Pet Setting & Drop Ins in Dineen Park, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

22 repeat clients

"Lori was very nice and super friendly to my dogs. She was really great on keeping me posted on her visits and sending me pictures of my dogs. (more)"

2. Kalie

Passion for helping pups!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Kalie is an exceptional dog caregiver. She has watched my pooch numerous times and never disappoints. She isattentice and caring when it comes to any animals... (more)"

3. Leah

Animal Loving Teacher

Washington Heights, Milwaukee , WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

About: I've had pets my entire life. I was raised in a home with cats, dogs, hamsters and a bunny. I absolutely love animals, especially cats and dogs, an... (more)

Confirmed Holiday Availability
4. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

8 repeat clients

"Sara did a great job with our high energy, large dogs - especially given that it was a long term drop in visit (8 days). She is reliable and handled the dogs... (more)"

Confirmed Holiday Availability
5. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Cindy will provide a safe, loving home for your dog away from their home. Cindy is a compassionate, kind and a wonderful person who loves dogs. Whether you n... (more)"

Available this weekend
6. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

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

"Sarah is so great with animals of all types: big dogs, little dogs, cats, kittens. She recently rescued and raised several extremely young kittens that had b... (more)"

7. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

9 repeat clients

"I have known Brian and Becky for years, and had the privilege of knowing their sweet dog Bernie as well. Brian adored and cared for Bernie, and I have very f... (more)"

Confirmed Holiday Availability
8. Lindsay

"Dog lover" is an understatement!

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I couldn't be happier with the absolutely fantastic care Lindsay gave my puppy Henley the last few days while I was working! She definitely knows what's she'... (more)"

Confirmed Holiday Availability
9. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Drop-In Visits

85 repeat clients

"Tia was amazing! We were gone for a few days and she did the drop in visits. She kept us up to date on everything-sent us pics and videos! She was very profe... (more)"

10. Elena

Dogless dog lover looking to dogsit

Wauwatosa , WI, 53226

Drop-In Visits, Dog Walking

1 repeat client

"Elena did a great job caring for and exercising our large dogs while we were out of town. Very reliable - definitely will book again next time! (more)"

11. Betsy

doggy foster mom-love being outside

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits

2 repeat clients

"Betsy is so great with dogs. She fostered numerous dogs in recent months and knows when she is too busy to take on longterm dogs. This is a great way for her... (more)"

12. Brianna

A Home For All Dogs!

Bluemound Heights, Milwaukee, WI, 53213

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Brianna was fantastic! I will definitely use her again in the future! (more)"

13. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole was wonderful to work with and made the process of booking a pet sitter very easy. She took the time to keep us posted on how things were going at hom... (more)"

14. Lauren

Experienced Dog Sitter and Lover

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Lauren loves all animals, but she especially loves dogs. Her dog, Alfie, is the most pampered pooch ever! Lauren has provided care for numerous dogs, and s... (more)"

15. Sara

A tired dog is a well behaved dog!

West Allis , WI, 53214

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I would highly recommend Sara as a dog sitter. She has a very kind and caring approach. I have had her take care of my two dogs multiple times. She has tons ... (more)"

16. Allison

Dog Lover ready to help your pup!

Cooper Park, Milwaukee , WI, 53222

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

About: I'm 27 and I can't remember a point in my life where I did not have a dog. I'm a lover of all breeds. I'm most experienced with labs. I'm a fur mam... (more)

17. Hania

Energy to match your dog's

Martin Drive, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Hania is a high energy, active and fun individual who exhibits a special bond with our furry friends. She is very respectful of every creature she meets and ... (more)"

18. Katelyn

Dog lover at heart

Wauwatosa , WI, 53213

Drop-In Visits, Dog Walking

About: I have lived with a dog ever since I was 4 years old and dogs have been a huge part of my life ever since! My family has had the following breeds: ... (more)

19. Sam

We'll love your furbaby like ours

Martin Drive, Milwaukee, WI, 53208

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

About: Experienced dog owner of 3. We are local business owners who work from home, so we are available to be there for your furbaby, while they play with... (more)

20. Marisa

Experienced, Friendly and Active

Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits

"Marisa absolutely LOVES dogs! She has cared for, walked and watched our dog on numerous occasions. She is a responsible dog watcher - taking them on walks,... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Dineen Park, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Dineen Park pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Dineen Park, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Dineen Park pet sitters and avoid the kennel.

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 Dineen 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: