House Sitting in Caledonia

Find a loving house sitter to watch over your pets and your home.

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Top rated Caledonia house sitters

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

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Sitter Profile Image: Ky A.
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Ky A.
Star Sitter
from
$45
per night
5.0 out of 5 stars
47 reviews
20 repeat clients
6 years of experience
Mt Pleasant, WI, 53406

Ky was great! I was very comfortable leaving my pets in her care, and she took great care of them. She communicated well, sent pictures off and on throughout our vacation. She left everything in good shape and the pets seemed well cared for when we got back.

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Cassandra H.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$65
per night
5.0 out of 5 stars
39 reviews
12 repeat clients
3 years of experience
Sturtevant, WI, 53177

We were so thankful to find Michelle on Rover. She was courteous, warm and professional in her communications and gave us a lot of ease about leaving our pup and our home in her care. She was great about giving updates and sending photos while we were away. We returned to a well-kept home and a happy pup! We highly recommend Michelle!

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Brianna J.
Sitter Profile Image: Samantha I.
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Samantha I.
from
$55
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Kenosha, WI, 53144

Sam was great! Got back to happy dogs. She went above and beyond for us….getting our chickens food. Thanks Sam!

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Jennifer A.
Sitter Profile Image: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5 stars
19 reviews
1 repeat client
20 years of experience
Franklin, WI, 53132

Adrianne was a great pet sitter. She confirmed quickly and set up a meet and greet. My Cavapoo gave her hugs and kisses as soon as she arrived. He likes longer walks and she was awesome to explore nearby trails and parks with him. Adrianne is personable and professional.

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Gail S.
Sitter Profile Image: Anik Z.
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Anik Z.
from
$50
per night
4 years of experience
Yorkville, WI, 53126

About: Hello! I study Vet Science at UW Madison and have extensive experience in both dog and cat humane societies, kennels, and have had dogs my whole life and cats for 3 years now. My dogs Jojo and Jagger are very energetic, and Indy is my tortie and the love of my life :) I tend to work weekends at my families business but can change my availability based on how familiar I get with your pet(s). I am always available to talk and will respond quickly to messages! I love to engage with pets and learn their body language, I will always have a ball or stick while walking your dog, but also understand when they need a break. My priority is making them feel as at home as possible, while earning experience in the field I love. I have patience for both cats and dogs, and will watch carefully to not over pet, play, or initiate with shy animals. Tell me more about your pet to help me help them be as comfortable as they can be!

Sitter Profile Image: Carolina G.
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Carolina G.
from
$50
per night
4.9 out of 5 stars
35 reviews
8 repeat clients
9 years of experience
Cudahy, WI, 53110

I had Carolina do some dog sitting in my home while I was out of town and I could not be happier. She took great care of my senior dog, Joey. He had plenty of exercise and walks, was well loved, she kept him great company and treated him like he was her own. Joey has some medical issues and requires medications throughout the day and she was very diligent about following his schedule. She gave constant updates, pictures and videos, which was much appreciated. Carolina was extremely respectful of my home, and pretty sure my place looked better than when I left. The next time I need someone to look after my old guy, I hope Carolina is available, I highly recommend her.

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Chad A.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
102 reviews
30 repeat clients
30 years of experience
Franklin, WI, 53132

We came home to 4 happy healthy fur babies from our week long vacation. Lots of photos and check ins were sent to ease our mind. Our bed sheets were washed and bed re-made, house stayed clean. There is no doubt I will use Pat again. AMAZING!!

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Jen M.
Sitter Profile Image: Paige P.
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Paige P.
from
$55
per night
5.0 out of 5 stars
2 reviews
9 years of experience
Mount Pleasant, WI, 53406

About: (I go by Dakota, so some testimonies might call me that) I started off pet sitting for neighbors when I was about 14. I would feed, let out, and walk the dogs, and feed and clean cat litter boxes as needed. I moved up to dog sitting for family friends, old coworkers, and coworkers’ clients about three years ago, where I would do the same, and even bathe dogs if needed. I have experience pet sitting rodents and reptiles as well! I am currently not working a job, so I have all the time to give your babies the love and attention they need and deserve! I have experience with body language in dogs, so I can always tell when your baby is happy, upset, or uncomfortable. If you don’t have a fenced in yard, no problem! I can take your fur baby on a secure leash outside!

Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
6 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth was wonderful! Our pups were well loved and safe. She was trustworthy and went above and beyond to make sure the house was left in excellent condition. We look forward to having her back.

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Kimberly P.
Sitter Profile Image: Daniel B.
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Daniel B.
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
30 years of experience
Caledonia, WI, 53402

Daniel was a reliable dogsitter at our house. Our dog loved him, as evident with Cali sitting at his feet even when we returned. Daniel did give Cali additional outdoor time, which was a treat. Daniel also went beyond the call to receive the shipment of our new lawnmower and see that it was sheltered in our garage.

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Elaine J.
Sitter Profile Image: Joseph F.
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Joseph F.
Star Sitter
from
$70
per night
4.9 out of 5 stars
41 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

Joe was amazing with our 4 furry toddlers! We've never really went on vacation because of our dogs and fears of boarding our dogs. Joe sent nearly daily updates, some pics and videos of them having a great time without us. He's super responsive to messages and very patient with people and our crazy pack of 4. Thanks again for allowing us to have a worry free 1st vacation!

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Samantha S.
Sitter Profile Image: Heidi B.
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Heidi B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
42 reviews
13 repeat clients
32 years of experience
Caledonia, WI, 53402

Heidi was amazing. She was very accommodating in terms of finding a time for a meet and greet. When my son decided he wanted to entertain her and have her attention as I showed her around, she was a great sport. She was super non-judgmental about the state of our house, and put me at ease. She was great with our pets while we were gone, and sent adorable photos. When we got home, I found that she had washed all of the odd dishes we hadn’t had a chance to wash before we left. She also shoveled the walkway! I will absolutely be reaching out to her again, next time we go on vacation.

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Cassandra H.
Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
7 years of experience
Sturtevant, WI, 53177

About: With over 7 years of hands-on dog sitting experience, I’ve cared for pups/kitties of all breeds, sizes, and temperaments—from energetic puppies to mellow seniors. I’ve handled everything from daily walks and medication administration (pills only) to overnight stays and longer holiday care. I prioritize creating a safe, loving environment that keeps their regular routine. Whether it’s fetch in the park or quiet cuddle time, I tailor care to each dog’s unique needs and personality. My schedule is open and flexible, which means I’m available for extended bookings, weekend getaways, *most* holidays, and all the in between’s. I’m here when you need me, morning, afternoon, or evening—no rigid time blocks, just dependable availability. Whether you’re heading out of town or working long hours, I’m ready to jump in with consistent, loving care. Pet parents can count on me to adapt to their routines and provide reliable service every day of the week. Safety and trust are the foundation of everything I do. I never leave dogs unsupervised in unsafe areas, and I only use the approved pups gear. I stay in close contact with pet parents, offering regular updates, pictures, and messages (if asked for) for peace of mind. With seven years of trusted pet care under my belt and a strong sense of responsibility, I treat your dog as if they were my own. Your pet’s wellbeing is always my top priority.

Sitter Profile Image: River W.
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River W.
from
$50
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
2 years of experience
South Milwaukee, WI, 53172

River was amazing with our dogs. She gave them space until they felt comfortable with us not being home. She was great with communication and giving us updates while we were gone. It really made us feel comfortable being able to take a vacation without worring about the dogs. I highly recommend river they are amazing!

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Angela C.
Sitter Profile Image: Joshua C.
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Joshua C.
from
$50
per night
4.8 out of 5 stars
19 reviews
8 repeat clients
7 years of experience
Kenosha, WI, 53142

I highly recommend Josh to stay with your pet! He stayed with my dog Diesel over this past weekend at my house. When I returned home Diesel was very happy and my home was in perfect shape. While I was away Josh sent several pictures of them taking walks together and playing together. They had lots of fun and Josh really focused on Diesel. I will definitely book him again when I need to be out of town.

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Karann M.
Sitter Profile Image: Delaney W.
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Delaney W.
from
$75
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Kenosha, WI, 53144

Delaney is reliable friendly and very loving to our pug Louis. Very caring and attentive. Definitely someone I will always have be with our sweet boy.

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Kate S.
Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53228

Maya was AWESOME! We needed a last minute Rover to stay at our house and watch our 2 pups for a night and she was such a good fit for the job. Super communicative & sweet — we always received the cutest pupdates. Our dogs were 100% in great hands & we’ll definitely be booking with Maya in the future! 😊

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Jenna H.
Sitter Profile Image: Kelly T.
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Kelly T.
from
$40
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
42 years of experience
Racine, WI, 53403

Kelly was a pleasure to work with. She stayed in my home with the fur-babies. Nothing was left undone. My home was clean when I returned & the pups happy. I would ask her to house/pup sit again. 🐶

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Connie Z.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
7 years of experience
Cudahy, WI, 53110

About: Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I do not have a dog of my own and typically only watch one dog (or two if you have two) at a time leaving your dogs needs at the priority! I work remote so will always be able to be responsive when sitting. Also have a 700+ day 10,000 step streak so doing lots of walking currently! Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!

Sitter Profile Image: Alexandra I.
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Alexandra I.
from
$45
per night
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex is great with animals, respectful, kind, caring and compassionate. She is great with communication and made me feel like my pets were being well cared for. Highly recommend!

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Kristina P.
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Over 17
pet parents in Caledonia have booked house sitting

Caledonia pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Gabby did a great job keeping me updated with photos and videos. It seems like the girls (2 cats) enjoyed their time while Gabby stayed wth them.

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Jenice M.
House Sitting
5.0 out of 5 stars

Gabby was amazing! She cared for all 3 of our dogs for a week while we went on family vacation and she was wonderful. Everyday she sent tons of photos of our fur babies, and it made us feel so comforted knowing they were in great hands all week. She communicated well, was very accommodating, followed instructions, and overall just a great experience. Will definitely be using her again in future. 😊

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Jason S.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Caledonia is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house 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.

Sitters in Caledonia average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Caledonia on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Caledonia house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,164 house sitters in Caledonia. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Caledonia house sitters respond in under an hour.

House sitters in Caledonia have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Caledonia.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Caledonia house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.