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.
“Ashley was great with Gus and Chloe, she was very communicative throughout the week and was flexible on a time adjust. I even heard from our neighbor she was very attentive to Gus and did a lot of outdoor playing. Would request Ashley again when needed.”
“Emma was lovely, and Lucca warmed right up to her. She was responsive and I appreciated all the pictures she sent. She left my house spotless, too, which was very nice to come home to.”
“Sergey stayed at my house for a long weekend with my 5-month-old pup. He was very responsive and responsible, and my dog loved him! He alerted me about a small medical problem during my absence and updated me the next day. I wouldn't hesitate to ask him to care for Archie again.”
About: Hii!! I’m a patient, caring sitter with 3 years of experience of caring for dogs and cats of all sizes and ages. I’m skilled at giving medications, calming anxious pets, and provided the attention your furry baby needs. I’m happy to send frequent updates to keep you at ease, treating your pet with all the love and care they deserve. I am currently looking for some time to spend with pets when I am not working. I have a passion to be with animals and it brightens my day to help someone and spend time with a cute furry pet. I love to be active and create an environment that the pets can thrive and be loved. I have free time throughout the week to tend to their needs and get them out of the house or play with them to get their jitters out. For dogs, I love to play with them and go for walks or runs so they can go explore. For cats, I make sure their environment is clean and give them constant snuggles and comfort.
“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!!”
“We LOVED working with Christina! She gave us reassurance during our meet + greet that she was going to be a perfect match for our pups and she certainly went above and beyond! We came home from our trip to happy, well fed and well loved pups. :-) Christina provided many picture updates and feedback on how the pups were doing throughout her stay. Most certainly will be asking her to house sit again in the future!”
“Alyssa was wonderful! She took such great care of Boozie and was incredibly caring, attentive, and detail-oriented. She gave us complete peace of mind while we were away. We would absolutely use Alyssa again an highly recommend her to anyone looking for someone they can trust with their pets!”
“100/10 recommend Sydney. Did not worry one bit about my pets for my whole trip — received frequent updates without asking which I super appreciated. My shy girl warmed up to her instantly which says it all to me! So happy with my choice in a sitter and will book again :)”
“Amy is amazing! We have 2 Brussels Griffons (and if you know that breed, you know they don’t leave your side and know that they get a little depressed when you leave them). She not only didn’’t leave their side but showed so much love! She is now Auntie Amy to us! :)”
“Meghan did an amazing job with my pup! She kept me updated on how everything was going during the week, and took great care of Coda. I’ll absolutely be reaching out to Meghan for future trips!”
“Emily did an exceptional job doing an in house stay with our fur pack. They each have their own unique personalities and can be a bit of a handful, but she treated each one with love and attention to meet their needs. They warmed up to her quickly and we could tell when we came home that while they missed us, they had not been stressed with a new person taking care of them. This is a huge win. Emily left the house spotless and we couldn't have asked for a better person to watch our home and fur family while we were away. We recommend Emily to anyone who wants their animals to be loved on and taken care of and to have their home respected and well watched.”
“Katie was fantastic! This was our cat's first time being alone in the house with out us since the start of the pandemic and Katie was wonderful at keeping her company and providing us peace of mind! We got lots of cute pictures daily as well :) I would absolutely recommend her!!!”
“Colby provided excellent care for our two dogs! He was easy to chat with ahead of our trip and communicative while we were away - we appreciated getting updates. Colby was tasked with administering medication to our younger dog and he did so reliably. Pups were happy when we returned and had clearly received good care. We will certainly hire Colby again!”
“Jordyn is the friendliest, most reliable, dog-loving, tidiest, amazing dog sitter! She handled my two large rescue mutts with ease and joy. A truly delightful experience!”
“Nishat was very accommodating considering we kept on changing the plan for the time we were leaving the day she was coming. She always takes great care of our animals!”
“Emily was great with our 3 dogs, fish, and bearded dragon while we were away for two weeks! I felt at ease the entirety of our trip with her watching our animals. She kept us updated with pictures and was available if we needed to contact her. I wouldn't hesitate to book with her again”
“Abigail did an awesome job watching Finn for us- arrived when expected, and followed all the care instructions we discussed. We appreciate it so much! Even the neighbors told us how good she was with Finn and that he loved being with her. We Will definitely be a repeat customer!”
About: I grew up with dogs in my family. I have learned from my parents how to responsibly care for our dogs and that experience taught me a lot. I have two lovely dogs, Daisy, a golden retriever and Gordie, a Maltese mix from a rescue shelter. I also have two rescue kitties, short-haired Izzy and long-haired Fred. Am an active volunteer at the Animal Refuge League of Greater Portland for over two years now and loving it. I have done kennel cleaning, walking, bathing and spending quiet doggies time for rest and relaxation. As member of a team, our input is appreciated and valued. Spending time with my pets is relaxing and we enjoy exploring new and familiar places. As an added bonus, the benefit that I get by being with them is priceless. Even though I have a full time job, I still find time to do what I love to do. It is also my way of exercise. I make sure that the pet or pets is/are secured, safe and happy while under my care and also taking into account the owner's/owners' instructions.
About: I've always had a dog throughout my entire life. At this current moment, I have 28 pets which include 1 dog, 1 bunny, 1 goat, 2 goats, and 23 chickens. During some weeks throughout the year, I take of my neighbors' pigs and ducks An extremely ambitious individual who absolutely adores pets. I grew up on a farm with multiple animals. I have a massive dog named Benny who is full of energy. I was a college runner at Hofstra and can take on dogs of all sizes. I can take of your pet(s) walking needs and nutritional needs. If needed I can stay overnight with your pet to make sure he gets all of his bathroom breaks, water, and food!!
The median cost per night for house sitting in South Windham is $70
Pet parents share their Rover experiences - South Windham
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!!!🩷
Jocelyn provided excellent care for our goldendoodle, Ziggy, while staying at our house for several nights. She provided him with daily walks and adventures, kept up with his medicine, and left our house very clean and tidy. She also provided regular updates and photos. I highly recommend her for your pet sitting needs!
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
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 on Rover is $59 per night as of October 2026. Most bookings cost between $37 and $83 per night. 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 671 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 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 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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:
- 100% of sitters can help with special care needs
- 98% 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.
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