Pet Setting & Drop Ins in Arlington Heights, Milwaukee

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

Available this weekend
1. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

47 repeat clients

"This was our first time hiring Lori - she is wonderful! Very friendly and kind; dependable and conscientious; caring towards your furry ones. Will absolute... (more)"

Available this weekend
2. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"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)"

3. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

22 repeat clients

"I won't trust anyone but Brian and Becky with my baby Rock! Brian has a calming way with dogs and is a dream come true. My doggie and I both feel very lucky ... (more)"

4. Racheal

Never met a dog I didn't like

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

About: I've had dogs of all sorts and sizes my entire life. From training to going for walks to simply hanging on the couch, I always enjoy furry company... (more)

5. Paige

Home full-time, will jog with dog!

Murray Hill, Milwaukee, WI, 53211

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

"Paige is such a wonderful presence. She can get along with anyone splendidly...as well as with anyone's dog! She is attentive, careful, and loving to all the... (more)"

6. Katryn

Ready to Meet the Dogs of MKE

Historic Third Ward, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"Katryn is a natural when it comes to dogs. She was with my 3 bulldogs for a whole weekend and was wonderful! They loved her so much they were always in the s... (more)"

7. Brooke

Caring & Experienced Dog Sitter

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Brooke did a wonderful job! When we got home our dogs were happy and tired. While we were gone Brooke took pictures of our dogs and let us know what they did... (more)"

8. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Sarah is amazing! Our dog is 8 weeks old and she helped us a ton while my wife and I were at work. Thank you so much Sarah!! Best part of my morning was gett... (more)"

9. Hunter

Dog lover exploring Milwaukee!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Hunter was amazing with my Schipperke, Chunk and my Chihuahua, Kitty. There was only one issue... I think they like him more than they do me me. (more)"

10. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

1 repeat client

"I’ve known Lainie for 6 years and she is absolutely the best dog sitter; my dog Lola loves her! She is responsible, compassionate and genuinely a true anima... (more)"

11. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Laurie was a consummate professional in our home and highly experienced and skilled with my dogs! I can't say enough nice things about Laurie, she instantly ... (more)"

Available this weekend
12. Jonathon W. & Kelsey

Great for last minute requests!

Harambee, Milwaukee, WI, 53212

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

4 repeat clients

"They are both great! They were so flexible and were able to handle my last minute request to watch him. I was able to go through my day knowing Diesel was in... (more)"

13. Jessica

Will Run/Hike for K9 Kisses!

Upper East Side, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Jessica watched our dog Bosun this past Friday. Took fantastic care of him and sent us some great photos of their adventures. Will definitely book again. ... (more)"

14. Kayley

I go on a lot of walks with dogs

Downer Woods, Milwaukee, WI, 53211

Drop-In Visits, Dog Walking

About: I am 21 years old and I have been around dogs my whole life. When I lived with my parents I had one dog at my mom`s house and two dogs at my dad`s ... (more)

15. Emily

Caring, Committed & Active

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"5 out of 5 stars. Emily was awesome! Picked her profile out of many in or area because of her self described love for dogs along with her trustworthy experi... (more)"

16. Sarah

Caring & Reliable Dog Lover

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

2 repeat clients

"Sarah is great with communication and we feel at ease leaving our puppy in her hands. Happy to have found her!! (more)"

17. Lizzi

Dog's Best Friend

Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"First time using Rover and couldn't have asked for a better experience! Lizzie is a Rover veteran so she gave us tips on the app and how it works. We have ne... (more)"

18. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

8 repeat clients

"Monica took such great care of my dog max, he loves when she comes to take him for his walks. She has also kept him overnight while we were away on vacation.... (more)"

19. Nika

Dogs make me smile more than babies

Lower East Side, Milwaukee , WI, 53202

Drop-In Visits, Dog Walking

6 repeat clients

"Nika leaves us feeling reassured when we are away. She's prompt with her check-ins and we always come home to a happy pup. We are fortunate to have found he... (more)"

20. Jo Ann

I want to connect with your pet!

Riverwest, Milwaukee, WI, 53212

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

5 repeat clients

"Jo A is a true animal lover and animals love her. She has been a pet sitter for my two cats, Babs and Sweeney, while I've been out of town. She is very relia... (more)"

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Learn About Premier

Pet parents in Arlington Heights, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Arlington Heights, 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 Arlington Heights, 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 Arlington Heights, 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: