House Sitting In Maitland Park

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

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Top rated Maitland Park 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: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
203 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Blythe is a fabulous dog sitter!! She truly loves her clients and you can tell‼️ She’s great at sending pictures and messages to keep you updated. I can’t say enough about her caring heart.

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Mary Ellen G.
Sitter Profile Image: Carolina G.
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Carolina G.
from
$50
per night
4.9 out of 5 stars
36 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

I have a couple challenging pets, including an anxious, blind senior dog but Carolina moved at their pace and took great care of them. She was communicative and I got pictures every day. We came home to the house exactly as we left it. She’s kind and respectful.

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Megan S.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
4.9 out of 5 stars
45 reviews
20 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was amazing! She helped us out when another sitter cancelled. She took amazing care of our 2 dogs while we were away! She was very responsive, sent lots of pictures, and kept us posted the whole weekend! She truly understood and embraced my dog’s personalities! I would highly recommend her and will be using her again in the future!

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Janine P.
Sitter Profile Image: Christa K.
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Christa K.
from
$65
per night
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Oak Creek, WI, 53154

About: I've loved caring for pets my entire life! My mother was a vet tech who taught me everything I needed to know about caring for animals. I have two senior dachshunds adopted from rescues and have rehabilitated them to be sweet socialized canine citizens. I love dogs and cats of all shapes and sizes. I work a hybrid office job which gives me some flexibility for assisting with your pets! I can walk or visit with your pets in the evenings on weekdays, or anytime on weekends. Your pet will receive care according to their unique needs while I'm visiting with them. Play, feeding, affection, or exercise defined by what you would want to be doing for them yourself.

Sitter Profile Image: Marilia D.
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Marilia D.
from
$75
per night
5.0 out of 5 stars
81 reviews
26 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

Marilia took outstanding care of our older cat and young dog while we were gone! She was communicative, flexible, thorough, and kind. She handled medicating our pup and let us know immediately when there was a small problem. We loved getting her updates and photos, which showed how happy, relaxed and comfortable our pets were with her. Will very much look forward to working with her again!

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Julia M.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$50
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Wilson Park, Milwaukee, WI, 53221

Brianna was a very attentive dog sitter to our high energy pup! She was also very good about letting us know when Sloane acted up so that we could help her handle the situation! Such a great house guest! She even stripped the bed!

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Georgia H.
Sitter Profile Image: Mia M.
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Mia M.
from
$55
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
15 years of experience
Avenues West, Saint Francis, WI, 53235

About: Growing up my family owned a welsh springer spaniel. He was one of my best friends. I felt the same excitement he did when I walked in our front door to his excited jumping. After 13 years, he passed away of old age. Since then I have wanted to get a dog of my own, but I’m waiting until my husband and I get a house to take that step. In the meantime, I love caring for other family dogs. This is a super fun side job for me. I love all types of dogs, have experience with senior dogs, and am happy to care for more than one pet from the same home (whether they be cats, dogs, hamsters, fish, etc.). If your dog is nervous around new people, I will make sure to give them the care, attention, and space that they need. I always give frequent potty breaks, feed them at their regular time, and am very careful around doorways (so no one runs off on any solo adventures!). I always do an initial home visit with my husband so I can meet your pets before setting up a first booking with a new customer. I send great picture updates, so hopefully you won’t miss your dog too much. You will undoubtedly love how passionate I am about keeping your pet in a safe, loving environment while you are away. I am currently working as an 8th grade teacher. I am able to get to your home between the hours of 4pm-10pm on weeknights. I am available all day on Saturdays. I am available Sundays after 10:30am. I am available to do home visits to feed your pets, groom with a brush/bath, play their favorite games, go on long walks or runs, and spend the night if you need a house sitter. I can also take care of other pets including cats, hamsters, fish, chickens, etc. If you need someone to water plants while you are away, I can take care of that too!

Sitter Profile Image: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5 stars
19 reviews
1 repeat client
20 years of experience
Franklin, WI, 53132

This was my first time leaving our puppy Fritz and first time using Rover. I couldn’t be happier with our experience with Adrienne! I appreciated the daily check ins and pics/videos and I could tell that Fritz was happy and content and well cared for. I would recommend Adrienne and will use her again the next time we go out of town without the pup.

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Holly Y.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
79 reviews
10 repeat clients
11 years of experience
Milwaukee, WI, 53207

Our pup Banzo loved having Lynette care for him. She was very communicative, great with our dog and a super respectful house guest. We will definitely want to use her in the future!

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Samantha & Malcolm K.
Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
from
$65
per night
4.9 out of 5 stars
294 reviews
166 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

Daniela and Mike were amazing! It was so nice knowing our fur babies were being taken care of while we were away for a few days. We received several pictures each day and our babies always looked so happy and relaxed. If I could I would give them 10 stars!

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Kassandra B.
Sitter Profile Image: Kelsey S.
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Kelsey S.
from
$100
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
5 years of experience
Mitchell West, Milwaukee, WI, 53221

Kelsey was great with our 2 year old, high energy Samoyed while we went on a two day bike trip! She proactively asked to do a home visit first, which we were grateful for and it helped relieve some stress for us before our trip. It was clear Kelsey read all the info we prepared to help her have a fun stay in our home, and she sent lots of photos and updates. We were fully able to enjoy our time away as a result. She had great judgement about walking our double coated dog in the heat and rain. Our home was as clean as we left it upon our return. We’ll definitely book with Kelsey again!

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Carla I.
Sitter Profile Image: Emma G.
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Emma G.
from
$90
per night
5.0 out of 5 stars
3 reviews
3 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

About: Hello! I am a dog lover through and through, as I’ve spent much of my life caring for my own pups and dog sitting for friends and family. I also worked at a doggy daycare for a little over a year, where I was responsible for managing large groups of dogs. We regularly fed, trained, and administered a variety of meds to the dogs in our care. I had the opportunity to work with many different dogs as well, from senior dogs with special needs to young, energetic puppies of all sizes! I have always been extremely passionate about understanding dog behaviors so that I can provide the best care for every pup :) I have a lot of time throughout the week to care for your pups! I’m available Mon-Fri and I can be flexible regarding timing. Most weekends are open for me as well—just communicate what is needed and I will try my best to make myself available :) I always provide a safe, comfortable environment at your home while sticking to a structured routine of potties, feeding, and/or any medication needs. I’ll do my best to ensure your pet feels relaxed and confident while you’re away!

Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$65
per night
5.0 out of 5 stars
187 reviews
34 repeat clients
4 years of experience
South Milwaukee, WI, 53172

Stephanie was very flexible about the amount of time to spend with our dogs. She was very kind and took great care of them. She sent pictures of them during her stay with them. I would definitely recommend her services.

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Jacqueline R.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
7 years of experience
Cudahy, WI, 53110

About: Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I do not have a dog of my own and typically only watch one dog (or two if you have two) at a time leaving your dogs needs at the priority! I work remote so will always be able to be responsive when sitting. Also have a 700+ day 10,000 step streak so doing lots of walking currently! Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!

Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
91 reviews
27 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

We had a wonderful experience with Maiah and would absolutely recommend her. Our beagle can be a bit high-maintenance, but Maiah was so great with her. It gave us peace of mind knowing our pup was in trustworthy, kind, and capable hands. Maiah was also an excellent communicator--we received regular updates, photos, and quick responses, which made it easy to relax while we were away. We wouldn’t hesitate to book with her again!

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Kirstin G.
Sitter Profile Image: Leslie H.
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Leslie H.
from
$60
per night
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Greenfield, WI, 53221

About: As a kid, I was a go-to dog sitter for several neighborhood dogs while their owners were out of town. I have experience walking, feeding, and letting dogs out when they need. Most importantly, I’m best at giving dogs love, attention and pets! I am a band teacher, so my schedule varies depending on the time of the year. I also have a 35 minute commute to and from work, which affects the hours that can make in-home visits. I return to school on August 25th. My work hours during the school year are 7:30-4:00pm, plus the commute both ways. During the school year, I am only available for overnight stays on the weekends from Friday-Sunday. This might vary depending on different breaks during the school year. I am a warm, patient, and caring person. Whether your pet eagerly greets me when I arrive, or if they need more time to warm up to me, I will be flexible to your pet’s needs.

Sitter Profile Image: Lauren S.
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Lauren S.
from
$50
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Greenfield, WI, 53221

Lauren is fantastic! Very trustworthy, kind, responsive and our pups love her!

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Sarah H.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
102 reviews
30 repeat clients
30 years of experience
Franklin, WI, 53132

Patricia was great with Jeter! He was very well taken care of and she shared pictures with us while we were away. We will definitely rebook with her in the future!

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Julie Q.
Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53228

Maya was AWESOME! We needed a last minute Rover to stay at our house and watch our 2 pups for a night and she was such a good fit for the job. Super communicative & sweet — we always received the cutest pupdates. Our dogs were 100% in great hands & we’ll definitely be booking with Maya in the future! 😊

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Jenna H.
Sitter Profile Image: Alexis G.
Verified Enhanced Background Check
Alexis G.
Star Sitter
from
$47
per night
5.0 out of 5 stars
12 reviews
8 repeat clients
6 years of experience
Greenfield, WI, 53221

Alexis was super communicative and took great care of our dog while we were away!

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K M.
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Maitland Park pet parents share their Rover experiences

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5.0 out of 5 stars

Honestly, I don’t even have the words to express how grateful I am to have found Amanda. And I know Maui is happy to have her as his caregiver whenever mommy and daddy are away. I recommend her with my eyes closed. She is incredibly caring, attentive, and detail-oriented, and that’s something I truly love about her. She genuinely makes sure Maui eats well and is doing okay, and that gives me so much peace of mind.

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Maria M.
House Sitting
5.0 out of 5 stars

Kimberly watched my 2 pups overnight while my family and I were on vacation and she was wonderful. She's very communicative, sent pictures and was responsive. My dogs are pretty anxious and it was our first time being away for an extended amount of time so I really appreciated how patient she was with them. I would definitely schedule a booking with her again.

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Jess R.
House Sitting
5.0 out of 5 stars

Sonia and Alex did an absolutely excellent job caring for my dog. He is developmentally delayed, requires daily medication, and is incontinent, so his care takes extra attention and patience. Throughout the 6 days he was with them, they communicated promptly and openly about any challenges that came up, and together we were able to make simple adjustments to ensure his stay was comfortable and successful. They sent pictures frequently, which gave me great peace of mind while I was away. From every photo, it was clear that my dog was happy, well cared for, and comfortable in their care. I am incredibly grateful for the compassion, flexibility, and attentiveness Sonia and Alex showed, and I would wholeheartedly recommend them to anyone—especially those with pets who have special needs.

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Gwen P.
House Sitting
5.0 out of 5 stars

Anya did a great job with our dog! Even when the power went out due to a wind storm she helped make sure the house was good/safe while taking care of the dog. 10 out of 10, would recommend.

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Kyle S.
House Sitting
5.0 out of 5 stars

Kim is incredible! We feel so comforted when Kim is staying at our home with our two dogs when we are on vacation. She is an excellent communicator and we get the cutest pictures and updates and know they are in the best hands. We are so grateful.

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Erin P.
House Sitting
5.0 out of 5 stars

Alissa was amazing! I can’t say enough good things about her. Her communication was phenomenal and she went above and beyond to take great care of our dog while we were away on vacation. The house was perfect when we got back and she sent numerous updates and pictures while we were away. We would gladly welcome her back!

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Kristen A.
House Sitting
5.0 out of 5 stars

Our young dog (2yrs) has seizures, along with that many medications to be given. She did incredible with both. She is amazing with our boys! A 5yr old Chihuahua and a 2yr old Pekingese/Shih Tzu/mix.

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Holly W.
House Sitting
5.0 out of 5 stars

Alyssa was great! She followed all my instructions for Gracie and gave her plenty of playtime and cuddles. I got very detailed updates daily on what they did and many pictures and videos. I would highly recommend her as a pet sitter!

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Nancy B.
House Sitting
5.0 out of 5 stars

Julia is absolutely wonderful and took excellent care of our dog. She is caring, keeps great communication and our pup loves her!

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Ryan M.
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!

The median cost per night for house sitting in Maitland Park is $50

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.

Sitters in Maitland Park average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Maitland Park on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Maitland Park 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.

As of Jun 2026, there are 1,351 house sitters in Maitland Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Maitland Park house sitters respond in under an hour.

House sitters in Maitland Park have an average of 16 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Maitland Park.

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. Maitland Park 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.