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: Amanda R.
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Amanda R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
30 reviews
10 repeat clients
26 years of experience
Oak Creek, WI, 53154

Amanda was great with my dogs. She did well to care for and treat my dogs like they were her own, which helped me be worry free while out of town. I will definitely be booking with Amanda again. :)

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Janice Y.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
199 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!

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Danielle G.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5 stars
39 reviews
18 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: Elba M.
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Elba M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
178 reviews
66 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba did a great job watching my dog at my house for a day. She took her on some adventures and sent great pictures and a thorough update. She also informed my neighbor that my fridge wasn't working when I was out of town which I really appreciate. I won't hesitate to use her again!

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Jenny R.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
72 reviews
9 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.

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Bill B.
Sitter Profile Image: Berenice B.
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Berenice B.
from
$70
per night
4.9 out of 5 stars
250 reviews
104 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

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Jagpreet S.
Sitter Profile Image: River W.
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River W.
from
$50
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
2 years of experience
South Milwaukee, WI, 53172

Wow! Definitely recommend River. She worked with us over the course of a few home visits to get our nervous, anxious dog acclimated to her. Then we had her dog sit in our house for 8 days. They became best of friends. She kept the house in tip-top shape and even left little gifts for my human children. Will definitely have her back!

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Amanda B.
Sitter Profile Image: Alexis G.
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Alexis G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
11 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.
Sitter Profile Image: Christa K.
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Christa K.
from
$75
per night
5.0 out of 5 stars
4 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: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
29 reviews
6 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth was amazing. We need a last minute dog sitter and she came through and saved vacation! She provided plenty of updates, photos, and videos. Our dog sometimes is a little shy coming out of her crate but she loved Elizabeth. We will definitely use Elizabeth's services again!!

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Shaun M.
Sitter Profile Image: Carolina G.
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Carolina G.
from
$50
per night
4.9 out of 5 stars
34 reviews
7 repeat clients
9 years of experience
Cudahy, WI, 53110

Carolina was super respectful of all of our instructions for caring for the cat and dog. She sent many pictures and videos along with detailed updates. We have no question that they were well taken care of and they were happy when she was here.

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

Patricia does a great job with our crazy cat! Would highly recommend if you need someone who provides special care for your pet. We don’t worry if Patricia is there.

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Susan S.
Sitter Profile Image: Emma B.
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Emma B.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
21 years of experience
Hales Corners, WI, 53130

Our pups enjoyed Emma's stay so much! Can't wait to have her back the next time we are out of town.

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Kathleen K.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
86 reviews
26 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: Evangeline M.
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Evangeline M.
from
$38
per night
13 years of experience
Cudahy, WI, 53110

About: I’ve had dogs growing up and currently have one myself, I work at dog daycare/boarding facility and have been there for over 2 years now. I absolutely love dogs and have taken care of them my whole life I work part time in the afternoons but am available most days and am always available in the mornings. I’m also available full time on the weekends I would make sure to take care of any safety precautions necessary to keep your pup or pups safe in your home while you are away!

Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$60
per night
5.0 out of 5 stars
176 reviews
34 repeat clients
4 years of experience
South Milwaukee, WI, 53172

Stephanie was great! It was the first time we left our girl with a “stranger” and Stephanie was patient, flexible, and took great care of her.

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Leah B.
Sitter Profile Image: Maya M.
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Maya M.
from
$55
per night
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Greenfield, WI, 53228

About: Surrounded by dogs my entire life, I’ve helped care for family pets and lovingly raised my own for 3 years. I provide walks, playtime, feeding, and a safe, loving space while keeping owners informed. Available Saturday and Sundays for walks, drop-ins, and pet sitting. I’m dependable, follow your pet’s routine, and always share photo updates so you feel comfortable while you’re away. I make sure pets feel safe, loved, and supervised. I follow your instructions, keep everything secure, and send updates. I also have a friendly, energetic dog who’s happy to play — only if you and your dog are comfortable.

Sitter Profile Image: Zhanae W.
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Zhanae W.
from
$22
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
10 years of experience
Greenfield, WI, 53221

Zhanae has brought so much ease to my husband and my lives as frequent travelers and obsessive dog parents! Since finding her on Rover about 6 months ago, she has cared for our 2 year old Pitbull/Great Pyrenees mix Apollo approx. 10 times; ranging from 24 hours away for weddings/weekend events to most recently 10 days away for our honeymoon! She is great at sending pictures and videos so we can see we do not need to worry about our “baby” at all. The pictures and videos clearly show how great she is with him when he’s being a hyper young 80lb “beast”, and how much he loves her when cuddling on the couch (clearly not missing his mom at all! ?). We trust Zhanae 100% both with caring for our boy who we are so obsessed with, and with being in our home while we are away. Her prices are incredibly reasonable and are unquestionably less than the value of her services; way cheaper than boarding, and Apollo gets to stay home where he’s comfortable with one on one attention from a human he loves rather than penned up for 23 hours a day with a bunch of other dogs where he would be anxious and upset. My only hesitation in leaving this review is I want her available all for us! ? ? out of 5 stars to Zhanae’s pet sitting!! ?

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Lauren S.
Sitter Profile Image: Julia R.
Verified Enhanced Background Check
Julia R.
from
$40
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
2 years of experience
Cudahy, WI, 53110

About: Welcome! I’m Julia and I love being part of Rover. I have 5 years of experience caring for dogs of all breeds and sizes. From energetic pups to dogs who need a little extra TLC, I’ve got you covered! I also send fun pics of your pups during the day 🐶 I am currently working at a part job. So I am available to play with animals on my spare time. I would love to play with my cutie amazing dogs !! I take care of my puppy at my home !! He gets so spoiled . I like him on walks play with him take him to the dog park he loves it so much

Sitter Profile Image: Alissa A.
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Alissa A.
from
$70
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Greenfield, WI, 53221

Excellent communication from the start. Came for a greet and meet and easy to be with and obvious knew dogs well. Ended up a friend of mine knows Alissa so a double excellent reference. She communicated with me constantly throughout the stay. My dog is a senior and she did well with him and when I returned he kept roaming into where she was staying in my place. Would have back again as she is available.

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Cindy S.
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Maitland Park pet parents share their Rover experiences

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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

I truly don’t have enough words to express how happy and at peace I felt leaving Maui with Amanda this weekend. Knowing he was in a home environment, with someone who was present, attentive, playing with him, and caring for him with the same love my husband and I give him meant everything to me. The peace of mind I had is truly unmatched. I’m incredibly grateful for the care and love Amanda gave to Maui. We will definitely be reaching out to her again in the future.

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Maria M.
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!

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 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.

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 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.