House Sitting Near North Side

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Over 2,071
pet parents in Near North Side have booked house sitting

Near North Side, 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: Anna S.
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Anna S.
from
$50
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60610

Anna was such a saint! She was very responsive, both before booking and throughout my trip. She was super accommodating to my wacky flight times. Most importantly, she was super nurturing to my anxious pup. She was open and honest about monitoring my pup’s behavior and kept her exercised and socialized. I hope to use Anna again!

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Caroline S.
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: 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: 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: Luisa C.
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Luisa C.
Star Sitter
from
$67
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
3 years of experience
Chicago, IL, 60614

Luisa was amazing! This was my first time leaving my puppy, and she did a great job providing updates, playing with my puppy, maintaining his schedule & came over before for a meet and greet. Super wonderful to work with.

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Brittany R.
Sitter Profile Image: Duncan W.
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Duncan W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
13 years of experience
Lake View, Chicago, IL, 60657

Duncan was awesome! He watched our 70lb lab for 10 days and sent frequent updates and photos. In the photos I could tell that our dog was happy and comfortable. He was very responsive leading up to and during the visit, and also made the time to meet us in person before the visit so he could get to know our dog. When we returned from our trip or Apartment was spotless, and he even washed our sheets for us, which was an unexpected gesture and very much appreciated after a long drive. We will 100% book him again in the future.

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Julia V.
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: 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: Carson W.
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Carson W.
Star Sitter
from
$60
per night
4.9 out of 5 stars
17 reviews
5 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Carson was so communicative and great with my pets! He made sure the house was cleaned which was not even an expectation. He’s super friendly and highly recommend!

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Katie M.
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: Pablo V.
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Pablo V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
370 reviews
126 repeat clients
20 years of experience
Chicago, IL, 60610

Pablo is such a great sitter for Freyja! He really knows how to handle her German Shepherd energy and we feel so reassured that she is in great hands. He's great at giving updates and we can tell she's having a great time with him. He's going above and beyond taking her on great walks, and she is always relaxe, happy and well cared for when we come back. We can look forward to our trips thanks to knowing she will be well taken care of!

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Sarah K.
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: 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: Elizabeth P.
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Elizabeth P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
111 reviews
33 repeat clients
5 years of experience
Chicago, IL, 60610

Liz is great and has really gotten to know my cat. I can tell that he's comfortable with him and when I get back from being out of town, he's happy to see me, but not as stressed as he has gotten in the past.

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Sybil M.
Sitter Profile Image: Maggie M.
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Maggie M.
from
$100
per night
5.0 out of 5 stars
29 reviews
13 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60611

Maggie was great with my pup Dune over a weekend! She made sure he was well taken care of and provided many updates and pictures while I was out of town.

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Kate K.
Sitter Profile Image: Tammy G.
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Tammy G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
8 repeat clients
5 years of experience
North Center, Chicago, IL, 60613

Had a great experience with Tammy, who provided in-home dog-sitting for our two dogs while we were away for a couple of weeks. She was kind, professional, communicative, and took very good care of the fur babies. We returned to a tidy house and a couple of happy, healthy doggos. Will definitely ask her to sit for us again, and would recommend her to others!

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Meghann C.
Sitter Profile Image: Amberlynn F.
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Amberlynn F.
Star Sitter
from
$62
per night
5.0 out of 5 stars
40 reviews
5 repeat clients
21 years of experience
Chicago, IL, 60610

Words can’t describe what a fantastic Sitter Amberlynn was to our golden retriever! She came over for a pre-care meet and greet, was in constant communication and sending awesome photo updates, and made me feel completely trusting in the fact that Casper was in great hands while I was out of town. She was a perfect overnight house guest and treated the home as if it were her own. 11/10!

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Nicholas H.
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: Nancy H.
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Nancy H.
from
$65
per night
5.0 out of 5 stars
25 reviews
14 repeat clients
13 years of experience
Near North Side, Chicago, IL, 60610

Always use Maggie whenever I go out of town. My fur babies love her and I never worry about while I’m away because I know they are in great hands!

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Laura G.
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The median cost per night for house sitting in Near North Side is $50

Pet parents share their Rover experiences - Near North Side

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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

Olivia was amazing - she was so communicative and when our dog wasn’t feeling well during her stay she let us know what was going on and took great care of her! We will definitely use her again.

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Michelle B.
House Sitting
5.0 out of 5 stars

Ella is amazing! Took great care of my dog while I was away, sent daily updates with photos, and left my place clean and unbothered upon my return. Even left a summary of her time with my pet, and info about dishes and laundry. You could tell my dog felt really comfortable and safe with her and that’s priceless. Thank you so much for giving me a worry free experience!

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Nyree B.
House Sitting
5.0 out of 5 stars

Julie was fantastic with my dog. She was communicative and my Daisy loved her. I would highly recommend her!

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Lucas A.
House Sitting
5.0 out of 5 stars

Ben is the greatest. I have two big dogs, one of which is typically very nervous and I worry when I have to leave her, but Ben treats her like any other dog and they do so well with him! I’m never nervous to leave my girls with him and I will book with him whenever I need to!

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Meghan G.
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

Lucy watched my dog and cat with short notice, and she was extremely communicative and easy to work with! I’ll definitely be booking her again.

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Alison G.
House Sitting
5.0 out of 5 stars

Destiny was wonderful! She stayed at my apartment to watch my cat for the weekend. She was very communicative, friendly, and provided lots of updates. My cat is very shy around new people but she seemed to warm up to Destiny and felt comfortable around her. I look forward to rebooking with her in thr future!

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Claudia H.
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

Matt was wonderful with Faye. He was attentive, caring, and kept us updated while we were away. We felt completely at ease knowing she was in such good hands. We would absolutely recommend him!

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George C.
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

Kai’s communication was great, our house was just as clean as we left it, and most importantly, our baby TT was well cared for. Highly recommend Kai!

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Mary H.
House Sitting
5.0 out of 5 stars

Duncan was great with Turbo - he was very respectful and prompt, and a great communicator. Thank you Duncan for taking such good care of our pup!

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David G.
House Sitting
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