Dog Sitting Caledonia

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Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$22
per visit
4 years of experience
kenosha, WI, 53144

About: I provide loving, attentive, and reliable care for dogs of all breeds and sizes, ensuring they feel safe, comfortable, and happy while their owners are away. I follow each dog's routine closely, including feeding, walks, exercise, playtime, and companionship, while giving them the patience and attention they deserve. I take pride in building trust with both pets and their owners through clear communication, dependability, and a genuine passion for animal care. Pet care fits naturally into my daily and weekly routine because I enjoy spending time with animals and have a flexible schedule that allows me to provide consistent, attentive care. I am able to accommodate feeding schedules, playtime, walks, litter box maintenance, and any special care needs. Whether it's a daily visit or extended care while owners are away, I make pet care a priority and ensure each pet receives the attention, companionship, and reliability they deserve. I care for pets by following their normal routines as closely as possible to help them feel comfortable and secure. In my client's home, I provide feeding, fresh water, litter box cleaning, playtime, companionship, and any other care instructions provided by the owner. I pay close attention to each pet's personality and needs, ensuring they receive plenty of affection, exercise, and attention while maintaining a safe and clean environment. I also keep owners updated with messages and photos so they can have peace of mind knowing their pets are happy and well cared for. My goal is to make every pet feel loved, comfortable, and stress-free while their family is away.

Sitter Profile Image: Lexie R.
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Lexie R.
from
$14
per visit
1 repeat client
12 years of experience
Sherman Park, Milwaukee, WI, 53210

About: Are used to take care of cats, dogs, and horses for as long as I can remember. My neighbors would always have me careful there’s. I have a lot of free time, so I normally take my dog on a walk or run every day. Let’s go on an adventure. I have a fenced in backyard. I have a spacious home. I live in a very quiet neighborhood. Always give them love and attention that they need.

Sitter Profile Image: Alissa K.
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Alissa K.
from
$22
per visit
10 years of experience
Kenosha, WI, 53142

About: I've been dog-sitting my friends' & neighbors' dogs for years now. Everything from Shih Tzus to Labs to Collies and Pit Bulls, I do well with all types of dogs! I love taking dogs for walks and playing fetch! (Also, I love cats! (I'm a Cat Mom of 4)). I'm currently pet-sitting full-time, so I have plenty of time to take care of your pet(s)! I keep my calendar up-to-date and respond promptly to requests, so feel free to reach out and ask! I am always respectful of my clients' homes & make sure I take the dogs out frequently to use the bathroom & for walks/play, that litter boxes are cleaned, & that there is always fresh water/food given.

Sitter Profile Image: Melanie H.
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Melanie H.
from
$13
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

“This was our first time using Rover for our 2 frenchies and Melanie was so awesome!! She asked clarifying questions when she wasn’t sure about something, sent the cutest pictures and provided detailed updates after every visit. Normally I feel guilty leaving the dogs home when we travel but they looked very happy and with her updates I knew they were being well taken care of. We will definitely be using rover and Melanie’s help again in the future!❤️”

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Kendra O.
Sitter Profile Image: Paige A.
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Paige A.
from
$20
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
Kenosha, WI, 53142

“Paige was great with Candy! She was very flexible with our crazy schedule and communicated well!”

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Deana K.
Sitter Profile Image: Kelsey S.
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Kelsey S.
from
$30
per visit
5.0 out of 5 stars
• 20 reviews
5 repeat clients
5 years of experience
Hales Corners, WI, 53130

“Kelsey was fantastic with my nervous pup. She gave him the space he needed, but got him to eat dinner, and he even relaxed on the couch while I was gone, which is rare for him. She kept me updated all night and was very communicative. I'm looking forward to using Kelsey's services in the future!”

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Keara P.
Sitter Profile Image: Kelly T.
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Kelly T.
from
$35
per visit
5.0 out of 5 stars
• 24 reviews
10 repeat clients
42 years of experience
Racine, WI, 53403

About: I have taken care of dogs, cats and birds since I was 12 years old. Neighbors, friends and family relied on me to walk and feed their pets. I also worked for a veterinarian for about 2 years and I am currently going to school to become a veterinary technician. I have a 1 1/2-year-old dog that I am currently training her to be a therapy dog. I am available 7 days a week while working full-time Monday thru Friday. I’ll be able to pet sit in your home. Check out my calendar to see what days I’m not currently booked. In my clients' homes, I give the animals all of my attention and follow any special directions the client leaves for me. I am a firm believer in leaving things better than how I found them, so I am always sure to clean up, lock up, use common sense, and follow proper & appropriate protocol and instruction.

Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 382 reviews
117 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

“Highly recommend Travis for all pet sitting needs!!!! Our pets love him and we’ve been so appreciative of his availability even in last minute circumstances! Thank you for everything Travis!”

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Leah H.
Sitter Profile Image: Emily M.
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Emily M.
from
$50
per visit
5.0 out of 5 stars
• 45 reviews
12 repeat clients
30 years of experience
Milwaukee, WI, 53213

“Emily is a great sitter for my dog Scout! We've been working together for about a year, and she's able to handle senior/disabled dog issues, including lifting/carrying paralyzed dog & dealing with potty issues that occur when Scout is alone.”

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Caitlin A.
Sitter Profile Image: Kristin K.
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Kristin K.
from
$32
per visit
5.0 out of 5 stars
• 31 reviews
14 repeat clients
15 years of experience
South Milwaukee, WI, 53172

About: I am an active person who enjoys the company of dogs. I am big into outdoors activities (i.e. running, hiking, etc) and when watching a dog will give my full attention to them. I live in an area that is close to parks, woods and near to the lake) I have always owned a dog. (pomeranian, german shepard/huskie and keshound growing up and currently co-own a Siberian Huskie (she does not live at my home) I feel I have a strong knowledge of the care of dogs. I have watched my sister's dogs on many occasions. One of the two dogs has epilepsy and I now know how to manage dogs with medical conditions. I will be as accommodating as possible to meet your needs as the pet care provider. I am willing to just come check on the dog, take them for walks, and longer care needs.

Sitter Profile Image: Alex M.
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Alex M.
from
$30
per visit
4.6 out of 5 stars
• 83 reviews
19 repeat clients
10 years of experience
Cudahy, WI, 53110

“Alex did an amazing job! She came early to meet the pups and make sure they were comfortable with her before confirming our drop in visits. She sent lots of photos to keep me updated during her visit and the dogs looks very happy to have her there to play!”

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Meghan S.
Sitter Profile Image: Zoe M.
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Zoe M.
from
$18
per visit
11 years of experience
Milwaukee, WI, 53202

About: I’ve been a pet sitter since I was a kid and i’ve loved every second of it. I know that each animal is different and i’m prepared to give your pet the care it deserves. I’m working part time with a flexible schedule but I am mostly unavailable in the mornings. I will be more available in the late afternoon and night. I have been around dogs my whole life so I am experienced in the needs of dogs in their homes. I always prioritize the pets safety according to their owners instructions.

Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$16
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
8 years of experience
Milwaukee, WI, 53203

About: I have taken care of dogs of different sizes since I was about 12 years old. Coworkers, friends and family have allowed me to dog sit their furry friends for 3+ days in addition to walking and feeding their dogs. I also trained my family’s rescue collie when he was a puppy. I currently work full time. But I will be able to watch your pup most mornings / evenings and weekends. (8 am - 530 pm) If given instructions, I will follow them perfectly. Your dog is part of your family. And my wish is to make them as comfortable as possible when walking/watching them. This could either be from petting the animal, exercising the dog, or giving the animal distance until he/she is comfortable.

Sitter Profile Image: Tess H.
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Tess H.
from
$25
per visit
18 years of experience
Milwaukee, WI, 53233

About: I have grown up with multiple animals in my house at a time and I love hanging out with any pets I can! I currently live in my apartment with my kitty cat, Ocean. He is my pride and joy! I love to hang out with any animal and help those around me as much as I can! I am on winter break currently from school, so my schedule is very open! I am a good communicator and am willing to get up early, stay up late, and anything in between! I ensure that when an animal is outside it is on a leash and that I have a very watchful eye on them. I am very attentive.

Sitter Profile Image: Brittany D.
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Brittany D.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
5 years of experience
Milwaukee, WI, 53226

About: Hi! have two dogs at home that I call my brothers and love them to death. My dad won't let them live with me right now so I always go home to visit and play with them. I have worked at a doggy daycare for over a year, so I do have professional experience with every type of dog. I promise I will show your dog all the love it deserves. I am currently going to school at University of Wisconsin Milwaukee and studying Biology and Zoology. After I finish school I want to transfer to University of Wisconsin-Madsion and receive my Prevet Degree. I want to help animals and care for them in my future in any way I can. I will watch over your dog like their my dog and treat them in the best possible way.

Sitter Profile Image: Abigail B.
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Abigail B.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
• 72 reviews
16 repeat clients
18 years of experience
Muskego, WI, 53150

“Abigail is a fantastic pet setter. You can leave your fur babies with her and have no worries. She will do extra tasks for you too and tunes in to your household routines to help out. Very dependable, communicates well, always there when scheduled. I highly recommend Abigail!”

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Liz D.
Sitter Profile Image: Lilyia S.
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Lilyia S.
from
$20
per visit
5.0 out of 5 stars
• 58 reviews
13 repeat clients
18 years of experience
Waukesha, WI, 53186

“Liliya is great! I was setting up cat sitting for my relatives during a family emergency and from several states away, and she was so helpful and accommodating!”

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Jessica E.
Sitter Profile Image: Julianys D.
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Julianys D.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
13 years of experience
Bristol, WI, 53104

About: I’ve taken care of dogs and cats since I was 13 years old. Big, medium, and small. I’ve taken care of it all. It’s great. I’m currently working a full time job, but I work close enough to my home that I come home for lunch. So I like to take my dog out too and play for a little bit. 🥰🥰🥰 I have a semi fenced yard. Spacious for the dog to run and do it’s business. Spacious house for the dog to be comfortable ❤️

Sitter Profile Image: Annabella K.
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Annabella K.
from
$18
per visit
20 years of experience
West Allis, WI, 53214

About: Animals have always been a huge part of my life! I’ve grown up around dogs of all sizes, especially larger breeds, and have plenty of hands-on experience caring for them. I’ve personally owned two Pit Bulls, one weighing 70 pounds and the other 132 pounds, along with a Pomeranian, so I’m very comfortable handling dogs with different sizes, personalities, and energy levels! My family has always had larger dogs and has trusted me to care for their pets while they’re away. I’ve also helped friends with cat sitting, so my love and experience extend beyond just dogs! For the past year and a half, I’ve been a stay-at-home mom, which has taught me even more about patience, responsibility, and maintaining a loving, attentive environment. I understand that pets are family, and I want every pet in my care to feel safe, comfortable, and loved. Whether your furry friend needs walks, playtime, feeding, companionship, or just some extra love while you’re away, I’ll treat them with the same care and attention I’d give my own pets! As a stay-at-home mom, I have a very flexible schedule that allows me to accommodate a variety of pet care needs throughout the week, including weekdays and could be flexible depending on weekends. I’m happy to provide dog walking, drop-in visits, feeding, playtime, and companionship while you’re away. My 1½-year-old would accompany me during visits, so I ask that pets be comfortable and safe around young children. I understand how important it is to find someone dependable to care for your furry family members, and I’m committed to providing reliable, loving, and attentive care while working around your pet’s individual routine! Your pet’s safety, comfort, and well-being are always my top priorities! While I do not offer pet care in my own home, I’m more than happy to provide care in the comfort of yours, where your pets can remain in their familiar environment and maintain their normal routines. I have experience caring for dogs of all sizes, including large breeds, as well as smaller dogs and cats. I understand that every animal has its own personality, needs, and boundaries, and I always take the time to make sure they feel safe and comfortable. Since my young child accompanies me, I only accept pets that are comfortable around toddlers. I prioritize safe interactions, close supervision, and respecting each animal’s personal space. I’m also happy to follow any specific feeding schedules, walking routines, household rules, or special instructions you provide. My goal is to give you peace of mind knowing your pets are receiving dependable, compassionate care while you’re away!

Sitter Profile Image: Makinzi K.
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Makinzi K.
from
$13
per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Burlington, WI, 53105

“Amazing sitter to my cats, would highly recommend!”

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Kristin O.
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The median cost per visit for dog sitting in Caledonia is $20

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog sitting

  1. 1. Search

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  2. 2. Meet In Person

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Popular requests for dog sitting - Caledonia

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Sitters in Caledonia average 6
repeat dog sitting clients

FAQs for Dog Sitting - Caledonia

Frequently asked questions about Rover

The average cost of Dog Sitting in Caledonia is $19 per visit as of October 2026. Most bookings cost between $16 and $22 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,356 sitters on Rover offering Dog Sitting across Caledonia. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Caledonia choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Caledonia with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Caledonia. On Rover:

  • 89% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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