Jessica S.
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Jessica S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
5 years of experience
Near West Side, Chicago, IL, 60607

Jessica was great with watching our 5 month old puppy. She was communicative and did a great job adapting to his behavior. Would not hesitate to work with her again!

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Mike N.
Sitter Profile Image: Nicole D.
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Nicole D.
from
$85
per night
4.8 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Chicago, IL, 60602

Nicole is a SUPERSTAR sitter. You can tell she is a true animal lover. She took such good care of my cat Nora and calmed my anxiety with frequent updates and pictures! I felt so relieved knowing she was at my home with Nora and I could relax on my vacation. I have already booked Nicole again for a future trip, and I highly recommend using her as a sitter for all your pet needs!

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Frankie H.
Sitter Profile Image: Gabriela M.
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Gabriela M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
24 reviews
15 repeat clients
3 years of experience
Chicago, IL, 60605

Gabriela is great. Sent me pictures, followed all the instructions, very punctual and responsible. I have no complaints and would definitely ask her to take care of Babushka again if I am in need of dog sitter.

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Peirong S.
Sitter Profile Image: Tylisha J.
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Tylisha J.
from
$45
per night
4.9 out of 5 stars
40 reviews
10 repeat clients
3 years of experience
Chicago, IL, 60605

I feel very lucky to have met Tylisha. My animals quickly fell in love with her, and she had constant professional communication. Thank you Tylisha!

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Shanna S.
Sitter Profile Image: Rachel P.
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Rachel P.
from
$50
per night
4.6 out of 5 stars
10 reviews
3 years of experience
Near North Side, Chicago, IL, 60611

About: I’ve cared for dogs of all sizes and breeds throughout college, including golden retrievers and other family pets. I also have experience taking dogs to training sessions at PetSmart. I’ll treat your dog with the same love, patience, and attention I give my own I’m in law school right now, which gives me a flexible schedule and plenty of time to take your pup on walks and give them lots of attention. I have a backyard for playtime and a bunch of siblings who love dogs just as much as I do, so your pup will always have plenty of fun and attention.

Sitter Profile Image: Mairead M.
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Mairead M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
26 reviews
4 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

This was my first time booking with Mairead so I was a little nervous, but she quickly put my mind at ease. She took the time to do a meet & greet and made an effort to learn my pup’s routine beforehand. She consistently kept me updated while I was away. I never had to wonder how my pup was doing because she was very proactive with communication. She also went above and beyond with his meals, knowing he doesn’t usually like to eat when I’m away and made great effort to ensure he was comfortable and eating. I also came home to my place exactly as I left it. I highly recommend Mairead to anyone looking for a reliable and caring sitter.

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Daritza H.
Sitter Profile Image: Connie C.
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Connie C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
15 years of experience
Loop, Chicago, IL, 60611

Connie was wonderful! She was very upfront and communicative leading up to our booking which made us feel more and more comfortable as we got closer to our trip. She sent us the perfect amount of updates and our dog Ralph, who is your classic dramatic and clingy dachshund, warmed up to her very quickly. She kept our place very clean and would be happy to book her again/recommend her to our community!

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Jessica K.
Sitter Profile Image: Kieanji W.
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Kieanji W.
Star Sitter
from
$25
per night
5.0 out of 5 stars
24 reviews
2 repeat clients
20 years of experience
Chicago, IL, 60604

Kieanji was an amazing sitter! She was communicative, responsive and attentive. My cat was quite glad to have her company. I felt assured that Kieanji had it all covered so that I could relax and enjoy my time away. Kieanji upheld my pet’s needs and routine. Kieanji also took the time and care to clean my home and restore order so that I arrived home to a clean house. Such a nice touch! Thank you Kieanji! Would absolutely recommend!

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Chelsea B.
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The median cost per night for house sitting in Loop is $50

Pet parents share their Rover experiences - Loop

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5.0 out of 5 stars

We had such a wonderful experience with Trina! She took such great care of Winnie and made us feel completely at ease while we were away. She was incredibly kind, attentive, and communicative, and we loved getting updates and photos throughout the stay. It was clear that our pup was happy, comfortable, and very well cared for. We’re so grateful for how much love and attention she gave our dog, and we would absolutely trust her again. Highly recommend her to anyone looking for a sitter who will treat your pet like their own! ❤️

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Kayla B.
House Sitting
5.0 out of 5 stars

Gabriela was such a blessing to us during an unexpectedly busy week. She stayed with our dog for one day and did a fantastic job walking her and keeping her company. We have a chihuahua mix whose personality is quite spicy — Gabriela handled her with ease. 100% would book with Gabriela again.

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Elizabeth G.
House Sitting
5.0 out of 5 stars

Linh has been taken care of my cat for a couple of months now and is super trustworthy, reliable and communicative.

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Kelsie M.
House Sitting
5.0 out of 5 stars

Victor was truly an amazing sitter and we could not recommend him more! He took such great care of both our dog and cat while we were away, including administering our cat’s meds 2x a day, and they both absolutely loved him. He communicated with us multiple times a day with updates and pictures, which made it so easy to relax and enjoy our vacation knowing they were happy and well cared for. He was also incredibly respectful of our apartment, and we came back to a spotless place and two very happy animals. Victor is kind, calm, reliable, and clearly really great with pets. Truly everything you could want in both a pet sitter and house sitter. We will 100% be booking him again :)

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Annie F.
House Sitting
5.0 out of 5 stars

Zhanna is absolutely wonderful! She has been taking exceptional care of my Maine Coon, Onyx, and I’m so impressed by how patient, gentle, and attentive she is with him. Onyx is a big boy with a LOT of fur and definitely has his own opinions about literally everything, but Zhanna somehow knows exactly how to handle him. She takes her time and always pays attention to the little things. What I appreciate most is how much she genuinely seems to care about the animals she works with. That kind of personal attention is hard to find! Having someone I completely trust with Onyx means so much to me. Zhanna is professional, reliable, kind, and truly exceptional at what she does. Five stars without hesitation! ❤️🐾

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Violeta B.
House Sitting
5.0 out of 5 stars

Angelina gave my little Lizzie the absolutely best care ever. She communicated regularly and when I got home I was met by a very happy dog who acted like I had just been to the store and not gone for 5 days!

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Carol N.
House Sitting
5.0 out of 5 stars

Tylisha was great! Very responsive, prompt, lots of photos shared and Airlie seemed very happy when I got home. House was clean and tidy. Highly recommend!

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Dane C.
House Sitting
5.0 out of 5 stars

Elissa is an absolute dream! I am a very nervous pet owner, and she was so communicative and helpful. Our dog immediately fell in love with her, and we were able to enjoy our weekend because of Elissa's diligence. We cannot wait to use her again!

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Niko Z.
House Sitting
5.0 out of 5 stars

Meg did a great job taking care of Finn and Maisie! Communicated updates on how their days were going and left my place super clean! Would not hesitate to book Meg again!

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Michaela S.
House Sitting
5.0 out of 5 stars

Chelsea did a phenomenal job watching Finn and Maisie! She was great with proactive updates and photos. I would not hesitate to book her again! She also left my home super clean.

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Michaela S.
House Sitting
5.0 out of 5 stars

As usual, Jena was amazing. She has stayed at our place twice now with Gus and he’s always very happy and relaxed when we return home, as if we hadn’t left at all. Our place looks great and we trust Jena to be in our home and take care of Gus. We hope to have her back again in the future!

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Ashley B.
House Sitting
5.0 out of 5 stars

Stefanie could not have been better with my dog, Dino. She was attentive and loving. I got many updates and photos, which made me feel at ease. She left my house so clean and tidy. I’d love for her to watch Dino anytime I need help!

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Julie W.
House Sitting
5.0 out of 5 stars

Sean was great! Molly seemed happy when I got home and he had great communication over the weekend when I asked for updates. Will definitely book again!! Thanks Sean!

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Kate R.
House Sitting
5.0 out of 5 stars

Kaia did a great job with my particular pup Bear! She was attentive and patient, respecting his boundaries and paying attention to his needs. She house sat for me while I was out of town, responsive with communication and kept my house clean!

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Sindhu S.
House Sitting
5.0 out of 5 stars

Samantha is the best! It’s always sad to leave our pup but knowing he’s in such great hands is very comforting.

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Mary A.
House Sitting
5.0 out of 5 stars

Milena did a great job watching Charlie. She's stayed over for us twice now, and Charlie loves her. She has also been responsive, concise, professional and timely - which is very appreciated.

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John M.
House Sitting
5.0 out of 5 stars

Anastasiia is so thoughtful and takes such good care of my dog Biscuit! Biscuit was injured and she handled her meds and routine with the utmost care, and even brought her a little toy to make her feel better. I am so grateful to have Anastasiia take care of my pup!

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Lauren W.
House Sitting
5.0 out of 5 stars

Cabella loved snuggling with Teresa. She's very knowledgeable and I was comfortable leaving my spicy dog with her. Thank you!

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Andrei I.
House Sitting
5.0 out of 5 stars

Eliza took great care of our dog Riggins while we were out of town. Sent us consistent updates with pictures and he was happy and healthy when we got home.

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Brian O.
House Sitting
5.0 out of 5 stars

Roxanne is the best! Great dog sitter & walker. Got along great with my leash reactive pit bull. Very nice. Good communication. Overall just a really great dog sitter. I will definitely have Roxanne dog sit for me again in the future. THEY ARE THE BEST!

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A C.
House Sitting
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Sitters in Loop average 4
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