House Sitting South Windham
Find a loving house sitter to watch over your pets and your home.
Over 75 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.
“Renee was great, checking in with questions when needed. One of my dogs is more needy and she let me know so I could offer suggestions. I've invited her to come back and she said yes, so that's a good sign!”
“Amanda is amazing! She took great care of our pups and sent the cutest pics. She left our house spotless and I just can’t thank her enough for the affection and extra attention she gave our 2 boys. We would definitely use her again and again. Thank you so much, Amanda!!”
“Amy was amazing!! Sent so many pictures and had such good communication the entire time I was away. I know Poppy was so loved! Oh, and she was a great guest at my place, left it so clean and put together! Thank you Amy!!”
“Sydney is both very personable and professional. She bonded quickly with our dog and understood all of her care needs. We received daily photos at various times as well as text updates. We will be repeat clients and can't recommend her enough!”
About: I grew up on a farm, so I've had experience with a variety of animals, especially dogs! My family has always had at least one dog, all with varying sizes. I've endured it all from the ankle biters, the sweetest pitbulls and border collies, to the greatest of the danes. I'm currently a college student, so my evenings and weekends are free! Being stuck in a classroom gives me the fuel I need to go on a walk with your dog or experience (safe) zoomies with your cat. Summer time is usually great because it means more time outdoors for all of us! I'm currently unable to house your pets, but I can be with them in their favorite place- whether that be your home or on a walk!
About: I’ve owned dogs my entire life and have experienced doggy daycare work, dog parks, and previous dog/house sitting opportunities with success and flexibility! I’m currently a student with a class schedule and a part-time job! I miss spending my time with animals and would love to care for some; I rely on public transport but can always figure out anything! I can easily care for animals in the home following playtime, walks, crates, cuddles, activities, hygiene, and more! Dogs and kitties are my favorite animals :)
“Cade exceeded our expectations with her extra care and attention for our home, dog and cat. She even sent pictures! I felt very assured that our fur babies were in excellent hands while we were out of town.”
“Jessica was punctual and easy to communicate with (before and during), sharing pics of our dogs almost immediately to reassure us that all was well. Jessica was also very attentive to our dogs' individual needs, including separation anxiety and caution towards new people. Thank you!”
About: I have no other commitments to keep me from this and I love animals.... whether walking around your neighborhood or whatever else the fur-baby needs I am currently between jobs so Ill have plenty of time to walk your dog, take care of your pet, whatever they need, I am here to help. I do not currently have a dog (I have a cat) but if I did, there is a pet park here at my apt complex
“Nishat did an amazing job watching our dog, Max! She was extremely communicative and sent us tons of adorable pictures. And she left our apartment way cleaner than she found it!”
“Marissa was fantastic! I will definitely use her again! My girls fell in love with her, and one likes to test people to see if she can gain control and run the house. Marissa was firm in who was in control, but loving to jot hurt feelings. She provided regular updates and together we got through some tummy issues to make it where I got back home. The house kitties, who were not part of her duties other than to accept snuggles, adored her as well. At one point she was surrounded by 2 dogs and 2 kitties touching her at once! When we got back, as excited as my dogs were to see me, they also looked around me to see if Marissa was there. My animals tell me all I need to know about a person, abd they adore her. Your pets will too!”
“Mae totally put our little weirdo right at ease, he loved her. She was so responsive and kind and accommodating to our weird situation! Can't wait to book her again.”
“Kaden took wonderful care of our dogs and our home. The dogs were happy At the meet and greet meeting Kaden asked questions that would help him to best care for our pups and be respectful of our home. We will definitely ask him to care for them again!”
“Miranda took the best care of our two dogs! We needed someone literally the day before a trip and thank goodness Miranda was available! She put our mind at ease while we were out of town knowing our dogs would be cared for at the highest level. She was very communicative sending texts and photos/videos several times a day which we loved! We can’t recommend her enough!”
About: I’ve been dog-sitting for families in Portland on and off for the past two years, along with caring for dogs in my own family. Through these experiences, I’ve cared for dogs of all sizes and ages, from playful puppies and energetic younger dogs to senior dogs who need extra patience, gentleness, and care. I’m attentive, loving, and gentle, with a strong ability to read dogs’ cues and recognize what they need to feel comfortable and happy. I understand that younger dogs may need plenty of activity and playtime, while older dogs often benefit from a calm, patient sitter who moves at their pace and provides a warm, reassuring presence. Every pet and family has their own routines, preferences, and expectations. I’m committed to following your instructions carefully and caring for your dog the way you would, so they feel safe, loved, and right at home! I work remotely from 9–5 Monday through Friday, so I’m available every evening and on weekends for pet care. Since I work from home, I’m also happy to provide longer daytime stays or overnight care, as long as I’m able to work from your home. My flexible schedule allows me to give pets plenty of attention, companionship, and care throughout the day. I prioritize safety, comfort, and clear communication for every pet in my care. Before a booking, I like to learn about each pet’s routine, personality, dietary needs, medications, exercise preferences, and any potential concerns. I follow the pet parent’s instructions carefully and keep a close eye on pets so I can respond quickly if anything seems unusual. In a client’s home, I treat the space with the same care and respect I would my own. I keep doors, gates, and other escape routes secure, maintain a clean environment, and make sure pets have access to fresh water, food, and a comfortable place to rest. I’m also happy to provide regular updates and photos so pet parents can feel confident while they’re away!
About: I have been looking after pets my entire life. Growing up, I had 3 dogs, 2 cats and a Guinea pig so I understand the care and attention all animals require. I am currently a student who also works part time but am looking to do Rover in order to stay active while doing something I love. My home in Scarborough has a very big yard that is fenced off but also very close to the beach, which is perfect for dogs. Size of animal does not matter as I have working with all shapes and sizes.
“Kelly is a true gem! We are new to Rover so we had no experience and did not know what to expect. We could sense Kelly's genuineness and caring demeanor at our first meet and greet. Monroe was so well cared for while we were away for 5 days! Kelly went above and beyond in so many ways. Thank you for giving us this gift of time away with no worries about our little old Yorkie.”
About: All Paws Welcome! I have been taking care of all dogs and cats since a very young age. I grew up helping out with my aunts pet sitting business. I have a year of experience in starting my own business and am trying to build. I am available for pop in visits, dog walks and overnight home care for any needs your pet may have. Down the road I plan to be offering play groups as well I am available Thurs- Saturday from 8am - 5 pm for any pet care needs you may have. I also have a part time job that is secondary Mon-Wed. I do not offer overnight stays at my home currently. I always approach my home care with comfort and care. I have a friendly corgi that can keep your dog company but I of course know every dog is different and I always want them to feel relaxed and cozy in their environment.
About: I have had dogs most of my life so I can perform any task wanted when it comes to pet care. Just ask! As of right now I only have one chocolate lab and a black cat. We lost one and had to give our Newfoundland away. My extended family also has dogs. Between the three families we have 12 dogs, so my life basically revolves around dogs lol. They just make me happy! There’s something special about a dog and their love for their humans and everyone they meet. “If you look hard enough and long enough into the dog’s filmy black eyes, you’d swear he was thinking wise thoughts” by Khaled Hosseini. Now I’d like that thank you for trusting me with your dog! I currently work part time and have an internship part time, so I am busy Monday through Friday from 8 AM to 5 PM but am more than happy to do afternoon, and nighttime walks and dropping visits I will always follow your instructions, and I’m not afraid to ask questions if I am confused or need more information. I will provide so much love and attention.
The median cost per night for house sitting in South Windham is $70
Pet parents share their Rover experiences - South Windham
We had a wonderful experience with Christina! She took great care of our puppy, kept us updated throughout her stay, and helped ease our puppies anxiety. It gave us so much peace of mind knowing our puppy was in such good hands. We would absolutely recommend her!
Words cannot express how thankful we are to Christina for taking such wonderful care of our Lucy while we were away. From the moment we met her, we knew Lucy was in the very best hands—and she quickly became an official part of Lucy’s pack! 🐾❤️ Christina went above and beyond in every possible way. She was loving, attentive, dependable, and treated Lucy as if she were her own. She kept us updated while we were away, which gave us such peace of mind and allowed us to truly enjoy our trip knowing our girl was happy, safe, and so well cared for. It takes someone very special to leave a lasting impression on both a dog and their humans, and Christina absolutely did that. Lucy clearly adored her, and we can’t thank her enough for all the love and attention she gave our girl. Thank you, Christina!!!🩷
Sara always provides peace of mind when we travel. So much so that we already have her booked for our next trip. She is a bona fide "cat whisperer" who our middle aged Miss Puss seems to enjoy ... and she is a bit of a neurotic beast so that is saying something. Our family (Miss Puss and all) highly recommend Sara if you need someone to care for your feline while you are away from home.
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 4 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 $59 per night as of October 2026. Most bookings cost between $37 and $83 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 659 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.
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 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
- 95% 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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