House Sitting South Windham
Find a loving house sitter to watch over your pets and your home.
Over 87 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.
“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.”
“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!!”
“Christina was amazing with my moxie girl she updated me everyday and sent pictures…. I was so secure and happy with Christina ….. I’ll be booking with her again when I go away…. I give her 5 stars ❣️❣️❣️❣️”
“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!”
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.
“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!”
“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!”
“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”
“I would recommend Amy for your house and pet sitting needs. Amy house sat for us over a long weekend and took care of our dogs, cats, and fish. She followed our instructions and was very communicative. Everything was in order when we returned and pets were happy. Thanks, Amy!”
“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!”
“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.”
“Jade was awesome with our dog Honey Bee! She met up with us beforehand so everyone could get acquainted, which made leaving for the weekend way less stressful. She took Honeybee on two long walks a day and sent us a ton of pictures. We always knew exactly how she was doing. We’d absolutely book her again.”
“Sam was wonderful with River. She was great with communication and sent frequent updates and pictures which we appreciated immensely. Having Penney come over for play dates was a bonus. We look forward to having Sam care for River again in the future. We both felt very comfortable with her which made our vacation more enjoyable!”
“I can’t say enough great things about Alyssa! She was easy to communicate with, sweet, great with our two dogs (including a new puppy). She gave frequent and thorough updates with cute pictures. I felt completely at ease leaving her with both my house and my dogs! We would 100% have Alyssa back again :)”
About: I have been a loving dog owner since I was born and the type of person you will always find petting various animals. I have been pet sitting and dog walking since I was nearly 10 years old and love every minute of it! I currently work three long days a week at the hospital, which are different each week, which, for the most part means I’m only available for your animals on my days off. Special exceptions may be worked out during overnight stays where I have time before and after work. On the plus side, my days off are very flexible! As per your preferences and the animal’s specificities, I would make sure to keep up their daily routines as well as keep them fed, watered, clean, and happy!
“Rachael was absolutely wonderful caring for our dogs! We have a senior dog with extra needs as well as a younger, very energetic dog, and Rachael provided dependable, loving care to both. We received updates and photos while we were away, and Rachael kept us well informed with how our pups were doing. She also was very responsible in our home, and left things in even better shape than before she arrived. We would highly recommend Rachael to others, and will certainly be reaching out to her again as future dog sitting needs arise.”
“Lynne was amazing! She stayed at our house in July while we were traveling for a week. This was the first time for us to leave our puppy overnight, so needless to say, we were a bit worried about how our 13-month-old pup would do without us. Lynne immediately put both the dog and us at ease. Throughout the week, she sent us pictures and quick updates. We met up with Lynne again a few days after our trip and the dog was super happy to see her. We will definitely reach out to her again when we need somebody to watch our dog.”
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 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 for House Sitting in South Windham on Rover is $54.16 per night (as of August 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 August 2026, there are 705 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:
- 100% 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.
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