House Sitting Hartland

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

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Over 22
pet parents in Hartland have booked house sitting

Hartland, 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: Kendra M.
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Kendra M.
from
$50
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
3 years of experience
Delafield, WI, 53018

“Kendra was amazing with my dog Winter! She was a great house guest and cleaned up after herself and beyond. I got several pictures of Winter and prompt replies when I would check in. I will definitely use her every time I need someone to come stay.”

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Stephanie J.
Sitter Profile Image: Meagan W.
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Meagan W.
from
$40
per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
19 years of experience
Pewaukee, WI, 53072

“Meagan has been with my dog Brody for most of June and July at my house p, very dependable and great with Brody. I highly recommend her for dog and house sitting”

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J C.
Sitter Profile Image: vtheine@gmail.com T.
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vtheine@gmail.com T.
from
$42
per night
5.0 out of 5 stars
• 34 reviews
9 repeat clients
50 years of experience
Oconomowoc, WI, 53066

“Vonnie took very good care of all of our fur babies. She contacted us with updates and questions. She also watched our house and everything was nice and clean when we returned. Would definitely use her again and recommend her for your your fur babies.”

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Susan K.
Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 108 reviews
39 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: Katelyn W.
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Katelyn W.
from
$75
per night
4.7 out of 5 stars
• 37 reviews
16 repeat clients
8 years of experience
Oconomowoc, WI, 53066

“Katelyn watched my English Bulldog and Chocolate Lab while I was on vacation for several days. She took great care of my fur babies. She fed them, walked them, let them out several times, and gave them loves and pets. She sent good notes and several pictures and videos throughout the stay.”

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Danielle R.
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: Jade B.
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Jade B.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Oconomowoc, WI, 53066

“Jade did a wonderful job sitting for Angel thru the 6 days when we were gone. I felt Angel was in good hands, she was very caring toward Angel. I could see Angel was very comfortable with Jade from the pictures Jade sent to me when I was traveling. Jade sent me daily pictures of Angel along with videos. That I really appreciated. I would recommend Jade to anyone who is looking for a good dog sitter. Kirsten M.”

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Kirsten M.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 86 reviews
18 repeat clients
4 years of experience
Mukwonago, WI, 53149

“Tami did an excellent job of caring for my three kitties (especially the one that requires extra feedings) in my home. Tami is conscientious - she sent photos and updated me on how my cats were doing each day. Thank you Tami!”

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Susan D.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
• 23 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: Michael R.
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Michael R.
from
$28
per night
4.8 out of 5 stars
• 5 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: 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: 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: Margaret D.
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Margaret D.
from
$45
per night
4.9 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

“Maggie did a wonderful job with Morgan & Frankie. She arrived when asked and even stayed longer then planned due to a flight delay. I received pictures and the dogs seemed happy and at ease. She said they were well behaved-everything a dog Mom wants to hear. She will help us again in a few days and I have total confidence they are in good hands and they will be happy to see her. I highly recommend her.”

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Tracy C.
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: Joseph M.
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Joseph M.
from
$80
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

“Joseph was great! Our dog Rudy has many health issues and a lot of attention with his medications. He did a great job giving him his meds. He was also great with texting us and sending us pictures.”

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Dennis D.
Sitter Profile Image: Susan M.
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Susan M.
from
$90
per night
5.0 out of 5 stars
• 2 reviews
4 repeat clients
10 years of experience
Pewaukee, WI, 53072

About: Hi! I live in Pewaukee with my two cats Gillian & Ginger who are brother and sister but don't look anything alike one is a big black cat and the other one is little gold one. I have had them three years now my daughter fostered kitten at the Jefferson Human Society and I just fell in love with them. I love all animals I have had dogs, cats, birds, and they all have given my joy, laughter and comfort in my life. At one time in my life I had own a doggy daycare business in Delafield what a fun time that was, however due to my partner getting extremely ill I was forced to close the business. I look forward to meeting you and your fun furry friend

Sitter Profile Image: Adrianne R.
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Adrianne R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 reviews
2 repeat clients
20 years of experience
Franklin, WI, 53132

“This was my first time leaving our puppy Fritz and first time using Rover. I couldn’t be happier with our experience with Adrienne! I appreciated the daily check ins and pics/videos and I could tell that Fritz was happy and content and well cared for. I would recommend Adrienne and will use her again the next time we go out of town without the pup.”

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Holly Y.
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: Mardi W.
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Mardi W.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
60 years of experience
Oconomowoc, WI, 53066

“Mardi did a great job with our yellow lab Cooper. She stayed at our house and everything was neat and tidy when we returned from our 10 day trip. She and Cooper were like peas and carrots. We will definitely use her again, thanks Mardi!”

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Shelly & Tim L.
Sitter Profile Image: Brandi W.
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Brandi W.
from
$35
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

“Brandi is absolutely a treasure, we are so grateful to have her as our puppy caretaker while we are away. Our puppies absolutely love her! Our Bailey is very shy and a bit skittish, but Brandi has won her over with her kind and sweet demeanor. We always know our pups are in great hands when Brandi is here with them. 🐾🩷”

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Shenlee S.
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The median cost per night for house sitting in Hartland is $50

Pet parents share their Rover experiences - Hartland

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5.0 out of 5 stars

Best dog sitter you could ask for! Took great care of cooper and the house. She is my go to moving forward! You won’t be disappointed or worried when she watches your animals!

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Richie N.
House Sitting
5.0 out of 5 stars

Lisa is absolutely amazing and takes such wonderful care of my dogs when I'm gone. She pays attention to detail and gets all their little food, things and medications just right. They are so well taken care of and very happy when I get home 🤗

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Becky W.
House Sitting
5.0 out of 5 stars

Tyler was wonderful with our 3 pups! He communicated well, updated with pictures and was an overall great house sitter while we were away! I would absolutely book with him again and would recommend him to anyone looking for someone to love on their pets while they’re away.

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Allison B.
House Sitting
5.0 out of 5 stars

Olivia was fantastic! Simba felt really comfortable in her presence. Her communication was on point, she’s very polite, responsive and respectful. Olivia was generous to drop in a couple of days before the visit to meet with Simba. Would definitely recommend her with double thumbs up.

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Shantanu S.
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 - Hartland

Select a filter and find qualifying sitters offering house sitting.

Sitters in Hartland average 4
repeat house sitting clients

FAQs for House Sitting - Hartland

Frequently asked questions about Rover

The average cost of House Sitting in Hartland is $39 per night as of October 2026. Most bookings cost between $29 and $56 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 1,213 sitters on Rover offering House Sitting across Hartland. 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 Hartland 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 Hartland 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 Hartland 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 Hartland. 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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