House Sitting Howards Grove

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Howards Grove, 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: Samantha C.
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Samantha C.
Star Sitter
from
$38
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
15 years of experience
Sheboygan falls, WI, 53085

Sam went above and beyond taking care of our pets! She was extremely responsive and helpful taking care of our dog recovering from unexpected surgery.

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Lauren C.
Sitter Profile Image: Audrey M.
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Audrey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
53 reviews
25 repeat clients
3 years of experience
Sheboygan, WI, 53081

Audrey took care of my 5 pets (3 dogs and 2 cats) for a week and she was an excellent sitter. I got lots of updates and photos and came home to a clean home and happy pets. I will definitely use her services again!

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Lori J.
Sitter Profile Image: Hannah & Braxton B.
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Hannah & Braxton B.
from
$65
per night
5.0 out of 5 stars
17 reviews
2 repeat clients
10 years of experience
Sheboygan, WI, 53081

Thanks for always going above and beyond with my dog! You are the best dog sitter I have had and I will always try to book when available. I love all the updates you give and how in contact you are the whole time. Thank you so much for everything!

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Maggie M.
Sitter Profile Image: Patty W.
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Patty W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
49 reviews
15 repeat clients
8 years of experience
Sheboygan, WI, 53081

Patty stayed with our dog Remy over the 4th of July holiday weekend. It was extremely hot and she made sure Remy still got her exercise even if it meant going out well after sundown. Great communication throughout the stay and we came home to a happy dog! Highly recommend!

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Liz K.
Sitter Profile Image: Mya R.
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Mya R.
from
$60
per night
5.0 out of 5 stars
6 reviews
13 years of experience
Sheboygan, WI, 53083

My dog, Jake, loved Mya!!! Will definitely use again when I need a pet sitter.

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Carolyn P.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$40
per night
5.0 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Plymouth, WI, 53073

Sarah was excellent, and great last minute help.! She made time to meet myself and Rocky prior to sitting which I appreciated a lot. She was very trustworthy and made me feel comfortable leaving my Rocky with her!

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Chloe N.
Sitter Profile Image: Jasmine N.
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Jasmine N.
from
$52
per night
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Sheboygan Falls, WI, 53085

Jasmine was great- she provided updates & made sure both our dogs were loved on while we were gone. We look forward to having her back!

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Katie K.
Sitter Profile Image: Casey V.
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Casey V.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Sheboygan, WI, 53081

About: I have spent years working with dogs, including teaching puppy classes for two years. This gave me a solid foundation in canine behavior and positive reinforcement. Because of my healthcare background, I am exceptionally detail-oriented, reliable, and observant of subtle behavior changes or medical needs. I specialize in dogs of all temperaments—especially anxious, sensitive, or reactive dogs who require a "slow-is-fast" approach. I am calm and safety-focused, prioritizing your dog’s body language and signals over rushed interactions. Whether your dog is high-energy or needs a quiet, structured environment, I provide the consistent care they need to feel safe while you’re away. My schedule is generally flexible, with availability on weekday and weekends. I plan bookings carefully and limit my schedule to ensure each pet recieves attentive, unrushed care. I communicate clearly about timing and am happy to discuss routines and advanced bookings. I follow each owner's instructions carefully and use my experience to create a calm safe environment. I prioritize clear communication, consistancy, and attentive observation to keep pets comfortable and safe.

Sitter Profile Image: Lisa S.
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Lisa S.
from
$70
per night
5.0 out of 5 stars
13 reviews
1 repeat client
25 years of experience
Elkhart Lake, WI, 53020

Lisa was exactly who we were hoping for as a sitter for Buddy. It was our and his first time overnight and she made it very comfortable for all of us. We received some fun photos of Buddy as well. Lisa gave us a full report when we got home. The best news was seeing Buddy going to the door after Lisa left and he was asking us when is she coming back! Highly recommended!

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Pastor Bill T.
Sitter Profile Image: Jesus K.
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Jesus K.
from
$65
per night
5.0 out of 5 stars
8 reviews
1 repeat client
2 years of experience
Sheboygan, WI, 53081

About: I’ve cared for dogs of all breeds, sizes, and energy levels — from energetic puppies to laid-back seniors. Whether it’s daily walks, feeding, playtime, or administering medications, I treat every dog like they’re my own. I understand how important routine, patience, and positive attention are to your pet’s well-being. I’ve also worked with shy or reactive dogs, and I’m comfortable following any special instructions to make sure your pup feels safe and loved while you’re away. My schedule is currently wide open, so I’m flexible and ready to accommodate your dog’s needs — whether it’s daily walks, last-minute bookings, or ongoing care. I’m available weekdays, weekends, and holidays. Let’s find a time that works best for you and your pup! Your dog’s safety and comfort are my top priorities. I always keep dogs on-leash during walks (unless in a secure, off-leash area with your permission), avoid unsafe routes, and stay alert to other animals or hazards. I closely follow your instructions and routines to keep your pet feeling secure and cared for.

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$27
per night
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Kohler, WI, 53081

Benji had a great time at Jennifer‘s place, He had lots of snuggle time, plenty of walks and just love chilling with her and her son. He was well taken care of and I look forward to our next time Benji can stay at your house. Jennifer was great with Benji and sent photos and text messages for updates on how he was doing!

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Kim T.
Sitter Profile Image: Angelica G.
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Angelica G.
from
$29
per night
5 years of experience
Sheboygan, WI, 53081

About: Since I was little I have always loved animals, I feel that I have a unique connection with them. From 10 years old. In Ecuador, I was taking care of dogs. The neighbors have trusted me for the attention I gave their pets, for playing with them, etc. But since I arrived in the United States I have not been able to continue with that hobby. I took care of the dogs of the owner of the house where he lived for 6 years, giving him all the love, patience and daily attention he needed. I don't have much real experience with food, walking and bathing. I am reliable, friendly and treat everyone like a family. I am available from Monday to Friday from 9 a.m. to 8 p.m. Saturday mornings until 10 a.m. and in the afternoon from 5 p.m. to 9 p.m. and Sundays only in the mornings until 11 p.m. My first language is Spanish but I don't speak English very well or fluently, I know basic things but I understand most of them. I give food and water on time. I walk them, play a little and keep everything clean. I tell the owner how it goes with photos.

Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
392 reviews
140 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy could not have possibly been a better sitter. Kind, friendly, and professional. My boy, Axl, absolutely LOVES her. Cannot recommend her enough

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Patrick A.
Sitter Profile Image: Keeley S.
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Keeley S.
from
$50
per night
5 years of experience
Sheboygan, WI, 53083

About: I worked with dogs for 16 hours a week every week for a few years and have one of my own at home. I have dog sat for family friends and take their dogs on walks as well! I just love spending time with dogs. I also have an associates degree in veterinary technology. I am working part time as a veterinary technician and would be walking and doing drop in visits around my current schedule as well as in house boarding while attending work part time. I will make sure that you pet feels comfortable with me and I will get to know their behavior so that I can get closer to them and take very good care of them according to your usual routine with them and their needs that they bark/meow to me. If any emergency were to ever occur I would use all of my knowledge and resources to help your pet as well as taking them to the vet!

Sitter Profile Image: Jessica L.
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Jessica L.
from
$100
per night
5.0 out of 5 stars
37 reviews
13 repeat clients
13 years of experience
Plymouth, WI, 53073

We were a bit apprehensive about leaving Ruby for an entire week, as she’d been showing signs of anxiety recently. It was reassuring to receive photo updates from Jessica which showed that Ruby was obviously very comfortable and enjoying having Jessica stay with her. She responded to all inquiries immediately. When we got home Ruby was happy and the house looked exactly as it did when we left. We will definitely be calling on Jessica in the future!

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Shelley B.
Sitter Profile Image: Holly E.
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Holly E.
from
$25
per night
5.0 out of 5 stars
2 reviews
3 years of experience
Sheboygan, WI, 53081

Our dogs loved having Holly stay with them while we were away! We got tons of happy photos and daily pup-dates. We highly recommend having Holly care for your animals! :)

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Maggie O.
Sitter Profile Image: Haley S.
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Haley S.
from
$40
per night
5.0 out of 5 stars
45 reviews
16 repeat clients
8 years of experience
Kiel, WI, 53042

Haley always does a great job caring for our 2 cats and springer spaniel. We know that when we are away that we can depend on her to for quick communication and follow through!

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Leslie V.
Sitter Profile Image: Tanya G.
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Tanya G.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Sheboygan, WI, 53081

We are so grateful to Tanya for taking such good care of our 2 hihuahuas and our indoor/outdoor cat. Our dogs have had a difficult time with prior pet sitters but for Tanya quickly had become trusting and affectionate to her within just a couple of days. Tanya left the home in a remarkably clean condition. She is very professional and excelled our expectations. Thank you, Tanya! She is now our goto petsitter. 😊

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Shabana S.
Sitter Profile Image: Renee M.
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Renee M.
from
$24
per night
4.0 out of 5 stars
1 review
1 repeat client
15 years of experience
Kiel, WI, 53042

Thank you so much for caring for our pets and our house We appreciate all that you have done for us.

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Nancy S.
Sitter Profile Image: Kirsten N.
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Kirsten N.
from
$27
per night
15 years of experience
New Holstein, WI, 53061

About: My mom’s friends have always trusted me to watch their pets. I have had to take care of senior dogs including my own having to give them their pills. After work on Tuesdays, Wednesdays, Fridays and the weekend until I can make enough money to do this full time! I want to be a able to quit my current job to do this full time! Giving them enough attention whether it be playing and taking them for walks getting them outside as much as possible. Feeding, bathing, training. Making sure to not leave them alone too long.

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The median cost per night for house sitting in Howards Grove 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.

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

    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 - Howards Grove

Select a filter and find qualifying sitters offering house sitting.

Sitters in Howards Grove average 4
repeat house sitting clients

FAQs for House Sitting - Howards Grove

Frequently asked questions about Rover

As of August 2026, there are 122 sitters on Rover offering House Sitting across Howards Grove. 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 Howards Grove 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 Howards Grove 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 Howards Grove 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 Howards Grove. On Rover:

  • 100% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 100% 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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