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

Winsted, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Heidi was great and made our first experience a positive one. She kept me in the loop of her plan and took great care of our pup. Look forward to connecting with her again.”

“Janneke is great with our girl and we come home to a happy walked pup!! She is timely, friendly and makes sure to give us updates and notes any changes she notices with our dog. Thank you!”

About: I have taken care of cats and dogs my entire life. I grew up with both cats and dogs in my home, and currently own 3 special needs cats. I also have volunteer and work experience with animal shelters and veterinary clinics. I am a stay at home mom! From Monday - Thursday I am available from 4 am - 3 pm to take care of your pets either in my home or at yours. My weekends are always changing but I can be very flexible and am available for overnight care. In my own home I have 3 cats who are all very friendly. We currently live in a 2 bedroom apartment and my cats have their own room! So I am able to take care of your pets in the main space of my apartment all day long. My apartment also has a small fenced in dog park, and I am able to do multiple short walks per day. I am also available to come to you, and to do overnight care.
About: I've owned many pets over the years and taken full care and responsibility for them, I help my mom out at the human society and I help my mom dogsit for her dog sitting business. I would prefer part time on the weekends, as long as im given 12 hours notice and I can do part-time on the weekdays if given a week's headsup. I usually take dogs out every 3 hours and I've cared for dogs and cats with a plethora of different diets, bathroom schedules and medications that they are required to have. I live in a dorm right now so I don't doing care in my home for the time being.
About: I am a 29 year old who loves working with animals!. I have 11 years of experience working with dogs. I also own one pup of my own, he is a Golden Retriever named Wally. He is very friendly and loves to play with other dogs! I also have two kitties named Watson & Wynnie. If needed, I can do baths and nail trims! I also work part time as a dog trainer, so I am here for anyone who needs any extra tips or wants help with any basic training needs. I usually work 12 til 7pm during the week but have some days off. I can do walks before or after I am off of work! I am very cautious with other people’s pets as I work in a dog facility. I am specialized in dog language and am very good about telling what your dogs needs are.
About: I have taken care of both dogs and cats growing up. I always take care of other animals like i treat my own, if not better. Monday and Tuesday I work 12-4 so I can watch your furry friends before or after. My schedule varies but I'm really flexible. I take care of 3 cats and help out with 3 dogs. I help with other people's animals whenever I can. I have 3 cats. I have toys that my cats can play with and an open area for them to run around. I love dogs, I had a family pit growing up and I loved her. I would throw a stick or ball for her to get, we had fun.
About: I have taken care of dogs and horses and absolutely enjoy making sure they feel safe and loved. Pets bring so much joy and comfort. I hope to do the same for the pets I am watching. I'm currently working part-time, so I am available for more time. My son is off to the Marines, so I can stay at the client's house. This love for pet sitting began when my friends asked me to take care of their animals while they were on. vacation I prefer the pets at the client's house, where they feel more comfortable. Building trust with pets is key; they feel safe and secure while parents are gone. I will communicate with you as well as you see fit when you are gone to ensure you are happy and safe.

About: Hi! I grew up in a family that always had a house full of pets, so caring for animals became a natural part of my life from a young age. I now have two cats of my own and have been pet sitting for others since I was 16. I have extensive experience with both house sitting and pet sitting, and I always make sure your home is left clean and your pets feel safe, comfortable, and well cared for. I know it can be stressful for pets when their family is away, so I make it a priority to give them plenty of attention, affection, and love while you’re gone. My goal is for both you and your pets to have complete peace of mind! I’m also comfortable caring for pets with different energy levels, including senior pets and pets with special routines or medication needs. I currently work full-time in the jewelry industry, but caring for animals is something I truly enjoy and love incorporating into my routine! My typical work hours are 11:00 AM–7:00 PM, with Thursdays and Sundays off. My general availability is: • Sunday: Available all day • Wednesday: 8:00–10:00 AM & 5:00 PM onward • Thursday: Available all day • Friday: 8:00–11:00 AM If you need care outside of these times, feel free to reach out! I’m happy to see if I can make arrangements to fit your pet’s needs. 🐾 Your pet’s safety, comfort, and happiness are always my top priorities. I know every pet has their own routine, and I’ll do my best to keep things as normal as possible while you’re away. I’ll follow all care instructions carefully, keep your home clean and secure, and provide regular updates with photos so you can have peace of mind. I treat every pet like they’re my own and strive to create a calm, loving environment until you’re home again.
About: There’s something about a dog’s loyalty, personality, and the way they become such an important part of our lives that I’ve always cherished. My love for dogs began at a very young age; at just six years old, I had a Poodle of my own and was already learning the responsibility and joy of caring for a dog. Throughout my life, I’ve proudly had dogs of my own and cared for friends’ and family members’ dogs while they were away. We recently lost our beloved German Shepherd/Husky to old age, and although his loss was difficult, it reminded me how much joy dogs bring into our lives. I would love the opportunity to share that extra love and attention with another amazing dog while their family is away. I’m a lifelong dog lover with more than two decades of hands-on experience caring for dogs of all breeds, sizes, ages, and temperaments, ranging from 2 to 165 pounds. I genuinely enjoy getting to know each dog’s unique personality, quirks, routines, and preferences and tailoring my care to help them feel safe, comfortable, and at home. I care for every dog as if they were my own, providing plenty of attention, exercise, playtime, affection, and walks when weather permits and with the owner’s approval. My 60-by-55-foot fully fenced yard provides plenty of space to play, explore, and enjoy multiple potty breaks throughout the day. I also work from home with a flexible schedule, allowing me to be present and attentive to my furry guests. Whether your pup loves cuddles or prefers personal space, I’m happy to follow their lead and respect their individual needs. With experience caring for dogs who are anxious, fearful, reactive, or more challenging to handle, I’ve developed strong observational skills and can recognize signs of stress, discomfort, illness, or injury. I’m also comfortable administering medications, following specific care instructions and routines, and providing basic first aid when needed. Most importantly, I love spoiling my furry guests because, in my opinion, they’re on vacation too! 🐾 You’re welcome to bring their regular food, treats, favorite toys, bed, blanket, or other comfort items to help make their stay familiar and special. I’m dependable in all weather conditions and always prioritize the safety, health, and comfort of every guest. If my calendar shows that I’m unavailable, please feel free to reach out anyway. I’m flexible whenever possible and happy to see if we can find a time that works. I look forward to meeting you and welcoming your furry family member into our home! ****** ******** ***** I’m proud to share that I’ve had the opportunity to volunteer with Can Do Canines and regularly participate in dog-related events. These experiences have been incredibly rewarding, and I’m grateful to be able to contribute to the care, training, and support of these remarkable dogs as they prepare to change lives. I have a very flexible schedule, which allows me to be readily available and provide pets with plenty of attention and companionship throughout the day. I also have a fully fenced-in yard, which is ideal for multiple potty breaks, outdoor playtime, and exercise throughout the day. Caring for a pet comes down to consistently meeting their physical, emotional, and health needs. The exact details vary depending on the animal, of course! -I have a 60-by-55-foot fully fenced yard and pet gates in the house (if needed); -I love to go for walks with pets; -I love to cuddle and play with pets if that’s what they are into; -I feed them a balanced diet per owners’ instructions. Fresh water is always available. -I’d love to comb them if tools are provided from owners; -I provide lots of daily update pictures and/or videos; -And would be open to any reasonable requests owners might have.
“I really appreciated all of the pictures and the video that Ciboney sent while I was away! She took really good care of my cats, and that means the world to me!”

“Heather was great!!!! She contacted me with problems and sent pictures. She took amazing care of our kitties while we were away. She made a stressful weekend away for us a little easier. We will definitely book her again!!!”
About: Hi, I’m Maria! I’m a passionate and reliable pet caregiver with years of experience in dog walking, dog sitting, and cat sitting. I treat every pet as if they were my own, ensuring they receive plenty of love, attention, and care while you’re away. Whether it’s energetic walks, cozy snuggles, or catering to unique needs, I’m here to keep your furry friends happy, safe, and well-cared for. Your peace of mind and your pet’s happiness are my top priorities, and I can’t wait to meet you both! I can fit any pet care into my schedule to whatever the customer needs with their schedule or their animals and I love to help anytime people need I take great care of my cat in my home. I always change his litter and I always make sure he eats at the correct times and I also give him lots of toys.
“Our dogs are happy when we leave so they can have their BFF Sharron come to play! Wipes away the guilt of being away when they feel like they’re on their own vacation.”

About: I have a lifelong passion for caring for animals, always having a beloved pet by my side. With years of experience as the go-to pet sitter in my family and friend group, I take pride in giving animals my full, undivided attention. I genuinely enjoy spending time walking and playing with all types of pets. I am committed to providing reliable and dedicated care for your pets, anytime and anywhere you need me. As a full-time pet sitter, I’m just one message away, ready to meet your needs. Your pet’s well-being is my top priority. I ensure they are well-fed, hydrated, and never miss a potty break. Daily walks and engaging playtime are always part of the care I provide. Pet care fits seamlessly into my daily and weekly routine, as it aligns with my passion for animals and my flexible schedule. Whether it's for my own pets or those I care for as a sitter, I dedicate specific times each day to feeding, walking, and playing with them. My focus is on providing loving, personalized care that meets each pet’s unique needs. I maintain the pet’s routine, following specific instructions for feeding, medication, and exercise.
“Tara was great! I would rather not board the cats and keep them in their home and this was a great alternative and cheaper than boarding and less stressful for the cats. She asked questions to make sure she understood the cats needs and had great communication. We already have her booked for drop ins again. Thanks again Tara ❤️ We highly recommend!”

The median cost per visit for pet sitting in Winsted is $20
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
How to book pet sitting

1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - Winsted
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winsted average 6 repeat pet sitting clients
FAQs for Pet Sitting - Winsted
Frequently asked questions about Rover
As of November 2026, there are 3,004 sitters on Rover offering Pet Sitting across Winsted. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience with handling special pet needs in Winsted. On Rover:
- 87% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.


