Dog Sitting Hartland

Book a Hartland dog sitter to watch your dog in your sitter’s home or yours.

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Over 61
pet parents in Hartland have booked dog sitting

Hartland, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Mackenzie S.
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Mackenzie S.
from
$15
per visit
5.0 out of 5 stars
5 reviews
10 years of experience
Sussex, WI, 53089

Mackenzie was great! She did a stop in visit to feed my three cats and went above and beyond. Not only did she send plenty of photos, she also took a quick look at the litter boxes. Would go with again!

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Trish W.
Sitter Profile Image: Meagan W.
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Meagan W.
from
$20
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
19 years of experience
Pewaukee, WI, 53072

About: Animals have always been a part of my life. I’ve cared for cats since childhood, regularly looked after a spirited but lovable German Shepherd, and spent time around various animals including livestock. Currently, I work at a premium dog kennel and daycare, where I’ve gained valuable experience managing dogs of all breeds, ages, and personalities. What truly sets me apart is my deep rooted love and comfort around animals. I connect with them easily and genuinely enjoy their company more than anything else. Their well-being is always my first priority. My work schedule can vary between 6 a.m. and 7:30 p.m., but pet care still fits naturally into my routine. I work at a dog kennel/daycare, which gives me the unique ability to bring dogs with me if I have a long shift or if they need all-day supervision. Dogs are evaluated for daycare, and if they’re not comfortable around others, they’ll go into private play—where they get one-on-one outdoor time every few hours. The accommodations include beds, water bowls, and even free dog food if needed. I cover the cost myself, so your pet’s comfort and care are always a priority. We also offer baths at my work, which could come in handy for some dog owners. Since I’m unable to bring pets into my home, I offer in-home sitting and care. I believe the best care comes from following the pet owner’s instructions closely—no one knows their pet better than they do. I’m here to provide exactly what they feel is best for their pet’s comfort and routine. Through my work at a professional dog kennel, I’ve gained valuable experience recognizing signs of stress or discomfort in animals. If a pet seems uneasy with me or their environment, I adjust immediately to ensure they feel safe and secure. Additionally, if you're a beginner pet parent with any questions or concerns about caring for your pet, I’m happy to offer guidance and advice to help you feel confident in your role as a pet owner.

Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
76 reviews
17 repeat clients
20 years of experience
Delafield, WI, 53018

Tara was prompt, attentive, came out to meet us and our dogs prior to sitting with them while we were at work, and carefully completed all requested tasks. Our dogs absolutely loved her. She sent a LOT of photos, which was great. Would be comfortable working with Tara again.

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Natalie B.
Sitter Profile Image: Ava B.
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Ava B.
from
$20
per visit
5.0 out of 5 stars
17 reviews
9 repeat clients
3 years of experience
Nashotah, WI, 53069

Ava took great care of Koda while we were in the Dells for the day! She stopped in our home and took her for 2 nice long walks. Thanks again Ava!

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Renee S.
Sitter Profile Image: Mathaus M.
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Mathaus M.
from
$14
per visit
4.9 out of 5 stars
11 reviews
1 repeat client
17 years of experience
Pewaukee, WI, 53072

This is the second time we use Matt and he’s great with the girls. He checked on them and gave them their food and took them for a walk. He’s good with the girls and they enjoy their time with him

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Alberto F.
Sitter Profile Image: Audrey M.
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Audrey M.
from
$20
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
15 years of experience
Nashotah, WI, 53058

Audrey was very responsive, supportive, and helpful while we were away for work, taking care of our cats. She would send daily pictures and a give us a report of how the kittens were doing! She was great!

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Rebekah G.
Sitter Profile Image: Susan M.
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Susan M.
from
$30
per visit
5.0 out of 5 stars
2 reviews
4 repeat clients
10 years of experience
Pewaukee, WI, 53072

Susan did an awesome job caring for our 3 "kids". Would highly recommend her to anyone. Will most definitely call her for our next vacation!

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Tammy L.
Sitter Profile Image: Jack & Jennifer P.
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Jack & Jennifer P.
from
$28
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
2 years of experience
Delafield, WI, 53018

About: We have lived with multiple animals over the years and had experience taking care of all of them. From dogs, to cats, Chickens and even snakes! I work full time, M-F 5:00am-4:00 pm. My wife works from home every other week, so depending on the week we can host with attention through the day. Otherwise after one of us gets home. We have a fenced yard great for bigger animals. Our home is very animal friendly and we have lots of room for them to explore. We also only ever watch one family friend at a time. Unless they are siblings. This is for our safety and the safety of your family.

Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
25 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Brooke was wonderful and sent us update during the stay. Would highly recommend her.

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Lisa R.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
4.8 out of 5 stars
14 reviews
4 repeat clients
20 years of experience
Waukesha, WI, 53188

We love Jessica! She’s always so nice, and we feel so much better knowing our kitties are being looked after by her.

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Mallory K.
Sitter Profile Image: Cooper B.
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Cooper B.
from
$35
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

About: I've been taking care of all types of animals for several years. Including snakes, lizards, cats dogs, and even a tarantula. I've provided exercise, care and the same love I have for my animals at home. I care daily for my own two cats, and work part time as a pet/ house sitter. Please check with me for my upcoming availability. I can rearrange my schedule to suit your needs. I will take care of your animal's needs with attention and care. Whether that means following a special meal plan, going on ten walks a day, or anything else they require. I’m happy to provide references from past clients. If you ever have any questions or concerns, feel free to call or text me anytime. My phone is always open to you.

Sitter Profile Image: Marinda M.
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Marinda M.
from
$20
per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Waukesha, WI, 53188

About: Hi! My name is Marinda and I chose to be apart of Rover because I have always loved animals. I serve as a manager at a local veterinary hospital and have years of experience when it comes to dog watching. I’m hoping this is an opportunity I’ll be able to take care of others dogs! I have always enjoyed all types of dogs and seem to get along with them all as well. Hope to be able to be apart of your pets life! I am a full time employee who would love to have a second job but doesn’t have the time for it, so, I fill in my easy days with Rover! It’s easy to manage with my own hours! First and foremost I read about the pet and what the owners have to say about them. This will give me a good idea for what I am getting into when I enter the owners house. I will already know how the dogs are going to act and I will be prepared. I never leave the doors unlocked/open unless advised by the owner. I will do exactly what the owner has said to do. I will always double check a dog is secured with their leash when going outside, I will also be aware of the weather and how that might switch the dogs needs when going outside.

Sitter Profile Image: Cindy S.
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Cindy S.
from
$25
per visit
5.0 out of 5 stars
51 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy was amazing and gave us such peace of mind while we were away. One of our cats was a stray and hides whenever someone new is at the house. She took the time (and effort) to find him under one of the beds and just talk to him! The pictures and updates were so great to receive. Will not hesitate to use her again!

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Julie D.
Sitter Profile Image: Marlowe F.
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Marlowe F.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
8 years of experience
Delafield, WI, 53018

About: I’ve taken care of friends and family's pets since I was young. Recently I have been pet sitting as many dogs and kitties as I can. I’m very adaptable and adore animals. I dance part time, on Monday’s 3-9, Tuesdays 7-9, and Thursdays 3-7. Other than that my time is completely flexible for pet sitting. I’m very tidy and will always leave the house better than I found it! I’m also good with cleaning up puppy/kitty accidents.

Sitter Profile Image: Sydney Q.
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Sydney Q.
from
$18
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Oconomowoc, WI, 53066

Sydney was amazing looking after out cat while we were out of town!

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Bonnie S.
Sitter Profile Image: Tereace S.
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Tereace S.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Lower East Side, Waukesha, WI, 53188

About: I have grown up around all types of dogs. I have also cared for friend's dogs in the past and have grown to enjoy helping other's with their own. I currently work two other jobs both part-time, but am allowed a lot of flexibility. Day times and a couple weekdays are usually pretty open as well. I will provide whatever care is necessary based on your home whether a crate or fenced in yard. And of course with lots of love and attention!

Sitter Profile Image: Sara V.
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Sara V.
from
$10
per visit
5.0 out of 5 stars
23 reviews
9 repeat clients
17 years of experience
Sussex, WI, 53089

Excellent dog friend!

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Steve R.
Sitter Profile Image: Piper P.
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Piper P.
from
$20
per visit
11 years of experience
South Scottsdale, Nashotah, WI, 53058

About: I am a Registered Nurse with 3 dogs so taking care of people and pets is part of my DNA. I adore being outside and would love to take your dogs on walks, play, do drop-ins and house sit! Your baby is my baby and I believe every dog is a blessing that deserves TLC, respect, and fulfillment. They make our lives special and it's my joy to return the favor. I would love the opportunity to meet yours! I am prioritizing Rover as my main job so I have ample availability for walks and drop-ins, as well as overnight stays and house sitting. I will let your dogs get to know me on their own terms, I believe they have great discernment and would love to build trust with them. I am comfortable crating them and doing any special things that are apart of their routine to make them as happy and relaxed as possible, even if that means giving them a special treat and tucking them into bed :)

Sitter Profile Image: Ella W.
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Ella W.
from
$14
per visit
10 years of experience
Oconomowoc, WI, 53066

About: Hi, I’m Ella, and pet care isn’t something I just do, it’s a huge part of my identity and something I continue to explore as I pursue veterinary school! From the outgoing border collie to the chillest basset hound, I’m ready to take on whatever your fur-baby needs! 🎓 Schooling: Currently in undergrad pursuing a pre-veterinary degree—specializing in horses 🌻 Experience: Ran a pet care business since I was in middle school in my neighborhood. Currently training and studying horsemanship! 🐴 Critters: Horses, dogs, and cats I currently work as a horse trail guide and vet assistant. When I’m available, I can take requests both in the early morning, afternoon, and nighttime. 🏥 I treat every pet in my care with the same attention, compassion, and dedication that would give to my own pets. My goal is to make sure they feel safe, comfortable, and cared for while you’re away. Building trust with both pets and their owners is extremely important to me, and I strive to create a positive, stress-free environment where your pets can feel at safe.

Sitter Profile Image: Molly M.
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Molly M.
from
$20
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
18 years of experience
Oconomowoc, WI, 53066

About: I grew up with dogs and have taken care of friends and families pets my whole adult life. I also have a dog of my own! I’m comfortable with dogs of all sizes and breeds and am reliable and comfortable walking, feeding, and providing all general cares! I work full time, day time hours, but mostly from home. I take care of my own pup during the day, we go on walks during my breaks and lunch. I’m available to walk or watch pets during the day, in the evenings/nights or on weekends! I have a golden retriever at home to keep your pet company ! He loves friends and making new ones! Close by walking paths and fields to walk, as well as a dog park on site if wanted.

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The median cost per visit for dog sitting in Hartland is $20

Dog parents share their Rover experiences - Hartland

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5.0 out of 5 stars

Jenifer took excellent care of our dog and cat! She communicated and sent lots of pictures to keep us updated. We will definitely call on her for care of our pets again!

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Jennifer D.
Drop-In Visits
5.0 out of 5 stars

Shane was very responsive and able to accommodate me with a last minute check in request on my Whiskey boy. I really appreciated the details and notes left in the rover card so I knew how my kiddo was doing. I would absolutely use Shane and Mikaela again!

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Abigail W.
Drop-In Visits
5.0 out of 5 stars

Nicholas did a wonderful job caring for our pups. He was very reliable and came on time for each of the let outs and feeding. As a plus he also brought in packages from the porch!

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Terri G.
Drop-In Visits
5.0 out of 5 stars

Kali was able to help me out on 1 day notice. Updates and photos were provided with each check in. Much appreciated!

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Paul A.
Drop-In Visits
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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet & Greet

    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

Sitters in Hartland average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Hartland

Frequently asked questions about Rover

The average cost for Dog Sitting in Hartland on Rover is $19.98 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of July 2026, there are 2,172 sitters on Rover offering Dog Sitting across Hartland. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Hartland stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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!

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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Hartland with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 94% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% 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.

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.

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