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

Over 1 pet parents in Windham have booked house sitting
Windham, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: Hi there! I have been a pet sitter since I was 14, with multi-species experience including: dogs, cats, chickens, hamsters, fish, turtles, and rabbits. I am a life long pet owner as well. I am in my 4th year of studying Animal Behavior, which feeds my interest in enrichment and proper welfare for all animals. I have experience with: • oral medication administration • pets with anxiety • grooming and nail trimming (*depends on your pet's temperament) • enrichment I am available for drop-in visits, walks, or pet-sittings. ***I do not offer boarding due to my own pet for the safety of all pets involved! I'm currently on break for the summer and have full availability during the week to stop in and take your pet for a walk or play session, or house sit for a longer period. I tend to stick to the instructions provided as to keep a normal routine for your pet. For a first time visit, I will get aquainted with your pet and offer a treat if allowed. I will send photos of your pet when I arrive and leave to offer some peace of mind. For walks, I will take your dog on a stroll around the neighborhood so they can let out some energy and use the restroom, followed by a treat after returning home. Drop-ins are similar where the pet will be taken outside for the restroom if needed and have some playtime to let out some energy. For pet sitting jobs, I tend to ask more questions about your pet to get a better understanding of their needs as well as anything else that will need taken care of such as collecting the mail, or watering plants. No matter the species, each visit will include playing, treats, and lots of pets! When entering or leaving your home, I ensure that the key is placed in the correct spot (to prevent lockouts!) after locking to keep your pet and home safe.
“This is the 3rd time we've used Lori to watch our pup, Marshall. It is so nice to be able to escape on a vacation and know that our baby will be taken care of and loved. Lori stayed at our place again and everything was in order when we returned. She even washed our sheets on the bed! She is such an incredible person, so kind and kept us updated via Rover every day. 10/10 recommend Lori to care for your pet! Thank you Lori!! <3”

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. :)

“Samm was amazing with my girls! She sent me regular updates and went out of her way to comfort one of the three who wasn’t too thrilled about being left home. She was so laid back about their routine and doing whatever it was that they liked and were used to and even went out of her way as far as doggy duties to let the cleaning lady in before she left! We will absolutely ask her to come back again and you won’t be disappointed if you have her watch your fur babies!”
“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!”

About: I have taken care of dogs since i was 12 i've dealt with all different breeds, sizes, and personalities. i'm comfortable with pretty much anything when it comes down to feeding, walking, playtime and basic care. I make sure all pets feel safe and loved while there owners are away for long periods of time. I enjoy spending time with animals and making sure they are happy, comfortable and well cared for. :) i currently work a part time job at a daycare with children while i finish up school. i'm always available on weekends and weekdays after six. When caring for your fur babies I make sure to follow simple instructions such as feeding them accordingly, refill fresh water regularly, take your fur babies out for walks and bathroom breaks, clean their cages/litter box's or any accidents they might have. I also make sure to spend time playing with them and keeping them company. Another thing i'll add in here is that i'll make sure the home is tidy and secure such as locking doors and windows and bringing in the mail if needed. :)
“Michelle did a great job with our pups! She was responsive and kept us updated on how they were doing. She was extremely respectful of our home! If it weren't for the rumpled sheets, she wouldn't have even known she was there! Highly recommend her for house sitting and any care your pups could need!”


About: I am American Red Cross certified for Cat and Dog First Aid. I’ve taken care of all kinds of dogs for a little over 10 years, though have grown up with pets in the house for my entire life. I have experience with pets little and big, young and old, as well as a range of personalities and energy levels. I have provided care to dogs belonging to family, friends, neighbors, and even teachers and I have loved each pet as if it were my own. I have experience administering different medications including allergy meds, pills, and joint supplements. I’m currently working part-time so I have plenty of time to care for pets. I am available for walks during the day as well as overnight stays. I do not offer pet care in my home, while I do have pets of my own they do not do well with new animals so in interest of keeping both my pets and yours happy and safe I only offer services through the client’s home. The care I provide for pets inside of the client’s home will be a combination of the instructions provided by the client so that I can provide the pets with their unique routines and my unconditional love and respect for their boundaries and needs. I love taking pets on walks, easing their stress, giving them lots of belly rubs, and making sure they eat all of their food and drink plenty of water!

“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!”


“Andrew was incredibly thorough and professional. He offered meet and greets and sent lots of pictures. Our dogs were completely at ease and we will definitely use him again in the future.”

“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 ❤️❤️”

“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%!”
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
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 absolutely love animals and caring for them! I grew up with 2 dogs and now have 2 cats a dog and an African Grey bird. I’ve been dog sitting for years. I take pride in giving pups the best vacation of their little lives🥰 During the summer I have a very open schedule which makes it easy for me to dog sit or dog walk anytime of the day. I do go on vacation a couple times but usually not for very long, I also have a part-time job at the moment which helps for a flexible schedule to help people and their pets! I am very attentive and loving towards my pets and others I have had in my care. I love being outside and playing with dogs, as well as being responsible for their needs and what the pet owner expects of me.
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 $22.5 per night (as of July 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 July 2026, there are 653 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.





