House Sitting Uptown

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

End
Search

Over 13
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: Rebecca M.
Verified Enhanced Background Check
Rebecca M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 16 reviews
8 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

“Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!”

Profile image
Kristina P.
Sitter Profile Image: Emily M.
Verified Enhanced Background Check
Emily M.
from
$59
per night
5.0 out of 5 stars
• 45 reviews
12 repeat clients
30 years of experience
Milwaukee, WI, 53213

“Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.”

Profile image
Lauren S.
Sitter Profile Image: Evita E.
Verified Enhanced Background Check
Evita E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

“While Evita watched our pup Molly overnight at our house, she was punctual and communicated well. She also took Molly on a nice long walk each day that pleasantly tuckered her out. Molly seemed calm and happy when we returned home.”

Profile image
Alia E.
Sitter Profile Image: Jamila M.
Verified Background Check
Jamila M.
from
$65
per night
4.9 out of 5 stars
• 99 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

“We have a 4 year old terrier mix, a Dachshund and an Boxer who are both 8, and a 12-year old Chihuahua-Dachshund mix who is very nervous and afraid of just about everyone but myself and my husband. We've not been comfortable boarding them for a few years now, so have not really been able to go away overnight unless a close friend or family member was available to sit with them. That's all changed now, thanks to Jeremy! A friend had recommended Rover.com, so we read through hundreds of reviews for dozens of sitters, and Jeremy sounded like the best fit. We booked a couple of house visits and then an overnight house-sitting. He was great in general, and absolutely amazing with our little frightened girl. He was so patient and made extra effort to make her feel comfortable around him, and in no time she had warmed to him more than she has with most of the family members she's had contact with for years! Jeremy sent frequent texts and photos while we were away so we could see just how they were all getting along. We were comfortable we'd left our babies in good hands, and were actually able to relax and enjoy our time away. We will definitely be booking with Jeremy again in the future! Thank you, Jeremy!”

Profile image
Cheryl C.
Sitter Profile Image: Marie T.
Verified Background Check
Marie T.
from
$40
per night
5.0 out of 5 stars
• 17 reviews
2 repeat clients
16 years of experience
Milwaukee, WI, 53210

“Our dog, Bailey, had a wonderful time with Marie. Marie was kind, timely, and very communicative. We appreciated all of the photo updates too!”

Profile image
Claire N.
Sitter Profile Image: Joseph D.
Verified Enhanced Background Check
Joseph D.
from
$28
per night
4.9 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Wauwatosa, WI, 53213

“Joe is great. He stayed with our Chihuahua for a couple days and nights. He's responsive, sends great photos and Fiona seems relaxed and well cared for now that we are home.”

Profile image
Amy W.
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Keisha P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 56 reviews
25 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

“Keisha was great! She watched our 2 doodles, one with a bit of an attitude! She sent texts when she had questions and sent us pictures. Will definitely book with her again!”

Profile image
Marie G.
Sitter Profile Image: Molly O.
Verified Background Check
Molly O.
from
$65
per night
5.0 out of 5 stars
• 75 reviews
20 repeat clients
18 years of experience
Wick Field, Milwaukee, WI, 53208

“Molly absolutely crushed it- I can’t say enough good things. Our dogs have huge personalities, some bizarre behaviors, and special needs (and so does our weird old rental house) and she handled all of it with aplomb. Our resident canine klutz tore his paw pad the night before we left, and even though we totally sprung this development on Molly at the last minute, pro that she is, she jumped in and changed his dressings, kept the area clean, AND kept the dog calm to prevent further injury. He was basically fully healed upon our return. Thanks, Molly! We will be back if you’ll have us- with fewer surprises next time, we hope!”

Profile image
Lily S.
Sitter Profile Image: Ashley S.
Verified Enhanced Background Check
Ashley S.
from
$50
per night
5.0 out of 5 stars
• 27 reviews
11 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

“Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!”

Profile image
Jeremiah W.
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Cindy H.
from
$75
per night
5.0 out of 5 stars
• 59 reviews
16 repeat clients
45 years of experience
Martin Drive, Milwaukee, WI, 53208

“This is the second time Cindy has watched our girls… And again, I can only say how incredible she is! She is a blessing to those who are lucky enough to cross her path, and Oakley and Nala could not agree more! Thank you, Cindy! We will see you soon!”

Profile image
Wendy P.
Sitter Profile Image: Elizabeth J.
Verified Enhanced Background Check
Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 35 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

“Elizabeth was wonderful! Our pups were well loved and safe. She was trustworthy and went above and beyond to make sure the house was left in excellent condition. We look forward to having her back.”

Profile image
Kimberly P.
Sitter Profile Image: Margaret D.
Verified Enhanced Background Check
Margaret D.
from
$45
per night
4.9 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

“She was amazing with Russell and Cora! I felt so comfortable leaving them for so long when she was caring for them!”

Profile image
Beth G.
Sitter Profile Image: Cathy L.
Verified Enhanced Background Check
Cathy L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 78 reviews
24 repeat clients
20 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Cathy was fantastic! She was very easy to work with, and very friendly to our dog, Joey. You can tell she has plenty of experience with pets. We definitely plan on hiring her again!”

Profile image
Adam B.
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
• 226 reviews
67 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

“Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.”

Profile image
Carlie V.
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
Sarah S.
from
$38
per night
5.0 out of 5 stars
• 4 reviews
15 years of experience
Lincoln Creek, Milwaukee, WI, 53218

“She was so compassionate to my sweet girl and gave me lots of updates. Gave me so much peace of mind!”

Profile image
Mindy P.
Sitter Profile Image: Simon K.
Verified Enhanced Background Check
Simon K.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Yankee Hill, Milwaukee, WI, 53202

“Simon was great. I appreciated all the communication ahead of time and while he was dogsitting.”

Profile image
Kristin S.
Sitter Profile Image: Ixzel R.
Verified Enhanced Background Check
Ixzel R.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
Kilbourn Town, Milwaukee, WI, 53233

“Ixzel was awesome! She took really good care of Lux while I was away. Great communication, flexible, and easy to work with. Highly recommend!”

Profile image
Doug E.
Sitter Profile Image: Vanessa M.
Verified Enhanced Background Check
Vanessa M.
from
$60
per night
10 years of experience
Wauwatosa, WI, 53213

About: Having an energetic 7-year-old Australian Shepherd like my dog Roman means staying active is just a daily way of life for me. I know firsthand what it takes to give high-energy dogs the exercise, attention, and mental engagement they need to thrive. I also have deep experience with cats, including senior and specialized care, I recently lost my beloved 17-year-old diabetic cat, so I’m very comfortable with gentle handling and strict routines. Plus, I have a big soft spot for birds! As a pet parent, I completely understand the peace of mind that comes with finding someone reliable, trusting, and flexible to look after your animals. Whether your dog needs a fast-paced walk to burn off steam, your cat needs special care/cuddles, or your bird needs an attentive check-in, I care for every pet as thoughtfully as I do my own. I’m based in the Wauwatosa and Milwaukee area and am available most afternoons after 1:30 PM, evenings, and weekends. I’d love to connect, hear about your pet’s routine, and see how I can help make your schedule easier! As a fitness coach, my schedule gives me great daily flexibility. I'm available most weekdays after 1:30 PM, as well as on weekends. Living in the Midwest, weather never stops me. I get outside and active no matter what! I can take your dog on a solo walk, bring my dog Roman along if yours wants a buddy, or simply drop in for quiet time and plenty of pets. Pet care naturally fits right into my daily routine. When caring for pets in your home, my primary focus is maintaining their familiar routine so they feel safe, comfortable, and loved in their own space. I respect your home, stay in close communication with regular updates and photos, and ensure your pet receives plenty of quality attention, affection, and playtime while you’re away.

Sitter Profile Image: Maesen R.
Verified Enhanced Background Check
Maesen R.
from
$45
per night
3 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I have experience dog sitting over multiple days on several occasions. I’ve cared for Great Danes, Chihuahuas, and a pug, and grew up with family dogs including a Sheltie, Australian Shepherd, and rescue Pit Bull/Boxer mix. I’m comfortable caring for dogs of different sizes, ages, and personalities. I’m currently attending UWM, my schedule has some good-sized gaps between classes, which gives me flexibility during the week for drop ins or walks. I’m also generally free Friday through Sunday I provide care in the client’s home and will follow their instructions and their pet’s normal routine. I’ll keep pets safe and supervised, respect their space, and make sure they receive plenty of attention and care.

Sitter Profile Image: Lexie R.
Verified Enhanced Background Check
Lexie R.
from
$31
per night
12 years of experience
Sherman Park, Milwaukee, WI, 53210

About: Are used to take care of cats, dogs, and horses for as long as I can remember. My neighbors would always have me careful there’s. I have a lot of free time, so I normally take my dog on a walk or run every day. Let’s go on an adventure. I have a fenced in backyard. I have a spacious home. I live in a very quiet neighborhood. Always give them love and attention that they need.

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

Took great care of my reactive dog for the weekend. Prompt communicator, professional and great to work with 😊

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

Joseph was absolutely wonderful! He kept me updated several times a day with pictures and messages about what they were doing, which gave me such peace of mind while I was away. I came home to a happy, well-cared-for dog and house. I would absolutely recommend Joseph and would not hesitate to have him dog sit again!

Profile image
Peg H.
House Sitting
5.0 out of 5 stars

She was so compassionate to my sweet girl and gave me lots of updates. Gave me so much peace of mind!

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

Jahaira is the most wonderful, caring pet sitter. She is professional and from the very first meeting, she gave us a sense of ease. We knew she was going to care for our pups with love. Which she did. Our pups look forward to seeing her. Her follow up and photos were awesome! 5 stars and beyond pet sitter. We will be rebooking with Jahaira ALWAYS.

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

Evita took wonderful care of our dogs while we were out of the country. Our regular dog sitter hasn’t been as available lately, so we decided to do a trial stay with Evita, which always makes me a little nervous. We couldn’t have been happier with how everything went! Evita kept us updated throughout our trip, letting us know how the dogs were doing and immediately communicating any concerns. She also sent us pictures and updates every day, which gave us great peace of mind. Even with the seven-hour time difference, she was very responsive and made everything work seamlessly. We will definitely be booking with Evita again in the future. We highly recommend her!

Profile image
Jacqueline & Matthew C.
House Sitting
5.0 out of 5 stars

Margaret was great—took great care of our pup, was communicative, sent pictures, and the was immaculate when we returned.

Profile image
Tom And Mary H.
House Sitting
5.0 out of 5 stars

Super friendly and the pups clearly loved snuggling with her! Very smooth booking - even when we needed to add a night. Would absolutely ask her to sit with our babies again

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

Ivy is amazing with our dogs who are sometimes quite challenging! We trust her to handle any situation that comes up.

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

Maiah was great to work with! She was quick to respond and communicate with. Our doggos enjoyed her company and she took great care of them! Would definitely rebook with her again!

Profile image
Rebekah J.
House Sitting
5.0 out of 5 stars

Keisha is an absolute wonder sitter! Our little pup was very anxious about us leaving and Keisha was so very kind, patient and loving. She took extra special care to help our pup feel safe, loved and secure. We will always ask Keisha to come watch our pup anytime we leave or even just to hang out for an afternoon. Trust Keisha to be the best care giver!

Profile image
Jamelyn H.
House Sitting
5.0 out of 5 stars

Cindy is amazing. She takes great care of Bear when we are away. Everyday she sends a picture so we know how our baby is doing.

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

We love having Emily stay with our dog and cat when we go out of town! She’s so great with them, we never have to worry about a thing. We always come home to happy animals! She’s also very quick to respond to messages. We love Emily!

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

Marley does such a wonderful job and if she ever decides to change a career, she could make a meant as an animal photographer!

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

Nina stayed with our two dogs for a night. We came home to two happy and well cared for pups and a clean house. I would definitely recommend her!

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

Nicole is absolutely phenomenal! She took such great care of our Siberian kitten. Nicole is very professional, communicative, and you can tell how much she loves what she does! The whole time we were gone she sent us updates and photos. We would 110% recommend Nicole!

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

My dogs seemed to do great. Emily was dependable and loving toward the dogs. I would definitely use her again.

Profile image
Julie H.
House Sitting
5.0 out of 5 stars

Scott was FABULOUS with our dog, Rocket! Rocket is a bit picky, but he wholeheartedly loved Scott, too. Scott had wonderful communication--he gave enough so that I felt reassured that Rocket was doing well, but he also let me just relax while on our trip. He made me feel confident that Rocket was in good hands, and that means the world to me. Scott also took in our mail and watered our garden. Thanks for everything, Scott!

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

Once again, Sofia did a wonderful job taking care of our pup & house & even watering plants! We are so comfortable knowing Sofia is with our precious pup & love the updates & pictures she sends!

Profile image
Diane T.
House Sitting
5.0 out of 5 stars

Esterah has done house sitting for us multiple times!! She handles our anxious/special dog well, is very attentive to instructions left for the stay, and the house is spotless when we return!!!

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

Alena did a great job. Cosmo seemed to be really well taken care of was very calm when we got back. Alena also left the house in great shape.

Profile image
Ronald S.
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.

Meet local sitters who will treat your pets like family

  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