Pet Sitting Windham

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 2
pet parents in Windham have booked pet sitting

Windham, 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: Brittany M.
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Brittany M.
from
$18
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
16 years of experience
Willimantic, CT, 06226

Brittany was great! My cats seemed to really like her, she kept me updated on everything, and was quick to respond to messages. Thank you!

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Emery R.
Sitter Profile Image: Brittany N.
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Brittany N.
from
$15
per visit
4.9 out of 5 stars
26 reviews
16 repeat clients
4 years of experience
Windham, CT, 06280

My cat Watson is a shy kitty and her first instinct to strangers is always hiding. Brittany was very patient with her and got Watson to warm up to her : ) Brittany is awesome and I very much appreciated her! Will definitely book her again next time when I'm out of town.

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Yushuang L.
Sitter Profile Image: Orion & Alex M.
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Orion & Alex M.
from
$32
per visit
5.0 out of 5 stars
25 reviews
12 repeat clients
10 years of experience
Willimantic, CT, 06226

Orion and Alex were very kind and professional when I reached out about drop-in visits with Collins. I had never worked with a pet sitter before, and they were very gracious about all of my questions and the detailed instructions I left. Orion provided updates and pictures for me each time he and Alex visited my apartment, and they took the time to try and socialize with my sweet, yet somewhat, standoffish cat. I definitely plan to book time with Orion and Alex again!

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Emily D.
Sitter Profile Image: Nina F.
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Nina F.
from
$16
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
12 years of experience
Lebanon, CT, 06249

Nina was fantastic in taking care of our kitties. She was flexible when we had last minute schedule changes and super nice and communicative throughout the whole process. We will definitely rebook with her again!

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Nicole S.
Sitter Profile Image: Marcos A.
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Marcos A.
from
$12
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Willimantic, CT, 06226

Marcos was awesome, took care of my pup very well and checked in constantly if anything were needed or out of place. He also sent in plenty of photos and made sure her area was clean when I got back.

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Aubre S.
Sitter Profile Image: Anastasia N.
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Anastasia N.
from
$30
per visit
5.0 out of 5 stars
18 reviews
8 repeat clients
15 years of experience
Willimantic, CT, 06226

Ana was awesome!!!! She sent me multiple pictures of my cats throughout my vacation. She was very attentive to them and made sure my special needs cat took his medicine. She was very patient with his antics and made sure he ate his food and was comfortable. She even sent a few videos of them happily purring which was unexpected as they typically avoid strangers. I highly recommend her and would feel safe leaving my cats in her care again.

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Kacie P.
Sitter Profile Image: Lily L.
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Lily L.
from
$15
per visit
5.0 out of 5 stars
2 reviews
5 years of experience
Sprague, CT, 06330

About: I have years of experience taking care of many different type of animals. Many of my clients I have had for a long time and they continue to recommend me to more people in need of animal care! My top priority is to ensure the happiness and safety of all animals. I am currently in school and work a part-time job. Most of my availability is on the weekends, but I can be available Wednesdays after 4pm, along with Mondays between 11am-1pm. When caring for pets in client’s homes I can let them out (in a fenced in area or on a leash) for bathroom breaks and play with them for a little bit.

Sitter Profile Image: Thomas P.
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Thomas P.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Windham, CT, 06280

Thomas did a great job with my 2 cats. They are very shy creatures, and don’t come out of hiding for most of the sitters that I have tried, but they were very friendly for him and got lots of snuggles. It is good to know that I have a reliable cat sitting option who my cats really like.

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Michael A.
Sitter Profile Image: Tiffany R.
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Tiffany R.
from
$38
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
29 years of experience
Willimantic, CT, 06226

Thank you for everything, I know we probably put you in a difficult situation but you did a great job under the circumstances. I would definitely highly recommend you to all that needs a dedicated pet caretaker for your caring and professionalism. Thanks again!

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Shelvie J.
Sitter Profile Image: Chrystyanna Q.
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Chrystyanna Q.
from
$25
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
10 years of experience
Willimantic, CT, 06226

About: I went to Highschool at Edwin O Smith where I took animal science class for four years. I then went to UConn and took a livestock animal class for a year. I have pet sitted for all types of animals from dogs and cats to goats and horses. I owned a small goat farm for 5 years as part of an FFA project learning to be an entrepreneur. I know basic veterinarian technician skills from my animal science classes. I have personally owned dogs, fish, birds, rabbits, hamsters. I have the experience to deal with more difficult animals. I will make sure your pet is in an environment that's stress free and full of cuddles. At the moment I am a stay at home mom doing online courses for accounting. Since I’m always home it’s perfect for watching pets 24/7 or going out and feeding, walking, etc.. for periods of time. At my house I have an empty barn with a huge fenced in area for pets to enjoy running free, being outside, playing fetch, or just relaxing in the shade. I also have a fenced in porch where I like to sit outside and watch the day go by with furry friends.

Sitter Profile Image: Amy W.
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Amy W.
from
$25
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
50 years of experience
Columbia, CT, 06237

Absolutely the best!! So loving and gives great walks..despite Augie not being well behaved. Augie loves every minute with Amy.

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Kimberly B.
Sitter Profile Image: Cailey B.
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Cailey B.
from
$40
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
12 years of experience
Chaplin, CT, 06235

Cailey helped us out with a last minute booking. She made us feel very comfortable and was more than we could have expected. She was prompt, and made communication with her a breeze. If you're looking for help with your pet don't hesitate with Cailey.

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Amanda D.
Sitter Profile Image: Lauren F.
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Lauren F.
from
$30
per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
5 years of experience
North Franklin, CT, 06254

Lauren was really nice and communicative while watching my 2 cats! She was able to give my kitty his pills while I was gone and checked in and sent photos every time she stopped by. She also answered within a week of when I needed a sitter! Definitely would recommend booking with Lauren :)

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Leanna T.
Sitter Profile Image: Sydney S.
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Sydney S.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Coventry, CT, 06238

Sydney was amazing. Not only was she able to jump in last minute she sent tons of photos and kept us updated on our babies care. Our doggies are old men now and need a bit more care and attention. She did a wonderful job!

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Ashley W.
Sitter Profile Image: Amanda L.
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Amanda L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
17 reviews
5 repeat clients
40 years of experience
Plainfield, CT, 06374

Amanda was great. I can’t say enough wonderful things at how well she cared for and loved our kitties. Will definitely use her again! Thank you Amanda. 😻

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Ellen D.
Sitter Profile Image: Cydni M.
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Cydni M.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
13 years of experience
Willimantic, CT, 06226

My 2 cats really like Cydni. They talked to her every visit. She sent photos of them every day.

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Kenneth J.
Sitter Profile Image: Vanessa W.
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Vanessa W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
41 reviews
7 repeat clients
30 years of experience
Colchester, CT, 06415

About: I have owned dogs throughout my whole life. At one point Our pack totaled 6. I’ve owned 2 horses, a guinea pig, a rabbit, and a cat. I worked as an apprentice vet tech until the veterinarian died unexpectedly of a heart attack. I have recently pursued more education regarding grooming. I have groomed my own dogs and friends dogs over the years. I am conscientious and will never allow a dog to be in pain seeking medical care immediately. I would like it to be part time to start with the option of going full time further down the road. I am working on grooming lessons, and my current part time job. I believe in being observant of their behaviors and to respond accordingly. Our dogs receive much love and play time. They are allowed to be with us and on our furniture. I realize that many owners frown upon that and I will honor their wishes when caring for their pet

Sitter Profile Image: Madison W.
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Madison W.
from
$16
per visit
5.0 out of 5 stars
1 review
1 repeat client
5 years of experience
Mansfield, CT, 06250

About: I am new to the Rover app but I’ve taken care of animals my entire life and have a wide range of availability! I just want to be able to help those who need their fur babies taken care of without the added stress of boarding them. I have experience with lots of different animals, sizes, diets and medicine administration. I only have one pet in my house and he’s a small 20lb dog named Koda. He LOVES other animals and even has some cat bffs! I am home most week nights and weekends so i have pretty open availability! I take my dog on long walks after work and we are always looking for more company! I do not have a fenced yard but I do have a very yard with a leash that is on a run with plenty of room to get the zoomies out! I have a spacious house and we welcome dogs on all furniture, so if you have a pet who prefers to cuddle up and sleep in bed, i’m your gal!

Sitter Profile Image: Eryn W.
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Eryn W.
from
$20
per visit
5.0 out of 5 stars
14 reviews
1 repeat client
5 years of experience
Colchester, CT, 06415

Eryn did an excellent job caring for my pup! She sent pictures and feedback from the visit. I will definitely be using her for the future!

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Danielle W.
Sitter Profile Image: Kelsey W.
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Kelsey W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
16 reviews
8 repeat clients
25 years of experience
Coventry, CT, 06238

Kelsey is a wonderful cat sitter! Took extra time to get the shy one to warm up to her, and gave them lots of love and attention. 100% recommend.

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Elaine H.
1 / 1
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The median cost per visit for pet sitting in Windham is $22

Pet parents share their Rover experiences - Windham

1 / 1
5.0 out of 5 stars

Marcos was awesome, took care of my pup very well and checked in constantly if anything were needed or out of place. He also sent in plenty of photos and made sure her area was clean when I got back.

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Aubre S.
Drop-In Visits
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  • 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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    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

Sitters in Windham average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Windham

Frequently asked questions about Rover

As of July 2026, there are 2,064 sitters on Rover offering Pet Sitting across Windham. 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 Windham 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 Windham. On Rover:

  • 96% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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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