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 72
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
38 reviews
10 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: Samantha L.
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Samantha L.
from
$32
per visit
5.0 out of 5 stars
54 reviews
11 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: Sammy A.
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Sammy A.
from
$40
per visit
5.0 out of 5 stars
62 reviews
29 repeat clients
19 years of experience
Claremont, NH, 03743

Sammy sat with my anxious dog during the fireworks and I felt at ease knowing she was there. She was easy to communicate with and we will definitely work with her again!

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Christy C.
Sitter Profile Image: Jared A.
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Jared A.
from
$19
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
22 years of experience
Plainfield, NH, 03781

Jared took great care of Mouse and my apartment. Thank you!

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Doug B.
Sitter Profile Image: Emily P.
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Emily P.
from
$35
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
4 years of experience
Plainfield, NH, 03781

Emily is exactly what I want a pet sitter to be. She asked questions, followed instructions, and gave our boys comfort, along with the necessities, while we were gone. Takes an extra worry off when traveling to know our furry family is safe and loved. Highly recommend. Thanks Emily!

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Heather S.
Sitter Profile Image: Hannah W.
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Hannah W.
from
$40
per visit
5.0 out of 5 stars
16 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: Meagan H.
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Meagan H.
from
$26
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
9 years of experience
Windsor, VT, 05089

We came to vacation in Nags Head and needed a sitter for our young (and recently adopted) dog while we went to dinner. Meagan did a great job keeping her calm, took her out a few times and got her to eat (which we had also been struggling with). Would book again!

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

Caitlin was a wonderful caretaker for our bunny! I really appreciated how responsive Caitlin was to all of my messages. Caitlin was also very punctual for all of her visits and took great care of our bun. I look forward to having Caitlin visit Pee Wee again in the future!

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Michelle F.
Sitter Profile Image: Cyan W.
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Cyan W.
Star Sitter
from
$65
per visit
5.0 out of 5 stars
8 reviews
7 repeat clients
7 years of experience
Windsor, VT, 05089

Cyan was an amazing sitter. She came by our house before we scheduled her to meet our pup. Was very responsive and easy to work with. 10/10 would recommend her to anyone who needs a sitter.

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Jesse R.
Sitter Profile Image: Shayleen F.
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Shayleen F.
from
$30
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
20 years of experience
Lebanon, NH, 03784

Shay took great care of our kitties! She was very responsive and sent lots of fun photos & updates. Our very shy cat even felt comfortable enough to come say hi a few times, which was amazing!

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Laurie Z.
Sitter Profile Image: Siobhan C.
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Siobhan C.
from
$25
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Claremont, NH, 03743

About: I have over 15 years of pet sitting experience including but not limited to, feeding, daily exercise, oral medication administration, foster dog, and senior dog experience. I'm currently working part-time so I have plenty of time to play with your pup! I am available most weekends for all your furry friends needs. I typically request a meet and greet so that I can see your pups routine first hand and ensure that we are a great match :)

Sitter Profile Image: Sean L.
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Sean L.
from
$25
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
12 years of experience
Quechee, VT, 05059

Sean was great with our 9 year old aussie/corgi. We travelled from Canada and visited Vins Bird rehab Centre while Sean took care of our dog "Willow". Sean responded quickly and was easy to communicate with. He sent updates, pictures, location, and timings for return. Willow had a great time under his care. I wouldn't hesitate to contact Sean again.

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Andrew C.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$40
per visit
4.9 out of 5 stars
54 reviews
16 repeat clients
20 years of experience
Claremont, NH, 03743

My wife and I were so comfortable with Ashley. She really helped us out in a last minute request, sent so many updates, and made us feel totally at ease. Not to mention our pups loved her. Highly recommend. And if you’re reading this Ashley, hope to have you sit for us again soon : )

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Noah R.
Sitter Profile Image: Katie F.
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Katie F.
from
$24
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
West Windsor, VT, 05037

This was our first experience using Rover in Florida and Katie did a great job taking care of our cat Cami. She kept us informed with pictures and put our mind at ease. We will definitely use her in the future.

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Debbie P.
Sitter Profile Image: Kyra M.
Verified Background Check
Kyra M.
from
$25
per visit
5.0 out of 5 stars
84 reviews
28 repeat clients
12 years of experience
Windsor, VT, 05089

Kyra was wonderful! She checked in on my cat while I was away for vacation and it was so reassuring knowing that he was in such good hands. She was very proactive in asking about leaving the air on for him (as while I was gone there was a heat wave!) and made sure he had plenty of water when she saw him. I really appreciated that she spent time playing with him and showing lots of affection. Thanks, Kyra!!

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Allie O.
Sitter Profile Image: Megan R.
Verified Background Check
Megan R.
from
$30
per visit
4.9 out of 5 stars
31 reviews
13 repeat clients
10 years of experience
Newport, NH, 03773

Megan was awesome as always! She is a fantastic communicator and we feel like our home and pets are in great hands with her! We highly recommend her and plan to continue to ask her to care for our animal family 🙂

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Colleen C.
Sitter Profile Image: Tessa H.
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Tessa H.
from
$40
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Springfield, VT, 05156

Tessa is so wonderful! Our dogs did extremely well with her for her 1st time meeting them. We appreciated her patience with the boys, and that she came from the distance that she did to meet and get to know them.

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Donna W.
Sitter Profile Image: Julia B.
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Julia B.
from
$20
per visit
5.0 out of 5 stars
238 reviews
97 repeat clients
5 years of experience
West Lebanon, NH, 03784

Julia did an excellent job with Moose! She was always on time, very responsive and flexible(even for last minute requests), professional and seems to love caring for little Moose! She took great care of Moose and offered to go the extra mile( buying him a cone, making sure he had plenty of peanut butter Kong’s). I would definitely recommend Julia to anyone!

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Gabrielle
Sitter Profile Image: Melina G.
Verified Background Check
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: Joseph & Corbin B.
Verified Background Check
Joseph & Corbin B.
Star Sitter
from
$45
per visit
4.9 out of 5 stars
243 reviews
119 repeat clients
20 years of experience
Meriden, NH, 03770

Chili has been with us for five years, but this is the first time we’ve left her alone. Joseph did a great job taking care of her, and we really enjoyed the pictures he sent!

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Larissa K.
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The median cost per visit for pet sitting in Windsor is $25

Cat parents share their Rover experiences - Windsor

1 / 1
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
5.0 out of 5 stars

Kyra is the best! She gives such wonderfully comprehensive updates on my cat while I’m away, and she takes excellent care of him.

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Alison S.
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.

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

    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 Drop-In Visits - Windsor

Frequently asked questions about Rover

The average cost for Pet Sitting in Windsor on Rover is $33.3 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 244 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:

  • 100% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 94% 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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