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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Sitter Profile Image: Taryn C.
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Taryn C.
from
$15
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Jamaica, VT, 05343

About: I grew up with a Chow Chow and my grandparents dogs, sparking my life long love for working with dogs. I am a mom of two, a certified health coach, and I run one of the top retail stores in the area. I also enjoy taking pet photography, all outdoor activities, and traveling. I am happy to help keep your best friend company, learn new tricks and go on new adventures. Prospect rock, Manchester dog park and Stratton pond are a few of the places I frequent visit. Have reliable transportation and can work in Jamaica, Stratton, Manchester, including surrounding towns. Cant wait to meet you and your best friend! My schedule best works for sitting at your house. With notice I am happy to make your pets comfortable at home and keep on their routine. Safety is always a top concern and I always try for a meet and greet to go over how to best keep your pet safe when you are away.

Sitter Profile Image: Tessa H.
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Tessa H.
from
$20
per visit
5.0 out of 5 stars
2 reviews
8 years of experience
Springfield, VT, 05156

About: Each pet has their own personality and style and I adapt to exactly what your pets need and want. If they want cuddles, they get cuddles. If they want space, they get space. It's all about the precious pets needs for me. I provide 5 star service and have a flexible schedule to meet your and your four legged friends needs! I don’t have a furry friend of my own but I love the opportunity to give a little love to all the pets I meet. Any dog big or small is awesome in my book. My aim is to make them happy and your life a bit easier! I look forward to hearing from you and getting to spend time with your wonderful pets! I currently work a 9 to 5 remote job and have plenty of flexibility to meet you and your pets needs. I can house sit or do drop ins as needed with my schedule. I am the happiest when I am around dogs and enjoy playing with them! I have been the go to dog sitter for my friends and family for over 8 years. I have access to trails in my backyard and live and work in a dog friendly area. I love meeting new friends and having fun adventures around our gorgeous town.

Sitter Profile Image: Emilee M.
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Emilee M.
from
$20
per visit
2 years of experience
Jamaica, VT, 05343

About: My entire life has revolved around my animals, and I believe my mission in life is to show all creatures big and small love, compassion, and the utmost of care! I am currently between jobs so I have a open schedule and I am very flexible. I live in High Springs and I am willing to commute up to an hour away! The pets I care for always will get plenty of play time during visits. All pets will be thoroughly watched over and made sure are safe and happy! I am also happy staying a bit longer free of charge just to hangout and play with furry friends a little longer :)

Sitter Profile Image: Elizabeth G.
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Elizabeth G.
from
$12
per visit
4.8 out of 5 stars
12 reviews
1 repeat client
5 years of experience
Bellows Falls, VT, 05101

Loved the communication and pic!

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Amy M.
Sitter Profile Image: Christine C.
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Christine C.
from
$37
per visit
5.0 out of 5 stars
29 reviews
5 repeat clients
30 years of experience
Brookline, VT, 05345

Christine was very thorough and had great communication. And it seems my dog had a wonderful time with her while we were away! Thank you, would definitely book again.

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Meghan S.
Sitter Profile Image: Christopher B.
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Christopher B.
from
$17
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
22 years of experience
Springfield, VT, 05156

Chris was very responsive and took great care of our kitty cat while we were gone! I would definitely recommend to other pet owners. Thanks again Chris for your help!

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Mackenzie F.
Sitter Profile Image: Julie H.
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Julie H.
from
$25
per visit
30 years of experience
Grafton, VT, 05146

About: I have taken care of many animals, from aquatic to a variety furry friends. I am always willing to offer a hand in any kind of care or training that is needed to be kept up while their humans are away so that you can be sure the critters are getting the best care and love while you’re away. I am a paraeducator at a school that is less than a mile from my house. I come home everyday at lunch time and usually home by 3:15. Walks and playtime are a necessity for our fur babies and they love having friends to play with! I have 2 female dogs, both very friendly. We have an underground fence, though I would keep your fur baby on a leash when we go outside. We have a nice yard, about half an acre, live near a stream and love taking walks around the neighborhood.

Sitter Profile Image: Brandy V.
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Brandy V.
from
$20
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
18 years of experience
Newfane, VT, 05345

About: Pet Care and Housesitting Experience (18 Years): With over a decade of dedicated pet care and housesitting experience, I travel all over the world to housesit, and I have developed a deep understanding and genuine love for both animals and providing a comfortable, secure environment for homeowners. Throughout the years, I have had the privilege of caring for a wide variety of pets, including dogs, cats, birds, fish, and small mammals. My approach to pet care is centered around building strong relationships with the animals I look after. I take the time to understand their unique personalities, preferences, and routines, ensuring that they feel safe, loved, and well-taken care of in their owner's absence. From feeding and grooming to exercise and playtime, I am committed to maintaining a consistent and nurturing environment that meets each pet's individual needs. In addition to pet care, I am also well-versed in housesitting responsibilities. I understand the importance of home security and take great care in maintaining a clean, organized, and secure living space. I am diligent in following any specific instructions provided by homeowners, such as handling mail, watering plants, and ensuring the overall well-being of the property. Reliability, trustworthiness, and clear communication are the cornerstones of my services. I strive to provide homeowners with peace of mind, knowing that their beloved pets are in capable hands and their homes are being well-cared for during their absence. I am happy to provide references from previous clients who have appreciated my professionalism, attention to detail, and genuine love for animals. In summary, my 18 years of pet care and housesitting experience have equipped me with the skills, knowledge, and compassion necessary to provide exceptional care for your beloved pets and maintain the security of your home. I've been assisting my friends/clients with their pets for either a few days or several months. I have traveled across the country to assist in need. I am able to provide assistance on short notices. I am dedicated to ensuring an stress-free experience for both you and your furry family members, allowing you to enjoy your time away with confidence and peace of mind. Flexibility and Adaptability: While I maintain a structured routine, I understand that flexibility is crucial in accommodating unexpected circumstances or special needs. I am adaptable and ready to make adjustments to the routine when necessary, ensuring that my pet's well-being remains the top priority. By seamlessly integrating pet care into my weekly routine, I am able to provide consistent care, attention, and love to my furry companion. This ensures they lead a happy, healthy, and fulfilling life, while also strengthening the bond we share. When it comes to the well-being of pets, my approach is rooted in three core principles: safety, trust, and a nurturing environment. I believe that by prioritizing these aspects, I can provide the best possible care for our furry companions. Safety is paramount in my pet care practices. I am meticulous in ensuring that the environment is free from hazards and potential risks. From securing gates and doors to removing toxic substances from their reach, I take proactive measures to create a safe space where pets can thrive. Building trust is essential for a positive pet-caretaker relationship. I take the time to establish a bond with each animal, understanding their unique needs, preferences, and behavioral cues. By being patient, gentle, and respectful, Tho I do realize some pets can have a human personality, so I do tend to treat them as children. I earn their trust and create an environment where they feel safe and secure. I also maintain consistency in their routines, ensuring that they feel comfortable and at ease in their daily activities. Creating a nurturing environment is crucial for the overall well-being of pets. I provide ample love, attention, Reiki, and affection, recognizing that each animal has their own individual personality and emotional needs. Regular exercise and mental stimulation are incorporated into their daily routines to promote physical health and mental stimulation. In addition to direct pet care, I am also mindful of the larger environment in which they reside. I strive to minimize their ecological footprint by utilizing eco-friendly products and practices. I am committed to creating a sustainable environment that promotes the well-being of both pets and the planet. By embodying the values of safety, trust, and a nurturing environment, I provide a holistic approach to pet care. I am dedicated to ensuring that pets under my care receive the highest level of attention, compassion, and respect. Their safety, well-being, and happiness are my top priorities, allowing pet owners to have peace of mind knowing that their beloved companions are in capable hands.

Sitter Profile Image: Eva G.
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Eva G.
from
$16
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
14 years of experience
Claremont, NH, 03743

We couldn’t have asked for a better cat sitter! Eva was incredibly communicative throughout our time away, providing thoughtful updates and photos twice a day that gave us complete peace of mind. It was clear our kitties were receiving excellent care and plenty of attention. Eva was punctual, reliable, and professional, and we truly appreciated the effort she put into keeping us informed. Knowing our pet was in such caring and capable hands made it so much easier to enjoy our time away. We highly recommend her to anyone looking for a trustworthy and attentive pet sitter!

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Michaela B.
Sitter Profile Image: Tiffany M.
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Tiffany M.
from
$40
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Newfane, VT, 05345

About: I grew up with animals my whole life and I’ve helped taken care of friends and families animals. I also used to work at a farm and help with those animals many times. I have two babies at home that I take care of 24/7. I’m a stay at home mom who would have plenty of time on my hands every day. I have a big backyard where pups can go out and walk and have fun. I have a dog crate if needed and I have a dog of my own and cats of my own for your fur babies to love.

Sitter Profile Image: Nadine N.
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Nadine N.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Keene, NH, 03431

Nadine was Fantastic, it took a few visits for our Cats to warm up to her, she kept the kids Litter box’s clean, and food bowls Filled, also Vacuum around their Litter Boxes, so their area was always Clean, the Bangel Brothers love her time spent playing with them! We are Extremely happy with Nadine, and will Definitely use her Services again when we travel out of town!

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Myron G.
Sitter Profile Image: Kaeleen F.
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Kaeleen F.
from
$45
per visit
5.0 out of 5 stars
11 reviews
8 repeat clients
26 years of experience
Lempster, NH, 03605

Kaeleen was wonderful! My puppy loved her and was well taken care of. She is reliable and great with communication. Highly recommend!

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Dayna C.
Sitter Profile Image: Samantha L.
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Samantha L.
from
$32
per visit
5.0 out of 5 stars
53 reviews
11 repeat clients
5 years of experience
Hartland, VT, 05048

Samantha was amazing. I had a complicated ask for help with our pup on my wedding day and Samantha really came through for us. She was on time, completed all the tasks we asked for and took great care of our baby. Highly recommend her for your animals’ needs. Thank you so much!!!

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Isabella C.
Sitter Profile Image: Ambria M.
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Ambria M.
from
$40
per visit
5.0 out of 5 stars
5 reviews
12 years of experience
Dover, VT, 05356

Ambria is awesome! She was really great with my dogs and very understanding of the incessant barking. My old girl fell in love with her immediately and my ACD who is shy around strangers and especially women warmed up really quickly. Highly recommend!

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Amy S.
Sitter Profile Image: Leona O.
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Leona O.
from
$18
per visit
4.7 out of 5 stars
6 reviews
10 years of experience
North Adams, MA, 01247

About: I’ve taken care of dog of many sizes and health conditions, I have had a cat for 9ish years and have cared for friend and families dogs for years. I am a student, I am relatively free but lots of work to do! I like to go on walks already! I am able to be flexible. I know how to feed animals and care for them, can follow special instructions as I know they are important. As much as I would love to care for your fur baby at my home, I cannot.

Sitter Profile Image: Alexis C.
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Alexis C.
from
$30
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Newbury, NH, 03255

Alexis was great! The dogs seemed to love her, she sent great pictures and was communicative! Would book her again for our pet care needs. Highly recommend! 😊

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

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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

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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

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Sitters in Windham average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Windham

Frequently asked questions about Rover

As of July 2026, there are 158 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:

  • 94% of sitters can help with special care needs
  • 94% 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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