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
51 reviews
23 repeat clients
10 years of experience
Red Lion, PA, 17356

ALL the stars for Alexis! First time Rover user here and Alexis was so great. She took care of my elder kitty while we were away and she was awesome! Very communicative, very willing to help out with an extra housesitting task and she made us feel like our pet was in great hands while we were on vacation.

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E.C. P.
Sitter Profile Image: Tai B.
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Tai B.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
12 reviews
4 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: 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: Treanne K.
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Treanne K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
22 reviews
10 repeat clients
35 years of experience
Red Lion, PA, 17356

Treanne did a great job caring for our babies! She updated us with pictures every day and spent quality time playing with them. She went above and beyond for us. I would recommend her in a heartbeat!

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Hali D.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$15
per visit
5.0 out of 5 stars
44 reviews
16 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: 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: Jewel M.
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Jewel M.
from
$15
per visit
7 years of experience
Windsor, PA, 17366

About: I've always loved animals and am fascinated with their care. I have trained my own German Shepherd Husky as well as dog-sitted for a variety of restricted breeds. I am currently attending college classes in the mornings so I can perform tasks before class and the full day after. I also drive for Uber Eats so I balance both positions. I will ask lots of questions about your typical care of your pet prior to taking on the animal to ensure their routine remains the same. I am slow in introducing myself to animals, by letting them sniff and be comfortable before engaging.

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

Andrea was very responsive, timely and did a great job with our older dog. We will certainly use her again.

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Jon K.
Sitter Profile Image: Morgan M.
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Morgan M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
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: Diana L.
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Diana L.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
York, PA, 17402

About: They say grief is love with no place to go, so since my senior Belgian Malinois passed away, I've been fostering dogs and would like to get into dog walking. I have experience with dogs and cats of all ages. I have pet-sat for family and friends as well. I currently have a very flexible schedule. I am generally available during daylight hours Monday, Wednesday, Friday, Saturday, and Sunday, and 5 PM or later Tuesday and Thursday. Before or at the start of our first walk, I'd like to get to know your dog's preferences, triggers, and typical walking habits and routes. I suggest treats for positive reinforcement if working on socialization and a slip lead to reduce pulling. A safe, enjoyable outing is my priority for your dog.

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

Lennon is absolutely wonderful with our 3 children. She goes above and beyond each time and we couldn’t be happier with her service. I would highly recommend Lennon to anyone who asks. She’s amaze balls!

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Amy G.
Sitter Profile Image: Natasha K.
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Natasha K.
from
$12
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
8 years of experience
East York, PA, 17402

Natasha did a wonderful job taking care of our kitty while we were away. She is reliable and is great with our cat! Highly recommend!

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Brittany Z.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$20
per visit
5.0 out of 5 stars
2 reviews
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: Gabbie B.
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Gabbie B.
from
$25
per visit
5.0 out of 5 stars
34 reviews
14 repeat clients
15 years of experience
Red Lion, PA, 17356

Thank you for going above and beyond for Meeko (and me). We truly appreciate you helping us out. We appreciate your constant communication. We value your consideration of our home. We will most definitely use you for future bookings! From start to finish, you've been nothing but accommodating and helpful. Truly, Thank You!

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Ashley U.
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: Megan S.
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Megan S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
17 reviews
6 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: Elise S.
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Elise S.
from
$20
per visit
5.0 out of 5 stars
84 reviews
24 repeat clients
8 years of experience
York, PA, 17401

Elise was perfect. I needed someone to play with my dog while working from home. My dog loved Elise immediately. I absolutely will use her again.

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Dawn M. C.
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: Cassidy & Cody M.
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Cassidy & Cody M.
from
$20
per visit
5.0 out of 5 stars
9 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.
Sitter Profile Image: Lauren B.
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Lauren B.
from
$17
per visit
5.0 out of 5 stars
4 reviews
28 years of experience
Wrightsville, PA, 17368

About: Hours of availability on the weekends, Friday 5pm-Sun 9pm. Possibly before 5 on fridays depending on location. I Love dogs, and have had 3 jack Russell terriers and 2 German short haired pointers and now 2 Labrador retrievers. I want to make it easy for pet owners to do things and not have to worry about their pet. I have also been in charge of the grooming(nails,bathing etc) since I was young. I feel I can tell how/what dogs want, they call me the dog whisperer. Just want all dogs/animals to love me :) We now adopted 3 kittens in the last 6 years since they always find us. Let me care for your dog/cat while you enjoy yourself. I have had other animals, not just dogs, as I care for animals in general(fish,guinea pigs, gerbils, rabbits, birds, cats). I have always been the dependable Neighbor and was always asked to watch the neighbors animals while they were away. I know how hard it is to find a caring person to watch your pet, instead of a kennel. I also have had to give my first dog insulin shots 2xs a day, also have given her medicine daily. Also give medicine/supplements to my current pets. Let me be that person.

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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 has been great! She takes very good photos and always keeps us informed of all activities during her drop in visits.

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kameron
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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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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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