House Sitting Jackson

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

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Over 64
pet parents in Jackson have booked house sitting

Jackson, Find top rated house sitting

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
• 149 reviews
53 repeat clients
13 years of experience
Jackson, WI, 53037

“We could not be more thankful for Cheryl! We have two particular corgis- one with some serious anxiety. This was our first time leaving them at home with a sitter and we are so grateful Cheryl was able to accommodate our trip! She gave daily updates and even sent photos! We could tell the pups felt comfortable with Cheryl and that made our trip that much more relaxing!”

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Tiffany G.
Sitter Profile Image: Jenna F.
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Jenna F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
5 years of experience
Slinger, WI, 53086

“Jenna was fabulous! This was a last minute trip due to a death in the family, she even left me a condolence card! My dog Ginger and my cat Patches took to her immediately! I will recommend her to everyone and will definitely book with her again!!!!”

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Annmarie D.
Sitter Profile Image: Emma B.
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Emma B.
from
$60
per night
5.0 out of 5 stars
• 29 reviews
8 repeat clients
20 years of experience
Cedarburg, WI, 53012

“Emma is amazing! I loved that she wanted to meet me and Lacey before she accepted a job. It was important to her that we were all on the same page. I was able to talk about Laceys needs and routine in person, which really made me feel at ease. When the weekend came for her to stay at our house I was completely comfortable leaving Lacey in her care. She gave me updates and pictures which was great. Thank you Emma!!!!”

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Paula R.
Sitter Profile Image: Evita E.
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Evita E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Evita was absolutely amazing with both of our dogs. She took great care of them and even pivoted during unforeseen circumstances to ensure our dogs stayed loved on and safe while we were gone. We will definitely use her again in the future!”

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Frances T.
Sitter Profile Image: Heather Z.
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Heather Z.
from
$100
per night
5.0 out of 5 stars
• 16 reviews
6 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: Lexi P.
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Lexi P.
from
$65
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Germantown, WI, 53022

About: I’ve grown up with dogs and continue to help watch friends and family members pets. I have cared for small dogs and large dogs and everywhere in between. I am very attentive to any dogs needs and am happy to be accommodating if there are specific requirements for your dog. My home is in a very walkable and safe area with plenty of paths for your dog to let out energy. I love to go on walks with dogs, play fetch or any other activity your dog likes. If your pet is with me during the week, I do work remotely and will be able to take your dog out throughout the day and when I have longer breaks, take them for a walk and play! Growing up with dogs and other pets, they were always a part of the family. I promise to provide the best possible care so that you feel at ease while entrusting me with your fur baby.

Sitter Profile Image: Rayanna P.
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Rayanna P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
6 years of experience
Menomonee Falls, WI, 53051

“Rayanna did amazing caring for our puppy, Theo. She followed all of his unique care instructions and sent lots of photos throughout the night. 10/10 recommend!”

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Kaitlyn B.
Sitter Profile Image: Haylie W.
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Haylie W.
from
$77
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Menomonee Falls, WI, 53051

“Haylie was really pleasant with our two dogs while we were away. As this was our first experience together Haylie communicated well, handled a special request and, the dogs connected with her as well. Definitely planning on rebooking with her.”

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Andrew B.
Sitter Profile Image: Isabella R.
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Isabella R.
from
$37
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Neosho, WI, 53059

“Izzy was great! She stayed in touch and made sure my puppy was well taken care of.”

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Austin S.
Sitter Profile Image: Michaela S.
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Michaela S.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
4 years of experience
Mequon, WI, 53097

“Michela was great, our dogs loved her. She was very communicative and sent pictures to us while we were gone. I would definitely book with her again.”

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swapna d.
Sitter Profile Image: Rachel P.
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Rachel P.
from
$50
per night
25 years of experience
Sussex, WI, 53089

About: I am going through a divorce and want to stay busy and find joy. I love dogs and have had them my whole life. I recently lost my dogs to old age and need a good dog fix in my life. I dog sit/walk for friends and family all the time. I do work full time, so please contact for additional days/times needed. I work full time and going through a divorce. I am looking to stay busy with activities that I enjoy, and dogs make me extra happy! I can easily assist with any doggy needs. I am a capable dog sitter, and any special requests from the owners are fine for me.

Sitter Profile Image: Courtney G.
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Courtney G.
from
$80
per night
5.0 out of 5 stars
• 13 reviews
20 years of experience
Milwaukee, WI, 53224

“Courtney was amazing! Absolutely wonderful with all of our fluffies and you can tell they Super care about them. Many sitters just do the bare minimum but Courtney spent time with them, took care of medicine, played with them, etc… and did not just watch TV all day sitting like we have had others do. If you want someone who takes care to help your fluffies feel comfortable while you are away, we recommend Courtney.”

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Russell M.
Sitter Profile Image: Fatima B.
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Fatima B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
2 years of experience
West Allis, WI, 53214

“Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!”

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Alex S.
Sitter Profile Image: Jamila M.
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Jamila M.
from
$65
per night
4.9 out of 5 stars
• 99 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

“Jamila was awesome. Our pets were very well taken care of and the house was clean. Jamila sent tons of pics throughout the duration of our trip. We will absolutely use her again!”

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Amanda G.
Sitter Profile Image: Anna H.
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Anna H.
from
$85
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
12 years of experience
Hartford, WI, 53027

“We enjoyed Anna sitting for cats and house again. Her obvious love of animals, diligent caretaking, attention to detail, and solid communication put our minds at ease while traveling. Looking forward to her next stay!”

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Trish W.
Sitter Profile Image: Hayden L.
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Hayden L.
from
$35
per night
10 years of experience
Cedarburg, WI, 53012

About: I've grown up surrounded by animals, including cats and dogs, and at one point, our household included five dogs simultaneously. Since the age of ten, I've been responsible for feeding my dogs and taking them outside. When I turned fourteen, I began walking my own dogs and even walked dogs for friends, ranging from 15 to 130 pounds. I am proficient in administering dog medications and knowledgeable about dog behaviors. I'm passionate about understanding each pet's preferences and personality, and I treat every pet as if they were my own, providing them with a fun and safe environment. I’m currently working a part-time job, while a full-time college student. I am free currently Saturday-Tuesday. Saturday and Sundays I will be available from 8am till 3 o’clock in the afternoon. Monday I will be available all day starting from 10am and Tuesdays all day after 3pm. I always prioritize your pets well-being and follow your specific instructions for their care. If needed, I can crate your dog and i’ll offer a safe and comfortable environment.

Sitter Profile Image: Courtney Z.
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Courtney Z.
from
$60
per night
4.9 out of 5 stars
• 11 reviews
1 repeat client
8 years of experience
Hartford, WI, 53027

“Courtney iwas absolutely fantastic with not just one dog, but THREE. She was available last minute, and was able to accommodate two extra dogs. She was invested in their safety, followed all instructions to a t, took the dogs on walks, and sent videos and photos to keep me updated. I will definitely be using Courtney again!”

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Sydney S.
Sitter Profile Image: Stajia W.
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Stajia W.
from
$50
per night
5.0 out of 5 stars
• 17 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Dominique H.
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Dominique H.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
New Berlin, WI, 53151

“Dominique did an exceptional job house sitting my two large dogs for 3 nights. His communication was consistent and reliable. I appreciated his attention to detail for each dog and their unique quirks. My home was just how I left it upon my return. Water bowl was full and my pups were happy! I fully recommend Dominique and have already booked another sitting with him.”

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Natalie C.
Sitter Profile Image: Hannah S.
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Hannah S.
from
$55
per night
5.0 out of 5 stars
• 44 reviews
16 repeat clients
20 years of experience
Hartford, WI, 53027

“Hannah took excellent care of our dog. She came over multiple times each day for walks, feedings and play time. I loved the daily updates and pictures”

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Colleen J.
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The median cost per night for house sitting in Jackson is $50

Pet parents share their Rover experiences - Jackson

1 / 1
5.0 out of 5 stars

Cheryl is amazing with our fur baby. She’s so kind and he loves spending time with her. She’s a true gem. 😁

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Lisa B.
House Sitting
5.0 out of 5 stars

I have previously written a long review, but we are so grateful to have found Cheryl and have her watch our pups when we are gone. She is flexible, accommodating, and reliable. Our pups love her and are happy when we come home! We are so thankful to have Cheryl as part of our village!

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Tiffany G.
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
5.0 out of 5 stars

Faith manages my furry family well. 2 big dogs and 2 cats were all happy and comfortable when I got home. And extra kudos for shoveling all the snow off the back steps to let the dogs out. Thanks Faith as always❤️

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Susan M.
House Sitting
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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

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

  • 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.

How to book house sitting

  1. 1. Search

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

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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Jackson

Select a filter and find qualifying sitters offering house sitting.

Sitters in Jackson average 4
repeat house sitting clients

FAQs for House Sitting - Jackson

Frequently asked questions about Rover

The average cost of House Sitting in Jackson is $44 per night as of October 2026. Most bookings cost between $31 and $61 per night. On Rover, 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 1,133 sitters on Rover offering House Sitting across Jackson. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Jackson walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Jackson maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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 Jackson 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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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 .

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.

Yes, you can find sitters who have experience with handling special pet needs in Jackson. On Rover:

  • 88% of sitters can help with special care needs
  • 94% 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.

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