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

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Top rated Williamsburg house sitters

“Keisha was amazing!! She sent lots of updates on our dog and spent really good time with her the whole 5 day trip. She was in such good hands and we would DEFINITELY use her again! Thank you!!”


“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”



“This was a very first time I used Rover for a housesitting job so I was a little nervous because my dogs are my children and Carole made me feel comfortable, she was on time, always updating me through the day and sending me photos. She was amazing!!!”



“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.”


“Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!”


“Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.”


“Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!”



“We have high energy dogs. Jeremy came over ahead of time for a meet and greet so they could get to know him. That was important because one of our dogs will nip if he doesn’t know you. He needs that introduction. They both took to him and snuggled in for Jeremy’s stay.”


“Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.”


“Maiah is great and my dogs love her! Rebooking her again!”


“Melissa is a great overnight dogsitter. She followed all the instructions for my dog and bullies have a lot of instructions. Ha! She provided updates everyday and you can tell she enjoys dogsitting. I came back to happy dog.”


“I couldn’t have picked a better place to leave my dog. I needed a last minute dog sitter and luckily for me Camila was available. When we arrived we were welcomed by Camila and her mom and my dog rushed over happily. Their home is lovely and my dog loved the backyard. Camila makes sure to send updates and pics so I knew my dog was having a great time. I can’t thank Camila and her mom enough for helping us short notice and giving my dog a wonderful stay. I would highly recommend them to anyone!”


“Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!”


“Travis was amazing and I would highly recommend! He sent daily pictures of the dogs and I know they were very well cared for. He had great communication and was very easy to work with. I was able to actually enjoy my vacation and not have to worry about my dogs being cared for properly as he did an amazing job.”


About: I LOVE DOGS. Their lives are short, and I want to help them enjoy those years with comfort, care, and fun. I have had a dog companion in my life since I was five years old. I especially enjoy caring for high-energy dogs who need regular exercise—I’m always up for long walks, playtime, or outdoor adventures. I also have experience with senior dogs, and I understand the importance of patience, gentle handling, and keeping routines consistent. I’ve successfully trained dogs to potty outside, sit on command, and even walk off-leash. Whether your pup is young and active or older and needs a slower pace, I’ll make sure they’re well cared for while you’re away. I function better with a dog at my side. Dogs help me start my day with purpose—there’s nothing like a good morning walk to get us both moving and ready for breakfast and whatever the day brings. I love building routines that keep dogs active, happy, and well cared for. I work remotely, so my schedule is very flexible and allows me to be fully present for pet care throughout the day. With cats, I understand how much they value consistency. I’m attentive to their morning and evening routines—feeding, cleaning the litter box, and giving them space or affection depending on their mood. I also make time for play and interaction throughout the day, based on each cat’s personality. Communication is everything. I try to make sure I understand each animal's boundaries and needs before providing care, this includes list of allergies and medications.

“Did such a great job taking care of Izzy and the house as well.”



About: I've taken care of multiple friends' dogs for 5 years for them to enjoy trips. I have become the trusted source for them to have less stress on trips knowing their dogs got to stay home and be loved on. My job is very flexible during the day so I can come & go as I need to check in on your dog & then at night be there for snuggles and more walks. I don't prefer pets in my home as it is smaller but at your home I treat it like my own. I aim to make the place look as good, or better than I found it. I will treat your dog how you request whether that's 10 pages of notes or a few simple things. I want your dog to feel like y'all never left but got a new friend instead.

“Ali was so great with both our house and our dog while we were away from home for 6 days! It was obvious from the Meet & Greet that Ali is very comfortable around dogs and a great presence for them - ours is a bit anxious around strangers but immediately warmed up to Ali and seemed very comfortable with her! She was very responsive/communicative (and sent us plenty of pics :)) and did all our house tasks as expected. Will absolutely book Ali again, thanks for taking such good care of our Tito!”


“Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!”


About: Hi! My name is Micayla! I’m 25 years old and just moved to the city of Milwaukee in June. I live in the Yankee Hill area and am an Elementary Ed teacher. This summer I am completing my masters online and take lots of breaks throughout the day to explore the city. I’ve owned dogs my whole life (sadly lost my fur baby back in November) and have plenty of experience pet sitting. I’m looking to start my journey on Rover by combining my two favorite pastimes which are going for walks and petting dogs! My hours during the week are super flexible, as I am only doing online schooling this summer! I am an early riser and am usually up with the sun at 6 and can take breaks whenever. I genuinely just love being around dogs and will protect them like they’re my own. I enjoy walking them on a leash or playing with them at the park (if they are trained off a leash)!
Loving house sitters in your neighborhood
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Keisha P.Star Sitter

“Keisha was amazing!! She sent lots of updates on our dog and spent really good time with her the whole 5 day trip. She was in such good hands and we would DEFINITELY use her again! Thank you!!”


Addoris D.

“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”




Carole & Shannon C.Star Sitter

“This was a very first time I used Rover for a housesitting job so I was a little nervous because my dogs are my children and Carole made me feel comfortable, she was on time, always updating me through the day and sending me photos. She was amazing!!!”




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.”


Joanne & Becky J.Star Sitter

“Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!”


Adrienne N.Star Sitter

“Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.”


Charles B.Star Sitter

“Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!”




Jamila M.
Star Sitter


“We have high energy dogs. Jeremy came over ahead of time for a meet and greet so they could get to know him. That was important because one of our dogs will nip if he doesn’t know you. He needs that introduction. They both took to him and snuggled in for Jeremy’s stay.”


Jessica Z.Star Sitter

“Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.”


Maiah D.Star Sitter

“Maiah is great and my dogs love her! Rebooking her again!”


Melissa H.Star Sitter

“Melissa is a great overnight dogsitter. She followed all the instructions for my dog and bullies have a lot of instructions. Ha! She provided updates everyday and you can tell she enjoys dogsitting. I came back to happy dog.”


Camila S.

“I couldn’t have picked a better place to leave my dog. I needed a last minute dog sitter and luckily for me Camila was available. When we arrived we were welcomed by Camila and her mom and my dog rushed over happily. Their home is lovely and my dog loved the backyard. Camila makes sure to send updates and pics so I knew my dog was having a great time. I can’t thank Camila and her mom enough for helping us short notice and giving my dog a wonderful stay. I would highly recommend them to anyone!”


Carrianne L.Star Sitter

“Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!”


Travis H.


“Travis was amazing and I would highly recommend! He sent daily pictures of the dogs and I know they were very well cared for. He had great communication and was very easy to work with. I was able to actually enjoy my vacation and not have to worry about my dogs being cared for properly as he did an amazing job.”


Sonia E.
“Sonia is amazing! She took care of my dog Conan for many years. He is a large mixed pup, weighs about 110 pounds and is high energy. Sonia has the stamina to take him on the long walks/runs that he needs. Conan is always excited to see Sonia, I recommend her services to anyone who needs quality care for their pup.”


Madelyn C.

“Did such a great job taking care of Izzy and the house as well.”




Kelly N.
“Kelly loves dogs, but even more important, dogs love her! She has dog sat for us and many other people. She has been recruited by neighbors and friends because of her love and care for each dog she invests in. Every time she dog sits she falls in love with that dog and breed. She is committed and very responsible.”


Ali M.

“Ali was so great with both our house and our dog while we were away from home for 6 days! It was obvious from the Meet & Greet that Ali is very comfortable around dogs and a great presence for them - ours is a bit anxious around strangers but immediately warmed up to Ali and seemed very comfortable with her! She was very responsive/communicative (and sent us plenty of pics :)) and did all our house tasks as expected. Will absolutely book Ali again, thanks for taking such good care of our Tito!”


Kathryn D.Star Sitter

“Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!”


Micayla W.
“Micayla is an avid dog lover who can't walk around her city without saying hi to every dog she sees. She grew up with dogs and is very familiar with their innate behaviors, unique personalities, and specific care needs. Micayla was so devoted to our family dog, Zuma, that she drafted a 9-page binder of care instructions (mostly just cute photos of Zuma) for anyone looking after her when we were out of town. She is a gentle but firm and attentive leader that I would recommend to anyone who is looking for a caregiver who is as obsessed with their dog as they are.”
Williamsburg pet parents share their Rover experiences
Jackie is amazing with my two dogs. They did have a little moment and got into a fight and she dealt with perfectly. I will continue to book her in the future

Melissa watched my kittens for five days while I was away and she was absolutely great! Very dependable and provided updates. She sent me photos and was a great communicator. She took excellent care of my kittens and home. I had peace of mind while away from them for the first time while they were in Melissa’s care. I highly recommend her and I’d love to have her care for them again in the future. Thanks Melissa!

Elizabeth was wonderful! Our pups were well loved and safe. She was trustworthy and went above and beyond to make sure the house was left in excellent condition. We look forward to having her back.

I couldn’t ask for a better person to take care of my dog. Sent me photos & checked in with me frequently. I was able to enjoy my vacation knowing that my dog was in good hands.

I couldn’t have picked a better place to leave my dog. I needed a last minute dog sitter and luckily for me Camila was available. When we arrived we were welcomed by Camila and her mom and my dog rushed over happily. Their home is lovely and my dog loved the backyard. Camila makes sure to send updates and pics so I knew my dog was having a great time. I can’t thank Camila and her mom enough for helping us short notice and giving my dog a wonderful stay. I would highly recommend them to anyone!

Michaela did a great job showing up for my pups. I hardly ever leave them for a week but Michaela handled it like a champ!

Danielle has cared for our pup multiple times. I can always count on Danielle to be reliable and responsive. I get daily updates with pictures. Our house is always left clean, even going as far as to vacuum up the dog hair (there’s a lot in our house!).

This is our first time using Rover and I am so glad that Lily was the one to watch Rosie. She did a great job keeping us updated, sending pictures and it looks like she and Rosie had a blast. She even did a little training for us. I highly recommend Lily and we will definitely use her again in the future.

Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!

Zoey was amazing with my dogs and had incredible communication. This is the first time I have left my babies alone with someone and she couldn’t have made me feel more comfortable about it. Highly Recommended and I will, without hesitation, book her again!

Lanaya was wonderful and very kind. She sent timely updates and looked after my dog and apartment very well. I highly recommend her and will book her service again in the future.

This was my first time leaving Raya with anyone other than family and I was SO nervous, but Molly eased every nerve and fear that I had! She was so sweet with my girl and kept me updated along the way and I truly cannot thank her enough!

Riley continues to be our first choice - our high maintenance and not super friendly boys love her, and we really appreciate the extra stuff she does for us like watering the plants!

Makayla is the best! She is always a phone call away our flight was delayed and she was flexible with us added extra time to help with our boys! We love her, our dogs love her. We are so happy to have found her!

Jasmine was a fantastic person to have house sit for our pets! She sent many updates and photos. I know that she took the best care of our Great Dane (and cat!). I would highly recommend her! Hope we can book her again.

Nikki is the best! She took amazing care of our dogs and house and sent updates regularly. We felt so confident with our pups in her care!

Alexandra was a wonderful dog sitter! She was very communicative, reliable and responsible. I felt fully comfortable leaving my pup with her and would highly recommend her!!

Absolutely wonderful!!! Claire is very reliable, communicative and sends the best photos. Most importantly, Charlie adores her and she adores him right back!!! I am so happy and feel extremely confident leaving him in her care. Will book her again without hesitation!🩷

My pups were SO well taken care of. Even though Joanne knew I was busy on my wedding day while she was taking care of my dogs, she still made sure to send me updates throughout the night and it made me feel so much more at ease. I'll definitely be booking with them any time I go out of town!!

Casey is an animal loving human and we're always elated when Casey is available to work with our crazy dog. Puppers gets plenty of cuddles and playtime which are prerequisites for a successful holiday in our fam. Our home is always in tiptop shape when we return, and we truly couldn't ask for a better experience.

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
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 Williamsburg.
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. Williamsburg 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.
