Pet Sitting & Drop Ins in Havenwoods, 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: Karsyn R.
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Sitter Profile Image: Karsyn R.
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1. Karsyn R.

Rover 101
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
9.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
151 reviews
50 repeat clients
from
$18
per visit

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!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
93 reviews
32 repeat clients
from
$20
per visit

Jessica is reliable and responsive, and takes great care of my kitty. I will continue to ask her to take care of Rocco every time I go out of town. Thank you Jessica!

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

Happy paws, happy life!
Menomonee Falls, WI, 53051
5.0 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

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: Kim S.
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Sitter Profile Image: Kim S.
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4. Kim S.

Never lived a day without a pet
Glendale, WI, 53217
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
60 reviews
20 repeat clients
from
$23
per visit

This is the second time Kim has taken care of our pups - it won't be the last!! She is super quick to respond, very easy to work with, and the dogs love her!!

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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5. Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
4.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
3 repeat clients
from
$15
per visit

I would recommend Lindsey to anyone. We hired her for three drop-in’s over the weekend and she was timely, respectful, had great communication throughout the process. It felt as though a family member was taking care of our dogs.

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
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$18
per visit

Tegra was lovely with my babies (dog and cat) while I was out of town. They were safe and well cared for. Thank you!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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7. Marilia D.

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$22
per visit

Marilia is very responsible and I could tell at our meet and greet she takes caring for pets seriously. I felt really comfortable knowing she’d be helping walk and play with our dog while we were out.

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Sitter Profile Image: Elizabeth M.
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Sitter Profile Image: Elizabeth M.
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8. Elizabeth M.

Dietitian by day Animal lover 24/7!
Fox Point, WI, 53217
4.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$15
per visit

Elizabeth was absolutely phenomenal with my complicated, demanding cats. I hadn’t left them with a sitter in years and she was incredibly reassuring, communicative, professional, prompt…everything I could’ve hoped for and more! Elizabeth was so patient and creative in getting my skittish kitty to eat and by the end he totally warmed up to her! She also went above and beyond by feeding my fish and shoveling my front walk. I feel so lucky and grateful to have found Elizabeth and will not hesitate to hire her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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9. Hannah R.

Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
17 repeat clients
from
$20
per visit

Hannah was amazing and very flexible! She was very courteous, prompt and caring heart for the fur butts! I plan on using her in the future!!

Sitter Profile Image: Kathy B.
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Sitter Profile Image: Kathy B.
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10. Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
4.2 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!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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11. kiki A.

Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
5 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: Rhonda G.
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Sitter Profile Image: Rhonda G.
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12. Rhonda G.

Love to walk and cuddle.
Whitefish Bay, WI, 53217
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
86 reviews
40 repeat clients
from
$15
per visit

Rhonda saved the day with a last minute service. She solved problems (getting in to our place) and went above and beyond to care for our two pups. We are very grateful for her flexibility and good care. Will definitely ask for her again!

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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13. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
5.0 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: Cindy T.
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Sitter Profile Image: Cindy T.
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14. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
3.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 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!

Sitter Profile Image: Daniel F.
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Sitter Profile Image: Daniel F.
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15. Daniel F.

Happy to visit furry best friends
Fox Point, WI, 53217
3.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
21 repeat clients
from
$20
per visit

Daniel was a wonderful drop in caregiver to our cat, Chewy! My wife and I left Glendale the morning we found out about a family member’s death early that same morning. Daniel was not even in town but flying in that evening. His ability to take care of Chewy in such a caring and seamless way despite our lack of opportunity to meet was amazing. Daniel also took care of our orchids and herbs. Chewy befriended Daniel and have become fast buddies as shown in his daily photos. We have been out of Wisconsin for 20 days.

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Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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16. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit

I had an amazing experience with Lance as my dog sitter! He was incredibly attentive to my furry friend's needs and went above and beyond to ensure their comfort and happiness while I was away. Lance provided regular updates and even sent adorable photos of my pup enjoying their time together. I felt completely at ease knowing that my dog was in such capable and caring hands. I highly recommend Lance to anyone in need of a reliable and compassionate dog sitter.

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Sitter Profile Image: Hanna B.
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Sitter Profile Image: Hanna B.
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17. Hanna B.

Lover of all furry friends
Whitefish Bay, WI, 53211
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$16
per visit

I've known Hanna for many years - and have been impressed by her love of and care for a variety of animals - including pet rabbits, cats, and dogs. She is not a vet tech or a veterinarian, but with her love of and connection with animaIs, I could easily see her in that role. She is very reliable and I would trust the care of my animals to her with no hesitation.

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Sitter Profile Image: Jessica F.
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Sitter Profile Image: Jessica F.
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18. Jessica F.

Work from home dog mom :)
Shorewood, WI, 53211
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$25
per visit

Jessica was wonderful and we will definitely use her again.

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Sitter Profile Image: Angie L.
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Sitter Profile Image: Angie L.
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19. Angie L.

They won't even realize you're gone
Glendale, WI, 53209
2.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$25
per visit

She’s great. Our cats love her.

Sitter Profile Image: Rayanne N.
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Sitter Profile Image: Rayanne N.
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20. Rayanne N.

Animal lover! Happy to help!
Glendale, WI, 53209
1.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit

Rayanne is a very caring animal lover! makes sure your animals needs are being met and no messes left behind! If you are looking for someone to put your animal first in every aspect, look no further 🫶🏽

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

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In Havenwoods, Milwaukee, WI, dog lovers trust 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 stars. Booking pet sitting in Havenwoods can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Havenwoods 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 Havenwoods, 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 Havenwoods pet sitters and avoid the kennel.

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