House Sitting Windham
Find a loving house sitter to watch over your pets and your home.

Over 4 pet parents in Windham have booked house sitting
Windham, Find top rated house sitting
About: Hi 😊 I’m Raven. I love dogs! ❤️ I graduated from Tampa Bay Area Pet Grooming Academy. I’m a member of Pet Sitters International. I’m also Certified in Dog CPR & First Aid. I'm currently working as a Kennel Assistant for Police K9s. If you have any questions please send me a message. I promise to get back with you within the same day. Thank you for taking the time to read my info. I can’t wait to meet you and your pet. :)
“Lori and Daisy had a great time! Lori kept me informed while I was away with sweet photos and texts. My apartment was in great shape upon my arrival home. Bed linens washed and replaced, kitchen cleaned up and all dishes put away. I will definitely ask Lori to stay with Daisy in the future! 😊”

“Michelle did an amazing job, she took care of our 2 dogs, 5 cats and 13 chickens for over a week & was extremely thorough Always gave us updates and made sure everything was taken care of and everyone was fed. Would recommend her to anyone & will use her for any of my future travel endeavors when I need someone to babysit the little ones”

“It was such a relief to have Aidan caring for my dogs at my house while I was gone on my 8 day vacation. My pups are 14 and 11 years old and have special dietary and medical needs and he was able to keep them well fed, medicated and happy! This was the first time in their whole lives that I didn't have friends or family available to watch them, but I didn't have to worry as Aidan sent pictures and kept me up to date on how things were going. If I am in this situation again Aidan will be the first person I reach out to!”


“Samm did a wonderful job taking care of our house and pets while we were away. Two of the cats needed medicine and she made sure it was given correctly. Samm sent pictures of the pets and kept us updated everyday. She played ball with the dog and he loved her! Would definitely recommend Samm to care for your pets!”

“Amanda was great with our three Husky’s. They are all blowing their coats and she did a great job keeping up with the flying fur. Our dogs were so calm and relaxed when we got home, she did a great job of keeping me updated and I didn’t have to worry about whether or not they were well cared for during our vacation!”

About: From dogs and cats to bunnies, I know exactly what it takes to keep your pets happy and healthy. I’m fully confident with feeding schedules and medications, and I’m always learning more to provide the best care for small animals of all kinds. Because pet care is my full time career, my schedule is completely open and dedicated to providing your pets with consistent, round the clock attention and specialized care. For your peace of mind and your dog's safety, I provide all care right in the comfort of your own home, and I always have a trusted backup ready to help if your pup ever needs an extra hand.
About: Northeast Ohio Native! I’ve been surrounded by animals my entire life and have experience caring for many different types of pets. I understand that dogs need time outside, walks and plenty of attention to keep them happy and healthy. I also understand that cats have their own personalities they love their playtime, but they also appreciate their independence and quiet time. No matter their personality or routine, I’ll make sure your pet feels comfortable and cared for while you’re away. I’ll be right by their side, providing companionship and the care they deserve! All animal photos in my gallery are pets I have lived with or cared for within the past three years, except for Sasha the Giraffe I had the opportunity to feed while at the San Diego Zoo! Pet care fits naturally into my daily routine because I enjoy spending time with animals and making sure they feel loved, comfortable and cared for. I have a flexible schedule that allows me to provide attention, walks and playtime. I treat every pet like they are part of my family and enjoy creating a consistent routine that helps them feel safe while their owners are away. I care for every pet by learning their individual needs, personality and routine before providing care. I prioritize trust and comfort by following owner instructions, maintaining a clean environment and giving pets plenty of attention and affection. In a client’s home, I want each pet to feel relaxed, secure and cared for while their family is away.
About: I have been a pet owner and lover my entire life since I was a young girl I C always wanted to take care and charge of my family pets I have had numerous pets at a time I offer my full attention and love and concern always take my dogs to vets for any reasons any concerns because I want them extra healthy. I love dogs The most but I do enjoy all animals the same. I take pride in my care and affection and dedication to all dogs and their happiness every single day they make my day and so many others day a better day. Happy to serve your dogs any way I can! I am currently self employed I can work any time my schedule is very flexible I can visit and watch as many times as you need I’m very open and available for you. I have my dogs to attend to as well as yours:) I have a chain and fence for my dogs and my dogs are well trained they hardly even need any chain. I watch for any other dogs for possible interactions. I can walk yours I have a large neighborhood i with lots of space or yours as well

“Gracey is an excellent house and dog sitter! We have two senior dogs that need special care. Gracey was very attentive and followed my specific instructions making me feel at ease that our dogs were well taken care of. I recommend Gracey 100%!”
“Ms Riley Was The Best She Came and Stayed the Holiday weekend ( Fourth of July) with our Lil Yorkie Edie and she Has A New Best Friend I would definitely recommend Riley she is attentive with pets and People My neighbor came By and they even hit it off Thank you Riley for taking care of Edie like she was your own ❤️❤️”
About: Each and every animal that I come in contact with I am respectful and calm! I love every pet like it’s my own. Each dog requires different needs and I am completely understanding and will do what it takes for the animal to be the most comfortable and relaxed it can be. I am grateful for the love animals give me and I hope that I can give them that love back. Animals are part of families and I want to provide that comfort when their families are not around! I have expierence with being around all different animals since I was very young. I have been dog sitting since I was 13 years old. I have the experience you want for your loved family member. I work at a veterinary clinic so I have experience with working with all types of breeds. Being a vet assistant I am able to provide for your pet with the knowledge and confidence it takes to take care of any pet!! I work full time at a vet clinic and love to surround myself with all types of different animals! I find comfortable and peace giving people the option to have someone love their pets as my own when they are away! Any needs that your pet may need I am more than comfortable to provide. I deal with many different species and behaviors daily at my job and would love to do whatever your pets need to be comfortable.
About: Hello! I was a kennel supervisor at a daycare and boarding facility for years and have decided to branch off in hoping of having a following of my own! I am very skilled in all forms of care from medications (even insulin), special diets and just overall loving every dog I meet!! I would be available for whatever time slots you are wanting! I currently have an open schedule and should be able to accommodate your needs. I am able to come to any clients home and deliver a SAFE and KNOWLEDGABLE peace of mind. I worked with 100+ dogs a day with parents knowing I was the one overseeing their care!
About: I’ve worked with many kinds of animals, including (but not limited limited to) Dogs, Cats, Horses, Bunnies, Guinea pigs and other rodents, birds, and farm animals! I have also worked with special needs and disabled animals I’m a student and in training to be an EMT! I’m available most weekends and evenings, along with morning check-ins on weekdays! I also do overnight visits on special request. I’m an experienced animal lover and carer! Will always love on animals that want that and respect boundaries when they don’t. Experiences with crate trained behavior and basic teaching techniques.
“Kaia did a fantastic job caring for our pets and caring for our home. We had a late flight back into town, so it was a very pleasant and welcome surprise to come home to find that she tidied the house before she left, not that it was ever an expectation. She communicated with us very well and sent us photos and updates daily. Would highly recommend Kaia.”

About: I have hands-on experience caring for family pets, making sure they’re well-fed, bathed, exercised, played with, and given plenty of love and attention. I’ve also owned and personally trained my own dog, which is where my training experience comes from. While I wouldn’t consider myself a professional dog trainer, I’m comfortable reinforcing basic commands such as sit, stay, lie down, no, and off. Additionally, I’ve worked in a doggy daycare facility, where I monitored dogs and their behaviors, helped maintain a safe and fun environment, and responded quickly to any issues by assessing situations and working with staff to ensure every dog’s safety and well-being. I work Monday - Thursday from 6:30am - 2pm and Sunday 8:30am - 3pm I am able to provide constant updates and plenty of photos throughout your pet’s stay during my days off as-well as on the days that I work. I’ll follow all requested feeding schedules, take your loved one on walks, and when possible make full use of w fenced dog park when I can. I’m dedicated to making sure your pet stays active, happy, and surrounded by love and attention while you’re away! I just recently moved back in with my mother, so your pet’s safety, comfort, and well-being are always my top priority. My living space is open and uncluttered, giving pets plenty of room to relax. They’re welcome to use their own beds and toys or any toys I provide. Pets are always closely supervised, including during visits to the dog park. For added safety, the kitchen will be gated off, and bathrooms and my main bedroom.
The median cost per night for house sitting in Windham is $50
Book with peace of mind
- 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. Search
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Popular requests for house sitting - Windham
Select a filter and find qualifying sitters offering house sitting.Sitters in Windham average 3 repeat house sitting clients
FAQs for House Sitting - Windham
Frequently asked questions about Rover
The average cost for House Sitting in Windham on Rover is $28.31 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of August 2026, there are 648 sitters on Rover offering House Sitting across Windham. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Windham walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Windham maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Windham choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
Yes, you can find sitters who have experience with handling special pet needs in Windham. On Rover:
- 96% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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.





