House Sitting in Harambee, Milwaukee, WI

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

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Top rated Harambee 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
20 reviews
4 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.

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Emma L.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
80 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: 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

They were amazing with Bodhi - on our return he seemed so happy and well cared for. They also left the house immaculate. We were just very pleased with their care of Bodhi and our house. They are great and we very much appreciate their care.

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Michael F.
Sitter Profile Image: Catherine R.
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Catherine R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
12 reviews
5 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: 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 is the best! Our cats are very comfortable with her and she sends daily updates. Our house is always spotless and has been well taken care of when we get home.

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Hannah H.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
143 reviews
35 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: Lily S.
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Lily S.
Star Sitter
from
$125
per night
5.0 out of 5 stars
57 reviews
18 repeat clients
25 years of experience
Milwaukee, WI, 53212

Lilly took care of our two pups awesome again! She goes above and beyond taking care of a few household tasks for us. Thanks Lilly. You’re the best. ❤️

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Linda L.
Sitter Profile Image: Lauren S.
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Lauren S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
10 reviews
6 repeat clients
10 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Lauren did a great job taking care of the boys while we were away. She gave them plenty of exercise and engagement as well as keeping them on their regular schedule. Very much appreciated and we hope to book again.

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Alex J.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5 stars
36 reviews
15 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️

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Erica O.
Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$42
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

Jessica was an incredible dog sitter! She is an excellent communicator, gave us great pics and updates, and overall went above and beyond. It was so nice to be away and know our dog was in such amazing care. We’d highly recommend using Jessica!

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Christina D.
Sitter Profile Image: Noelle W.
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Noelle W.
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Shorewood, WI, 53211

Noelle is a wonderful sitter and took great care of our husky. He adored her. She is very communicative and took great pictures so we knew he was in good hands. 😊

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Sara P.
Sitter Profile Image: Madison F.
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Madison F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
16 reviews
4 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: Jackie C.
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Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
134 reviews
46 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

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Jimmie H.
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: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
10 years of experience
Milwaukee, WI, 53212

Riley is great with our crabby old men and we appreciate all the pictures she sends! It was even their birthday on Monday and she sent a video of her singing happy birthday to them 🥺

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Josie H.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
from
$55
per night
5.0 out of 5 stars
42 reviews
13 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

Mikalanne was great with my senior pups who are definitely creatures of habit. Active communication is so reassuring when I have to be away from my pet family. Highly recommend.

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Jessica P.
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: Alexandra H.
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Alexandra H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
18 reviews
2 repeat clients
15 years of experience
Milwaukee, WI, 53212

Allie is great! We have three dogs and a cat, and each one of them is high maintenance in their own way- a senior with arthritis and a bit of doggie dementia, a double Merle who was born blind and deaf, has IBS, and is on anti-seizure meds, and a 3 year old with some anxiety issues and leash reactivity. To top it off, the cat is not a fan of strangers in his home. We haven’t had someone watch our pets since we moved to Grand Rapids because we didn’t know how in the world we would find someone up to the job! Allie came over for a meet and greet prior to watching them for a long weekend and it was clear right away that she had the energy, confidence and mindset to watch our crew. She sent pictures and notes throughout the weekend just to keep us updated, which was much appreciated since we were a bit anxious about leaving our crazy crew of pets in someone else’s care for the first time in a looong time! Allie was up for the challenge. We’re thrilled to have found her, and will definitely be asking her to come back!!

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Claire M.
Sitter Profile Image: Travis H.
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Travis H.
from
$70
per night
5.0 out of 5 stars
305 reviews
103 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis was fantastic as our pet sitter. He was reliable, attentive, and genuinely cared for our pets. One of our dogs needed eye drops, and Travis handled it with ease. The pets were happy and well-cared for when we returned. Highly recommend!

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Lindsay D.
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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Harambee pet parents share their Rover experiences

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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

It was our first time hiring Elizabeth and she was great! Even though it was cold, she suited up our walk obsessed pooch and took him out. She has great communication, followed our instructions as requested and left the house in perfect order. Would absolutely hire Elizabeth again.

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Carol M.
House Sitting
5.0 out of 5 stars

Thank you for caring for our dog . We appreciated the pictures and updates when we were on vacation . Great job .

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Kathy K.
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

Marilia communicated often sending updates and pictures, and was very open to our instructions and the pets’ daily routines. We felt good that Marilia would care for them well while we were able to focus on our flight process without having to worry if the pets were eating and going potty when they needed to. Thank you so much for looking after them!

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Stefanie V.
House Sitting
5.0 out of 5 stars

Michelle was amazing! She was the first ever dog sitter that asked for veterinary information which I thought was so thoughtful. Our home was left clean and she sent a lot of photos! The girls loved her! We will definitely be using Michelle again!

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Cassie B.
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

We love Ryan and so does our dog Lola! We are so happy we found him, it’s so nice to be able to travel while knowing our special needs dog is safe and happy!

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Margaret M.
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
5.0 out of 5 stars

My dogs loved her. She kept me updated the entire time. Even took them out for activities. Will use again

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Destini P.
House Sitting
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  1. 1. Search

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  2. 2. Meet & Greet

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

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    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 Harambee 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 Harambee.

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. Harambee 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.