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Top rated Winsted house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Allysa did a great job watching Jayla while we were away for my daughter’s wedding. I appreciated her communication and photos she sent while we were gone. She was very accommodating with providing the same routine with Jayla that we do when we are home. House was also clean when we returned. Will definitely have her watch Jayla again!”


“Shea was amazing! I usually have family watch my dog, so this is the first time I have had someone outside the family watch her. I felt very comfortable and at ease the entire time. Shea did an excellent job and went above and beyond. I will be using her services again in the future :)”


“Autumn was amazing with out 2 English setters- she handled medications wonderfully and gave them so much attention and walks! Our neighbor even commented on how great she was. Look forward to using her again!”


“Elizabeth was a great replacement for us. Treated our dogs as her own. Kept the house clean and sent daily texts about how the girls were doing. We definitely made the right choice in choosing her! It can be scary leaving your babies with a stranger, but after a day away I was at ease. My girls are older and need meds, wear diapers sometimes, have special diets and she handled it all perfectly!!”


About: I genuinely treat every pet as if they were my own, focusing on their individual needs, routines, and personalities. I'm dependable, attentive, and communicate openly with owners, ensuring peace of mind while they’re away. Whether it's extra playtime, careful attention to health needs, or simply being a calming presence, I go above and beyond to make sure each pet feels safe, loved, and happy. Pet care is a natural part of my daily routine I plan my days around feeding times, walks, play sessions, and any special needs a pet may have. Whether it’s early morning walks, midday check-ins, or evening cuddle time, I make sure each pet gets consistent attention, exercise, and care throughout the day. Their well-being is always a top priority in my schedule. In my home, I provide a safe, comfortable, and pet friendly environment where pets can relax, play, and feel at home. I stick closely to their usual routines, offer plenty of attention, playtime, and outdoor walks, and make sure they have a cozy space to rest. When caring for pets in a client’s home, I respect their space and follow all instructions carefully to keep pets in a familiar, low-stress environment. I focus on maintaining their normal schedule, giving them lots of love and engagement, and keeping owners updated with regular photos and messages.

“Aphra is an absolute champion! She showed up on time, was incredibly kind, and went above and beyond from start to finish. She took the time to interview me before even meeting my dogs, making sure she understood everything they needed. Throughout the day, she stayed in touch, sent photos, asked questions, and gave me complete peace of mind. I couldn’t have asked for a better experience”


About: I currently have 2 cats of my own that I take care of, and I also have experience with cat-sitting, dog-sitting, dog-walking, and more 🐱🐶❤️ I’m working part-time as a pet sitter right now and I can watch your pets on any day of the week (including weekends) from 3:30pm to midnight, but I am willing to make exceptions if I receive any inquiries for pet-sitting outside of my normal hours :) I mainly care for pets at the homes of my clients, but cats are welcome in my home if they don’t mind the company of my 2 cats :) 1 cat per day, and you have to bring your cat in some type of cage/crate. They will be staying upstairs where my room, litter box, and food/water bowls are located.

“Amazing with our energetic doggie! Was very easy to communicate with her! She takes care of your animals as if they were hers! Very responsible and respectful! Will be using her services again!”


“Gabby watched Winston (in-house) while my family was away for spring break. Winston is a high drive vizsla and can be quite a shock to people that aren't use to their relentlessness and lack of recognition of personal space. After meeting Gabby we knew Winston would be in good hands though. Gabby sent us updates (including pictures) and was quick to respond when we check-in. If you need someone to watch your pup, we definitely recommend Gabby!”


About: I have always lived with a cat. Every friend I have has either a cat or dog or more. I have had exotic animals as well. From breaded dragons to praying mantis. First thing I do make sure to feed everyone. Moving the cat bowls back down because the dog likes to try to eat them at night. The dog gets walked before she eats. We just bought a walkway to help our aging cats reach the food bowls. We have three separate feeding areas. So that everyone can eat. One of our cats has anxiety. We have gone through various methods until we find the one that works to relax her.

About: I have had a passion for all animals sonce a young age.i have raised and trained my own dogs and would love to help you care for you sweet fur babies as well. I am a stay at home mom and home 24/7. I have ample time to pay pets extra attention. I can provide constant supervision and lots of play and cuddle time. Our yard is fenced giving dogs ample room to run. Dogs are also supervised while outside. We have 2 dogs of our own who are extremely dog friendly and ready for new companions to play with or share a nap on the couch. No kennel time required but I can accommodate kennels and any kennel training you have in place.

About: Have house sit for friends and family and watched their pets. I grew up with a dog since I was 3 and every encounter I’ve had with animals has been nothing but pleasant I am taking classes online right now, but I am available Monday-Friday and weekends if needed! I love pets and they honestly are destressing for me so I’ll be able to take time for your pets! I live in an apartment complex, on the second floor. We have a small patio, but the apartments have a designated dog park area that’s fenced in as well for them to get their zoomies out!

About: I have been around animals since I was born! I currently have a mini goldendoodle and she LOVES other animals and people! I live in a house with plenty of room to run around! I’d love to help take care of your pet whenever you need it! I’m currently working part-time so I will have plenty of time to care for your pets! I can make accommodations and plan ahead of time to make sure everything works out! I have a fenced yard for your pet to run around and play! My dog, Lenni, loves to play and is a great fur friend. On days I take care of your pet, I will make sure to take them outside, play with them, and take them on walks! There is also one other dog and 2 cats. All are very friendly and get along great with other animals!

“Isabelle was fantastic! Met her the first time and whole heartedly trusted her with Benny. I left the country for a week and there were no issues or questions from her while I was away. Good communication and my place was just how I left it. Would recommend if you’re looking for someone you can trust with your loved one and home 🤍”


About: I grown up with dogs my whole life. The first two dogs I had were black labs which I had from when I was 1-14. I always took care of them even in their old age. Currently I have two dogs who are pit bull/Great Dane mixes who are 2 1/2. So I’m very well versed with different ages of dogs! I currently have things on Monday-Thursday. But it will change in the summer(mid June), then I’ll have complete full availability for anytime of day! As I won’t be in dance anymore and work will not be in session in the summer! I will make sure your dog is comfortable with me in their home. I try to be inviting and welcoming as possible, especially with meeting any animal for the first time! I will do my best to follow their normal routine to make sure they feel right at home!

About: I am on time, make sure the dogs get attention, I feed them and get them water, and make them feel loved! I love to play with the dogs and walk them! I am available most days to help out with animals, and I have a flexible routine! I work a few days but can make things work in my schedule! I don’t ignore the dogs! I make them feel loved and make sure they have what they need and are being well taken care of!

About: I’ve taken care of dogs since I was about 15 years old and have one of my own. Ready to play with and take care of your furry friend! I currently work 3 days per week, so my schedule is open and free the other 4 days! Reach out with any questions about availability. I have a fenced in large backyard and one playful dog of my own to keep your dog company. Safety and comfort are always important to me!
Loving house sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Ashley S.Star Sitter

“Model house/dog sitter. So happy to have found such good care. Great communication with pictures. Hoping Ashley and her daughter can help us again.”


Allysa G.

“Allysa did a great job watching Jayla while we were away for my daughter’s wedding. I appreciated her communication and photos she sent while we were gone. She was very accommodating with providing the same routine with Jayla that we do when we are home. House was also clean when we returned. Will definitely have her watch Jayla again!”


Shea P.

“Shea was amazing! I usually have family watch my dog, so this is the first time I have had someone outside the family watch her. I felt very comfortable and at ease the entire time. Shea did an excellent job and went above and beyond. I will be using her services again in the future :)”


Autumn E.

“Autumn was amazing with out 2 English setters- she handled medications wonderfully and gave them so much attention and walks! Our neighbor even commented on how great she was. Look forward to using her again!”


Grace C.

“Grace was responsible and took great care of our Lab puppy! Excellent pet sitter, highly recommended!”


Elizabeth A.Star Sitter

“Elizabeth was a great replacement for us. Treated our dogs as her own. Kept the house clean and sent daily texts about how the girls were doing. We definitely made the right choice in choosing her! It can be scary leaving your babies with a stranger, but after a day away I was at ease. My girls are older and need meds, wear diapers sometimes, have special diets and she handled it all perfectly!!”


Karen C.
“Karen has been our most recent pet sitter while we were away for the weekend, and did a wonderful job! She is so passionate about her own dog, and of course for her pet sitting babies too! I recommend her 100%!”


Aphra F.Star Sitter

“Aphra is an absolute champion! She showed up on time, was incredibly kind, and went above and beyond from start to finish. She took the time to interview me before even meeting my dogs, making sure she understood everything they needed. Throughout the day, she stayed in touch, sent photos, asked questions, and gave me complete peace of mind. I couldn’t have asked for a better experience”


Emma G.
“Emma G has always been an animal lover! She has 2 cats that are well taken care of. I have had Emma help me with chores as I have horses, a dog and some barn cats. There isn't an animal that Emma doesn't like!! I have no doubt that what ever animal Emma is asked to care for she will do an amazing job.”


Heather S.

“Amazing with our energetic doggie! Was very easy to communicate with her! She takes care of your animals as if they were hers! Very responsible and respectful! Will be using her services again!”


Abby R.

“Abby was great! Easy to communicate with and took great care of our cats!”


Gabrielle F.

“Gabby watched Winston (in-house) while my family was away for spring break. Winston is a high drive vizsla and can be quite a shock to people that aren't use to their relentlessness and lack of recognition of personal space. After meeting Gabby we knew Winston would be in good hands though. Gabby sent us updates (including pictures) and was quick to respond when we check-in. If you need someone to watch your pup, we definitely recommend Gabby!”


Clarice H.
“She was gentle to my dog Dexter. Sometimes hard to do with a 95 pound doberman. My cats loved her. She sent me pictures of them dancing around her. My shoulder kitty was very happy to find a new shoulder.”


Bailey D.
About: I have had a passion for all animals sonce a young age.i have raised and trained my own dogs and would love to help you care for you sweet fur babies as well. I am a stay at home mom and home 24/7. I have ample time to pay pets extra attention. I can provide constant supervision and lots of play and cuddle time. Our yard is fenced giving dogs ample room to run. Dogs are also supervised while outside. We have 2 dogs of our own who are extremely dog friendly and ready for new companions to play with or share a nap on the couch. No kennel time required but I can accommodate kennels and any kennel training you have in place.


Kiaira S.
About: Have house sit for friends and family and watched their pets. I grew up with a dog since I was 3 and every encounter I’ve had with animals has been nothing but pleasant I am taking classes online right now, but I am available Monday-Friday and weekends if needed! I love pets and they honestly are destressing for me so I’ll be able to take time for your pets! I live in an apartment complex, on the second floor. We have a small patio, but the apartments have a designated dog park area that’s fenced in as well for them to get their zoomies out!


Emily G.
About: I have been around animals since I was born! I currently have a mini goldendoodle and she LOVES other animals and people! I live in a house with plenty of room to run around! I’d love to help take care of your pet whenever you need it! I’m currently working part-time so I will have plenty of time to care for your pets! I can make accommodations and plan ahead of time to make sure everything works out! I have a fenced yard for your pet to run around and play! My dog, Lenni, loves to play and is a great fur friend. On days I take care of your pet, I will make sure to take them outside, play with them, and take them on walks! There is also one other dog and 2 cats. All are very friendly and get along great with other animals!


Isabelle G.

“Isabelle was fantastic! Met her the first time and whole heartedly trusted her with Benny. I left the country for a week and there were no issues or questions from her while I was away. Good communication and my place was just how I left it. Would recommend if you’re looking for someone you can trust with your loved one and home 🤍”


Sienna S.
“Sienna is a wonderful caretaker for our pets! She always helps take care of the cats and dogs, and gives them lots of attention! She loves animals and will do anything to provide them with the best care!”


Samantha W.
“Samantha has cared for our dog and cats on multiple occasions. She was always attentive to their specific needs, gave them lots of love and belly rubs and helped them feel comfortable and cared for in our absence. Samantha was trustworthy, a great communicator regarding how things were going and even helped care for things around the home when we were gone for an extended time. We always felt safe and that our pets were well loved while we were gone. Highly recommend hiring Samantha for all your fur baby’s needs. ❤️ 🐾”


Sally S.
“Sally has great experience with dogs. She is patient and will treat your dog as if it’s her own. She is reliable and conscientious, always striving to do a good job. If you hire Sally she will love up your pet.”
Over 3 pet parents in Winsted have booked house sitting
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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 Winsted is $45
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 Winsted average 4 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 Winsted on Rover as of Aug 2025 was about $45 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 132 house sitters in Winsted. 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 Winsted house sitters respond in under an hour.
House sitters in Winsted have an average of 13 years of experience. House sitters with repeat customers have an average of 4 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 Winsted.
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. Winsted 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.
