Dog Sitting Hartland

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

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Over 52
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: Alyson L.
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Alyson L.
from
$14
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Pewaukee, WI, 53072

About: I’ve taken care of dogs and cats for years! I had dogs growing up and I have my own cat now. I also have my own turtle! I work full time but am able to let dogs out depending on distance throughout the day. I am more than willing to spend quality time with your animal! I am able to stay/visit at houses to support your pet. I am unable to bring cats or dogs into my house due to my cat being a solo cat (her preference).

Sitter Profile Image: Kirstin B.
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Kirstin B.
from
$30
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Hartland, WI, 53029

About: I've taken care of dogs since I was in middle school. My family dog is 17 years old now so I also have experience working with senior dogs. I live in a great neighborhood with many dog parks and my apartment complex has a dog run behind it. I have also trained and foster puppies before so I am familiar with positive behavioral reinforcement and do not believe in punishing dogs. I have worked in mental health for over 10 years as a therapist so I also have an amble amount of patience. Mondays and Fridays I work remotely so I am available for mid-day potty breaks on top of offering afternoon/evening/overnight care. I also have some flexibility to work remotely other days as well. My typical schedule is as below: Mondays: Available any time (working remotely) Tuesdays: Available after 5 pm Wednesdays: Available after 5 pm Thursdays: Available after 7 pm Fridays: Available any time (working remotely) Saturdays: Available anytime Sundays: Available anytime Do you have specific time requests, let's chat and find a way to work together! I do not have any dogs in my apartment but there are many friendly dogs in the neighborhood I've observed. I love dogs and always take my job of dog sitting seriously. Dogs deserve to be taken care of the right way! I know safe places to go for walks in my neighborhood, I am very vigilant to not let dogs put anything harmful in their mouths, and I ensure my apartment is very dog safe.

Sitter Profile Image: Jessica P.
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Jessica P.
from
$17
per visit
5.0 out of 5 stars
• 18 reviews
7 repeat clients
20 years of experience
Pewaukee, WI, 53072

“Was there when requested, did what was asked, loved on them, left a detailed note and photos on visit and pets were happy. Very happy with Jessica.”

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Tanya S.
Sitter Profile Image: Katelyn W.
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Katelyn W.
Star Sitter
from
$20
per visit
4.8 out of 5 stars
• 36 reviews
16 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: 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: Nicole J.
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Nicole J.
from
$18
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
9 years of experience
Sussex, WI, 53089

About: I’ve been taking care of dogs for friends and neighbors for almost 10 years. I have helped raise puppies while nannying, and have dog sat overnight for years! I have an energetic lovable 9 month old lab of my own who would love to have a friend to play with! I’ve cared for sick pets, puppies, and adult dogs. I’m experienced with bathing pets, love long walks and playing in the yard. I always make sure there is plenty of enrichment time. I am available during all hours of the day as I’m a stay at home mom currently. I’m available all hours of the day on weekends. I have a large yard and a lovable pup who can be a companion to your pet! She has gone to daycare for months so is fully socialized and always wants to play with anyone who is interested. We have a camera in our crate room to make sure everything is alright when we are away. We have a full room that is pretty much empty designated for dog toys and treats! I will make sure your pet gets all the love and attention they deserve while you are gone!

Sitter Profile Image: Marinda M.
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Marinda M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
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: Brooke G.
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Brooke G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 36 reviews
3 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: 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: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 54 reviews
13 repeat clients
40 years of experience
Oconomowoc, WI, 53066

“Ramsey did an excellent job caring for my two cats. I’d trust them with her any time. Came home to find littler boxes and food bowls clean. I can tell she played with the cats during the drop in visits. Thanks, Ramsey!”

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Tara F.
Sitter Profile Image: Cooper B.
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Cooper B.
from
$35
per visit
5.0 out of 5 stars
• 8 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: Katie M.
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Katie M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 65 reviews
23 repeat clients
15 years of experience
Elm Grove, WI, 53122

“Katie was amazing! She did an awesome job with our crazy pets. She’s a kind and caring person…that comes through clear as day. Highly recommend.”

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Erin B.
Sitter Profile Image: Luminita "Aly" F.
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Luminita "Aly" F.
from
$20
per visit
5.0 out of 5 stars
• 49 reviews
17 repeat clients
12 years of experience
Waukesha, WI, 53188

“Aly was able to support last minute and my pup loved her from first meeting! So sweet and clearly has love and care for fur babies. She checked in and sent pictures when popping in to let Jada out, which was so appreciated!”

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Noelle B.
Sitter Profile Image: Jennifer F.
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Jennifer F.
from
$22
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Menomonee Falls, WI, 53051

“Jenni was so great with my kitties! Even though they can be anxious with new people, they loved her. She was super flexible with my last minute request as well. I highly recommend!!!”

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Lauren R.
Sitter Profile Image: Paul S.
Verified Enhanced Background Check
Paul S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 103 reviews
35 repeat clients
20 years of experience
Germantown, WI, 53022

“Wonderful with both of our dogs. Our standard poodle loves her longer walk. Our 15 year old miniature poodle who has vision problems loves his walks as well as the pickup and carry around. Paul is also excellent with his eye medication.”

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George K.
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: 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: Cindy S.
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Cindy S.
from
$25
per visit
5.0 out of 5 stars
• 52 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

“Cindy was absolutely amazing! She took great care of my boys while we were away for a week. She went above and beyond in the services she provided. It put my mind at ease knowing she was here while we were on vacation. We received updates and pictures during her drop ins and I feel Cindy took care of my cats as though they were her own. Thank you for doing a wonderful job!!!”

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Diana S.
Sitter Profile Image: Laura D.
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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
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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 Dog Sitting - Hartland

Frequently asked questions about Rover

The average cost of Dog Sitting in Hartland on Rover is $21 per visit as of October 2026. Most bookings cost between $0 and $36 per visit. 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 2,084 sitters on Rover offering Dog Sitting across Hartland. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 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 Meet & Greet .

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 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.

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