Pet Sitting in Chenequa

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Chenequa pet sitters

1 / 1
Sitter Profile Image: Kim M.
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Kim M.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
54 reviews
18 repeat clients
35 years of experience
Nashotah, WI, 53058

Kim is one of the best sitters my cats have ever had! She is timely, professional, and truly puts in the time to give you a great update on your animals. This was the first time I was not worried about leaving my cats in someone else’s care. I can’t recommend her enough!

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Hannah B.
Sitter Profile Image: Kami S.
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Kami S.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
21 reviews
4 repeat clients
25 years of experience
Oconomowoc, WI, 53066

Wonderful having Kami and her daughter look after our guys!

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Tadi C.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
323 reviews
144 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jenifer did a great job and took good care of my kitties! I would book with her again if I ever need someone to check in on them in the future!

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Tessa E.
Sitter Profile Image: Kali E.
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Kali E.
Star Sitter
from
$18
per visit
5 out of 4.9 stars
20 reviews
8 repeat clients
5 years of experience
Hartland, WI, 53029

Kali always does an awesome job when she does drop-in visits for our cat! She takes great pictures of our pet to let us know he is safe and doing well while we’re on vacation. She follows directions exactly and is a great pet-sitter!

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Carol K.
Sitter Profile Image: Skyler P.
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Skyler P.
from
$15
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients
5 years of experience
Oconomowoc, WI, 53066

Skyler did an amazing job with our 3 dogs!!! She refreshed water and provided updates. Very prompt, professional, and nice to myself and our doggies! Thank you!

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Lori L.
Sitter Profile Image: Brianna M.
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Brianna M.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
16 reviews
5 repeat clients
16 years of experience
Oconomowoc, WI, 53066

Brianna did an amazing job taking care of my cat Rhubarb! She is an experienced pet sitter/owner and was able to give Rhu her liquid medication. She was also super communicative and friendly; I really appreciated her report cards describing their time together, complete with lots of photos!

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Liza L.
Sitter Profile Image: Shay H.
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Shay H.
from
$25
per visit
5 out of 5.0 stars
21 reviews
8 repeat clients
25 years of experience
Summit, WI, 53066

She is literally amazing! 10 out of 10

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james h.
Sitter Profile Image: Lauren E.
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Lauren E.
from
$14
per visit
13 years of experience
Oconomowoc, WI, 53066

About: I’m active, reliable, and always make sure your pet feels safe, loved, and comfortable while you’re away. Plus, I provide frequent updates so you can enjoy peace of mind knowing your pup is in great hands! I’ve had experience doing drop ins for my neighbors energetic dogs while they were away and boarding my parents dogs for extended periods of times making sure they felt at home! Whether the dog is young, energetic, and loves going on runs or like slow, leisurely walks, I’m your girl! I am a recent graduate from the University of Wisconsin Madison and I studied marketing. I’m enjoying my summer post grad at home with my family and pets until i find a career in Marketing. I’m available any day of the week to take care of and love your pets! Whether I’m caring for pets in my home or yours, I focus on creating a safe, loving, and stress-free environment. I follow each pet’s routine closely, making sure they feel comfortable, well-fed, and, of course, loved! I have experience dog sitting for my neighbor’s energetic pup, so I’m used to keeping dogs active, engaged, and happy with regular walks, playtime, and plenty of attention. I also make sure to keep pet parents updated with photos and messages for peace of mind. Whether it’s a couch cuddle session or outdoor adventure, your pet will feel right at home with me.

Sitter Profile Image: Ava B.
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Ava B.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
4 reviews
3 repeat clients
3 years of experience
Okauchee Lake, WI, 53069

Ava is wonderful! She’s punctual, thorough, and very caring for my pup. Absolutely would recommend her to anyone!

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Tadi C.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$20
per visit
5 out of 5.0 stars
58 reviews
21 repeat clients
22 years of experience
Oconomowoc, WI, 53066

Brianna was so great to our cat while we were traveling out of town! She sent very detailed notes and kept us up to date on activities around the house during our absence. Highly, highly recommend!!

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natalie m.
Sitter Profile Image: Olivia L.
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Olivia L.
from
$15
per visit
5 out of 5.0 stars
3 reviews
5 years of experience
Hartland, WI, 53029

Olivia went above and beyond. Excellent communication and we felt very comfortable knowing our pup was getting great care while we were away. Definitely recommend her and will be reaching out to her again!

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Megan A.
Sitter Profile Image: Meagan W.
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Meagan W.
from
$14
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
19 years of experience
Pewaukee, WI, 53072

About: Animals have always been a part of my life. I’ve cared for cats since childhood, regularly looked after a spirited but lovable German Shepherd, and spent time around various animals including livestock. Currently, I work at a premium dog kennel and daycare, where I’ve gained valuable experience managing dogs of all breeds, ages, and personalities. What truly sets me apart is my deep rooted love and comfort around animals. I connect with them easily and genuinely enjoy their company more than anything else. Their well-being is always my first priority. My work schedule can vary between 6 a.m. and 7:30 p.m., but pet care still fits naturally into my routine. I work at a dog kennel/daycare, which gives me the unique ability to bring dogs with me if I have a long shift or if they need all-day supervision. Dogs are evaluated for daycare, and if they’re not comfortable around others, they’ll go into private play—where they get one-on-one outdoor time every few hours. The accommodations include beds, water bowls, and even free dog food if needed. I cover the cost myself, so your pet’s comfort and care are always a priority. We also offer baths at my work, which could come in handy for some dog owners. Since I’m unable to bring pets into my home, I offer in-home sitting and care. I believe the best care comes from following the pet owner’s instructions closely—no one knows their pet better than they do. I’m here to provide exactly what they feel is best for their pet’s comfort and routine. Through my work at a professional dog kennel, I’ve gained valuable experience recognizing signs of stress or discomfort in animals. If a pet seems uneasy with me or their environment, I adjust immediately to ensure they feel safe and secure. Additionally, if you're a beginner pet parent with any questions or concerns about caring for your pet, I’m happy to offer guidance and advice to help you feel confident in your role as a pet owner.

Sitter Profile Image: Nicholas B.
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Nicholas B.
from
$20
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

Nicholas was great with our dog! Very happy with his tentative response and his ability to get us in on such short notice.

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Sarah H.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$27
per visit
5 out of 5.0 stars
48 reviews
11 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is a wonderful, engaged, and considerate sitter. I have never seen my nervous dog relax with anyone the way he did with Tara. She kept me updated with notes and photos while I was gone and I came home to a happy puppy. I would definitely recommend Tara to anyone with a skittish dog!

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Keara P.
Sitter Profile Image: Joey C.
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Joey C.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
68 reviews
17 repeat clients
40 years of experience
Hartland, WI, 53029

This is our second time having Joey pet sit though this time it was drop in visits for our cats. She is an amazing sitter and I love the photos!! She is great to work with and we will continue to reach out! Our cat that likes to hide comes out for Joey!

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Kristie H.
Sitter Profile Image: Julie E.
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Julie E.
from
$14
per visit
5 out of 5.0 stars
4 reviews
40 years of experience
Oconomowoc, WI, 53066

Julie took care of our 4 cats and she was reliable, kind and trustworthy and we felt comfortable leaving them in her care. We will definitely use her again. :)

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Cheryl & Steve K.
Sitter Profile Image: Emma T.
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Emma T.
from
$20
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

About: I am currently a vet assistant at a veterinary hospital. I’ve worked there for 3 years. I am currently working on my bachelors degree in animal and veterinary bioscience. I have been around animals my whole life and love to pet sit. I am currently a full time student at UW. I would love to come see your animals between and after class!! I’ll also send lot of pictures of your furry friends!! I had a private pet sitting business in clients homes for 2 years. No request is too big for me! I am able to deal with difficult animals.

Sitter Profile Image: Allie H.
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Allie H.
from
$20
per visit
5 out of 5.0 stars
4 reviews
19 years of experience
pewaukee, WI, 53072

About: I've worked at a vet clinic for over two years, dealing with all different types of dogs and their needs. I've also had dogs my whole life. I’m a college student so I am not in the area during the school year. But for the rest of this summer, I am fully available! I am pre vet and I work at a vet clinic so animals are basically my entire life! I would not be able to care for pets in my home since I have two other dogs. However, I am happy to take care of the pets in your home.

Sitter Profile Image: Tessa O.
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Tessa O.
from
$16
per visit
2 years of experience
Delafield, WI, 53018

About: I've had dogs for most of my life, I love going for long walks and playing fetch. My schedule is very flexible and I'm able to accommodate their needs! I'm an incoming college freshman at UW Madison, and I'm using pet-sitting as my sole job for this summer, so I will have plenty of time to take care of your fur babies! I have a lot of love to give to your pets, animals have a special place in my heart. I would love to take your pup for long walks in Lapham Peak or any other park!

Sitter Profile Image: Elizabeth A.
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Elizabeth A.
from
$20
per visit
5 out of 5.0 stars
9 reviews
4 repeat clients
8 years of experience
Hartland, WI, 53029

Elizabeth did an amazing job looking after Charlie while I was gone on business. She sent many photos and videos that made me feel assured that our pup was being loved on to the fullest extent. Would definitely recommend Elizabeth to any dog parents!

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Erin M.
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Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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Kim M.
Star Sitter

Our pets are family
Nashotah, WI, 53058
1.6 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
54 reviews
18 repeat clients
Profile image

Kim is one of the best sitters my cats have ever had! She is timely, professional, and truly puts in the time to give you a great update on your animals. This was the first time I was not worried about leaving my cats in someone else’s care. I can’t recommend her enough!

Availability updated 3 days ago
Sitter Profile Image: Kami S.
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Sitter Profile Image: Kami S.
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Kami S.
Star Sitter

Your Dog’s Best Friend (After You)
Oconomowoc, WI, 53066
4.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
21 reviews
4 repeat clients
Profile image

Wonderful having Kami and her daughter look after our guys!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jenifer D.
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Sitter Profile Image: Jenifer D.
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Jenifer D.
Rover 101
Star Sitter

Jenifer's Lake Country Canine Camp
Pewaukee, WI, 53072
3.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
323 reviews
144 repeat clients
Profile image

Jenifer did a great job and took good care of my kitties! I would book with her again if I ever need someone to check in on them in the future!

Availability updated today
Sitter Profile Image: Kali E.
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Sitter Profile Image: Kali E.
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Kali E.
Star Sitter

Doggy daycare
Hartland, WI, 53029
3.1 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 4.9 stars
20 reviews
8 repeat clients
Profile image

Kali always does an awesome job when she does drop-in visits for our cat! She takes great pictures of our pet to let us know he is safe and doing well while we’re on vacation. She follows directions exactly and is a great pet-sitter!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Skyler P.
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Sitter Profile Image: Skyler P.
Verified Enhanced Background Check

Skyler P.

Animal Lover You Can Count On!
Oconomowoc, WI, 53066
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Skyler did an amazing job with our 3 dogs!!! She refreshed water and provided updates. Very prompt, professional, and nice to myself and our doggies! Thank you!

Availability updated yesterday
Sitter Profile Image: Brianna M.
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Sitter Profile Image: Brianna M.
Verified Enhanced Background Check

Brianna M.
Star Sitter

Patience, affection, and play time!
Oconomowoc, WI, 53066
5.6 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
16 reviews
5 repeat clients
Profile image

Brianna did an amazing job taking care of my cat Rhubarb! She is an experienced pet sitter/owner and was able to give Rhu her liquid medication. She was also super communicative and friendly; I really appreciated her report cards describing their time together, complete with lots of photos!

Availability updated 16 days ago
Sitter Profile Image: Shay H.
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Sitter Profile Image: Shay H.
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Shay H.

I speak and interpret DOG language.
Summit, WI, 53066
5.9 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
21 reviews
8 repeat clients
Profile image

She is literally amazing! 10 out of 10

Availability updated 4 days ago
Sitter Profile Image: Lauren E.
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Sitter Profile Image: Lauren E.
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Lauren E.

Active Walks & Gentle Care
Oconomowoc, WI, 53066
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
3 reviews

Lauren is amazing with dogs of all ages—from puppies to senior dogs needing extra care. She’s patient, loving, and knows how to meet each dog’s unique needs. Whether it’s energetic play or gentle attention, Lauren makes every dog feel safe and loved. I completely trust her and highly recommend her!

Availability updated 5 days ago
Sitter Profile Image: Ava B.
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Sitter Profile Image: Ava B.
Verified Enhanced Background Check

Ava B.
Star Sitter

Happy Tails, Every Step of the Way
Okauchee Lake, WI, 53069
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
4 reviews
3 repeat clients
Profile image

Ava is wonderful! She’s punctual, thorough, and very caring for my pup. Absolutely would recommend her to anyone!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Brianna B.
Verified Background Check
Sitter Profile Image: Brianna B.
Verified Background Check

Brianna B.

Experienced Animal Lover
Oconomowoc, WI, 53066
5.1 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
58 reviews
21 repeat clients
Profile image

Brianna was so great to our cat while we were traveling out of town! She sent very detailed notes and kept us up to date on activities around the house during our absence. Highly, highly recommend!!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Olivia L.
Verified Enhanced Background Check
Sitter Profile Image: Olivia L.
Verified Enhanced Background Check

Olivia L.

Sweet care for your sweet friend!
Hartland, WI, 53029
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
3 reviews
Profile image

Olivia went above and beyond. Excellent communication and we felt very comfortable knowing our pup was getting great care while we were away. Definitely recommend her and will be reaching out to her again!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Meagan W.
Verified Enhanced Background Check
Sitter Profile Image: Meagan W.
Verified Enhanced Background Check

Meagan W.

Animals are my people
Pewaukee, WI, 53072
5.2 mi. away
House Sitting, Drop-In Visits
from
$14
per visit
5 out of 5.0 stars
8 reviews
1 repeat client

Meagan is reliable, kind, and patient. She is easy to work with and responsive to the needs of both pets and owners. I highly recommend Meagan for any pet sitting needs.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Nicholas B.
Verified Enhanced Background Check
Sitter Profile Image: Nicholas B.
Verified Enhanced Background Check

Nicholas B.

Great with dogs and dependable
Hartland, WI, 53029
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Nicholas was great with our dog! Very happy with his tentative response and his ability to get us in on such short notice.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tara R.
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Sitter Profile Image: Tara R.
Verified Enhanced Background Check

Tara R.
Star Sitter

I have a warm heart for cold noses!
Delafield, WI, 53018
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per visit
5 out of 5.0 stars
48 reviews
11 repeat clients
Profile image

Tara is a wonderful, engaged, and considerate sitter. I have never seen my nervous dog relax with anyone the way he did with Tara. She kept me updated with notes and photos while I was gone and I came home to a happy puppy. I would definitely recommend Tara to anyone with a skittish dog!

Availability updated 2 days ago
Sitter Profile Image: Joey C.
Verified Enhanced Background Check
Sitter Profile Image: Joey C.
Verified Enhanced Background Check

Joey C.
Rover 101
Star Sitter

Newly Pet "Empty-Nester"
Hartland, WI, 53029
3.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
68 reviews
17 repeat clients
Profile image

This is our second time having Joey pet sit though this time it was drop in visits for our cats. She is an amazing sitter and I love the photos!! She is great to work with and we will continue to reach out! Our cat that likes to hide comes out for Joey!

Availability updated today
Sitter Profile Image: Julie E.
Verified Enhanced Background Check
Sitter Profile Image: Julie E.
Verified Enhanced Background Check

Julie E.

Whatever your dog needs!
Oconomowoc, WI, 53066
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
5 out of 5.0 stars
4 reviews
Profile image

Julie took care of our 4 cats and she was reliable, kind and trustworthy and we felt comfortable leaving them in her care. We will definitely use her again. :)

Availability updated 11 days ago
Sitter Profile Image: Emma T.
Verified Enhanced Background Check
Sitter Profile Image: Emma T.
Verified Enhanced Background Check

Emma T.

No dog too big or too small!
Hartland, WI, 53029
3.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
3 reviews
1 repeat client

About: I am currently a vet assistant at a veterinary hospital. I’ve worked there for 3 years. I am currently working on my bachelors degree in animal and veterinary bioscience. I have been around animals my whole life and love to pet sit. I am currently a full time student at UW. I would love to come see your animals between and after class!! I’ll also send lot of pictures of your furry friends!! I had a private pet sitting business in clients homes for 2 years. No request is too big for me! I am able to deal with difficult animals.

Availability updated today
Sitter Profile Image: Allie H.
Verified Enhanced Background Check
Sitter Profile Image: Allie H.
Verified Enhanced Background Check

Allie H.

I love dogs of all shapes and sizes
pewaukee, WI, 53072
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
4 reviews

About: I've worked at a vet clinic for over two years, dealing with all different types of dogs and their needs. I've also had dogs my whole life. I’m a college student so I am not in the area during the school year. But for the rest of this summer, I am fully available! I am pre vet and I work at a vet clinic so animals are basically my entire life! I would not be able to care for pets in my home since I have two other dogs. However, I am happy to take care of the pets in your home.

Availability updated 6 days ago
Sitter Profile Image: Tessa O.
Verified Enhanced Background Check
Sitter Profile Image: Tessa O.
Verified Enhanced Background Check

Tessa O.

Your fur-baby's next best friend!
Delafield, WI, 53018
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
1 review

Tessa took care of our home for 11 days and did a fantastic job! She took excellent care for our pets: this included walking the dog multiple times per day, feeding them punctually on a regular schedule and making sure they got enough attention while we were gone. Tessa also watered our gardens and received our mail/packages as necessary. Tessa is a kind, responsible, punctual and bright young lady and I highly recommend her for any pet care services you may require.

Availability updated 5 days ago
Sitter Profile Image: Elizabeth A.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth A.
Verified Enhanced Background Check

Elizabeth A.

Dogs are life
Hartland, WI, 53029
2.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
9 reviews
4 repeat clients
Profile image

Elizabeth did an amazing job looking after Charlie while I was gone on business. She sent many photos and videos that made me feel assured that our pup was being loved on to the fullest extent. Would definitely recommend Elizabeth to any dog parents!

Availability updated 76 days ago

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