House Sitting In Lower East Side Milwaukee

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

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Top rated Lower East Side house sitters

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: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth took amazing care of our dog Layla while we were away. She kept us updated with sweet messages and photos, and we could tell Layla was happy and well-loved the whole time. We came home to a relaxed, content pup — we couldn’t ask for more! Highly recommend Elizabeth and would absolutely book with her again.

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Monique M.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
81 reviews
25 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

Maiah did a terrific job taking care of my dog. She gave us daily updates and photos, left the house clean and even stayed with my dog so she didn’t get lonely! Amazing!

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Will S.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
188 reviews
54 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica was amazing! She communicated with us every day and sent us pictures/videos of the dogs, which my daughters really enjoyed. She took extra special care of our geriatric dog, making and feeding him human food, per our request. We will definitely be hiring Jessica again! Thank you for taking care of our fur babies! Brandy

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Brandy F.
Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
170 reviews
39 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Carole and fam were a dream! Great updates while we were gone for a long weekend, lots of pics of our 2 very happy dogs (one even has a little separation anxiety from us and he adored her!) Our house was clean(-er than we left it, I swear.) Would trust her with our pups and home any time!

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Claire L.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
48 reviews
12 repeat clients
11 years of experience
Milwaukee, WI, 53204

Megan was friendly and super communicative the whole time she house sat for us! My dog got sick while I was away and Megan handled it like an absolute pro. I would definitely trust Megan to care for my dog again.

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Amanda J.
Sitter Profile Image: Madison F.
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Madison F.
from
$50
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
Shorewood, WI, 53211

Madison was amazing! Our dogs immediately fell In love with her at the meet and greet and she was great with them. Awesome communication with us and I felt confident our pups were safe and sound and well taken care of the whole time. Would absolutely book with her again!

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Frances T.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5 stars
36 reviews
16 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!

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Marie G.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
55 reviews
10 repeat clients
14 years of experience
Lower East Side, Milwaukee, WI, 53202

Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.

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Lexi M.
Sitter Profile Image: Lily S.
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Lily S.
Star Sitter
from
$125
per night
5.0 out of 5 stars
58 reviews
18 repeat clients
25 years of experience
Milwaukee, WI, 53212

As always, Lily goes above and beyond. Helped navigate an u expected, significant GI problem with one of the dogs that required a visit for emergency care and helping mitigate a significant clean-up job. Communicated fantastically throughout the saga

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Eric M.
Sitter Profile Image: Catherine R.
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Catherine R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
13 reviews
6 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

Catherine did a great job. She took great care of our dog and two cats. She asked a lot of great questions that I wouldn’t have even thought about. Very thoughtful and thorough. We will definitely be asking her to petsit again.

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Douglas S.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
134 reviews
47 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie took such great care of Daisy for me while I was out of town for several days. I didn't worry about a thing while I was gone, she sent texts with photos and updates. Everything was fantastic and I will definitely call her again!

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Lisa K.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I am a dog lover, have taken care of my own dogs and my parents for years. I love taking them for walks or especially to the park or beach to play fetch! I am a law student so my schedule is set but should be able to help regularly with any pet. Happy to accommodate most requests if they are within reason. Regular potty and walk breaks as needed and will provide food and water according to instructions given. No other pets in my home so it will be a very relaxed environment.

Sitter Profile Image: Kathryn D.
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Kathryn D.
from
$65
per night
5.0 out of 5 stars
82 reviews
22 repeat clients
14 years of experience
Milwaukee, WI, 53211

Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!

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Emily H.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
151 reviews
36 repeat clients
20 years of experience
Shorewood, WI, 53211

Carrianne is the best!!! She is always keeping us in the loop with updates and pictures. She takes such good care of our pup and our home when we are out of town! Simply the best!!!❤️

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Meghan M.
Sitter Profile Image: Flor F.
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Flor F.
from
$70
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
19 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Flor was very communicative, responsive and easy to work with. She took excellent care of our puppies and our home. Would recommend and book again.

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Andy D.
Sitter Profile Image: Kelly N.
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Kelly N.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Riverwest, Milwaukee, WI, 53212

Kelly and Hutch became the best of buddies! She did everything I asked and then some. Great communication - sent photos and video. Hutch was calm and happy when we returned and his coat was fabulous after all the brushing. He’s looking forward to the next visit.

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Lisa W.
Sitter Profile Image: Christopher R.
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Christopher R.
from
$35
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Chris was GREAT with our puppy for a week while we were on vacation! Kuzco is a corgi puppy and can be very sassy. Chris was great with him and was able to get Kuzco to warm up to him very quickly. Chris took Kuzco on many walks and followed all notes left for him. He kept the house nice and clean as well. Chris made sure to send a few updates a day but was still considerate of letting us enjoy our vacation! Was very responsive when texted if we wanted an extra update. Will for sure be using him again!

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Kelsey H.
Sitter Profile Image: Nicole Z.
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Nicole Z.
from
$40
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
6 years of experience
Yankee Hill, Milwaukee, WI, 53202

I’m a full on dog mom, I worry about my pup and miss her when I’m away but this trip I was able to rest assured that she was safe and happy with Nikki! She was quick to respond when a hurricane was headed our way with me out of town, she gave me daily updates and pictures of my dog, took her to the park, on car rides, played fetch, and gave snuggles. Nikki was exactly what every traveling dog mom needs in a doggy sitter!

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Amanda S.
Sitter Profile Image: Kassandra T.
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Kassandra T.
from
$65
per night
3 years of experience
Juneau Town, Milwaukee, WI, 53202

About: I’ve been providing in-home dog sitting around the Milwaukee area for over three years, primarily through word-of-mouth referrals. I grew up with Labrador retrievers, and while life as a PhD student doesn’t allow me to have a dog of my own right now, dog sitting lets me enjoy the best of both worlds—caring for dogs while giving them consistent, attentive companionship. I have experience caring for dogs of all ages and sizes, from energetic puppies to senior dogs who prefer a slower pace. I’m comfortable maintaining established routines, administering basic care, and making sure dogs feel calm, safe, and at home while their owners are away. I also take pride in caring for the home itself. I enjoy keeping a clean, organized space and always aim to leave homes as clean—or cleaner—than when I arrived. I’m happy to help with light household tasks while you’re away, such as bringing in mail, watering plants, or other small needs, so you can return to a well-kept home. I value clear communication and am happy to provide regular updates, photos, and check-ins so you can travel with peace of mind knowing your dog—and your home—are in good hands. My academic schedule gives me a high degree of flexibility, and I’m able to work from home most days, which allows me to spend plenty of time with the dogs I care for. There are occasional times when I may need to step out for a few hours due to classes, meetings, or other commitments, but I always plan ahead and make sure dogs are comfortable, exercised, and settled before I leave. Most of my clients simply let me know the timeframes their dog needs to be let out, and I maintain a very organized schedule to ensure those needs are met. If I ever anticipate a conflict, I communicate with the family in advance before accepting the booking. I take an individualized approach to care, focusing on giving each dog what they need. I’ve worked with families who have young, energetic dogs as well as older dogs who prefer a slower, more relaxed routine, and I adjust my care accordingly. I’m personally very active, so I love going on walks, playing outside, or throwing a ball for dogs who enjoy staying busy. For dogs who are calmer or older, I’m just as happy to keep things low-key, follow their routine, and provide companionship at their pace. Most of my clients simply let me know what their dog needs—whether that’s exercise, frequent let-outs, medication reminders, or extra affection—and I make sure those needs are met. And of course, I’m always happy to give plenty of love and attention (if that’s what your dog enjoys!).

Sitter Profile Image: Jenna M.
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Jenna M.
from
$55
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
10 years of experience
Milwaukee, WI, 53202

We couldn’t be happier with Jenna! Our pup has separation anxiety and Jenna navigates that with compassion and care. Highly recommend!

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Bethany P.
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Lower East Side pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Erica was thorough, communicative, thoughtful, and loving with our two dogs and cat. It was so refreshing to go away knowing they were in competent hands!

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Jennine P.
House Sitting
5.0 out of 5 stars

Jamie was great with our two pups! She kept us updated and sent lots of photos and took good care of our good boy and girl!

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Heather D.
House Sitting
5.0 out of 5 stars

Maiah did a wonderful job taking care of my buddy. I would recommend her everytime! She sent cute photos along the way!

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Sean R.
House Sitting
5.0 out of 5 stars

We love Lily. She goes above and beyond while watching Rosie. She takes care of her but also takes great care while staying at our home. We get daily reports and photos. We will book with her again.

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Linda L.
House Sitting
5.0 out of 5 stars

We've had a few pet sitters in the past, but once we found Elizabeth we knew we found the right one. She treats our animals like they are her own.

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Shaun M.
House Sitting
5.0 out of 5 stars

Hi Michelle, Thank you for taking such great care of Una (dog) and Larry (cat) this weekend. Larry usually hides from strangers, so the fact that she sat out with you shows how comfortable they both were in your company. We appreciated the consistent updates and photos, as well as you taking Una for a walk. Thank you also for cleaning Larry's box.  The house looks wonderful, and both pets seem very relaxed. You are a pleasure to work with, and I would highly recommend your services to anyone. We look forward to booking you again in the future.

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Regina R.
House Sitting
5.0 out of 5 stars

Travis has been such a lifesaver for us in a time of unpredictability. He’s handled a few miscommunications and switch-ups on our side with flexibility and kindness. And the dogs love him.

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Megan D.
House Sitting
5.0 out of 5 stars

Jamie was great! She helped make my usually anxious cat calm and comfortable. She was also great at communicating. I would 100% recommend her!

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Adia H.
House Sitting
5.0 out of 5 stars

5 stars! This was our first time using Rover and I was so incredibly nervous about it since my dogs are my babies. Carole was so amazing with them, keeping them in their routine, loving on them, and sending updates throughout the long weekend. I was so appreciative that she spent so much time with them and our house was immaculate when we returned home. I'm so grateful to have found someone who will take the best care of my babies and will absolutely be rebooking Carole in the future.

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Dani G.
House Sitting
5.0 out of 5 stars

Hope was fantastic in here communication and attentiveness to Cooper. I will definitely be working with Hope again if she’ll have us.

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Aaron S.
House Sitting
5.0 out of 5 stars

Jackie was amazing with Millie! She checked in consistently, took her for walks, and made sure she had plenty of attention and company. We really appreciated the updates and could tell Millie was well cared for. Highly recommend!

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Mitchell H.
House Sitting
5.0 out of 5 stars

Jessica did an excellent job woth my puppy Bailey. They were best buddies within days. She communicated with and sent me pictures of Bailey when I was on vacation. She followed all my directions and they did great. Jessica went out of her way to make the house nice for my return. She is coming back in February.

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Billie N.
House Sitting
5.0 out of 5 stars

Jasmine was wonderful! Took care of my 9yr old shitzu. She was nothing but carrying and supportive towards Max as he had an upset stomach while I was gone. Appreciated the constant updates and nightly summary of their day. 💕

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Nereyda J.
House Sitting
5.0 out of 5 stars

Jessica stayed at our home for the week and took the best care of Pickles and Brownie and allowed us to enjoy vacation to the fullest! She checked in throughout the day and sent lots of pictures. We never worried about the boys knowing they were being taken care of and given love while we were away. Definitely recommend Jessica for any walks or extended stays needed to care for your fur babies! So thankful!

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Cody Y.
House Sitting
5.0 out of 5 stars

Sarah did an excellent job. Cooper seemed to really take to her and seemed so happy in all of the pictures and videos she sent us. We have never really left him with anyone in the past and we were so relieved that she was so wonderful with him. She left our house in perfect shape and we really appreciated that. I would recommend Sarah to anyone in need of a sitter for their dog. Phil and Arlene Wesson

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Arlene W.
House Sitting
5.0 out of 5 stars

Christopher took amazing care dog sitting for my boy! He spent lots of time walking him outside even in the snow and cold, and made sure my pup was well-pet and played with while I was gone. My house was left in good condition and he followed all instructions to a T. 10/10 recommend

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Abby W.
House Sitting
5.0 out of 5 stars

Janaia was great with my dog, communicated exactly as we had discussed, and left the house in hreat shape, I would recommend her to anyone looking for a sitter!

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Maria T.
House Sitting
5.0 out of 5 stars

Lindsay was amazing with my puppy, Gennie. She was very flexible, punctual, and easy to communicate with throughout the day. Gennie was in a great mood when I got home and slept soundly afterward with no fuss at all—which tells me she had a wonderful, well-cared-for day. I’d absolutely trust Lindsay with her again.

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varun c.
House Sitting
5.0 out of 5 stars

Alhana was great with Coco. My little dog was recovering from knee surgery and she followed instructions beautifully for he night I had to be away. Thank you!

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Christine H.
House Sitting
5.0 out of 5 stars

Steph was communicative and reliable. She clearly loves cats and understands their behavior and needs. We felt relaxed while away knowing she was watching over things!

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Catherine K.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 house 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.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Lower East Side house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Lower East Side.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Lower East Side house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.