Pet Sitting & Drop Ins in Gra-Ram, 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)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Juneteenth
Sitter Profile Image: Devon W.
Verified Background Check
Sitter Profile Image: Devon W.
Verified Background Check

1. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Milwaukee, WI, 53207
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
57 reviews
28 repeat clients
from
$17
per visit
Profile image

Devon did a great job dropping in on our dogs while we were on vacation. They had very good communication, promptness, and even though our pups can be a handful Devon had no problem taking care of them.

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

2. Kailey S.

Star Sitter
Committed to making your pet happy
Oak creek, WI, 53154
5.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
81 reviews
19 repeat clients
from
$17
per visit
Profile image

Kailey was awesome! She came by for a meet and greet and took great care of our pup when we had to go away at the last minute. Very informative and sent lots of pics, we felt really comfortable knowing he was being taken care of. Thanks Kailey!!

Calendar Recently Updated
Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check
Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check

3. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Bay View, Milwaukee, WI, 53207
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
171 reviews
57 repeat clients
from
$18
per visit
Profile image

Karsyn was a great friend to Simba while we were away for a few hours! She was super responsive when we reached out for the initial visit and was very kind. Simba warmed up to her friendly personality right away, so we felt relieved when leaving him. Will definitely be using Karsyn again!

Confirmed availability: Juneteenth
Sitter Profile Image: Michele M.
Verified Background Check
Sitter Profile Image: Michele M.
Verified Background Check

4. Michele M.

Star Sitter
15+ yr pet owner & dog foster
Milwaukee, WI, 53221
0.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$20
per visit
Profile image

Michele is so kind and so helpful and Samson is always so happy to have had a visitor in the middle of my long days at work! Thanks Michele :)

Confirmed availability: Juneteenth
Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check
Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check

5. Rebecca S.

Fenced in yard on 1/2 acre lot
Town Of Lake, Milwaukee, WI, 53207
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
3 repeat clients
from
$20
per visit

Rebecca has great communication. She sent us daily updates and photos/videos. I loved receiving them knowing that my dog was happy and safe. Our pup was excited to stay at her house and he gets along great with her dogs. I will definitely be using her again in the near future.

Confirmed availability: Juneteenth
Sitter Profile Image: Alexy & Dylan G.
Verified Enhanced Background Check
Sitter Profile Image: Alexy & Dylan G.
Verified Enhanced Background Check

6. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$15
per visit
Profile image

Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜

Confirmed availability: Juneteenth
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check

7. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
133 reviews
43 repeat clients
from
$13
per visit
Profile image

Sarah is awesome! I recently adopted a very high maintenance half Persian cat. I had to leave town to visit family for 4 days. I found Sarah on Rover based on reviews. She came to meet my cat and his routine. She came to the house daily when I was gone. She very willingly, happily, and efficiently followed a long list of to do things (meal times with specific types of foods, food puzzles, setup automatic feeders, play time, litter box maintenance, etc) I Sarah went above and beyond to make me feel better about leaving my cat behind home alone for the first time. She did a wonderful job at taking care of the cat and making him feel safe and loved 🥰 I highly recommend Sarah with your fur babies!

Confirmed availability: Juneteenth
Sitter Profile Image: Amanda D.
Verified Enhanced Background Check
Sitter Profile Image: Amanda D.
Verified Enhanced Background Check

8. Amanda D.

Experienced pet owner
South Milwaukee, WI, 53172
5.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$13
per visit
Profile image

Amanda was an excellent sitter! She sent a lot of updates and had great communication!

Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check

9. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
115 reviews
39 repeat clients
from
$15
per visit
Profile image

Great communication always on time if there were any questions she asked. Very friendly and very good with the dog. Would highly recommend her for taking care of your dogs. Always sent pictures and an update on what was going on.

Calendar Recently Updated
Sitter Profile Image: Katie N.
Verified Background Check
Sitter Profile Image: Katie N.
Verified Background Check

10. Katie N.

Star Sitter
Here kitty kitty (and doggies too!)
Greendale, WI, 53129
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
10 repeat clients
from
$20
per visit
Profile image

Katie was awesome and our Luna loved her! Luna tends to be shy at first with new people but she warmed right up after a day and loved all the attention and playtime she was getting. Katie was thorough with her updates & sent great photos as well, I highly recommend and will be rebooking!

Sitter Profile Image: Julia R.
Verified Enhanced Background Check
Sitter Profile Image: Julia R.
Verified Enhanced Background Check

11. Julia R.

I have experience for dogs
Cudahy, WI, 53110
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$20
per visit
Profile image

Julia has been SUCH a huge help to me with my dog Payton. She’s very responsive, reliable, kind, sends the cutest pics while I’m away at work and takes amazing care of P. I would recommend her for any service you may need :)

Calendar Recently Updated
Sitter Profile Image: Elba M.
Verified Enhanced Background Check
Sitter Profile Image: Elba M.
Verified Enhanced Background Check

12. Elba M.

Rover 101
Star Sitter
Wiggle waggle and roll!
Cudahy, WI, 53110
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
133 reviews
51 repeat clients
from
$20
per visit
Profile image

Bella has stayed with Elba several times, she always comes home happy and well taken care of. She also comes home very tired as she goes on many walks and hangs out at the dog park! Elba is very flexible with her schedule and always sends updates to let me know how Bella is doing. I would highly recommend Elba!

Confirmed availability: Juneteenth
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check

13. Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
59 reviews
23 repeat clients
from
$20
per visit
Profile image

Everything went well and I appreciate your services!

Sitter Profile Image: Christine H.
Verified Enhanced Background Check
Sitter Profile Image: Christine H.
Verified Enhanced Background Check

14. Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
0.6 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
28 reviews
10 repeat clients
from
$20
per visit
Profile image

This was my first time using Rover. I had 6 amazing drop in visits for my two energetic boxers. Christine was wonderful taking care of them and helping them burn off some energy! She was amazing and I'd use her services again without a doubt. She provided great update pictures every day and she even brought in packages that were delivered while I was away.

Sitter Profile Image: Courtney W.
Verified Enhanced Background Check
Sitter Profile Image: Courtney W.
Verified Enhanced Background Check

15. Courtney W.

Caring and skilled and loves pets!
Morgandale, Milwaukee, WI, 53221
3.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
12 repeat clients
from
$20
per visit
Profile image

Courtney took wonderful care of our cat while we were on vacation. It was the first time we’d left Percy for so long so I had been a little nervous, but after meeting Courtney and seeing how much she loves animals I was sure he would be happy and safe. She kept in great communication with us, sending lots of photos and videos. She and Percy were best friends in no time! I wouldn’t hesitate to recommend her to anyone looking for care for their pet ☺️

Confirmed availability: Juneteenth
Sitter Profile Image: Kelsey S.
Verified Enhanced Background Check
Sitter Profile Image: Kelsey S.
Verified Enhanced Background Check

16. Kelsey S.

Dogs over People
Milwaukee, WI, 53221
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$25
per visit
Profile image

Kelsey was so friendly and accommodating as she watched my dogs! She checked in regularly and took great care of them. I'm definitely reaching out to her first next time I need a dog sitter!

Sitter Profile Image: Mary C.
Verified Enhanced Background Check
Sitter Profile Image: Mary C.
Verified Enhanced Background Check

17. Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
16 repeat clients
from
$15
per visit
Profile image

Mary is our go-to for animal care when we travel, and we couldn’t feel more comfortable leaving our two dogs in her care. She’s so sweet and treats them like her own, gives individualized attention and truly cares about their experience -and ours- while we are away. Tanner and Wrigley can’t wait to see you again!

Confirmed availability: Juneteenth
Sitter Profile Image: Mary G.
Verified Enhanced Background Check
Sitter Profile Image: Mary G.
Verified Enhanced Background Check

18. Mary G.

LGBTQ+, Dog Parent
Milwaukee, WI, 53221
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$16
per visit

Mary is an exceptional doggie caregiver! She has helped care for pets since she was a child and has had two wonderfully cared for dogs of her own as an adult. She also has dog sat for my own family when we have gone out of town and my dog was so excited to spend time with her. She would offer compassionate and attentive care to any dog that she is responsible for!

Confirmed availability: Juneteenth
Sitter Profile Image: Nicole D.
Verified Enhanced Background Check
Sitter Profile Image: Nicole D.
Verified Enhanced Background Check

19. Nicole D.

Star Sitter
Your dog will be loved!
Greenfield, WI, 53221
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$20
per visit

Without a doubt, the best pet sitter in the area. I was very happy to find Nicole, she is a true dog lover and takes amazing care of my dog, Kona. Kona wags her tail and is excited to stay with Nicole. Nicole will text over a picture and send me information on how Kona is doing. Nicole cares for Kona, the way I would. I never worry about Kona when Nicole is around. Thank you so much for giving me "Peace of Mind" while I'm out of town.

Sitter Profile Image: Amy Y.
Verified Background Check
Sitter Profile Image: Amy Y.
Verified Background Check

20. Amy Y.

Soft spot for senior dogs
Greenfield, WI, 53221
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$15
per visit

I would highly recommend Amy as a dog sitter!! She loves all dogs! Amy is a very kind and very caring person. Any dog would be treated extremely well in her care. She does have 2 dogs of her own but they are welcoming and play well with other pups. Highly recommend!

Search Map

Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Gra-Ram:

Dog owners in Gra-Ram, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Gra-Ram, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Gra-Ram, Milwaukee who can provide the care your pet needs, when they need it.

Drop-In Visits