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 87
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: Rose M.
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Rose M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 508 reviews
114 repeat clients
30 years of experience
Westbrook, ME, 04092

“Our sweet Rose handled an emergency situation with out kitty while we were in another country, and as always went above and beyond what any cat sitter would be expected to do. Rose is our guardian angel.”

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Emma P.
Sitter Profile Image: Nicolette H.
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Nicolette H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 103 reviews
31 repeat clients
20 years of experience
Windham, ME, 04062

“Nicolette was responsive right away when I messaged about doing drop-ins for our dog the following day. She listened to what works well for our dog, and I felt confident that our dog was in great hands! We’ll definitely continue to have Nicolette do more drop-ins for us!”

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Erin B.
Sitter Profile Image: Zayn S.
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Zayn S.
from
$25
per visit
5.0 out of 5 stars
• 57 reviews
14 repeat clients
15 years of experience
Windham, ME, 04062

“Zayna did a wonderful job with my three kitties! She had a lot of meds for one of my cats, but she paid attention to the details I provided and I felt confident that he was in good hands! Also great updates - would book her again!”

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Marissa W.
Sitter Profile Image: Renee R.
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Renee R.
from
$15
per visit
4.9 out of 5 stars
• 22 reviews
7 repeat clients
6 years of experience
Westbrook, ME, 04092

About: I've been caring for my personal cat since 2018, although I grew up with cats and a dog in the house and had close relationships with them. I have a Bachelor's in Animal Behavior from the University of New England (UNE). I worked at a doggy day care for a year and since the beginning of 2025 have been walking dogs and providing other pet care services for clients. Pet care is the focus of my weekly routine. I'm available from 10am-5pm Wednesdays, Thursdays, and Saturdays, and 10am-4pm Fridays, for walks, and can be available for check in visits or housesitting any time of the week. I go above and beyond to try to make sure your pet enjoys their time with me, while also following all rules and instructions you might leave me. I provide a summary of each visit as well as at least one photo, to make sure you know exactly what's going on with your pet.

Sitter Profile Image: Lily F.
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Lily F.
Star Sitter
from
$33
per visit
5.0 out of 5 stars
• 169 reviews
72 repeat clients
20 years of experience
Falmouth, ME, 04105

“Lily is wonderful. She has been caring for our two independently-minded cats for a couple of years now, ranging for periods from a few days to three weeks. It is fair to say that she has won them over completely - - they are enchanted by her. We see this in their playfulness & excitement with her on the Ring camera. It is clear that she loves animals, that our cats love her and she loves them. Always conscientious, reliable, and a quick communicator, we are delighted to have found her!”

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Rick W.
Sitter Profile Image: Bella L.
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Bella L.
from
$15
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
2 years of experience
Windham, ME, 04062

“Bella took care of our cat for a long weekend. She was reliable, punctual, and sent photos and communication after every visit. We will definitely use her again.”

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Carol K.
Sitter Profile Image: Tova Z.
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Tova Z.
from
$35
per visit
5.0 out of 5 stars
• 46 reviews
11 repeat clients
25 years of experience
Cumberland, ME, 04021

“Tova is the best cat/house sitter ever! So attentive to detail, conscientious, thoughtful and sweet. She lovingly cared for our 17-year-old quirky cat and rolled with a last-minute unanticipated need to feed her daily pills. She sent wonderful photos and detailed updates every day. She did everything we asked and more; for example, watering a plant that she noticed was drooping and organizing our mail and boxes into neat piles. Maine is a "dog state," and we have a beloved dog ourselves, but it is harder to find someone who vibes with beloved cats, especially needier old ones. Tova was just the right purr-son!”

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Susanni D.
Sitter Profile Image: Tonya O.
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Tonya O.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
38 years of experience
Far North, Standish, ME, 04084

About: Dogs have always been a huge part of my life. I’ve been caring for dogs since I was 10 years old as a pet sitter, but we got our own family dog as a toddler. Over the years, that experience has grown into a true passion, and I now have 2 dogs of my own. I’m used to all kinds of personalities, from high-energy dogs who love long walks and playtime to more relaxed companions who just want cuddles. I’m all about keeping tails wagging with lots of attention, exercise, and love. I work remotely full-time, which gives me the flexibility to provide attentive, consistent care throughout the day. Because I am not tied to an office, I’m able to let sit in your home and be present for walks, feedings, playtime, and companionship—keeping your pets routine as normal and stress-free as possible. When caring for pets in your home, my top priorities are safety, trust, and maintaining a calm, familiar environment. I follow your pets routine closely—from feeding schedules to walks and playtime—so the feel secure and comfortable while you’re away. I treat your home with the utmost respect and make sure your pet gets plenty of attention, affection, and supervision at all times.

Sitter Profile Image: Colby M.
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Colby M.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
4 years of experience
Riverton, Portland, ME, 04103

About: I’ve had my own pup since I was about 15. Love spending time with animals of all kinds. Over the years I’ve always been happy to house sit/walk dogs of friends and family. I’m responsible, reliable, and loving towards all animals I work full time at Enterprise car rentals however I have 3 days a week where I’m out early afternoon. Most of my free time is spent running I’m SUPER excited to work dog walking (or running if they are up for it) into my schedule. I’m also more than happy to house sit. Working with animals makes my heart happy! I have an elderly pup my self so I understand the need for extra care with the seniors. Im good with taking specific directions for each dog and continuing training practices as described.

Sitter Profile Image: Miranda L.
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Miranda L.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Windham, ME, 04062

“Miranda was on time and very conscientious providing detailed updates on our dog and lots of photos that we loved! We felt at ease knowing she would be in good hands with Miranda. Will definitely book with her again!”

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Gina M.
Sitter Profile Image: Kara O.
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Kara O.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 77 reviews
22 repeat clients
20 years of experience
Standish, ME, 04084

“Kara is amazing!! She has cared for Izzy in the past. It's been several months since we needed a sitter, but since we found ourselves needing someone recently, she was immediately our choice to go to! Kara very happily responded right away that she would love to take care of our girl again! Super smooth visit, Izzy remembered her right away! Kara was even completely confident with giving Izzy important medications during their visit. Fantastic communication, lots of pictures. We were totally at ease knowing Izzy was well cared for ❤️ 12/10 Kara is amazing. We will always look to her for all our dog-sitting needs!”

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Alicia F.
Sitter Profile Image: Aiden W.
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Aiden W.
from
$23
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
10 years of experience
Standish, ME, 04084

About: I've always had a dog throughout my entire life. At this current moment, I have 28 pets which include 1 dog, 1 bunny, 1 goat, 2 goats, and 23 chickens. During some weeks throughout the year, I take of my neighbors' pigs and ducks An extremely ambitious individual who absolutely adores pets. I grew up on a farm with multiple animals. I have a massive dog named Benny who is full of energy. I was a college runner at Hofstra and can take on dogs of all sizes. I can take of your pet(s) walking needs and nutritional needs. If needed I can stay overnight with your pet to make sure he gets all of his bathroom breaks, water, and food!!

Sitter Profile Image: Kelly F.
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Kelly F.
from
$30
per visit
5.0 out of 5 stars
• 33 reviews
14 repeat clients
40 years of experience
Falmouth, ME, 04105

“Kelly was great! She was so attentive with any requests I had and gave detailed updates! I know my kitties were well taken care of while I was away!”

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Danielle E.
Sitter Profile Image: Heather S.
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Heather S.
from
$25
per visit
5.0 out of 5 stars
• 24 reviews
9 repeat clients
15 years of experience
Ocean Avenue, Portland, ME, 04103

“Heather was amazing with our two cats! She was able to give one her pill each morning without trouble. Plus they ate well for her and she sent lots of pictures and lovely notes! We would absolutely hire Heather again.”

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Michaela G.
Sitter Profile Image: Briana S.
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Briana S.
from
$17
per visit
4.9 out of 5 stars
• 11 reviews
6 repeat clients
9 years of experience
Riverton, portland, ME, 04106

“Briana took excellent care of our diabetic cat! She really went above and beyond, playing with him and giving him affection, and is one of only 2 sitters who have successfully been able to administer insulin injections.”

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Elizabeth S.
Sitter Profile Image: Katherine D.
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Katherine D.
from
$19
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Gorham, ME, 04038

“Katherine was great with asking questions beforehand and offered to meet our dog beforehand to help ease the experience.”

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Magda A.
Sitter Profile Image: Olivia H.
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Olivia H.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
2 years of experience
Valley Street, Portland, ME, 04102

“Olivia took great care of my timid cat Muta while we were gone, and she was very easy to communicate with!”

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Allison H.
Sitter Profile Image: Tara A.
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Tara A.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
Westbrook, ME, 04092

“Tara was great. She was on-time, took great care of Brynn and Lilly, and communicated very well. Brynn and Lilly would love to spend more time with her!”

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Michael C.
Sitter Profile Image: Emma S.
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Emma S.
from
$27
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
4 years of experience
Falmouth, ME, 04105

“Excellent service! Emma, we can't thank you enough, for the care you gave to Katie. I especially loved the photo updates! ❤️”

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Karyn L.
Sitter Profile Image: Lily W.
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Lily W.
from
$27
per visit
2 years of experience
Cumberland, ME, 04021

About: I have many years of experience caring for both dogs and cats for friends and clients. I have also fostered a dog for a span of a couple weeks. Although I don't currently have any pets of my own, I therefore have plenty of love and attention to give to every animal I care for. I enjoy keeping pets active with walks and outdoor play, spending quality time with them indoors, maintaining a clean environment, and, of course, rewarding them with treats when appropriate. I am a calm, dependable, and positive person who values routine and consistency. My goal is to make every pet feel safe, comfortable, and well cared for while you're away :) I love routine and live by my planner to stay organized. I enjoy haveing animals apart of that rontine as well, while also understanding that every pet has unique needs and that some require more time and attention than others. I consistently have Wednesdays and Thursdays free all day. I'm also available for early morning visits and evening appointments, allowing me to provide flexible and dependable care. Your pet's safety, happiness, and comfort are my top priorities. I understand that every dog and cat has different needs, and I adjust my care to match their energy level, preferences, and routine. When caring for pets in your home, I treat both your pets and your home with the utmost respect. I follow feeding schedules, administer medications if needed, keep water bowls full, clean up after pets, and make sure they receive plenty of exercise, playtime, companionship, and affection. I also provide regular updates and photos so you can feel confident that your pets are safe, happy, and well cared for while you're away.

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The median cost per visit for pet sitting in Windham is $25

Pet parents share their Rover experiences - Windham

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5.0 out of 5 stars

I highly recommend Katharine! She was prompt, delightful, and took excellent care of our two kitties while we were away for a week. During her daily visits, she made sure their litter was cleaned/changed, and food and water was topped off. Not only that but she threw toys for them to chase and brushed them and gave them a lot of love and attention! She sent numerous photos and fun updates. I will definitely book her again!

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Robin R.
Drop-In Visits
5.0 out of 5 stars

I was able to relax with peace of mind while Nicolette was at my house with my babies. She consistently updated me with pictures and videos and brought her son to help get some energy out with my crazy lab and I could see both of my dogs loved her and had the best time with her and her son.

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Olivia T.
Drop-In Visits
5.0 out of 5 stars

Kylie was so great! We contacted her super last minute after our kitty had fallen ill and we had a weekend trip planned. We needed someone to stop by a give him his medicine a few times and she was happy to do. We would absolutely hire her again :)

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Julianne M.
Drop-In Visits
5.0 out of 5 stars

Sara is without a doubt our fave cat lady! She goes above and beyond to give pets, snuggles, playtime and takes the best photos when we’re gone. She can handle any insane feeding and medicine requests and is super responsive while we’re away and even when we’re back! She has great insight due to previous medical training, even handling chemo meds and waste. We’re always super happy when she’s free and we need to get away! Thanks Sara!

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

Absolutely amazing. Accepted my last minute chaotic booking and did wonderful with my two dogs. 11/10 recommended!

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alex k.
Drop-In Visits
5.0 out of 5 stars

My two cats adore Chloe! Leaving for a trip is always stressful with pets, but I felt reassured to have Chloe come by and check on the kitties. This was my second time with Chloe, and it won’t be the last :)

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Ginny J.
Drop-In Visits
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  • 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.

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

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Popular requests for pet sitting - Windham

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Windham average 7
repeat pet sitting clients

FAQs for Pet Sitting - Windham

Frequently asked questions about Rover

The average cost of Pet Sitting in Windham on Rover is $28 per visit as of October 2026. Most bookings cost between $14 and $36 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 1,016 sitters on Rover offering Pet Sitting across Windham. 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 Windham. On Rover:

  • 90% of sitters can help with special care needs
  • 93% 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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