House Sitting in Williamsburg, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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1. Anna S.

I am an animal lover of all kinds!
Fox Point, WI, 53217
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$42
per night

Anna was great. She offered to come for a meet and greet prior to sitting Cosmo. She was very responsive and super flexible with our times which was greatly appreciated.

Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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3. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$50
per night

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!

Sitter Profile Image: Alec B.
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Sitter Profile Image: Alec B.
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4. Alec B.

Third generation dog lover
Milwaukee, WI, 53211
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$25
per night

Alec was excellent with my 50 lb dog! He was kind enough to send updates and photos twice a day, and my dog loved his company. I'd recommend him to take care of anyones dog!

Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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5. Payton R.

making tails wag one walk at a time
Milwaukee, WI, 53211
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$40
per night

Payton did a great job with Izzy!

Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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6. Micaela B.

Star Sitter
Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night

Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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7. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
22 repeat clients
from
$65
per night

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!!

Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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8. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
18 repeat clients
from
$65
per night

Ali gave me such peace of mind when she watched my cat for the weekend. I’ve never used any pet sitting or boarding services prior to meeting Ali, so I really didn’t know what to expect. She was very professional, friendly, and helpful with the entire process. She sent me photo updates of my cat when she stopped in and she took such good care of everything I asked her to do. I will definitely be using her again.

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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9. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
282 reviews
160 repeat clients
from
$65
per night

Daniela is the perfect pet sitter and can handle our great dane! Our dog was on medications while we were away and she did a great job with his extra needs. We will keep booking wjth Daniela!

Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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10. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$65
per night

Marilia did a great job staying with our pup and walking , feeding, playing and just being there for him. She spent 3 nights and fleas very responsive and respectful of our home . Was thankful she was available, Will hire again .

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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11. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
1.2 mi. away
House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night

Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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12. Danielle A.

Star Sitter
Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
12 repeat clients
from
$75
per night

Dani was an excellent sitter for my puppy! She gave me prompt updates, lots of pictures and was so understanding when I needed to come home earlier than I anticipated. I would absolutely recommend Dani to anyone! Thanks so much, we appreciate you!!

Sitter Profile Image: Jordanne H.
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Sitter Profile Image: Jordanne H.
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13. Jordanne H.

I’m a teacher with all summer off!!
Riverwest, Milwaukee, WI, 53212
1.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
5 repeat clients
from
$75
per night

We were happy to re-connect with Jordanne for dog sitting this summer. She is prompt, attentive and responsible, and so we are very comfortable with her caring for our senior dog Connor. We have already booked her for another visit!

Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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14. Riley N.

Star Sitter
Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$60
per night

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!

Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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15. Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
1.6 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
84 reviews
29 repeat clients
from
$75
per night

Erica was thorough in her communication, notes, and care of our dog, Sheba. I appreciated all the messages and clarifications on the details. It certainly gave us peace of mind having Erica care for Sheba for the first time! She provided many wonderful pictures and video, as well as clear reports as to how the visit was going. We are very happy and grateful for the service Erica provided. We would hire her again and also recommend her.

Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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16. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$35
per night

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!!

Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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17. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
20 repeat clients
from
$45
per night

Liz watched our two dogs and cat for a week and she was so kind and communicative! We felt very comfortable leaving our pets in her hands, they were very well cared for! We will definitely be using her again in the future.

Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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18. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
189 reviews
77 repeat clients
from
$62
per night

Travis does such a great job caring for our pups!! Our dogs love him and are always happy to see him. He sends pictures to us and keeps us posted as to how the dogs are doing. Highly recommend!!

Sitter Profile Image: Yacob B.
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Sitter Profile Image: Yacob B.
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19. Yacob B.

Dog Lover in Shorewood
Shorewood, WI, 53211
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
5 repeat clients
from
$30
per night

Yacob was professional, and respectful. Took great care of our two pups! He sent lots of photos during his overnight. Followed all instructions. Thanks Yacob!

Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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20. Maggie P.

Will love your pet like my own :)
Riverwest, Milwaukee, WI, 53221
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
13 repeat clients
from
$50
per night

Maggie is amazing! I can’t say enough great things about her. She’s responsive, thoughtful with updates and pictures of your pet, and makes it so easy to not stress about your pet’s wellbeing when you are away.

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Dog owners in Williamsburg, Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 1089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Williamsburg.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Williamsburg house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Williamsburg, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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