Pet Sitting Lake Windsor

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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Lake Windsor, 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: Taryn E.
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Taryn E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 36 reviews
17 repeat clients
4 years of experience
Windsor, WI, 53598

“Taryn was excellent. It was our first time using Rover for drop-in visits. Our cats loved Taryn and she took great care of them. She was a great communicator and went above and beyond. We will definitely use Rover again because of our wonderful experience with Taryn.”

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Missy M.
Sitter Profile Image: Mira D.
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Mira D.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Waunakee, WI, 53597

“Mira was great! She was very pleasant, quick to communicate, and scheduled a meet & greet shortly after accepting the booking. She took care of my kitty with drop-in visits over three days and sent me updates and pictures every day, which I really appreciated. It was obvious that she genuinely cared about my cat and made sure she was well taken care of. She also arrived within the scheduled time each day. I’ll definitely be booking Mira again! 🐾❤️”

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Jennifer B.
Sitter Profile Image: Michel P.
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Michel P.
from
$23
per visit
5.0 out of 5 stars
• 80 reviews
31 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Michel helped me take care of my cat when I was indisposed and I am so grateful. I would have had a really hard time with the litter box without her coming in to take care of that. Very friendly and experienced. Highly recommend.”

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Lisa H.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 47 reviews
11 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey did amazing the pups were happy and we were happy. We only cut our trip short because I got sick but we will definitely be using her again. Thank you Hailey for taking care of Luna and Kane.”

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Kelly R.
Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 48 reviews
17 repeat clients
15 years of experience
Madison, WI, 53704

“Taylor took great care of my cats while I was out of town. She was communicative, reliable, and trust worthy with her visits and the care of our cats. Taylor clearly cared about each of our cats individual needs and personalities! Would definitely rebook!”

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Emma G.
Sitter Profile Image: Michelle H.
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Michelle H.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
23 years of experience
DeForest, WI, 53532

About: Lifelong (35 years) dog lover and owner of a golden retriever. I begged my parents growing up to get our family a dog...luckily after all of my persistence, my mom and dad finally gave in. My family got two dogs within a few weeks of one another, a Chocolate Lab and a Brittany. Both had a lot of energy and were very loving. Of course, the dogs came with the responsibilities which I happily took on. I loved taking them for walks, meal time, playing fetch in the yard, and even the poop scoopin' duties. Currently, I work from home and get to spend all day with my golden retriever Stark. I want to help the other working dog moms and dads in my community who don't have the luxury of being home with their dog every day. If you want help to take your dog out to go potty, go for a walk, snuggle, just visit, or play, then I'm the one for you!! I work from home and can be available as needed as long as it's not during a scheduled conference call - gotta keep my day job. I'm pretty flexible but also don't mind a routine schedule if that would benefit you. If any dog steps it's paws in to my home or yard, I'll treat them like a part of my own family. Just seeing a dog puts a smile on my face. I have a large home with wood floors. There's also a large nearby fenced-in dog park a few miles from my house where I take my golden retriever to really run off the zoomies. I love my dog and I'm obsessed with him. Every photo on my phone is of my dog, my kids, or food, the three loves of my life...oh and my husband, he's got a few photos in there too.

Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 57 reviews
16 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“We had never used Rover before but our neighbors had and highly recommended it. Tonisha did an AMAZING job taking care of our little fur babies while we were unable to for two days. She came over to meet the pups ahead of time and we knew she would be a great fit. While we were away, she came over to walk, play, feed and snuggle our little ones. Tonisha took lots of pics and videos, along with updating us how things went after every visit. We will definitely use her services again and highly recommend the care with love Tonisha provided! The pups were happy to see us when we returned and I am positive they were very well taken care of:)”

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Jennifer H.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 71 reviews
18 repeat clients
20 years of experience
Madison, WI, 53718

“Jackie was a perfect fit for my drop in visits and day care. She was thorough in getting to know Apollo and his needs. She followed my recommendations and went above and beyond to make sure Apollo was taken care of, some people are just naturals when it comes to caring for pets, and I believe Jackie is one of them, 100/10 recommend!”

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Megan B.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$25
per visit
5.0 out of 5 stars
• 17 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

About: Hi! My name is Lensy, and I’m excited about the opportunity to care for your pet. A little about me: I am in grad school (online) and work a hybrid job which gives me flexibility/ allows me to be remote a good amount so your furry friend isn’t alone day! I have plenty of experience looking after neighbors’ pets, from playful puppies to full-grown dogs. I also have experience with birds and cats. I can’t wait to take your furry friend out for walks, keep them entertained, and meet their unique needs. I understand it can be hard to trust someone new with your beloved pet, so please don’t hesitate to share any concerns or specific instructions. I’m here to make both you and your pet feel comfortable! I’m flexible, understanding, and passionate about keeping pets happy and active. I look forward to meeting your little companion! PS you will see a lot of photos on my profile of my family golden doodle Coco, who is my whole world😌 I I often have the flexibility to work remotely and do grad school online which allows me to be quite adaptable. I am available to do in-person visits and check-ins throughout the day, though I’m unable to provide lodging. My weekends are currently free, so I’m happy to arrange care for your pets during that time as well. Please feel free to reach out to discuss how I can best accommodate your needs! When caring for pets in my home or in my client's home, I prioritize creating a safe, comfortable, and stimulating environment tailored to each pet's needs. In my client's home, I want to be sure to know their routines. I focus on providing a stress-free experience, ensuring your pet feels comfortable and cared for in familiar surroundings. At home, I have a pet of my own, a mini golden doodle named Coco, who has taught me a lot about pet care and the importance of personalized attention. I ensure a calm, pet-friendly space where all animals can relax and feel at ease. I also maintain consistency in feeding times, play sessions, and any special care routines. I always ensure their safety and well-being is my top priority, no matter the setting.

Sitter Profile Image: Ben G.
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Ben G.
from
$25
per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
35 years of experience
Sun Prairie, WI, 53590

“As usual, Ben is so dependable and great with the dogs; they love when he visits and takes them on a walk in the area!”

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Carol P.
Sitter Profile Image: Anna M.
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Anna M.
from
$13
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Madison, WI, 53704

About: I grew up with dogs and miss having them in my life dearly! I have experience, walking, feeding and bathing dogs. I have experience with them all — from tiny schnauzers to giant goldendoodles that pull you along — and I would love to meet your furry friend! I have a full-time job so I’m available in the evenings and weekends for dog walking and visits. I could potentially take a calm doggo to work with me for pet sitting during the day, and I could also do early morning walks or visits when needed! When not in a fenced-in yard or dog park, I keep dogs on a leash to keep them safe. I can also adapt to your practices such as putting the dog in a harness, getting them into a crate, or closing certain doors when needed.

Sitter Profile Image: Lindsey D.
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Lindsey D.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 53 reviews
22 repeat clients
15 years of experience
Sun Prairie, WI, 53590

“Lindsey is so great with my German Shepherd puppy. She knows about the breed and just understands big dogs, which is very reassuring. She’s also very good at communicating and responds quickly.”

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Ali M.
Sitter Profile Image: Kaylee A.
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Kaylee A.
from
$20
per visit
1 year of experience
Bluff Acres, Madison, WI, 53704

About: I am a Pre-Veterinary Medicine and bioscience student with about 1 year of experience handling animals. I currently work at a local dog daycare and boarding facility where I specialize in canine body language/behavior management and special needs care. Additionally I completed a 5th month mentorship of clinical veterinary experience where I saw medical routines and gained experience in patient handling in higher stress environments Because I balance college courses and a part-time job, my weekly routine is very consistent and easy to plan around for your pups! On Mondays and Wednesdays, I am completely free anytime after 11:30 AM for walks and midday drop-ins. On Tuesdays, Thursdays, and Fridays, I am always available after 6:00 PM, and I have a dedicated midday break perfect for quick potty runs or administering medications. I am widely available for weekday overnight house sitting, and I frequently open up my weekends as well! I treat your home with the utmost respect and keep your pet’s environment as stress free as possible. I will follow your established schedule of feeding, walking, and bedtime to maintain your pet’s sense of normalcy even with the change environment. I will monitor their behavior and health and be sure to keep you updated with frequent pictures so both you and your pet feel as comfortable as possible. I will also provide plenty of playtime, companionship, and of course couch cuddles! I will additionally make sure your home is kept clean, secure, and exactly as you left it.

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$20
per visit
13 years of experience
Tenney-Lapham, Madison, WI, 53703

About: I’ve always lived in a household with cats and dogs - growing up, my parents had cats and dogs and now that I live on my own, I have 2 kitties of my own - Pumpkin and Jasper! I have pet sat for neighbors, friends, and coworkers and am always so happy to do it! I work fully remote and have flexible hours, so it is easy for me to drop in! I also could work at your home and spend time with your babies if you have wifi! I live in a 1 bedroom apartment with my 2 kitties. I’ve had them both since they were kittens - one is 5 years old now and the other is 3 years old. They are spoiled with treats, play time, brushing, and kisses!

Sitter Profile Image: Morgan B.
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Morgan B.
from
$23
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Bluff Acres, Madison, WI, 53704

“Lovely job, and will definitely book again!”

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Ricki M.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$20
per visit
5.0 out of 5 stars
• 12 reviews
1 repeat client
30 years of experience
Fitchburg, WI, 53711

“We had a wonderful experience with Lynne! She was reliable, caring, and kept us updated while we were away. It was clear our pups were happy and well cared for, which gave us great peace of mind. We would definitely recommend her and would happily book with her again!”

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trina m.
Sitter Profile Image: Jenna M.
Verified Enhanced Background Check
Jenna M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Capitol, Madison, WI, 53703

“Helped out during a family emergency. Very responsive and followed directions perfectly. I highly recommend her for drop in care!”

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Maggie A.
Sitter Profile Image: Emma W.
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Emma W.
from
$22
per visit
5.0 out of 5 stars
• 18 reviews
5 repeat clients
5 years of experience
Sun Prairie, WI, 53590

“Available on short notice! Lives close to my house and great with my big dogs! 10/10 would recommend!”

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Ashton O.
Sitter Profile Image: Adriana P.
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Adriana P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
1 year of experience
Marshall, WI, 53559

“Adriana was very accomodating and I could tell our girls absolutely loved her! She communicated often and sent tons of pictures of playtime.”

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Cliff K.
Sitter Profile Image: Stacy S.
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Stacy S.
from
$25
per visit
5.0 out of 5 stars
• 17 reviews
6 repeat clients
45 years of experience
Madison, WI, 53704

“Stacy was so helpful and responded quickly with our last minute request. She did a fantastic job taking care of our flock of backyard chickens and our blind cat, catering to special instructions and sending the best photos. We really appreciate her help!”

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Cameron M.
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Pet parents share their Rover experiences - Lake Windsor

1 / 1
5.0 out of 5 stars

Heather did an exceptional job caring for our very active golden retriever. She is timely and loving! 💕

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

Taryn is simply the best! I highly recommend her and will use her for all of my future sittings. She took care of my fur babies like they were her own and went above and beyond; I can’t thank her enough for her thoroughness and quality of care. Book her! You won’t regret it.

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

We had daily drop in visits with my dog and she was always there on time and gave Odin such great care. I would absolutely use her services again.

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

Kelsey was great with our dog and his drop-in visits! I appreciated her flexibility with my visit time changes and her communication was awesome. I loved the pictures she included in her updates! Would definitely book her again

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

Brandy is fantastic. We've worked with her multiple times, and she is always a accommodating and a great communicator. She took our booking rather last minute this time, and it's such a relief knowing our fur babies are in great hands. Thank you, Brandy!

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

Karen did a excellent job caring for my cats! She followed all requests in a timely fashion. We arrived home to happy cats.

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Mary Jo W.
Drop-In Visits
5.0 out of 5 stars

Peyton was awesome with our puppy Luna! She let us know what they did, kept us updated, and even took her for a walk during our drop in visit. Would recommend and have her come again!

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Jenna G.
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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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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FAQs for Pet Sitting - Lake Windsor

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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 .

sitters on Rover set their own , 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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