Pet Setting & Drop Ins in Williamsburg, Milwaukee

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

1. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

61 repeat clients

"Lori was amazing!! She watched our dog and cat for us on our wedding day! It was really sweet to get the photo updated on our big day! We also had nothing to... (more)"

2. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"She was great and patient with my dogs. My big guy was really shy, and she got him to go out. I would definitely recommend her. (more)"

3. Ashlyn

I'll exceed your pet's needs

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashlyn was great! My dog seemed to be happy with her and there were no concerns. Super happy with the visit! (more)"

4. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Matt is a natural when it comes to working with animals. My pup doesn’t always like everyone but was instantly a fan of Matt and wanted to be his best friend... (more)"

5. Hunter

Dog lover exploring Milwaukee!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"I've known Hunter since he was a young boy. We've always had dogs and Hunter has always been very good with them. He is gentle but firm. Our dogs were always... (more)"

6. Chloe

I’ll walk your dog rain or shine

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Chloe would be the best person ever to take care of your pets. I have never met anyone who loves all animals more than her. She herself also has multiple pet... (more)"

7. Svea

Dog mom w/extra time & love to give

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Our pups love having Svea drop in to let them out! (more)"

8. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"At first I was hesitant with using Rover.com. When I met Carolina she was very attentive to Blossom’s needs. After meeting Carolina, I was definitely comfort... (more)"

9. Lukas

I'll run and play with your dog!

Upper East Side, Milwaukee, WI, 53211

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Lukas has taken care of my yellow lab, Eddie, multiple times while I am either out of town on a longer vacation or when I need help during the day. Eddie is ... (more)"

10. Helen

Caring Cat Sitter and Dog Walker

Yankee Hill, Milwaukee , WI, 53202

Drop-In Visits, Dog Walking

3 repeat clients

"This is my first time ever using Rover and Helen was great! She was communicative, took both my dogs on a great, long walk and sent me pictures of them! I'll... (more)"

Confirmed Memorial day Availability
11. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"This was the first time leaving the little ones at the house by themselves and Sam was great! Our Morkie had already made fast friends on the meet and greet ... (more)"

12. Lydia

Loving college girl

Kilbourn Town, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Lydia's love for dogs is indisputable. Her warm and gentle interactions with her dog, her brother's dog, and any other dog she comes in contact with proves s... (more)"

13. Zach

Checkin' "pup" on your dogs

Shorewood, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"My two dogs absolutely LOVE Zach and prefer him over other sitters. He's a very responsible sitter and walker and has exceeded our expectations. Zach is def... (more)"

14. Dawn

Big or small- I love them all!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I am insured and bonded, certified in Pet CPR and Pet first Aid and a member of Pet Sitters international. I love dogs of all kinds and am... (more)

15. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Olivia was amazing with Zeus. He can be shy and timid and she worked with him until he got comfortable with her. She knew exactly what to do to gain his trus... (more)"

16. Natalie

Friendly & active dog walker/sitter

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Natalie is awesome. My dog, Callahan, just loves her. She has dog sat for us many many times. It has always been a great experience. Natalie shows great conc... (more)"

17. Jenni

Experienced & Loving Dog Sitter

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Jenni is the best!!! She took amazing care of my cat and was very proactive and diligent. She was also super flexible. I would hire her again in a heartbeat. (more)"

18. Hannah

Working part time, love walks

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Hannah did a great job!!! (more)"

19. Chris

Pooch-lovin' people person 4 ur pet

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Chris has a big heart and every animal in the world knows it. All kinds but especially dogs are attracted by his calm, laid-back demeanor and expert ear-scra... (more)"

20. Tasha

I LOVE dogs

Riverwest, Milwaukee, WI, 53212

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Tasha has watched my dog Chester in the past. She made him her first priority at all times. She used caution when taking him on walks especially when interac... (more)"

Dog lovers in Williamsburg, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Williamsburg pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Williamsburg, Milwaukee who meets your and your pet'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 pet, 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 pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Williamsburg, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: