Pet Setting & Drop Ins in Holler Park, Milwaukee

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

Calendar Recently Updated
1. Amber

Every visit will be an adventure!

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amber did an awesome job taking care of my dog Isabella, she sent me daily updates including photos of how she was doing. It was comforting coming home and ... (more)"

Confirmed availability
4th of July
2. Lelia

Always home to love on your dog!

Oak creek, WI, 53154

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

"Lelia is just amazing! My dog had the best time at her place, playing with her sweet Maggie and her sons, getting all the cuddles he could possibly need. He ... (more)"

Calendar Recently Updated
3. Tori

Dog lover, owner, and runner!

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

1 repeat client

"Tori was just great. She sent pictures and played so well with him. She gave a ton of information on her stay. I would recommend to anyone. (more)"

Calendar Recently Updated
4. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

7 repeat clients

"Heather was great with our dog! She is a crazy puppy and took to her very quickly. I loved the Rover Report cards she sent each day. (more)"

Calendar Recently Updated
5. Tiffany

Caring Petsitter on the southside!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Tiffany was quick to respond to my messages, took detailed notes during our meet & greet, and was very friendly. I came home from vacation to two healthy, ha... (more)"

Calendar Recently Updated
6. Erendira

Outdoorsy dog loving student!

Bay View, Milwaukee, WI, 53207

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

7 repeat clients

"Eren was amazing. I literally had my original sitter cancel last second due to a family emergency, then Eren stepped up into an unknown situation and knocked... (more)"

Calendar Recently Updated
7. Alli

Home full time- fenced in yard

Bay View, Milwaukee, WI, 53207

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

3 repeat clients

About: I own two large friendly dogs of my own and would love to welcome your dog into my house too. I work from home so they will never be unattended, my... (more)

Calendar Recently Updated
8. Alexandria

Walks by Lake

St. Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ally has been taking care of my puppy golden retriever (Jordy) for a few months now and she is phenomenal. She is very reliable, consistent, and goes the ext... (more)"

Calendar Recently Updated
9. Stacey

Your dog will be my family too!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Stacey is wonderful with animals! She has taken care of my dog on several occasions, both just stopping in to let the dog out for a few minutes as well as do... (more)"

10. Paige

Experienced & Caring Dog Sitter

Oak Creek, WI, 53154

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

1 repeat client

About: Hello there! My name is Paige, I am a responsible 20-year old who currently goes to school at UW-Milwaukee and works part-time at the Wisconsin Hum... (more)

11. Katherine

Loving, caring & responsible.

Greenfield, WI, 53220

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

1 repeat client

"Words cannot express how amazing Katherine is with your beloved family members! She treated my Golden Retreiver and German Shepherd like they were her own. F... (more)"

Confirmed availability
4th of July
12. Miranda

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Miranda was very good at taking care of our dog when we were on vacation. She was trustworthy and the dog still likes to great her when he sees her. She al... (more)"

Confirmed availability
4th of July
13. Kimberly

Your baby is my baby while away!

St francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Kimberly was referred to me by our normal Rover sitter (knew she was coming highly recommended since our normal sitter uses her for her own dogs when she nee... (more)"

14. Jason

Bay View Jason at your service.

Tippecanoe, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Jason is great with dogs. We have a rescued golden retriever that has gone through some retraining so we ask that he continues to reinforce those rules when ... (more)"

Calendar Recently Updated
15. Mandy

Fur Mom looking to help with yours

Bay View, Milwaukee, WI, 53207

Dog Boarding, Drop-In Visits, Dog Walking

"Mandy is absolutely great with dogs. I have watched her interact with dogs of all shapes and sizes. She is passionate about her work with dogs and can defini... (more)"

16. Nathalia

Loving, Reliable & Energetic sitter

Gra-Ram, Milwaukee, WI, 53221

Drop-In Visits, Dog Walking

"Nathalia did a wonderful job, multiple times now, taking care of our dogs. She kept with the schedule we discussed, exercised and fed our dogs, and made the... (more)"

Confirmed availability
This weekend
17. Christine

Let me love your pooch like you do!

Tippecanoe, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs. In my adult life I’ve had four amazing dogs of my own who have been my soul mates, best friends, and children. I know firsthand how di... (more)

Calendar Recently Updated
18. Chantell

Lots of love and tummy rubs

Cudahy, WI, 53110

Drop-In Visits, Dog Walking

"She loves and is great with animals. I can't imagine any one better to be taking care of my dogs when I need a dog sitter. She is the most caring person I kn... (more)"

Confirmed availability
This weekend
19. Alle

If your pet loves to run,I do too!

Wilson Park, Greenfield, WI, 53221

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

"She's a very good pet sitter and since she's an animal lover,that makes her a bonus. She'll send you pictures of your dog and since she has a dog of her own,... (more)"

Calendar Recently Updated
20. Jacob

Animal lover all around!!

Holler Park, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Owned multiple dogs, love playing with them and walking them. Never met a dog who doesn't like me! Animals are my passion and I plan on making my c... (more)

When it comes to pet care and pet sitting, pet owners in Holler Park, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover.com is the simple, savvy way to find and book Holler Park, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Holler Park, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Holler Park, 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: