Pet Sitting & Drop Ins in Whispering Hills, 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

Awesome experience! Very responsive, polite & knowledgeable. Right on time for visit. Will definitely use Becky again! (more)

from
$20
per visit
Confirmed availability: Easter Weekend
Kristina K.
Animals make me smile most!Brown Deer, WI, 53209
House Sitting, Drop-In Visits

Kristina did a great job watching my cats for me while I was gone! (more)

from
$16
per visit
Calendar Recently Updated
Jen G.
3.
Jen 
Verified Background Check
Experienced Dog & Cat Lover ❤️Menomonee Falls, WI, 53051
Drop-In Visits, Dog Walking

Jen did an amazing job with our fur babies. She gave them the love, attention and care they needed while we were gone and sent cute picture every visit. We were… (more)

from
$20
per visit
Calendar Recently Updated
Dyana R.
4.
Loving Care When you Can't be thereMequon, WI, 53092
Drop-In Visits, Dog Walking

Dyana is the person we regularly contact to look in our dogs when we are gone for the day. She is always reliable and trustworthy. We're so glad to have someo… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
Anna L.
5.
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
6.
One Dog At A TimeMenomonee Falls, WI, 53051
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Teresa was absolutely amazing with my 2 cats-she went above and beyond and really took time to get to know them. Teresa made me feel at ease leaving them and up… (more)

from
$20
per visit
Calendar Recently Updated
7.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care

Cindy is great with our dog that is very shy and likes to hide and has really bad separation anxiety. I always feel good when Cindy’s there to take care of them… (more)

from
$22
per visit
Calendar Recently Updated
Young, Flexible Dog-Lover :)Cedarburg, WI, 53012
Drop-In Visits, Dog Walking

Aislinn did an amazing job taking care of our two dogs Thor and Gunnar! She even made an extra midday checkin on the first day when the dogs decided to be naugh… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
9.
PhotographerMilwaukee, WI, 53218
House Sitting, Drop-In Visits, Dog Walking

Olivia is a responsible, conscientious, and reliable pet caregiver. She has grown up with pets all her life and has done pet sitting as well. Pets seem to love … (more)

from
$15
per visit
Calendar Recently Updated
10.
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
Calendar Recently Updated
11.
Can't wait to take care of your petMenomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

Hannah actually lives in the same building so she didn’t have to travel and it was a great arrangement. There was a problem with the smoke detector going off an… (more)

from
$14
per visit
Calendar Recently Updated
12.
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
Confirmed availability: Easter Weekend
13.
Guaranteed tail wags!Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

Allison is a natural and clearly loves dogs of all kinds. She quickly bonded with my two very large dogs (90 lb and 110 lb) and was great at swapping in for 3 d… (more)

from
$14
per visit
14.
Caring, safe & dependable pet care!Fox Point, WI, 53217
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Suzi was great. Jumped in at the last minute when another sitter canceled. Daily updates were personable and detailed. Bogey was a happy camper when I returned.… (more)

from
$18
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 watched our cat for the first time recently and we were so happy with her care! Trusting a new sitter with your pet is always be a little scary, but our t… (more)

from
$23
per visit
17.
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
18.
Animal Loving Full Time Pet SitterMilwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cassie is an excellent pet sitter. She was clear and timely in her communication and my cat obviously adores her. Will be using her services again! (more)

from
$25
per visit
Confirmed availability: Easter Weekend
19.
❤🐾Reliable Caring Flexibility⛑🐕😸Northridge Lakes, Brown Deer, WI, 53223
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sharon was amazing! We are new to the area and this was our first time needing to find someone to watch our two large Newfie’s. We found Sharon here on Rover. S… (more)

from
$25
per visit
Confirmed availability: Easter Weekend
No Animal Left BehindNorth Meadows, Milwaukee, WI, 53224
House Sitting, Drop-In Visits, Dog Walking

Jamaycia was just great! Visits were done as requested and all instructions folled perfectly! Thanks Jamaycia... I'll be calling on you again! (more)

from
$12
per visit

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Whispering Hills, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Whispering Hills pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Whispering Hills, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Whispering Hills, 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