House Sitting Williamsburg

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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.

1 / 1
Sitter Profile Image: Acacia L.
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Acacia L.
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Milwaukee, WI, 53212

The best Rover sitter I have had. Communicative, clean, great with Gertie, and an all around kind, responsible, and trustworthy person. Thank you Acacia! It means the world to me 🥰

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Naomi S.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
197 reviews
50 repeat clients
20 years of experience
Milwaukee, WI, 53209

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!

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Angela M.
Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
189 reviews
41 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Carole and Shannon are fantastic house and pet sitters! My A/C unit began leaking while I was gone and Carole was flexible and helpful with accommodating a repair person on several days. My plants are happy, my Great Dane is thrilled, and I'm so glad they were available!

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Marjory C.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.

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Emma L.
Sitter Profile Image: Alexandra I.
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Alexandra I.
Star Sitter
from
$80
per night
5.0 out of 5 stars
27 reviews
5 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex recently stayed in my condo and watched my french bulldog, Hazel. I cannot say enough great things about Alex! She took Hazel out on numerous adventures and always sent photo updates. Alex would be sure and text if she had any questions as well. She was absolutely wonderful and I know Hazel misses her already. I will definitely book with Alex again.

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Lorna D.
Sitter Profile Image: Alhana S.
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Alhana S.
from
$45
per night
4.7 out of 5 stars
7 reviews
5 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

Alhana was great with Coco. My little dog was recovering from knee surgery and she followed instructions beautifully for he night I had to be away. Thank you!

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Christine H.
Sitter Profile Image: Catherine R.
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Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
27 reviews
12 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

Catherine did a great job house sitting and pet sitting my golden retriever for 5 nights. She was extremely professional throughout the entire process and left my home clean and tidy. I would not hesitate to book with her again!

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Kirstyn W.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
214 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica was great! Super communicative and sent lots of pictures! My boys are a handful and don't like strangers, so if she can handle them she can handle any high maintenance pups!

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Josie H.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!

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Kristina P.
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

10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️

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Erica O.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
20 reviews
8 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

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!!

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Dena K.
Sitter Profile Image: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
29 reviews
5 repeat clients
10 years of experience
Milwaukee, WI, 53212

Our boys are crabby old men and pretty high maintenance. Riley won them over though! She was so patient and they eventually started warming up to her. Will definitely rebook!

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Josie H.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
from
$50
per night
5.0 out of 5 stars
56 reviews
19 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

Mikalanne was great with my senior pups who are definitely creatures of habit. Active communication is so reassuring when I have to be away from my pet family. Highly recommend.

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Jessica P.
Sitter Profile Image: Julianna W.
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Julianna W.
from
$44
per night
5.0 out of 5 stars
16 reviews
1 repeat client
30 years of experience
Milwaukee, WI, 53204

Julianna was incredible! She stayed at my house for a week while we were gone to watch Sophia. She kept me updated on everything that was going on and gave her some extra love when she needed it. Sophia doesn’t love being away from us but Julianna made sure she was okay and did everything she could to make sure she was happy! Would definitely recommend her <3

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Maria B.
Sitter Profile Image: Evita E.
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Evita E.
from
$50
per night
5.0 out of 5 stars
15 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

While Evita watched our pup Molly overnight at our house, she was punctual and communicated well. She also took Molly on a nice long walk each day that pleasantly tuckered her out. Molly seemed calm and happy when we returned home.

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Alia E.
Sitter Profile Image: Evelyn E.
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Evelyn E.
from
$50
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Upper East Side, Milwaukee, WI, 53211

Evelyn did a fantastic job taking care of our pup for a long weekend. She made sure he had food, plenty of walks, and all the snuggles while we were gone. Thanks for everything, Evelyn!!

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Samantha L.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
150 reviews
55 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie was great. This was our first time having someone come to our house to watch our (almost) 11 year old chocolate lab. He can be finicky and has pretty strong anxiety, but Jackie was great with updates, and when we came home, Otis seemed in great shape...much better than taking him somewhere else. Would highly recommend Jackie, especially to anyone who is new to Rover and unsure of whether or not to book.

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Joe S.
Sitter Profile Image: Madeline R.
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Madeline R.
from
$27
per night
5.0 out of 5 stars
6 reviews
1 repeat client
11 years of experience
Lower East Side, Milwaukee, WI, 53202

Madeline house sat for me for over a week and did a great job with my timid Chihuahua and Cat. She gave me daily updates and handled their daily routine and activity needs effortlessly. My dog who's slow to warm up to new people was actually sad to see her leave by the end of the sitting period. Highly recommended.

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Ryan O.
Sitter Profile Image: Parris V.
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Parris V.
from
$40
per night
3 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I have taken care of friends and family’s pets for years and have experience with senior cats and dogs. Recently I have been cat and dogging sitting for my friends more frequently while also taking care of my own cats. I am available all weekdays and rotating weekends! I pretty much have open availability and flexibility for whenever you need your little ones watched or cared for. My home is not available for pet sitting but I am available for house/pet sitting at clients homes. I can play with, cuddle, feed and provide medications for your pets in your home.

Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
58 reviews
23 repeat clients
40 years of experience
Milwaukee, WI, 53202

Melissa is, simply put, AMAZING!!!! She took incredible care of our nearly 15 year old dog who is very sweet, but requires quite a bit of assistance. We came home to a clean house and a very happy hound! Best of all, we were able to truly relax on our vacation, knowing that everything was taken care of in our absence. 100/10! 😊

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

Pet parents share their Rover experiences - Williamsburg

1 / 1
5.0 out of 5 stars

Madeline is a great and responsive sitter. She took great care of our boys, and she charmed our skittish boy. He even crawled on her lap... amazing while he is a lovebug he does not usually warm up that quickly.

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Deb R.
House Sitting
5.0 out of 5 stars

Thank you Christie! She did a wonderful job taking care of our pup and our house while we were away. Christie sends great pics and thorough updates throughout her stay and we appreciate all she does!

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Samantha L.
House Sitting
5.0 out of 5 stars

Melissa was amazing with our pups! She took great care of our house and our dogs while we were away. Would use her again in a heartbeat.

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Angela S.
House Sitting
5.0 out of 5 stars

Gabrielle watched our two dogs over the weekend. Our trip was smoother for peace of mind knowing that they were in good hands! She was responsible, gave updates, took them on walks. We came back to happy pups. You'd be fortunate to book her for dog care!

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Savannah T.
House Sitting
5.0 out of 5 stars

This was our third time having Elizabeth stay with our dog. Walks are the highlight of his day and Elizabeth always gets him out for long walks. The house is always in good order upon our return. We are grateful to have found Elizabeth.

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Carol M.
House Sitting
5.0 out of 5 stars

Alex recently stayed in my condo and watched my french bulldog, Hazel. I cannot say enough great things about Alex! She took Hazel out on numerous adventures and always sent photo updates. Alex would be sure and text if she had any questions as well. She was absolutely wonderful and I know Hazel misses her already. I will definitely book with Alex again.

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Lorna D.
House Sitting
5.0 out of 5 stars

Fantastic! Great communication and so helpful and caring, especially with our old dog who needed a lot of extra care. Thank you so much for keeping everyone happy and safe!

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Dan H.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Jamie was absolutely wonderful! She gave consistent updates with photos; she is responsible, kind- anyone would be very lucky to have her as their pet sitter. I highly recommend her.

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Savannah T.
House Sitting
5.0 out of 5 stars

Carly house sat for me and my one pup with under two days of notice. Great communication and a very sweet person, I would highly recommend her to my family & friends.

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Emma K.
House Sitting
5.0 out of 5 stars

Another great stay for our pup with Catherine. She always gives such great attention and care for all things at our home and our anxious dog.

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Ben B.
House Sitting
5.0 out of 5 stars

Evelyn was wonderful! She stayed with our dog during a long trip and was always responsive and made sure to send us updates and pics while we were away!

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Phoenix B.
House Sitting
5.0 out of 5 stars

The best Rover sitter I have had. Communicative, clean, great with Gertie, and an all around kind, responsible, and trustworthy person. Thank you Acacia! It means the world to me 🥰

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Naomi S.
House Sitting
5.0 out of 5 stars

Kyla was beyond amazing & wonderful with my 2 cats! She took time to observe & learn how I normally do my pet care; she even came over a day before I left so she could feed, change water, clean litter box, use the vacuum & empty it, etc…. My boys LOVED HER from the first day they met her. She updated me with photos, videos & messages about them which was really fun & much appreciated..Kyla was very respectful of my living space…she even cleaned it and did laundry before I came back home!! She took the cats on walks, took time to acquaint herself with staff & people in my building. She left a lovely card for me. My goodness… I just can’t say enough to describe how pleased & grateful I am for Kyla & her incredible love & care of my cats as well as her respect for me & the whole community I live in. She will be welcomed back in a heartbeat!

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Kimberly S.
House Sitting
5.0 out of 5 stars

Highly recommend Carole! Excellent communicator, clean and polite in our home, and our dogs were SO well cared for!

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Ashleigh D.
House Sitting
5.0 out of 5 stars

Alena did a great job. Cosmo seemed to be really well taken care of was very calm when we got back. Alena also left the house in great shape.

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Ronald S.
House Sitting
5.0 out of 5 stars

Cassidy was great! Very communicative, responsible and trustworthy! She sent pictures and took very good care of our dogs! We would love to have her stay with them again for sure!

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Shelley M.
House Sitting
5.0 out of 5 stars

Thanks so much Yacob! Appreciate all you do for our Harvey. We are licky to have you and your support.

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Nick A.
House Sitting
5.0 out of 5 stars

Lily absolutely exceeded my expectations with her attention to detail, genuine care and concern for my pups, and thoroughness! My dogs were well taken care of with feeding, walking (carefully in a heat wave), fireworks, and just general companionship. I also returned to my home probably looking better than how I left it - well cared for, cleaned, and plants alive and well. The daily updates were fantastic and very reassuring. Lily is amazing and I hope we can book again :)

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K D.
House Sitting
5.0 out of 5 stars

Travis took incredible care of our two dogs and handled a genuinely chaotic situation with so much calm and flexibility. The night before we left, our AC failed during a heat wave. While we were stuck across the country juggling an HVAC company and a landlord who wasn’t prioritizing the issue at all, Travis kept the dogs safe, comfortable, and monitored. He checked in regularly so we knew how they were doing, and he adjusted his schedule so repairs could be made. His support made a huge difference for our peace of mind during a very stressful situation for us and I’m sure him. One of our dogs is anxious, skittish, and extremely high‑energy, and Travis did an amazing job letting her warm up at her own pace while still getting her out for consistent walks. Both dogs were well cared for the entire stay. We’re so grateful for how he handled everything and will absolutely book with him Again. Thank you Travis!

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Charlotte B.
House Sitting
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Sitters in Williamsburg average 4
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