House Sitting South Windham
Find a loving house sitter to watch over your pets and your home.
Over 20 pet parents in South Windham have booked house sitting
South 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.
“Orion and Alex took great care of our two dogs, cat, and house while we were on vacation for eight nights. They sent updates and photos and were great communicators. I highly recommend them!”
About: I am a trained and certified k9 trainer with experience in basic and advanced obedience, behavior modification, odor tracking and an affinity for stray dogs. My partner is a chef who shares that affinity and we have a 4 yo little human whose almost as obsessed. Retired vet in school but my schedule is flexible so I can around most things. My partner is also available for pick up and drop offs if im not. I have multiple sized indoor and outdoor kennels and playpens for your pup, along with dog runs, my property is fenced in on most sides. All dogs are put on a run unless specifically trained by me. Also offer way too many pics for your Instagram. I do training on the property as well so there are areas best suited for that.
About: Hello! I’ve been caring for animals for many years and have experience with both cats and dogs. I currently have two cats, and I also had a wonderful dog named Morgan, so I understand that every pet has their own personality, routine, and needs. I’m patient, reliable, and happy to adapt to whatever makes you and your pet feel most comfortable. If you’d like me to meet your pet before the booking, I’m more than happy to do so. If your pet prefers a calm environment, extra playtime, a specific routine, or simply someone to keep them company, I’ll gladly follow your instructions. I understand how important it is to maintain their normal routine while you’re away. Your pet’s safety, comfort, and happiness are my top priorities. I’ll treat them like they’re part of my own family and keep you updated with photos and messages so you can have peace of mind while you’re away. I’m available for morning, afternoon, and evening visits, including weekends. Feel free to reach out, and I’ll do my best to accommodate your preferred schedule. Your pet’s safety, comfort, and well-being are my top priorities! During every visit, I’ll carefully follow your care instructions, including feeding, providing fresh water, cleaning the litter box (for cats) or picking up after walks (for dogs), playtime, administering medications (if needed and with clear instructions), and maintaining any special routines. I’ll always respect your home, keep doors and windows secure, and make sure your pet is safe and comfortable before I leave. I’m also happy to schedule a meet-and-greet beforehand so your pet can get to know me and we can go over their routine in detail. I’ll send regular photo and message updates so you can have peace of mind while you’re away.
“If I could give 10 stars I would! Elizabeth is absolutely amazing with pets and I highly recommend having her care for your pets. She was so engaging with all of my animals and sent pictures and updates, she’s incredibly kind and genuinely cares for your animals. She even came another time for me when I asked last minute and she was more than helpful to us. I am very grateful I found her and her services and will be using her again. Thank you so much Elizabeth!!!! ~Alyssa, Ben, Lili, Max and Lana <3”
“Shannon was fantastic and so caring with our golden retriever. She was easy to communicate with and provided regular updates and pictures while we were away. I wouldn’t hesitate to have Shannon care for our dog again.”
About: I'm currently the behavior manager for our dog team at Our Companions Animal Rescue. I work at our sanctuary where I manage a team of competent handlers and I work with reactive/aggressive dogs. I'm currently working on getting my CPDT. If you hire me, I promise your canine companion will receive the care, compassion, patience, and attention they deserve. I'm generally always free Sundays and Mondays. I do work full-time Tuesday to Saturday, so my availability is somewhat limited. I can provide my dog walking/activity assistance after 4pm on those work days, except Fridays. Due to my long history and experience working with dogs, I have the ability to read dogs very well to detect if they are anxious, fearful, or uncomfortable. My goal is to make sure your dog gets exactly what they need, whether it's a certain activity they enjoy, training they need, or a certain destination they love for their outdoor time. Positive reinforcement is the name of the game.
“We were in a bind with a last minute cancellation and Becky was able to accommodate our request. She is quick to respond and is very attentive. She was patient with my pups as they warmed up to her and I'm pretty sure they have a new best friend. I highly recommend.”
“Trish was great with our three (kind of high maintenance) cats. They loved her immediately! She took good care of them and our house while we were out of town. We are so grateful that our cats loved her so much!”
About: I’ve cared for dogs and cats of all ages, from energetic puppies to gentle seniors and I treat every pet like my own. I’m reliable, patient, and always focused on keeping pets comfortable. With experience in walks, feeding routines, medication support, and giving plenty of affection, I make sure every pet feels at home while you’re away. I am currently home from college so I’m pretty much free all week days! But I will do my best to always be there for your pet! I have four dogs at home and very confident that I will be able to take care of yours. My animals are very loved and social because of our loving atmosphere.
“Annie was so wonderful with Sunny -- giving lots of love and keeping us up-to-date with photos and messages. It was our first time away from Sunny and Annie made it easy. Thank you!!!”
“Katherine was great with our 2 dogs and our cat. She even got our rambunctious pups to walk on leash together, something we still struggle with. We will definitely be booking with her in the future!”
“Cierra was a great sitter for our three high energy (and relatively high anxiety) dogs. Cierra sent regular photos and came prepared for the meet and greet and dealt well with some of our dogs who sometimes have problems meeting with new people. We would absolutely use Cierra again!”
About: I have taken care of multiple types of animals including domesticated animals, agriculture/farm animals, and aquatic animals. I Have also housesit for friends and clients. I am currently working a full-time time job, I work in the medical industry making health and care #1 priority. I am available after 2:30 PM to 5:30 AM. I have a fenced in yard, no other animals or pets in the environment. Parks nearby for walking and play. Animal Emergency services right down the road.
“Katrin in awesome! Our shy/nervous dog always has a great time when she watches him. She is also super flexible and has helped watch Max on multiple holidays and last minute for us. We absolutely recommend her!!”
“We really appreciate the good care from Faith for our pup Theo. She was prompt in responding, always conscientious, and everything went very smoothly while we were out of town.”
About: Hi I'm Irina😊 Animals are my pride and joy. I've grown up around them all my life. From rescuing & raising baby squirrels, to helping train with my friends dogs. I have extensive experience petsitting, and years of professional and volunteer experience working with animals as well. Including local volunteer work at Homeward Bound. I’ve personally rescaled over 6 cats in the past 10 years, as well as fostering a cat currently. I have gained experience working with barn animals including horses, goats, and chickens. My heart holds tons of love for puppies and kittens, as well as elderly dogs and cats. I have experience administering medication , and some grooming knowledge although I am not trained professionally. I am extremely versatile and will provide you with the best care for your furry loved ones. I'm also big on leaving spaces as clean as when I came in, so you can rest assured that your home and pets will be loved and safe while you're away.✨🐾 I am currently a freelance model so I have an open schedule, I myself have 3 cats and am fostering a 4th. So my house is full but I can travel for jobs freely. I have a pretty open backyard but no fence in the front, only a tree blocking the road. I am on a main road in between two restaurants. I can pet sit smalll dogs varying in situation on my property.
The median cost per night for house sitting in South Windham is $60
Pet parents share their Rover experiences - South Windham
Tiffany is an AMAZING pet sitter! She goes above in beyond in every category, treats your pets as her own, and is great about checking in with photos and texts to make you feel at ease while away. 100% will be using her services again and would recommend her for ANY pet care services you could possibly need! Tiffany, if you’re reading this, you are a true gem of a human being💕
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.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - South Windham
Select a filter and find qualifying sitters offering house sitting.Sitters in South Windham average 3 repeat house sitting clients
FAQs for House Sitting - South Windham
Frequently asked questions about Rover
The average cost of House Sitting in South Windham is $56 per night as of October 2026. Most bookings cost between $27 and $56 per night. 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 October 2026, there are 1,115 sitters on Rover offering House Sitting across South 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 South 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 South 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.
<b>Tip:</b> 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 South 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 , 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 .
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 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 .
sitters on Rover set their own , 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.
Yes, you can find sitters who have experience with handling special pet needs in South Windham. On Rover:
- 91% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 97% 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.
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