Pet Sitting Wingdale
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 45 pet parents in Wingdale have booked pet sitting
Wingdale, 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.
“We asked Casey last minute to pop in and let Birdie out/feed him dinner. She went above and beyond, staying the whole 30+ minutes, playing with him, taking him for a walk, and leaving a treat. She was also very professional, ensuring she had all of the info before arrival. We will definitely use Casey as a sitter again!”
“Meghan did an amazing job checking in on our cat while we were away! She was professional, kept our house clean, and most importantly, our cat was happy and comfortable. It gave us real peace of mind knowing our pet was in such good hands. Highly recommend!”
About: Ever since I was young, I have had a strong love for animals, especially dogs. I grew up surrounded by dogs and currently have two of my own. Over the years, I have pet-sat for neighbors and friends, and I always enjoy caring for and spending time with their pets. At college I am part of a club where we work with and volunteer at the local animal shelters. There are photos on my profile that highlight some of the events on campus I have volunteered at to raise money for the puppies at the local animal shelter. I do also have experience with horses. My experience has strengthened my passion for working with animals and reinforced my commitment to providing them with attentive, compassionate care. I currently have a lot of availability to be able to take care of your pets. I can board and attend to your pets any day of the week. I have a fenced-in backyard and two dogs of my own as well. I have a 10-month-old male English Bulldog and a 3-year-old female French Bulldog. They are both very friendly and love playing with other dogs. At your residence, I will respect any boundaries you may have and provide the best service I can.
About: Pre-vet student with years of pet care experience; moderate experience in puppy/dog training, senior care, and medication, providing expert, compassionate attention to every beloved pet! As a college student with a flexible, seasonal schedule and worsk part-time, I easily incorporate reliable pet care into my daily and weekly routine year-round. In clients' homes, I follow routines closely, provide feeding, walks, playtime, medication if needed, and ensure pets feel safe, loved, and stress-free throughout there care.
“Emily is sweet and loving. She clearly loves animals and our two pups love her. Emily is dependable and prompt and quickly responds. We are planning to have her back on regular schedule.”
About: I have taken care of dogs, cats, and other pets for years. Even the shyest of animals end up loving me! I gave my dog the best 13 years he could ever have, and I want to share my love and kindness with other pets while alleviating duties from busy owners. I am a junior at Florida Institute of Technology studying Forensic Psychology and minoring in PreLaw with a light workload, as I am finishing up my time in college. Caring for pets would drastically increase my happiness and improve my quality of life, give the animals necessary exercise, fresh air, and extra love/attention, and help busy owners tend to their duties and relieve their stress. I have a decent living space in my pet-friendly apartment with backyard greenery and a cozy room for them to rest if the animals need.
About: I’ve been caring for animals for as long as I can remember. I grew up with dogs, cats, rabbits, birds and amphibians, so I’m comfortable with animals of all kinds. I’ve also been volunteering at an animal shelter for 1 year, so I know how to read animal behavior and handle the unexpected. I’ll make sure your pets feel safe and comfortable while you’re away. I work full time Monday through Friday, so my availability is after 5pm on weekdays and Saturday mornings and afternoons for walks and drop-in pet care. I follow your pet's routine to a T and send regular photo and video updates so you're never out of the loop. If I notice any changes in behavior I'll let you know right away. I'll leave your home exactly as I found it, follow any house rules you set, and always make sure gates and doors are secured so no one makes a sneaky escape.
“Jessie was great! She took great care of my babies, communicated with me throughout my trip, and my very shy cats warmed up to her and came out of hiding when she came over!”
About: I’ve cared for both small and large dogs, including two small dogs and a German Shepherd. I’m comfortable with feeding, walking, routines, and providing calm, reliable care. Available for drop-ins, dog walks. House sitting/ and overnight available Friday's and Saturday's. Hours flexible except 5:00–10:00am on weekdays only. Please contact me for booking. Responsible and attentive, I ensure a safe and secure environment for your pets. I follow your routine, handle pets gently, and maintain a clean and comfortable space.
About: I have taken care of my own pets as well as pets of family and friends. I currently have two dogs, Sargent and Spock, and a cat named Chip. I love all animals and most pets warm up to me right away :)) I am currently home in between the college semesters. I am going into my junior year at Saint Anselm College in Manchester, NH as a Psychology and Criminal Justice Double Major. I am currently taking one online class and need work in between homework 😁 I am unable to bring pets to my own home due to my dogs and cat; however, I love to play with dogs outside. Normally, I play with a dog outside, getting them to run around a bit, for as long as they can until they are ready to stop playing. Once the dog is ready to stop playing, I find dogs love to sit in the sun on a sunny day and I will sit outside with the dog until it is time to leave.
“Steve was great with Miss Hazel. He was timely and attentive to her. Followed our instructions well and gave us lots of updates. In fact when we came home, she expected him to be there. When she didn’t see him, she went looking for him all over the house! We were only gone 2 days and already she loved him! Thanks for the peace of mind while we were away from our girl!”
About: I'm here to take the stress off your shoulders. As an animal lover, I’m dedicated to providing your pets with the best care possible. From long walks and fun playtime to plenty of good ol' fashioned love, I’ll make sure they feel right at home. I have had a dog since I was 11 and I have taken care of many dogs of various sizes and demeanors. I am free most days of the week as I have classes at night. I would love to use this time to take care of a loving animal. I make it a priority to get to know the animal and make sure there is a sense of trust. I want to ensure that both your animal and I are able to get along well. I enjoy taking dogs on walks and playing with them in the yard.
About: My name is Don H. I am a professional pet sitter, dog walker and licensed dog trainer for 30+ years. I have been in the pet industry for many years, this is what I do full-time and love every minute of it. I care for all breeds of dogs and cats and also reptiles, fish, rodents, goats, horses I will e-mail/text or phone you updates and photos of your pet while you are away. I would love to help you out whether you need a pet/house sitter, dog training, dog walking, trail walks or your dog to be transported to Vet or Groomer. Your pet will be well cared for whether in your home or ours. I am a call way. Sincerely, Don My clients will give reference to how trustworthy and experienced I am when caring for pets in your home. I have respect for your property and even go the extra mile making sure your home is maintained and your pets are safe. I will take in your mail, water plants, take out your garbage/recyclables at no charge. Overnights include picking up after your pet inside and out. Why I love dog sitting I have been around all animals my whole life, I started my journey when I became a certified dog trainer. I also worked as a Kennel Manager for a medium-size kennel in Greenwich, CT. People tell me that I have great patience and calmness when working with difficult dogs. my goal is to help owners and their pet's to become one. I have over 25 years experience as a dog trainer and pet care provider. About my yard Yes i do have a backyard. Although it is not fenced in but I have tree barriers that keeps them safe. I also am close to a dog friendly park where all dogs are on leashes. I will not take a dog off leash when he/she is in my care. My experience administering medication Yes with my kennel experience, I am very comfortable administering medication. I am also comfortable administering shots for dogs and cats. I am a full time pet care provider and a dog walker and i have been training dogs of all breeds for the last 30 years. I give all my furry guest lots of play time and walks and all of our guest hang out with us we are cage free unless your owner wants your dog to sleep in one
About: I currently own two dogs a mini Australian Shepard and a cocker spaniel. But, my family is a huge dog loving family and I have also owned labs, retrievers, and collies. I have a fenced backyard with a doggy door that holds about an acre of land and I live on a very quiet road with hiking trails across from my house that I bring my dogs into all the time! I’m work 3 times a week at Ridgewood Country Club in Danbury. I can leave during my breaks to tend to your pets. If they are staying at my home I have a doggy door and fenced in backyard. And then the remainder of the week I am free! I have a doggy door inside my home with a fenced in backyard for the 3 days I can’t be at home all day long. All other days I would love to take the dogs hiking and make sure they have a great time! I do own two dogs that are very friendly. But they can also be seperated into my basement if other dog is not friends with them. I also have a lot of experience with cat sitting my neighbors cats.
“Needed someone for a last-minute drop in for the next day and Margaret willingly accepted. She was timely and send photos while there. Will definitely contact her again.”
“Wonderful experience - we had to rush out of town twice because of an elderly parent’s health. Samantha was there for us both times even though it was short notice. She saw to our cats needs and even helped out with an issue with unplugging a machine that was left running. Wonderful lady!!!”
“This was the first time we used Rover and we had such a great experience with Megan! She was so patient with our anxious kitty and everything went perfect. We will definitely ask her to sit for us again in the future!”
The median cost per visit for pet sitting in Wingdale is $25
Pet parents share their Rover experiences - Wingdale
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?
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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 pets like family
1. Search
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Popular requests near you
Select a filter and find qualifying Wingdale sitters!Sitters in Wingdale average 5 repeat pet sitting clients
FAQs for Drop-In Visits - Wingdale
Frequently asked questions about Rover
The average cost for Pet Sitting in Wingdale on Rover is $25.53 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of July 2026, there are 1,886 sitters on Rover offering Pet Sitting across Wingdale. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Wingdale stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 Wingdale. On Rover:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 98% 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 short introductory meeting between you, your pet, 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.
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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