Pet Sitting in Windsor
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windsor pet sitters

“Cody and Sarah are extremely reliable, timely, responsible and take great care of our pup while we work! Communication is always great and quick. They are very flexible with our schedules. Also they take phenomenal pictures of our dog that make me smile every time!”


“We were so glad to have Darnell watch our senior kitties over the holidays again. He goes above and beyond, and we came home to happy, healthy kitties who'd been well cared for. Thanks, Darnell, for being our go-to catsitter!”


“Emily is exactly what I want a pet sitter to be. She asked questions, followed instructions, and gave our boys comfort, along with the necessities, while we were gone. Takes an extra worry off when traveling to know our furry family is safe and loved. Highly recommend. Thanks Emily!”


About: With years of hands-on experience caring for pets of all ages, sizes, and energy levels, I provide thoughtful, personalized care that goes beyond just feeding and walking. From spirited puppies to mellow senior cats, I’ve supported animals through every life stage—with plenty of love, patience, and play along the way. I’m confident handling multiple pets, giving medications (including oral and topical), and creating calm environments for anxious animals. I’ve worked with high-energy dogs who need structured adventure walks, and I’ve soothed shy rescue cats who just need quiet companionship and gentle care. My own life is full of furry friends, and I truly treat every pet like family. Whether your companion needs a hiking buddy, a cozy lap to nap on, or a sitter who takes litter box duties seriously—I’ve got you covered. As a homeschool mom who works from home, caring for pets fits seamlessly into my daily rhythm. Our days are structured but flexible, which means your pet gets plenty of attention, playtime, and consistent care throughout the day. Whether it’s taking a dog on a midday adventure walk or giving a cat some quiet companionship while I work, your pet becomes part of our loving, pet-friendly home environment. My kids are gentle and respectful animal lovers, so there’s always someone nearby ready to offer an extra cuddle or throw a toy. Because I'm home most of the time, I’m able to give pets a calm, consistent presence—perfect for those who get anxious when their humans are away. Pet care isn’t a side gig—it’s part of our family’s lifestyle. I provide loving and attentive care in your pet’s own environment, helping them feel safe and comfortable while you're away. Whether it’s regular walks, playtime, or giving medications, I follow your pet’s routine to ensure consistency and minimize stress. I’m also happy to clean up after them, including litter boxes or any messes, to keep their space tidy and calm. During my visits, I focus on creating a nurturing, stress-free atmosphere for your pet. I’ll send you updates and pictures, so you can rest easy knowing your pet is in great hands. Whether it’s feeding, playtime, or extra cuddles, I’m dedicated to providing the best care, right in the comfort of your home.

“Sammy is an awesome person to have care for our dogs. She’s attentive to the dog’s needs, responds quickly to any questions I have and a joy to work with. Thank you Sammy! I feel lucky we found you.”


“Ellis helped us out in a pinch when we were in the middle of changing jobs! Our new puppy loved him and we trusted him from the start. He's a great guy, good with dogs, and I highly recommend his service!”


About: I'm a responsible, communicative, and kind graduate student with over a decade of experience caring for dogs. I've worked with rescue pups and dogs of all ages—from 8-week-old puppies to 13-year-old seniors. I treat every dog like my own, with patience, love, and lots of attention to their unique needs. My current schedule is very flexible, and I will be in town for most of the summer so I can hang out with your pup whenever! Once the fall starts, I’ll be in classes again but will have flexibility throughout the day and particularly on the weekends. Your dog’s safety and comfort is my utmost concern! I completely understand that your dog is like your child, so you want to make sure that they are safe and in the best care possible. Because of that, I will defer to your rules about where your dog can go, when they can be off leash, etc. You know them best, and I trust you!

About: I have loved and cared for pets since I was a kid. I understand the particular needs of all age groups from puppies to elder care. I currently have a 5 y/o black lab who is attached to my hip and loved “working” with me at the fire station just about every shift since I snatched her up. She is gentle, easy going and friendly with all kinds of animals and people. I have the ability to separate the pups if they need a break while we spend time together. I am married, retired and moved to VT a couple years ago. In between working on the house I have lots of free time and now finally opening slots for some new clients. We have a nice big, clean, safe, smoke free home set on 40 acres with no kids or distractions. After over 25 years working on a ambulance and caring for the public I am happy to spend more of my time with your pups! Make sure you click our photos and see our photo gallery! Please remember cell/internet service around here is not great so sometimes there is a extra delay messaging back and forth and problems mapping walks. 😁 I am usually available most days/nights. If your local or just coming to the area and need coverage during a event I can help. If you are a regular or repeat customer trying to book and are not able to on my callender send me a message to double check availability. I am able to take care of your pets like they are my own. Pups here are living their best life! I take lots of pictures and send them over while they are here. Reachable 24/7 by phone and can accommodate special needs or concerns you have in our home or yours. I am a Lyme disease and Co-Infections survivor. Awareness of our surroundings and basic head to paw tick checks when we have exposure are standard of care year round. We are set on 40 acres in a historic old mill with a brook, private hayfields and trails to explore. Your pup is getting mostly constant care while they are with me. They are not just left alone like with many other sitters or in a sketchy kennel. My dog hangs out with me like family all the time. Your pup will just be joining our pack. They have lots of acess inside and and plenty of room to play and relax. All dogs and people only drink filtered well water here and its always available and fresh. I have the ability to separate if anyone needs a break. Crates are welcome and encouraged for stays. I have a medium to large crate available if needed. I have loved and cared for pets since I was a kid. I understand the particular needs of all age groups from puppies to elder care. I currently have a 5 y/o black lab who is attached to my hip and loved “working” with me at the fire station just about every shift since I snatched her up. She is gentle, easy going and friendly with all kinds of animals and people. I have the ability to separate the pups if they need a break while we spend time together. I am married, retired and moved to VT a couple years ago. In between working on the house I have lots of free time and now finally opening slots for some new clients. We have a nice big, clean, safe, smoke free home set on 40 acres with no kids or distractions. We are 8.5 miles due south of Woodstock off of Rt.106. We are 4 miles south of GMHA Green Mountain Horse Association in South Woodstock VT. After over 25 years working on a ambulance and caring for the public I am happy and eager to spend more of my time with your pups! I am usually available most days/nights. If you are a regular or repeat customer trying to book and are not able to on my callender send me a message to double check availability. Make sure you check out our photo album! Cell/internet service is not guaranteed in Vermont so in between messaging sometimes there will be a delay. 😁 I am able to take care of your pets like they are my own. I take lots of pictures and send them over while they are here. Reachable 24/7 by phone and can accommodate special needs or concerns you have in our home or yours. I am a Lyme disease and Co-Infections survivor. Awareness of our surroundings and basic head to paw tick checks when we have exposure are standard of care year round. We are set on 40 acres in a historic old mill with a brook, private hayfields and trails to explore. Your pup is getting mostly constant care while they are with me. They are not just left alone like with many other sitters or in a sketchy kennel. My dog hangs out with me like family all the time. Your pup will just be joining our pack. They have lots of acess inside and and plenty of room to play and relax. All dogs and people only drink filtered well water here and its always available and fresh. I have the ability to separate if anyone needs a break. Crates are welcome and encouraged for stays. I have a medium to large crate available if needed. We have a large property and the pups have lots of access inside and out but are never left alone. We have long leashes for walks if needed and can always separate the pups if they need a break.

“Kathryn took care of our rather antisocial and uncooperative cat during our vacation, coming twice a day to medicate her. It was not easy, but Kathryn was great about communicating with us and she creatively problem-solved to get the job done. We were super impressed with her reliability, patience and kindness. Highly recommended!! We are very grateful to her.”


“Nadine was Fantastic, it took a few visits for our Cats to warm up to her, she kept the kids Litter box’s clean, and food bowls Filled, also Vacuum around their Litter Boxes, so their area was always Clean, the Bangel Brothers love her time spent playing with them! We are Extremely happy with Nadine, and will Definitely use her Services again when we travel out of town!”


About: Hi! I’m Jill and am very experienced with doggos! I work full time in dog rescue and am looking to take on rover clients to help support that work. I have experience with all ages/sizes/breeds/temperaments! I am certified in Animal Behavior Management and love catering your pet’s activity and enrichment to their personality. Before working in dog rescue, I was a wildlife biologist for 10 years and still very much enjoy spending time outdoors and hiking - especially with dogs! Before that, I worked at a doggy day care and veterinary clinic. Animals have always been a central part of my life and I take the responsibility of their care very seriously! I work in animal rescue which allows me a somewhat flexible schedule. If I have a pet booking, your animal’s needs will be my first priority! I care for pets in the way they would like to be cared for. I love getting to know an animal and catering my services to them.

“Nicole is a thoughtful and thorough pet sitter. She is extremely reliable and did a wonderful job with our cat. She had to battle a snow storm to provide pet care and didn't miss a beat. Thank you Nicole.”


“My wife and I were so comfortable with Ashley. She really helped us out in a last minute request, sent so many updates, and made us feel totally at ease. Not to mention our pups loved her. Highly recommend. And if you’re reading this Ashley, hope to have you sit for us again soon : )”


“Lillian was an amazing and attentive cat sitter! She completed the daily drop ins and played with my cat and gave her lots of love. My cat can get really anxious when she's left alone but when I came back home she was at ease and happy. I am so thrilled with the care she got from Lillian!”


“This is the second time Samantha took care of my kitty while I was out of town, and she did a wonderful job. She goes above and beyond to make sure my shy girl feels safe and comfortable. Will always rebook with her!”


About: I have had my animals my whole life. Also I am a dog groomer and have worked at vet clinics in the past doing pet care and being a vet assistant. I am currently working at a dog daycare. I currently work at a dog daycare during the day Monday-Friday. I only work from 6:30am-12:30pm most days. This is just my part time job to get extra money I plan on going to pet parents houses and taking the best care of their animals as possible. Providing them enrichment, food and water when needed

About: I have taken care of cats and dogs for as long as I can remember. Looking to get my own, but in the meantime, would be excited to watch yours. I have plenty of toys and treats and I’m happy to do anything that makes you feel comfortable to keep your furry friend happy! I currently work at Dartmouth Hitchcock full-time which is why I typically can only watch during the weekend. My flexibility means I can also sometimes work remote. Depending on your preference, I’m sure we can work out something great. I am happy to do anything that makes you feel comfortable. I love to go for a walk, so I’m happy to take them down to the small park that we have. Or if they’re not much of a walker, I’m happy to sit and relax as long as they know how to pick a TV show.

“Kyra is absolutely amazing at what she does! She is super professional and engaged about your pets and their comfort. She left me so many photos of happy pets after each visit and made sure to give me updates. I had such a more enjoyable trip knowing that my babies were being taken care of. I highly recommend Kyra. I’ve had a few Rover sitters in the past few years and I believe Kyra is definitely my favorite.”


“We had a last minute need and Joseph stepped in to help. Each day I received photos and updates. His communication to us was great as was his care of our pup. Will definetly use Joseph again.”

Loving pet sitters in your neighborhood
Search Results


Lars & Sarah C.Star Sitter

“Cody and Sarah are extremely reliable, timely, responsible and take great care of our pup while we work! Communication is always great and quick. They are very flexible with our schedules. Also they take phenomenal pictures of our dog that make me smile every time!”


Darnell M.Star Sitter

“We were so glad to have Darnell watch our senior kitties over the holidays again. He goes above and beyond, and we came home to happy, healthy kitties who'd been well cared for. Thanks, Darnell, for being our go-to catsitter!”


Emily P.

“Emily is exactly what I want a pet sitter to be. She asked questions, followed instructions, and gave our boys comfort, along with the necessities, while we were gone. Takes an extra worry off when traveling to know our furry family is safe and loved. Highly recommend. Thanks Emily!”


Jamie L.
“I can't recommend Jamie L. enough as a pet sitter or dog walker! Having known Jamie for years, I can honestly say they are one of the most caring, responsible, and loving people I know. Jamie has a natural way with animals—whether it's walking, sitting, or just spending time with them, they provide a sense of calm and trust that is unmatched. They take the time to understand each pet's unique needs and personality, ensuring every experience is positive and enriching. Jamie has a wealth of experience working with all kinds of pets, and their compassionate, thoughtful approach to caregiving makes them an ideal choice for anyone looking for a reliable and loving pet sitter. Whether your dog needs a good walk or a comforting companion while you're away, Jamie will treat your pet like family. You can rest assured that your furry friend is in great hands!”


Sammy A.


“Sammy is an awesome person to have care for our dogs. She’s attentive to the dog’s needs, responds quickly to any questions I have and a joy to work with. Thank you Sammy! I feel lucky we found you.”


Ellis B.

“Ellis helped us out in a pinch when we were in the middle of changing jobs! Our new puppy loved him and we trusted him from the start. He's a great guy, good with dogs, and I highly recommend his service!”


Liah D.
“I can't say enough wonderful things about Liah! She watched my dog with exceptional attention to detail, noticing even the smallest changes in behavior and preferences. Her genuine love for animals shines through in everything she does - from sending thoughtful updates to following care instructions perfectly. My pet returned happy and well-adjusted, clearly having received plenty of affection and proper care. Liah's reliability and communication made the entire experience stress-free. I'll absolutely be booking with her again and recommend her to anyone looking for a pet sitter who truly treats your furry family member as their own.”


Tom D.

“Tom is the best with my 14 year old lab and he has cared for her many times over the last 7 years. He’s the only person I trust to leave her with and she’s always crying louder to see Tom than when I pick her up. My lab is glued to my hip and follows me everywhere, but I never need to tell her to stay when I leave Tom’s… he always sends me pictures of her playing and you can’t fake that happiness.”


Kathryn M.

“Kathryn took care of our rather antisocial and uncooperative cat during our vacation, coming twice a day to medicate her. It was not easy, but Kathryn was great about communicating with us and she creatively problem-solved to get the job done. We were super impressed with her reliability, patience and kindness. Highly recommended!! We are very grateful to her.”


Nadine N.

“Nadine was Fantastic, it took a few visits for our Cats to warm up to her, she kept the kids Litter box’s clean, and food bowls Filled, also Vacuum around their Litter Boxes, so their area was always Clean, the Bangel Brothers love her time spent playing with them! We are Extremely happy with Nadine, and will Definitely use her Services again when we travel out of town!”


Jill F.
About: Hi! I’m Jill and am very experienced with doggos! I work full time in dog rescue and am looking to take on rover clients to help support that work. I have experience with all ages/sizes/breeds/temperaments! I am certified in Animal Behavior Management and love catering your pet’s activity and enrichment to their personality. Before working in dog rescue, I was a wildlife biologist for 10 years and still very much enjoy spending time outdoors and hiking - especially with dogs! Before that, I worked at a doggy day care and veterinary clinic. Animals have always been a central part of my life and I take the responsibility of their care very seriously! I work in animal rescue which allows me a somewhat flexible schedule. If I have a pet booking, your animal’s needs will be my first priority! I care for pets in the way they would like to be cared for. I love getting to know an animal and catering my services to them.


Nicole S.

“Nicole is a thoughtful and thorough pet sitter. She is extremely reliable and did a wonderful job with our cat. She had to battle a snow storm to provide pet care and didn't miss a beat. Thank you Nicole.”


Ashley M.Star Sitter

“My wife and I were so comfortable with Ashley. She really helped us out in a last minute request, sent so many updates, and made us feel totally at ease. Not to mention our pups loved her. Highly recommend. And if you’re reading this Ashley, hope to have you sit for us again soon : )”


Lillian G.

“Lillian was an amazing and attentive cat sitter! She completed the daily drop ins and played with my cat and gave her lots of love. My cat can get really anxious when she's left alone but when I came back home she was at ease and happy. I am so thrilled with the care she got from Lillian!”


Samantha L.Star Sitter

“This is the second time Samantha took care of my kitty while I was out of town, and she did a wonderful job. She goes above and beyond to make sure my shy girl feels safe and comfortable. Will always rebook with her!”


Brianna D.
About: I have had my animals my whole life. Also I am a dog groomer and have worked at vet clinics in the past doing pet care and being a vet assistant. I am currently working at a dog daycare. I currently work at a dog daycare during the day Monday-Friday. I only work from 6:30am-12:30pm most days. This is just my part time job to get extra money I plan on going to pet parents houses and taking the best care of their animals as possible. Providing them enrichment, food and water when needed


Maxamus S.
“I cannot recommend Maxamus highly enough! He took exceptional care of our dogs and cats making sure our pets were not only safe but happy and well-loved in our absence. Max is trustworthy, dependable, and has a wonderful, calming nature. Our pets loved him. We will absolutely be using Max again!”


Kyra M.


“Kyra is absolutely amazing at what she does! She is super professional and engaged about your pets and their comfort. She left me so many photos of happy pets after each visit and made sure to give me updates. I had such a more enjoyable trip knowing that my babies were being taken care of. I highly recommend Kyra. I’ve had a few Rover sitters in the past few years and I believe Kyra is definitely my favorite.”


Joseph B.Star Sitter

“We had a last minute need and Joseph stepped in to help. Each day I received photos and updates. His communication to us was great as was his care of our pup. Will definetly use Joseph again.”
Over 10 pet parents in Windsor have booked pet sitting
Windsor pet parents share their Rover experiences
Kyra was wonderful! She checked in on my cat while I was away for vacation and it was so reassuring knowing that he was in such good hands. She was very proactive in asking about leaving the air on for him (as while I was gone there was a heat wave!) and made sure he had plenty of water when she saw him. I really appreciated that she spent time playing with him and showing lots of affection. Thanks, Kyra!!

Popular requests near you
Select a filter and find qualifying Windsor sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a 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 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 pet sitting in Windsor is $20
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 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 Windsor average 8 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Windsor on Rover as of Aug 2025 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 30 pet sitters in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 94% of Windsor pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 8 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Windsor.
Rover makes it easy to find Windsor pet sitters to provide loving care from their own home. The background-checked, 5-star pet 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 sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 30 pet sitters in Windsor on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 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 service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
