House Sitting Helenville

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

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Helenville, 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: Sandina P.
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Sandina P.
from
$40
per night
5.0 out of 5 stars
• 32 reviews
7 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

“Sandina has sat my pups many times & each time has been a great experience. Very grateful to have someone to trust my furbabies with when I'm away!”

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Kim D.
Sitter Profile Image: Hayley M.
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Hayley M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 17 reviews
2 repeat clients
14 years of experience
whitewater, WI, 53190

“Hayley did a great job with our girls. I can always tell when they are well cared for because when we come home they barely notice we are gone. And they let us know if they are not! :) Hayley kept me well informed and sent pictures. Definitely recommend!”

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Carrie M.
Sitter Profile Image: Alexandria M.
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Alexandria M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 49 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

“Loved Alex so much! I have an anxious little lady and the minute Alex walked in Soph laid on the floor and wanted tummy rubs. She had a very calming presence which was so comforting knowing she would be in good hands. She was so easy to communicate with and kept us updated while we were gone. Would love to use her again ❤️”

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Maria B.
Sitter Profile Image: Myah P.
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Myah P.
from
$30
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Sullivan, WI, 53178

“Myah was great at communicating with us ( including sending pictures) while we were gone and asking questions about a health issue with a dog. We had no doubt our dogs were in good hands! Highly recommend her services and wouldn't hesitate to rebook with her.”

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Marsha H.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$55
per night
5.0 out of 5 stars
• 52 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

“Cindy was great! Great communications and took excellent care and attention to my dog while I was away. Valentine got daily walks and play time; the pictures sent to me was very reassuring.”

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Merry C.
Sitter Profile Image: Ariel J.
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Ariel J.
from
$30
per night
5.0 out of 5 stars
• 2 reviews
14 years of experience
Jefferson, WI, 53549

“Good communication. Good with our dogs. Would use again.”

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Katherine S.
Sitter Profile Image: Jaden H.
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Jaden H.
from
$32
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
5 years of experience
Whitewater, WI, 53190

“Jaden did a fantastic job watching our puppy! She sent daily updates and pictures, and we appreciated how she was quick to text with questions or concerns, so we always felt comfortable with how he was doing.”

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Akshay R.
Sitter Profile Image: Brianna G.
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Brianna G.
from
$27
per night
8 years of experience
Edgerton, WI, 53534

About: I’ve always loved being around dogs/cats and enjoy making sure they feel safe, comfortable, and cared for. I’m dependable, patient, and understand how important it is to treat every pet like family. Whether it’s walks, playtime, feeding, or just keeping them company, I’ll make sure they’re well taken care of while you’re away. I’m also happy to send updates and photos so you can have peace of mind knowing your dog is in good hands. I’m available all day and have a flexible schedule, making it easy to accommodate your pet’s needs. Whether it’s a walk, drop-in visit, or some extra attention, I’m happy to help and will keep you updated along the way. Your pet’s safety and comfort are my top priorities. I’ll carefully follow your instructions and routine, treat your home with respect, and make sure your dog gets the attention, exercise, and care they deserve while you’re away.

Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
4.9 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
McFarland, WI, 53558

“Talia was awesome with Maxy and the unexpected visit of MJ (the neighbor’s cat) She talked to them and took very good care of them. We already have another visit booked for this week.”

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Brenda P.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
• 24 reviews
2 repeat clients
25 years of experience
Waukesha, WI, 53188

“Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!”

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Marit S.
Sitter Profile Image: Chantelle T.
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Chantelle T.
from
$35
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
23 years of experience
Horicon, WI, 53032

“Chantelle did a fantastic job and is extremely nice! Dogs were very happy when we saw them and she ensure the doors were locked and the key was where we agreed. I would definitely recommend her!”

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Daniel T.
Sitter Profile Image: Natalie W.
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Natalie W.
from
$30
per night
9 years of experience
Deerfield, WI, 53531

About: I have grown up with greyhounds and have always loved animals. I have experience working with both small and large dogs with care including walking, feeding, giving bathroom breaks, or playing/keeping them busy. I have worked with dogs who are tricky on leash, have anxiety and are not small dog or cat safe. I have been a cat sitter for about 9 years too! I have experience working with cats from just a few months of age all the way to age 18. I am able to administer medications both pills or other PO medications, eye and ear drops, and insulin injections for cats with diabetic needs. Along side this I am able to feed cats, clean litter boxes, or give them a play break. I am currently available between the hours of 1:30 pm and 4:30 pm most days of the week. My schedule can be flexible for occasional mid-late mornings (around 10 am - 11:30 am. I am able to clean out litter boxes for cats, as well as take some time to feed and play with them during the day. For dogs I am able to feed, let outside, walk or play. I have grown up with greyhounds since I was a baby and I have experience with walking large and small dogs. I also have experience with dogs who pull on leash and dogs that are not small dog or cat friendly.

Sitter Profile Image: Katlin C.
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Katlin C.
from
$70
per night
16 years of experience
Sussex, WI, 53089

About: Senior care, worked with puppies-crate/potty training. Can give medications/insulin, worked in vet field for 9 years, worked in a boarding facility. Gives updates and pictures Weekly, I love to go for walks, stopping in for play time or to give medications. I also specialize in overnight care and house sitting. I care for pets in their own home where they feel safe and comfortable. I will walk around their neighborhood or stay at their house

Sitter Profile Image: Emily C.
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Emily C.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Hartland, WI, 53029

About: I’m a kind and goofy gal that loves dogs with my whole being. I own a beagle named Luna that I love spending time with. Her mom needs to hustle to get more funds for our journeys and all the Trader Joe’s treats. I am constantly the friend that takes care of my friend’s dog and enjoy every moment. I hope you give me the opportunity to spend time with your pet! I’d be happy to expand on my experience and passion. My entire schedule revolves around my dog. I’m thinking about how to move things around for her and always checking if I can bring her with. I enjoy our three walks a day on our remote work from home days. I’m open to taking care of pets at my home or their own as long as you’re okay with mine being with us. I’d be happy to introduce them beforehand. I’m a horrible liar and believe in karma, so I treat everyone and their homes like I would want others to treat mine. Hopefully this isn’t too cheesy lol

Sitter Profile Image: Kayla B.
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Kayla B.
from
$70
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Mukwonago, WI, 53149

“Kayla did a great job watching my Bella and staying at my place. Returned this evening and everything was tidy and clean. Bella was very happy! I highly recommend her for any pet sitting needs! Thanks again Kayla!!!!!”

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Peg H.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$90
per night
5.0 out of 5 stars
• 18 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

“Lensy did a great job pet sitting at our house for three nights. She sent a lot of pictures that showed that Reggie was having a good time. We came home to a happy cat and our house was just as we had left it. We greatly appreciated her services!”

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Kathleen K.
Sitter Profile Image: Alexis M.
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Alexis M.
from
$27
per night
5 years of experience
Milwaukee, WI, 53211

About: I have walked dogs for other families previously. I also have 7 animals at home, so I am quite experienced in animal care. I know about both dogs and cats. I currently work full time. I am available during the week after 5pm. I am also available anytime on the weekends. Might have early morning hours during the week as well. I will not be offering services in my home. However, I will make sure all animals are fed, hydrated and properly cared for. My main focus will be walks.

Sitter Profile Image: Margaret M.
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Margaret M.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
35 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“Wow! What can I say? Margaret exceeded every expectation I had for Uecker’s care today! As a new puppy mom who’s only had him for three weeks, leaving him with someone for the first time was a little nerve-wracking. But Margaret made me feel completely at ease. She didn’t just watch him—she played with him, loved on him, reinforced the commands we’ve been working on, and treated him like he was her own. The best part? Walking through the door and finding Uecker snuggled up right next to her. My heart absolutely melted. It was obvious he felt safe, loved, and completely comfortable. I truly couldn’t be happier with the care Margaret provided. Book her before I do, because with my busy schedule, I’ll definitely be calling her again! Thank you so much, Margaret. Uecker already adores you, and so do I!”

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Jackie G.
Sitter Profile Image: Jenn L.
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Jenn L.
from
$50
per night
5.0 out of 5 stars
• 12 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: Kya B.
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Kya B.
from
$65
per night
5.0 out of 5 stars
• 50 reviews
18 repeat clients
15 years of experience
salem, WI, 53168

“Kya was an amazing house/dog sitter for my two pups! She sent me updates, was incredibly responsive, and left my house clean. I will definitely be booking her again!”

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Liberty W.
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The median cost per night for house sitting in Helenville is $50

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 - Helenville

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Sitters in Helenville average 4
repeat house sitting clients

FAQs for House Sitting - Helenville

Frequently asked questions about Rover

As of October 2026, there are 1,316 sitters on Rover offering House Sitting across Helenville. 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 Helenville 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 Helenville 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 Helenville 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 Helenville. On Rover:

  • 89% 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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