Dog Sitting Caledonia

Book a Caledonia dog sitter to watch your dog in your sitter’s home or yours.

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Over 77
pet parents in Caledonia have booked dog sitting

Caledonia, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

Very last minute, I realized I needed someone to drop in on my pup and take her out/ put her in her crate for bed time. Anna responded promptly, communicated clearly, and did everything I asked of her. Very thankful she stopped in and helped me out.

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Courtney S.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
35 reviews
9 repeat clients
7 years of experience
Cudahy, WI, 53110

Jack always take good care of our boy!

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MKE Y.
Sitter Profile Image: Cindi W.
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Cindi W.
from
$17
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Franklin, WI, 53132

Cindi took great care of my two cats although they stayed well hidden! Very responsible and great communication. It was a one time drop in visit. I already have her booked for future dates.

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Fran S.
Sitter Profile Image: Sydney M.
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Sydney M.
from
$14
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Muskego, WI, 53150

About: For the last 10 years I have been the go to pet-sitter for my family, friends and neighbors, and I can be for you also! I have a lot of experience with dogs of all sizes and cats of all kinds. I have taken care of itty bitty baby kittens and helped raised them up to go into their forever homes. I spent time working at a doggie daycare, where I gained some experience administering medications such as pills and eyedrops/eardrops. I, myself have three cats Roo, Gus and Noelle I am currently doing pet care full-time, and I can work with your schedule. I can be flexible, just let me know when you need me! With my own cats and I strive to take care of them the best I can, they get the best food, the best water, a lot of play and so many cuddles. I will take care of your babies as if they are my own, while also also sticking to your standards and routine.

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

Abigail always does a great job. She loves my senior kitty, takes her out for walks, and applies her daily medicine every evening. Abigail also sends me pictures at every visit as keeps me well-informed.

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Liz D.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$15
per visit
4.9 out of 5 stars
16 reviews
12 repeat clients
25 years of experience
Racine, WI, 53406

About: I have had all kinds of dogs & a cat since I was a kid; Schnauzers, Beagles, Pittie mixes, and a Chihuahua. My girlfriend & I currently have a 10 year old pitty named Cannoli, a son to be 2 year old pitty- Great Pyrenees named Carl and 2 12 year old chihuahuas named Tyson and Felix. Friends and family have relied on me to walk, feed and play with their pets while they are away. I am currently available during the week Monday-Friday 10am-10pm (and some weekends), so I will have plenty of time to play with your pups! I am available for walks or drop ins. Would love to regularly walk or drop in with your furry friends weekly or a few times a week! Active pet sitter near parks & walking trails. I enjoy taking pups on long walks or runs outdoors, or even just providing some company in the house while your are away.

Sitter Profile Image: Terris R.
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Terris R.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Hales Corners, WI, 53130

Terris was an excellent communicator and the dogs loved her. We will definitely use her again

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Jim O.
Sitter Profile Image: Allison U.
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Allison U.
from
$13
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Franklin, WI, 53132

Allison was great! My very timid rabbit warmed right up to her. Also her detailed notes of each daily check in gave me confidence that I had nothing to worry about!

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Ann S.
Sitter Profile Image: Christina F.
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Christina F.
from
$35
per visit
5.0 out of 5 stars
27 reviews
5 repeat clients
25 years of experience
Franklin, WI, 53132

Christiana is very reliable, kind and was so great with our kitties! We needed her very last minute and she was a huge help. She kept us updated with pictures. Thank you!

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Roselyn C.
Sitter Profile Image: Emily M.
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Emily M.
from
$60
per visit
5.0 out of 5 stars
42 reviews
11 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily is great with Scout! Scout is a bit of a difficult dog due to temperament and physical disability, but Emily handles her well, and Scout loves her!

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Caitlin A.
Sitter Profile Image: Heidi B.
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Heidi B.
from
$30
per visit
5.0 out of 5 stars
45 reviews
16 repeat clients
32 years of experience
Racine, WI, 53406

Heidi was great with our cat Sarge while we were away! I was confident he was in good hands. She helped administer his medications too and he was very happy all around when we got home. We will definitely rebook with her next time we go on a trip!

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Jenna R.
Sitter Profile Image: Shannon J.
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Shannon J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
434 reviews
106 repeat clients
15 years of experience
Caledonia, WI, 53108

Shannon took wonderful care of our cat while we were out of town and was sending us daily updates and pictures of our cat. We definitely recommend Shannon for pet sitting:)

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Rami A.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$16
per visit
5.0 out of 5 stars
11 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: Maya M.
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Maya M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Greenfield, WI, 53228

Maya was excellent with Rosie and Rudy. I knew they were well cared for while I was away, which gave me peace of mind during my travels!

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Emily A.
Sitter Profile Image: Juliana B.
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Juliana B.
from
$22
per visit
4.7 out of 5 stars
11 reviews
4 repeat clients
8 years of experience
Franklin, WI, 53132

Juliana was quick to respond to a next day booking request. So grateful she was able to drop in on my pup and give him some company when I had to be away from home for longer stretches.

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Erin C.
Sitter Profile Image: Daniel B.
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Daniel B.
from
$30
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Caledonia, WI, 53402

Very nice, took good pictures.

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Carrie S.
Sitter Profile Image: Sydney F.
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Sydney F.
from
$16
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
3 years of experience
Oak Creek, WI, 53154

About: I’ve been taking care of dogs for years, but done it more seriously the past three years. I do overnight stays with my friends/families dogs, and a lot of dog walking! I’ve done everything from administering medications to cleaning up accidents. I work from home, so my schedule is very flexible! I don’t have time constraints (for the most part), so I can take my time caring for your pets. I would like to say I’m very good at being aware of my surroundings. I’ve taken care of dogs that aren’t dog-friendly, so I know how to handle those situations when on walks, etc. I also realize that growing trust with animals is extremely important.

Sitter Profile Image: Kylie K.
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Kylie K.
from
$15
per visit
4.4 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Franklin, WI, 53132

Kylie came over for 4 days to check in on my kitty while we were out of town. He warmed up to her pretty quick, which is a good sign. She kept in touch of when she was stopping over and took care of everything I needed, including sending me some photos. 😻 I would definitely request her again.

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Debbie K.
Sitter Profile Image: Myia M.
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Myia M.
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
3 years of experience
oak creek, WI, 53154

About: I’ve done overnight dog sitting for the past 3 years. Also I grew up in a household full of dogs and loved taking them on walks. I am currently working first shift starting at 8:30am to 4:30pm and able to walk dogs anytime after that. If you have any questions feel free to reach out to me. I currently have a 4 year old german shepherd that I just recently adopted. I take him on daily walks on a leash along with treats.

Sitter Profile Image: Madelyn G.
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Madelyn G.
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Raymond, WI, 53126

About: I've been around animals my whole life! Family and friends have trusted me to feed, walk, play with, and care for their pets, both cats and dogs. I also worked for Wag, which I thoroughly enjoyed and learned so much about caring for pets. My schedule is extremely flexible and I only work part time, so I can care for your pets at almost any time of day, especially mornings and afternoons. In a client's home, the pets are in a familiar environment with an unfamiliar person. So, the first thing I do is give the pets a chance to get used to me! Let them sniff me, let them approach me at their own pace.

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

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

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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.

  • World-class support

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

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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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 Drop-In Visits - Caledonia

Frequently asked questions about Rover

The average cost for Dog Sitting in Caledonia on Rover is $18.87 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 2,384 sitters on Rover offering Dog Sitting across Caledonia. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Caledonia stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Rover's Trust & Safety page .

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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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:

  • 93% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% 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 cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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