Pet Sitting in Oconomowoc

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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Search Results

Confirmed availability: Juneteenth
Sitter Profile Image: Jenifer D.
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Sitter Profile Image: Jenifer D.
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1. Jenifer D.

Rover 101
Star Sitter
Jenifer's Lake Country Canine Camp
Pewaukee, WI, 53072
8.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
254 reviews
124 repeat clients
from
$20
per visit
Profile image

Jenifer was amazing! She came to feed our cat breakfast for a few mornings. Out cat is shy but Jenifer sent lots of pictures of her, spent time with her, played with her, and got her to purr a few times. Definitely recommend!

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Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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2. Kim M.

Star Sitter
Our pets are family
Nashotah, WI, 53058
4.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$15
per visit
Profile image

We were so happy to find Kim to care for our three cats. This was our first time having someone from Rover care for our cats and it was also the first time one of our cats needed medication administered twice per day. The cats were also adjusting to a brand new regimen of each having a special diet per the vet, so it was not an ideal time for us to leave town. However, Kim did a wonderful job and really made us feel confident and at ease while we were on spring break that they were being well cared for. We got reports and pictures with every visit. Kim was great at communicating and keeping me in the loop as she figured out a system of how to best give the meds and meet their special dietary needs...balancing needing to get the meds in but also making sure she kept a good relationship with them so they wouldn't hide, etc. By the middle of the week, the cats were already asking for belly rubs and to play fetch. It was really heartwarming to see them doing so well while we traveled. I would not hesitate to recommend Kim. Thank you so much, Kim!

Confirmed availability: Juneteenth
Sitter Profile Image: Dannah B.
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Sitter Profile Image: Dannah B.
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3. Dannah B.

Reliable and Caring Pet Sitter
Pewaukee, WI, 53072
7.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$16
per visit

Dannah was an amazing dog sitter! She kept me updated with regular photos and messages, making me feel at ease while I was away. Her attention to detail and commitment to following instructions were impressive. My dog came back home happy and relaxed. I highly recommend Dannah for anyone needing reliable and caring pet care.

Confirmed availability: Juneteenth
Sitter Profile Image: Brianna B.
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Sitter Profile Image: Brianna B.
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4. Brianna B.

Experienced Animal Lover
Oconomowoc, WI, 53066
0.6 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
42 reviews
16 repeat clients
from
$18
per visit
Profile image

Brianna has watched our cat twice now and she is great! Always willing to do medications and sends us detailed updates. We know our baby is in good hands with her!

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Sitter Profile Image: Skylar L.
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Sitter Profile Image: Skylar L.
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5. Skylar L.

Friendly active animal lover
Oconomowoc, WI, 53066
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
8 repeat clients
from
$18
per visit
Profile image

Skylar saved the day for me when I decided to go to state fair at the last minute. She came to meet the dogs for the first time Friday afternoon, and then did a quick check in Saturday while I was out! She sent some pictures and texted so I knew everybody was doing great. I was super grateful to have her expert care and dogs loved her. We definitely recommend her.

Confirmed availability: Juneteenth
Sitter Profile Image: Cindy S.
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Sitter Profile Image: Cindy S.
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6. Cindy S.

Star Sitter
Nana of 7 & 7 grand-fur babies
Oconomowoc, WI, 53066
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
9 repeat clients
from
$20
per visit
Profile image

Cindy was amazing and gave us such peace of mind while we were away. One of our cats was a stray and hides whenever someone new is at the house. She took the time (and effort) to find him under one of the beds and just talk to him! The pictures and updates were so great to receive. Will not hesitate to use her again!

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Sitter Profile Image: Elyse K.
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Sitter Profile Image: Elyse K.
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7. Elyse K.

Experienced, Loving, snuggly buddy
Oconomowoc, WI, 53066
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$15
per visit
Profile image

Elyse is absolutely amazing. Kind, tentative, compassionate, and thoughtful. I am so grateful to have found her and encourage anyone considering, to be sure to choose Elyse. She’ll ensure your pets are treated the way you want them too and love them while taking care of them.

Confirmed availability: Juneteenth
Sitter Profile Image: Dawn L.
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Sitter Profile Image: Dawn L.
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8. Dawn L.

Retiree seeks canine companions
Okauchee Lake, WI, 53069
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$14
per visit
Profile image

Dawn took exceptional care of our puppy, Tucker ! We are extremely grateful and happy with the service and care provided. I would absolutely recommend Dawn to anyone looking for care for their pet !!

Confirmed availability: Juneteenth
Sitter Profile Image: Ramsey S.
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Sitter Profile Image: Ramsey S.
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9. Ramsey S.

Enriching pet play care
Oconomowoc, WI, 53066
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

If you thought no one could care as much for your pet as you do, you haven't met Ramsey. Ramsey has years of experience working and caring for house pets and farm animals. She not only provides daily care, but she's invested in their happiness. Ramsey does it all. She not only provides a lot of physical exercise, but also uses her experience as a trainer to keep your pet mentally stimulated. All this while providing plenty of positive energy and loving hugs. I feel good knowing that when I'm away, my dogs are getting the care and attention they deserve everyday. And on top of all that, she took great care of the house while housesitting. Call her now. She's amazing!

Sitter Profile Image: Michelle T.
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Sitter Profile Image: Michelle T.
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10. Michelle T.

Star Sitter
Loving mom to four fur babies
Oconomowoc, WI, 53066
4.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$20
per visit
Profile image

Thank you!

Confirmed availability: Juneteenth
Sitter Profile Image: Bill S.
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Sitter Profile Image: Bill S.
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11. Bill S.

I pledge to do a loving job
Oconomowoc, WI, 53066
0.4 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

I highly recommend Bill as a per sitter! He is a caring person, responsible and patient. He has spent time with our dogs in the past and they are always happy to see him. He's happy to play with them, scratch ears and walk them. Definitely a great person to watch your pet.

Confirmed availability: Juneteenth
Sitter Profile Image: Emma K.
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Sitter Profile Image: Emma K.
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12. Emma K.

Mary Poppins for fur babies!!!
Oconomowoc, WI, 53066
5.2 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$14
per visit
Profile image

Emma was fantastic with my puppy post surgery! She provided him all the TLC he needed. Highly recommend!

Confirmed availability: Juneteenth
Sitter Profile Image: Kaitlyn M.
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Sitter Profile Image: Kaitlyn M.
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13. Kaitlyn M.

A college girl who misses her dogs
Oconomowoc, WI, 53066
0.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$13
per visit

Kaitlyn is so sweet and energetic! My 2 dogs love spending time with her, and it makes me at feel better to leave and know they are in good hands!

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Sitter Profile Image: Laura D.
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Sitter Profile Image: Laura D.
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14. Laura D.

We love them! They love us back!
Nashotah, WI, 53058
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$30
per visit

Laura always goes above and beyond to make sure that my animals are given the care and attention they need. She is loving and patient, extremely trustworthy, and highly recommended.

Confirmed availability: Juneteenth
Sitter Profile Image: Amy S.
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Sitter Profile Image: Amy S.
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15. Amy S.

Reliable, Honest, Empathetic sitter
Oconomowoc, WI, 53066
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$22
per visit

Amy is my mother. We have always grew up with dogs. It has always been a priority to make sure the dogs were fed well and she took them for walks. She is a very loving pet owner and will love all pets she takes care of.

Confirmed availability: Juneteenth
Sitter Profile Image: Amelia G.
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Sitter Profile Image: Amelia G.
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16. Amelia G.

Doggo sitter, walker, etc…
Oconomowoc, WI, 53066
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per visit

Amelia makes a great dog sitter because she is passionate about dogs. Not only has she been around family dogs growing up, but she also worked part-time in high school with dog trainers, adopting the motto that "every dog was a good dog" and is exceptional at handling all types. Her caring, warmth, and compassion in the care and attention she lavishes on dogs around her shines through every day. When I need to have our 16-year-old bichon poodle mix watched, Amelia provides her with the level of care that has come to define our dog's personality as a 'princess' dog. Amelia will love your pooch just as much!

Sitter Profile Image: Zoe G.
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Sitter Profile Image: Zoe G.
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17. Zoe G.

I honestly just love dogs
Oconomowoc, WI, 53066
0.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$20
per visit
Profile image

5 stars - thank you so much! Zoe was very friendly and communicative throughout, gave photo updates on schedule, and followed all instructions for taking care of our 2 cats perfectly. We are very thankful!!

Sitter Profile Image: Molly M.
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Sitter Profile Image: Molly M.
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18. Molly M.

Dog lover at your service!
Oconomowoc, WI, 53066
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$20
per visit

What can I say?! Molly is a gem and truly has a strong passion for animals. She is attentive, professional, punctual and very trusting. My dog looks forward to her walks with Molly! Highly recommended!!

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Sitter Profile Image: Rachel S.
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Sitter Profile Image: Rachel S.
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19. Rachel S.

Dog Mama & Devout Sitter!
Oconomowoc, WI, 53066
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$20
per visit

Rachel is a very kind and loving person, and she especially loves animals. She has fostered many dogs in the recent years, including adopting 2 of those dogs. She is passionate about providing a loving and safe home for animals. I highly recommend Rachel for this job opportunity as it fits her passions in life, and I know she will excel and give her clients peace of mind when leaving their animals in her care.

Sitter Profile Image: Christina R.
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Sitter Profile Image: Christina R.
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20. Christina R.

Helping to take care of your baby
Oconomowoc, WI, 53066
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$14
per visit
Profile image

Christina was amazing!! She took care of everything requested, and I could tell from the photos she sent that my cat felt comfortable with her. I'll definitely go with Christina again when traveling!

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Oconomowoc Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Oconomowoc are rated on average 5 out of 5 stars based on 69 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Oconomowoc:

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet lovers for hire.

Drop-In Visits