House Sitting Williamsburg

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

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Over 1
pet parents in Williamsburg have booked house sitting

Williamsburg, 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: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 66 reviews
23 repeat clients
40 years of experience
Milwaukee, WI, 53212

“Melissa took care of our dog Ruby/house and we could just enjoy going on our vacation. Melissa is very thoughtful and caring. Deeply appreciated!”

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Susanne M.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
• 228 reviews
67 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

“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.”

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Toni P.
Sitter Profile Image: Emily M.
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Emily M.
from
$59
per night
5.0 out of 5 stars
• 45 reviews
12 repeat clients
30 years of experience
Milwaukee, WI, 53213

“Emily was great at communicating with us the entire stay, and we could tell from all her updates and pictures that our pups loved having her around. Our flight ended up getting delayed because of the blizzard rolling through Wisconsin this past weekend, and Emily was able to help make sure our pups were let out and fed while we figured out how to get back to Milwaukee. I would absolutely recommend Emily to anyone else looking for expert and friendly care for their pups on Rover. Thank you again!”

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Creighton B.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 57 reviews
26 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

“Keisha is an absolute wonder sitter! Our little pup was very anxious about us leaving and Keisha was so very kind, patient and loving. She took extra special care to help our pup feel safe, loved and secure. We will always ask Keisha to come watch our pup anytime we leave or even just to hang out for an afternoon. Trust Keisha to be the best care giver!”

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Jamelyn H.
Sitter Profile Image: David K.
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David K.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
45 years of experience
Milwaukee, WI, 53212

“Lack of communication from another sitter left us scrambling for a pet sitter 1 week before we were leaving town. David answered my request within minutes and immediately set up a meet & greet. He did everything we asked him to do and kept us informed with notes. We recommend and would use him again.”

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Katalina J.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 162 reviews
60 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!”

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Jimmie H.
Sitter Profile Image: Rachel P.
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Rachel P.
from
$60
per night
4.8 out of 5 stars
• 26 reviews
11 repeat clients
24 years of experience
Shorewood, WI, 53211

“Rachel is an excellent Pet / House sitter. Mt Great Pyrenees, Maya really warmed up to her immediately and I felt safe and confident leaving her in Rachel's care”

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Tammy L.
Sitter Profile Image: Sara D.
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Sara D.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Milwaukee, WI, 53211

“Very professional! Asked questions. Very knowledgable. Would schedule with Sara again.”

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Leyla V.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 19 reviews
9 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

“Rebecca was great with Charlie she played with her and took her on lots of walks! Also kept me updated daily and sent pictures she was great!”

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Hailey C.
Sitter Profile Image: Tabitha K.
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Tabitha K.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
8 years of experience
Yankee Hill, Milwaukee, WI, 53202

“Tabby was wonderful! She was responsive and reliable and took such great care of our pup. On top of that our house was left in great shape. We would definitely book again. Thanks Tabby!”

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Kristen A.
Sitter Profile Image: Robert E.
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Robert E.
from
$28
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Northpoint, Milwaukee, WI, 53211

About: I was a kennel worker for three years through high school and college, taking care of dogs of all shapes and sizes. I have experience with anxious, aggressive and hyperactive dogs. I’ve been taking care of family and neighbors dogs since I was little. In fact, my first job was walking the neighbor’s dog for 5 dollars a week! I’m also a cat dad to two lovely cats, with experience cat sitting for family and friends as well. I’m a part time employee so I’m free to walk or dog/cat sit during the day on weekdays. I have some availability on weekends, but coach baseball so it depends on that schedule. I have experience working with anxious and nervous pets and will create a calm and safe environment when I come to your home. I have no problem crating dogs or administering medication to pets even if anxious/aggressive.

Sitter Profile Image: Diana M.
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Diana M.
from
$50
per night
5 years of experience
Milwaukee, WI, 53215

About: I love all pets, big and small! I’ve pet sat for family and friends (from puppies to tripod cats) over the last few years. I don’t have any pets of my own so I always enjoy meeting new dogs/cats :) I work 9-5 (mon-friday) and typically work from home once a week. I’m available when I wfh, weeknights and weekends! Would love to use some of my free time to take care of your pets. For overnight stays, I’m available to stay at your house. I know every pet has their own personality, routine and quirks - I do my best to stick to what makes them feel comfortable. I’ll follow your care instructions and treat your pet the way I’d want someone to treat my own. Whether that’s a long walk, trip to the park, pup cup or being a house hippo, I’m happy to accommodate.

Sitter Profile Image: Malissa N.
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Malissa N.
from
$75
per night
5.0 out of 5 stars
• 56 reviews
22 repeat clients
8 years of experience
Upper East Side, Milwaukee, WI, 53211

“Malissa did a wonderful job watching our furry goofball. Sent us great pictures while we were away. She also took great care of our home. I would definitely recommend Malissa!”

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Todd K.
Sitter Profile Image: Michaela S.
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Michaela S.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Milwaukee, WI, 53202

“Michaela did a wonderful job taking care of my two cats! With two different diets and varying levels of pickiness, they can be a little difficult to manage when we’re out of town—but she handled it perfectly! And, very communicative with updates provided while we were away. We came home to bird TV playing for our cats, which was such a considerate touch!”

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Krynn H.
Sitter Profile Image: River R.
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River R.
from
$30
per night
4.9 out of 5 stars
• 42 reviews
9 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

“they were so flexible and dependable! ❤️ sent a picture every day and communicated well :) we knew eli would be in good hands while we were away, we’ll be booking again in may! 🐾”

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Halley Y.
Sitter Profile Image: Talor G.
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Talor G.
Star Sitter
from
$95
per night
4.9 out of 5 stars
• 68 reviews
18 repeat clients
20 years of experience
Milwaukee, WI, 53211

“I came home a very tired lady from a long day and almost 9 days gone. Besides a few misunderstandings that were figured out right away, Talor was an awesome sitter for my Lola. my Lola is 13 years old and I am a worrying mama. Talor took special care of her and I could see how much Lola loved her too! She was awesome with an older dog. Treated her with a lot of gentleness. I came home to a very straightened out clean house. I have not even finished unpacking and it’s 1:42 AM in the morning and I had to quit and just sit down. I loved the pictures that were sent and I would definitely recommend Talor to anyone that needs an awesome sitter and I will definitely keep her on my list when I need one again. I hope she enjoyed her house sitting experience at my home as much as we both enjoyed her 🩷 Thank you very much, Talor. I appreciate how well you took care of my sweet Lola and made her so happy! Of course she has always been easy to love 🩷”

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Catherine F.
Sitter Profile Image: Flor F.
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Flor F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Flor was very communicative, responsive and easy to work with. She took excellent care of our puppies and our home. Would recommend and book again.”

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Andy D.
Sitter Profile Image: Holly M.
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Holly M.
from
$50
per night
8 years of experience
Cambridge Heights, Milwaukee, WI, 53211

About: I’ve had a dog for 20+ years. Would love to walk or hang with your pup in the evenings or on weekends - any size and breed. I’m available for walks of all lengths most evenings an/or weekends. If your pup prefers playtime over walking, I would love to play fetch, go to the dog park, or any other activity that your pup enjoys. I am willing to walk any length that the pup prefers and can accommodate walks of slow or fast cadences. Happy to walk, hang out with, or play with pups of any age or size.

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

“We had a wonderful experience with Maiah and would absolutely recommend her. Our beagle can be a bit high-maintenance, but Maiah was so great with her. It gave us peace of mind knowing our pup was in trustworthy, kind, and capable hands. Maiah was also an excellent communicator--we received regular updates, photos, and quick responses, which made it easy to relax while we were away. We wouldn’t hesitate to book with her again!”

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Kirstin G.
Sitter Profile Image: Chryssa Y.
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Chryssa Y.
from
$28
per night
10 years of experience
Shorewood, WI, 53211

About: I have always had a soft spot for all animals. I've grown up with dogs, geckos, turtles, and just recently 3 years ago got my own cat. I love to make sure that my dogs are walked, fed, have a clean environemnt, and most of all loved. I also have the same standards for my cat Mochi! I have so much love to give to your pets and I hope I have the opportunity to do so :) I am in my last semester of nursing school, so aside from all of the studying I do, I love to take breaks and walk outside, hangout with my cat Mochi. But i would love to fill my brain breaks with your pets! I am avaliable typically early afternoons and evenings! I like to make sure that my pets have clean dispeners and water to eat/drink from, litter boxes scooped everyday and maybe twice if needed, dogs are walked, fed, have clean environment, and ultimately loved and given attention :)

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

Pet parents share their Rover experiences - Williamsburg

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5.0 out of 5 stars

Another great stay with Catherine. Our pup is always so relaxed and calm when we get home - the best signs that he had a wonderful time with her staying with him.

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Ben B.
House Sitting
5.0 out of 5 stars

Ray was a wonderful sitter for our senior dog who is going through some health challenges. She spent several hours in our home with Scooby and took excellent care of him. She’s a true dog-lover. Ray was also very flexible with some late changes to our plans, and she was respectful of our home and it’s contents. Thanks, Ray!

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Adam G.
House Sitting
5.0 out of 5 stars

Jake was awesome! He took excellent care of Bruce and was very communicative throughout the process. I’ll be using him again!

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Jordan H.
House Sitting
5.0 out of 5 stars

It was great that Alhana checked in earlier that day so we could adjust the time. We felt very secure leaving our dog with Alhana!

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Kristin S.
House Sitting
5.0 out of 5 stars

This was our first time using Rover and having someone pet sit (outside of family), and it could not have gone better. Jessica provided lots of pictures and updates, made sure the dogs had food and water and gave my senior dog his medication. I would absolutely recommend!

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Nicole C.
House Sitting
5.0 out of 5 stars

Once again, Talor was amazing with Hazel and sent me the cutest pictures! Hazel loves spending time with Talor and I always have piece of mind that my little one is being well cared for and loved. :)

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Lorna D.
House Sitting
5.0 out of 5 stars

Kathryn cared for our dogs at my home. She was on time and responsive. We returned to two happy dogs and the house was immaculate. Add to that Kathryn being a lovely person, we couldn’t ask for more. Thank you, Kathryn!

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Julie C.
House Sitting
5.0 out of 5 stars

Hannah was absolutely wonderful! She took such amazing care of my pets and my home, and I truly couldn’t have asked for a better experience. The little pet “report cards” were such a thoughtful and personal touch that made me smile! It was clear how much care and attention she gave them. Most importantly, I had complete peace of mind knowing my pets were safe, happy, and in loving hands while I was away. That kind of reassurance is priceless. I would wholeheartedly recommend Hannah to anyone looking for someone they can truly trust with their furry family members! ❤️

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Taylor M.
House Sitting
5.0 out of 5 stars

Jamie has cared for my cats a number of times but on this visit she could pay full attention to my most elderly cat. She made sure Bootsie had access to spots in the sunshine all day as well as administered meals and medication.

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Anita O.
House Sitting
5.0 out of 5 stars

Abby was super sweet and helpful when we were away. Our dogs and cats were taken such good care of and we could tell when we got home. She sent pictures and updates throughout her stay as well to keep us updated. Would for sure work with her again!!

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Sara T.
House Sitting
5.0 out of 5 stars

Carole was amazing. I was out of the country for two weeks and she took great care of my dog and my house. She was a great communicator as well, making sure I always knew what was going on at home.

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Jennifer V.
House Sitting
5.0 out of 5 stars

Mika was so amazing! I knew my dog was in great hands and felt at ease our whole trip. They asked us how many daily updates we wanted and kept us in the loop with what was going on. I never felt the need to reach out to check in, I knew things were going smoothly.

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Alex H.
House Sitting
5.0 out of 5 stars

Ashley juggled 5 animals, one needing frequent medication. She was always understanding about the needs of elderly cats and a younger energetic dog! Communication was top notch!

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Anita O.
House Sitting
5.0 out of 5 stars

Jasmine was wonderful and took great care of our pup! She was responsive and always sent us photos while we were away. She was as great and would book again!

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Kaitlin H.
House Sitting
5.0 out of 5 stars

They were oh so flexible and understanding when it came to last minute watching my baby Mr. Bigg. I cannot thank them enough! I got photos and every night I Came home from work they were outside waiting with my baby. Kept me updated communication was amazing. If I’m ever in the area again I’m booking them immediately

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J D.
House Sitting
5.0 out of 5 stars

Tabitha did a great job with our Labradoodle while we were gone for a long weekend. We came home to a clean house and a happy pup!

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Kristen A.
House Sitting
5.0 out of 5 stars

Lenys was a great dog friend. She was very attentive and communicative and showed great care for our pups. As a bonus, she straightened up and cleaned dishes. What a treat. Thank you!

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Randy P.
House Sitting
5.0 out of 5 stars

Rocky and Gordo can be a handful. They thrive on routine (and treats)! Riley is wonderful with the boys, and has endless patience. We are so lucky to have such a thoughtful and professional sitter!

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Cathi W.
House Sitting
5.0 out of 5 stars

Sara and Ethan were excellent. They swooped to the rescue to cover a full week just a few days before we left (a different sitter canceled last minute). Our pup Bailey adored them, but more importantly, we could tell how genuinely they adored him. He was in great spirits when we returned and had been well looked after. They followed all our guidance and were consistent in providing daily updates. Our house was in great shape too, having watched Bailey here. We will be booking them again soon!

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Rich K.
House Sitting
5.0 out of 5 stars

Michelle was amazing! She took such good care of our cat while we were away for a week! We got updates and pictures and will definitely be using her again!

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Josh F.
House Sitting
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