House Sitting South Windham
Find a loving house sitter to watch over your pets and your home.
Over 86 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.
“Sara was awesome! She was fabulous with our reactive rescue pup. We got lots of pics and great communication. Our house seemed cleaner than when we left! We will book her again for sure!! Thank you!”
“Meghan was wonderful with Mookie, I felt very comfortable with her staying at the house. She always kept me updated with photos and texts everyday. She was very responsible and I would recommend her to anyone looking for a dog sitter. Thank You”
“Emma is fantastic! She was so warm and friendly and great with our two dogs and cat. She made our anxious dog feel safe and comfortable while we were away. Emma is very communicative and sent us photos during our trip. We can’t recommend her enough!”
“Elizabeth is the absolute best and I would recommend her to anyone!! She left the animals and the house in tip top shape, we are so grateful and hope to have her again.”
“Once again I was relieved and felt confident that my dog Walter was in good hands while I was away on vacation. Walter can be anxious with different people, but Amanda knows how to handle him. I definitely plan to use Amanda's services again in the future.”
“Sergey was terrific! He came by to meet our dog before the pet sitting appointment and was very patient and caring. He was on time and dependable. If we visit Portland again we will definitely ask for him to pet sit our dog again.”
“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!”
“Christina was fantastic. She was responsive, reliable, and so kind with my pets. She handled my high-maintenance cat’s quirky feeding needs with patience, and even my dog absolutely loved her. Highly recommend!”
About: I have 10+ years of experience working in the pet-care industry. I have worked both full time and part time as a pet sitter/dog walker. I have familiarity with a large number of breeds and personalities. It doesn't matter if you have multiple animals in your home needing care, or just one. I am currently full time for pet sitting and/or dog walking and available days or nights, including weekends. Mornings, midday, evening, and late night. I will meet with you prior to caring for your pets to go over their routine and care so we are able to keep the same schedule while you are away. The goal is limit stress for both you and your pet during the separation.
“Celine was a very gracious sitter, taking her time with our pets and giving them the patience they needed while we were out of town. It was our first time having someone sit over and she's set the bar extremely high! Thank you again, Celine!”
“Sarah helped us out at the last minute and was amazing!!! We got updates and our animals were well cared for and happy campers when we got home!!! The house was well taken care of too!! We will definitely have her stay with our fur babies again!!! Highly recommend!!!”
“Emily took wonderful care of our Fiona, providing plenty of updates to us while out of town and ensuring Fi kept the schedule that makes her most comfortable, including plenty of yard time, play, snuggles and naps. We’re so glad to have connected with Emily and will definitely reach out for future sitting!”
“Kayla is amazing! She did such a great job taking care of my stubborn dog and was very respectful of my home while staying there! She sent lots of pictures and updates and did great with his heath issues! I would recommend Kayla for anyone looking for a trusting companion for their pets. I hope Kayla will be available for Bronx’s needs in the future because I would book her again in a heartbeat!”
“Brett was wonderful watching our girl Layla for 5 days at our house. We appreciated her daily updates that kept us in the loop and we loved the cute pics she sent. The house was left just as we left it when we came back.”
“I highly recommend John! He asked questions to clarify my dogs needs, sent regular updates and even shared photos. His attentiveness allowed me to enjoy my few days out of town without worrying about my 2 senior dogs.”
“Rachael was loved immediately by my pup! She helped me in a pinch last minute when I needed overnight care. She is kind, punctual, sent me updates & stayed in touch. It’s really nice to not have to reach out about your pet, and to already have updates and photos when you check your phone!!! Delilah and I look forward to working with you again. 😊”
About: Animals have always been the center of my world, from growing up with pets to pet-sitting countless dogs and cats across NYC. My two cats, August and Ivy, are the absolute loves of my life - My goal is simple: to provide your beloved pets with the exact same high standard of care, safety, and affection that my own two companions receive at home. I work in the office 3 days a week, but I have an hour for lunch and live only 7 min from my office. If close enough I will be able to check in midday as well as morning and after work. I have a fenced yard, though my cats are indoor only I have taken care of my neighbors dogs and enjoy playing fletch for round after round after round. I am organized and will have notes based on what you need for each drop in, will supply pictures, be there on time and stay the whole time. Having used rover myself I know how integral these things are!
“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!”
The median cost per night for house sitting in South Windham is $70
Pet parents share their Rover experiences - South Windham
Christina stayed in our home with our nervous and anxious dog for about 5 days and made us feel comfortable with check-ins and pictures. Christina is kind and you can tell she really loves your pet as though they were hers. We were flying home and Christina stayed with our dog a hour longer than we asked, so she didn’t have to be alone for too long. So kind! Christina left our house in great condition, you wouldn’t even know she had been there. I would have Christina pet sit again and highly recommend her!
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 near you
Select a filter and find qualifying South Windham sitters!Sitters in South Windham average 4 repeat house sitting clients
FAQs for House Sitting - South Windham
Frequently asked questions about Rover
The average cost for House Sitting in South Windham on Rover is $52.49 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 703 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 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 South Windham. On Rover:
- 98% of sitters can help with special care needs
- 96% 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.
Connect anywhere with the Rover app
