Pet Sitting & Drop Ins In Williamsburg

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Williamsburg pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ilene G.
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Ilene G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
21 reviews
9 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Ilene took such good care of my cats while I was out of town. She sent me so many pictures and it was so nice and reassuring to see how much fun my girls were having while I was away. I will definitely be booking her again in the future.

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Amanda S.
Sitter Profile Image: Maggie S.
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Maggie S.
from
$16
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Maggie handled our new puppy like a pro!! Highly recommend!!

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Mary Ann M.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
178 reviews
45 repeat clients
20 years of experience
Shorewood, WI, 53211

This was our first booking with Carrianne. She was great! She asked good clarifying questions during our meet and greet to make sure she fully understood how to care for our kitty, and was reliable and timely during the booking. We fully trusted her to take care of our anxious cat. We would love to book with her in the future!

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Jessica C.
Sitter Profile Image: Travis H.
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Travis H.
from
$25
per visit
5.0 out of 5 stars
343 reviews
107 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis was amazing! Took the time to meet up with me beforehand to meet katara. Got a bunch of lovely pics of the visits and katara looked very happy!

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Jacob C.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Murray Hill, Shorewood, WI, 53211

Melissa dropped in to check on my 2 cats for four days. She was kind, dependable and responsible which gave me peace of mind, especially considering one of my cats is elderly and needs daily medication.

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Lisa O.
Sitter Profile Image: Angela M.
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Angela M.
from
$18
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

Angela was great. The animals loved her and she left good descriptions and pictures with every visit.

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Aidan F.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
153 reviews
41 repeat clients
30 years of experience
Glendale, WI, 53217

Kim was great with our puppy! Very communicative with us and flexible as our schedules changed and developed. You can tell she is a animal lover!

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Kelly R.
Sitter Profile Image: Alyssa D.
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Alyssa D.
from
$14
per visit
4 years of experience
Williamsburg, Milwaukee, WI, 53212

About: I love all animals. I trained my dog myself and I'm very responsible with animals. I know what to do to ensure things are safe for your loved pet. I go to school Monday to Friday, Fridays I'm available beginning at 4:00 pm and until 9:00 pm. Saturdays and Sundays I am available between 11:00 am and 9:00 pm. I can be available earlier on Saturdays and Sundays if needed. I would care for your dogs like they are my own pets. I would be sure to take them out based on their walk and bathroom schedule. I would feed them is needed during the time I have them. I love to cuddle dogs and help make sure they feel comfortable in whatever environment they are in.

Sitter Profile Image: Katie S.
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Katie S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
19 reviews
3 repeat clients
11 years of experience
Cambridge Heights, Milwaukee, WI, 53211

Katie consistently goes above and beyond. Our cat was alone during a snowstorm and power outage, and Katie communicated with us right away that our automatic feeder wasn’t working. She worked with me to come up with a mitigation plan, and she offered to check on our cat the next day to make sure the kibble had dropped, even though we hadn’t booked her for another visit. She is an AMAZING sitter and very kind, generous human.

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Annamarie H.
Sitter Profile Image: Nevaeh T.
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Nevaeh T.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
26 reviews
6 repeat clients
6 years of experience
Milwaukee, WI, 53211

Nevaeh was awesome! She sent us text updates including pictures/videos the whole time giving us peace of mind. Our dog Mallie loved her! Would definitely recommend!

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Cheyenne D.
Sitter Profile Image: Hope S.
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Hope S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
51 reviews
24 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

Hope is the best. I have an old cat with lots of special needs making it hard to leave him alone but Hope was super communicative, caring and made me feel comfortable that he was in good hands.

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Becky M.
Sitter Profile Image: Evelyn E.
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Evelyn E.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Milwaukee, WI, 53211

About: I grew up with two cats and two dogs, so I’ve been around pets for most of my life! I got my own dog five years ago, and I have been taking care of her ever since. I love any and all types of pets, and I have am flexible with times and can accommodate mamy different schedules. Along with taking care of my own dog, I am available throughout the day to stop in and check on/walk dogs. I am also available any day to stay over as a sitter. My one and only priority would be taking care of your pet. I would never be intrusive or inappropriate in your home. I would treat it with the respect I would want from a sitter.

Sitter Profile Image: Abigail L.
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Abigail L.
from
$20
per visit
5.0 out of 5 stars
411 reviews
115 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Such an amazing experience with Abigail! She was super thoughtful and caring with our shy girl Margot. She was patient with her and communicated every step of the way! As an anxious cat mom, Abigail put me at ease the entire time. I would be grateful to have her care for Margot again in the future! Thanks Abigail!

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Morgan S.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
51 reviews
16 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

About: I have grown up with dogs all my life. Every time I get the opportunity to watch a fur baby, I treat them like they are my own. I have done some dog/puppy training as well, and I've always gotten great reviews on what one's pet can do by the time they go home (If interested) My schedlue is fairly flexible. I am able to move clients around depending on your availability. This is my full-time gig as of now, so I take lots of pride in the care I provide to your pet(s). I have currently moved to Riverwest, this came with a fenced in backyard (yayyyy)! I live close to lots of parks, dog park (Rover west), and trails.

Sitter Profile Image: Megan K.
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Megan K.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
22 years of experience
Shorewood, WI, 53211

About: I am a 29-year-old from Minnesota. I went to the University of Wisconsin, and am currently a Registered Nurse! I grew up with a black standard poodle from ages 3-19, and an apricot standard poodle from ages 19-27. I now have my own golden doodle named Sonny. I love playing, walking, and just hanging out with dogs as often as possible; they always brighten my day. I am willing to cuddle, play fetch, or give your dog(s) treats as often as they would like. I promise to respect your pet(s) and home and do a great job. I love dogs of all kinds and am always excited to meet new puppy pals! I look forward to meeting you and helping you take care of your furry family member. I work a typical Monday to Friday, 8-5 job. It is remote, so I am typically working from home, although I occasionally have to travel outside of the state for work. If your dog is with me you can be assured their needs will be met! I will make sure they are respected and given the proper attention they need. :)

Sitter Profile Image: Acacia L.
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Acacia L.
from
$14
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
7 years of experience
Milwaukee, WI, 53212

About: I have had experience caring for many different kinds of animals throughout my life, such as dogs, horses, guinea pigs, and fish. I am comfortable and confident with walking, feeding, bathing, etc. I am a full-time grad student, and I also work a part-time job. My schedule is a little different each weekday, sometimes with breaks in the middle of the day. I am available all day, every other weekend. I do not currently care for any pets in my home. I am not currently accepting jobs that require a pet to stay in my home.

Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
184 reviews
39 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Carole (and Max!) were terrific help with twice-daily drop-ins to give an antibiotic -averse Great Dane his meds. They were patient and kind, in spite of his trixie wiles!

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Marjory C.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$28
per visit
5.0 out of 5 stars
46 reviews
20 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

Samantha was so great with our kitten on our most recent trip! This was the second time we've had her check on our cat and she did an awesome job! We loved getting the pictures at each visit. It was so much easier to relax knowing that our cat was in great hands!!

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Ashley L.
Sitter Profile Image: Anna D.
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Anna D.
from
$16
per visit
3 years of experience
Harambee, Shorewood, WI, 53211

About: Grew up with big dogs (a Great Dane was my first pet!) but have since had every size & shape in-between; worked for a small pet-sitting & dogwalking business prior to moving for college, and currently my husband & I have 2 cats at home so I have experience w/both <3 I'm currently in school fulltime online and have just finished an apprenticeship, and in the past, dogwalking was such a fulfilling way for me to be around animals I love while also staying active throughout the day, so this is a natural return to that for me ~ I can work in walks and drop-by visits into my school schedule while also accommodating the barista position I work part-time on weekends. I previously worked for a small business doing pet-sitting and dog-walking completely in client's homes, working independently throughout the day, and am very familiar with the bond of trust it requires! As a pet owner myself, my main goal is to make sure both you & your pet(s) feel comfortable and happy, and I believe communication is key.

Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
145 reviews
50 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Our kitty was in great spirits when we returned. It was evident that she had been well taken care of. Jackie was amenable to our requests and provided helpful and frequent updates. Thank you, Jackie!

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Kevin C.
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Over 1
pet parents in Williamsburg have booked pet sitting

Williamsburg pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Alex is always on time, she’s super reliable, communicates thoroughly, and is very loving and attentive with our fur babies. Regardless of how shy or how excitable each one of them is, Alex gives them each personalized attention so they all feel comfortable and happy. By far the best pet sitter we’ve worked with and the most detail oriented as well (which is a huge plus considering we have three pets that each require different care in their own ways). We always feel confident and reassured when they’re under her care. Thank you, Alex!!🐾😊🐈‍⬛🐕🐕

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Stefanie V.
Drop-In Visits
5.0 out of 5 stars

Carrianne was great and helped me feel more comfortable being away from my babies for a week! My cat loved her and immediately wanted to be friends. I loved the pictures she took and the descriptions of how the visits went. I’m very thankful to have had such a great sitter for my first Rover experience :)

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Sparrow N.
Drop-In Visits
5.0 out of 5 stars

Melissa was absolutely wonderful and gave me complete peace of mind while I was away. She took such great care of my cat for two days and made sure everything was handled with care and attention. It was clear that she genuinely loves animals and goes above and beyond to make them feel comfortable and cared for. I really appreciated her reliability, kindness, and excellent communication throughout the stay. Coming home to a happy, well cared for cat was the best feeling. I would absolutely book with Melissa again and highly recommend her to anyone looking for a trustworthy, compassionate, and dependable pet sitter. Thank you, Melissa, for your outstanding care.

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Mike
Drop-In Visits
5.0 out of 5 stars

Katie was great at communication and genuinely seemed to care! Even stayed a little late to make sure our one cat got his food/medicine.

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Ilene G.
Drop-In Visits
5.0 out of 5 stars

Qian did amazing with my two cats! She had great updates and made me feel comfortable while I was away. I would highly recommend :)

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Breanna B.
Drop-In Visits
5.0 out of 5 stars

Second time booking Liz in two weeks and she was great once again! Even took care of our outdoor plants for us which we really appreciated. Can’t recommend her enough!

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Jackson H.
Drop-In Visits
5.0 out of 5 stars

Travis was amazing and able to help on such short notice. The photos were great, and Pretzel looked so happy!

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Laura B.
Drop-In Visits
5.0 out of 5 stars

Abigail is the best. We've utilized her services 4 or 5 times over the last few years and she's always reliable, communicative and pleasant to work with. I can't overstate our satisfaction.

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Brian S.
Drop-In Visits
5.0 out of 5 stars

Lindsay did an exceptional job caring for my dog while I was away. She was highly communicative throughout the entire stay, spent quality time with him, and regularly sent updates and photos that gave me peace of mind during my trip. It was clear that she genuinely cared about his well-being and made sure he was comfortable and happy. I would absolutely trust Lindsay with my dog again and highly recommend her to anyone looking for a reliable and caring pet sitter.

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Patrick S.
Drop-In Visits
5.0 out of 5 stars

appreciated Jessica popping over to reacquaint herself with my pup and house etc before our booking. she did all we talked about in 2 timely drop in visits and kept me informed. highly recommend!

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Jude S.
Drop-In Visits
5.0 out of 5 stars

Sarah was great! Our cat who is normally very shy around strangers clearly felt comfortable enough to let Sarah pet her.

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Stacey M.
Drop-In Visits
5.0 out of 5 stars

Carole (and Max!) were terrific help with twice-daily drop-ins to give an antibiotic -averse Great Dane his meds. They were patient and kind, in spite of his trixie wiles!

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Marjory C.
Drop-In Visits
5.0 out of 5 stars

Christie did a phenomenal job taking care of our pup! She is great with him and very communicative throughout each drop in.

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Samantha L.
Drop-In Visits
5.0 out of 5 stars

Maggie was easy to work with, very responsive, and had an amazing time with my pup. Would love to have her watch my dog anytime!

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Bo B.
Drop-In Visits
5.0 out of 5 stars

Aubrey is an attentive and caring kitty sitter who is easy and friendly to communicate with. We’ve hired her more than once when vacationing and will definitely do so again!

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Amanda R.
Drop-In Visits
5.0 out of 5 stars

Rayanne is extremely helpful and easy going, she has eased my mind about the care of my cat while being out of town. I will be continuing to go through her for my cat’s care when I’m out of town, I highly recommend her for your pets care!

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Tamajanae F.
Drop-In Visits
5.0 out of 5 stars

Jackie was very kind! I appreciated her looking after my fur babies while I was gone. I always loved the picture updates!

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Samantha M.
Drop-In Visits
5.0 out of 5 stars

Angela was great. The animals loved her and she left good descriptions and pictures with every visit.

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Aidan F.
Drop-In Visits
5.0 out of 5 stars

Whitney was awesome with the two cats. The two cats were very comfortable with her. Nick and Sam can be challenging and Whitney kept us informed with clear communication. She was very caring towards the cats. I will definitely ask her to care for Nick and Sam again!

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Anne D.
Drop-In Visits
5.0 out of 5 stars

Lisa was outstanding with our doggies! Great communication with us and paid close attention to the little details that made them feel comfortable. Would highly recommend her!

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Mary F.
Drop-In Visits
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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Williamsburg pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet 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 pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Williamsburg.

Rover makes it easy to find Williamsburg pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.