House Sitting Maitland Park

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

End
Search

Maitland Park, 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: Lynette F.
Verified Enhanced Background Check
Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
90 reviews
14 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lyly was amazing with our 3 kitties while we were out of town. It's nerve-wracking to leave for 2 weeks, but the daily pics and updates helped tremendously. Having someone stay over really helped keep their mood and spirits up and we're thankful Lyly did such a great job with them. We're definitely booking with her again!

Profile image
Lisa R.
Sitter Profile Image: Teri B.
Verified Background Check
Teri B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
110 reviews
42 repeat clients
16 years of experience
St. Francis, WI, 53235

Thank you so much Teri, it was wonderful coming home and seeing Simon and Clarabelle so happy after our trip. I can tell you made a world of difference compared to when we had to board them in a kennel!!! We'd love to have you watch them again and again :)

Profile image
Emily S.
Sitter Profile Image: Alissa A.
Verified Background Check
Alissa A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
20 years of experience
Greenfield, WI, 53221

Alissa was great! She really came through for us at the last minute so we were able to enjoy our concert stress free! She kept us updated, and was prompt with her communication! The boys loved her!

Profile image
Cue T.
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Keisha P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
51 reviews
22 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!

Profile image
Marie G.
Sitter Profile Image: Blythe R.
Verified Background Check
Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
209 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Another fabulous week of Blythe watching our pups! We were nervous to leave our puppy, but Blythe was amazing with her. So happy to have someone we trust in our home when we can’t be there!

Profile image
Lauren M.
Sitter Profile Image: Laurie P.
Verified Enhanced Background Check
Laurie P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
120 reviews
49 repeat clients
36 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Laurie did an amazing job taking care of our dogs! She kept us informed, sent photos and showed them lots of love and attention! We will definitely be asking Laurie to dog sit again!

Profile image
Mary T.
Sitter Profile Image: Patricia N.
Verified Enhanced Background Check
Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
106 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

We loved having Pat watch our 2 fur boys. She sent pics and texts and we felt so comfortable knowing that Dill and Rocky were in great hands!!

Profile image
Linda G.
Sitter Profile Image: Carolina G.
Verified Enhanced Background Check
Carolina G.
Star Sitter
from
$50
per night
4.9 out of 5 stars
39 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

Carolina was amazing and very attentive to our cat’s needs. She provided daily updates and plenty of photos/videos. She took great care of him and will definitely book her in the future!

Profile image
Peter N.
Sitter Profile Image: Emily M.
Verified Enhanced Background Check
Emily M.
from
$59
per night
5.0 out of 5 stars
41 reviews
10 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily was awesome! She provided great updates throughout our trip and took excellent care of our four pets and our home. It was clear she treated them like they were her own, which gave us real peace of mind while we were away. I would highly recommend Emily and would gladly work with her again in the future.

Profile image
Jairo J.
Sitter Profile Image: Alexandra I.
Verified Enhanced Background Check
Alexandra I.
Star Sitter
from
$80
per night
5.0 out of 5 stars
31 reviews
6 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex did a great job with Tucker. She bonded with him immediately, he was feed, walked and pampered. Communication was excellent, we got lots of photos and updates. We will definitely use Alex again

Profile image
Phil S.
Sitter Profile Image: Ashley S.
Verified Enhanced Background Check
Ashley S.
from
$50
per night
5.0 out of 5 stars
21 reviews
9 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

Ashley was So responsive and Wonderful with my boys! Thankful she was able to watch them in their house!! Will definitely book again if she is willing to watch them!!

Profile image
Dena K.
Sitter Profile Image: Elba M.
Verified Enhanced Background Check
Elba M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
188 reviews
68 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba was the best sitter for my pups while I was out of town! Daily updates and photos kept my worries at bay. She provided lots of playtime and multiple walks for my reactive dogs. I will absolutely have her house sit for me every time I need a sitter!

Profile image
Monica B.
Sitter Profile Image: Rebecca M.
Verified Enhanced Background Check
Rebecca M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!

Profile image
Kristina P.
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Berenice B.
Star Sitter
from
$70
per night
4.9 out of 5 stars
275 reviews
114 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice has a great heart for animals. Our dog has special needs and required hand feeding for meals. I think she would be a wonderful addition to your household, as an animal sitter. She has a kind disposition and will treat your pet with the utmost care. She left the house clean and played with our dog outside - he likes to sleep and can be lazy (so it was nice she provided enrichment playtime)! We got picture updates. She was on time for the meet and greet / when we left for our family trip to see relatives. Our dog seemed happy and content when we got home.

Profile image
Chris P.
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Emily R.
Star Sitter
from
$77
per night
5.0 out of 5 stars
103 reviews
28 repeat clients
20 years of experience
Story Hill, Milwaukee, WI, 53213

Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!

Profile image
Meredith H.
Sitter Profile Image: Audrey N.
Verified Enhanced Background Check
Audrey N.
from
$28
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
1 year of experience
Greenfield, WI, 53228

Audrey took excellent care of my babies so I could have a mini getaway, she made my boys happy and feel loved.

Profile image
Kelly S.
Sitter Profile Image: Anna S.
Verified Background Check
Anna S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

Anna was wonderful. She was a great communicator and sent me a daily picture and update of how my dog was doing or what they did that day. I felt very comfortable with Anna watching my dog and would definitely use her again.

Profile image
Ashley P.
Sitter Profile Image: Reilly R.
Verified Enhanced Background Check
Reilly R.
from
$85
per night
5.0 out of 5 stars
41 reviews
13 repeat clients
27 years of experience
Bay View, Milwaukee, WI, 53207

Reily took wonderful care of our dog and kept us at ease with frequent photo and text updates. She followed our routine perfectly, and we came home to a happy, relaxed pup. She was reliable and communicative, and we’ll definitely book again. Highly recommend!

Profile image
Danny E.
Sitter Profile Image: Molly O.
Verified Background Check
Molly O.
from
$65
per night
5.0 out of 5 stars
72 reviews
20 repeat clients
18 years of experience
Wick Field, Milwaukee, WI, 53208

Molly is a pro and a delight, as always! Our geriatric dogs have a lot of behavioral quirks and hurdles, and Molly always handles their needs with great aplomb. The house is in great order. She’s courteous, reliable, and downright friendly. Honestly, I can never say enough good things about Molly! The dogs adore her, too!

Profile image
Lily S.
Sitter Profile Image: Alexandra F.
Verified Enhanced Background Check
Alexandra F.
from
$100
per night
5.0 out of 5 stars
35 reviews
7 repeat clients
25 years of experience
Milwaukee, WI, 53207

Alexandra was fantastic! She took very good care of our fur baby, Toco. Alexandra provided frequent updates on Toco’s care, which helped us relax and enjoy our family reunion. I’m excited to have found someone local to utilize in the future. I highly recommend her for anyone looking for a mature, responsible animal lover to take care of your fur babies. Thank you! Alexandra.

Profile image
Debbie M.
1 / 1
View more

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

Pet parents share their Rover experiences - Maitland Park

1 / 1
5.0 out of 5 stars

Alyssa was absolutely amazing. When we had the meet and greet, I loved her from the very start. We have two Maltese, which are tightly bonded to my husband and I, not wanting anyone in our space. But with her great communication skills, loving and kind personality, she had them cuddling up on the sofa soon into the day. We enjoyed messaging her and receiving pictures from her. she is a wonderful person and would love becoming a friend of hers! I highly recommend her, she would be my first choice having her as a caregiver for my dogs.

Profile image
Audrey H.
House Sitting
5.0 out of 5 stars

Brianna took such great care of my kitties, staying in my home & treating them like her own, made me feel like I could leave my babies alone for more than a day. Took so many great pictures & made sure my kitty got her medication everyday. Thank you, Brianna!

Profile image
Savannah S.
House Sitting
5.0 out of 5 stars

Anna was wonderful. She was a great communicator and sent me a daily picture and update of how my dog was doing or what they did that day. I felt very comfortable with Anna watching my dog and would definitely use her again.

Profile image
Ashley P.
House Sitting
5.0 out of 5 stars

Loved working with Marilia! We did a meet and greet beforehand and she was a pleasure. Our lil special-needs pittie mix loved her too and they shared many snuggles. She sent us lots of nice updates and photos and left our house spotless!

Profile image
Margaret M.
House Sitting
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.

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
Erin P.
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.

Profile image
Holly W.
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.

Meet local sitters who will treat your pets like family

  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 - Maitland Park

Select a filter and find qualifying sitters offering house sitting.

Sitters in Maitland Park average 4
repeat house sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge