House Sitting Uptown

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Over 1,582
pet parents in Uptown have booked house sitting

Uptown, Find top rated house sitting

1 / 1
Sitter Profile Image: Jamie G.
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Jamie G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
59 reviews
16 repeat clients
32 years of experience
Uptown, chicago, IL, 60640

Jamie is incredible and made a fast connection with our pup. The regular updates were also greatly appreciated. We couldn't have hoped for a better experience. Thank you, Jamie!!

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Kaiser A.
Sitter Profile Image: Gail B.
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Gail B.
Star Sitter
from
$64
per night
5.0 out of 5 stars
77 reviews
21 repeat clients
27 years of experience
Uptown, chicago, IL, 60640

We’ve used Gail for watching our Rue in our home, she is professional, punctual and I’m always happy she is able to help us!! I will continue to request her services!!

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Christina C.
Sitter Profile Image: Vanessa S.
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Vanessa S.
from
$45
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
10 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: Gaby G.
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Gaby G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
44 reviews
9 repeat clients
10 years of experience
Uptown, Chicago, IL, 60640

Gaby was so amazing at caring for my very stubborn, anxious senior dog. He sometimes requires special encouragement for things like walks/potties, taking his meds, and regular mealtimes, but Gaby handled it all no problem. I felt so at ease with her regular updates and just general laid-back attitude towards caring for him. He instantly clicked with her too and seemed really comfortable, which is always a good sign :) she also was kind enough to come a bit early when we decided we needed to catch our flight earlier than expected. hoping to book with Gaby again in the future!

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Carolyn B.
Sitter Profile Image: Patrick M.
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Patrick M.
from
$65
per night
4.7 out of 5 stars
32 reviews
20 repeat clients
6 years of experience
Uptown, Chicago, IL, 60613

Patrick is great. Always keeps us in the loop about how our pets are doing and takes great care of our two big dogs - even when they need exercise in the cold.

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Jess L.
Sitter Profile Image: Kelly A.
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Kelly A.
from
$65
per night
5.0 out of 5 stars
31 reviews
6 repeat clients
28 years of experience
Uptown, Chicago, IL, 60613

Absolutely LOVE booking with Kelly! She’s really great with my reactive dog, keeps us updated with photos while we’re away, and is very flexible! Definitely the first person I reach out to when I’m looking for a sitter! Will be booking with her again!

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Lexi H.
Sitter Profile Image: Doris C.
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Doris C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
12 years of experience
Uptown, Chicago, IL, 60640

Doris was wonderful! I’m so glad she was able to take care of my girls last minute. I got updates on all of my girls throughout the day. I’m so appreciative for her not only taking us on last minute but also while one of my girls is trying to recover from an upset stomach and requires a little more TLC. She’s one of the first sitters I’ve used using Rover, & the first time my pets were taken care of by someone other than friends and family and it was a great experience for us. I will definitely be reaching out to Doris again when I need a pet sitter.

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

Tammy is an amazing sitter, my pup Toby had a great time with her! She helped us out in an emergency/last minute situation and we are so grateful to have found her.

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Cassandra B.
Sitter Profile Image: Drew B.
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Drew B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
29 reviews
3 repeat clients
9 years of experience
Chicago, IL, 60640

Drew has been an awesome dog sitter who was attentive to our dog's needs including medications, diet needs, and all. Drew was also very courteous and cleanly in our space, and made as good a house guest as a dog sitter.

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Tyler S.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
10 years of experience
Chicago, IL, 60625

Emily was great to work with and really helped us out on short notice a couple of times. She was flexible, easy to coordinate with, and clearly understood what our dog needed. We felt very comfortable leaving him in her care and have already booked her again. Thank you, Emily!

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Sheryll J.
Sitter Profile Image: Ryan C.
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Ryan C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
78 reviews
23 repeat clients
10 years of experience
Lake View, Chicago, IL, 60657

Ryan helped us out on short notice and we are so happy that he could sit for us. He immediately started taking notes on our 2 cats care, and that’s when we knew we found a truly great sitter. Ours cats seemed to really like him, and he was so sweet with them. We will absolutely use Ryan again.

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Michelle H.
Sitter Profile Image: Luisa C.
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Luisa C.
Star Sitter
from
$63
per night
5.0 out of 5 stars
28 reviews
7 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: Renee S.
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Renee S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
45 reviews
15 repeat clients
15 years of experience
Lincoln Square, Chicago, IL, 60625

Renee is incredibly thoughtful, thorough, and knowledgeable when it comes to pet care. She takes the time to learn your pet, and applies her experience to help them thrive while you’re away. She was consistent with communication at every step as well, and incredibly trustworthy. My pup warmed up to her right away!

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Madi M.
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 was anazing as usual staying with my two dogs and bird while I was out of town. He even got them in their booties after it snowed! He gave lots of updates and made me feel confident in my pets care. Thank you ❤️

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Sofia & Collin E.
Sitter Profile Image: Triston A.
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Triston A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
31 reviews
14 repeat clients
5 years of experience
Chicago, IL, 60640

Triston was thoughtful, caring, and communicative the entire time we were away. He sent tons of photos and it was obvious how much he cares about being a good sitter. From the moment we first met, I felt genuinely comfortable. He took such good care of our dog, Pico, and I was actually able to relax while on vacation. We don’t leave Pico often, but Triston made it so easy. Highly recommend!!

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Johanna H.
Sitter Profile Image: Andre H.
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Andre H.
from
$50
per night
5.0 out of 5 stars
73 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: Alice E.
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Alice E.
from
$55
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Chicago, IL, 60657

Alice did a wonderful job looking after our golden retriever! She was very communicative from the first time I reached out through her entire stay. We also got regular photo updates, which was very appreciated! Don’t hesitate to book with her - your funny friend will thank you.

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Allison M.
Sitter Profile Image: Duncan W.
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Duncan W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
18 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: Savannah S.
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Savannah S.
from
$55
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
10 years of experience
Uptown, Chicago, IL, 60613

Howdy had the best time with Savannah! She went the extra mile to make sure he had the best care and attention. Super communicative and sent lots of pictures so I wouldn’t miss my pup too much. Would absolutely use her again and recommend her to others.

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Kami H.
Sitter Profile Image: Alexa N.
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Alexa N.
from
$50
per night
4.8 out of 5 stars
52 reviews
20 repeat clients
15 years of experience
Uptown, Chicago, IL, 60640

I always use Alexa. Excellent communication, always on time and sends photos throughout her stay without me having to ask or prompt her. She's a 10/10!

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Brittany O.
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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

Savannah was absolutely amazing with my dog River. Took such good care of him. Extremely reliable , communicates through out/ sends update pics , and is overall just a great caretaker. 10/10 recommend.

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Natalie W.
House Sitting
5.0 out of 5 stars

Michael was great. Took wonderful care of our dogs. Was very communicative. Will definitely book him again.

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Patrick Z.
House Sitting
5.0 out of 5 stars

Severina was excellent! Very responsive and accommodating. She took great care of my cat. Would definitely book again!

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Meghan D.
House Sitting
5.0 out of 5 stars

Kirin was so caring and responsive while taking care of Cheerio. She updated us every few hours and sent lots of cute photos. Our apartment was clean and well taken care of. Can’t recommend Kirin enough!

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Jennifer C.
House Sitting
5.0 out of 5 stars

Carly was amazing with our senior pup and anxious little fur baby. She did an amazing job putting both of them at ease. She was on time, professional, and communicative. Highly recommend!

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Kimi S.
House Sitting
5.0 out of 5 stars

Kelly was great. She gave us frequent updates while staying with our dog, followed all instructions, and kept our house really clean! We really appreciate having such a great experience.

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Ali A.
House Sitting
5.0 out of 5 stars

Victoria was great, as always. Our Dwayne loves her and she takes such great care of him. It’s so nice to have someone we can rely on ❤️

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Alexis A.
House Sitting
5.0 out of 5 stars

Taylor was so amazing with my puppy! She gave me updates throughout the night and was very easy to work with. Thank you Taylor!!!!

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Ally N.
House Sitting
5.0 out of 5 stars

Anika was great and helped our nervous dog feel safe and comfortable through fireworks and thunder. She was very conscientious in learning all the instructions for two senior pets. And importantly, both animals responded really well to her calm demeanor and kindness.

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Kim S.
House Sitting
5.0 out of 5 stars

Maya is an excellent sitter - she always kept me up to date and had great communication in setting up the booking. I will absolutely be using her again in the future

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Aven H.
House Sitting
5.0 out of 5 stars

Luisa was a great dog sitter. Very compassionate for our anxious dog and we’d absolutely book her again!

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Jessi T.
House Sitting
5.0 out of 5 stars

Bea was responsive and wonderful in every way! She was kind and attentive to Popeye, incredibly responsive to us - sharing updates and readily taking care of tasks, and kind and positive. Looking forward to having Bea care for our dog and home when needed.

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Sinane G.
House Sitting
5.0 out of 5 stars

Rosie did great with Jasper and his anxiety. Kept me up to date on how he was doing and made sure he was content as possible while I was away. Will be using her again when the need arises.

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Andrew T.
House Sitting
5.0 out of 5 stars

Renee was a delight. On time, communicative, and organized. Plus the dogs adored her! She really went bove and beyond, expecially with my elderly Golden, and I would not hesitate to book her again.

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Jennifer H.
House Sitting
5.0 out of 5 stars

We strongly recommend Mikayla. She took care of our senior chihuahua mix for 11 days. She was extremely responsible and responsive during this time. She asked relevant questions and took care of our pooch and our home as if it were her own. We would not hesitate to re-book her services.

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Sharon O.
House Sitting
5.0 out of 5 stars

Pat did great with Axel and kept me updated with photos and stories. Great with communication and I’ll definitely use him again.

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Shannon L.
House Sitting
5.0 out of 5 stars

Paige was terrific with Finn and Reily! She was proactive in getting to know them and making sure she understood their care needs. She was super communicative and very responsible, will definitely be using her again!

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Alec M.
House Sitting
5.0 out of 5 stars

Will was awesome with our four pets! Would definitely recommend him and use him to house sit for us again

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Haylee C.
House Sitting
5.0 out of 5 stars

Natalie is great with my dog Hunter! My dog is a rescue and has some anxiety issues. Natalie was very understanding and took great care of him, which gave me so much peace of mind. I could tell she took great care him. Would absolutely recommend her for anyone looking for Natalie to take care of their dogs!

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Chelsea L.
House Sitting
5.0 out of 5 stars

Rylie was absolutely amazing with our cat Hazel! She spent lots of time bonding and making sure Hazel was never lonely. Rylie communicated consistently, sent lots of pictures, and responded quickly. She took great care of our apartment while we were gone and left everything clean. She was so kind and caring with our cat. Rylie is a delightful human and we will definitely work with her again in the future!

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Alison S.
House Sitting
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Sitters in Uptown average 4
repeat house sitting clients

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