House Sitting Uptown

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Over 1,582
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.

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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

Gail was an excellent caretaker for our dog while we were away for a trip. She was communicative, caring, and left our home clean! We will definitely use her again!

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Ali A.
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 did a great job house sitting and watching our 2 cats and blind greyhound. He’s a great communicator, very friendly and went above and beyond. Highly recommended!

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Mario C.
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

We are so glad we found Kelly to housesit our dogs for us. She was very communicative. Our dogs loved her and she left our house cleaner than when she arrived! Responsible, trustworthy, personable. Highly recommend!

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Lauren P.
Sitter Profile Image: Gaby G.
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Gaby G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
43 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
31 reviews
20 repeat clients
6 years of experience
Uptown, Chicago, IL, 60613

Patrick was very easy to work with and very communicative! I felt very confident that Axel was in good hands with him! Will definitely book him again!

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Shannon L.
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 was a fantastic sitter for my cat Solana! She was so kind and asked all detailed questions about my cat’s medication and food schedule. I loved all the picture updates she gave of how my cat was doing while I was out of town. Thank you Tammy!

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Gabrielle B.
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: 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: 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: 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 was prompt, responsive, and helpful with giving the dogs medication and care! He left my place clean and ready for my return. Highly recommend!

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Amanda L.
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 is communicative, trustworthy, and compassionate. During her first stay with our dog and two cats, she handled a vet emergency responsibly and with grace. We’re very happy to recommend her services!

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

Ryan was a great house sitter for our dog during Christmas week. He was professional, friendly, and communicative. We appreciated that he shared updates and pics every day. Would definitely recommend, and will book again!

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Cody 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 fantastic! He provided updates daily and left our place immaculate! We look forward to future bookings. It feels great to be able to have complete trust in someone with your "child" and home.

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Joshua W.
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 was wonderful with our 4 pets! She house sat for us for a few days and followed all of our instructions. Everything went so smoothly. She was very considerate and was not afraid to ask questions during her stay, which I prefer. She went above and beyond taking our dogs on super long walks (which she def didn’t have to, esp in the winter weather!). I am thankful to have had Renee taking care of our animals and will def rebook in the future!

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Maheen I.
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

She is amazing! Leo fell in love with Savannah right away. Played, walked, I got the most adorables pictures of him. We are all very happy. Thank you!!

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Ashley C.
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: 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 amazing! Stayed at our place with the cats over the week while we were away for work, kept everything tidy (even when a maintenance person came to fix a ceiling fan - he cleaned up after them and kept me informed) and the cats were quickly comfortable and cozy with him. 10/10 highly recommend!

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Carissa 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

So grateful for Alexa's flexibility and care during a difficult week for my family. They were incredibly compassionate, and the brownies baked for our return home were so comforting. Your pets are in good hands with Alexa, she is amazing.

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Lauren R.
Sitter Profile Image: Megan B.
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Megan B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
15 years of experience
Lake View, Chicago, IL, 60613

Would give 10 stars if we could!! Gem did an amazing job connecting with our dog. She is very communicative, sent the cutest pictures of our baby, and clearly has a great love for pets. We’re so glad to have found her and will happily continue trusting her with our dog <3

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Julianna L.
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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

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
5.0 out of 5 stars

Camryn was great with our Delaney! She took care of her needs and our apartment. I highly recommend Camryn for your pet sitting needs!

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Ryan Z.
House Sitting
5.0 out of 5 stars

Tanisa was great! Very communicative and sent daily photos of our cats. She took wonderful care of Benny and Pip and of our home. She even helped us out watering our plants during the heat wave!

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Collin W.
House Sitting
5.0 out of 5 stars

Michelle did a great job taking care of our dog while we were out of town. Would definitely recommend!

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Allison G.
House Sitting
5.0 out of 5 stars

Joey took wonderful care of our corgi, Faye, while we were away for the weekend. She was happy, relaxed, and clearly well cared for when we got home, which gave us great peace of mind. Joey kept us updated throughout the weekend and sent us adorable photos from their daily walks and adventures. It was a pleasure having him stay in our home, and we wouldn’t hesitate to book him again. We highly recommend Joey to anyone looking for a reliable and caring pet sitter.

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George C.
House Sitting
5.0 out of 5 stars

Orlando is the best! At this point he's practically family. He's looked after my cat several times now. His communication is incredible. He's always so kind and caring. He sends wonderful updates with pictures and videos. He makes sure that all her needs are met and makes me feel very assured my little one is in the best hands. He is very respectful in my home and treats it just as well as he would his own. I'll always look to Orlando first when I need support while I'm away.

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Philip E.
House Sitting
5.0 out of 5 stars

So grateful for Alexa's flexibility and care during a difficult week for my family. They were incredibly compassionate, and the brownies baked for our return home were so comforting. Your pets are in good hands with Alexa, she is amazing.

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Lauren R.
House Sitting
5.0 out of 5 stars

Thank you for another great stay Kirin! Dune was so well taken care of and we’re so grateful to have you watch him!

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Kate K.
House Sitting
5.0 out of 5 stars

Hanna is consistently communicative, reliable, and wonderful to work with! I’m so glad she’s been able to be available to take such great care of my kitties!

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Caitlin T.
House Sitting
5.0 out of 5 stars

I have two chaotic dogs, one with senior needs including insulin injections and blindness. Taylor always takes great care of them and provides consistent updates! I always feel good knowing they are safe and sound with Taylor!

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Daniel H.
House Sitting
5.0 out of 5 stars

Kelly was great! She showed up on time, sent regular updates and we came home to a happy pup! Would for sure book her again.

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Jonathan B.
House Sitting
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Sitters in Uptown average 4
repeat house sitting clients

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