House Sitting Uptown

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Over 1,694
pet parents in Uptown have booked house sitting

Uptown, 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.

1 / 1
Sitter Profile Image: Jakob C.
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Jakob C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
35 reviews
11 repeat clients
8 years of experience
Uptown, Chicago, IL, 60640

Jakob left the house in perfect condition and took excellent care of our dog, who is not always the easiest. (Dog and human reactive.) He gave daily updates - with pictures - and was always detailed and polite in his communication. I could tell from his correspondence that he spent most of the time that we were away engaging with my dog and I appreciate that very much. I look forward to booking him again.

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Helen R.
Sitter Profile Image: Darisbeth S.
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Darisbeth S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
179 reviews
32 repeat clients
3 years of experience
Uptown, Chicago, IL, 60613

Can’t recommend Darisbeth enough! She was right on time, had great communication, followed all of our instructions to a T, and kept us updated with lots of pictures. Do not hesitate to book her services, she is the absolute best!!

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Sean D.
Sitter Profile Image: Alinda A.
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Alinda A.
Star Sitter
from
$75
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
3 years of experience
Uptown, Chicago, IL, 60640

10 out of 5 stars! Alinda is absolutely wonderful. My pups loved her and my house was in great shape/very clean when I came home. Alinda provided me with daily progress reports and photos. I definitely hope to hire Alinda next time I travel.

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Mary Beth H.
Sitter Profile Image: Angelique H.
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Angelique H.
Star Sitter
from
$32
per night
5.0 out of 5 stars
51 reviews
22 repeat clients
8 years of experience
Uptown, Chicago, IL, 60613

Angelique was so sweet and took amazing care of our two dogs! Our original plan fell through so we had a last minute request and she immediately arranged for a meet and greet. She was very loving and understanding around our younger dog's skittishness with strangers. She was very thorough, communicative, and accommodating. We felt very at ease knowing the dogs were in such good hands and will absolutely be requesting her in the future!

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Hallie D.
Sitter Profile Image: Kirin W.
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Kirin W.
Star Sitter
from
$85
per night
5.0 out of 5 stars
75 reviews
19 repeat clients
30 years of experience
Chicago, IL, 60657

Kirin is truly exceptional, and we are beyond grateful to have her watch our best boy! She goes above and beyond in every way. This is the second time we’ve booked her for in home care for our dog, and we trust her completely. As an added bonus, she always leaves our home better than she found it! And it almost goes without saying- our dog is obsessed with her too! Thank you, Kirin!

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Jackie V.
Sitter Profile Image: Andre H.
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Andre H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
76 reviews
20 repeat clients
20 years of experience
Uptown, Chicago, IL, 60640

Andre was phenomenal! He was extremely attentive to our two pups and very communicative as well. He noticed when Griffy wasn’t finishing his meals and went the extra mile to make sure he got his medications every day. We loved the picture updates as well. He even stayed a little longer due to our return flight being delayed! Highly recommend :) Thank you so much!

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Samantha F.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
3 years of experience
Albany Park, Chicago, IL, 60625

Samantha is a gem. Smart, attentive and professional, she put me at ease right off the bat. I felt 100% comfortable leaving my pooch AND my house under her care. She was respectful of my home and left it spotless, and engaged enthusiastically with Juno on a daily basis. And when a sneaky snowstorm came up, she was undaunted and still managed to give my girl the outdoor time she needed. This is a person who loves dogs and it shows. I highly recommend Samantha and I look forward to hiring her again!

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Lesley B.
Sitter Profile Image: Rachel R.
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Rachel R.
from
$30
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Uptown, Chicago, IL, 60613

Rachel is truly the most caring and reliable pet sitter I’ve ever worked with. Every time she watches my pets, she goes above and beyond to ensure they’re happy, comfortable, and well cared for. She provides thoughtful updates and plenty of photos, which always give me peace of mind while I’m away. My pets absolutely adore her - it’s clear she has a natural connection with animals and treats them like her own. I couldn’t recommend Rachel more highly to anyone looking for a trustworthy, attentive, and compassionate pet sitter!

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Ricci P.
Sitter Profile Image: Koemi V.
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Koemi V.
Star Sitter
from
$130
per night
5.0 out of 5 stars
74 reviews
34 repeat clients
10 years of experience
Chicago, IL, 60640

Koemi went above and beyond with caring for both of our young dogs! She was extremely thorough with their needs; they were played with, walked at appropriate times with the weather forecast in mind, washed their bowls every time, and got all the snuggles they would’ve wanted! She also left detailed notes about each walk and always sent plenty of photos and videos. We never left our dogs alone for more than a day, so we knew they were in great hands when we were out of town for five days. Koemi is super friendly, extremely responsible, and committed to the bone to ensure every kind of pooch with any personality type has their needs met while enjoying their time together!

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Nate S.
Sitter Profile Image: Kathleen N.
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Kathleen N.
Star Sitter
from
$32
per night
5.0 out of 5 stars
5 reviews
4 repeat clients
24 years of experience
Lake View, Chicago, IL, 60613

Kathleen was an excellent sitter for Ivy and Elsie. She followed our instructions carefully, and was unbothered by Elsie's special needs (delayed potty training from UTIs in her puppyhood). Not only is Elsie still developing her bladder control and more likely to have accidents, she also needs wiped with medicated wipes after every potty. Kathleen was sure to do this and she also provided regular updates with photos throughout the day/evening. Both girls had a great time and we'll be sure to hire Kathleen in the future!

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Katie A.
Sitter Profile Image: Gina W.
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Gina W.
from
$50
per night
5.0 out of 5 stars
5 reviews
15 years of experience
Lincoln Square, Chicago, IL, 60640

Gina was excellent with my girls. One of them has a rather specific medicine schedule and she handled it beautifully without any sass from my usually sassy dog. Will absolutely book again!

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Jaina A.
Sitter Profile Image: Bryan S.
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Bryan S.
from
$45
per night
5.0 out of 5 stars
66 reviews
27 repeat clients
15 years of experience
Lake View, Chicago, IL, 60657

Bryan really helped us out by stepping in last minute. We were already out of town when he took over care for Gus, but Bryan ensured easy communication and coordination. Thank you!!

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Nancy M.
Sitter Profile Image: Kelly A.
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Kelly A.
Star Sitter
from
$65
per night
5.0 out of 5 stars
38 reviews
8 repeat clients
28 years of experience
Uptown, Chicago, IL, 60613

Kelly is AMAZING!! We book her every time we go out of town! Sends lots of updates, and takes great care of our dog, cats, and apartment!! Will continue to use her every time :)

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Lexi H.
Sitter Profile Image: Heather F.
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Heather F.
from
$50
per night
5.0 out of 5 stars
160 reviews
52 repeat clients
5 years of experience
Uptown, Chicago, IL, 60640

Heather did a great job with Ollie and was flexible when a medical issue flared up. She took extra care with our plants during the heatwave and left the house tidy.

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Amber U.
Sitter Profile Image: Vanessa S.
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Vanessa S.
from
$55
per night
5.0 out of 5 stars
28 reviews
11 repeat clients
12 years of experience
Lincoln Square, Chicago, IL, 60640

Vanessa was absolutely incredible with our pup, Chico. She stayed at our home and took impeccable care of both Chico and the house while we were away, giving us complete peace of mind throughout the trip. She was so kind, friendly, communicative, and thoughtful, and we especially appreciated all of the updates and photos she shared while we were gone. It was clear Chico was happy, comfortable, and truly cared for the entire time. We honestly couldn’t have asked for a better experience and can only hope we’ll be lucky enough to use Vanessa again in the future.

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Scott H.
Sitter Profile Image: Kayleigh H.
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Kayleigh H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Chicago, IL, 60640

Kaleigh went above and beyond to help my sick kitty girl. My cat normally has medications, but at the last minute Kaleigh had to give an antibiotic twice a day plus the other medications injected orally. She did it with ease and flexibility. I could tell my cat really liked her since she was so happy in the photos she sent me. She even came by after she was done to make sure my cat wasn’t suffering without the AC on. She’s wonderful, caring and so reasonable. I highly recommend her.

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Crystal S.
Sitter Profile Image: Anika V.
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Anika V.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Chicago, IL, 60640

Anika has been walking and even day sitting our very energetic and sometimes mouthy puppy for several weeks. It’s so clear that he loves her and feels safe, and it’s left us with a priceless piece of mind when we’ve had to leave him in someone else’s care. Anika is professional, very communicative, send excellent photo updates, and has been very flexible with his funny puppy schedule. Grateful for you, Anika!

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Jac G.
Sitter Profile Image: Clare J.
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Clare J.
from
$40
per night
5.0 out of 5 stars
48 reviews
13 repeat clients
20 years of experience
Lake View, Chicago, IL, 60614

Clare, thanks so much for taking such good care of our pets and house while we were away. We would definitely recommend you to anyone else looking for pet care help!

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John C.
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: Connor C.
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Connor C.
Star Sitter
from
$79
per night
4.9 out of 5 stars
92 reviews
40 repeat clients
14 years of experience
Uptown, Chicago, IL, 60640

Connor took excellent care of Ivy and Elsie. He is unphased by any strange or more unique needs of dogs and you can tell he truly loves animals. He arrived promptly during the scheduled arrival time so we were able to leave for our trip on time. He followed all instructions. He is on our short list for future dog care needs whether sitting or other services.

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Katie A.
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The median cost per night for house sitting in Uptown is $50

Pet parents share their Rover experiences - Uptown

1 / 1
5.0 out of 5 stars

Madeline was great with our 7 y/o female dalmatian, Zoey. Zoey had some digestion issues while we were gone and Madeline promptly let us know and administered the necessary treatment. Looking forwatd to Madeline watching our pup again.

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Samir H.
House Sitting
5.0 out of 5 stars

This was our very first time using Rover and we couldn’t have been happier! Mads was such a conscientious and communicative sitter with Bernie (our sweet but anxious 6yr old mini Bernedoodle) while we were gone for a week! They sent photos and updates every day and left our home as clean as they found it when we were back. Another thing we loved about Mads was their recommendation to have not only a meet and greet with us beforehand, but also schedule a walk with Bernie solo so they could both get comfy with each other before we left. Can’t recommend Mads enough and we’ll definitely be using them again!!

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Jerusha B.
House Sitting
5.0 out of 5 stars

Was able to watch our kitties on super short notice and she took great care of them for the day. I know they appreciated having someone there to hangout with them and love on them!

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Annabelle H.
House Sitting
5.0 out of 5 stars

Olivia was absolutely wonderful with our Bella! Bella has a lot of anxiety, especially when we travel, so finding someone who understands her needs and makes her feel safe and comfortable is incredibly important to us. Olivia gave her so much love and attention, took her on fun walks to the park and lake, and really took the time to understand what Bella needed. It gave us such peace of mind knowing she was being so well cared for while we were away. We came home to a very happy girl! We are so grateful to Olivia and would absolutely recommend her to anyone looking for someone kind, attentive, and genuinely caring to look after their pets.

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Kelly R.
House Sitting
5.0 out of 5 stars

Amelie watched over our senior cat for a week. We appreciated her flexibility for a meet & greet to show her the feeding & medication schedule. She sent us daily photos of Minor, and was kind enough to help with watering our garden. Thank you, Amelie!

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Katie L.
House Sitting
5.0 out of 5 stars

Tammy took great care of our two pups and our apartment while we were on vacation. Great communication and our dogs seemed very happy and healthy when we returned. Definitely will book again when we need house sitting.

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Dan T.
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

Maeve was fantastic!! She came through for me with short notice. My new pup was beyond well taken care of. 10/10 recommend

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Mariana E.
House Sitting
5.0 out of 5 stars

Schuler was great! So sweet and amazing! She sent me amazing updates throughout the day and I know my pups were in good hands! Will definitely book her again!

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Machella S.
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

Triston was communicative, kind, and took such good care of our dog and our cat and gave us much peace to enjoy our trip. I would be grateful to have Triston take care of our babies again in the future

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Mal B.
House Sitting
5.0 out of 5 stars

Dana has watched our dog twice last minute and is amazing! Communicates clearly and often and takes wonderful care of our pup. Highly recommend!

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Mike P.
House Sitting
5.0 out of 5 stars

Rebecca was great, communicated promptly and clearly, and was very gracious when we had to come home unexpectedly in the middle of the scheduled stay

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Mila F.
House Sitting
5.0 out of 5 stars

This was my second time booking Taylor to stay with my husky while I traveled - she takes great care of her, gives updates and left my home in great shape.

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Heather F.
House Sitting
5.0 out of 5 stars

Rachel was absolutely amazing with Midnight! 🐾 She took such great care of him while we were away and kept us updated throughout the entire stay, which gave us so much peace of mind. It was clear Midnight was comfortable, happy, and very well cared for. On top of that, we came home to an absolutely SPOTLESS house, which was such an incredible surprise after traveling. We couldn’t have asked for a better sitter and would 100% trust Rachel with Midnight and our home again. Highly recommend her!

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Omar & Lauren F.
House Sitting
5.0 out of 5 stars

Did wonderfully with my dog’s nervousness and helped her have fun and enjoyable days while the family was away! Highly recommended!!

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Matthew L.
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

Lina is the best! We have rebooked her several times to watch our dog, Jackie. She sends constant updates, tons of pictures, and I always know Jackie is in good hands when we’re away. I can’t recommend Lina enough!🫶🏼

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Ashley W.
House Sitting
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