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
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nycole T.
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Sitter Profile Image: Nycole T.
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1. Nycole T.

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

Kole did an outstanding job and went above and beyond to get our Nora to warm up to her, trust her, and genuinely have fun with her. I could absolutely tell how honest of a love Kole has for animals and we will definitely be booking with her for any future needs!

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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.

Star Sitter
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
12 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: Tegra R.
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Sitter Profile Image: Tegra R.
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3. Tegra R.

Star Sitter
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
18 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Karlee P.
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Sitter Profile Image: Karlee P.
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4. Karlee P.

Work from home dog mom
Germantown, WI, 53022
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$19
per visit

I highly recommend Karlee! She is such a sweet person and my Great Dane loved her. I was gone for 5 days and when I got back I couldn’t even tell I left. I will definitely book with her for my next vacation!

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Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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5. kiki A.

Star Sitter
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
6 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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6. 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
6 reviews
4 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!

Sitter Profile Image: Kate D.
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Sitter Profile Image: Kate D.
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7. Kate D.

Student who loves pets
Mequon, WI, 53092
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
19 repeat clients
from
$20
per visit

Kate was awesome! My husband and I were gone for a week, and it's so much easier being away knowing someone will be giving them lots of love. Will definitely be using her again :)

Sitter Profile Image: Dave S.
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Sitter Profile Image: Dave S.
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8. Dave S.

Star Sitter
Pet loving dad 🐶🐈🐈‍⬛🐈🐈‍⬛
Brookfield, WI, 53005
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
133 reviews
38 repeat clients
from
$25
per visit

Dave is awesome. Nash has more energy than most as he is a Border Collie and they love to run, jump and Herd. I take him to the dog park in the morning and in the evening and Dave still has his hands full at lunch time when he walks him everyday Monday through Friday. He is very accommodating and Nash absolutely loves him. I can't be more pleased with having someone be able to take care of my puppy that's 50 lb with a lot of energy. LOL. If you're not considering Dave and or he doesn't have time open then I'm sorry. You need to figure that out. Thank you Dave for all you do. Rex

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maddalena P.
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Sitter Profile Image: Maddalena P.
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9. 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
3 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!

Sitter Profile Image: Jen G.
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Sitter Profile Image: Jen G.
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10. Jen G.

Star Sitter
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

Jen is very kind and very thorough. She clearly enjoys caring for animals. We felt comfortable the entire time we were gone because she sent us pictures of our cat enjoying her attention on each visit. We look forward to her help in the future because we know our cat will be happy and safe.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah E.
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Sitter Profile Image: Hannah E.
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11. Hannah E.

Star Sitter
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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cassandra D.
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Sitter Profile Image: Cassandra D.
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12. Cassandra D.

Star Sitter
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
20 reviews
9 repeat clients
from
$25
per visit

Cassandra loves any and all dogs and spends as much time as she can with her Frenchie! She is caring and loves to dog sit for friends, family, neighbors and basically anyone else who will let her! She makes sure to give them plenty of love, exercise and treats (if allowed)!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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13. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
3.3 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
341 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: Skyler S.
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Sitter Profile Image: Skyler S.
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14. Skyler S.

You got it I can walk it
Menomonee Falls, WI, 53051
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
12 repeat clients
from
$13
per visit

This was my first experience having Skyler drop in to take care of my two dogs while I was up north for the weekend. She was very prompt with the visits and even sent me pictures of them while she was at my home. I really appreciated that. Highly recommend!!

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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15. 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
6 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dawn C.
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Sitter Profile Image: Dawn C.
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16. 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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Grace A.
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Sitter Profile Image: Grace A.
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17. Grace A.

Reliable and genuine dog lover!
Menomonee Falls, WI, 53051
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$20
per visit

Grace has visited our puppy, Charlie, now on two separate occasions. She is very professional and clearly loves animals. She is great with Charlie and has been able to give him some much-needed mid-day puppy love! We will definitely continue to work with Grace - she's great!

Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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18. Andrea L.

Star Sitter
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: Cadance T.
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Sitter Profile Image: Cadance T.
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19. Cadance T.

A pet-lover with love to give
Milwaukee, WI, 53225
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$17
per visit

My granddaughter, Cadance, is such an animal lover. So much so that even her email address reflects that. Her future goal is to become a veterinarian. She is a high honors student and a person of high morals. She has grown up with animals and, even now, has dogs and bunnies in her life. When she was in her teens she started dog training classes with my dog, Tilly. She did a fantastic job! The instructors used to come to sit and talk with her and often complemented her on her abilities in training, Tilly was always at the top of her class. She and Cadance were such a pair! Tilly was in three classes at one time, including agility classes. The two of them did so well that they were allowed to skip one level in agility. To say that I am proud of her is to say the very least. You would be lucky to have her as an employee. She is loyal and takes jobs seriously. Her only “fault” seems to be loving animals too much, especially dogs. Thank you for considering her for Rover.com.

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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