Pet Setting & Drop Ins in Tippecanoe, 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

23 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)"

Confirmed New Years Availability
2. Meghan

Responsible & Caring Dog-Lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I've been a dog lover all of my life. I grew up with Golden Retrievers and dream of someday having a Great Dane, but I'm comfortable with dogs of a... (more)

3. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

3 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)"

4. Tiffany

Pet sitter in the southside area!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"We had a meet and greet with Tiffany before and we're so impressed by how attentive she was to our dog & her daily routine. We then booked her for 3 visits ... (more)"

5. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Jen watched my dog, Bailey, last summer when I went on a two month trip. She was great with Bailey and really flexible about my return date. Bailey is a s... (more)"

Confirmed Holiday Availability
6. Jessica

Animal Lover to the fullest!

Town Of Lake, Milwaukee , WI, 53207

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Our separation-anxiety-ridden, scared-of-strangers, doesn't-eat-when-she's-alone dog LOVED Jessica! I truly appreciated getting text updates while we were aw... (more)"

7. Matt

Ready to hang with your dogs!

St. Francis, WI, 53235

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

"Matt and Jackie are wonderful dog owners. They adopted a foster dog that needed some extra love and attention. They gave Freddy the exact home he needed with... (more)"

Confirmed Holiday Availability
8. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Hello All I am writing here on behalf of Steven Hawley who has been a regular dog sitter for our West Highland Terrier "Molly" Our Molly is an extremel... (more)"

Confirmed Holiday Availability
9. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"In my mind, Katherine and dogs are inseparable. Over the ten plus years we have known each other, her love and care for dogs has always shined though. I woul... (more)"

Confirmed Holiday Availability
10. Isaiah

A Good Time Training and Playing

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Isaiah understood my unique instructions and provided detailed feedback during time spent with my puppy. He took great pictures and set my mind at ease. I wo... (more)"

Confirmed Holiday Availability
11. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Terry is the best, we immediately saw her love for animals, and Badger was comfortable with her right away. She was here when she said she was going to be h... (more)"

Confirmed Holiday Availability
12. Amanda

Young Dog Enthusiast

Alverno, Milwaukee, WI, 53221

House Sitting, Drop-In Visits

2 repeat clients

About: -I have owned a dog for 5 years -I have dog sat for multiple families for over 10 years -I am comfortable with and have experience with dogs of a... (more)

13. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Chrissy was great! She helped me out last minute and gave me an update once she left! I will definitely consider Chrissy in the future! (more)"

Confirmed New Years Availability
14. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

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

8 repeat clients

"Super great and flexible with our ever changing schedule! Loved the updates while we were away. (more)"

15. Julia

Kind pup lover

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Ive personally had a dog for 9 years, his name is Oscar and hes a super human loving shi zhu. I walk oscar 3 times a day, since he doesnt use our y... (more)

16. Svea

Dog mom w/extra time & love to give

Bay View, Milwaukee , WI, 53207

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

"Svea is a very caring person. She takes full charge of the wellbeing of her and occasionally other peoples dogs. She chooses dog food and treats carefully. S... (more)"

17. Aleisha

Nothin but Smooches for your Pooch!

Bay View, Milwaukee, WI, 53207

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

1 repeat client

"I asked Aleisha, last minute, to watch my Corgi 'Rose' so that I could attend a family get together. She had no issues with the short notice and I was able t... (more)"

18. Whitney

Extreme love for dogs and cats!!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs and cats my entire life. I was responsible for all care for them. I know how to treat animals with the love and respect they deserv... (more)

19. Katie

Fit and active animal lover

Morgandale, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Katie has done exceptional work with dogs in the past. Her recent volunteer work with her local dog shelter has shown that. She loves and cares for each and ... (more)"

20. Cassie

Full time animal lover!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I love all animals and would be honored to meet yours! I love staying active with walking my own dog and would love the opportunity to walk and tak... (more)

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Learn About Premier

When it comes to pet sitting, dog owners in Tippecanoe, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of pet sitting in Tippecanoe may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting 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 Tippecanoe, 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 Tippecanoe, 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 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 Tippecanoe, 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: