Pet Sitting & Drop Ins in Fairfield, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Becky R.
1.
Rain or shine, let's run (or walk)!Fox Point, WI, 53217
Boarding, Drop-In Visits, Dog Walking

Becky was great! Came home to one happy pup! (more)

from
$25
per visit
Calendar Recently Updated
Jessica Z.
Loving sitter, enthusiastic walkerLower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Jessica did a great job looking after our cat. She gave great update everyday and gave us peace of mind that our cat was being taken care of. (more)

from
$18
per visit
Isaiah B.
3.
I Will Love Your Pets Like My OwnMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Always on time and awesome! (more)

from
$16
per visit
Confirmed availability: Easter Weekend
Duncan T.
4.
Friend to Dogs & Cats in Riverwest!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

You were so wonderful and having you come walk and hang with Hammy was incredibly helpful. Lots of communication and updates, and took the time to learn about m… (more)

from
$18
per visit
Confirmed availability: Easter Weekend
Kristina K.
Animals make me smile most!Brown Deer, WI, 53209
House Sitting, Drop-In Visits

Thanks Kristina for giving us peace of mind while we were away for the weekend!! (more)

from
$16
per visit
Calendar Recently Updated
6.
Friendly and Reliable Animal LoverMilwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Megan is such a responsible dog owner and loving pet caregiver. She’s had a dog of her own for a year and a half now and I have been amazed by the way she loves… (more)

from
$15
per visit
Confirmed availability: Easter Weekend
7.
Attentive & Caring - ♥️ Senior PetsWauwatosa, WI, 53213
Drop-In Visits, Dog Walking

Anna was absolutely wonderful with my cat Gwar! He took such a liking to her and she did a great job of keeping my updated on how he was doing. Highly recommend… (more)

from
$20
per visit
Calendar Recently Updated
8.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care

Cindy did a last minute drop in visit for me on a Saturday night for my 2 huskies. Everything went very well and I would definitely use her services again. Than… (more)

from
$22
per visit
9.
Caring, safe & dependable pet care!Fox Point, WI, 53217
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We are so lucky to have Suzi take care of our pets. She’s completely devoted to the process and embraces our dog and home with love and respect! (more)

from
$18
per visit
Calendar Recently Updated
10.
Happy to visit furry best friendsFox Point, WI, 53217
Drop-In Visits, Dog Walking

We had a great experience with Danny. He was patient with our rescue cats and very communicative throughout. Lots of photos and video which we really appreciate… (more)

from
$20
per visit
Calendar Recently Updated
11.
PhotographerMilwaukee, WI, 53218
House Sitting, Drop-In Visits, Dog Walking

Olivia goes above and beyond for the pups! She is definitely my favorite dog sitter. Olivia house sat as well and I totally trusted her in my home, taking care … (more)

from
$15
per visit
Calendar Recently Updated
12.
Helping keep pets happy and healthyGlendale, WI, 53209
Drop-In Visits, Dog Walking

Abby is SO great! We left Mila home for 7 days (we’ve only left her once and it was for two days with a friend). Abby was so great with her, she played with her… (more)

from
$16
per visit
Calendar Recently Updated
13.
Stay at home mom dog LOVER!Fox Point, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care

Katie is super wonderful! She is so kind and caring! I have known Katie for just about 5 years. She has welcomed our dogs into her home several times, and I kno… (more)

from
$20
per visit
14.
Love to walk and cuddle.Whitefish Bay, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Thank you Rhonda and sorry for all of the inconvenience! (more)

from
$15
per visit
Confirmed availability: Easter Weekend
15.
Care for dogs like they're childrenGlendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Jeff came through last minute for us. We planned an impromptu getaway so he made time to meet our dogs the day before we left. I was so rushed with things to do… (more)

from
$25
per visit
Confirmed availability: Easter Weekend
16.
Experienced Sitter in Glendale!!Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Becky is dependable and reliable. She had no problem coming into my home to take care of my 3 very different dogs with very different needs. She shared many … (more)

from
$23
per visit
Confirmed availability: Easter Weekend
17.
Jan 
Verified Background Check
I am a pet lover; home full timeWhitefish Bay, WI, 53217
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Excellent communication. Has always been available even on short notice. When I get home, I’m greeted with canine equivalent of “oh, it’s you (yawn)” (more)

from
$25
per visit
18.
Free belly rubs!Glendale, WI, 53209
Boarding, Drop-In Visits, Dog Walking

Very accommodating and Millie loved Nancy!!! Definitely would book Nancy again. (more)

from
$15
per visit
Confirmed availability: Easter Weekend
19.
Caring animal loverGlendale, WI, 53217
Boarding, Drop-In Visits, Dog Walking

Cassie went above and beyond taking care of my cats during my trip. She sent plenty of updates, made sure they had food and clean water bowls they whole time as… (more)

from
$20
per visit
Fun! Energetic! Loving!Glendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Elizabeth was amazing with our pup! He did have an accident, but she told us about it right away and cleaned it up without asking. She asked to bring her dog wi… (more)

from
$18
per visit

In Fairfield, Milwaukee, WI, dog lovers trust Rover.com for their pet sitting needs. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting in Fairfield can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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

Drop-In Visits