Dog Sitting Caledonia

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

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Over 79
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: 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: 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: Mikeila F.
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Mikeila F.
from
$30
per visit
4.9 out of 5 stars
• 29 reviews
11 repeat clients
19 years of experience
Cudahy, WI, 53110

About: Married stay at home mom of 3 girls and 1 boy, who loves animals. Pre-covid I was a banquet cook for a living. I have always owned dogs( Pitts and huskys), cats, fish, rats, rabbits, turtles, bearded dragons, snakes, and other animals.. but currently have none of my own.. I'd love to watch others as a way for me to fill the void until I find another forever furpal. I live in a decent sized house with a nice yard so there is plenty of room for animals to roam and stretch their legs. I give animals all the attention they want and need. Couches and beds are free game as long as it's ok with you, I wouldn't want to upset what an animal is used to. At my place there are Treats walks and belly rubs galore. I am a stay at home mom so my schedule is open and my routine can be changed to fit what your pup or other animal needs. I have no animals of my own and usually only take one family at a time for boarding and 2 families for doggy daycare unless discussed ahead of time with clients so I can match your pets normal care schedule and routine.

Sitter Profile Image: Daija H.
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Daija H.
from
$20
per visit
11 years of experience
Milwaukee, WI, 53226

About: From working/volunteering at shelters to pet sitting for friends and family, I have 10+ years of experience caring for furry friends of all ages, personalities, and sizes! Most all of my pet care has been limited to cats and dogs, but I am willing to work with small critters, birds and reptiles with the right care instructions/tutorials. I am not typically squeamish, so I am open to handling clean up and medication - please message me for specifics. As a dog mom myself, I understand that each pet requires different levels of care and attention, and am willing to meet them where they’re at! However, I do not offer training services and might not be the most compatible caretaker for pets that exhibit aggressive behaviors (I am open to discussing). Additionally, I am a full time graduate student, so care in the early morning and evenings will work best for my week day schedule. I will be available some holidays (i.e., Thanksgiving). My availability may also change from time to time, so please be sure to check my profile or message me. Choosing me means your pet will receive quality care, and that all the updates you receive will include cute pics! As a full time student, my weekday availability might mean limited check-ins, but your pet is always the priority! - Monday & Tuesday: 6:00 AM - 7:30 AM; after 5 PM - Wednesday: 6:00 AM - 7:30 AM; after 7 PM - Thursday: 6:00 AM - 7:30 AM; after 5 PM - Friday: 6:00 AM - 8:00 AM; after 3:00 PM - Saturday & Sunday: Flexible! I will need a few hours in the morning and some afternoons to volunteer. For pet sitting, I can provide the following: - Feeding and hydration - Exercise and play - Maintenance and cleaning of pets environment (e.g., litter box, crate, etc.) - Medication administration - Light housekeeping (e.g., bringing mail in, watering plants, taking out trash, etc.) - Text/photo/video updates

Sitter Profile Image: Fatima B.
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Fatima B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
2 years of experience
West Allis, WI, 53214

About: I am a dedicated pet caregiver committed to keeping your furry friend happy, healthy, and safe. I will strictly follow your pet's specific daily feeding and medication schedules to maintain their comforting routine. As an experienced and enthusiastic walker, I ensure they get plenty of exercise, fresh air, and fun outdoor adventures. Your pet will receive attentive, loving care and the absolute highest quality companionship every single day. I am a teacher so my schedule during the weekdays are from 8am-4pm. On the weekends I’m available all day. Feel welcome to send me a message! I will always follow the instructions that the pet owner gives me. Hiring me your pet will always be fed on schedule, enjoy play time, and treats. Every home I visit will be respected and well taken care of.

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: Jessica W.
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Jessica W.
from
$20
per visit
5.0 out of 5 stars
• 59 reviews
12 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

“Jessica did a great job running energy off our active Australian Shepherd. She was content when we got home. PLUS she took an amazing picture of Maisy playing tetherball!!”

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Eliz G.
Sitter Profile Image: Margaret Z.
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Margaret Z.
from
$15
per visit
5.0 out of 5 stars
• 6 reviews
4 repeat clients
26 years of experience
Bay View, Milwaukee, WI, 53207

About: Caring for animals is my passion! With over 20 years experience! Grew up caring & loving for dogs and animals of all sizes! Have rescued over 9 animals of my own and helped train over 20 dogs. Love playing with other dogs of all breeds and playing fetch until the sun goes down! Have experience with cats, dogs, and small animals. CPR/First Aid Certified. Have been a chef my whole life as well so love cooking delicious food for all of my four legged friends. Also Studied massage therapy so I love giving therapeutic rubs to all my furry friends! Animals are my love language. I know how special it is to let someone else spend time with your four legged family members. It would be my honor to care for them while you are not able. I work from home so your animals will have my full attention! I have a passion for caring for animals like they are my family! I have a fully fenced in yard with toms of toys a fdog pool and a full house with a finished basement! With a great private subdivision to walk!

Sitter Profile Image: Alexy & Kayla G.
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Alexy & Kayla G.
from
$15
per visit
4.9 out of 5 stars
• 94 reviews
27 repeat clients
4 years of experience
Milwaukee, WI, 53202

“Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜”

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Quinesha F.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$25
per visit
5.0 out of 5 stars
• 51 reviews
19 repeat clients
6 years of experience
Milwaukee, WI, 53216

“Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!”

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Laura B.
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: 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: Angel B.
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Angel B.
from
$18
per visit
1 year of experience
Historic Mitchell Street, Milwaukee, WI, 53204

About: Your cat runs the house, and I’m just here to deliver the 5-star service they deserve. I stick strictly to their custom feeding routine, spark their inner hunter with high-energy play, and hand out belly rubs or chin scratches strictly on their terms. I provide the routine, royal treatment, and total peace of mind your cat demands while you're away. I am open Mondays through Fridays after 1pm. On Saturday and Sunday I am free all day. Please send me a message if you have any questions! When being at a client's home their cat will have my full attention. The home will be respected and taken care of as well.

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: Keira M.
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Keira M.
from
$19
per visit
8 years of experience
Avenues West, Milwaukee, WI, 53233

About: I have been around all kinds of pet my entire life and have always had a large dog of my own. I have been caring for others’ pets for many years now including my family members, friends and other community members. Over the years, I’ve worked with pets of all ages, from energetic puppies to sweet senior dogs. I’m known for being dependable, calm, and incredibly patient especially with shy or nervous pets. What sets me apart is the attention I give to each animal’s unique needs. Whether it’s giving medication, sticking to a training routine, or just being a comforting presence, I treat every pet like my own. I’m also very detail-oriented and love keeping both pets and pet parents happy, safe, and stress-free. I’m currently working part-time so I will have plenty of time to take care of your pets! I am available to overnight pet sit on both weekdays and weekends and I am also available to do multiple daily drop-ins and walks! When caring for pets in a client’s home, I do my best to keep their routine as normal and comfortable as possible. I follow all feeding, walking, and playtime instructions closely and make sure pets get plenty of love, attention, and exercise. I’m respectful of each home, keep things clean and tidy, and always make sure pets are safe and happy while you’re away. If a pet needs extra care, like medication, senior support, or crate training, I follow specific instructions and check in regularly with updates. I treat every pet like family and every home with the care I’d want for my own.

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: Dominique H.
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Dominique H.
from
$25
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
New Berlin, WI, 53151

“Dominique was wonderful with my Stinky! Stinky immediately loved him. Dominique was very attentive to Stinky’s needs. He was walked, fed, given water and played with. I will continue to ask Dominique for his valuable assistance!”

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Emma R.
Sitter Profile Image: Declan G.
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Declan G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 58 reviews
22 repeat clients
10 years of experience
Antioch, IL, 60002

“Declan was a great sitter! Look forward to working with him in the future. Would highly recommend him and what he offers your animals. It is hard to find someone as good as him, and we are lucky to have him!”

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Chase S.
Sitter Profile Image: Erin N.
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Erin N.
from
$22
per visit
5.0 out of 5 stars
• 28 reviews
2 repeat clients
3 years of experience
Wauwatosa, WI, 53226

About: I have grown up with pets all my life and love both dogs and cats. We currently have a 3 year old dog and a senior cat that we love. We have a big fenced in backyard and our dog loves to play with others! I am a registered nurse so I have a more flexible schedule to sit for pets every week. My husband is also very flexible in his schedule, so between the two of us we always make sure your pets will be well cared for! We have a large fenced in backyard and our pup loves to play. We also have a cat that is comfortable with other dogs. I have no problem coming into clients homes to care for both cats and dogs.

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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How to book dog sitting

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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 on Rover is $19 per visit as of October 2026. Most bookings cost between $16 and $22 per visit. 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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