Pet Sitting & Drop Ins in Heritage 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

Confirmed availability: Easter Weekend
Sitter Profile Image: Nycole T.
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Sitter Profile Image: Nycole T.
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1. Nycole T.

Happy paws, happy life!
Menomonee Falls, WI, 53051
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
64 reviews
23 repeat clients
from
$20
per visit

Nycloe is wonderful! She is very attentive and considerate, and responsive! I love that she sends photos of everything - our kitties, the food and water, even the treats she puts out. She goes above and beyond on every visit and I will be booking with her again for all my future travels.

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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2. Jeanee S.

Pets just get me!
Menomonee Falls, WI, 53051
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$20
per visit

Jeaneé is the best. We’ve used her several times now. We always get pictures of the adventures they have together, and updates! We know our animals appreciate having her around.

Sitter Profile Image: Dave S.
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Sitter Profile Image: Dave S.
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3. Dave S.

Pet loving dad 🐶🐈🐈‍⬛🐈🐈‍⬛
Brookfield, WI, 53005
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
117 reviews
37 repeat clients
from
$21
per visit

This was our first time with Dave visiting my older cat. He took excellent care of him, making sure he addressed all of his needs. Dave updated us regularly with pictures and videos which was comforting to see our cat adjusting just fine. It was nice to know he was in good hands. I would highly recommend Dave and will be sure to book with him again in the future.

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Sitter Profile Image: Christina J.
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Sitter Profile Image: Christina J.
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4. Christina J.

Experienced and attentive!
Wauwatosa, WI, 53226
5.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
19 repeat clients
from
$20
per visit

Had a great experience with Christina. It was our first time using Rover and we were very happy. She took the worry out of being away. Thank you!

Confirmed availability: Easter Weekend
Sitter Profile Image: Rachel F.
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Sitter Profile Image: Rachel F.
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5. Rachel F.

Crazy Cat Mom🐱
Wauwatosa, WI, 53213
5.9 mi. away
Drop-In Visits
5.0 out of 5 stars
51 reviews
17 repeat clients
from
$20
per visit

Rachel was an amazing sitter for my cat Lily. She was quick to respond, a great communicator, and made sure to send lots of photos. I would highly recommend her as a sitter and will definitely be booking her again the next time we're out of town!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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6. Tegra R.

The right Mama to care 4 your baby
Milwaukee, WI, 53223
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
9 repeat clients
from
$18
per visit

Amazing! Thank you for caring for my fur babies!

Confirmed availability: Easter Weekend
Sitter Profile Image: Karlee P.
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Sitter Profile Image: Karlee P.
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7. Karlee P.

Work from home dog mom
Menomonee Falls, WI, 53051
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$19
per visit

Karlee was amazing with our fur baby. We took a longer trip and I thought I would be worried about Max, but I wasn’t! I highly recommend Karlee! I will be a repeat customer.

Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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8. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
3.3 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
556 reviews
339 repeat clients
from
$22
per visit

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. Thank you, Cindy!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jen G.
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Sitter Profile Image: Jen G.
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9. Jen G.

Experienced Dog & Cat Lover ❤️
Menomonee Falls, WI, 53051
1.6 mi. away
Drop-In Visits
5.0 out of 5 stars
63 reviews
24 repeat clients
from
$22
per visit

Jen is awesome. This was my second time booking with Jen and she took excellent care of my dog and cat. She took my dog for a long nature walk while I was away and sent lots of pictures. She is an animal lover and a reliable sitter. We will be booking with her again.

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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10. kiki A.

Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
2.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$15
per visit

Kiki did a terrific job with my dog. She showed up on time, did what I had asked of her, and sent me reassuring reports of her visits. I am very pleased.

Confirmed availability: Easter Weekend
Sitter Profile Image: Mariel A.
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Sitter Profile Image: Mariel A.
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11. Mariel A.

Loving and Caring Cat Mom/Sitter
Timmerman Airport, Wauwatosa, WI, 53225
2.6 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
2 reviews
from
$11
per visit

Fantastic! Mariel was on time and left detailed daily report of my cat. Would love to hire the service in the future.

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Sitter Profile Image: Maddalena P.
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Sitter Profile Image: Maddalena P.
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12. Maddalena P.

Animal Loving Biology Teacher
Menomonee Falls, WI, 53051
1.3 mi. away
Drop-In Visits, Dog Walking
1 repeat client
from
$20
per visit

Without hesitation, I would highly recommend Maddalena to watch your dog or other pet. I had to travel unexpectedly within weeks of adopting my dog Peach, and Maddalena stepped up to the plate. She listened to my concerns and notes regarding the care Peach required. Further, she was quick to reply when I checked in while away. A full-hearted endorsement from me!

Confirmed availability: Easter Weekend
Sitter Profile Image: Cadance T.
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Sitter Profile Image: Cadance T.
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13. Cadance T.

A pet-lover with love to give
Milwaukee, WI, 53225
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit

Cadance really has a passion for animals. I have five cats and two of them are very shy to people but with Cadance they came up to her like they knew her. So when I left for a week I knew my cats were in the best of hands with her. She fed them and played with them and even video chatted with me to see how my cats are doing. She went above because she didn’t need to clean except to scoop out the clumps. But she change the litter in the box so when I got home they already had a clean box. My cats enjoyed her company and I whenever I need to go out I know I can leave my fur babies in peace with her

Confirmed availability: Easter Weekend
Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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14. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$18
per visit

Took excellent care of our dog who is super shy around new people. Even spent extra time with him just to hang out and play. I wish I could give 10 stars!!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Dawn U.
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Sitter Profile Image: Dawn U.
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15. Dawn U.

Laid back furbaby care.
Menomonee Falls, WI, 53051
3.3 mi. away
House Sitting, Drop-In Visits
20 years of experience
from
$20
per visit

About: I am currently accepting clients who want in home or drop in care. No cats please. I have been a dog owner for over 25 years, as well as growing up with dogs in my home. I love to follow their lead with their activity needs - whether it be a rowdy romp in the back yard, a energetic walk (weather permitting) or a relaxing day of being a couch potato. I am a registered nurse and a part-time doggy mom. We currently have a medium energy 40# rescue furbaby who gets along with other dogs and likes to interact with our fur guests. Will only be caring for one furbaby family at a timne. No other pets in the home, no children and no smoking. We have a fenced in back yard and are not far from several dog parks, if that is an approved activity by the dog owner. I have a very flexible part-time schedule, so I can usually work around your schedule and care needs. For in home care I will come and go throughout the day with frequent check ins per your preference, as well as meals and overnight care. I am currently offering drop in care for potty breaks and/or meals plus play time, and in your home days and overnight pet care. No cats in the home please.

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Sitter Profile Image: Olivia W.
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Sitter Profile Image: Olivia W.
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16. Olivia W.

Passionate Pet Enthusiast
Heritage Heights, Milwaukee, WI, 53224
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit

We cannot give enough praise to Olivia for watching our three dogs over winter break in 2023. We have one rescue, Rex, who was abused before he became part of our family and he is very protective of us and aggressive towards strangers. With her experience and interest in dogs, Olivia knew exactly how to interact with Rex and it only took an hour or so before they were good buddies! I'm sure our mouths dropped in amazement, because that really had never happened before. Throughout or trip, Olivia kept us well informed and sent us pictures of the pups happily hanging out with her. Olivia is always welcome back at our home and I thinks the dogs already adopted her anyway! Olivia is a lovely person who is great with dogs. She is easily 11 out of 10 stars!

Confirmed availability: Easter Weekend
Sitter Profile Image: Hannah E.
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Sitter Profile Image: Hannah E.
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17. Hannah E.

Animal Lover Pet Sitter/Walker!
Wauwatosa, WI, 53225
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$15
per visit

Hired Hannah for my cats. She was always on time and left my house with clean dishes. My cats were also happy :) would love to recommend her.

Confirmed availability: Easter Weekend
Sitter Profile Image: Cassandra D.
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Sitter Profile Image: Cassandra D.
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18. Cassandra D.

Dog lover :)
Menomonee Falls, WI, 53051
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$25
per visit

Cassandra is the IDEAL pet caregiver, whether it's dog sitting or dog walking. She is a fabulous pet owner, as well. I don't trust many people with my own dog but Cassandra is always first on my list for when I need an extra hand! I can't say enough great and fabulous things about her!

Confirmed availability: Easter Weekend
Sitter Profile Image: Dawn C.
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Sitter Profile Image: Dawn C.
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19. Dawn C.

Cat friendly home to care for you a
Granville Station, Milwaukee, WI, 53224
2.2 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
6 reviews
1 repeat client
from
$14
per visit

Dawn checked in every day, and sent photos which was so awesome

Sitter Profile Image: Susan H.
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Sitter Profile Image: Susan H.
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20. Susan H.

I LOVE ALL Animals :)
Menomonee falls, WI, 53051
1.4 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit

Susan is a dog owner herself and has an immense love for dogs and other animals as well, including cats and goats! You can see her passion and love for these animals whenever she is in their presence. She volunteers with dogs at a local rescue center. I would completely trust my pet in her care and she has even checked in on my cat when I am gone on vacations. Not many people are comfortable arounds cats that aren't theirs. She would be a wonderful pet caregiver!!

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

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Dog lovers in Heritage Heights, Milwaukee, WI love pet sitters on Rover.com. Over 1089 pet owners have reviewed pet sitters on Rover in 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.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Heritage Heights pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Heritage Heights, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Heritage Heights pet sitters and avoid the kennel.

Drop-In Visits