Dog Sitting in Windsor
Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Windsor dog sitters

“Rachel went above and beyond for the health of our cats. She knew something was wrong with our cat and went to the emergency vet with him. She is so caring and I really appreciate everything she did for the health and safety of our pets. 😭 can’t thank her enough”



“Josh was great - we were away for the day and came home to our doggos content and happy! He took good care of them in the heat - we are glad he paid such good attention to what they needed. Thank you!!”


“Alyssa is amazing. Definitely has a way with our fur babies! They love her! She is so friendly and her service is very professional. We have booked her twice now. Once for overstay stay and another for drop in visits. She sends a bunch of pictures and is very communicative. Great with our big American Bully, our tiny Min-Pin and our fluffy kitty. I can go on and on.. She is always our first pick to watch our fur babies.”


“Kathy L, chefs kiss!! she was absolutley AMAZING!! My fur baby Rex and I met Kathy on a Thursday and we both instantly were drawn to her and she was the MOST PERFECT FIT for us and we welcomed her in our lives on Friday, again she was just perfect. While dealing with some prety devestating medical health issues with my sister in Texas and needing to travel immediatley, I was secure with Kathy caring for my fur baby while I was 1600 miles away I never worried about him with her and I was able to completely focus on my sister. Kudos to Rover.com for having someone like Kathy on your team!! If you're in the Manchester CT area make sure you book her you will not be dissappointed!!!”


“Marlena did an incredible job watching our cat while we were away. She was very attentive and made sure to send pics/updates every day. We couldn’t be happier with the care she gave!!”


About: — First time booking with me? Use this code for $20 off your first appointment! LEANDW09173 — Being raised with dogs, cats, and other various kinds of animals since I was 6 years old, I’m not a stranger to small (or even big!) feet following me around the house. From love and snuggles after a long day, to laughing at zoomie episodes, my family has built our lives around our animals. And I would love to add your pet into my happy story. Rest assured, you can leave your fur-baby with me for peace of mind, and can expect them to be loved, cared for, snuggled, and protected as you would do. I have experience with energetic, senior, and pups with allergies and/or meds. I start grad school in the fall, so I have ample free time 5-6 days a week to provide attention and care for your furbaby. I am an avid communicator and will be making sure I follow all necessary instructions left by you (feeding needs, medical needs, etc.). If I’m not sure on something, I’ll always communicate to make sure to provide the best service to your and your baby.

About: I grew up with a high-energy border collie, which taught me patience, consistency, and how to handle smart dogs! Since college, I’ve occasionally walked and sat for friends’ pets, especially during med school. I’m attentive, reliable, and always make sure pets feel safe and cared for. I’m currently between jobs and have a very flexible schedule. I’m happy to work with you to accommodate your pet’s specific needs, be it morning walks, house sitting, or anything in between. I offer pet care in your home to help your pet stay comfortable in their familiar space. I respect your home and routines, and I always prioritize your pet’s safety and well-being. I’m calm and detail oriented, whether it’s medications, feedings, or just giving them love and attention.

About: I’ve had all kinds of different dogs and cats throughout my life and am part of a big family which has the same, let alone my animal sitting experience with ages ranging from babies to some senior pups. I’ve never met an animal I didn’t love:) I’m currently working part time while finishing my college degree, but definitely have time to meet some new furry friends! Look forward to meeting you and your fluff ball and being able to provide some extra love to your fur pets!:) I think it’s important to get to know your pets needs and I understand the importance of consistency for fur babies. Willing to do whatever makes you and your fur baby most comfortable while providing some extra love and pets:)

About: Hi, I’m Holly, and I would love to help care for your dog! I have a flexible schedule and am willing to cater to the needs of my clients. Whether you need a drop in visit or a longer stay, I’m here to help! I used to raise German Shepherds to for the visually impaired and currently volunteer in the puppy department- animals (especially dogs) bring joy to my life! My hours are flexible, I can offer morning, afternoon, or night visits and I have weekend and holiday availability! Contact me to schedule what is best for you With over 10 years of experience caring for animals, you can feel confident I will treat for your animal as if he/she is my own!

About: Dogs have always been part of my life. I’m confident with meds, senior care, and anxious pups. Reliable, easygoing, and genuinely here for your pet I'm currently available Wednesdays, Tuesday mornings/evenings, and weekend mornings. Schedule may open up soon! I’m reliable, willing, and happy to hang with your pup 🫶🏼 Every pet and their home receives the same love and priority as my own. Your dog's comfort, cleanliness, and emotional well-being are always safe with me

About: I grew up in a household that always had two or more dogs at a time, and my love for pets has followed me into my adult life! I currently have two wonderful dogs at home, and will take just as much care with your animals as I do with them. I have many years of pet-care experience, both from my own dogs and the pets of family friends and neighbors. I have pet sit for skittish dogs and cats, elderly and young alike, and have taken care of animals in need of extra medical attention. I believe every animal deserves enrichment and comfort in their day, and it is my mission to leave your pets as content as they can be. I am a full time undergraduate student with a flexible schedule and my own transportation that will allow for multiple check-ins per day for your furry friends! As someone who has both owned and cared for skittish/anxious rescue dogs, I make it my mission to keep them as calm and comfortable as I can. I will take care to follow any instructions left behind to a tee, and am very skilled with being a gentle, unobtrusive presence.

About: Throughout my life I have had 3 different dogs and all of them have been thuroughly trained through my love and support. I am a college student that is looking for a little extra money and I will work hard and take care of your dog the correct way. Throughout this summer I will be playing baseball with the Westfield starfires. But with this team, I am a pitcher only so there are some games I can skip and work with your pet. I’m here for whenever you aren’t! I care for my own pet through good training, frequent cuddles, and consistent bathroom breaks to make sure there is no added stress. As I do with my dog, I will treat your dog the same way as I do mine, with respect and love. I am responsible for feeding my dog on a daily basis.

“Gloriya is nothing short of fantastic! She responded to my last minute request quickly and came over for a meet and greet the next day. She cared for my senior dog like he was her own, spent a lot of time with him on her visits and sent detailed updates. It was greatly appreciated by all of us, went on vacation without worry for our little old man. We will definitely ask Gloriya to watch him again!”

Loving dog sitters in your neighborhood
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Rachel C.Star Sitter

“Rachel went above and beyond for the health of our cats. She knew something was wrong with our cat and went to the emergency vet with him. She is so caring and I really appreciate everything she did for the health and safety of our pets. 😭 can’t thank her enough”


Elena G.

“Elena made sure that Dolly had exercise and snuggle time while we were away. I highly recommend her services. We’ve had her stay before and will definitely do it again!”


Heather A.Star Sitter

“Heather is loving and caring for our pup! He is excited to see her at visits and is very attentive and patient! Highly recommend for trustworthy care!”




Joshua N.
Star Sitter


“Josh was great - we were away for the day and came home to our doggos content and happy! He took good care of them in the heat - we are glad he paid such good attention to what they needed. Thank you!!”


Alyssa W.

“Alyssa is amazing. Definitely has a way with our fur babies! They love her! She is so friendly and her service is very professional. We have booked her twice now. Once for overstay stay and another for drop in visits. She sends a bunch of pictures and is very communicative. Great with our big American Bully, our tiny Min-Pin and our fluffy kitty. I can go on and on.. She is always our first pick to watch our fur babies.”


Kathy L.

“Kathy L, chefs kiss!! she was absolutley AMAZING!! My fur baby Rex and I met Kathy on a Thursday and we both instantly were drawn to her and she was the MOST PERFECT FIT for us and we welcomed her in our lives on Friday, again she was just perfect. While dealing with some prety devestating medical health issues with my sister in Texas and needing to travel immediatley, I was secure with Kathy caring for my fur baby while I was 1600 miles away I never worried about him with her and I was able to completely focus on my sister. Kudos to Rover.com for having someone like Kathy on your team!! If you're in the Manchester CT area make sure you book her you will not be dissappointed!!!”


Kristen L.

“My kitty cat loved Kristen and she was excellent! I would highly recommend her.”


Marlena M.Star Sitter

“Marlena did an incredible job watching our cat while we were away. She was very attentive and made sure to send pics/updates every day. We couldn’t be happier with the care she gave!!”


Le'Andra M.Star Sitter
“Le’Andra is an animal lover for sure! She loves them all know matter how big or small. Do know that your pet is in good hands. I highly recommend her to anyone needing a pet sitter.”


Paula S.Star Sitter

“Paula was extremely accommodating and took great care of our three dogs during a drop-in visit. We will definitely reach out to her again in the future.”


Katherine V.
“I’ve known Kat for about 7 yrs and she’s been amazing with my temperamental cat. She’s able to calm her down which is difficult for cat sitters. She’s got her own fluff ball and has been around animals for a while. She’s really good. Highly would recommend her.”


ashley P.
“Hi, I would definitely recommend Ashley to care for my pet again or anyone's pet. She's caring, thoughtful, sends daily picture(s) and daily update. Ashley has a positive, welcoming persona... dogs/cats can sense it. Sincerely, Elizabeth”




Annie D.

“Annie is so sweet and helpful! You can tell my dog is used to her, knows her and is comfortable with her. Look forward to many more visits with Annie!”


Erica G.

“Erica was awesome! Very punctual provides great details and pics.”


Ashlee E.

“Amazing!! Def recommend”


Holly H.
“Holly loves Tuukka like she is her own!! Highly recommend her caring for your pets! She goes above and beyond to give them love and attention. I never have to worry when she is caring for Tuukka. Your pet will be in good hands.”


Lenna G.
“Lenna is nothing less than amazing with our dogs. She is diligent with our Dachshund who has medical problems and was crucial in helping her recover from a broken back. I would not hesitate to recommend Lenna. I dont think you could find someone who loves animals and provides better care.”


Berkley B.
About: I grew up in a household that always had two or more dogs at a time, and my love for pets has followed me into my adult life! I currently have two wonderful dogs at home, and will take just as much care with your animals as I do with them. I have many years of pet-care experience, both from my own dogs and the pets of family friends and neighbors. I have pet sit for skittish dogs and cats, elderly and young alike, and have taken care of animals in need of extra medical attention. I believe every animal deserves enrichment and comfort in their day, and it is my mission to leave your pets as content as they can be. I am a full time undergraduate student with a flexible schedule and my own transportation that will allow for multiple check-ins per day for your furry friends! As someone who has both owned and cared for skittish/anxious rescue dogs, I make it my mission to keep them as calm and comfortable as I can. I will take care to follow any instructions left behind to a tee, and am very skilled with being a gentle, unobtrusive presence.


William C.
About: Throughout my life I have had 3 different dogs and all of them have been thuroughly trained through my love and support. I am a college student that is looking for a little extra money and I will work hard and take care of your dog the correct way. Throughout this summer I will be playing baseball with the Westfield starfires. But with this team, I am a pitcher only so there are some games I can skip and work with your pet. I’m here for whenever you aren’t! I care for my own pet through good training, frequent cuddles, and consistent bathroom breaks to make sure there is no added stress. As I do with my dog, I will treat your dog the same way as I do mine, with respect and love. I am responsible for feeding my dog on a daily basis.


Gloriya M.

“Gloriya is nothing short of fantastic! She responded to my last minute request quickly and came over for a meet and greet the next day. She cared for my senior dog like he was her own, spent a lot of time with him on her visits and sent detailed updates. It was greatly appreciated by all of us, went on vacation without worry for our little old man. We will definitely ask Gloriya to watch him again!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Windsor.
Rover makes it easy to find Windsor dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog 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 dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
