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: Emma R.
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Emma R.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Pewaukee, WI, 53072

My fur-babies loved spending time with Emma. Highly recommend.

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Jill B.
Sitter Profile Image: Makeady O.
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Makeady O.
from
$18
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

About: Hi, I'm Max! I've been a pet lover ever since I was a kid. Currently, I take care of my childhood dog, Jordy, who's about 19 years old and has several health issues. He's a sweet loving rescue dog, and I wouldn't trade him for the world. I am experienced with giving dogs medications, both liquid and solid, and cleaning them as needed. I understand that every dog has their own needs, and I am willing and able to give every dog the love they need, want, and deserve. PLEASE NOTE: Starting September through December of 2026, I will be booked every Tuesday afternoon & evening, as well as all day every Wednesday. I just graduated from Carthage College, so I have the entire summer to care for your pet! Whether that means staying overnight or walking them a few times a day, I'm ready to give them the care they need. I will make sure your pet is safe and secure in your home, making sure physical boundaries are maintained and secure. A safe pet is a happy pet!

Sitter Profile Image: Mathaus M.
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Mathaus M.
from
$25
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: Tara R.
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Tara R.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
79 reviews
18 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: Sierra S.
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Sierra S.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Waukesha, WI, 53188

Sierra was awesome with Maisel. Great communication and everything was easy. I highly recommend her services.

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Craig E.
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: Tereace S.
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Tereace S.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Lower East Side, Waukesha, WI, 53188

Tereace showed up on time for both drop ins! She made sure Cleo was taken on long enough walks and had enough food and water while we were gone for a LONG Father’s Day!

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Dayne R.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$17
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
20 years of experience
Pewaukee, WI, 53072

Jessica was amazing!! Our crew loved hanging out with her! She sent pics with every drop in and was very attentive to the group! Would 10/10 recommend her to anyone and we will be booking with her again!

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Kayla M.
Sitter Profile Image: Amanda G.
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Amanda G.
from
$17
per visit
1 repeat client
15 years of experience
Waukesha, WI, 53188

About: I’ve taken care of dogs since a young age in my own home and have dog sat for several families as a teenager and adult. I like to play and walk dogs and take care of their needs. I do have experience with puppies. I also have experience with cats, rabbits, Guinea pigs, hamsters, gerbils and fish. I work from home, so I have some flexibility/availability during the morning and afternoon and am free in the evenings. I am also available most weekends. I love getting to know dogs and other pets. I will learn from the owners about their pets and observe their behaviors to see works best for them in our interactions.

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: Jack & Jennifer P.
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Jack & Jennifer P.
from
$28
per visit
5.0 out of 5 stars
14 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: Cooper B.
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Cooper B.
from
$35
per visit
5.0 out of 5 stars
7 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: Brooke G.
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Brooke G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
29 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: Marinda M.
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Marinda M.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
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: Hailee W.
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Hailee W.
from
$25
per visit
10 years of experience
Waukesha, WI, 53188

About: I have had dogs and helped to care for them for my entire life. Including maintaining proper feeding schedule, walking and exercising dogs, playing with dogs, comforting dogs, etc… I frequently dogsit (including overnight stays) for my nephew puppy (Theo, mini bernedoodle), who is now 11 months old but have been helping with him since we was 2 months old. I will be getting my own mini dachshund puppy in August! :) I currently work full-time as a nanny. However, my schedule will be changing in August, as I will be opening my own coffee shop in September. With my current schedule, I would be available early mornings (before 7/8am usually) or evenings (after 4pm usually). I am wide open on weekends. In August, my schedule will remain the same, though I will also be wide open on Tuesdays and Wednesdays. In September, when the coffee shop opens I will be flexible Saturday-Monday and available after 2:30pm the rest of the week. In your home, I will always follow your established rules for your pet. I am comfortable using harness and leash, overseeing pets in a fenced in area, walking dogs, administering medications, feeding dogs, playing, etc.

Sitter Profile Image: Audrey M.
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Audrey M.
from
$20
per visit
5.0 out of 5 stars
5 reviews
4 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: Katelyn W.
Verified Enhanced Background Check
Katelyn W.
from
$15
per visit
5.0 out of 5 stars
29 reviews
13 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Katelyn was prompt and very patient and sweet with our dog.

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Susan L.
Sitter Profile Image: Melissa S.
Verified Enhanced Background Check
Melissa S.
from
$15
per visit
20 years of experience
Pewaukee, WI, 53072

About: Hi! I’m an experienced and dependable dog lover with over 20 years of hands-on dog caretaking experience. I’ve cared for dogs of all ages, personalities, and care levels — from energetic pups to senior dogs requiring extra patience, attention, and medication management. One thing that sets me apart is my flexibility while working remotely. I’m able to provide more consistent companionship and care throughout the day by working from your home when needed. Whether your dog needs potty breaks every few hours, lunchtime playtime, walks, medication administration, or simply someone there to keep them company, I’m happy to help! I understand that every dog has their own routine, personality, and comfort level, and I truly treat every pet as if they were my own family member. I know how important it is to have someone you trust caring for your furry loved one, and I pride myself on being attentive, patient, reliable, and loving. My goal is simple: to make sure your dog feels safe, happy, loved, and well cared for while you’re away. I look forward to meeting you and your furry best friend! I have flexibility while working remotely. I’m able to provide more consistent companionship and care throughout the day by working from your home when needed. Monday through Friday I can work your pet’s schedule into my work day! On the weekends, I can be available whenever! I’m here to help as much as I can. My goal is to ensure your dog feels no different when I’m at a client’s home. The schedule, routines, and energy remain the same. I’m just a part time friend your dog can be excited to spend time with while their parents are away. I follow everything you need to ensure your dog is cared for and loved.

Sitter Profile Image: Susan M.
Verified Background Check
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: Emma T.
Verified Enhanced Background Check
Emma T.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Hartland, WI, 53029

About: I am currently a vet assistant at a veterinary hospital. I’ve worked there for 5 years. I have just graduated from UW Madison with a bachelors degree in animal and veterinary bioscience as well as two certifications in environmental sciences and classical studies! I have been around animals my whole life and love to pet sit. I am currently a full time veterinary assistant. I would love to come see your animals… maybe even clients who already know me!! I’ll also send lot of pictures of your furry friends!! I had a private pet sitting business in clients homes for 2 years. No request is too big for me! I am able to deal with difficult animals.

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

Dog parents share their Rover experiences - Hartland

1 / 1
5.0 out of 5 stars

Madeleine took excellent care of our dogs! She sent a detailed update and even left a bag of treats for the dogs. I would highly recommend!!

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Brianna H.
Drop-In Visits
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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog 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 dog sitting - Hartland

Select a filter and find qualifying sitters offering dog sitting.

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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