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 69
pet parents in Windsor have booked pet sitting

Windsor, Find top rated pet sitting

1 / 1
Sitter Profile Image: Nicole S.
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Nicole S.
from
$30
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
22 years of experience
Windsor, VT, 05089

“Nicole is a thoughtful and thorough pet sitter. She is extremely reliable and did a wonderful job with our cat. She had to battle a snow storm to provide pet care and didn't miss a beat. Thank you Nicole.”

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Sarah M.
Sitter Profile Image: Nadine N.
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Nadine N.
from
$32
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
20 years of experience
Claremont, NH, 03743

“Nadine was Fantastic, it took a few visits for our Cats to warm up to her, she kept the kids Litter box’s clean, and food bowls Filled, also Vacuum around their Litter Boxes, so their area was always Clean, the Bangel Brothers love her time spent playing with them! We are Extremely happy with Nadine, and will Definitely use her Services again when we travel out of town!”

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Myron G.
Sitter Profile Image: Cyan W.
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Cyan W.
from
$65
per visit
5.0 out of 5 stars
• 13 reviews
11 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: Samantha L.
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Samantha L.
from
$32
per visit
5.0 out of 5 stars
• 57 reviews
13 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: Joseph & Corbin B.
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Joseph & Corbin B.
Star Sitter
from
$45
per visit
4.9 out of 5 stars
• 263 reviews
130 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.
Sitter Profile Image: Megan R.
Verified Background Check
Megan R.
from
$30
per visit
4.9 out of 5 stars
• 35 reviews
16 repeat clients
10 years of experience
Newport, NH, 03773

“Megan was great with my two dogs. She was very caring and worked to gain their trust. This was not an easy job because both dogs are wary of strangers. She was calm and understanding and it ended up being an awesome experience! I would recommend her without hesitation ❤️”

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Melissa O.
Sitter Profile Image: Tessa H.
Verified Enhanced Background Check
Tessa H.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
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: Kayla B.
Verified Enhanced Background Check
Kayla B.
from
$30
per visit
5.0 out of 5 stars
• 5 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.
Verified Enhanced Background Check
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: Elizabeth G.
Verified Background Check
Elizabeth G.
from
$12
per visit
4.9 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Londonderry, VT, 05148

“Loved the communication and pic!”

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Amy M.
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The median cost per visit for pet sitting in Windsor is $25

Pet parents share their Rover experiences - Windsor

1 / 1
5.0 out of 5 stars

We had not had a chance to meet Kimberly but trusted the reviews and we were very pleased with the service. Kimberly shared timely information about the dogs and the visit. Would book her again.

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Robert D.
Drop-In Visits
5.0 out of 5 stars

Moira took great care of our three cats, sharing updates with photos and videos every day we were away. It was such a relief to know they were in good hands and getting plenty of attention!

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Megan P.
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
1 / 1
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 is $22 per visit as of November 2026. Most bookings cost between $16 and $35 per visit. On Rover, 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 November 2026, there are 239 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 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:

  • 90% of sitters can help with special care needs
  • 91% 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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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