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: Rose M.
Verified Background Check
Rose M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 515 reviews
115 repeat clients
30 years of experience
Westbrook, ME, 04092

“Looked after my kitties very well . Good hygiene . No smell in the house . Litter boxes were looked after and kept me updated with photos . I am very happy with rose and recommend her as well !”

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Tallat N.
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

“Zayn was so communicative and kind to the kitties I felt very safe with her watching them!! She sent lots of pictures and updates and I would definitely have her watch them anytime! :)”

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AJ P.
Sitter Profile Image: Lyndsay M.
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Lyndsay M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 35 reviews
12 repeat clients
10 years of experience
Gorham, ME, 04038

“Lyndsay provided 2 drop in visits for our dog. She was great! She gave us timely updates, and we knew he was in great hands with her while we were out of state for the day. Would highly recommend her and we will continue to request her when needed.”

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Karen Y.
Sitter Profile Image: Alyssa B.
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Alyssa B.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
• 16 reviews
6 repeat clients
4 years of experience
Gray, ME, 04039

“Alyssa was fantastic. Great communication, above and beyond care for sure. Even brought in our packages while heading over to check on our dog!”

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Patrick W.
Sitter Profile Image: Nicole L.
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Nicole L.
from
$20
per visit
30 years of experience
Windham, ME, 04062

About: I have spent my entire life surrounded by animals of all shapes and sizes, and I wouldn't have it any other way! Animals naturally gravitate toward my calm, patient energy, and I treat every guest like a member of my own family. What truly sets me apart is my experience with specialized and complex care. I am the proud owner of a high-energy Tamaskan dog, so I completely thrive with active, high-energy breeds. I love taking dogs on long walks, structured dog park adventures, public socialization outings, and even handling bath trips! Additionally, growing up on a property with racehorses taught me a deep love, respect, and safety-first mindset for large animals. I have also raised over 15 chickens and roosters. Whether you have an athletic pup who needs an intense workout, a multi-pet household, or livestock that need exact farm routines followed, I bring a lifetime of versatile, trustworthy experience to your extended furry family. My schedule is highly adaptable, allowing me to fully commit to your pet's exact daily routine! Because pet care is my primary focus, I have plenty of time throughout the day for active dog walks, park trips, and dedicated drop-in visits. For boarding and overnight care, your pet will receive constant supervision and companionship. I structure my days around the needs of the animals in my care, ensuring that high-energy breeds get their necessary exercise and senior pets stay perfectly on track with their medication and rest schedules. Safety and peace of mind are my absolute top priorities. Growing up around racehorses instilled a strict safety-first mindset in me from an early age, which I apply to every animal I watch. In my home, pets enjoy a calm, secure, and highly comfortable environment where they are treated just like my own. Because I own a high-energy breed, I am incredibly vigilant about environment control, secure doors, and safe socialization. When caring for pets in your home or managing farm routines, I am extremely detail-oriented. I take the time to meticulously learn your specific setup, gates, security measures, and animal dynamics. I also provide clear, consistent communication and photo updates during every single booking so you can relax knowing your pets and property are in expert, loving hands.

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: Amanda C.
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Amanda C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 16 reviews
5 repeat clients
15 years of experience
Buxton, ME, 04093

“Amanda was great. She did a meet and greet which was great. She communicated when she visited our kitty and provided pictures and a video. We would definitely use Amanda again.”

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Christina C.
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: Sarah B.
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Sarah B.
from
$30
per visit
5.0 out of 5 stars
• 9 reviews
15 years of experience
Windham, ME, 04062

About: I am Pet CPR & First Aid certified and have a minor degree in Animal Veterinary Science. Animals have been a huge part of my life since a young age. From dogs and cats to chickens and guinea pigs, my family and I loved all of them. I am reliable, energetic and have a genuine connection with all of the pets under my care. Whether I'm dropping in, walking, or staying with your four-legged friend extra love, pets and pictures of our time together are always included! I have a fairly flexible work schedule and have the ability to etch out time for regular clients or temporary ones. I live near Portland but I am willing and able to travel. Shoot me a message - lets chat and figure out what works for you, me and your pooch! I aim to engage your pet on their terms and to create a safe and fun environment. All my services are taylored to the individual depending on energy level, daily routine and demeaner.

Sitter Profile Image: Chelsea J.
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Chelsea J.
from
$20
per visit
7 years of experience
Cumberland, ME, 04021

About: I love spending time outdoors in all seasons. I’ve cared for many pets and homes over the years, always with love and intention as if they were my own. I am experienced and comfortable with administering medication. I have a knack for noticing when something is a bit off, and have taken care of dogs with Lyme disease, dogs in heat, dogs with upset stomach, and even saved a dog’s life who began having seizures when their owner was in Europe. I also love cats and am an experienced horse person, having taken care of horses all my life. Chickens, rabbits, geese and ducks are all in my level of experience as well. I love being around animals and enjoy getting to know their unique personalities and energies! I currently work part-time in Portland on Mondays, Wednesdays, Fridays. Some of my work is remote and flexible, so I can generally adapt my schedule to fit your needs. I am a rule-follower and will always care for your home and spaces as you wish. I take pride in leaving spaces better than I found them and have cared for many homes during a period of my life that was nomadic.

Sitter Profile Image: Alex S.
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Alex S.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
3 years of experience
East Bayside-India Street, Portland, ME, 04101

“Great dogsitter. He took care of my new puppy and did an amazing job. I will definitely be using him when I need my little pup taken care of.”

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Shannon S.
Sitter Profile Image: Sergey T.
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Sergey T.
from
$35
per visit
5.0 out of 5 stars
• 91 reviews
21 repeat clients
20 years of experience
Riverton, Portland, ME, 04103

“Sergey communicated well with us and was very reliable. Our cat is shy, and he managed to get photos of her to put our minds at ease while we were away for over a week!”

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Elaine B.
Sitter Profile Image: Irma G.
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Irma G.
from
$20
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
3 years of experience
Westbrook, ME, 04092

“Irma is amazing and truly loves you're pets! ☺️”

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Alisha B.
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 went above and beyond to make sure our dogs were taken excellent care of. We were able to really relax knowing Kelly knows what to do. She was very thoughtful and made two new furry bff's. Lucky to have found Kelly!!”

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Sarah S.
Sitter Profile Image: Nishat R.
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Nishat R.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 170 reviews
77 repeat clients
3 years of experience
South Portland, ME, 04106

“I needed a cat sitter two weeks after moving across the country so I was obviously very worried and Nishat was absolutely perfect!! She was so responsive and kind at the meet and greet, I have a very shy kitty and she was so incredibly patient with her, by the end of the week both of my kitties loved her and I will definitely be booking with her again!!!”

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Ruby W.
Sitter Profile Image: Avital Z.
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Avital Z.
from
$25
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
3 years of experience
Oakdale, Portland, ME, 04102

“Avital, you took such great care of our Betty! Thank you for your pictures, communication, and thoughtfulness. We are excited to have you back with Betty next weekend! Thank you!!!”

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Claire W.
Sitter Profile Image: Cassandra R.
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Cassandra R.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
10 years of experience
Westbrook, ME, 04092

About: Hello, I’m Cassie! I’m a professional pet lover with over a decade of pet sitting and dog walking experience. I strive to make each individual fur-baby’s well- being and happiness a top priority! I currently work at Maine Veterinary Medical Center and I love being able to contribute to a pets ell-being in every aspect! I am planning on taking a step back from the ER scene and dive into what I enjoy most! Helping pets live their lives to the fullest and receive much love and snugs! With that being said my schedule is a little in the air at the moment but I ill do my best to accommodate everyone and their pets needs! I am thriving to ensure that pet parents know your four legged friends are living their best lives while making sure that the well-being and happiness of your pets are a top priority!

Sitter Profile Image: Ariana G.
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Ariana G.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Windham, ME, 04062

“Ariana is so great and caring. Even though my cats hate it that I’m away I know they are in excellent hands”

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Mari I.
Sitter Profile Image: Emma C.
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Emma C.
from
$18
per visit
15 years of experience
South Portland, ME, 04106

About: Thank you for checking out my rover profile! My name is Emma! I have a huge passion for animals and have experience working in doggy daycare! I love breeds of all sizes and shapes and use Pawsitive reinforcement training. I’m always very adaptable base on each individual animal. I’m always prepared for treats unless they’re provided. I look forward to meeting your pets and will treat them like they are my own. Please reaching out for additional information ! My schedule is flexible since I currently work part-time, which allows me to dedicate quality time to the pets I care for. I’m available Wednesdays, Thursdays, and Sundays from 9am–3pm, as well as Friday afternoons. This schedule allows me to give pets plenty of attention, exercise, and care during visits or house sitting. I always do my best to work with each owner’s routine so their pet’s day stays as normal and comfortable as possible. I believe every pet deserves care that’s tailored just for them. I use positive reinforcement, patience, and lots of encouragement to help pets feel safe, confident, and happy. I take the time to learn each pet’s routine, personality, and comfort level so I can adapt my care to what they need—whether that’s energetic playtime, calm companionship, or maintaining training cues. I’m also happy to house sit in your home so your pet can stay relaxed in their familiar environment. I’ll make sure they get plenty of attention, exercise, and affection, and I provide regular updates and photos so you always know how your pup is doing.

Sitter Profile Image: Amie T.
Verified Enhanced Background Check
Amie T.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
• 7 reviews
4 repeat clients
40 years of experience
Westbrook, ME, 04092

About: I have worked with and cared for dogs all my life, and cats about half. I have trained dozens of dogs, even ones that have been “impossible”. I am a very active person and outside is better than in! Expect to get your pets back tired so you all can rest before you’re back at the grind. I love animals and visitors for my dogs and play partners for my own high energy levels. And as always, smiles and safety first. I don’t have a fenced yard, but I do have strong long leads, one attached to the porch (20feet) and one yard one, with a 250lbs resistant or weight limit, 50 feet long that allows dogs to safely visit and play outside in yard without wondering off. As well, a small empty dog park near by to play ball and “run free” and we frequent other dog parks. Right now I have a full-time job and just looking for a side gig doing something I love on the weekends. I love animals, even the quirky ones. Right now, just working on the weekends I’m available. I do have two small dogs at home that need to play, and love other pets. I can watch them at my home, bring them to the dog park or at your home, if I can bring my dogs with.

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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
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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
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Why Choose Rover?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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

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Popular requests for pet sitting - Windham

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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 is $19 per visit as of November 2026. Most bookings cost between $17 and $21 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 999 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 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:

  • 90% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 95% 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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