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 84
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.

1 / 1
Sitter Profile Image: Rose M.
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Rose M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
498 reviews
110 repeat clients
30 years of experience
Westbrook, ME, 04092

Rose went above and beyond for a drop in visit for my 2 very different dogs. Washing and refilling their water dishes, giving them a brush and some good outside time.

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Laci L.
Sitter Profile Image: Nicolette H.
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Nicolette H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
94 reviews
30 repeat clients
20 years of experience
Windham, ME, 04062

Nicolette was prompt and engaged with our baby Cash during their visit. My wife and I were pleased by her updates and the way she treated Cash. Will definitely use again.

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Kyron N Cyndi H.
Sitter Profile Image: Renee R.
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Renee R.
from
$15
per visit
4.9 out of 5 stars
20 reviews
6 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: Sara K.
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Sara K.
from
$30
per visit
5.0 out of 5 stars
24 reviews
7 repeat clients
30 years of experience
Windham, ME, 04062

Sara is wonderful, her attention to detail, thoughtful communication is one of my favorite qualities. Tatertot was well taken care of on her drop in visits. We will rebook, when she has availability. Your pets are in good hands! I highly recommend

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Crystal M.
Sitter Profile Image: Christina R.
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Christina R.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
245 reviews
95 repeat clients
6 years of experience
Gorham, ME, 04093

While taking care of our cat, Christina is nice enough to water our plants if she sees it needs it and will bring in packages left on the porch; above and beyond service...

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so m.
Sitter Profile Image: Julianne B.
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Julianne B.
from
$17
per visit
5.0 out of 5 stars
3 reviews
15 years of experience
Windham, ME, 04062

Julianne was great and definitely comfortable with a big dog. Moe really took to her. She was prompt and responsive. Looking forward to having her come again.

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Jodi G.
Sitter Profile Image: Lyndsay M.
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Lyndsay M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
24 reviews
8 repeat clients
10 years of experience
Gorham, ME, 04038

“Lyndsay was great! She was responsive, sent a ton of photos of our babies, and kept us updated throughout our trip. We don’t have the easiest five-animal household, but Lyndsay handled everything with ease. She also did a wonderful job administering medication to one of our 5-month-old kitten, which gave us extra peace of mind while we were away. We will definitely be booking with her again in the future and highly recommend her!”

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Jacqueline L.
Sitter Profile Image: Cade D.
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Cade D.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
2 years of experience
Gorham, ME, 04038

Cade went above and beyond what I had asked. They cleaned up after my cats when they made a mess and updated me after every visit on if my asthmatic cat had any incidents. Also both of my cats absolutely loved them. Even my rescue who is very terrified of new people entering the apartment. Will be requesting services again. Thank you!

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Jaclyn W.
Sitter Profile Image: Lisa M.
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Lisa M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
25 reviews
9 repeat clients
50 years of experience
Gorham, ME, 04038

Lisa was so loving and attentive with our cats! She was immediately in tune with each of their (very) different personalities and understood the needs of both. We had been anxious about ensuring one of our cats got his newly prescribed medication but Lisa eased our fears and made sure to give us a thorough recap each evening. We would highly recommend Lisa to care for your pets and will book with her again for future needs.

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

Lily continues to be the conscientious, reliable, and caring person we have known her to be since the beginning. She has cared for our cats for several-week periods a few times now - - they love her, watch for her arrival (we see them on Ring), and run excitedly when she comes in. She clearly is bonded with them. Lily has been a joy for us to have as a pet sitter - - she is warm, communicates quickly, we know our cats are happy, and we have peace of mind while we are away. I recommend her highly.

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

Zayn did an awesome job looking after our two cats! They were both well cared for, fed and played with. We got good feedback and pictures for all of the visits and always felt that we could reach out and get a quick response if needed. We would absolutely hire Zayn again!

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Seoras R.
Sitter Profile Image: Chrissie F.
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Chrissie F.
from
$25
per visit
5.0 out of 5 stars
48 reviews
13 repeat clients
31 years of experience
Westbrook, ME, 04092

We had never used Rover before but our cat sitter Chrissie was great! She took wonderful care of our two cats and was even able to give our elderly cat his pill each day. We are grateful to have found her!

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Kathie H.
Sitter Profile Image: Sunnie Rose P.
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Sunnie Rose P.
from
$25
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
3 years of experience
Windham, ME, 04062

Brianna did a great job taking care of my Boston terrier mix, Gunnar. He's a new dog to me although he's 7 years old, so I shared with her what I know about him, and they got along famously. She was very responsive and communicated well from the first contact, to setting up the meet and greet, to the day she came for two drop in visits while I was gone for a very long day. She took some very sweet photos of Gunnar and told me all about their activities, so I knew he was having as good a day as he could have, being alone except for her two visits. She gave him his treats and took him for walks, and it looks like they had a good time. He was happy when I got home and hadn't touched a thing in the house. I would highly recommend Brianna for your pet!

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Anne G.
Sitter Profile Image: Marna & Jeremy A.
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Marna & Jeremy A.
from
$25
per visit
4.9 out of 5 stars
166 reviews
77 repeat clients
27 years of experience
North Deering, Portland, ME, 04103

In record time, Marna won over our socially hesitant older dog, and took excellent care of him. From meeting one, he seemed to sense her calming presence and responded to her positively. Usually, he'll bark and hide from someone new. It was great to see! Thank you, Marna!

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Julianne G.
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: Austin S.
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Austin S.
from
$15
per visit
16 years of experience
Gorham, ME, 04038

About: I had had cats for as long as I can remember, I have also had Guinea pigs and 45 chickens at one point in time I am currently a full time student at central Maine community college so my schedule carries, but I am always available after 2pm. I have modays and Fridays free and I am available most of the day on Wednesday I have 2 cats currently and my girlfriend has 2 dogs. I make sure that all of the animals in my life get plenty of play time and attention.

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: Tova Z.
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Tova Z.
from
$35
per visit
5.0 out of 5 stars
44 reviews
11 repeat clients
25 years of experience
Cumberland, ME, 04021

Tova took wonderful care of our cat once again! She communicated well and we appreciated all the cute pics of our kitty! We will definitely book with Tova again.

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Brooke B.
Sitter Profile Image: Katie W.
Verified Enhanced Background Check
Katie W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
6 years of experience
Cumberland, ME, 04021

Katie has been fantastic in her drop-in visits with our mini wiener dogs. She responded quickly when our previous Rover friend let us know she was moving, and has been professional, friendly, and easy to communicate with since that time. Most importantly she goes out of her way to keep both of our dogs safe and happy, one who likes to cuddle and the other who is always looking for the next adventure.

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

Pet parents share their Rover experiences - Windham

1 / 1
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

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

Nicole was fantastic with my golden retriever, I booked her four times a week for 13 weeks and she was very reliable, had great communication and was very friendly. Highly recommend her for your pet needs around the Scarborough area!!

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Kassidy K.
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.

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

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Popular requests for pet sitting - Windham

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Sitters in Windham average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Windham

Frequently asked questions about Rover

The average cost for Pet Sitting in Windham on Rover is $27.75 per visit (as of September 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 September 2026, there are 1,036 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:

  • 100% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 99% 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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