House Sitting Rolling Green

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Rolling Green, 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.

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Sitter Profile Image: Mallory S.
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Mallory S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
55 reviews
18 repeat clients
30 years of experience
West Allis, WI, 53719

Mallory is a great sitter! She gave me lots of updates and photos during the stay. The dogs were really happy to have her! Definitely would recommend!

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Megan G.
Sitter Profile Image: Fatima B.
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Fatima B.
from
$35
per night
5.0 out of 5 stars
8 reviews
1 repeat client
2 years of experience
West Allis, WI, 53214

Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!

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Alex S.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$45
per night
4.9 out of 5 stars
48 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!

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Marie G.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
127 reviews
35 repeat clients
40 years of experience
West Allis, WI, 53227

Jenn stayed at our house for a weekend away. One of our dogs recently went blind and we felt in-home care was our only option. Jenn didn't seem concerned about managing our blind dog, senior greyhound, and cat. I appreciated that she came out twice to the house to meet us and talk through our routine. I was also impressed that she read up a bit on greyhounds since Leo was the first greyhound she watched. She was great about communicating her schedule and sending us pictures. We would definitely try to schedule with Jenn again.

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Dori C.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$50
per night
5.0 out of 5 stars
524 reviews
96 repeat clients
5 years of experience
West allis, WI, 53219

Sarah was awesome with my puppies and they both seems to love her. She gave them medications and hugged then as they need too. Thank u for your attention and for being patient with their needs, Sarah! I recommend Sarah for every pets and pet parents.

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Natiely M.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$60
per night
4.9 out of 5 stars
14 reviews
4 repeat clients
13 years of experience
Milwaukee, WI, 53215

Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again

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

Adrianne was a great pet sitter. She confirmed quickly and set up a meet and greet. My Cavapoo gave her hugs and kisses as soon as she arrived. He likes longer walks and she was awesome to explore nearby trails and parks with him. Adrianne is personable and professional.

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Gail S.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$100
per night
5.0 out of 5 stars
51 reviews
19 repeat clients
6 years of experience
West Allis, WI, 53227

Stephen and Wipawee watched my dog and my sister’s dog at my house while we went away on a family vacation. The dogs were well cared for, had plenty of attention and were taken great care of! Couldn’t have asked for better sitters.

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Ajith S.
Sitter Profile Image: Margaret M.
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Margaret M.
from
$55
per night
5.0 out of 5 stars
2 reviews
35 years of experience
Bluemound Heights, Milwaukee, WI, 53213

Wow! What can I say? Margaret exceeded every expectation I had for Uecker’s care today! As a new puppy mom who’s only had him for three weeks, leaving him with someone for the first time was a little nerve-wracking. But Margaret made me feel completely at ease. She didn’t just watch him—she played with him, loved on him, reinforced the commands we’ve been working on, and treated him like he was her own. The best part? Walking through the door and finding Uecker snuggled up right next to her. My heart absolutely melted. It was obvious he felt safe, loved, and completely comfortable. I truly couldn’t be happier with the care Margaret provided. Book her before I do, because with my busy schedule, I’ll definitely be calling her again! Thank you so much, Margaret. Uecker already adores you, and so do I!

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Jackie G.
Sitter Profile Image: Katlynn H.
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Katlynn H.
from
$25
per night
3 years of experience
Greenfield, WI, 53220

About: I’m a cat-focused pet sitter who is comfortable caring for cats with different personalities, including shy or nervous cats who need patience and space to warm up. I pay close attention to each cat’s normal routine and behavior. During visits, I can handle feeding, fresh water, litter box cleaning, playtime, enrichment, and lots of companionship. I know how important it is for cat parents to feel updated, so I send photo updates after every visit. I work full-time Monday through Friday from 7:30am to 4:00pm, so cat care fits best into my schedule in the early mornings, evenings, and weekends. I’m available before work for quick morning check-ins, and after 4:00pm I have plenty of time for visits, feeding, playtime, and care. On weekends, I have more flexibility and can provide longer visits or extended care if needed. Since I only provide care in my client’s home, I focus on keeping your cats comfortable in their own familiar environment and maintaining their normal routine as closely as possible. I follow all instructions carefully, including feeding schedules, litter box care, and any specific rules for the home or cat. I make sure doors are secured, water is fresh, and cats are safe and during visits.

Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
92 reviews
28 repeat clients
16 years of experience
West Allis, WI, 53214

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: Stephanie M.
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Stephanie M.
from
$50
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Greenfield, WI, 53228

Stephanie was amazing with our dogs! She was on time, communicative, helpful, and easy to get along/work with. We would absolutely have her over to hang with the dogs again. Thank you Stephanie!

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Kaye R.
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
31 repeat clients
30 years of experience
Franklin, WI, 53132

Patricia was wonderful! This was our first time using Rover, and it could not have been a better experience. Patricia went above and beyond, sending regular updates on our pups, the bird and the house! And when we returned, she had even washed the linens! Highly recommend Patricia!

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Brenda S.
Sitter Profile Image: Scott S.
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Scott S.
from
$42
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott really helped us out with a week of drop-in visits for our two dogs, one of which is rather unpleasant with strangers. He also agreed to oversee our coop of chickens which was very helpful. Scott was accomodating and generally a good communicator, and the pups seemed to like him. I think he did a fine job. We would definitely work with Scott again.

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Jessy P.
Sitter Profile Image: Lexi K.
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Lexi K.
Star Sitter
from
$75
per night
5.0 out of 5 stars
145 reviews
46 repeat clients
10 years of experience
Cannon Park, Milwaukee, WI, 53214

Lexi was great with my particular and somewhat shy senior dog. We planned drop-ins prior to the full weekend, which worked great for Lexi and my Coco to get to know each other a little. Lexi is very responsive and gave updates. I will feel more comfortable taking trips and time away with Lexi caring for my girl!

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Mary M.
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 so great with our two dogs! She’s incredibly trustworthy, kind, helpful, and communicative. Her dog, Mello, is also such a gem. We really appreciated all her help over the long weekend, and would rebook in a heartbeat!

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Audrey J.
Sitter Profile Image: Melissa F.
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Melissa F.
from
$68
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
WEST ALLIS, WI, 53227

Melissa was amazing with our two labs. She took impeccable care of them and our home. She is conscientious, organized and soooo kind! Our girls loved her. Lots of pictures and updates. Our minds were at ease during our last minute getaway! Would absolutely recommend!

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Wendy P.
Sitter Profile Image: Emily R.
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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!

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Meredith H.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$55
per night
5.0 out of 5 stars
42 reviews
9 repeat clients
10 years of experience
West Allis, WI, 53219

Amanda watched my golden retriever Murphy from Wednesday to Sunday. She was fantastic! Communication was great. She sent multiple updates throughout the day including photos. She left my house in exactly the same condition it was in before I left and even grabbed my mail for me. I highly recommend Amanda. I will be using her again!

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Kristin K.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$70
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
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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The median cost per night for house sitting in Rolling Green is $50

Pet parents share their Rover experiences - Rolling Green

1 / 1
5.0 out of 5 stars

Stephanie was a great sitter. She helped me out when I was in a pinch due to last minute cancellation. She was able to get a meet and greet in timely and sit for me that weekend. She was prompt, professional, all around great! Will forsure use her services again!

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Jenna Z.
House Sitting
5.0 out of 5 stars

Katlynn stayed with our two kitties for a week (overnight stays) and it went great! I would definitely recommend her as a cat/pet sitter. She was very responsive, sent daily updates and photos, and seemed to earn both of their trust with snuggles and affection. She was very accommodating when it came to meeting us before our trip, picking up the house key, staying an extra day, etc. We’re happy to have found her!

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Devyn B.
House Sitting
5.0 out of 5 stars

Fatima sat with our two Australian Shepherds for a few hours while I was out of the house. She was terrific to work with, from the meet-and-greet to the stay, and we've already booked her for another stay. Thanks, Fatima!

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Dave P.
House Sitting
5.0 out of 5 stars

Ryan was fantastic! He took great care of our very large dog, who can be reactive at times. I completely trusted him while we were away for a week. We received lots of updates like we asked. He gave our dog medicine without any issues. We came home to a very happy pup and a spotless house. Ryan even got our mail and watered our flowers while we were away, which was super nice. We highly recommend him and already have our next trips booked with him!

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Leah G.
House Sitting
5.0 out of 5 stars

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!

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Cue T.
House Sitting
5.0 out of 5 stars

Aubrey was amazing. My doggies were comfortable with her right away. She treated my home with respect and it was even cleaner when I got back. Will be hiring her again!

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Antonia R.
House Sitting
5.0 out of 5 stars

As always, Caitlyn was amazing! Great updates of our pets, handles giving meds like a champ, and leaves our place nice and clean every time.

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Riley H.
House Sitting
5.0 out of 5 stars

Jenn was a wonderful over-night sitter for my two cats. She took great care of them while I was out of town for a few days. She sent photos each day, sent updates and communicated well. When I returned she left the house just as she found it, and she also made sure my plants / tomatoes were watered outside. She is responsible and trustworthy and she was good company for my two kitties while I was gone. I will definitely use her again if she is available.

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Joette R.
House Sitting
5.0 out of 5 stars

Mallory was very kind and amazing with our dogs. She was reliable and sent frequent updates while away. I would highly reccomend her!

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Rebekah J.
House Sitting
5.0 out of 5 stars

Stephany was great! She updated us when she arrived and kept us updated with pictures throughout. The dogs were happy when we got home and the house was clean. Highly recommend.

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Lyndsay Z.
House Sitting
5.0 out of 5 stars

We feel so incredibly lucky to have found Justine! She watched our 10 month old puppy, Rumi, for the weekend and truly went above and beyond. Leaving your pup and your home in someone else's hands can be stressful, but Justine gave us total peace of mind - we knew right away he was in the best hands! She kept us connected the entire time with constant updates and photos. Rumi even got to meet her family briefly, and I can tell he absolutely loved it, especially hanging out with her son! To top it off, when Rumi had a minor issue with an itchy ear, Justine stepped right in with excellent preventative care, keeping him comfortable until we could get him to the vet on Monday. Rumi clearly had a fantastic weekend. We couldn't ask for a more trustworthy, communicative, and caring sitter - highly recommended!

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Sofia K.
House Sitting
5.0 out of 5 stars

I can't speak highly enough about Melissa and the care she gave my pets (2 dogs, 2 cats, and a 🐸). She asked thoughtful questions about their care and spent so much time loving on them during her stay! 12/10 recommend! I can't wait to invite her back for our next trip out of town! It will give me peace of mind knowing she is watching over my fur kids ❤️

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Kathleen K.
House Sitting
5.0 out of 5 stars

Rachel was great with Howie and I loved all the photo updates she provided. Really appreciated her patience with my puppy!

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Amanda K.
House Sitting
5.0 out of 5 stars

As with last time, everything was perfect! Amazing communication throughout the stay. Sharing everything from updates on our moody dog’s tummy issues to funny anecdotes! Even our most shy cat deems Emily a quality caretaker! So much so that he makes his presence known and allow for pets!

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Jensen M.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Amanda was wonderful. This was the first time we traveled without our puppy and we were a bit apprehensive. However, Amanda eased our concerns. She arrived a few minutes early which signaled a level of reliability that was very welcome. While we were away, Amanda provided regular updates and pictures. As a result, we were able to enjoy our vacation. And our puppy seemed to genuinely enjoy Amanda. We will definitely use Amanda again. We would feel very comfortable leaving our puppy with her.

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Kerry H.
House Sitting
5.0 out of 5 stars

Kim did a great job boarding my two frenchies! She sent updates/photos, asked questions if she had any and really learned my pups through and through! Would definitely book again and recommend 💗🐶

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Liz F.
House Sitting
5.0 out of 5 stars

Hannah always goes above and beyond, and knowing that she is taking care of Kai gives me such peace of mind! She is truly great with animals, and treats them like one of her own. I cannot recommend her enough!

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abigail b.
House Sitting
5.0 out of 5 stars

Cary was an excellent dog sitter! She cared for my dog for 7 days while I was out of the country, and this was my first time being away from my dog. She was very thoughtful about sending regular updates throughout the day, which gave me so much peace of mind. Cary stayed at my home and took great care of both my dog and my space. She kept everything clean and even washed my sheets before I returned, which I truly appreciated after a long day of traveling. It’s clear she genuinely cares and treats your pet like her own. I highly recommend her to anyone looking for a reliable and caring dog sitter!

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Seryna G.
House Sitting
5.0 out of 5 stars

She did an amazing job with our boy, Koda! We were nervous being away from him for a whole week, but she did such a good job of being with him, communicating with us of updates as well! We will definitely be using her again in the future!

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Brittney R.
House Sitting
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