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

Windswept, 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.
“Bree was fantastic! She took amazing care of Lucy and sent the best updates and photos. Her detailed messages made me feel so comfortable while I was away, and it was clear Lucy warmed up to her quickly. Highly recommend Bree—she’s wonderful!”

“Highly recommend! Upon reading the report card from Tonie, a comment was made from another dog owner, "Wow, you got a good rover." I was so nervous leaving my dogs, especially my ailing senior. When my normal dogsitter cancelled last minute, I was very hesitant having a stranger watch my dogs. Tonie did a great job. I actually prefer her over my other sitters.”

“Jennifer is considerate and professional, which I appreciate, and she is caring and trustworthy in ways my cats, even the shy ones, recognize. I really appreciate that! I highly recommend Jennifer.”

“Melinda was good with the drop-in visits! Super kind and made sure my pet was well taken care of. I really appreciated the updates and pictures after each visit—it gave me peace of mind while I was away. My pet seemed comfortable and happy when I got home. I’d book with Melinda again and feel good knowing my pet is in good hands.”

About: I've been taking care of animals since I was 18 years old. I am not intimidated by size or breed of dog or cat. I have cared for dogs, cats, guinea pigs, fish, turtles, horses, chickens, llamas, and a hedgehog. If owner was okay with it I took the dog to work with me or to a park to walk. I currently work part-time at a park on Thursdays (10am-6pm) and Fridays(2pm-7pm) and/or when someone needs coverage. I also attend church on Sundays. Otherwise I am available all days. I treat the animals as if they were my own. Play with them inside and outside when weather permits. I enjoy cuddling with them and enjoying their company.

“Super thankful Tara was able to help out kind of last minute! Would absolutely recommend her to anyone needing help looking after their pets. Great communication and she send pictures during her visit. Will definetly book Tara again.”

“We are repeat customers of Edmy and Craig. Nobody takes better care of them! This time, Craig came to feed and walk our dogs for 3 days while I was out of town for work and my husband was working. Craig always leaves detailed notes and some cute photos in their Rover Card. We’re forever grateful for Craig and Edmy! :)”

“Tracy did an amazing job! We always came home to a happy pup, and the pictures and updates throughout the day put our minds at ease. We definitely cannot thank or recommend Tracy enough!!”

“Thanks Emily and happy to schedule you again when I have to leave Zeus and Dora at home while I travel. You did a wonderful job checking in on them while I was traveling.”

“Stephanie went above and beyond to make sure Odie had the best time while I was away at work for a week. She was flexible and accommodated last minute changes, she cleaned up after his messes and just did an amazing job. Thank you so much for all you’ve done for Odie and I!”


About: Dogs have had a tremendous impact on my life; I’ve trained & owned dogs for the last 20 years. Currently I own a Yorkie mix named Mayhem who loves motorcycle rides & fetch! Over the years I’ve helped strangers & friends with training & general care of their fuzzy babes. Pitbulls, labs, poodles, dobermans, tiny terrors & more. I try to add structured fun & exercise to any dog I encounter, paying attention to the dog’s personality & confidence level. A tired pooch is a happy pooch. I currently work nights, so I am flexible during the weekdays before 4pm to help let your dog have fresh air while you’re at work! And for nightshifters, I can let your dog out late in the evening because I naturally stay awake until approximately midnight to 2am. My true availability (I’m unable to modify the calendar to reflect this) is Monday & Tues available all day/night, Wednesday & Thursday between 7:45am to 4pm, Fridays before 2:30pm, and Saturday & Sundays I’m generally unavailable but open to requests on a weekly basis (especially if we have an established relationship). I am flexible & will do what you think is best for your dog. I am used to staying calm under pressure & providing a reassuring presence for your dog. I’m especially good for dogs which need a physical outlet seeing as I lead an active lifestyle with lots of running, walking, bike riding, hiking, etc.
“Jessica was fantastic with all of my pets and went above and beyond what I would have asked of her when one decided to create extra loads of laundry. She was able to follow their complex feeding schedule perfectly and made sure everyone was happy and taken care of while we were away. I will definitely be asking for her again in the future!”

About: Hi I am Stephanie. I am a life long dog owner and lover of all animals. I currently have a Cavapoo named Sophie who is my little ball of attitude. I have experience with all kinds of dogs, labs, cocker spaniel, doodles, German shepherds,and French Bulldogs. I am willing to watch in your home as my girl isn't fond of guests. I work full time but depending on the area of town I am available for midday walks and care as well more and evening. I would love to provide amazing care for your pup while you enjoy a relaxing vacation or are out of town for any reason. I currently work full time on the north side of town but am located in New Haven in. I get 1 hr for lunch and if you are located huntertown or in this area I can definitely do midday walks and cuddles. Walks, let on lead, electric fence or anyway you prefer your pets to do their business. Feeding, playing and of course cuddles to begin and end the day.
“Charity was incredible!! Very professional and caring. I have a very rambunctious 10 month old Newfoundland that she handled with patience and care. She regularly sent pictures and updates to me. I would recommend her 1000%. She put my mind at ease while I was away on vacation!!”


About: I've been helping out families I know with dog and cat sitting since 2020 and am ready to do it in a more formal way. ——- Here's the story: my behaviorally-complex bestie turned me into a dog trainer, and now my day job is helping other families like mine. I am a Certified Professional Dog Trainer-Knowledge Assessed (CPDT-KA) and Fear Free Certified Professional (FFCP). ——- I like to take things slow when I meet a new pet, unless they're not into that kind of thing and would rather go straight to sharing our personal space. I can take a hint...because I've spent time learning body language! ——— I believe in meeting an individual's needs based on their responses to activities. We can find all kinds of projects to fulfill your pet's physical, mental, and emotional needs. Enrichment is the key! ——- I also have lots of experience caring for reptiles and amphibians, and I share my home with two snakes. 🐍 I work full-time from home, and have a flexible work schedule. This makes it easier to fit caring for folks' pets in the comfort of their own home into my schedule. As a Fear Free Certified Professional, the comfort of the pet in front of me is my #1 concern. I want to meet your pets before I drop in, so let's set up a meet and greet! ----- I love engaging pets with mentally stimulating activities that allow the expression of their natural behaviors. Since I build enrichment plans for pets for a living, I tend to find creative ways to incorporate what is available to help pets use their bodies and brains to have a good time.
“Hannah was wonderful throughout the whole process, and Bella was so happy and calm when we got home. Hannah was an excellent communicator and sent the sweetest notes and pictures of Bella each time she stopped by. We recommend Hannah to everyone, and we’re looking forward to having her watch Bella again in the future! Thank you, Hannah!!”


About: I’ve grown up with dogs my entire life and have experienced every stage of life. Whether you’ve had your dog for 10 weeks or 10 years, I’m confident I will be able to give the best care they deserve! I currently work full time, so my availability is 6am-8am and 7pm-10pm on the weekdays. I’d love to start my morning or end my day taking care of your dog! I’m not available Thursday evenings, certain Saturdays due to work schedule, and Sundays. I’ll make sure to update my availability as soon as know of upcoming events! We have always crated our dogs in the past so I am very familiar with crating and the safe space a crate can provide for a dog. When it comes to walking dogs, I believe in giving them the freedom to explore around them (sniff the ground, watch a squirrel, etc) while still remaining in control of the walk. I also make sure to stay aware of my surroundings to ensure there are no cars coming, children running by, or things blocking the path for us to continue our walk.
“Wes has done a fantastic job with drop-in visits for my goldendoodle. She's still in her puppy phase, and he makes time for walks and playing in the backyard. He has always been on-time and communicates well after each visit. Highly recommend him to anyone looking for dog care!”

About: I am here to treat your fur babies as if they’re my own! I have two kitties, Titten and Max, so rest assured that I will give your fur babies the same kind of love and care I give them. That means your fur babies will receive tons of love and many pets! I’ve taken care of numerous dogs and cats from various walks of life. For example, I started taking care of a rescue dog who was incredibly skittish and afraid when we first met. It took a few visits, but he warmed up to me and now lets me pet him! I will always follow your instructions meticulously, and I’ll be sure to ask questions if I don’t understand something fully. My ultimate desire is to love your fur babies well, and help you maintain their routine while you’re away. Thank you for trusting me with your animal(s)! I am currently pet/house sitting part time, as I do work retail (roughly 20 hours a week). My shifts are rarely longer than 5.5 hours, though. I still have ample time to spend with your animals. They’ll absolutely have lots of time to play and receive so many pets! I will follow your instructions meticulously to ensure your pet(s) feels safe, loved, and well-cared for! Same goes for your home! I will always clean up after myself.
About: What sets me apart is that I’ve grown up surrounded by animals my whole life—dogs, cats, fish, and even the occasional bunny. Because of this, I’m comfortable with all kinds of personalities and needs. I have experience walking energetic dogs, caring for playful puppies, and making sure senior pets feel safe and comfortable. My background helps me tune in to each pet’s unique routine and give them the same love and attention they’d get from you. I currently work full-time, but I have some flexibility during the week with enough notice. I hope to be working from home full-time soon, which will allow me to be home more often and more readily available to help care for your fur babies during special events, last-minute trips, or whenever you need an extra hand! As of right now, I have a domestic long-haired cat and a puppy who is a Mastiff-Pit mix. I’ve had my cat, Garrett, since he was born and my puppy, Storm, since April of this year. They are getting along much better now, although Garrett will occasionally swat at Storm when he gets a little too playful—there have never been any fights between them. Storm is very sweet, social, and full of energy, and he loves playing with other dogs. I also have extra rooms available to give visiting dogs their own space when they need a break, some quiet time, or simply a little room to themselves.
The median cost per visit for pet sitting in Windswept is $20
Pet parents share their Rover experiences - Windswept
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