Pet Boarding in Winsted
Find a loving Winsted pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Winsted pet boarders


“Maria did an AMAZING job caring for my senior dog. She managed to keep up with his feeding/meds schedule, and kept him safe, and loved. I definitely recommend her care, and will rebook her services whenever I need to. Thank you so much Maria. Gustav is all healthy and perky.:-)”



“Ricky did a great job , got my boys back healthy and happy . He provided updates with pics and was really responsive. Trust that Ricky will take care of your pet . Will definitely have him look after my boys again.”


“This was a last minute trip and we needed someone to watch our baby. Shanagay was willing and open and ziva took to her right away. She was sweet and sent pictures and my dog loved her! We will absolutely use her again .”


“Accepted a last minute booking ? Sent photos and was very responsive when I asked how my dog was doing. Also has a cute dog so it's like your dog is having a sleepover at a best friends house”


“Triba was wonderful and so professional to work with! We really appreciate how she handled our dog with separation anxiety - she made him (and us) feel comfortable with a day-long boarding.”


“Kim was great with Cookie. She made her feel right at home. Cookie often doesn't eat for a little while after I'm away from her. Kim made Cookie felt so safe, she ate not long after I left! That's a first for Cookie!”


“Andrea was absolutely amazing! She was friendly, professional, and went above and beyond to make sure our pup, Scooby, felt comfortable and happy during his stay. We loved receiving the regular updates with pictures and videos, it gave us such peace of mind while we were away. To top it off, she even gifted Scooby the cutest goodie bag when we picked him up! I highly recommend Andrea and will definitely trust her to watch Scooby again in the future.”


“Kaelan was a great sitter! We received photos daily . Kealan took Phillup out for rides which he loves and he got lots of affection. I don’t think he missed us at all. Highly recommend Kaelan! Will definitely use again!”


“Chris was amazing with our Scruffy! We appreciated her photos and messages…and Scruffy appreciated the walks and the love! We highly recommend booking with her! Thank you, Chris ?❤️”


“Shelby treated my dog like her own. Daisy was loved and so happy while staying with her. Shelby’s communication was great and she sent me frequent pictures of Daisy while we were away. We will definitely be using Shelby again.”


“I recently had Gail take care of my dog, Dior, for a week while I was on vacation. The bond Gail and her dog Ginger formed with Dior was heartwarming. It was clear that she genuinely cared for my dog, providing plenty of love and attention. Dior came home happy and well-exercised, which is a testament to the great care they received. Safety was a top priority for me, and I felt completely at ease knowing Gail was watching over my pet. [He/She/They] followed all instructions regarding feeding and I appreciated the regular updates and photos that kept me in the loop. Overall, I couldn't be happier with my experience with Gail. I highly recommend her for anyone looking for a trustworthy and caring dog sitter.”


“We went away for a weekend trip and Anna watched our dog overnight. Anna texted us updated and sent pictures to show us how Misty was doing the whole time. We dropped her off at Anna’s house and met her friendly family. We felt comfortable knowing she was there and will definitely be leaving Misty with her, again!”


About: Hi there! I'm Ashley, a lifelong dog lover and work-from-home mom ready to give your pup the care and comfort they deserve. I have a special place in my heart for senior dogs, especially after caring for my fur daughter, my sweet long-haired Chihuahua who was by my side for 17 wonderful years. I understand the slower pace and extra TLC that older pups need, and I’m here to provide just that. We’ve also had two German Shepherd mixes in the past, so I’m no stranger to larger breeds. While I typically prefer small to medium-sized dogs for our home setup, I’m open to exceptions for well-mannered larger dogs — especially seniors. Because I work from home and my kids are at daycare during the day, it’s just me and your pup…which means plenty of calm, one-on-one attention and companionship in a quiet environment. I know how stressful it can be to find care you trust…especially when options in our area are limited. That’s why I treat every dog like family, with love, routine, and lots of affection. I’ll care for your furry loved one as if they were my own and will happily share updates and photos as often as you'd like to give you peace of mind while you're away. I provide attentive, loving care while fitting seamlessly into my daily routine. Because I work from home with a lot of flexibility, I can offer daily daycare with plenty of walks, playtime, and cuddles. I’m also happy to provide overnight boarding for dogs who need a home-away-from-home. Throughout, I’ll keep you updated as much as you’d like, so you always feel comfortable and connected. I care for dogs in a safe, comfortable home environment where your dog will be treated like a valued family member. While I don’t have a fenced backyard, your dog will always be supervised and safe. They’re always free to explore and relax throughout the home. Because pets are part of the family, we often allow them on the couch and beds to snuggle and feel at home, but I’m always happy to follow your preferences to make sure your fur baby feels comfortable and loved.


“Robin is always so wonderful with our dog, Adelaide. She does regular drop in visits with her so when we need boarding services, Robin is always our first choice! She shows our dog so much care, attention and love.”


“Our 14 yo dog Marley had a good stay with Kaylyn. Marley has some weird old dog behavior which Kaylyn was able to manage and accommodate. He came home healthy, happy and safe. Thank you”



About: I take care of my boyfriend’s dog when he goes work or on trip. I starts enjoying to caring of his dog and playing around. My schedule is Monday - Friday at morning or night. I can do flexible schedule and anytime whenever you need me to care of dogs. I take care of them feed, walking around until they exhausted. I do play with them all days that they deserve to enjoy on beautiful day.

“10/10 for Elizabeth. We don't normally board Lasha but will definitely work with Elizabeth again. She did a wonderful job keeping in touch, sending a photo each day of Lasha playing outside. He seemed happy and healthy when we picked him up. Clean home, space outside to play, sitter with a wonderful demeanor. Overall fantastic boarding experience.”

Loving pet boarding sitters in your neighborhood
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Yajaira R.Star Sitter

“Yajaira is the real MVP! Indica felt right at home under her care. She was responsive and loved getting picture mail. Grateful to have found her.”




Maria D.Star Sitter

“Maria did an AMAZING job caring for my senior dog. She managed to keep up with his feeding/meds schedule, and kept him safe, and loved. I definitely recommend her care, and will rebook her services whenever I need to. Thank you so much Maria. Gustav is all healthy and perky.:-)”




Ricky R.Star Sitter

“Ricky did a great job , got my boys back healthy and happy . He provided updates with pics and was really responsive. Trust that Ricky will take care of your pet . Will definitely have him look after my boys again.”


Shanagay C.Star Sitter

“This was a last minute trip and we needed someone to watch our baby. Shanagay was willing and open and ziva took to her right away. She was sweet and sent pictures and my dog loved her! We will absolutely use her again .”


Liliana Z.Star Sitter

“Liliana & her husband are very nice and very flexible with dropoff/pickup times. She sends nice photos of my dog on a walk or just relaxing at her house.”




Steve R.
Star Sitter


“Steve and Deb are awesome! Finney had an amazing time hanging out and playing with their dogs and guests! Thanks for taking such exceptional care of our little man!”


Wendy s.

“Accepted a last minute booking ? Sent photos and was very responsive when I asked how my dog was doing. Also has a cute dog so it's like your dog is having a sleepover at a best friends house”


Triba M.Star Sitter

“Triba was wonderful and so professional to work with! We really appreciate how she handled our dog with separation anxiety - she made him (and us) feel comfortable with a day-long boarding.”


Kim M.
Star Sitter


“Kim was great with Cookie. She made her feel right at home. Cookie often doesn't eat for a little while after I'm away from her. Kim made Cookie felt so safe, she ate not long after I left! That's a first for Cookie!”


Andrea P.

“Andrea was absolutely amazing! She was friendly, professional, and went above and beyond to make sure our pup, Scooby, felt comfortable and happy during his stay. We loved receiving the regular updates with pictures and videos, it gave us such peace of mind while we were away. To top it off, she even gifted Scooby the cutest goodie bag when we picked him up! I highly recommend Andrea and will definitely trust her to watch Scooby again in the future.”


Kaelan M.

“Kaelan was a great sitter! We received photos daily . Kealan took Phillup out for rides which he loves and he got lots of affection. I don’t think he missed us at all. Highly recommend Kaelan! Will definitely use again!”


Chris S.

“Chris was amazing with our Scruffy! We appreciated her photos and messages…and Scruffy appreciated the walks and the love! We highly recommend booking with her! Thank you, Chris ?❤️”


Shelby L.Star Sitter

“Shelby treated my dog like her own. Daisy was loved and so happy while staying with her. Shelby’s communication was great and she sent me frequent pictures of Daisy while we were away. We will definitely be using Shelby again.”


Gail S.Star Sitter

“I recently had Gail take care of my dog, Dior, for a week while I was on vacation. The bond Gail and her dog Ginger formed with Dior was heartwarming. It was clear that she genuinely cared for my dog, providing plenty of love and attention. Dior came home happy and well-exercised, which is a testament to the great care they received. Safety was a top priority for me, and I felt completely at ease knowing Gail was watching over my pet. [He/She/They] followed all instructions regarding feeding and I appreciated the regular updates and photos that kept me in the loop. Overall, I couldn't be happier with my experience with Gail. I highly recommend her for anyone looking for a trustworthy and caring dog sitter.”


Anna P.Star Sitter

“We went away for a weekend trip and Anna watched our dog overnight. Anna texted us updated and sent pictures to show us how Misty was doing the whole time. We dropped her off at Anna’s house and met her friendly family. We felt comfortable knowing she was there and will definitely be leaving Misty with her, again!”


Ashley D.
“Ashley is the definition of a true dog lover. I have known her for 15 years and would highly recommend her as a pet sitter. She is caring, responsible and your pet would be in good hands with her!”




Robin L.

“Robin is always so wonderful with our dog, Adelaide. She does regular drop in visits with her so when we need boarding services, Robin is always our first choice! She shows our dog so much care, attention and love.”


Kaylyn D.Star Sitter

“Our 14 yo dog Marley had a good stay with Kaylyn. Marley has some weird old dog behavior which Kaylyn was able to manage and accommodate. He came home healthy, happy and safe. Thank you”




Laura L.
About: I take care of my boyfriend’s dog when he goes work or on trip. I starts enjoying to caring of his dog and playing around. My schedule is Monday - Friday at morning or night. I can do flexible schedule and anytime whenever you need me to care of dogs. I take care of them feed, walking around until they exhausted. I do play with them all days that they deserve to enjoy on beautiful day.


Elizabeth B.

“10/10 for Elizabeth. We don't normally board Lasha but will definitely work with Elizabeth again. She did a wonderful job keeping in touch, sending a photo each day of Lasha playing outside. He seemed happy and healthy when we picked him up. Clean home, space outside to play, sitter with a wonderful demeanor. Overall fantastic boarding experience.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your 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!
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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winsted.
Rover makes it easy to find Winsted pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 pet boarding 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
