House Sitting in Jackson

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

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Top rated Jackson 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: Cheryl K.
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Cheryl K.
Star Sitter
from
$49
per night
5.0 out of 5 stars
138 reviews
47 repeat clients
13 years of experience
Jackson, WI, 53037

Cheryl is amazing with our pups. She cuddles with them and gives them so much love when we’re away. We can go on vacation and know that our pups are happy and having so much fun.

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Lisa B.
Sitter Profile Image: Faith B.
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Faith B.
from
$55
per night
5.0 out of 5 stars
69 reviews
13 repeat clients
20 years of experience
Jackson, WI, 53037

There are no existing words to describe what a wonderful experience we had with Faith. Not only did she provide loving care to our pups but also to our home. It speaks volumes about her character. Thank you, Faith!

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Amy B.
Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
89 reviews
29 repeat clients
20 years of experience
Germantown, WI, 53022

Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!

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Brian or Sarah L.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Waterfront, Cedarburg, WI, 53012

Amanda did a wonderful job again! We will use her for sure she when I need a dog sitter again. It’s nice not having to be stressed when being away knowing that the dogs are totally fine and getting plenty of walks and quality time.

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Dana E.
Sitter Profile Image: Jenna F.
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Jenna F.
from
$20
per night
5 years of experience
Slinger, WI, 53086

About: I’ve cared for animals of all ages, breeds and personalities. I have experience working with senior pets or pets with disabilities who need medication administered or specialized care. Am also comfortable and capable of working with puppies or dogs of very high energy breeds. My goal is to make sure your pet is safe and well cared for while you are away. I currently work full time as a vet tech but can be available to feed, walk, exercise, potty, and spend time outside your pet before and after work and during my lunch break. I am available most afternoons after 2:30pm and all day Thursdays and Weekends. I will care for your pets in your home, reducing any stress of being in an unfamiliar environment. I also have the flexibility to adjust my schedule to fit their needs throughout the day.

Sitter Profile Image: Jeanee S.
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Jeanee S.
from
$65
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
25 years of experience
Cedarburg, WI, 53012

Jeanee is amazing! She took the best care of our pets, provided frequent updates, and was honestly a joy to communicate with! She will most definitely be my first choice for future pet sitting needs.

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Molly J.
Sitter Profile Image: Cody C.
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Cody C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
169 reviews
36 repeat clients
5 years of experience
Cedarburg, WI, 53012

Cody was great! She kept me updated, sent photos of my Meli girl, and made me feel very comfortable that my kitten was treated well. Thank you!

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Joelle R.
Sitter Profile Image: Murphy N.
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Murphy N.
from
$42
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
25 years of experience
Cedarburg, WI, 53012

Murphy was great with my animals. She was attentive, responsive and I felt comfortable leaving for the weekend knowing my animals were in good hands!

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Megan G.
Sitter Profile Image: Michael R.
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Michael R.
from
$28
per night
4.7 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Menomonee Falls, WI, 53051

Michael had been wonderful and he has helped us out with our two dogs several times. He communicates well and my dogs have been so happy having him stay with them while we are gone. Would recommend him to take care of your pets.

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Janine P.
Sitter Profile Image: Ellie A.
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Ellie A.
from
$45
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
6 years of experience
Jackson, WI, 53037

About: Hi, I’m Ellie! A little about me, I grew up surrounded by all kinds of animals from cats and dogs to birds and snakes! And I’ve loved going above and beyond to care for them, for as long as I can remember. I have a 10 year old pup myself (Toby) that has helped me understand the dedication and commitment required when caring for pet; especially during a time that might be a bit difficult or confusing for them. I’ve also learned that each pet has their own personality and I will adapt my care to be able to provide exactly what your pet needs. In addition to pet care, I’ll also be able to provide other house sitting needs such as watering plants, gathering mail or anything else that may be needed.

Sitter Profile Image: Heather Z.
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Heather Z.
from
$100
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
Germantown, WI, 53022

Heather was so sweet and understood our animals are our family. She sent pictures throughout her stay which really put my mind at ease. We will book Heather again for the future!!

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Angela C.
Sitter Profile Image: Madeline P.
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Madeline P.
from
$40
per night
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Ahwatukee Foothills, Menomonee Falls, WI, 53051

Madeline watched Cleo over Memorial Day Weekend! She sent lots of updates, made sure Cleo got her medicine every day, and was comforted with the right resources. She was super attentive and really neat with our home and definitely would trust her to watch Cleo again!

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Dayne R.
Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
53 reviews
20 repeat clients
3 years of experience
Sussex, WI, 53089

Allison took wonderful care of our fur babies (and our home). We appreciated the frequent pictures/videos, since we missed our boys something terribly. Our cats are usually scaredy cats, and hide from strangers. Allison bonded with them quickly and they were comfortable with her around. One of our cats require daily medication, and Allison was such a pro, making sure he was well cared for. We truly appreciate her care and support of our family and home. Would highly recommend.

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Thomas D.
Sitter Profile Image: Emmalee M.
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Emmalee M.
from
$60
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Germantown, WI, 53022

Emmalee was an amazing sitter, and I would recommend her to everyone and anyone. She kept us updated with numerous photos and videos, was clear about her schedule, and took amazing care of our little boy. She was so considerate of all his needs and treated him like she was her own. Not to mention, she left our place better than we left it. Your fur baby will be in the best hands when with Emmalee. Five stars all around.

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Erin L.
Sitter Profile Image: Courtney Z.
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Courtney Z.
from
$50
per night
4.9 out of 5 stars
9 reviews
1 repeat client
8 years of experience
Hartford, WI, 53027

Courtney was very sweet and responded quickly to messages. There was a misunderstanding with her work schedule that she would not be in the home for 11 hours. I assumed she would come at lunch to let them out. Never assume - had to call neighbor to let dogs out 2 days as I did not want my dogs left that long without a potty break. Otherwise, all was good.

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Cindy L.
Sitter Profile Image: Amy H.
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Amy H.
from
$70
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
40 years of experience
Hubertus, WI, 53095

Gave updates and gave Libby her meds as scheduled :)

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Tracy C.
Sitter Profile Image: Rebecca & Matthew C.
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Rebecca & Matthew C.
Star Sitter
from
$110
per night
5.0 out of 5 stars
18 reviews
8 repeat clients
16 years of experience
Jackson, WI, 53037

About: We are a doggy-loving homeschool family with a fenced yard and a flexible schedule. Next to Riverside Park and the Eisenbahn trail, your best friend will have room to roam! Plenty of love and attention awaits your pup from our family of dog-lovers at our home or yours! We’ve owned and loved dogs big and small, cuddly and full of energy, from Shih Tzu to Doodle to Airedale and have cared for many more. We are currently petless and ready to dote on your beloved pooch! I am a stay-at-home mom and my boys and I are around the homefront much of the time, available to give our very best care to your best friend(s). Whether they are boarding at our home or we are housesitting at yours, we can’t wait to love on your four-legged friends❤️ With our fenced yard and the expansive Riverside Park and Eisenbahn trail just down the block, your best friend(s) will have plenty of room to explore with us! We believe in positive pet parenting your precious pup:)! For housesitting requests, please only non-smoking, cat-free homes.

Sitter Profile Image: Cooper B.
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Cooper B.
from
$70
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

Cooper did an incredible job caring for our two dogs and our cat. He sent daily photo updates, took the dogs on their walks, and made sure everyone felt loved and well cared for. He even cleaned up the house before he left, which was such a thoughtful touch to come home to. We highly recommend Cooper for any pet‑sitting needs and look forward to booking with him again.

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Lindsay D.
Sitter Profile Image: Ella S.
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Ella S.
from
$40
per night
6 years of experience
West Bend, WI, 53090

About: I've taken care of animals my entire life. I've always had dogs, cats, reptiles, small animals, you name it! I have been picking up gigs dog/cat sitting since I was 12. My family, friends, and neighbors have had my help and continue to use me as their first option when help is needed! I'd love to get to know your furry friend :) I currently work part-time from 5pm-10pm Monday thru Friday for the summer, so I am available to spend the morning and midday's playing, feeding, walking, and watching your pet! I have 2 dogs (large and small) and 4 cats of my own. With this, I won't offer in home care due to the stress this can cause your pet. However, I am comfortable with leashing, caging, giving meds, scooping liter pans, and all other responsibilities that come with pet care!

Sitter Profile Image: Isabella A.
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Isabella A.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 year of experience
West Bend, WI, 53095

Isabella was wonderful with our pets and home! We needed someone quickly for a holiday weekend and she was able to do a meet and greet and take on the days on right away. We got lots of pictures and check-ins and all of our pets were well cared for. Would definitely book again!

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Bailey A.
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Over 63
pet parents in Jackson have booked house sitting

Jackson pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Cheryl watched our 10 week old puppy and did a phenomenal job! We have her booked for an overnight. She is really easy to communicate with, obviously adores dogs, and sent us the best pictures of our sweet Ruby. Highly recommend!

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Shelley W.
House Sitting
5.0 out of 5 stars

There are not enough words to express our appreciation for Cheryl! We are a family that enjoys vacationing, but want to pamper our dogs and give them the best life possible. Unfortunately, as our pups got older we realized that taking them on our vacations only stressed them out more and made the experience for all less than enjoyable. Enter Cheryl. She has been a literal God Send. She takes the time to update daily and send pictures and I know our pups are so well taken care of. This last trip Cheryl was only supposed to feed the pups their dinner meal and we would be arriving shortly after. Unfortunately, weather caused our trip to be delayed. Cheryl was more than willing to stop back at the house and get the dogs settled for the night and give them company. It means so much to us to have met Cheryl and she gives us great peace of mind! Plus, our dogs love her too! So glad she is part of our village!

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Tiffany G.
House Sitting
5.0 out of 5 stars

Faith took great care of our house and animals while we were on vacation. We will gladly book her again!

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Allison M.
House Sitting
5.0 out of 5 stars

Faith was super flexible and did a great job with Meli! She went out of her way to do a meet and greet, which I really appreciated. Thanks so much for watching my little girl!

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Joelle R.
House Sitting
1 / 1
Find pet care near you

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 Jackson 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 Jackson 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 Jackson 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 Jackson 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 1,196 house sitters in Jackson. 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, 86% of Jackson house sitters respond in under an hour.

House sitters in Jackson 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 Jackson.

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. Jackson 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.