House Sitting in South Windham
Find a loving house sitter to watch over your pets and your home.
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Top rated South Windham house sitters
“Amy is always an incredible sitter. No matter what happens I know I can trust Amy to take very good care of my pet. Would highly recommend her to anyone seeking house sitting or dog walking services”
“Jeanelle took great care of our girl Gretchen while we were out of town for a few days. Very communicative with us and attentive to our pup. Highly recommend!”
“Sara did a wonderful job caring for our fur kids. Our dogs are elderly and she was able to administer all of their required medications and feeding needs. She kept the house spotless. She is a top notch communicator and provided several photos and updates on our dogs’ activities. We are truly thankful for her help and flexibility, especially given our request was last minute. We highly recommend her! Thanks Sara!!”
“Ayreal was thorough, attentive, communicated at every step and kept in touch throughout the whole process. She sent photos and updates and made sure all our fur babies were well taken care of. She was very patient with our female cat who is usually the less social one and also took great care of our house and plants as well! We would definitely work with Ayreal again, a trustworthy sitter all around.”
“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. 😊”
“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!”
“Madeleine was a wonderful sitter for my little pup! Rusty really liked her right from their first meeting. She stayed at my house which was perfect because Rusty is used to someone being home all the time. When I returned, the house was exactly the way I left it. I would highly recommend Madeleine for per/house sitting!”
“Elizabeth did an incredible job taking care of my large (very special) dog, Bonito. He has some reactivity and can be a bit of a tough but to crack and he immediately felt at home with her. I cannot recommend her services highly enough!”
“Jamie was a fantastic sitter for my dog Oscar. She will be my go to from this point forward. She was communicative from the point of inquiry through until the end of the booking. She sent regular updates with photos and was happy to respond to any inquiries in between updates. She was respectful of our home and I came back to a well exercised and relaxed pup! It is difficult to trust someone with your animal but Jamie definitely has both mine and Oscars! We can't wait to use her services again!”
“Stephanie was very responsive to any questions, and best of all the animals were all very calm when we got home. They usually are overly excited when we return from a trip so this was a relief. We feel she did a great job of looking after our 2 cats and dog.”
About: I have been around animals my entire life. I grew up in Alaska raising ducks, chickens, rabbits…even a ferret! I’ve always had dogs and a cats. I currently live with a senior pup and a young cat. We have several backyard chickens too! I worked as a professional dog walker/pet sitter for a number of years in Connecticut. I’m used to being outside rain or shine. I also know the importance of being able to adapt to each pets’ individual needs including special diets or medication. I work from home with a lot of flexibility so with proper planning and coordination I can be there to meet you and your furry friends’ needs. I have a fenced yard and a dog who doesn’t mind the company of other well socialized animals. We do have a cat and small child so please consider that before booking. If staying at your home, I will treat it just as my own with respect and consideration for you and your family and your privacy.
About: I've had animals my whole life. I have house sat my friends and family's pets for years while they go on vacation. In my spare time I work with the animals at the Animal Refuge League both dogs and cats. They have provided different types of training for both cat and canine care. I work from home so I am able to house sit and still continue working. This allows me to be with youe pets as often as possible during your time away. I do not care for pets in my home since I have a cat and a dog myself. (They get watched by my roommate while I'm away)
“Meghan stayed at our house during our vacation and was great with our older, anxious dog. We left a long list of detailed notes and she carried out everything task we asked, including giving med to Paco and filling birdfeeders. We came home to a clean house (always appreciated). I highly recommend Meghan and hope we can have her return in the future.”
About: I’ve been caring for animals most of my life. I grew up with a dog and a rabbit, and I’m now a proud dog mom to two wonderful pups, Mola and Edwin. I understand how much love and attention pets need because I give it every day! I also regularly dog sit and walk for friends and family, so I’m comfortable with different personalities and routines. Whether it’s playtime, feeding, or simply making your pet feel safe and loved, I’m here to help. I work full-time Monday through Friday from 7:30 AM to 3:30 PM, but I’m available for late afternoon, and evening visits during the week. I’m also open and flexible on weekends for walks, drop-ins, and overnight stays. If you’re looking for someone dependable outside of standard work hours, I’m happy to help! Your pet’s safety and comfort are my top priorities. While I don’t offer boarding in my home, I’m committed to providing reliable care in your pet’s familiar environment or through drop-ins and walks. I always follow your instructions carefully and treat every pet with the same love and attention I give my own dogs. You can trust that your furry friend will be safe, respected, and well-cared-for every step of the way.
“Mae stayed with our two pups for a long weekend and it was perfect. She sent daily updates, was communicative and our girls were happy and relaxed when we got home. We will definitely use Mae again!!”
“Christina is the very best !!!! This is her third time with my moxie girl ❣️❣️❣️I feel my moxie girl is hanging with her second mumma… I got pictures and a update everyday… Rover is so lucky to have her as a Dog sitter …. I recommend her 110% any family would be lucky her to have her …. My next trip i’ll be booking Christina again …. 🐶🐶🐶💞💞💞”
Loving house sitters in your neighborhood
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Amy Y.Star Sitter
“Amy is always an incredible sitter. No matter what happens I know I can trust Amy to take very good care of my pet. Would highly recommend her to anyone seeking house sitting or dog walking services”
Jeanelle D.Star Sitter
“Jeanelle took great care of our girl Gretchen while we were out of town for a few days. Very communicative with us and attentive to our pup. Highly recommend!”
Sara K.Star Sitter
“Sara did a wonderful job caring for our fur kids. Our dogs are elderly and she was able to administer all of their required medications and feeding needs. She kept the house spotless. She is a top notch communicator and provided several photos and updates on our dogs’ activities. We are truly thankful for her help and flexibility, especially given our request was last minute. We highly recommend her! Thanks Sara!!”
Ayreal Z.Star Sitter
“Ayreal was thorough, attentive, communicated at every step and kept in touch throughout the whole process. She sent photos and updates and made sure all our fur babies were well taken care of. She was very patient with our female cat who is usually the less social one and also took great care of our house and plants as well! We would definitely work with Ayreal again, a trustworthy sitter all around.”
Rachael G.
Star Sitter
“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. 😊”
Viva L.Star Sitter
“We love having Viva watch our dog, Gretchen! She is so good with our pup and sends lots of pictures and updates. Couldn’t ask for a better sitter!”
Nishat R.Star Sitter
“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!”
Madeleine L.Star Sitter
“Madeleine was a wonderful sitter for my little pup! Rusty really liked her right from their first meeting. She stayed at my house which was perfect because Rusty is used to someone being home all the time. When I returned, the house was exactly the way I left it. I would highly recommend Madeleine for per/house sitting!”
Elizabeth M.
“Elizabeth did an incredible job taking care of my large (very special) dog, Bonito. He has some reactivity and can be a bit of a tough but to crack and he immediately felt at home with her. I cannot recommend her services highly enough!”
Jamie B.
“Jamie was a fantastic sitter for my dog Oscar. She will be my go to from this point forward. She was communicative from the point of inquiry through until the end of the booking. She sent regular updates with photos and was happy to respond to any inquiries in between updates. She was respectful of our home and I came back to a well exercised and relaxed pup! It is difficult to trust someone with your animal but Jamie definitely has both mine and Oscars! We can't wait to use her services again!”
Stephanie J.
“Stephanie was very responsive to any questions, and best of all the animals were all very calm when we got home. They usually are overly excited when we return from a trip so this was a relief. We feel she did a great job of looking after our 2 cats and dog.”
Emily J.
“Emily has been wonderful with my three small dogs—one senior and two energetic puppies. She's reliable, patient, and I really appreciate the pics and updates after each walk!”
Molly E.
“Molly did an excellent job watching Odin while we were away! She was very communicative and responded promptly when we sent texts. I would highly recommend her!”
Amanda C.
“Amanda is such a safe caring person. She has taken care of my dog many times before and my dog always comes back super happy. Amanda volunteers at one of our local pet shelters to help out the cats and dogs so they can be taken care of. Amanda is very detail oriented and will always report if she notices any difference in the behavior of dog too. She wants what is best for any animal.”
Meghan M.
“Meghan stayed at our house during our vacation and was great with our older, anxious dog. We left a long list of detailed notes and she carried out everything task we asked, including giving med to Paco and filling birdfeeders. We came home to a clean house (always appreciated). I highly recommend Meghan and hope we can have her return in the future.”
Samuel L.
“Sam was great with our 2 whippets, which can be a handful. We booked Sam on short notice due to a funeral and he was very accommodating. I would recommend him for sure!”
Lindsey D.
“I highly recommend Lindsey as a pet sitter—she is responsible, caring, and such an animal lover. Lindsey has cared for pets of her own (dogs, cats, bunnies, hamsters, fish), as well as her friends’, family’s, and coworkers’ pets. Animals naturally gravitate toward her because of her gentle nature and they can sense that she has a kind soul. Your pet(s) will be in good hands with Lindsey and they will appreciate the extra love and playtime while they wait for you to come home!”
Nicole S.
“Conciencious. Reliable. Trustworthy. Pellet fell in love with her. I enjoyed a vacation. Perfect.”
Maegan V.Star Sitter
“Mae stayed with our two pups for a long weekend and it was perfect. She sent daily updates, was communicative and our girls were happy and relaxed when we got home. We will definitely use Mae again!!”
Christina R.Star Sitter
“Christina is the very best !!!! This is her third time with my moxie girl ❣️❣️❣️I feel my moxie girl is hanging with her second mumma… I got pictures and a update everyday… Rover is so lucky to have her as a Dog sitter …. I recommend her 110% any family would be lucky her to have her …. My next trip i’ll be booking Christina again …. 🐶🐶🐶💞💞💞”
South Windham pet parents share their Rover experiences
Sara did a wonderful job caring for our fur kids. Our dogs are elderly and she was able to administer all of their required medications and feeding needs. She kept the house spotless. She is a top notch communicator and provided several photos and updates on our dogs’ activities. We are truly thankful for her help and flexibility, especially given our request was last minute. We highly recommend her! Thanks Sara!!
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in South Windham is $65
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 house 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.
Sitters in South Windham average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in South Windham on Rover as of Aug 2025 was about $65 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 559 house sitters in South Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of South Windham house sitters respond in under an hour.
House sitters in South Windham have an average of 16 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in South Windham.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. South Windham house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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