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

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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
65 reviews
24 repeat clients
from
$20
per visit

Nycole watched our dog and cats over a very important wedding weekend for us and was a dream. She was very patient and communicative with a hectic timeline. Very much looking forward to having her watch the boys, again!

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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
10 reviews
5 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
129 reviews
38 repeat clients
from
$21
per visit

Dave was so great with our two cats and went above and beyond what was asked. He is responsible and very timely, we couldn’t have asked for a better sitter.

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Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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4. 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
15 reviews
9 repeat clients
from
$18
per visit

Tegra took great care of our dogs and was very easy to coordinate with. We look forward to using her services again in the future!

Sitter Profile Image: Kathy B.
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Sitter Profile Image: Kathy B.
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5. Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
3.9 mi. away
Drop-In Visits
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$16
per visit

Kathy did a great job earning our dog’s trust when she came for check-ins. She provided comfort and lots of exercise and play time- just what we needed!

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Sitter Profile Image: Karlee P.
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Sitter Profile Image: Karlee P.
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6. 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
20 reviews
6 repeat clients
from
$19
per visit

Karlee was such a great sitter for our Frank! We love all the photos and can tell they had a great time together! We would highly recommend Karlee and we will for sure use her again! Thanks so much Karlee!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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7. 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
18 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.

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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8. 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
5 reviews
2 repeat clients
from
$18
per visit

Katie was great with my kitty. She put a lot of effort into making my cat feel safe and entertained while visiting. The pictures she shared were adorable, my cat was obviously having a great time with Katie!

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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
64 reviews
25 repeat clients
from
$22
per visit

Our cat loved spending time with Jen! She was wonderful, organized, and on time. I appreciated all of the photos she sent of our happy cat! Highly recommend!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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10. Cindy T.

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

Cindy took great care of our dog and sent great pictures of him playing. I feel confident that she loved and cared for him just as we would have. We will be using her again!

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Sitter Profile Image: Tracy B.
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Sitter Profile Image: Tracy B.
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11. Tracy B.

Animal loving Dog-Mom
Wauwatosa, WI, 53222
3.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$20
per visit

Tracy is so great! We had her walk and feed our pup while we were out of town for the day. She was super responsive, communicated very well, and was prompt with her visits and feedback. We can tell our dog loved her because he was waiting by the door when we got home (something he almost never does with us) and we realized he was hoping it was Tracy coming to visit him again 😂 Needless to say, we look forward to hiring her again, and our dog is REALLY looking forward it!

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Sitter Profile Image: Cassandra D.
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Sitter Profile Image: Cassandra D.
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12. 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
16 reviews
8 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!

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Sitter Profile Image: Maddalena P.
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Sitter Profile Image: Maddalena P.
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13. Maddalena P.

Animal Loving Biology Teacher
Menomonee Falls, WI, 53051
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
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!

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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14. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$19
per visit

Jenn is so great with our enthusiastic pup! They have a special bond now and Fig is THRILLED to see Jenn every time she comes over.

Sitter Profile Image: Hannah E.
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Sitter Profile Image: Hannah E.
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15. 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
8 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.

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Sitter Profile Image: Drew & Jacki R.
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Sitter Profile Image: Drew & Jacki R.
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16. Drew & Jacki R.

Animal Friendly Home- very spacious
Wauwatosa, WI, 53225
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$20
per visit

Drew is a very caring and attentive pet caregiver! He has watched our family/friends dogs and cats in the past and is the true pet whisperer. From constantly playing with them and giving them all the attention they need, Drew always loves getting to be around dogs & cats. He also has a great backyard space for dogs to run around and stay active! You would be in great hands with him as your pet caregiver.

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Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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17. Ashley M.

Dog mama, teacher, pet lover
Menomonee falls, WI, 53051
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit

Ashley is a wonderful and very caring dog mom. She is very attentive to her dog’s well-being and needs, and is sure to do the same when caring for yours. If you’re looking for someone trustworthy to care for your fur baby, Ashley is the best choice!

Sitter Profile Image: Dawn C.
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Sitter Profile Image: Dawn C.
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18. 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: Andrea L.
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Sitter Profile Image: Andrea L.
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19. Andrea L.

Animal lover, flexible schedule
Menomonee Falls, WI, 53051
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$23
per visit

Andrea took excellent care of our cat Diego, even accommodating his special medical circumstances. We will be happy to seek her out again for our next trip!

Sitter Profile Image: Olivia W.
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Sitter Profile Image: Olivia W.
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20. Olivia W.

Passionate Pet Enthusiast
Heritage Heights, Milwaukee, WI, 53224
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$14
per visit

Olivia was great! My dog is a sweetheart to most everyone, but doesn't cuddle with anyone really other than me. Some of the photos Olivia shared showed my girl cuddling up to her and that was amazing! We have had many wonderful sitters on Rover, but none that my dog seemed this comfortable with. Olivia took great care of my dog and it was such a relief to have her help while we were away for the weekend. We will definitely be looking to use Olivia again in the future! Aside from the dog care itself, Olivia was just wonderful to work with. She was understanding when I lost our message history and just a very nice person.

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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