Pet Sitting in Highland

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

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Top rated Highland pet sitters

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: Ashley T.
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Ashley T.
from
$25
per visit
15 years of experience
Dodgeville, WI, 53533

About: I’ve been a proud dog owner for over 15 years, and caring for dogs has always been a big part of my life. Over the years, I’ve gained hands on experience with dogs of all sizes, ages, and temperaments, from energetic puppies to senior pups. In addition to caring for my own pets, I’ve volunteered at local animal shelters, where I helped walk, feed, and socialize dogs from all backgrounds. I'm comfortable with a variety of breeds and activity levels, and I always tailor my approach to each dog’s individual needs, whether it’s a long walk for an active dog, playtime and enrichment for a curious pup, or calm companionship for an older one. My goal is to make every dog feel happy, safe, and loved. I don't have much experience with cats but am eager to learn and help any cat parent that needs it. I currently work from home and have a flexible schedule that allows me to check on or walk pets during the day or anytime during the week. Your pet’s safety and comfort are always my top priorities. Whether I’m walking your dog, visiting for a drop in, or staying in your home, I make sure each pet feels relaxed, secure, and loved. During walks, I always use secure leashes, avoid unsafe areas, and keep a close eye on your dog’s behavior and surroundings. For drop in visits, I follow your routine for feeding, playtime, and potty breaks to keep things consistent and stress free. When staying in your home, I treat your space with respect and keep everything clean and tidy while maintaining your pet’s usual schedule.

Sitter Profile Image: Alicia R.
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Alicia R.
from
$15
per visit
5.0 out of 5 stars
4 reviews
25 years of experience
Dodgeville, WI, 53533

Alicia reliably came on each date and thoroughly checked that all cats were in a happy, healthy state. Alicia did a great job of communicating that the cats were fine so as to keep my vacation free of worry.

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Craig R.
Sitter Profile Image: Lauren D.
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Lauren D.
from
$20
per visit
10 years of experience
Spring Green, WI, 53588

About: I’ve had animals in every corner of my life, throughout my whole life! I’ve taken care of many dogs and cats all with various needs such as medications, appointments, and mobile assistance. I have also volunteered with Wisconsin WildCare and local humane societies. I am a passionate & fearless animal advocate with speed dial access to a large animal vet and a retired DNR officer. I will treat your pet as my own whether it’s in my home or your home. I work a full time job only seven minutes from my home. My job is incredibly flexible and understanding of my need to let animals out or even leave work early for pet care! I have a balcony that animals can hang out on and a large grassy field that I take animals for walks on. I always keep them leashed. If I want them to be unleashed, I can take them to the local dog park five minutes from my house! I am comfortable with animals on furniture and sleeping in bed with me. I have access to my own crate if the animal is crate trained.

Sitter Profile Image: Joanie D.
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Joanie D.
from
$25
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Linden, WI, 53553

About: I have dog/cat sat for neighbors when I was younger and I am a huge animal lover. I have experience and will spoil your pet. I currently work Mon-Fri 8am-5pm looking to find a little side gig taking care of peoples pets so they can enjoy getting away every now and then. On leash depends on how the customer cares for their dog. I’m a huge pet lover and love to take care of any size dog or cat.

Sitter Profile Image: Bethany S.
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Bethany S.
from
$25
per visit
5.0 out of 5 stars
4 reviews
5 years of experience
Muscoda, WI, 53573

About: I’ve been taking care of cats, dogs, farm animals (chickens, goats), fish, and exotic animals since I was 18. There’s no animal too big or too small! I’ve provided both day and night care, and handled meals, walks, potty breaks, medications, and cleaning. Hello!! I am a soon to be stay-at-home momma who will have lots of available time to watch/play with/or walk your furry friends! I currently have a dog and a cat of my own but they are very friendly and loving with all animals big or small. I would love to board your animals in my home! But, they must be friendly with both dogs and cats as I have one of each who are very sweet and get along with everyone! All supplies will need to be dropped off with your furry friend as well as I don’t have extra kennels (if your pup uses one) or extra supplies.

Sitter Profile Image: Chloe H.
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Chloe H.
from
$25
per visit
5.0 out of 5 stars
29 reviews
10 repeat clients
22 years of experience
Dodgeville, WI, 53533

About: Hey Wisconsin pet parents! 🐾 With years of hands-on experience—including running a super-successful dog-sitting business in college—I’ve cared for all kinds of pups with love, patience, and know-how. As a professional animal nutritionist, I bring extra insight into keeping pets healthy and thriving. I have experience with farm animals and household animals! I’d love to swing by for drop-in visits and build my local crew right here in WI—I’m all in for you and your pup! As a responsible pet owner, I ensure my dog gets ample one-on-one time, and my job allows for flexible workdays, including the ability to work from home when needed. I prioritize my pet's care by taking breaks to go home and check on them on busier days, ensuring they receive the attention they need throughout the day. I extend the same level of personalized care to any pets under my care, maintaining routines and providing a nurturing environment to promote their well-being and happiness. Rest assured, when caring for your pet, I will follow all of your requests and treat them as if they were one of my own. With my knowledge and experience in animal care, as well as a genuine kindness towards animals, your pet will be in capable and compassionate hands. I am committed to providing the highest level of care and treating your pet with the utmost respect and attention they deserve.

Sitter Profile Image: Meg T.
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Meg T.
from
$15
per visit
5.0 out of 5 stars
24 reviews
4 repeat clients
20 years of experience
Platteville, WI, 53818

Meg came to meet our dog for the first time and it was a very successful experience. We are grateful for her flexibility and enthusiasm and we all enjoyed our time with her. We are having Meg come walk Creed while we are away and feel very comfortable with the arrangement. We highly recommend her already!!

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Rhonda D.
Sitter Profile Image: Selina P.
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Selina P.
from
$13
per visit
38 years of experience
Gotham, WI, 53540

About: I have had cats and dogs my whole life.I have senior cat that needed care at one time I’m willing to help you with that. I have do very well at training dogs I’m not certified.I have 4 dogs now and it’s brings me joy. I do have a spouse home to take care of them so I can take care of yours no worries there. I know how pets get use to their own routine. My dogs let me know when it’s time for food. I will keep on a time schedule you set up Im very respectful, dependable and respectful. I will care for your home and pets as my own. I know how stressful this can be. Let me be one less stress I can help you whatever you need I can do.

Sitter Profile Image: Clayton O.
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Clayton O.
from
$15
per visit
5.0 out of 5 stars
1 review
3 years of experience
Boscobel, WI, 53805

About: I have taken dog CPR and am an EMT. I had a miniature schnauzer growing up for the first 20-plus years of my life. I recently adopted my dog in Sept 2023. I work full-time as a first responder with a rotating schedule. Any day I am not working I am free to assist in taking care of your pets. I will treat your pets like I treat mine. I do not allow my dog on furniture at my house but am willing to follow any rules you have in your house.

Sitter Profile Image: Kasandra G.
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Kasandra G.
from
$35
per visit
4.8 out of 5 stars
5 reviews
1 repeat client
3 years of experience
Mineral Point, WI, 53565

About: Hi! I’m Kasi and I live in Mineral Point, WI I've grown up with pets my entire life. After losing my dog Lacey in 2021, it's felt quite strange not having a pet close by. I've taken care of both dogs and cats for over 4 years. Neighbors family and friends have counted on me to walk, feed, and make sure they go to the bathroom. I also work part time at a local pet daycare center so I've gotten to know pets very quickly. Each pet I've cared for has left their pawprint on my heart in some way shape or form-and forever will! I currently work remotely in Mineral Point, and also work full time for a non profit organization. I am able to stop by if you ever need me to. I have stayed at family homes to provide care for pets. I adhere to any instructions provided by each pet owner to ensure they maintain the same schedule before, during and after my stay. I ensure to maintain constant communication with pet owners, and let them know how their pet is doing.

Sitter Profile Image: Sequoia T.
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Sequoia T.
from
$13
per visit
4 years of experience
Platteville, WI, 53818

About: I’ve constantly been surrounded by all kinds of animals throughout my life. I especially love cats as I have 2 of my own but will spread the love to even reptiles! My past experience includes years of dog sitting for a family friend, for stays up to 2 weeks long. The dogs were also older so I had to accommodate their needs as well. I walked, fed, pet, and played with them all while maintaining as similar of a schedule that I could for their comfort. I am unemployed until the summer, when I will be working full-time, so I’m constantly home! My cats are fed around the clock three different times so I’m here for that. I just go to classes for a few hours in the middle of the day and come right home. I am a student who lives in a 2 bedroom apartment with my boyfriend so we have a spare room to cater towards your fur baby in our space. For client’s homes, I always follow instructions given to provide the utmost comfort and familiarity for your pet.

Sitter Profile Image: Madeline M.
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Madeline M.
from
$35
per visit
5.0 out of 5 stars
1 review
30 years of experience
Lone Rock, WI, 53556

About: I have been caring for all types of pets for over 30 years. As a teenager I worked at a veterinary clinic walking, feeding, cleaning after, playing and giving meds to dogs, cats and small animal's. As an adult I have worked at a large and small animal clinics and have extensive experience in caring for your pets. I have also been a responsible dog breeder/exhibitor for 20 years. So I do have experience with dogs if all sizes and animals of all types. I love all animals and love to spend time with them. I have also successfully trained many dogs and im a certified professional dog trainer. Please consider having me care for or take your dog for a walk. You won't be disappointed and your dog will love me. Thanks I'm available to walk or care for your pets multiple times during the week and weekends. Will try my best to fit you in my schedule. I have a very large yard and nice walking trail near my home. I also have 2 dogs of my own. All dogs will be kept on leashes for their safety.

Sitter Profile Image: Amanda J.
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Amanda J.
from
$30
per visit
6 years of experience
La Farge, WI, 54639

About: I have a background in both education and dog training, so I focus heavily on structure, communication, and understanding each dog’s individual needs. I have experience working with dogs of all ages, energy levels, and personalities, including puppies, high-energy breeds, and dogs that benefit from extra patience or routine. I’m CPR certified, experienced with enrichment-based care, and comfortable reinforcing basic training skills such as leash manners, recall, sit/down, place, and calm behavior during visits and walks. I also have experience with hunting and working breeds, so I understand the importance of both physical exercise and mental stimulation. What sets me apart most is that I genuinely enjoy building trust and relationships with the dogs I care for. I prioritize safety, consistency, and making sure each dog feels comfortable, engaged, and well cared for while you’re away. I also provide reliable communication and updates so owners can feel confident their pets are in good hands. I intentionally keep openings in my schedule for walks, drop-in visits, boarding, and individualized care. I currently have availability most mornings, a few evenings, and select weekends which allows me to provide consistent attention and flexible scheduling for clients. Because I prioritize quality care and reliability, I carefully manage my schedule to make sure each pet receives plenty of time, attention, exercise, and communication while in my care. believe every dog is different, so I focus heavily on each pet’s individual needs, personality, comfort level, and routine. Some dogs need lots of exercise and enrichment, while others need a calmer environment, patience, or extra reassurance while their owners are away. When caring for pets in a client’s home or my own, I take time to learn their feeding schedule, potty routine, energy level, favorite activities, training expectations, and anything that helps them feel comfortable and secure. I adjust my care style based on the individual dog rather than taking a “one size fits all” approach. My goal is always to make pets feel safe, understood, and cared for while maintaining as much consistency and routine as possible.

Sitter Profile Image: Lauren K.
Verified Background Check
Lauren K.
from
$20
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
17 years of experience
Sherman Village, Madison, WI, 53704

About: I grew up with dogs. Over the past four years I have worked with training service dogs. I have experience working with all types of dogs. Any dog in my home Is treated the same way I treat my own pets. I am willing to give tips and pointers or just provide a wonderful place for your dog to have fun and relax. Not only am I great with dogs, I am great with people! I am currently working part time so I will have plenty of time to play with your dogs! I am done with work every day by 1 PM if not sooner. I have the nights and most weekends off. I am happy to follow any instructions you have for your dogs. I have trained all types of dogs and will differentiate depending on what the dog needs.My backyard is fenced in. I spend time throwing toys and taking my dog on a walk. My dog gets along with all types of dogs. She is a two year old lab who is happy to be alive!

Sitter Profile Image: Amanda R.
Verified Enhanced Background Check
Amanda R.
from
$20
per visit
4.9 out of 5 stars
9 reviews
2 repeat clients
16 years of experience
Fitchburg, WI, 53711

About: Nice to meet you! My name is Amanda and I’m 33 years old, also a huge animal lover! I’m currently a student at Madison College, taking my online pre required classes to prepare myself towards my Veterinary Assistant Program. My primary language is English, but I also know ASL (still learning). I used to volunteer at the Dane County Humane Society while walking/exercising the dogs and interacting with the cats and other pets. I’ve been animal sitting for at least 16+ years now. I have worked at dog lovers of Madison caring while bathing pets! I worked at waggin tails in their doggy daycare department working with all sorts of dogs, and I know some training techniques as well. While I pet sit for you; I just adore taking pictures of them to send to you, so we can share with you about a few of the fun and exciting things that we’re doing while you are away! If you have anymore questions or are interested than please don’t hesitate to call or even just send me a text! I can’t wait to hear from you and I’m thrilled to meet your pet(s)! Thank you again! Here are my prices for pet sitting plus the additional $5/day (if you live out of Dane county), also my cancellation policy of a 50% fee from total cost for if it's less than 48 hours notice. If you have other pets other than a dog and cat, I will do a bundle… (2) ferrets and fish or snails (tiny pets): $15/night or drop in visit($20 for holidays) (2) ferrets: $10/night or drop in visit($15 for holidays) chickens and fish or snails (tiny pets): $25/night or drop in visit($30 holidays) Plus the additional $5/day (if you live out of Dane county), also my cancellation policy of a 50% fee from total cost for if it's less than 48 hours notice. Hangout drop in visit session for 1 hour: $30 (1-3 cats and/or dogs) Hangout drop in visit session for 2-8 hours: $50 (1-3 cats and/or dogs)

Sitter Profile Image: Jaren U.
Verified Background Check
Jaren U.
from
$15
per visit
4.9 out of 5 stars
18 reviews
4 repeat clients
2 years of experience
Waunakee, WI, 53597

Will definitely reach out to Jaren again for future visits! He did a great job with our two pups and was very accommodating to our schedule. Thank you so much!

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Katie D.
Sitter Profile Image: Matthew N.
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Matthew N.
from
$22
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
25 years of experience
Fitchburg, WI, 53711

Matt was great with our dog, Lillie. While we were away, he visited her three times a day. He provided a morning and evening potty break and a nice afternoon walk to exercise her. He was good about keeping to her schedule and routine. Lillie enjoyed playing with him and looked forward to each of his visits. We will definitely call Matt again next time we are away.

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Kris K.
Sitter Profile Image: Cassidy S.
Verified Enhanced Background Check
Cassidy S.
from
$25
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Capitol, Madison, WI, 53703

About: I always had a dog in my house growing up, and my dogs became part of the family. I have been dog sitting for five years and continue to love helping people take care of their pets. I currently do not own a dog at my own place, but my parents have two Labrador retrievers that I visit any chance I can get. I am very organized and enjoy working with different types of pets. I am a reliable hard worker who is always looking to learn more about the world around me. I spend my free time hiking, going to concerts, and spending time with my friends. My sister, Sam also pet sits with me so we can provide the best care possible with our ever-busy schedules. My work schedule is very flexible, so I’ll have plenty of time to play with your pups! I try to accommodate clients' schedules as much as possible. I will be sure to follow safety and environmental guidelines on a client-by-client basis. You know what is right for your pet, and I respect that.

Sitter Profile Image: Sara & Daniel S.
Verified Background Check
Sara & Daniel S.
from
$30
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
28 years of experience
Marquette, Madison, WI, 53704

Incredibly helpful and prompt.

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Dan K.
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If you’re searching for a Highland pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

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Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Highland.

Rover makes it easy to find Highland pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Highland pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Highland, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Highland pet sitters and avoid the kennel.

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