House Sitting Uptown

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

End
Search

Over 1,685
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: Megan B.
Verified Enhanced Background Check
Megan B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 23 reviews
7 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”

Profile image
Julianna L.
Sitter Profile Image: Gail B.
Verified Enhanced Background Check
Gail B.
Star Sitter
from
$64
per night
5.0 out of 5 stars
• 82 reviews
22 repeat clients
27 years of experience
Uptown, chicago, IL, 60640

“Loved having Gail watch our dog! She gave us lots of communication and photos! We felt very comfortable leaving our dog with Gail! We hope to continue to use Gail in the future! Thank you so much for watching and taking such great care of our Theodore while we were out of town!!!!!!”

Profile image
Rachel J.
Sitter Profile Image: Dylan M.
Verified Enhanced Background Check
Dylan M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 26 reviews
7 repeat clients
1 year of experience
Chicago, IL, 60657

“Dylan was a lifesaver when we had another cancellation at the last minute. He was professional and great with our senior pup. We'd definitely work with him again.”

Profile image
Krysta M.
Sitter Profile Image: Kimberly C.
Verified Enhanced Background Check
Kimberly C.
from
$30
per night
2 years of experience
Uptown, Chicago, IL, 60613

About: I’m an animal lover who understands that pets are family. I’ll treat your fur babies with patience, love, and care while making sure they feel safe and comfortable. I’m happy to follow their routines, provide plenty of attention, and keep you updated with photos and messages while you’re away I work full-time as a registered nurse Monday through Friday from 9:00 AM to 5:30 PM, and I have weekends off! I’m available for pet care on weekends and can coordinate weekday evening visits depending on my schedule. I’m happy to plan ahead to accommodate your pet’s routine and make sure they receive plenty of love, attention, and care. Communication is important to me, so I’ll always be upfront about my availability to ensure your fur baby gets the care they deserve! I prioritize safety, cleanliness, and loving care. I provide fresh water, safe toys, a tidy environment, walks, playtime, and plenty of attention for every pet!

Sitter Profile Image: Joseph V.
Verified Enhanced Background Check
Joseph V.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 65 reviews
16 repeat clients
3 years of experience
Chicago, IL, 60640

“My pups fell in love with Joseph. He took great care of both dogs and sent photos and videos of them to me. I also appreciate having such peace of mind while I was away.”

Profile image
Mary Beth H.
Sitter Profile Image: Sky S.
Verified Enhanced Background Check
Sky S.
from
$45
per night
4.7 out of 5 stars
• 31 reviews
5 repeat clients
18 years of experience
Uptown, Chicago, IL, 60640

“Sky was so so great! Amazing communication and so good with our pup. She sent plenty of updates but they almost didn’t feel needed because I could tell Zinnia was in good care. Thank you Sky!!”

Profile image
Sarah G.
Sitter Profile Image: Carson W.
Verified Enhanced Background Check
Carson W.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 20 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!”

Profile image
Katie M.
Sitter Profile Image: Drew W.
Verified Background Check
Drew W.
from
$30
per night
5.0 out of 5 stars
• 11 reviews
6 repeat clients
18 years of experience
Irving Park, Chicago, IL, 60618

“Drew is absolutely wonderful! We have used her services many times and couldn't be more pleased with the attentive care she consistently provides. Thank you!”

Profile image
Kathryn C.
Sitter Profile Image: Mason N.
Verified Enhanced Background Check
Mason N.
from
$58
per night
5.0 out of 5 stars
• 8 reviews
20 years of experience
Chicago, IL, 60657

“Here is the final revised version connecting the medicine and weather sensitivity to the same dog: > Mason was an absolute star watching our two dogs for eight days! Since this was our first time working with him, he came over beforehand for a meet and greet to introduce himself and get to know the dogs, which immediately put us at ease. Communication throughout our trip was fantastic—he sent just the right amount of photos, videos, and check-ins to give us complete peace of mind without overwhelming us. He seamlessly handled giving medicine to our dog who is also very nervous around bad weather, showing so much patience and care by keeping her comfortable and still getting her out on walks despite her fears. When we returned, both dogs were relaxed, happy, and clearly well cared for. On top of that, he took wonderful care of our home and even watered our outdoor plants. We couldn't have asked for a better sitter and would recommend him in a heartbeat!”

Profile image
Marcus B.
Sitter Profile Image: Madelyn C.
Verified Enhanced Background Check
Madelyn C.
from
$15
per night
5 years of experience
Lake View, Chicago, IL, 60613

About: I have hands-on animal care experience from working at a doggy daycare, grooming, and boarding facility, volunteering at an animal shelter for two years, and fostering animals with my family. I love getting to know each pet’s unique personality and making sure they feel safe, comfortable, and loved while their owners are away! I have a flexible schedule and am available for pet sitting, dog walking, and drop-in visits around my school schedule, Monday through Thursday. I have open availability outside of class and am happy to coordinate with pet owners to find times that work best for everyone! I prioritize each pet’s safety and comfort by following their usual routines, respecting their individual needs, and carefully following their owner’s instructions. I ensure pets are always supervised appropriately, keep them away from potential hazards, and make sure they have access to fresh water, food, and a safe environment. I also provide plenty of attention, patience, and love!

Sitter Profile Image: Audrey R.
Verified Enhanced Background Check
Audrey R.
Star Sitter
from
$80
per night
4.9 out of 5 stars
• 271 reviews
116 repeat clients
20 years of experience
Uptown, Chicago, IL, 60640

“So happy to have found Audrey! I was worried about leaving my 3, since 2 are older (14 & 10) and not used to change in their routines. After reading Audrey’s bio, I hoped she would be a good fit. She came to meet my crew before we finalized our plans for her to stay at my house with my 3 dogs and 2 sugar gliders , to make sure this was a good fit. I felt comfortable and confident that I had made a good choice. She asked lots of questions about routines, quirks, habits, etc to make sure she understood what my fluffy kids need. She also asked if there was anything she needed to know about the house, since she’d be staying here. While we were gone, Audrey kept me updated with texts, pics, and videos to reassure me that all was well. I will definitely be having Audrey take care of my gang next time we need to go somewhere!”

Profile image
Donna R.
Sitter Profile Image: Curtis B.
Verified Enhanced Background Check
Curtis B.
from
$49
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Lake View, Chicago, IL, 60613

“Curtis was so friendly and communicative! My fur babies adored him and he was so kind and accommodating with my last minute scatterbrained travel plans. Seriously couldn’t have asked for a better pet and house sitter. Thanks again dude’!”

Profile image
S F.
Sitter Profile Image: Jackson H.
Verified Enhanced Background Check
Jackson H.
from
$50
per night
15 years of experience
Uptown, Chicago, IL, 60613

About: I grew up with pets and have had animals in the house for the majority of my life. My very first job was working at a veterinary clinic where I spent every day caring for and learning about animals. I've always loved animal behavior and understanding how our pets think. From dog walking, pet sitting, and even training, I am equipped to handle anything your pet may need including complex routines and behavior challenges. I am currently working part time, live alone, and have a simple daily routine that allows me to be available any time of day to care for your pet. I will make sure your pet gets the physical and mental exercise needed in a day while following any instructions you have. I am more than happy to help with dogs that have behavioral issues, reactivity, or need some training sessions as well.

Sitter Profile Image: Tate B.
Verified Enhanced Background Check
Tate B.
from
$60
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
3 years of experience
Chicago, IL, 60640

“Tate was wonderful with our dogs! Charlie in particular can be anxious and a lot for people but Tate was great with her. They took great care of them and our house and communicated often. We will definitely use their services again!”

Profile image
Jordan H.
Sitter Profile Image: Allison V.
Verified Enhanced Background Check
Allison V.
from
$57
per night
5 years of experience
Lake View, Chicago, IL, 60657

About: A pet sitter who has been around dogs my whole life! I grew up with many different pets including dogs, cats, turtles, hamsters, birds and many types of fish. So I have plenty of experience with pets. And I am an established pet sitter with many of my friends and friends of friends in the city. I have experience with dogs who are reactive and pets who require medication. I currently only have a cat biscuit because of my small apartment. But I have been volunteering with PAWS for the last few months to get in dog time! Also my full time finance job is remote 4 days a week and 1 day in the west loop but I currently reside in Lakeview. Please let me know if you want to connect further. I work full time in finance and work remote 4 days with 1 day in office. I have quite a bit a flexibility in terms of breaks throughout the day. Also I only have one cat and no children, so I have room in my schedule for other responsibilities. I cannot have pets in my home at this time due to apartment restrictions. However, I am a trustworthy person who takes safety and comfortability of everyone at the top of my mind.

Sitter Profile Image: Kelso A.
Verified Background Check
Kelso A.
from
$50
per night
5.0 out of 5 stars
• 40 reviews
7 repeat clients
11 years of experience
Chicago, IL, 60622

“Kelso house-and-dogsat for our 3 hounds for 4 nights and was a pleasure to work with. We got updates and photos, and we didn’t have to worry about things at all, which is exactly what we wanted! Will use them again.”

Profile image
luther r.
Sitter Profile Image: Sophia B.
Verified Enhanced Background Check
Sophia B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
15 years of experience
Chicago, IL, 60618

“Sophia was so good with my two dogs! I was gone on a longer trip and she took great care of them, sending me frequent pictures and updates. I will definitely book again!”

Profile image
Lyndsey l.
Sitter Profile Image: Natasha S.
Verified Enhanced Background Check
Natasha S.
from
$30
per night
5.0 out of 5 stars
• 8 reviews
10 years of experience
Uptown, Chicago, IL, 60640

About: I grew up around dogs and have always had a love for caring for them. While I haven’t been able to have a dog of my own due to occasional travel for work and family, Rover has been the perfect way for me to stay connected to what I love most (caring for pets). I have hands-on experience caring for dogs, including raising and training my family’s cockapoo in obedience and showing her at the county fair for several years. I’ve also dog sat for friends, family, and neighbors, including sweet senior dogs who need a little extra attention. I’m comfortable with feeding routines, walks, playtime, and making sure each pup feels safe, happy, and cared for while you’re away. I genuinely enjoy getting to know each dog’s personality and making their day a little brighter. ⭐️ Unfortunately, I’m only able to board and do doggy day care for low-shedding/hypoallergenic dogs due to allergies in the home. ⭐️ I work fully remote, which means I’m home and available throughout the day to give your furry friend lots of walks, attention, and the love they deserve! 🤗 I prioritize each pet’s safety and comfort by following their established routines. Whether in my home or the client’s home, I ensure pets are supervised and cared for how YOU request.

Sitter Profile Image: Colin P.
Verified Enhanced Background Check
Colin P.
from
$27
per night
10 years of experience
Lake View, Chicago, IL, 60613

About: I'm a dog sitter with 10 years of expertise. Whether your pup is high energy and energetic or more calm, reserved and amicable, I'll make sure to keep them safe, happy and healthy while you're on your trip. I'm a young professional in Chicago, and am available most mornings and evenings for drop in visits to take care of your little guys. I'm also available for overnight stays as needed. I bring a friendly and pet-led experience to your home on my drop in visits. If your pet wants to play, we'll play! If they're more a lapdog or cat, we can hang out on the couch and have an awesome time. I'm clean, organized, and reliable- any messes your guys make will be cleaned right up, and I'm observant and communicative if an emergency were to occur!

Sitter Profile Image: Audrey L.
Verified Enhanced Background Check
Audrey L.
from
$100
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
17 years of experience
Chicago, IL, 60625

“Audrey was an incredible sitter. She was so kind and patient and listened to all of our obsessive needs as first-timers having someone watch our dogs in our home. She was super responsive during the visit and sent tons of pictures! Our dogs were happy so we're happy :)”

Profile image
Shannon G.
1 / 1
View more

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

Ryan is the BEST. We were in a tight spot when our regular boarder’s (and our back-up boarder’s) vacation coincided with ours, so I took a deep breath and decided to trust Rover and Ryan’s excellent reviews. Could not have been happier. Our girl is very attached to us, but having met Ryan before our departure, was not at all stressed when we rolled suitcases out the door. Ryan sent daily updates and she was clearly just living her normal, happy life. We would not hesitate for a second to use him again!

Profile image
Evelyn A.
House Sitting
5.0 out of 5 stars

Alexandria watched my cat when an unexpected trip came up. She was so responsive, quickly came over for a meet and greet, and took such great care of my cat and apartment while I was away. Would definitely book with her again!

Profile image
Hanna L.
House Sitting
5.0 out of 5 stars

Ryan is great with Ollie! Ryan was able to host Ollie and make him comfortable is his home. Ollie loved getting to play with his dog over the weekend as well. He has clear communication, sends a lot for photos, and goes above and beyond.

Profile image
Samantha R.
House Sitting
5.0 out of 5 stars

Mariah was absolutely wonderful with Freddie and Oliver. She was extremely communicative throughout her stay and provided regular updates and photos, which gave me great peace of mind while I was away. She took exceptional care of both dogs and was incredibly patient, calm, and attentive to their individual personalities and needs. Oliver can be anxious around new people, so I was especially impressed by how quickly he warmed up to her. The photos she sent showed him relaxed, comfortable, and happy, which speaks volumes about the trust he developed with her. It's clear that Mariah has a natural way with dogs and knows how to approach them in a calm, confident manner. I came home to two very happy, well-cared-for boys and a home that was in great shape. I would not hesitate to book with her again and highly recommend her to anyone looking for a reliable and compassionate sitter.

Profile image
Katie P.
House Sitting
5.0 out of 5 stars

Kyra did a great job with Holly. She followed my instructions and provided me with updates. She’s a very considerate sitter and Holly loved her.

Profile image
Meredith B.
House Sitting
5.0 out of 5 stars

Amazing pet sitter!! Took such good care of our cat while we were away. She sent many pictures and updates over the stay. Highly recommended!

Profile image
Maddie W.
House Sitting
5.0 out of 5 stars

Audrey was an excellent sitter and I was very lucky to have found her last minute to watch my dog, Durk, while I was away for the weekend. She was very communicative and took excellent care of not only Durk but also my house.

Profile image
Alexandra & Morgan N.
House Sitting
5.0 out of 5 stars

Maya was so great with Monti. Very communicative, flexible, and gave updates throughout the visit. Would totally have Maya watch our pup again!

Profile image
Emily R.
House Sitting
5.0 out of 5 stars

Another great house sitting experience with Chelsey! Our pup Nopa has the best time with Chelsey and we feel better knowing our anxious pup is well loved and cared for while we're out of town.

Profile image
Katie K.
House Sitting
5.0 out of 5 stars

I genuinely cannot say enough good things about Cornelia! She is incredibly communicative, always keeps me updated, and makes being away from home so much easier. My cat absolutely adores her (to the point where I’m starting to think he prefers her over me). Even my neighbor went out of her way to tell me how lovely she is! I’ve booked Cornelia twice now, and both times I’ve come home to a house that was somehow in better shape than when I left it. It’s the little things that really set her apart. She’s checked for street-cleaning signs, moved my car, brought in packages and kept me informed, and watered my plants. She’s incredibly thoughtful, reliable, and proactive, and genuinely cares about both my cat and my home. At this point, Cornelia feels more like family than a pet sitter. I honestly can’t imagine trusting anyone else with my cat and home, and she will absolutely be my go-to for every trip going forward. Could not recommend her more!

Profile image
Krista D.
House Sitting
5.0 out of 5 stars

Koemi was fantastic! She took wonderful care of our two dogs Cooper and DiDi. She followed all our instructions carefully, her communication was exceptional, and she was sweet and patient with Cooper who has separation anxiety and is reactive on the leash. Highly recommend!

Profile image
Jana S.
House Sitting
5.0 out of 5 stars

We had such a fantastic experience with Joey as a dogsitter for our pup. We have a somewhat anxious dog with so special health needs, and Joey was very diligent in accommodating all of those things and making sure our dog was happy, safe, and comfortable. He kept up great communication with us while we were gone, took wonderful care of our dog, and left our place spotless when he left. 100% recommend him!

Profile image
Laurel S.
House Sitting
5.0 out of 5 stars

Megan is the best! She clearly loves dogs, and our dog absolutely loves her. Maisie was played with and cuddled constantly, and she and Megan enjoyed long walks together. And Megan was such a great houseguest, leaving everything clean and tidy. Megan is amazing!

Profile image
Larry S.
House Sitting
5.0 out of 5 stars

Bryan was amazing with our pups. Super attentive and contacted us daily with great pictures and videos! We will definitely be using Bryan again next time we’re out of town!

Profile image
Alfonso C.
House Sitting
5.0 out of 5 stars

Rachel was fantastic with our golden retriever! We booked her with fairly short notice but she was able to come over for a meet and greet and was great with anything we asked of her. She sent us photos of our sweet guy while we were away and made sure he got a ton of exercise, which is his love language. We wouldn’t hesitate to book with her again!

Profile image
Allison M.
House Sitting
5.0 out of 5 stars

Carly was a great sitter! She stayed at my place with my cat that has some medical issues and took great care of him. She was communicative and provided great updates and my picky cat loved her! Highly recommend!

Profile image
Jennifer G.
House Sitting
5.0 out of 5 stars

Eirwen took such good care of our dog, Zoe! It gave us such peace of mind to know she was being spoiled and loved just as much as we do. She gave regular updates and pictures and communication was effortless. HIGHLY recommend her for any pet care needs!

Profile image
Nicole S.
House Sitting
5.0 out of 5 stars

Couldn’t leave a better review!! Received so many photos while we were out of town and was super communicative/quick to respond! Would book again for sure!!

Profile image
Evangeline E.
House Sitting
5.0 out of 5 stars

Brianna was amazing babysitting our dogs for a long weekend. The photo updates were so appreciated and they looked very happy. Came home to very content dogs. Will absolutely be booking again!

Profile image
Mikaela M.
House Sitting
5.0 out of 5 stars

Ellis was great with Louie, they showed a lot of patience with our dog who can be a bit stubborn with his walking routes. Ellis sent lots of pictures during their time sitting and we were kept informed on anything going on. Will definitely keep Ellis in mind when needing another dog sitter!

Profile image
Matt N.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Uptown

Select a filter and find qualifying sitters offering house sitting.

Sitters in Uptown average 4
repeat house sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge