House Sitting in Rolling Green, Milwaukee
Find a loving house sitter to watch over your pets and your home.

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Loving house sitters in your neighborhood
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1. Emily S.

“Highly recommend Emily’s services!! She made our senior dog so comfortable during her 4 day in home pet sitting. We received daily updates & pictures, and we could tell how much our dog enjoyed spending time with her! It can be nerve wracking leaving a senior dog at home, but we were never worried about our dogs care and safety while we were gone and Emily was with him.”


2. Keisha P.

“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!”




3. Ashley W.

“As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.”


4. Lily S.

“This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!”




5. Blythe R.

“Blythe was amazing! I booked with her based on her endless positive reviews and was not disappointed. I have a blind senior dog who needs medication and Blythe went above and beyond to make me feel less anxious about leaving her for the first time for a long weekend. She was communicative, patient and kind—I will definitely be booking with her for my next trip.”


6. Caitlin B.


“Caitlin was amazing with our big guy Giannis! She had excellent communication with us all weekend, and her love for our big slobbery guy was apparent!!!”


7. Rachel H.

“Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!”




8. Daniela & Michael P.


“This was our first time using Daniela and she was amazing! Dealing with a wind storm, a power outage and some overprotective dog parents is not easy. But, both our dogs loved her and she made our trip worry free. Daniela is highly recommended and we would not hesitate to use her again.”


9. Lynette F.

“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.”


10. Emily M.
“From day one, Emily treated Stout like her own. She’s responsible, attentive, and has this magical calming energy that even my high-strung pup couldn't resist. Walks? Always on time. Feedings? Spot on. Belly rubs? Endless. But here's the thing: I think my dog likes her more than he likes me. I once picked him up and he gave me a look like, "Oh... it's you." So yeah. Emily's that good. If you’re looking for someone who’ll love your pet like family and send you the cutest photo updates, Emily is your person.”


11. Jenn S.

“Jenn is a amazing! She is the most kind and compassionate woman. This is the very first time we have ever left our two rescue dogs, so I wasn’t sure what to expect with our two pups and how they would react to anyone other than family watching them. she watched them for two stretches of time periods, one stretch of time was for a few hours while we were at a rehearsal dinner and with a second stretch of time it was for over 12 hours at our daughters wedding. The first stretch of time they barked continuously, and poor Jenn soldiered through like a champ, unscathed. I was afraid she wouldn’t show up the next day, but there she was bright and early the next day, ready to meet the challenge! Within 10 minutes, she texted me with a photo that our two beautiful pups were fast asleep and quiet. She had a wonderful day. It just took a while for them to get used to being with someone other than their owners. She was wonderful, kept us up-to-date throughout our time away. With photos and brief updates. Highly recommend, if I could leave more than five stars, I would!⭐️”


12. Leandrea R.


“Leandrea exceeded our expectations! She stayed at our house with our two dogs and cat while we were out of the country for our destination wedding. She communicated with us everyday by sending updates and pictures of all the pets. Our dogs loved her and Crista!!! We will definitely rehire!”


13. Ashley S.

“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!!”


14. Sarah J.

“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.”


15. Alexandra P.

“Clearly loved the animals and was great at responding to texts!”


16. Joely Stella F.

“Joely was fantastic with my dog and cat on two house sitting occasions so far. Treated them with love and care and communicated well and sent fun photos. My older dog had some tummy issues while I was away this last time and Joely managed it all like a pro and kept me informed every day. Highly recommend!!”


17. Lillian S.
“Lilly loves my dog like it’s her own. She is so kind and playful with her. When my dog hears Lilly’s name she gets so excited that Lilly is coming over. She is extremely reliable and loving. I highly recommend Lilly to care for any dogs!!”


18. Holly H.

“Holly was amazing!! She sent pictures of our fur babies every day. They looked so happy and loved! I've never felt so comfortable leaving out dogs with someone. I definitely will be booking with her again!”


19. Stephen & Wipawee D.

“Stephen and Amelie provided exemplary care for our dogs, Cameron and Colby. Their kindness, coupled with their commitment to regular exercise and clear communication, put us completely at ease. They frequently updated us with photos and videos, and their prompt responses to our questions were much appreciated. In addition to taking great care of our dogs, they kept our house in perfect condition. We wholeheartedly recommend Stephen and Amelie to anyone needing reliable and loving pet sitters. We can't thank them enough for their top-notch service!”


20. Jessica R.

“Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Rolling Green on Rover as of Jul 2024 was about $45 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.
As of Jul 2024, there are 982 house sitters in Rolling Green. 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, 88% of Rolling Green house sitters respond in under an hour.
House sitters in Rolling Green 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 Rolling Green.
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. Rolling Green 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.
