Dog Sitting Hartland

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

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Over 63
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: Kendra M.
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Kendra M.
from
$30
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
3 years of experience
Oconomowoc, WI, 53066

About: I have always had a deep love for animals and truly believe every pet deserves patience, care, and lots of love. I’m comfortable caring for all kinds of animals and will take the time to understand each pet’s individual needs, personality, and routine. Whether your pet is young, old, energetic, shy, or needs extra attention, I’m dedicated to providing them with the same love and care I would give my own!🐾😊 I love caring for animals and have for years! I am working a full time job but love to help others out when needed! I get an hour lunch break and I’m off every Friday! I am also off every other Thursday and Saturday! I always make safety and trust my top priorities when caring for pets. I follow each pet’s routine and their owner’s instructions closely, while making sure they feel comfortable, loved, and secure. I provide a calm, clean, and safe environment and give every pet the individual attention and care they need!!

Sitter Profile Image: Sierra S.
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Sierra S.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Waukesha, WI, 53188

On days when schedules are challenging I appreciate having Sierra stop in to give Maisel some time outside during the day. Visits have been flawless and worry free which is greatly appreciated.

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Craig E.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
82 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: 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: 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

Cooper was great with Farley! He was there on time and did everything we requested for Farley’s care. His communication was great as well! Thank you so much!

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Erin N.
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: 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: Natalie K.
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Natalie K.
from
$15
per visit
4.4 out of 5 stars
8 reviews
2 repeat clients
12 years of experience
Oconomowoc, WI, 53066

Natalie did great with our dog for drop in visits. She took great care of her! It was our first time using this app, and she was patient with us while we adjusted to it. I would book her again in the future.

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Brenda B.
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: 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: 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: Maggie B.
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Maggie B.
from
$25
per visit
20 years of experience
Waukesha, WI, 53188

About: started working at a grooming salon, then spent years overnight pet sitting while attending nursing school. I now have a reactive dog of my own, so I understand that every dog has different needs, boundaries, and personalities. I’m patient, attentive, and want both pets and their owners to feel safe, comfortable, and cared for. 🐾❤️ I am a nurse so my schedule is different every week :) but don’t hesitant to reach out and ask and hopefully we are able to make something work! When caring for pets in their home, I focus on keeping their routine as normal and comfortable as possible. I follow their owner’s instructions closely, provide plenty of attention and reassurance, and make sure they have a safe, calm environment. I respect each pet’s individual personality, boundaries, and needs while keeping owners updated so they can feel confident their pet is happy and well cared for. 🐾❤️

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

Brooke and Robbie took great care of my sweet prince, Cheddar! I last minute asked if they would be willing to have him all day vs just a drop in and they were so accommodating. They provided updates and lots of pictures. I know Cheddar had a blast and would give them a 5 start review :) 10/10 would book again!

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Katelyn C.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$15
per visit
5.0 out of 5 stars
31 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: Michelle E.
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Michelle E.
from
$13
per visit
20 years of experience
Waukesha, WI, 53188

About: I’ve had the privilege to house sit, dog walk, and LOVE 💙, my friends and clients fur babies. I make sure all of their needs are taken care of. I’m currently working 4 AM to 1230 Monday through Thursday and Saturday, but as of April 16, I’ve decided the love and passion I have for caring for your babies excite me a lot more. I will be more available to accompany your needs while you’re away for work or on a vacation with your family, yet I have had many clients& their babies have no issues when I housesit/dog walk. I treat animals with love, care, and respect as if they were my own. I will follow your directions on how your fur baby likes to be cared for.

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: Emma T.
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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.

Sitter Profile Image: Emma R.
Verified Background Check
Emma R.
from
$20
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
10 years of experience
Waukesha, WI, 53188

About: I love being around dogs and spending time with them and making them part of the family. I work from home most days so am able to snuggle when they want and play. I’ve always enjoyed having dogs and being around them! My own dog is my whole world! I work full time but mostly from home so I am available at many points throughout the day. I let my dog out to play and go to the bathroom as she requests (which is quite often lol) I have a fully fenced in back yard that my dog loves to run around and play. And during the summer months we have a large pool for them to cool down!

Sitter Profile Image: Nicole K.
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Nicole K.
from
$18
per visit
5.0 out of 5 stars
3 reviews
11 years of experience
Oconomowoc, WI, 53066

About: To be completely honest, I was afraid of dogs when I was a child. But since my family got our puppy in 2015, my love of dogs has skyrocketed. Now when I see a dog, I have this intuition to pet them, with permission of course. So with my care, there will always be love in the air! A little fun fact about me is that I love to go for walks. So watch out furry friends, the feeling of being worn out is coming your way! I am a full-time student, however, I do have time during the day on Monday, Wednesday, and Fridays to hang around with your furry friends! My time range is from 11-3:30. Or perhaps you’re stuck at work late in the night, and your dog or cat has been crossing their legs to use the bathroom, and I am more than welcome to stop by and take them outside any night of the week (after 6 pm)! Just like people, your animal should have food, water, and exercise. I will take your dogs and/or cats on walks and make sure their dishes are filled with water. And give them lots of pets as well, because what animal doesn’t like a little love?

Sitter Profile Image: Laura D.
Verified Enhanced Background Check
Laura D.
from
$30
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
15 years of experience
Nashotah, WI, 53058

About: At a young age i was brought to America from russia ; I instantly fell in love with my family pet Toby. She was a black lab mixed with Australian shepherd. I didn't speak english very well but Toby made me feel I was understood and this is where I found my love for animals. Few years later our next door neighbor gave us a cat and she was pregnant. 6 kittens later and out of 6 I managed to convince my parents to keep 4. A year later I found another cat in out country yard and kept her as well. Having 1 dog and 5 cats was a big task but I loved it. I currently have a very needy loving bulldog named merlin who loves all the attention from his mama. Merlins enjoy of life are sitting on his mama's lap and wanting to play as soon as he's had his maybe 3 nap in by 12pm after the well deserved nap merlin is all ready to use his energy on running, jumping, and giving kisses. My cat Ripley was going to be put down since she was at the pet shop for over a year. She wasn't wanted because she wasn't friendly towards everyone. She was as described as she was selective of who she'd come down her shelf for. My family visited her frequently and eventually I decided to adopte her. I offer to watch my apt neighbors dogs and any friends that ask me to watch their animals. I would love to get to meet your pet/s and give them attention when your away untill your return back. I take care of merlin ( English bulldog), Ripley (maine coon), 2 Russian tortoises( 8 yrs I've had them, probably will be passed down to my future husbands kids) , a hamster( had him for 3 yrs now ). I love sharing my attention to all the animals that I have and meet. I look forward to providing the best care for your pet/s while you are busy making money for the Biscuits or take a well deserved break from the every day to day. I currently can not pet sit at my apartment for a long period of time. I have occasionally watched a dog for a weekend but with prior meet/ greet and making sure my dog gets along with your pet/s. Im more then happy to watch your pet/s at your home. I'm comfortable walking your pet/s,feeding, treats, and play time indoors or outdoor. I don't prefer to give medication. If given directions and your pet/s has been on it and no emergency symptoms I can on request give medication. I do have a experience giving baths to kittens to dogs with some guidance of what your preferences are going about it im more then happy to do this service. I'm very flexible with my hours for the most part and with communication I'm glad to help out any way ; while your away from your pet/s.

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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 was amazing with drop ins for our dog. We needed to add a last minute drop in, she was so accommodating and made it work. She sent pics of each visit and our fur baby looked so happy with her. I would highly recommend her for caring for your fur babies.

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Marsha G.
Drop-In Visits
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

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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?

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Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Hartland

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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 $21.09 per visit (as of August 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 August 2026, there are 2,121 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:

  • 93% 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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