House Sitting Jackson

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Over 63
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
141 reviews
49 repeat clients
13 years of experience
Jackson, WI, 53037

Cheryl was amazing with our pups!! It’s a great feeling to know they were so well taken care of. We would absolutely have her take care of our babies again :)

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Amileigha F.
Sitter Profile Image: Jenna F.
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Jenna F.
from
$45
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: Paul S.
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Paul S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
91 reviews
30 repeat clients
20 years of experience
Germantown, WI, 53022

Paul did an awesome job taking care of our elderly dog. It was difficult to leave her with a new dog sitter (our usual sitter got a new job) but after meeting Paul and seeing that Rheyah was immediately comfortable with him, we felt confident that he would take good care of her. Paul made sure that Rheyah took her medicine multiple times per day, fed her a special diet and even gave her a partial bath every other night to treat her chronic skin condition. He also took her for 2 walks per day when the weather permitted. Paul’s frequent photos and descriptions of what he and Rheyah were doing helped to calm my anxiety about leaving her with someone new. Not only did Paul take care of Rheyah, but he also fed my fish and managed to keep my not-so-healthy plants alive! We are very grateful that Paul’s profile came up on Rover and that he agreed to take care of Rheyah so that we could attend our granddaughter’s 1st birthday. We highly recommend Paul to anyone who needs a conscientious caring pet sitter!

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

Faith was absolutely wonderful with our Bruno!! This was a longer vacation for us from the other times we’ve had Faith watch Bruno. Everything went extremely well and we were able to relax and enjoy our vacation without any worries about how Bruno was doing. Faith kept us informed with photos and texts every day about how Bruno was doing. He truly bonded with Faith. Bruno is a Shiba Inu and that says a lot about how well Faith interacts with dogs as this breed is generally very aloof. The house was spotless and clean when we came home. I would highly recommend Faith to watch your pets. I can’t say that enough. We will continue to have her watch Bruno and use her services for both overnight stays and walks when we may be gone for a long day. Excellent excellent job!! Thank you Faith!!

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Benedetta B.
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: 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 was the most incredible dog sitter we have ever had. Lilly got to go on many adventures and walks. Once Lilly got to know Jeanne, she asked if Lilly could with on errands, Lilly loves car rides. I suggested if she wanted to take her home to introduce Lilly to her furbaby - she could give it a shot. Keeping in mind that Lilly is food & person possessive and can be aggressive with older dogs, but Jeanee knew exactly how to handle her. It worked out so well that Lilly stayed at her home the remaining 6 days! Her dog really enjoyed having another dog around. She took Lilly's bed, food, treats and favorite stuffie to her house, so Lilly felt right at home. It really helped Lilly, she wasn't constantly watching for us, missing us and she ate so well. We had constant communication and updates. Anytime I sent a message she responded very quickly. This was the most confident and secure we have ever felt on our vacation. It made for a very relaxing and fun vacation. Knowing we now have an incredible sitter for Lilly, we are looking to book future vacations. 100% recommend!! Your furbaby will be in incredible hands!!

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Michele M.
Sitter Profile Image: Heather Z.
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Heather Z.
Star Sitter
from
$100
per night
5.0 out of 5 stars
14 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: 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: Jamila M.
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Jamila M.
from
$65
per night
4.9 out of 5 stars
97 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

I'm not sure how I can begin to describe how much of a relief it was to have Jamila caring for my two dogs for a week. Not only did she make sure that they were taken care of as if they were her own, she also provided extra peace of mind with daily pictures (which I loved)!

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Aaric G.
Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
54 reviews
20 repeat clients
3 years of experience
Sussex, WI, 53089

Thank you so much for watching Bowey! We truly appreciate you taking such good care of him! Also it was super helpful when our trip got extended and you were able to watch him a few extra days! We will definitely be in touch for future stays!

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Ryan C.
Sitter Profile Image: Amanda D.
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Amanda D.
from
$28
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
30 years of experience
Jackson, WI, 53037

Amanda was wonderful with our JoJo and Lexi. Amanda is kind and very good with animals. We felt confident that we could go away and not give another thought to how our girls were in her hands and could just enjoy being away. We knew everything would be just great and we were right. I'm very happy to have had Amanda at our home and will definitely use her services again.

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Marjie S.
Sitter Profile Image: Courtney Z.
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Courtney Z.
from
$50
per night
4.9 out of 5 stars
10 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: 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: Isabella A.
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Isabella A.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
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.
Sitter Profile Image: Emma B.
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Emma B.
from
$60
per night
5.0 out of 5 stars
17 reviews
5 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: Emmalee M.
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Emmalee M.
from
$60
per night
4.8 out of 5 stars
11 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: Grace B.
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Grace B.
from
$50
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
5 years of experience
West Bend, WI, 53095

Grace is 100% reliable and great at communication. My pups adore her and she adores them back. Recently completed a 10 day business trip out of the country and she was amazing. Highly recommend d.

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Lila A.
Sitter Profile Image: Jenn L.
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Jenn L.
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Mill Valley, Milwaukee, WI, 53224

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

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Michelle P.
Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$55
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Menomonee Falls, WI, 53051

About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 3 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.

Sitter Profile Image: Jennifer P.
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Jennifer P.
from
$60
per night
5.0 out of 5 stars
5 reviews
20 years of experience
Jackson, WI, 53037

About: We have cared for dogs for many years. We have 2 acres of land for your furry friend to play on! We have a fenced in play area too. We also have goats and bunnies for the doggies to watch in their play area (no interaction). We hope you'll consider letting us make a new friend with your pup! We prefer to take additional dogs on weekends and during summer right now. We will consider longer stays, but work during the day, so your dog would need to be kenneled during this time Dogs are free to roam inside and outside during the day. Your dog will be supervised at all times. We prefer a crate at night for your dog, but can work around it if necessary!

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

Pet parents share their Rover experiences - Jackson

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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
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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?

  • Cashless payments

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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.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

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

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Sitters in Jackson average 4
repeat house sitting clients

FAQs for House Sitting - Jackson

Frequently asked questions about Rover

The average cost for House Sitting in Jackson on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .

As of July 2026, there are 1,195 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 Rover Guarantee , 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 Rover's Trust & Safety page .

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 short introductory meeting between you, your pet, 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.

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.

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

  • 91% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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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