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 94
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: Lars & Sarah C.
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Lars & Sarah C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 40 reviews
11 repeat clients
10 years of experience
Windsor, VT, 05089

“Cody and Sarah are extremely reliable, timely, responsible and take great care of our pup while we work! Communication is always great and quick. They are very flexible with our schedules. Also they take phenomenal pictures of our dog that make me smile every time!”

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Kara M.
Sitter Profile Image: Sammy A.
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Sammy A.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 66 reviews
31 repeat clients
19 years of experience
Claremont, NH, 03743

“Sammy did a great job looking after my energetic kitty for a few days. She came twice a day and played with her and sent me many pictures! I was nervous about leaving my kitty for the first time, and she put my mind at ease. Will book again!”

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Elizabeth S.
Sitter Profile Image: Samantha L.
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Samantha L.
from
$32
per visit
5.0 out of 5 stars
• 57 reviews
12 repeat clients
5 years of experience
Hartland, VT, 05048

“Samantha was amazing. I had a complicated ask for help with our pup on my wedding day and Samantha really came through for us. She was on time, completed all the tasks we asked for and took great care of our baby. Highly recommend her for your animals’ needs. Thank you so much!!!”

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Isabella C.
Sitter Profile Image: Melina G.
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Melina G.
from
$28
per visit
5.0 out of 5 stars
• 7 reviews
5 repeat clients
8 years of experience
Claremont, NH, 03743

“Melina was wonderful : ) Very responsible and caring.”

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Daniela W.
Sitter Profile Image: Hannah W.
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Hannah W.
from
$40
per visit
5.0 out of 5 stars
• 18 reviews
5 repeat clients
25 years of experience
Claremont, NH, 03743

“Thanks Hannah for taking such good care of our quirky cat, Remy, in spite of the challenging winter break weather!! You made our first experience with ROVER a very positive one. Much appreciated!!”

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Karen O.
Sitter Profile Image: Caitlin R.
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Caitlin R.
from
$35
per visit
5.0 out of 5 stars
• 42 reviews
11 repeat clients
13 years of experience
Lebanon, NH, 03766

“Caitlin was wonderful with our dogs during our day trip to PTown. She completely responsible, very nice, was on time for their potty breaks and sent pictures. We’ll definitely get in touch with her again!”

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Beth V.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$30
per visit
5.0 out of 5 stars
• 4 reviews
5 years of experience
Sunapee, NH, 03782

“Thank you so much for taking care of Ollie and Buoy!”

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Andrea C.
Sitter Profile Image: Dominick A.
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Dominick A.
from
$25
per visit
20 years of experience
Royalton, VT, 05068

About: I have taken care of pets and have had pets for as long as I can remember. I have two dogs and three cats! My animals are my kids! I have worked hard with my dogs to train them, as well as, one of them being my service dog. I am currently unemployed and have plenty of time to give your pet lots of time, energy and love. I truly enjoy spending as much time with animals as I can My dogs are trained to be on and off leash. I will take care of your pet in whatever way you feel is best for your pet and per your instructions.

Sitter Profile Image: Amanda C.
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Amanda C.
from
$30
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Town of Rockingham, VT, 05101

About: Ive been taking care of pets since high-school, from great danes to kitties! Including but not limited to great-danes, pitbulls, hounds, labs and kitties! I am good with animals of all temperaments, from timid and not sure to excited to see anything! I love all animals and would love to help with all your pet and house needs. I am currently part time and can work around your schedule as well. I already get up to take care of my hound, pitbull and kitties. I would love to help you out as well! I love animals and have experience with the animals that also make a mess. I change litter boxes and I can even clean up after the ones who can't always hold it. I feed, and give fresh water. I walk dogs and also have experience with pulling. I can also just let them out if trained to do so and hangout with them as needed!

Sitter Profile Image: Nadine N.
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Nadine N.
from
$32
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
20 years of experience
Keene, NH, 03431

“Nadine did an amazing job with our cat. Lots of playtime and pets when she stopped by for an evening drop-in. She kindly sent videos and pictures too! We hope to use Nadine again in the future!”

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Tim H.
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The median cost per visit for pet sitting in Windsor is $25

Pet parents share their Rover experiences - Windsor

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5.0 out of 5 stars

Kim is fantastic and she was a huge help with our 3 cats while we were away! Two of them take meds every 12 hours and Kim jumped right in, learned their medications (insulin injection, inhaler and pill) and did such a wonderful job. We loved all the photos and updates she provided too. Thank you so much Kim!!

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

Very gracious lady My place looks like tornado Alley, but she never took the slightest notice. Obviously enjoys doing what she does.

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

Nicole was great as always! She is reliable and attentive with our cat Richard. Will definitely book her services again in the future!

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

Evelyn is incredible! So responsible, responsive, and amazing with our cat! We SO appreciated knowing artemis was well loved and cared for while we were away. She went above and beyond!

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Grace R.
Drop-In Visits
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Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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.

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.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Windsor

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Windsor average 5
repeat pet sitting clients

FAQs for Pet Sitting - Windsor

Frequently asked questions about Rover

The average cost of Pet Sitting in Windsor on Rover is $33 per visit as of October 2026. Most bookings cost between $17 and $37 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 247 sitters on Rover offering Pet Sitting across Windsor. Enter your ZIP code to see which available sitters are closest to your home.

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 with handling special pet needs in Windsor. On Rover:

  • 91% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 96% 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 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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