Cat Sitting Winter Harbor Haven
Book a cat sitter to stop by your home to feed and play with your cat.
Winter Harbor Haven, Find top rated cat sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Avery is great!! She had excellent communication and follow-through the entire week of drop-in visits at my house. I loved the personalized notes/report cards she left after each visit. Avery is very trustworthy in your home. Her warm and calm demeanor is perfect for the care of your animals. I knew that my pet was in good hands from the moment I met her… This peace-of-mind allowed me to enjoy my vacation and time with my family even more - knowing my cat’s personal care was being handled with the upmost professionalism back home… I can always tell the level of care a pet sitter gives while I am gone, based on my cat’s behavior and stress level when I return, and my cat couldn’t have been more relaxed - like I never left! I would highly recommend Avery to anyone looking for a quality pet sitter.”
“Highly recommend Kellie! She was wonderful with our pets despite having to take care of a grumpy Pyrenees on antibiotics. She kept us updated and sent pics as well. We will definitely use her for our pet sitting needs again.”
About: I have taken care of all kinds of animals cats, dogs, fish, and even plants! I love to help my friends, family, and more with walking their dog, feeding their cat, or watering plants! I work only a few days a week because I’m a stay at home mother so I would give your pup all my love. I’m available during the week from 11am - 8pm. I take my dogs on walks as well as play fetch at least once a day! I feed them twice a day and let them out every 2-3 hours. If i dog/cat sit for someone I go to their house 2 times a day to feed, walk, or whatever else I’m instructed to do.
About: Most of my experience was mostly personal with the numerous animals I had when I was growing up. But I also have experience with other friends or families' animals. During that, I have taken care of the dietary needs of pit bulls to Dachsund. I am currently a student meaning I can have more time taking care of your animals as I only will have homework and no job I have gates all around my house to avoid certain rooms to ensure no animals gets in anything. I will also ensure safety on walks
“We were able to enjoy a worry-free vacation knowing that our pets and home were in good hands. Alyssa was punctual, respectful, caring, polite, and very attentive to our pets' needs. She took excellent care of our Goldendoodle and our Yorkie, who has difficulty eating due to having limited teeth, and made sure he received the extra care and attention he needed. Alyssa also went above and beyond by watering my plants and promptly notifying me when one of our trees came down during a storm. Her attentiveness and communication gave us peace of mind throughout our vacation. I am truly grateful to have had Alyssa as our sitter and would highly recommend her to anyone looking for someone dependable, caring, and trustworthy.”
About: Hello! I am Julia Whatley. I am a young professional on the Hampton roads and richmond area.I am 25 years old. I am a triplet with a younger sister and I have 1 dog. I have taken care of my own dog for 7 years. I love all dogs and I can't wait to help out with other dogs. I will take great care your dog. I also babysit and love pets and kids. I have experience house sitting, pet sitting and babysitting. I currently work remotely and have a very flexible schedule. I work remotely full time and have a very flexible schedule. My routine varies week to week but also gives me a lot of flexibility and availability. My family has had a dog for 10 years and I have experience with many different dogs and cats. As I babysit and often as part of the responsibility includes pet-sitting. I can stay at your home or drop by to feed your pet and provide company. (whatever you may need)
About: Meghan and I love to be the home away from home for your pet. Your pet will be taken care of in loving home, and spoiled . Directions will be fully followed to make sure your pet is carefully cared for. No other pets will be in the home or small children. Fenced yard but will be supervised through the whole visit. Playtime and walks are a must. Your dog will be our only focus and adored. Pets from the same family welcome, if not only your pet will be focused on and in home. I am an educator, so my fun , caring, happy and upbeat personality will be felt by your pet. I am a teacher that is home during the summer, and my college daughter which is a SPCA volunteer helps with care as well. Your dog will be in a clean environment and the only animal in the home. Love, Fence back yard , supervised at all time, clearly will follow your directions. Your pet will not leave the eyes of a supervised adult. The area is cleaned and sanitized througout the day.
About: I’ve taken care of Dogs, cats, ferrets, fish, chickens and reptiles!! I love caring for animals and would love to care for yours when needed!! I’m currently working from home and can work from anywhere. I can adjust my schedule for when I’m needed to accommodate you and your fur babies! I sit with your fur babies, love them and treat them as if they are my own! I love all breeds and type of animals I’ve been taking care of my babies and other peoples babies for over 20 years now. I love all sizes and breeds and will love yours too! I care for your babies just like they are my own. They will get snuggles when they want them and very well taken care of.
“Chelsea did a wonderful job! She was greeted with a puke mess on the carpet to clean up. So sorry about that! Sienna did well--as much as she does when I'm gone. I'm sure she enjoyed getting out for a walk.”
The median cost per visit for cat sitting in Winter Harbor Haven 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.
Meet local sitters who will treat your cats like family
1. Search
Browse profiles of sitters near you who offer cat 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 cat sitting - Winter Harbor Haven
Select a filter and find qualifying sitters offering cat sitting.Sitters in Winter Harbor Haven average 7 repeat cat sitting clients
FAQs for Drop-In Visits - Winter Harbor Haven
Frequently asked questions about Rover
As of August 2026, there are 720 sitters on Rover offering Cat Sitting across Winter Harbor Haven. Enter your ZIP code to see which available sitters are closest to your home.
Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.
House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.
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.
A Meet & Greet is a short introductory meeting between you, your cat, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, you can find sitters who have experience with handling special pet needs in Winter Harbor Haven. On Rover:
- 94% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 99% 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.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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