Pet Sitting South 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 44
pet parents in South Windham have booked pet sitting

South 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.

1 / 1
Sitter Profile Image: Brittany M.
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Brittany M.
from
$18
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
16 years of experience
Willimantic, CT, 06226

My cats enjoyed Brittany. She did a excellent job with them.

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Kenneth J.
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: 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: Emma W.
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Emma W.
from
$35
per visit
4.8 out of 5 stars
6 reviews
1 repeat client
22 years of experience
Windham, CT, 06226

About: I have taken care of pets my whole life. I grew up with dogs, cats, fish, lizards, and a chinchilla. My friends made a joke that my house was a zoo with all the animals we had. I love animals and I can’t imagine my life without a furry pet. I’m home for the summer before my job starts in September. Free during the weekends or weekdays for boarding, house sitting, or walking. I’m very flexible for hours. My dog is very good off leash in our backyard. We take her on hikes all the time to tire her out. My cats are older and have to take medication but they love snuggling up with my dog.

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: 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: Sydney S.
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Sydney S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
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: 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

They were great with Matilda! They were so nice and responsive about my anxious messages and are definitely pros! We are so appreciate of all the photos and the love they gave our baby. Would definitely recommend!

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Amanda H.
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.
Sitter Profile Image: Stephen S.
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Stephen S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
83 reviews
29 repeat clients
40 years of experience
Hebron, CT, 06231

Stephen helped take care of Zoe while we were out of town and was wonderful. Stephen is very profession, Prompt, quick with communication, and sent us regular updates during the drop in visits. Zoe seemed to have a great time. Highly recommend

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Nick P.
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: Amy W.
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Amy W.
from
$25
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
50 years of experience
Columbia, CT, 06237

Augie LOVES Amy! She treats home like her own

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Kimberly B.
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: Amanda L.
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Amanda L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
20 reviews
7 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: Madison W.
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Madison W.
from
$16
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Mansfield, CT, 06250

Madison was reliable, communicative, and took great care of my two cats while I was away. She sent plenty of photos and updates throughout the trip, which gave me peace of mind and showed that my cats were happy and well cared for. I came home to two content kitties, and I would gladly book with Madison again.

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Megan T.
Sitter Profile Image: Lauren F.
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Lauren F.
from
$30
per visit
5.0 out of 5 stars
19 reviews
4 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: 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: Meg S.
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Meg S.
from
$40
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
20 years of experience
NORTH FRANKLIN, CT, 06254

Meg was great! We had previously booked with her before and didn’t hesitate to do so again. She’s very attentive with our dog and gives great updates on her visits. You won’t find anyone better in the area for taking care of your pup.

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Joshua B.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$35
per visit
5.0 out of 5 stars
50 reviews
6 repeat clients
27 years of experience
Franklin, CT, 06254

Rebecca was very helpful and did a wonderful job walking my dog. We will continue to use Rebecca’s services in the future

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Debora O.
Sitter Profile Image: Kaleigh S.
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Kaleigh S.
from
$45
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
13 years of experience
Franklin, CT, 06254

Kaleigh is great. Very reliable and flexible. Responds promptly. Definitely recommend!

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Genevieve G.
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The median cost per visit for pet sitting in South Windham is $22

Pet parents share their Rover experiences - South 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
5.0 out of 5 stars

Very professional, gets along great with our dog and cats. Responsive to messages and responses are clear and friendly.

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

Orion and Alex took on a last minute request and went above and beyond to keep them healthy and happy while I was out of town. I appreciated the extra time to give them some love and fun beyond the essentials. Thank you!

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Corrie I.
Drop-In Visits
5.0 out of 5 stars

Elizabeth is fantastic, completely reliable and super communicative! I always feel 100% comfortable leaving my cat when she's watching her.

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Sarah S.
Drop-In Visits
5.0 out of 5 stars

Autumn was awesome with a last minute booking. She took care of a sick old cat and made sure he got what he needed!

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Ben S.
Drop-In Visits
5.0 out of 5 stars

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.
Drop-In Visits
1 / 1
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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

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  • 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

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  3. 3. Book & Pay

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Popular requests for pet sitting - South Windham

Select a filter and find qualifying sitters offering pet sitting.

Sitters in South Windham average 5
repeat pet sitting clients

FAQs for Drop-In Visits - South Windham

Frequently asked questions about Rover

The average cost for Pet Sitting in South Windham on Rover is $13.91 per visit (as of July 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 July 2026, there are 2,021 sitters on Rover offering Pet Sitting across South 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 South 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 South 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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