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: Shannon J.
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Shannon J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 436 reviews
107 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: Patricia N.
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Patricia N.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 110 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

“This is the first time we have used this type of service and we were very hesitant to try it. But after meeting with Patricia we were convinced it was a good choice. Our dogs took to her right away and eased any concerns we had. The pictures and report cards were great!! Next time we need someone to help out with our furry kids we will be contacting Patricia again.”

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Brian B.
Sitter Profile Image: Madelyn G.
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Madelyn G.
from
$14
per visit
5.0 out of 5 stars
• 4 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.

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: 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: Lauren G.
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Lauren G.
from
$16
per visit
7 years of experience
Franklin, WI, 53132

About: I have taken care of many dogs since I was a child. I grew up taking care of my aunts dog. She was my best friend. I have been asked to take care of many loved ones animals and I have always been reliable and trustworthy. I work at puppies and yoga on the weekends. During the week I work at a thrift store in the mornings. I am a student at Matc and I have morning and afternoon classes on Wednesdays and Fridays. The best time for me to walk the dogs and pet would be the afternoon. I care for every pet as if they were my own, while always following the owner’s specific instructions and keeping their normal routine as consistent as possible. I make sure pets have fresh food and water, regular potty breaks or walks, playtime, exercise, and plenty of attention and affection. I also keep their environment clean, comfortable, and safe. When caring for pets in a client’s home, I respect their home and follow all instructions regarding feeding schedules, walks, medications, crates, and house rules. I pay close attention to each pet’s behavior and needs and provide regular updates and photos so owners can feel comfortable knowing their pet is safe, happy, and well cared for.

Sitter Profile Image: Cindi W.
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Cindi W.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
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: Kayla J.
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Kayla J.
from
$14
per visit
1 repeat client
2 years of experience
Oak Creek, WI, 53154

About: As a teacher, patience, responsibility, and building trust are part of who I am every day. I naturally create calm, positive relationships and understand that every dog, just like every child, has a unique personality and deserves individualized care. Since I'm on summer break, I have a flexible schedule and can give your pet the time and attention they deserve rather than rushing through visits. Whether it's an energetic walk, extra playtime, or simply providing companionship, I strive to make every dog feel safe, loved, and comfortable. I know that trusting someone with your pet is a big decision, and my goal is to give you peace of mind by treating your dog like family. 🐾 As a teacher on summer break, I have a flexible daily and weekly schedule, allowing me to prioritize consistent, reliable pet care, walks, and check-ins throughout the day. I care for pets with patience, attention, and love—ensuring they are safe, comfortable, and happy through reliable walks, playtime, feeding routines, and gentle companionship.

Sitter Profile Image: Neida S.
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Neida S.
from
$13
per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

“Thanks for taking such great care of Lucy!”

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Jessica P.
Sitter Profile Image: Kylie R.
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Kylie R.
from
$15
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Oak Creek, WI, 53154

About: I have grown up with dogs and absolutely love them. I enjoy taking walks and playing outside with them. When I watch dogs I make sure they are fed and have enough water and make sure that they have there energy put to good use. If you dog likes to go on long walk or short ones I will enjoy it. If you pet needs extra loving care I can provide that. If you are puppy training I will bring a bag of treats outside and on walks to reward them for going outside. I also will leave your house just as you left it and clean up after your pet. I look forward to spending time with your furry companion. I will go above and beyond to make your dog happy. I have experience with all ages and if your dog needs extra care I will be able to provide for them. I have given meds to dogs before and would do anything for you companion. If you have any questions or concerns please feel free to contact me.

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: 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: Monica L.
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Monica L.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 32 reviews
10 repeat clients
12 years of experience
Racine, WI, 53402

“Monica is an exceptional pet sitter! Provides prompt responses, real time pet updates with pictures and my big guy Ripley is happy and safe when she provides pet care services. I am able to have piece of mind that my dog is well cared for when Im not in town, and also able to have communication with her. I just finished my second booking with Monica and will continue to book with her. Highly recommended!”

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Miller H.
Sitter Profile Image: Leslie H.
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Leslie H.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
3 years of experience
Franklin, WI, 53132

“Leslie is a compassionate animal lover who provided outstanding care for my cat. She always had great communication, providing plenty of adorable photos and thorough updates. She is detail-oriented, going above and beyond to make sure all of our pet and home-related needs are met. Knowing I had someone so genuine and reliable looking after my pet and home was a huge peace of mind. I came back home to a happy, satisfied cat and a clean space with everything left in place. It's such a comfort and relief to find such a trustworthy and exceptionally amazing pet sitter. I would highly recommend her for any animal care needs!”

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Aj M.
Sitter Profile Image: Danielle M.
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Danielle M.
from
$20
per visit
17 years of experience
Union Grove, WI, 53182

About: I have experience in cat sitting with clients, some of them had anxious cats that were more on the spicy side. I gained their trust and surprised their owners when they found out how close and cuddly they got with me, that's my quality. I don't expect every cat to open all of their boundaries and I respect doing what they want. 😸 I am known to socialize with the cats outside of just feeding them and cleaning their litterbox. I have had 3 cats of my own, 2 which have been elderly cats who needed medicine and careful care. 💊 I am very good at administering meds and staying consistent. I have had two dogs which both crossed the rainbow bridge from elderly age (a malamute and a newfoundland). I am an equal cat and dog lover! I would love to have a dog again one day. I walk with a cane so I am comfortable walking small dogs. 🐶 I have a very flexible schedule since I work from home. I can stop by any time in the mornings, afternoons, and also early evenings. When going to a client's home, I am very careful when entering and exiting the home when the door opens. I also do a head count of any cats including my own before leaving a house. I know from my own pet that they like to get curious and can suddenly go into a bathroom or closet and can get closed in. Just like my teaching days - taking head counts is important! I also watch the pets as they eat especially if there are multiple in a house so that they don't overeat by sneaking snacks from their pet buddies food.

Sitter Profile Image: Tara F.
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Tara F.
from
$14
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Hales Corners, WI, 53130

About: I have taken care of all types of animals from fish to lizards. I take of care my own dogs and cat currently and babysit for family and friends. I currently have the summers off due to being a teacher. This allows me to have open availability all summer! I’m available for all services. I have woods in backyard and a dog park across street to provide plenty of exercise. I would take care of your pets as you wish. Anywhere from a hour walk to a few snuggles in the middle day, I’m happy to do it.

Sitter Profile Image: Nicole J.
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Nicole J.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

“Nicole was amazing!!! She took some of the best pictures of my cats and sent them every day, her communication skills were amazing and she went above and beyond caring for my cats and my home. I am amazed and so grateful to have found her. Ive had the best experience with her and I cant say enough!!”

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Drea S.
Sitter Profile Image: Jessica O.
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Jessica O.
from
$25
per visit
10 years of experience
Franklin, WI, 53132

About: I’ve been a pet sitter for dogs and cats since I was in high school for family members and neighbors. I have a background with volunteering at local animal shelters. My schedule is flexible throughout the week which helps provide plenty of pet sitting availability. Pet care easily fits into my schedule. I typically have several week days/weekend available for pet sitting. Typically I have my schedule 4 weeks out in advance or more. I love all animals and love to show them kindness. I make sure they get their needed steps in for the day. I also think its important to spend quality time and play with them.

Sitter Profile Image: Sydney M.
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Sydney M.
from
$15
per visit
5.0 out of 5 stars
• 5 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: Jack S.
Verified Enhanced Background Check
Jack S.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
• 36 reviews
9 repeat clients
7 years of experience
Cudahy, WI, 53110

“Jack was so patient and understanding with our nervous Luna. Would highly recommend.”

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MKE Y.
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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.

Meet local sitters who will treat your dogs like family

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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 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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