Pet Sitting & Drop Ins in Lenox Heights, 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
Sitter Profile Image: Kathy S.
Verified Enhanced Background Check
Sitter Profile Image: Kathy S.
Verified Enhanced Background Check
1.

Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
31 reviews
12 repeat clients
from
$16
per visit

Kathy was able to help us cat sit on short notice and we came back to two very happy kittens. We were able to have a meet and greet prior to the visit and she took notes on our cats routine. It was great to receive daily pictures of our two cats. Thank you again Kathy and we’ll definitely be reaching out the next time our cats need some care.

Calendar Recently Updated
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check
2.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
7 repeat clients
from
$16
per visit

She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

Calendar Recently Updated
Sitter Profile Image: Kim S.
Verified Enhanced Background Check
Sitter Profile Image: Kim S.
Verified Enhanced Background Check
3.

Kim S.

Never lived a day without a pet
Glendale, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
13 repeat clients
from
$20
per visit

Kim has great communication and attention to detail. She clearly cares for animals dearly so I felt very comfortable having her check in on my cats. She gave nice updates and pictures.

Calendar Recently Updated
Sitter Profile Image: Rachel F.
Verified Background Check
Sitter Profile Image: Rachel F.
Verified Background Check
4.

Rachel F.

Crazy Cat Mom🐱
Wauwatosa, WI, 53213
Drop-In Visits
5.0
50 reviews
17 repeat clients
from
$20
per visit

Rachel did a great job caring for Teddy while I was away for the weekend. Teddy seemed so happy in the pictures she sent during her updates. Her arrivals were timely and her report outs were thorough. Rachel was very easy to communicate with via text message! I would definitely use Rachel again to watch Teddy!

Calendar Recently Updated
Sitter Profile Image: Kevin F.
Verified Background Check
Sitter Profile Image: Kevin F.
Verified Background Check
5.

Kevin F.

Rover 101
I’d swipe right on your dog
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
21 reviews
11 repeat clients
from
$17
per visit

Our dog loves Kevin! He takes excellent care of her and always makes sure she’s well excised, has plenty of water and is safe and sound when he leaves. Would recommend Kevin to our family and friends for pet care!

Calendar Recently Updated
Sitter Profile Image: Anna L.
Verified Enhanced Background Check
Sitter Profile Image: Anna L.
Verified Enhanced Background Check
6.

Anna L.

Attentive & Caring - ♥️ Senior Pets
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
56 reviews
18 repeat clients
from
$20
per visit

Anna was so great with our pup! Cleo was pretty nervous during a transition phase at the time and was nervous about eating. Anna was so amazing in being extra attentive and helping Cleo with her meals. Felt super reassured knowing cleo was in good hands!!

Calendar Recently Updated
Sitter Profile Image: Christina J.
Verified Background Check
Sitter Profile Image: Christina J.
Verified Background Check
7.

Christina J.

Experienced and attentive!
Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking
5.0
41 reviews
16 repeat clients
from
$20
per visit

My first time using rover. Christina was great with my high energy/ attention hungry cat. Always sent cute pics and kept me updated. I will be asking for her again the next time I’m out of town!

Calendar Recently Updated
Sitter Profile Image: Natalie F.
Verified Enhanced Background Check
Sitter Profile Image: Natalie F.
Verified Enhanced Background Check
8.

Natalie F.

Lover of all animals big or small!
Wauwatosa, WI, 53226
Boarding, Drop-In Visits, Dog Walking
5.0
13 reviews
2 repeat clients
from
$18
per visit

Thank you! I will definitely keep you in mind for future visits. ?

Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey F.
Verified Enhanced Background Check
9.

Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
17 reviews
2 repeat clients
from
$15
per visit

❤️❤️❤️

Calendar Recently Updated
Sitter Profile Image: Lisa L.
Verified Background Check
Sitter Profile Image: Lisa L.
Verified Background Check
10.

Lisa L.

Lots of puppy love in this house!
Wauwatosa, WI, 53213
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
4 repeat clients
from
$20
per visit

About: I grew up with puppies and all kinds of animals. My father is a man who just loves all animals. We recently got a Golden Doodle puppy after I bought my home this summer. I have 2 golden doodles and just love them to pieces I have been pet sitting for family and friends when they needed the last couple years. I would care for your fur baby and love them as much as we have love our own. My back yard is fenced in and i do have a large back yard. All outside activities are supervised. I work from home so can accommodate most routines that are needed with some grace. There are times I may need to leave and run errands or appointments but the pups will never be home alone too long. I can do doggy day care for the most part until 5pm (later would be on occasion with prior approval). I have 2 friendly dogs and a fenced in yard so to keep your puppy safe. I can also crate if needed. I have a teenage daughter that also helps and plays too!

Calendar Recently Updated
Sitter Profile Image: Kim L.
Verified Enhanced Background Check
Sitter Profile Image: Kim L.
Verified Enhanced Background Check
11.

Kim L.

Caring and experience dog lover
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
11 reviews
2 repeat clients
from
$14
per visit

Kim has watched my special needs pups. Administered medication and helped them to feel calm. She’s practical and good with directions. Spoils with love and attention without allowing bad habits and behavior. The pups respond really well to her!

Calendar Recently Updated
Sitter Profile Image: Greg B.
Verified Enhanced Background Check
Sitter Profile Image: Greg B.
Verified Enhanced Background Check
12.

Greg B.

Around Here Cats Is King
Milwaukee, WI, 53216
Drop-In Visits
5.0
3 reviews
from
$14
per visit

Greg was the perfect person to take care of my 3 cats while I was gone for the holiday! He communicated well and sent plenty of pictures. He definitely eased my anxiety about using Rover for the first time.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Travis H.
Verified Background Check
Sitter Profile Image: Travis H.
Verified Background Check
13.

Travis H.

Rover 101
Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
5.0
179 reviews
72 repeat clients
from
$25
per visit

This was a great first experience with Rover. Travis took the time to learn how to give my cat insulin and did great! We appreciated the daily check-in card, and I really appreciated Travis bringing in a few packages that were delivered which we totally forgot about. Love knowing that we have someone we trust to watch our floof. Much thanks!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
14.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
3 repeat clients
from
$25
per visit

Many years ago, Cindy taught me how to train my dog with compassionate firmness. Her patience with my pup, and good humor with me, emboldened me to get a second dog. I have known Cindy to rescued and train several dogs over the years. Over two decades of pet ownership and knowing Cindy, there are few people I would trust more to walk and sit my dogs. But don't take just my word for it, watch your dog fall in love with her - whatever she's whispering, dogs respond.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kaitlin G.
Verified Enhanced Background Check
Sitter Profile Image: Kaitlin G.
Verified Enhanced Background Check
15.

Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
17 reviews
2 repeat clients
from
$19
per visit

Thank you for taking care of our kitties! We felt super safe leaving them with Kaitlin over the long weekend and would definitely hire again.

Sitter Profile Image: Rachel G.
Verified Enhanced Background Check
Sitter Profile Image: Rachel G.
Verified Enhanced Background Check
16.

Rachel G.

Love all animals like they are mine
Kops Park, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
14 repeat clients
from
$20
per visit

Rachel is great as always! She goes above and beyond every time.

Sitter Profile Image: Kristin R.
Verified Enhanced Background Check
Sitter Profile Image: Kristin R.
Verified Enhanced Background Check
17.

Kristin R.

Animal lover
Enderis Park, Milwaukee, WI, 53210
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
28 reviews
10 repeat clients
from
$15
per visit

Kristin was so great with my cats! I was gone for two weeks and never worried about them while they were in her care. She played with them and I got lots of photos. I highly recommend her!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Crystal A.
Verified Enhanced Background Check
Sitter Profile Image: Crystal A.
Verified Enhanced Background Check
18.

Crystal A.

Fire fighter who loves doggos 😊😊
Enderis Park, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
1 repeat client
from
$18
per visit

Crystal is a very hard working woman and a wonderful dog mom to Zoey, a beautiful black lab that I've had the pleasure to care for for a few years! Zoey is so lucky to have crystal as her mom! Crystal puts her first and treats her like her child, as it should be! As hard as crystal works, she still gives Zoey all of her attention and makes sure Zoey is living her best life!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Brittany H.
Verified Enhanced Background Check
Sitter Profile Image: Brittany H.
Verified Enhanced Background Check
19.

Brittany H.

We all scream for Fur Babies :)
Uptown, Milwaukee, WI, 53210
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
from
$25
per visit

Brittany has been my pet sitter for 3yrs now. I never had any issues with her pet sitting. She is very reliable and understanding. Keep up the great work :)

Calendar Recently Updated
Sitter Profile Image: Danielle P.
Verified Enhanced Background Check
Sitter Profile Image: Danielle P.
Verified Enhanced Background Check
20.

Danielle P.

Happy Pet, Happy Life!
Grasslyn Manor, Milwaukee, WI, 53216
Drop-In Visits, Dog Walking
5.0
4 reviews
from
$18
per visit

Danielle was amazing. She was super responsive and easy to work with. Our dog Taz loved her as well. I have nothing but positive things to say and we will definitely be using Danielle again in the future.

Search Map

Pet parents in Lenox Heights, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

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 Lenox Heights 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 Lenox Heights, 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 pet sitter or dog walker. 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 Lenox Heights, 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