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: Joseph D.
Verified Enhanced Background Check
Joseph D.
Star Sitter
from
$28
per night
4.9 out of 5 stars
• 11 reviews
4 repeat clients
10 years of experience
Wauwatosa, WI, 53213

“Joseph watched my dogs for a full week. He was in constant communication with us, sent tons of pics, it was obvious the dogs were well taken care of! Thank you so much Joseph!!!!”

Profile image
Beth B.
Sitter Profile Image: Abby F.
Verified Enhanced Background Check
Abby F.
from
$35
per night
4.9 out of 5 stars
• 19 reviews
3 repeat clients
1 year of experience
Milwaukee, WI, 53222

“Abby did a great job taking care of Levi! She was very kind, communicative, and kept us updated throughout the stay with photos and messages, which we really appreciated. It gave us peace of mind knowing Levi was in good hands.”

Profile image
Joseph V.
Sitter Profile Image: Ashley S.
Verified Enhanced Background Check
Ashley S.
from
$50
per night
5.0 out of 5 stars
• 31 reviews
13 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: Cathy L.
Verified Enhanced Background Check
Cathy L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 79 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: Melissa H.
Verified Enhanced Background Check
Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 65 reviews
23 repeat clients
40 years of experience
Milwaukee, WI, 53212

“I’ve had Melissa watch my pups multiple times now and it makes traveling so much easier. She is very attentive to the dogs needs makes sure to give them the stimulation they need. I will continue booking her for when I’m traveling”

Profile image
Hannah L.
Sitter Profile Image: Samantha W.
Verified Enhanced Background Check
Samantha W.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Milwaukee, WI, 53214

About: Over 20 years of experience, including elderly dogs and puppies. I love dogs and enjoy walks, park visits, games and couch snuggles. I know how important it is that your fluffy family members are taken care with as much love and stability as possible when you are away. I currently have a 10 month old standard poodle and she is my whole world. I understand how important this job is! I am an artist and work part time at my home studio. My flexible work schedule allows plenty of time for dog walks, park visits, play, attention and engagement throughout the day. I have a fully fenced in yard and a very friendly (well socialized) 10 month old standard poodle who loves having friends to play with. Our home is 4,200 square feet with plenty of space for dogs to play and settle in. We also have the first floor entirely puppy proofed, making it safe for even the youngest of curious explorers.

Sitter Profile Image: Elizabeth J.
Verified Enhanced Background Check
Elizabeth J.
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

“Maggie did a wonderful job with Morgan & Frankie. She arrived when asked and even stayed longer then planned due to a flight delay. I received pictures and the dogs seemed happy and at ease. She said they were well behaved-everything a dog Mom wants to hear. She will help us again in a few days and I have total confidence they are in good hands and they will be happy to see her. I highly recommend her.”

Profile image
Tracy C.
Sitter Profile Image: Fatima B.
Verified Enhanced Background Check
Fatima B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
2 years of experience
West Allis, WI, 53214

“Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!”

Profile image
Alex S.
Sitter Profile Image: Vanessa M.
Verified Enhanced Background Check
Vanessa M.
from
$75
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: Berenice B.
Verified Enhanced Background Check
Berenice B.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 304 reviews
122 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Berenice was great!!! She was easy to get in touch with and sent lots of pictures! My puppy was so happy to see her and tuckered out when I saw him indicating that all his physical and mental needs were met during his full day of care. Trustworthy and reliable! Would definitely book again”

Profile image
Jagpreet S.
Sitter Profile Image: Madeline R.
Verified Enhanced Background Check
Madeline R.
Star Sitter
from
$27
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
11 years of experience
Lower East Side, Milwaukee, WI, 53202

“Madeline is a great and responsive sitter. She took great care of our boys, and she charmed our skittish boy. He even crawled on her lap... amazing while he is a lovebug he does not usually warm up that quickly.”

Profile image
Deb R.
Sitter Profile Image: Liz B.
Verified Enhanced Background Check
Liz B.
from
$75
per night
5.0 out of 5 stars
• 47 reviews
17 repeat clients
12 years of experience
West Allis, WI, 53214

“Liz was wonderful! Excellent communication. This was my first time using Rover and she made for an amazing first experience. I will definitely use her services again.”

Profile image
Stacy J.
Sitter Profile Image: Rachel P.
Verified Enhanced Background Check
Rachel P.
from
$60
per night
4.8 out of 5 stars
• 26 reviews
11 repeat clients
24 years of experience
Shorewood, WI, 53211

“Rachel is an excellent Pet / House sitter. Mt Great Pyrenees, Maya really warmed up to her immediately and I felt safe and confident leaving her in Rachel's care”

Profile image
Tammy L.
Sitter Profile Image: Erin D.
Verified Enhanced Background Check
Erin D.
from
$28
per night
10 years of experience
Avenues West, Milwaukee, WI, 53233

About: I have owned and cared for dogs my whole life, giving me years of practical experience with feeding, exercising, and basic leash etiquette. Responsible, punctual, and attentive to special instructions or temperaments. Excited to give your dog the attentive care and company they deserve! I am currently a student at Marquette University. With that being said, I have consistent availability in the afternoons on weekdays. I also have weekends open regularly. I am able to meet whatever the needs of your pet are. I have raised dogs from two months up until the age of 17. Whether it be crate training, diet restrictions, or potty training, I have experience in all.

Sitter Profile Image: Sophie B.
Verified Enhanced Background Check
Sophie B.
from
$28
per night
6 years of experience
Wauwatosa, WI, 53213

About: I have had a dog of my own for 6 years and over the years have cared for neighbors, family friends, and other family members pets! I am a nurse so I have a natural caring way about myself that extends to pets when I get to care for them! I work typically 3 12 hour shifts a week leaving the rest of my week open to care for your beautiful pets! I am required to work every third weekend of the month, but other than that my weekends are typically open! I am unable to care for pets in my current apartment as my landlord does not allow pets. However when caring for your pets in your home I will give you, your space, and your pets my utmost respect and courtesy. I firmly believe in leaving a space the exact way I found it and leaving your pets happier than how I found them!!

Sitter Profile Image: Alena H.
Verified Enhanced Background Check
Alena H.
from
$65
per night
4.9 out of 5 stars
• 7 reviews
1 repeat client
16 years of experience
Milwaukee, WI, 53233

“Alena did a great job taking care of my pup! I booked on short notice, and she was extremely gracious and accommodating, and even she made time for a meet and greet prior. She was prompt in responses when I reached out and sent check-in updates and photos as well. I would definitely recommend and will be rebooking if the need arises!”

Profile image
Mandy S.
Sitter Profile Image: Jessica M.
Verified Enhanced Background Check
Jessica M.
from
$30
per night
1 year of experience
Lower East Side, Milwaukee, WI, 53202

About: I currently have no dogs of my own however I have always been surrounded by dogs. Whether that be small or relatively large dogs. I am quite energetic and love spending time with any dog I come across. I got a few pets of my own :) I only work 3 days a week so most of my week I’m surrounded by a bunch of fur babies. I do not live in a house however I have a fairly large neighborhood and many parks around me in which they are dog friendly.

Sitter Profile Image: Stephanie B.
Verified Enhanced Background Check
Stephanie B.
from
$36
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53204

“I am an anxious cat mom and leaving my babies even for a few days is always rough for me. Finding a trustworthy sitter is VERY important to me and from the moment I met Stephanie I knew she would take excellent care of my babies. She sent me many photos every day and I loved seeing them happy in her care. She treated them like her own and slept with them every night. Stephanie is thoughtful, communicative, responsible and you can tell she has a genuine love of animals. I will 100% book her again for any pet care service. I can’t recommend her enough to take care of your babies because she took exceptional care of mine!!!”

Profile image
Taylor B.
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
Tegra R.
from
$40
per night
5.0 out of 5 stars
• 54 reviews
18 repeat clients
30 years of experience
Milwaukee, WI, 53223

“Tegra was amazing with our quirky doggo. We couldn't have asked for a better experience. Tegra provided updates and loved on our pup while we were away for almost two weeks. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tegra again.”

Profile image
Bret K.
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

Ray was a wonderful sitter for our senior dog who is going through some health challenges. She spent several hours in our home with Scooby and took excellent care of him. She’s a true dog-lover. Ray was also very flexible with some late changes to our plans, and she was respectful of our home and it’s contents. Thanks, Ray!

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

Vanessa was amazing with my dog Helga while I was away. She provided updates and followed the details I sent perfectly. It was so reassuring to know my pup was well cared for in my absence!

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

Emily was amazing helping with a last minute booking. Great communication and pictures sent of our dogs. Would definitely use her again, she was wonderful!

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

This is the second time Keisha has taken care of our dog Frankie at our house and she will absolutely be our go to if she is available the next time we travel. Our house was also in perfect shape after arriving home Exhausted after our trip. Our dog Frankie was perfectly taken care of! Thanks for everything you do Keisha!!!

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

Joseph took great care of my golden and corgi while we were gone for the weekend. He sent lots of photos and updates, and that was so appreciated!

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

Evita was excellent! She is incredibly responsive and communicative. We greatly appreciated regular updates with pictures on how things were going while we were away. Along with our dog being well cared for, our house was also well tended. I will absolutely be reaching back out any time we need a sitter.

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

Cindy was incredible. Very communicative which put us at ease while being away from our boys. She took such great care of them and loved them as if they were her own. She’s truly amazing!

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

Amanda had excellent communication and we felt good knowing she was taking good care of our guy. House was left very clean and would have her watch Cooper again!

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

Margaret came and stayed 2 nights with our 2 furbabies, ages 8 and nearly 14. I had never needed to find a non-family pet sitter, so I was quit nervous about the whole thing. But Margaret was amazing in so many ways. Our "pups" took to her immediately and so did we. And when we came home we could tell just how well she took care of EVERYTHING for us. I will never hesitate to book her in the future. Now we may even be able to take future short trips, knowing our dear pups are being so well cared for by Margaret.

Profile image
Rebecca M.
House Sitting
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

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

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

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

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
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