Pet Sitting Wyndemere

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Wyndemere, 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: Chelssey H.
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Chelssey H.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 36 reviews
14 repeat clients
16 years of experience
Madison, WI, 53711

“Chelssey was wonderful at taking care of our cats! She was very responsive and provided thorough updates after each visit. One of our cats takes medication, and Chelssey was fantastic with him. We will definitely rebook with her in the future!”

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Ella M.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
• 40 reviews
9 repeat clients
12 years of experience
Junction Ridge, Madison, WI, 53717

“Jennifer was great! She made sure to come by the day before to get familiar with my set up and meet my girls. I definitely recommend her to anyone new to Rover.”

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Lisa H.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 156 reviews
56 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

“Allegra has been great with Ozzie and very supportive of our schedule with helping out with his potty breaks, dinners and play times. Ozzie loves to see her every time she visits! Thank you again Allegra for looking after Ozzie 😁🙏🏼”

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Ruaidhri B.
Sitter Profile Image: Yvonne L.
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Yvonne L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 30 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: Jesse T.
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Jesse T.
from
$15
per visit
4.9 out of 5 stars
• 42 reviews
23 repeat clients
1 year of experience
Madison, WI, 53719

“Jesse did a wonderful job checking in on my dog! Very thoughtful and considerate, and even sent me some pictures as an update! Highly recommend :)”

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Theodore G.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$18
per visit
4.8 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

About: I have had dogs since my childhood and have worked with breeds of different sizes and backgrounds, including some with special needs. In my home life, I have two cats that I adore and spend much of my free time with. I’m available all day on weekends, as well as from 5:30pm onward on weekdays (typically). If you have specific requirements for your animal let me know and we can create a schedule that works best for you! I can perform any specific needs that your pet may need. One of my own pets has special medical requirements, so I am familiar with taking care of animals that need extra care.

Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 102 reviews
32 repeat clients
5 years of experience
Madison, WI, 53719

“Austin did a great job. Followed cat care instructions perfectly and went above and beyond in keeping things tidy and clean. I highly recommend him.”

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Aidan M.
Sitter Profile Image: Annalise C.
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Annalise C.
from
$18
per visit
5.0 out of 5 stars
• 8 reviews
5 repeat clients
10 years of experience
Westhaven Trails, Madison, WI, 53719

“Annalise did a great job taking care of my cat Gus! She was consistent in the time she came to feed him and even added an extra visit when our travel plans changed!”

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Vanessa M.
Sitter Profile Image: Megan B.
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Megan B.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
8 years of experience
Madison, WI, 53719

About: I’ve been caring for my own cats since I was in 3rd grade, learning the importance of caring for them in many aspects through feeding them, cleaning their litter boxes, and respecting their needs of play time vs needing space. I started caring for my friends animals in college and that’s when I learned more about dogs and how to tell what dogs are friendly, when they need space, etc. Respecting animals and giving them the love and care they deserve is of utmost importance to me. I have a fairly flexible job, so I’m able to fit in visits almost any time of day. The only day I’m not flexible is Sunday, I work a mandatory 12 hour, so could stop in after my shift but not before or during. Respecting people’s space and privacy is important to me, if I’m walking your dog and caring for your cats, you can trust me to do the job at hand and leave your space in one piece. Keeping a clean home is important to me, so you can rest assured that if your pet makes a little mess, it will be cleaned up for you and you’ll never know it happened.

Sitter Profile Image: Cloey D.
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Cloey D.
from
$18
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
9 years of experience
Middleton, WI, 53562

“Cloey was such a great sitter for my cat, Gloria! She sent me so many pictures of her each day, and gave me a thorough description of all the fun things they got up to while she was there! I will definitely be reaching out to Cloey again when Gloria needs a sitter!”

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Caroline F.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$20
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
30 years of experience
Fitchburg, WI, 53711

“Lynne was absolutely amazing!!! It was as so comforting knowing that our little Riley was taken so well care of while we were out with friends. The pictures and follow up notes on their time together was wonderful to receive. We will definitely be booking with Lynne again. She truly cares about our furry family members”

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Lisa S.
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 630 reviews
148 repeat clients
13 years of experience
Madison, WI, 53705

“Ashley was incredible! I was very worried about leaving my cat for such an extended period over the holiday, but Ashley kept great care of him, going above and beyond any instructions I gave and also giving me details on his behavior throughout my vacation, alleviating a ton of stress for me.”

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Andrew R.
Sitter Profile Image: Meaghan M.
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Meaghan M.
from
$18
per visit
5.0 out of 5 stars
• 7 reviews
3 repeat clients
5 years of experience
Middleton, WI, 53562

About: My husband and I have a 2 year old Lagotto Romagnolo and before that we had a Bassett hound mix, growing up I always had cats and have helped friends over the years with walking their dogs/short term care for their animals! I work for myself from home and my schedule is extremely flexible making it very easy for me to work with others schedules, especially during the day! We have a large fenced in backyard at our home. We practice positive re-enforcement in our home with our dog and believe whole heartedly in that practice!

Sitter Profile Image: Aditya K.
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Aditya K.
from
$18
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
7 years of experience
Greentree, Madison, WI, 53711

“Great job. Our dogs are very happy!”

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Grant M.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 54 reviews
13 repeat clients
6 years of experience
Capitol, Madison, WI, 53715

“Sofi was patient and caring for my dog. My dog warmed up to Sofi more and more each drop in visit. She was great at communicating and sent adorable pictures. Very reliable!”

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Ashley Paige R.
Sitter Profile Image: Bethany W.
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Bethany W.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
2 years of experience
Madison, WI, 53705

“Bethany is so great at communicating! She asked very good questions about the care of my dog and was extremely flexible when I had to come back a day early from a trip. She is so sweet and I can tell is super passionate about animals.”

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Gracelyn F.
Sitter Profile Image: Tian T.
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Tian T.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
3 years of experience
Madison, WI, 53705

About: I've been caring for cats for over three years and have hosted more than 10 cats for overnight boarding and drop-in visits. Cats are my focus, and I've learned that the first few days matter most — a new environment can be genuinely stressful for them, so I never rush the process. I live in a large single-family home with plenty of space. Your cat gets their own quiet room to settle into on arrival, with food, water, litter, and hiding spots all to themselves. Most cats relax within 3–7 days, though every cat is different and I always go at their pace. I also have two resident cats (both 2+ years) and a friendly 2-year-old dog. All three are calm and well-socialized. If you'd like your cat to have company, I can introduce them slowly once your cat is comfortable — many guests end up making friends. If you'd rather your cat stay in their own space for the whole stay, that's completely fine too. It's your call. You'll get photos and videos throughout the stay so you can see how your cat is doing. I'm happy to follow your feeding schedule, litter preferences, and any routines that help your cat feel at home. Just let me know what your cat likes and I'll take it from there. I work from home most days, so I'm around for a good part of the day and can check on cats regularly rather than only at set times. Cats get fresh food and water in the morning, litter scooped at least twice a day, and play or quiet company in the evening when they're most active. For boarding guests, I check on the isolation room several times a day — short, calm visits so your cat gets used to me without feeling crowded. I'm home every evening and overnight, so your cat is never alone for long stretches. For drop-in visits, I'm flexible on timing and can usually fit in morning and evening slots. Just tell me the schedule your cat is used to and I'll match it. In my home: I live in a large single-family house with a fenced yard and no cat access to the outdoors — all windows are screened and doors stay closed, so there's no escape risk. Every boarding guest starts in a private room of their own with food, water, litter, a bed, and places to hide. That separation isn't just for introductions — it also keeps things clean and low-stress if your cat is shy or has never boarded before. I have two resident cats and one dog, all friendly and used to visitors. They never have access to a guest's room unless the owner has asked for gradual introductions and the cat is clearly comfortable. Most cats settle in 3–7 days, and I let each cat set the pace. I ask that boarding cats be up to date on vaccinations and flea prevention, and I keep the vet's number and your emergency contact on hand for the whole stay. I'll let you know right away if anything seems off — appetite, litter box, or behavior. In your home: I follow your routine exactly as you've written it — feeding amounts, medication, litter, and any spots your cat likes to be left alone. I keep doors and windows secured, bring in mail or packages if you'd like, and send photos and a short update after every visit so you know what happened while you were away.

Sitter Profile Image: Naomi M.
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Naomi M.
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
4 repeat clients
2 years of experience
Middleton, WI, 53562

About: I regularly walk and check in on a dog four times a week and have pet sat for several families. I’ve also helped care for my families dog over the years. I’m reliable, patient, and always make sure pets feel safe and cared for. I currently have a pretty high availability to care for pets — through boarding, quick walks, drop in visits, etc! I love early morning walks and exploring nature. I provide a calm, safe environment and always follow care instructions closely. Though I don’t have a fenced yard, I’m comfortable caring for dogs and cats — supervising pets carefully to ensure their safety and comfort at all times.

Sitter Profile Image: Karley C.
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Karley C.
from
$20
per visit
5 years of experience
Verona, WI, 53593

About: I have a special place in my heart for all the fur babies that I meet. I have experience pet sitting for friends and family but am very interested in meeting and visiting pets on a more regular basis. I have experience giving medications, calming anxious pets and managing all types of pet personalities and routines. I work full time at a dental clinic Mon-thurs daytime hours. My weekends are usually free! Otherwise I enjoy crafting, being outdoors, and going hiking as much as possible. I look forward to spending more of my free time with your pets! I have been around animals my whole life. I am a sensitive person and feel like I understand animals. For visits I will be fully engaged and follow all instructions with great care and detail.

Sitter Profile Image: Paula R.
Verified Enhanced Background Check
Paula R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 96 reviews
29 repeat clients
5 years of experience
Fitchburg, WI, 53711

“Thank you so much Paula. You are so great! You went above and beyond for the boys and I cannot express how grateful I am! Thank you for all of the photos you sent, being patient with Bear, and accepting Blueberrys very exciting “hellos”. I hope we can work together again in the future and I know the boys feel the same ❤️ Thank you again for treating the boys like your own ❤️”

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Jaiden M.
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The median cost per visit for pet sitting in Wyndemere is $20

Pet parents share their Rover experiences - Wyndemere

1 / 1
5.0 out of 5 stars

Chelssey was wonderful at taking care of our cats! She was very responsive and provided thorough updates after each visit. One of our cats takes medication, and Chelssey was fantastic with him. We will definitely rebook with her in the future!

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

Natalie is always a joy to work with. She's very easy to communicate with and takes great care of my kitties, including the one who needs an inhaler. I always appreciate her helping us out.

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Jessica P.
Drop-In Visits
5.0 out of 5 stars

Taylor is the best! She always takes care of our 2 cats and really goes the extra mile with their care!

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

Jesse is amazing! She always goes above and beyond and my cat seems even happier when I come back :) she’s the best

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Kaitlyn O.
Drop-In Visits
5.0 out of 5 stars

Ann was fantastic! She was very communicative and was great with our very shy cats. We would absolutely book with her again

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Charles W.
Drop-In Visits
5.0 out of 5 stars

Excellent! You followed my instructions to a T. I didn't think you'd have time to play with the girls, but you did!

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Gwen P.
Drop-In Visits
5.0 out of 5 stars

Janay took such good care of our cats while we were out of town and went above and beyond to give them treats and play with them, which we really appreciated! We'd be happy to have her sit for us again!

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

Yvonne is always very communicative and easy to work with! My cat is always well cared for when I get back and clearly loves her.

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Anthony W.
Drop-In Visits
5.0 out of 5 stars

Michelle was amazing with our cat, Mack. Loved the photos and detailed updates every visit. Went above and beyond with things like making sure our garbage got out to the curb too.

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

You bought a replacement ring for Teddy last time, and this time, you went the extra mile in the rain, and saved me with the favorable modification you made. So the tip is well deserved. Thank you.

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

Krista has done drop in visits for our two senior cats several times now and we really appreciate her care and communication!

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Alissa P.
Drop-In Visits
5.0 out of 5 stars

Bethany is so great at communicating! She asked very good questions about the care of my dog and was extremely flexible when I had to come back a day early from a trip. She is so sweet and I can tell is super passionate about animals.

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

Thank you so much, Jessica! Last minute booking for a drop in visit. Appreciate the flexibility, and our girl seemed well taken care of :)

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Elena V.
Drop-In Visits
5.0 out of 5 stars

Caitlin was very responsive and did great work the pups, even one that is a bit of a troublemaker! Definitely recommend her services!

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Ben V.
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

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

Great job! There was a mix-up with visits needed but Laura rose to the occasion and added an additional visit for us. Thank you Laura.

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Leslie a.
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

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
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