Pet Sitting & 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.

Search Results

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Blythe R.
1.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe watched my dog for the first time this past week, which is the longest I’ve been away from him! I was nervous to leave him with a new-to-us dog sitter fo… (more)

from
$35
per night
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Nicole H.
2.
Home All Day!Tippecanoe, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

The morning of our 1-night trip, I woke up to a text from my normal dog sitter, canceling. I didn't want to postpone the whole thing so I started looking for so… (more)

from
$40
per night
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Karen & Toy
Ready to play and cuddleAlverno, Milwaukee, WI, 53220
Dog Boarding

They were so flexible and accommodating to my indecisive times for drop off and pickup. I truly appreciated the flexibility and my dog had a blast. She was so… (more)

from
$28
per night
Confirmed availability: Memorial Day
Carina K.
4.
Home 24/7 NO KennelingLincoln Village, Milwaukee, WI, 53215
Dog Boarding, Doggy Day Care

Awwwww, words can not describe how amazing I feel relative to the service Carina provided for my baby boy! We had to leave one another for approximately 5 days … (more)

from
$45
per night
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Stephanie  G.
Steph's Bay View Dog SupportTippecanoe, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie was great! She sent photos of my dog every day to keep me updated. I wasn't worried about leaving him because I could tell he was having a great time! (more)

from
$40
per night
6.
Your dogs home away from home!Tippecanoe, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Dog Walking

Bailey provided frequent and great updates. Scout was sad to go so I know he had a great time. Mali and Scout were two peas in a pod. We will definitely be usin… (more)

from
$48
per night
Calendar Recently Updated
7.
I will treat your dogs like my own!Cudahy, WI, 53110
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Our 2 dauschunds had so much fun with Hannah and her fur babies. She sent us a ton of pictures which we loved! The dogs came home just as happy as we left them.… (more)

from
$55
per night
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Open and flexible dog attendeeKilbourn Town, 53233, WI, 53233
Dog Boarding, Doggy Day Care, Dog Walking

Isabella was amazing! She help us out with taking care of our little pup Bigos on last minute request. She was very flexible and easy to communicate and Bigos w… (more)

from
$35
per night
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9.
Pets are my favorite people!South Milwaukee, WI, 53172
Dog Boarding, Doggy Day Care

Monica is a wonderful sitter! She took great care of my dog Rocco. She sent lots of pictures of Rocco playing and having a great time. Her dog Dante is very swe… (more)

from
$45
per night
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10.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

My Ronaldo had a great time with Dan and Holly! Dan was really good about giving me updates on how he is doing. I will be rebooking them again. (more)

from
$35
per night
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11.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Jill took wonderful care of our pup in the week that he stayed with her. I was nervous about being separated from Macchi for the first time since we adopted him… (more)

from
$45
per night
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12.
Wiggle waggle and roll!Cudahy, WI, 53110
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Libby absolutely loves you and playing with all the doggie friends that are around. She is so well cared for and we are never worried when we leave her with yo… (more)

from
$40
per night
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13.
Let me love your baby like my own!Milwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

April has taken care of my dog many times! As a fellow dog lover, she is the most reliable and responsible person that I trust as a dog caregiver! I have known … (more)

from
$50
per night
Calendar Recently Updated
14.
WAH Dog Lover - Nice suburban setupGreenfield, WI, 53219
Dog Boarding, Dog Walking

Tyler is excellent with dogs. He has a ton of experience taking care of them including puppies and he genuinely loves animals. He is my go-to dog walker/sitte… (more)

from
$40
per night
Calendar Recently Updated
15.
Pampered poochOak Creek, WI, 53154
Dog Boarding

Debbie did a great job with both of my dogs. She figured out their personalities and individual needs within a few days an established a routine that worked for… (more)

from
$50
per night
Confirmed availability: Memorial Day
16.
Home ALL Day.Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Doggy Day Care

10/10 recommend Wendy and will book her again in an instant! My anxious but energetic pup had a great time with her, and she sent plenty of updates and pictures… (more)

from
$48
per night
17.
All the walks and all the cuddlesBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Dog Walking

Molly was awesome! She did such a great job taking care of our two big dogs for 5 days. Molly was a quick, responsive communicator and shared photo updates of o… (more)

from
$38
per night
Calendar Recently Updated
18.
I am a avid pet lover.West Allis, WI, 53214
Dog Boarding

She is fantastic. I had a good feeling about her when I made my choice. And if I were to need Willowsitting services again. Dawn will be my first choice! (more)

from
$40
per night
Calendar Recently Updated
19.
WHO let the 🐕 🐩 🐕 dogs out ???!?Bay View, Milwaukee, WI, 53207
Dog Boarding, Doggy Day Care, Dog Walking

Becca is a great sitter! My pup had really bad anxiety because of thunderstorms and Becca and her pup Rem were so kind to cuddle him and protect hum. She sent s… (more)

from
$75
per night
Calendar Recently Updated
20.
I love pets! Pets are family :)Avenues West, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Dog Walking

Megan has been a dog lover since she was a toddler. She grew up with a dog from birth and later helped raise a puppy starting at 10 years old. Over the years … (more)

from
$35
per night

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: