Pet Sitting 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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Over 43
pet parents in Windsor have booked pet sitting

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: Alexis P.
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Alexis P.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
47 reviews
20 repeat clients
10 years of experience
Red Lion, PA, 17356

Alexis does an awesome job taking care of my kitties!! Wouldn’t think twice about having her take care of my animals again! She goes above & beyond! Would definitely recommend her to anyone who needs a pet sitter!!

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Kelly H.
Sitter Profile Image: Tai B.
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Tai B.
from
$14
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
6 years of experience
York, PA, 17402

This was my first time since moving and having my cat alone so I was nervous to hire someone to check in on her. Tai was communicative, caring, friendly and sweet! She closely followed the instructions I left. I am so grateful for the last minute drop-in visit. I will definitely reach out again and would recommend her for anyone’s pet!

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Julia A.
Sitter Profile Image: Paul M.
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Paul M.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
9 reviews
7 repeat clients
52 years of experience
Dallastown, PA, 17313

About: Ive had dogs and cats for over 50 years..every time I visit your animal you will get pics or video to confirm your animal is safe and loved by me while you are away! I am available 24/7 to handle your petcare needs..I am honest,hardworking and would love to help anybody looking for a responsuble caretaker of their furry family members. I have a large home w a fenced in yard and plenty of time and care to give to your animals..I prefer in house visits

Sitter Profile Image: Sarah M.
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Sarah M.
from
$15
per visit
5.0 out of 5 stars
44 reviews
15 repeat clients
10 years of experience
Dallastown, PA, 17313

There’s nothing better than coming home to a happy, not-stressed pups. TY, Sarah! Also, she’s low-key a pet photographer judging by my Rover cards.

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Jessica M.
Sitter Profile Image: Treanne K.
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Treanne K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
21 reviews
9 repeat clients
35 years of experience
Red Lion, PA, 17356

We were very happy with the service that was given to our fur babies. Treanne was great with them. We do have a problem baby and she handled him so well. The only thing that we experienced was that our problem baby was shaking when we got home. I understand from Treanne that he wouldn’t make up with her which is not unusual. We know that he will be a work in process and we are very grateful that she was great with all of them.

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Angela S.
Sitter Profile Image: Leslie K.
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Leslie K.
from
$18
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
20 years of experience
Dallastown, PA, 17313

Leslie was dependable and always kept in communication with me. We came home to happy, well cared for kitties. Thanks, Leslie!

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Michele P.
Sitter Profile Image: Morgan M.
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Morgan M.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
york, PA, 17402

Morgan was amazing! We needed her last minute, and she said sure no problem! Very professional! We will be using her in the future!

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Ryan F.
Sitter Profile Image: Andrea C.
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Andrea C.
from
$14
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
25 years of experience
Dallastown, PA, 17313

About: I have a genuine love for animals! Growing up, I planned to get into the veterinary field. This didn’t pan out, but I interned at a local vet hospital and was a small animal science major my first year of college. I grew up around cats and dogs and always have treated them like they’re part of the family. I usually enjoy being around animals more than most people 😅. I work from home most days (about 75% of the time) and can be available to spend a great amount of time with your pet! I look for guidance from the owner on their expectations surrounding their pets and like to hold to the routines as much as possible to ensure the best care is provided.

Sitter Profile Image: Chase B.
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Chase B.
from
$12
per visit
3 years of experience
Red Lion, PA, 17356

About: I've been providing house sitting and pet care for the past three years, caring for both dogs and cats while giving owners peace of mind when they're away. During that time, I've looked after pets of all ages, including senior animals and pets with medical needs, so I'm comfortable following detailed care instructions and maintaining their routines. I understand how important it is for pets to feel safe and comfortable in their own home, and I treat every home and every animal with the same care and respect I would my own. My goal is to provide dependable, attentive care so you can travel knowing your pets are in good hands. Pet care is a meaningful part of my daily routine. I make time each day to provide attention, play, feeding, and care to ensure pets feel comfortable and happy. I am able to work pet care into my schedule by prioritizing consistency, communication, and making sure each pet receives the time and attention they deserve. I provide pet care with a focus on safety, trust, and creating a comfortable environment. I have a cat of my own who I spend plenty of time playing with and caring for, while making sure his needs are always met. I keep my home clean, organized, and free of hazards, with anything potentially unsafe kept out of reach. When caring for pets in a client's home, I follow all instructions carefully, respect their space and belongings, and treat their home and pets with the same care and respect I would want for my own.

Sitter Profile Image: Rebekah A.
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Rebekah A.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
100 reviews
14 repeat clients
30 years of experience
Dallastown, PA, 17313

Rebekah is the best! I appreciate the attention and affection she gives to my sweet little guy. Knowing my little guy is so well cared for makes it easier to be away. Thank you!

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Megan S.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$20
per visit
12 years of experience
Red Lion, PA, 17356

About: Hello! I have loved animals since I was a child, I grew up on a farm in rural Pennsylvania. As a kid, I got to see three litters of puppies be born. As an adult, I have two cats (one we found in our backyard at just a week old. I got into dog walking by accident, I was helping a lady in the community and her dog she rescued from India really liked me. She said her dog doesn’t like many people and asked if I would like to walk her some days. From then on (Dimple) and I were good friends. She was a fun companion during the day and I felt special because she took to me. I hope your dog likes me too! We live in a townhome community with great sidewalks for walking. We also have a dog park! Your pup is welcome to sleep and be wherever they feel comfortable in our house. We have 3 children who will keep your pup entertained!

Sitter Profile Image: Natalie V.
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Natalie V.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
45 reviews
17 repeat clients
14 years of experience
York, PA, 17401

Natalie was very caring and considerate of our furry friends. Although they were shy at first, our flurries warmed up to her. She was timely every check in and communicated in detail about all the updates with them. We will definitely recommend her and work with her again!

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Renny P.
Sitter Profile Image: Lennon T.
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Lennon T.
from
$20
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
15 years of experience
Red lion, PA, 17356

Lennon has taken care of my pup multiple times now and has done an amazing job. She was patient with him when they first met and took the time to build trust with him! She’s great at keeping him active and spends lots of time playing together. She’s really detailed oriented and communicates well. I always get great updates and pictures! I will always look to her when I need help taking care of my pup in the future!

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Deirdre C.
Sitter Profile Image: Jie H.
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Jie H.
from
$14
per visit
2 years of experience
Dallastown, PA, 17313

About: Although I’m new to Rover, I’m not new to caring for dogs. I’ve regularly looked after my relatives’ dogs, including a Bulldog and a hound breed. I live in a spacious single-family home with plenty of indoor space where pets can feel safe and comfortable. I provide regular potty breaks, walks, playtime, and lots of attention. I understand that every pet has its own routine and personality, and I always strive to make them feel relaxed and at home. I’ll also keep you updated with photos and messages, so you can enjoy your time away with peace of mind. I’m available for boarding and pet care Monday through Friday and have a flexible schedule that allows me to give pets plenty of attention throughout the day. I enjoy spending time with animals, providing regular potty breaks, playtime, walks, feeding, and companionship. I always follow each pet’s normal routine to help them feel comfortable and at home. I live in a spacious single-family home with plenty of room for pets to relax and play indoors. I maintain a clean, calm, and pet-friendly environment and carefully supervise pets during their stay. Although my yard is not fenced, all outdoor time is supervised and dogs are always kept safely on a leash. I’ll follow your pet’s routine, provide regular updates with photos, and treat them like part of my family.

Sitter Profile Image: Murray D.
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Murray D.
from
$18
per visit
5.0 out of 5 stars
6 reviews
12 years of experience
Spry, PA, 17402

Murray was wonderful! They were reliable, communicative, and took wonderful care of everyone. We received updates and photos, which helped us relax and enjoy our vacation knowing our pets were safe and happy. It was clear they genuinely cared about the animals and paid attention to their individual needs. We came home to happy, healthy pets and everything was just as we left it. We would absolutely book with them again and highly recommend them to anyone looking for a trustworthy and caring pet sitter!!

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Elise S.
Sitter Profile Image: Cheyene S.
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Cheyene S.
from
$22
per visit
5.0 out of 5 stars
50 reviews
12 repeat clients
10 years of experience
Red lion, PA, 17356

Cheyene did a great job with our anxious pup and crazy husky! She was on time, sent great pics, and gave us feedback about how Zelda and Willow were behaving to make us feel more at ease with our first time using Rover.

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Christine C.
Sitter Profile Image: Elise S.
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Elise S.
from
$20
per visit
5.0 out of 5 stars
83 reviews
24 repeat clients
8 years of experience
York, PA, 17401

Elise took excellent care of our old, yet energetic Lucki. She also took the time to meet and greet as we are new clients and new to Rover. Will call on her again!

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Jessica F.
Sitter Profile Image: Hope M.
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Hope M.
from
$15
per visit
2 years of experience
Windsor, PA, 17366

About: I've had cats since I was 2. Then we got a dog when I was 10. I take him for walks and throw a ball in the yard for him too play. I did go to my friend's house and take care of their dog while on vacation. I bathe and feed him and everything else. I also watched my grandma's dog when she went on vacation. I work Monday-Friday 7am-3pm. I have weekends off. If I have a baby sitter I wouldn't mind doing a weekend shift and a night shift We have a fenced in yard. They have food and water at all times. We have lots of toys for them to play with. We play all the time.

Sitter Profile Image: Megan S.
Verified Enhanced Background Check
Megan S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
11 years of experience
Jacobus, PA, 17407

Professional and personable, are how I would describe Megan. From, our initial meeting, to the explanation of our dogs routine, and through the experience of caring for our Beagle. We had the feeling she was responsible, and is very pleasant. Our dog verified our feelings accepting Megan as a friend as soon as they met. We will not hesitate to have Megan care for Layla again.

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John C.
Sitter Profile Image: Cassidy & Cody M.
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Cassidy & Cody M.
from
$20
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
22 years of experience
Red Lion, PA, 17356

They did a great job with my three dogs played with them in the backyard and just made them feel really happy while we were out of town. Unfortunately, our one dog has a lot of social anxiety, but they were very patient with them and did what they needed to to make him feel Special

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Michelle O.
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The median cost per visit for pet sitting in Windsor is $20

Pet parents share their Rover experiences - Windsor

1 / 1
5.0 out of 5 stars

Lennon stepped in at the last minute, due to emergency change of plans, and saved my vacation. She took excellent care of my cats and my home. I'm so grateful for the care. I highly recommend her.

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

Treanne was great, she was able to help me out on really short notice. Kaladin is very friendly, but she handled him really well on our meet and greet. He gets the zoomies sometimes and she kept her cool and gave reasonable corrections when he jumped at her. She was punctual and great at communicating during her visits and even caught an ear issue that we were already treating, but the notice was appreciated! I will definitely be reaching out again for future dog walking needs!

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

We couldn’t be happier with the care Gabbie gave our three cats — Sampson, Miken, and Eddie — while we were away. She came once daily for four days, fed them, cleaned the litter box, and made sure everyone was doing well. What we appreciated most were her thoughtful daily updates and pictures of each cat. It gave us real peace of mind seeing them and knowing they were being cared for so attentively. Gabbie did a great job, and we would absolutely trust her again with our boys. Highly recommend!

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Tracey E.
Drop-In Visits
5.0 out of 5 stars

Faith was on time for our drop in visits; she asked questions when needed and answered any question(s) I had while away. She was willing to change or clean litter but was not necessary and sent many pics of my kitten. She followed my feeding instructions for my kitten and updates me on what he ate and litter "issues". I would easily use Faith again or recommend her to others.

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Liz V.
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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

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

  • World-class support

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

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
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Popular requests for pet sitting - Windsor

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Sitters in Windsor average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Windsor

Frequently asked questions about Rover

The average cost for Pet Sitting in Windsor on Rover is $22.2 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of August 2026, there are 2,564 sitters on Rover offering Pet Sitting across Windsor. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Windsor stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 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.

Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:

  • 95% of sitters can help with special care needs
  • 98% 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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