Pet Sitting & Drop Ins In Upper East Side 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

Calendar Recently Updated
Isabella C.
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
Rhonda G.
2.
Love to walk and cuddle.Whitefish Bay, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rhonda took very good care of Pickles. She sent lots of pictures. Took her on lots walks, and gave her a lot of attention. Very satisfied with the care Pickles … (more)

from
$30
per night
Carole & Shannon C.
east side dog-whisperersMurray Hill, Milwaukee, WI, 53211
Dog Boarding

Carole and Shannon are amazing! They took great care of my dog and really made him a part of the family! It was very comforting knowing that while I was away my… (more)

from
$35
per night
Calendar Recently Updated
Jennifer T.
Your dogs second best friend.Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Thanks Jenny for taking care of my girl Daisy. I didn’t want to leave her behind but felt better when you sent all the kind words and pictures of my couch potat… (more)

from
$45
per night
Calendar Recently Updated
Megan P.
5.
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
Calendar Recently Updated
Not a tail that’s not waggingRiverwest, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jess has been around dogs her whole life and has always loved them. It does not matter what kind of dog it is, as soon as that pooch enters the room, Jess light… (more)

from
$40
per night
Calendar Recently Updated
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Malissa was wonderful! She was so accommodating with pick up and drop off times. Toby has a blast staying with her and she sent photos and updates every day! I … (more)

from
$55
per night
Confirmed availability: Memorial Day
I’m a dog lover! ?Lincoln Creek, Milwaukee, WI, 53216
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kadijah was great! Would definitely feel comfortable having her board my dog again and would recommend her to any friends or family that needed a dog boarded. … (more)

from
$60
per night
Calendar Recently Updated
9.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

Deann was great! She sent us updates and pictures of walks and playing. I know that Waski had a great time with the other dogs too. Thanks a bunch! (more)

from
$35
per night
Calendar Recently Updated
10.
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
Confirmed availability: Memorial Day
11.
Hi! I'm Camille !Lower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Camille did a great job taking care of my Benji! I was so nervous about leaving him overnight with someone I didn’t know very well, but Camille kept me updated … (more)

from
$80
per night
Confirmed availability: Memorial Day
Must Love DogsLower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lauren and Derek were awesome and patient with my anxious pup. They sent frequent updates while I was away and were very accommodating to my travel schedule. (more)

from
$40
per night
Calendar Recently Updated
13.
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
Calendar Recently Updated
14.
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
Calendar Recently Updated
15.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor was awesome! She watched our 8 year old chihuahua who is a rescue and is really shy with new people. This was our first time leaving Pinky since we adopte… (more)

from
$75
per night
Calendar Recently Updated
16.
Home full-time - available to hostUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Lori and her family were wonderful and so accommodating. She kept me updated with pictures the entire time and made being away from my fur baby so much easier! … (more)

from
$50
per night
Confirmed availability: Memorial Day
17.
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
Calendar Recently Updated
18.
We <3 all furbabies here!Murray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Marissa has always been on time to walk my dog and loves her as if it were her own. I highly recommend her for taking care of your dogs. (more)

from
$50
per night
Confirmed availability: Memorial Day
19.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Our one year old German Shepherd had a wonderful weekend with Cindy and her family. We loved getting pics and updates about his stay. I would recommend Cindy … (more)

from
$35
per night
20.
Pet loving flexible college studentUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Julia was AMAZING! She was my first sitter on Rover, so I was very nervous dropping Annabelle off. Julia reassured me by sending me photos of my pup throughout … (more)

from
$30
per night

Dog lovers in Upper East Side Milwaukee, WI love pet sitters on Rover.com. Over 08 pet owners have reviewed pet sitters on Rover in Upper East Side, Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

Rover.com is the simple, savvy way to find and book Upper East Side 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 Upper East Side 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 Upper East Side Milwaukee, 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: