Pet Sitting Windham

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Over 3
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: Adam O.
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Adam O.
from
$18
per visit
20 years of experience
Windham, NY, 12496

About: With 20 years of hands-on pet care experience, I’ve cared for dogs of all ages, breeds, sizes, and personalities. I also have a dog of my own, Leo, who is 2 years old, and he’s a very important part of my life. Caring for Leo has given me even more experience with the energy, patience, exercise, and attention that young dogs need. I’ve always treated every pet as if they were my own, providing plenty of love, companionship, exercise, and care. I’m comfortable caring for puppies, adult dogs, and senior pets, and I understand how important it is for pet parents to know their pets are safe, happy, and well cared for while they’re away. I have a flexible schedule and am able to make pet care a priority. I’m available for walks, drop-in visits, and overnight or weekend care depending on your needs. I’m happy to work with your pet’s routine and make sure they receive plenty of attention, exercise, companionship, and care while you’re away. I understand that every pet has different needs, and I’m willing to be flexible to help make things as comfortable and stress-free as possible for both you and your pet. Your pet’s safety and comfort will always be my top priority. With 20 years of pet-care experience and a dog of my own, Leo, I understand how important it is to trust someone with your furry family member. I’m patient, attentive, and respectful of each pet’s individual personality, routine, and needs. Whether caring for your pet in your home or providing visits and walks, I’ll treat your home and your pet with the same care and respect I would want for my own.

Sitter Profile Image: Amanda D.
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Amanda D.
from
$25
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
27 years of experience
Cornwallville, NY, 12418

About: I have been around dogs my whole life. I’m a loving all around dog person. I’m looking to get into the veterinary field. By giving your pets the exercise and all the doggy pets that they need, gives you the time you need, and me the experience that I need. Training, and grooming are things I would love to start in the future. I’m currently working full time. Your Pets are still my top priority. For walks and endless pets, My availability times for weekdays are: Mon-Fri 6pm-8pm Weekends: Sat-Sun 8am-8pm I am more than happy to come to your home and check in on your pets. I would come to your home, feed, water, and walk your pet for an hour or two. I will spend some much needed companion time with your pet, if you are away for a long day.

Sitter Profile Image: Marilla A.
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Marilla A.
from
$45
per visit
4.5 out of 5 stars
4 reviews
13 years of experience
Hunter, NY, 12442

Marilla is very kind and communicative. She was able to come take care of Rookie with a few days short notice and did a great job. I’d hire her again without hesitation. Thanks again!

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Ace W.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$25
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Tannersville, NY, 12485

I needed a last minute drop in for my puppy, and I’m so happy I found Nicole! She and her daughter clearly love dogs and animals, and they were great with our dog Ollie. We will absolutely reach out again if we need a pet sitter!

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Nicole G.
Sitter Profile Image: Caitlin S.
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Caitlin S.
from
$20
per visit
5.0 out of 5 stars
1 review
10 years of experience
Cairo, NY, 12413

Caitlin was very reliable sitter. Gave us a feeling of security while we were away. Thank you.😊

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Kathy V.
Sitter Profile Image: Bryson F.
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Bryson F.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
63 reviews
18 repeat clients
20 years of experience
East Tampa, Roxbury, NY, 12474

Bryson took amazing care of our pups! He left very helpful notes, and took really cute pictures of and with them. Will definitely be booking Bryson again!

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Marvin M.
Sitter Profile Image: Elishamaria R.
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Elishamaria R.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
25 reviews
8 repeat clients
20 years of experience
Catskill, NY, 12414

Elishamaria was so accommodating last minute. She was attentive and kind, and got along well with our shy puppy. We’d definitely use her again when in the area. Thank you!

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Alexandra B.
Sitter Profile Image: Robert I.
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Robert I.
from
$25
per visit
12 years of experience
Cairo, NY, 12413

About: Since I been born my parents have had dogs and I was luckily able to care for them. I have dog sat for friends and family before and had nothing but a great experience. I work part time and sometimes have soccer practice. I will make time for any responsibilities I need to uphold. If you reach out I will tell u my availability. My care for your dog will not change regarding the location. I care for each dog the same way I have cared for my dogs in the past.

Sitter Profile Image: Rachel A.
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Rachel A.
from
$25
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
15 years of experience
Cairo, NY, 12413

Rachel was a super star and swooped in at the last minute to help take care of Lady and Cedric. The kitties clearly love her and she’s been a pleasure to work with. We’d love to book Rachel again!

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Henry F.
Sitter Profile Image: Petra Angelika L.
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Petra Angelika L.
from
$55
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
14 years of experience
Westerlo, NY, 12193

Petra was so helpful with our dog after he had surgery. We were so grateful for her kind care and she gave us many updates to comfort me when I couldn't be with him. Will work with her again.

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Gianna Q.
Sitter Profile Image: Rochelle M.
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Rochelle M.
from
$40
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
25 years of experience
Saugerties, NY, 12477

About: I have always had a special connection with dogs. I grew up with dogs and treated them like part of the family. I have been primarily working as a pet nanny for 5 years for someone who traveled to Europe on a monthly basis. They are staying in Europe indefinitely so I am looking to add some new clients. I can offer your dogs fun playtime and a sense of stability by caring for them in their own environment. I am also available for walks and drop in visits. I send pictures and updates daily. Your best friend will be spoiled and pampered with me. I have a very flexible schedule with plenty of availability as this is my main job. I can also do long term sitting up to 6 weeks if necessary. I am responsible and professional and respectful in your home. Besides caring for your pets, I am happy to pick up mail and water plants.

Sitter Profile Image: Joseline L.
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Joseline L.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Purling, NY, 12470

Feel grateful to have found Joseline! She was timely and communicative and showed lots of affection for my cat. I would highly recommend her!

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Dayna L.
Sitter Profile Image: Elizabeth H.
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Elizabeth H.
from
$40
per visit
5.0 out of 5 stars
21 reviews
4 repeat clients
10 years of experience
Jefferson, NY, 12093

Elizabeth performed brilliantly -- she completed all requests without fail and provided plenty of photographic and written responses. She was timely in arranging service initially. And she managed the visits and house key drop-off well. We appreciated her willingness to commit to providing care with short notice. Thanks!

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Philip T.
Sitter Profile Image: Amy T.
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Amy T.
from
$15
per visit
4.6 out of 5 stars
19 reviews
7 repeat clients
10 years of experience
Delmar, NY, 12054

About: Hello, I'm Amy a passionate animal lover with over five years of experience caring for dogs and cats of all sizes. I've had pets all my life and love taking care of them🐾. I will walk, pet and give plenty belly rubs as needed. My schedule is pretty flexible. 🗓️ Ask me and I can accommodate. I am free most mornings and evenings. Let me know if you need any adjustments. ✅ I offer overnight boarding and allow pets to sleep in the bed, on the couch or a crate. (You tell me how you want sleep!)💤

Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$42
per visit
5.0 out of 5 stars
280 reviews
80 repeat clients
35 years of experience
RHINEBECK, NY, 12572

Janice is a wonder! She was a miracle worker with my 7 month old Pyr! She was early for every appointment, attentive, informative, and all around lovely person. I felt completely comfortable and confident leaving my precious pup with her!

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Jennifer D.
Sitter Profile Image: Amy S.
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Amy S.
from
$50
per visit
5.0 out of 5 stars
92 reviews
31 repeat clients
32 years of experience
Shokan, NY, 12481

Amy was kindly able to fit us in with short notice. Very thoughtful and considerate, and an excellent communicator. Would trust Amy to drop in on our cat-loves any day!

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Alanna M.
Sitter Profile Image: Jennifer J.
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Jennifer J.
from
$32
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Round Top, NY, 12473

Jennifer was great with Eva will definitely work with her again!

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Anna C.
Sitter Profile Image: Emily P.
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Emily P.
from
$20
per visit
5.0 out of 5 stars
32 reviews
10 repeat clients
30 years of experience
Maryland, NY, 12116

Emily watched our senior chihuahua for several days while we were traveling for a wedding, and I cannot recommend her highly enough! She took wonderful care of him. She provided us detailed updates, and our boy was so comfortable with her. Thank you for everything, Emily!

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Diane H.
Sitter Profile Image: Karla R.
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Karla R.
from
$40
per visit
5.0 out of 5 stars
5 reviews
11 years of experience
Kingston, NY, 12401

About: I used to be a veterinary assistant-Which gave me valuable exposure to animal handling, basic health procedures, and staying calm in stressful situations. I am now a full time student furthering my career. I have served clients across Ulster and Delaware county. I’m comfortable, reliable, and dedicated to giving every animal the attention, patience, and care they deserve. I genuinely enjoy meeting and caring for all types of animals, and I look forward to caring for yours! (: I’m currently in school- looking to graduate very soon. My availability is pretty flexible and I will be more than willing to work around my schedule to fit your fur babies needs. I feed them, clean up after them, give them medication if needed, bathe them, walk them as often as needed. If your animal is on a schedule of any kind, it will be cared for accordingly.

Sitter Profile Image: Sophie H.
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Sophie H.
from
$50
per visit
5.0 out of 5 stars
30 reviews
10 repeat clients
15 years of experience
Hudson, NY, 12534

About: I adore animals. I have grown up with cats and dogs my entire life. When I did not have a pet of my own I always have asked friends and family to take care of their pets when in need. People have always relied on me with their animals as they know I show love and I am very attentive. I have mostly trained my young puppy who has a lot of energy, with the help of a few wonderful sitters. I understand behavioral training, being kind but firm. Teaching with kindness and showing the animals the way rather than teaching in fear. I give a lot of attention and am able to read their body language well. I work freelance so I am available intermittently. But when I am available for sitting I am present to give the animal full time care, so if you have an animal who has separation anxiety and doesn't I take the dogs out first thing in the morning for an hour sometimes even 2 hour run in the park. a few small walks in the day and another longer walk or run in the afternoon. I also love to take the dogs on hikes. I do not have a crate as I did not do crate training with my dog but if you want to provide one I am happy to. My apartment is puppy/dog proof. I have a big yard although it is not fenced on one side so I always watch the dogs when I am out there. I have a nice big dog park near my place. I am currently working freelance, as previously mentioned. Reach out to me and I will tell you when/if I am available. I really enjoy animals company and I work in the city so this is something I like to do when I am home in Hudson and not working. I do allow my dog on the bed and couch in my own home, but I do encourage him to sit on his own bed. I can follow any rules that you wish that aligns with you and your pets needs.

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

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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?

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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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Popular requests for pet sitting - Windham

Select a filter and find qualifying sitters offering pet sitting.

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 $32.1 per visit (as of August 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 August 2026, there are 323 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:

  • 90% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 100% 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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