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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Orion & Alex did a wonderful job taking care of our two corgis. They sent photos with regular updates every day. They thoughtfully brought up any issues quickly. Our dogs seemed very relaxed around them both.”

“Tiffany is wonderful. Very proactive, lots of communication, so attentive with our girls, and she is really fun to talk to. A great added bonus! We will definitely have her with us again.”

“Kelsey did great with our energetic puppy. She was very diligent about listening to all the things we told her about our dog, environment and needs. I would highly recommend.”

“Palma was a wonderful sitter for our Scottie, Pepper! Pepper immediately befriended Palma when she came to meet us, and we could tell Palma was enjoying playing with Pepper. We felt very comfortable leaving Pepper in her hands. While we were away, Palma was very communicative and sent photos of Pepper for us (which I love because I always miss her). She left our house in pristine condition! I highly recommend Palma.”

About: I am a trained and certified k9 trainer with experience in basic and advanced obedience, behavior modification, odor tracking and an affinity for stray dogs. I currently foster so the more dogs the merrier. Im in school but my schedule is flexible so I can work around most things as long as I'm informed at least 6 hours in advance. I have multiple sized indoor and outdoor kennels and playpens for your pup. My property is safe and enclosed. I am former military so I tend to stick to strict schedules and have no problem keeping your pup on one if that is what's needed. OR we can hang out on my couch and watch dog training videos...im good with either one. I do training, temperament tests and socialization mostly to make both our time together interesting. Also offer daily pics for your Instagram!
“Shannon took exceptional care of our dog and cat and home for a week while we were away. She was communicative and sent pictures during the week. Our pets were very happy and healthy upon our return. We will be happy to book her in the future!!”

About: I have always loved animals. I treat all animals like my own. I learned to care for cats and dogs(and a variety of other animals) when I was young. Taking care of my own and family and friends pets, furry family members, feeding, bathing, walking, playing, snuggling. I have bottle fed, tended to allergic skin irritations, administered oral medications including chemo therapy. I am looking to make caring for your pets and making a worry stress free experience for you and your pet around your routine/schedule. I have a very open schedule, which makes it easier for me to work around your pets needs. It has worked out very well for me and the pets I have been able to spend time caring for. I will care for your pets in your home. I will care for them like they are my own. Loving, petting, snuggling, playing, walking, feeding making them feel stress free. I will listen to your instructions and follow them for the most personal and relaxed experience with your pet.
“Emily did an amazing job! We didn’t have much time to find a place or person to watch our pets when we went on an impromptu trip, she came in and saved the day. Our pets (2 dogs and 1 cat) seemed to enjoy her company, she sent pictures daily. All around a great experience. Highly recommended!”


About: I’ve been around dogs for most of my life. Since 2013, my family has had a German Shepherd, and I was actively involved in his daily care and training as he grew up. Through that experience, I became comfortable with everything from basic obedience training to managing routines, walks, and general behavior. I’ve also helped care for my brother’s two dogs on multiple occasions, including feeding, walking, and spending extended time with them. I’m confident handling dogs with different personalities and energy levels, and I’m used to adapting to their needs and following specific care instructions closely. I currently work as a Graduate Assistant in the Philosophy Department at UConn. Over the summer, I’ll be continuing my research from home. I may need to be on campus once or twice a week, but otherwise I’m generally available throughout the week. I also spend a lot of time outdoors trail running or going on long walks, so I’m happy to give active dogs plenty of exercise if needed. I’m available for boarding any day of the week and can usually accommodate bookings with very little advance notice. Your dog’s safety, comfort, and routine are my top priorities. I provide a calm, attentive environment where pets are supervised and cared for consistently throughout the day. I follow all owner instructions closely, including feeding schedules, walking routines, training cues, and any special care needs such as medications or behavioral considerations. During walks, I am very mindful of surroundings and keep dogs safely leashed at all times. In my home, dogs are treated as part of the household and given a comfortable, low-stress environment with plenty of attention and exercise as needed. I also make sure to provide regular updates so you can feel confident and informed while you’re away.
“Jessica was very attentive to our 13 yr old dog, making sure he was well fed and got his multiple medications. She kept us updated with videos and photos. He was happy to see us when we got home but I think he also missed Jessica!”


“Rebekah took great care of my dog. She took him on daily hikes or walks , sent picture updates while I was away , and gave him lots of tlc. I felt really safe leaving my dog in her care and will definitely use her in the future.”

“Susan is amazing! She came to our house to meet the animals twice before her stay and a 3rd time before we left just to ensure the animals knew her. She is thorough and loving. She took care of our two house puppies, two cats, 3 goats and four chickens. She kept us updated with how the animals were doing and sent pictures. We have security cameras around the house and could see she spend ample time walking the dogs and letting them play. We are so thankful to have someone like Susan to help with the animals while we were gone. We don’t have family in CT, so she is the closest we have to to that! We appreciate you!”

“Savannah was wonderful, I would highly recommend her to watch your pet. She always quickly responded to me and sent pictures of my pet to let me know they were comfortable and happy staying at home. I will definitely use her services again without hesitation.”
About: I grew up owning 2 dogs and I have experience working in shelters as well as pet stores. I’m an animal lover who knows meeting the specific needs of each pet is necessary and important to complete my job. Currently, I work 2nd shift full time and I am able to take short term bookings (up to 2 weeks) for animal care. My availability is varied. I work 2nd shift full time Sun-Thurs, so I am available in the mornings on those days. Fridays & Saturdays I have open availability. I will follow your instructions and care for your pet as if it were my own. As someone who has owned pets with various temperaments and medical conditions, I am flexible to accommodations that are needed.
About: My name is Shannon and I love dogs! 🐾 I have a wide variety of experience with big dogs, small dogs, special needs dogs, and senior dogs! I am here to work with your schedule and accommodate you! Low cost and no commitment necessary—every booking is on your terms! Same day cancellation is available with no stress! Every visit includes lots of photo updates to ensure peace of mind 😊 I’m so excited to meet your puppers 🐶🦮 I am extremely flexible and I can work to accommodate to your schedule! Where you have school, work, or are going away, I can make it work 😁I have very open availability, just message me to book! 📆🐾 I have a large, open yard with a fenced in area. I have two smaller fur babies of my own—a beagle and a chihuahua! I also have plenty of toys, treats, and snacks to share with your buddy 🐶 Your dog will never be bored at my house!!
About: I have had many pets growing up. I currently have 3 cats and 2 dogs. I can board your pets or go to your home. I offer walking, playing, feeding, give medication, clean litter boxes. Thank you I work part time cleaning houses. I have a 13 year old daughter who is kind and sweet. She loves animals and loves to help me out. I don’t have a fenced in yard but I have a big yard. I have a lead I can put dogs on so they don’t take off or I can walk them
“If I could give 10 stars I would! Elizabeth is absolutely amazing with pets and I highly recommend having her care for your pets. She was so engaging with all of my animals and sent pictures and updates, she’s incredibly kind and genuinely cares for your animals. She even came another time for me when I asked last minute and she was more than helpful to us. I am very grateful I found her and her services and will be using her again. Thank you so much Elizabeth!!!! ~Alyssa, Ben, Lili, Max and Lana <3”

South Windham pet parents share their Rover experiences
Tiffany is an AMAZING pet sitter! She goes above in beyond in every category, treats your pets as her own, and is great about checking in with photos and texts to make you feel at ease while away. 100% will be using her services again and would recommend her for ANY pet care services you could possibly need! Tiffany, if you’re reading this, you are a true gem of a human being💕

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 $60
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 Jun 2026 was about $60 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 Jun 2026, there are 455 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, 87% of South Windham house sitters respond in under an hour.
House sitters in South Windham have an average of 15 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.




