Pet Sitting Highlands Community

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

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Highlands Community, Find top rated pet 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: Natalie B.
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Natalie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
276 reviews
100 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie was great about taking pics and being flexible with our schedule. Our place was spotless when we got back and we will definitely use her again for future trips!

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Angelina H.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

About: I have four dog nieces and nephews that I love very much and occasionally watch. I check in on my neighbors dog when needed. I successfully dog sat a Great Dane for a week who I fell in love with. I have a large fenced in yard that is the best for zoomies. I work from home M-F with a flexible schedule to take the dogs out to play or for a walk. The summer months I may be less available during the weekends but during the winter I will have more availability. I have a fenced in yard that is large enough for dogs to run. There are no other animals or children at this house making it a relaxing and peaceful place if the dog needs a more chill environment. I do have two doodle nephews that can come to play if the dog needs to socialize.

Sitter Profile Image: Julia M.
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Julia M.
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
University Apartments, Madison, WI, 53705

About: Hi! I’m a graduate student who loves animals and understands how important it is to find someone you trust to care for them. I have experience caring for dogs with different temperaments, including dogs with anxiety and dogs who need medication or extra patience. I’m very responsible, detail oriented, and I take pet care seriously - I know I’m caring for a member of your family. I’m happy to follow your pet’s normal routine as closely as possible, including walks, feeding schedules, crate routines, and any specific instructions you have. I’ll also send regular updates and photos so you know your pet is doing well. My schedule is flexible, and I’m available for drop in visits, walks, and house sitting. I’m reliable and will always communicate clearly about timing and availability. Your pet’s safety and comfort comes first. I follow routines, use secure leashes, provide updates, and create a calm, safe, consistent environment for your pet

Sitter Profile Image: Madalyn M.
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Madalyn M.
from
$15
per visit
5.0 out of 5 stars
4 reviews
5 years of experience
Middleton, WI, 53562

About: I enjoy caring for energetic dogs and love keeping them active through games like fetch and tug-of-war. I am a dependable and attentive pet sitter who is comfortable administering medications and providing any additional care your pet may need. I strive to build trust with every pet I care for, and I’m proud that many of my clients have chosen me as their recurring pet sitter. My goal is to ensure every pet feels safe, comfortable, and well cared for while their owners are away. I am currently available through the beginning of August and am happy to discuss scheduling to find a time that works for you. Please feel free to message me with any questions about my availability. I typically provide care in your home to help keep your pets comfortable in their familiar environment. I can also welcome your furry family members into my home for stays of up to two days, if needed. While I do not have a fenced yard, I make sure every dog gets plenty of exercise through long walks and trips to local parks. If your dog enjoys socializing with other dogs and you approve, I’d be happy to take them to a dog park for additional play and enrichment. Your pet’s safety is always my top priority. I carefully follow your care instructions and make sure every dog in my care receives plenty of love, attention, exercise, and responsible supervision. My goal is for every pet to feel safe, happy, and well cared for while you’re away.

Sitter Profile Image: Sophia D.
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Sophia D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
14 reviews
8 repeat clients
10 years of experience
Madison, WI, 53705

Sophia is a very caring and responsible person. I would highly recommend Sophia for your pet.

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Sharmin I.
Sitter Profile Image: Chelssey H.
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Chelssey H.
from
$12
per visit
5.0 out of 5 stars
3 reviews
16 years of experience
Madison, WI, 53711

Chelssey is incredibly friendly, professional and thorough. I will definitely try to book her again when the need arises!

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Kevin M.
Sitter Profile Image: Yvonne L.
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Yvonne L.
from
$17
per visit
5.0 out of 5 stars
27 reviews
9 repeat clients
16 years of experience
Middleton, WI, 53562

Yvonne did such an amazing job caring for my kitten, Fazzie. She has such a warm, calming personality that made everything so much easier for him, and he absolutely adored her. She truly went above and beyond. When we ran into issues with my key fob, she even took time out of her day to work with the leasing office to get it fixed. Throughout the entire time I was away, she made sure every one of his needs was met and that he received plenty of love, attention, and comfort. I felt completely at ease knowing he was in such capable hands. I would 100% book with her again.

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Alessandra Nicolette B.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
80 reviews
27 repeat clients
14 years of experience
Middleton, WI, 53562

We were grateful that Stephanie could help us out over the holidays. She was so gracious to pick up the keys and meet Layla on Christmas Day. Layla loved her. Everything went very smoothly. We highly recommend Stephanie!

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Brian K.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
27 reviews
7 repeat clients
12 years of experience
Junction Ridge, Madison, WI, 53717

Jennifer was such an amazing sitter for my furry babies. She took her time to ask questions and understand well how to care for them. The updates and pictures always were on point and left me feeling that my babies were in very caring and capable hands. Next time I will look for someone to look after my babies I will go for Jennifer.

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Franklin R.
Sitter Profile Image: Alliyah D.
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Alliyah D.
from
$18
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

Alliyah watched our 15 y/o dog for 12 days while we were on spring break. She was easy to schedule with and communicative. Georgie seemed to really enjoy her visits and we recommend her!

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Paige N.
Sitter Profile Image: Anna H.
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Anna H.
from
$20
per visit
5.0 out of 5 stars
36 reviews
10 repeat clients
7 years of experience
Middleton, WI, 53562

It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.

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Robyn Y.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$15
per visit
5.0 out of 5 stars
33 reviews
4 repeat clients
3 years of experience
Madison, WI, 53719

About: Our kids LOVE dogs, they pretty much live for them. We can't have our own right now, so we want to love on yours while you're away! We've owned our own dogs, and both of the adults grew up taking care of and loving dogs. We're happy to help reinforce any training that you're doing with your pup! We work during the week, but we can spend the weekend giving full-time care to your dog! We are open to watching your pup during the week, but they would be home alone from about 9am-4:30 pm. Just send me a message if you need longer care than the weekend and we can discuss details! We have a fenced backyard with plenty of room for dogs to run and play fetch. We can offer plenty of outside time and bathroom breaks, we're happy to keep your pet on their typical schedule!

Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$16
per visit
4.9 out of 5 stars
28 reviews
5 repeat clients
4 years of experience
Madison, WI, 53717

Bro is efficient. Treats his clients like family bringing in mails and I really appreciate it. 4th week watching my meowies and I couldnt be anymore but greatful.

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Richard N.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
88 reviews
31 repeat clients
5 years of experience
Madison, WI, 53719

Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!

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Nikita K.
Sitter Profile Image: Riley K.
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Riley K.
from
$18
per visit
5.0 out of 5 stars
22 reviews
11 repeat clients
13 years of experience
Madison, WI, 53705

Riley was great with my 3 cats. The were very responsive while I was away and sent photos of the cats. Everything was in order when we returned. I would definitely book Riley again!

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mariola a.
Sitter Profile Image: Janay B.
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Janay B.
from
$20
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
7 years of experience
Madison, WI, 53719

Janay was great with my two cats! They both warmed up to her very quickly and she sent me a ton of pictures each day. She did everything asked and even managed to make sure my cat with asthma got his inhaler everyday without issue. I came home to two happy and well cared for kitties

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Sarah S.
Sitter Profile Image: Margaret L.
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Margaret L.
from
$18
per visit
14 years of experience
Wexford, Madison, WI, 53717

About: I’ll care for your pet like they’re my own! I have always had at least one pet in my life and I know that they are important members of the family. I have experience caring for cats and dogs from the puppy/kitten stage through the senior years. I have fostered over 15 cats through the humane society and have experience administering oral medications. I have a very flexible schedule. I am generally available for drop-in visits at any time. I can work with you to set up the schedule that works best for you and your pet. I’m excited to meet your furry family member and give them all the pets, treats, play, and care they deserve! As a traveling pet parent myself, I know how important communication is. You can expect frequent updates and photos. My own dog is a bit of an escape artist, so you can rest assured that I will make sure your pets are supervised and that your home is always secured. Please note that I cannot offer litter box cleaning at this time.

Sitter Profile Image: Ryan H.
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Ryan H.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
22 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

Ryan was great. He stopped by once a day to check on my cat, feed him, and clean the litterbox. And we received a picture of my cat every day. Ryan jumped in at the last-minute request, and we greatly appreciated his timeliness and availability. Thank you, Ryan!

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Donna C.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$16
per visit
10 years of experience
Wisconsin Co-Op Housing, Madison, WI, 53705

About: Hi, I'm Jessie! I'm a lifelong animal lover and proud dog mom to my Miniature Schnauzer, Piper. I'm dependable, detail-oriented, and passionate about making sure every pet feels safe, comfortable, and cared for. I've raised Piper since she was 2 months old and have experience caring for pets of all ages, including puppies and senior dogs. Outside of pet care, I'm a professional photographer, so I love capturing special moments—including the occasional adorable pet portrait! I’ll provide regular updates and photos so you can feel connected while you’re away. I currently work a full-time weekday job, but I’m available outside of those hours for pet care. I’m available for early morning walks or drop-ins before 8 AM, occasional lunchtime visits, and evening care after 5 PM. I also have weekend availability for walks, enrichment, drop-in visits, and overnight sitting. I only accept bookings that I can fully commit to, so you can count on reliable, attentive care for your pet. When caring for pets in your home, I'll carefully follow feeding schedules, walking routines, medication instructions (if needed), and any other care preferences you provide. My goal is to ensure that your pet is comfortable and happy while you are away. As a professional pet photographer, you can trust that I will send regular photo updates (as well as a few fun pet portraits) during our time together.

Sitter Profile Image: Amber K.
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Amber K.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Wisconsin Co-Op Housing, MADISON, WI, 53705

About: We have 3 cats and a mini Dachshund, all rescues. Reliable, respectful, dependable. All-around animal-person, committed to keeping animals safe and happy - I strongly believe that people have a responsibility, duty to care for and love all animals; it’s a privilege to have a relationship with them, and we should foster and nurture that. Interested in teaching basic dog commands. Will learn to administer shots if needed. Sensitive to changes in behavior that could signal unhappiness, illness. In the future, hope to create a doggy sanctuary, so I can have many dogs of my own to love and care for every day. I just love dogs & cats & all animals! Value open and clear communication with owners to better care for their pets and to build healthy relationships between us all. My availability has some flexibility, so contact me to discuss! Recently retired and looking forward to devoting time and energy doing things I love, including caring for and building bonds with furry friends. Prefer scheduling ahead of time but will do my best to accommodate same-day requests. All care will be provided according to your instructions. For daycare service provided at my home, I would take dogs out on leash at regular intervals because my yard is un-fenced. Kitties and doggies are loved and treated with kindness and respect.

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The median cost per visit for pet sitting in Highlands Community is $20

Pet parents share their Rover experiences - Highlands Community

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5.0 out of 5 stars

Chelssey is incredibly friendly, professional and thorough. I will definitely try to book her again when the need arises!

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Kevin M.
Drop-In Visits
5.0 out of 5 stars

Natalie was fantastic with our cagy rescue Ripley. She will hardly ever come out of her "cave" but cuddled with Natalie. Highly recommended for shy cats!

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

Thank you for such an amazing start! Butters is such a difficult dog but baby steps and patience can get him to love you! Thank you for such caring and nice time with him.

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Beatriz F.
Drop-In Visits
5.0 out of 5 stars

My vats have developed some complicated feeding instructions, but Jennifer took great care of them as always, while I was away.

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Peter B.
Drop-In Visits
5.0 out of 5 stars

Madalyn did a spectacular job watching my three cats for 5 days. She was super great with communicating any issues like my cat feeder that ran out of batteries and stopped working, went above and beyond to help get that fixed, and made sure to keep me updated the whole time. She was extremely polite and respectful of my home and my cats, and I felt very reassured during my vacation knowing she was there to care for them. I will absolutely be booking with Madalyn again in the future!

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Megan S.
Drop-In Visits
5.0 out of 5 stars

Michelle always goes above and beyond to make sure that our kitties are happy and well taken care of. They enjoy her visits!

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Talissa C.
Drop-In Visits
5.0 out of 5 stars

Matthew was exceptional! Really needed someone to take my dog out multiple times a day for a few days. He was always on time. Really took good care of my dog. Couldn’t be more grateful. It’s so nice to find someone you can trust to take care of your furr baby. Thank you Matthew.

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Rita R.
Drop-In Visits
5.0 out of 5 stars

Thanks again Alana for taking such great care of Bea and Grady! We appreciate your time, energy, and care!

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Paula B.
Drop-In Visits
5.0 out of 5 stars

Stefanie is great! She communicated promptly and my pet’s needs were all met. Sent lots of cute pics too😍

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Margo H.
Drop-In Visits
5.0 out of 5 stars

Molly was great! So thoughtful and attentive to our Lucy. I especially appreciated her informative updates. We came home to a happy well cared for dog.

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Julie J.
Drop-In Visits
5.0 out of 5 stars

We had such a wonderful experience with Ashley! Communication was excellent from start to finish. She was responsive, clear, and easy, which made coordinating everything completely stress-free. We felt like our cats were genuinely cared for and in great hands the entire time. We especially loved the amazing pictures and updates; Ashley gave us so much peace of mind while we were away and We had such a wonderful experience! Communication was excellent from start to finish—responsive, clear, and easy, which made coordinating everything completely stress-free. We felt like our pets were genuinely cared for and in great hands the entire time. We especially loved the amazing pictures and updates; they gave us so much peace of mind while we were away. Everything was handled exactly as discussed, and the whole process was seamless. We would absolutely recommend and wouldn’t hesitate to book again! Everything was handled exactly as discussed, and the whole process was seamless. We would absolutely recommend and wouldn’t hesitate to book again!

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Danielle S.
Drop-In Visits
5.0 out of 5 stars

Jessica was fantastic! Would highly recommend and would happily re-book anytime. She took great care of my cats while I was gone.

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Tim F.
Drop-In Visits
5.0 out of 5 stars

Once again, Hannah has provided such loving care to our adorable little ones, Meeko and Princess :) We're truly thankful to have found her to look after our little ones whenever we're away!

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Ayelen B.
Drop-In Visits
5.0 out of 5 stars

Austin took incredible care of our two cats! He is an excellent communicator and I loved all his photos and updates. I highly recommend Austin for your pet sitting needs!

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Julia K.
Drop-In Visits
5.0 out of 5 stars

Jesse has taken care of our timid kitties several times now. She is dependable and trustworthy. One cat is very comfortable and his more timid sister is warming up to Jesse. She leaves detailed notes, follows our requests and checks in on time. Thanks Jesse!

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Amy T.
Drop-In Visits
5.0 out of 5 stars

Alliyah has been so wonderful! She has stopping by to care for my dog during my long work days. My dog loves her! Highly recommend!

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Alysse L.
Drop-In Visits
5.0 out of 5 stars

Janay did an excellent job taking care of our cat. She promptly responded to our messages and went out of her way to make our cat (who is a bit skittish) feel comfortable around her. Highly recommended!

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Parvathi M.
Drop-In Visits
5.0 out of 5 stars

Reliable, trustworthy, and took great care of my sweet Daisy girl! Will definitely have her come hang with my Daisy girl again!!

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Jordyn B.
Drop-In Visits
5.0 out of 5 stars

Meeka is the absolute best she consistently goes above and beyond! My cat is so obsessed with her and I feel so confident that he is well taken care of when I’m gone. She has made going out of town a million times more enjoyable for me

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jordan m.
Drop-In Visits
5.0 out of 5 stars

Annalesse was very responsive when setting up the booking and exchanging keys, and she took great care of my cats while I was gone for about two weeks!

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Zach C.
Drop-In Visits
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