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 20 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!”

“Aliya is a great dog sitter! She is very reliable. This was her second weekend helping us with drop in visits to take care of our dog. She was very responsive and caring for our dog. We will definitely be asking Aliya first next time we need someone.”

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.
About: I started dog walking and house-sitting around my neighborhood at 12 years. Nearly two decades later, I’ve cared for and loved many pets - including dogs, cats, guinea pigs, rabbits, horses, the list goes on. I have always had a deep love and respect for animals (vegan/animal rights advocate!) I’ve volunteered at farms and shelters over the years. I’m here to treat yours as my own. I am a proud cat and bunny mama, myself :) I hope to provide safe, reliable, and fun care for your furry family members! I work remotely, so my hours are very flexible. I’m open to consistent clients and/or to be here for you and your pets as needed. Please note that I am unable to sleep overnight at your house for housesitting. I am available to make house calls as many times as needed every day + night while caring for your pet whilst you are away and spend enriching time with them every visit (within reasonable distance)
About: Growing up, I had a Lab and then a Boxer and two cats. I've also helped my aunt at the doggie daycare she runs out of her home where she often has more than 10 dogs at a time. Everything from a Great Pyrenees to German Shepherds to Doodles to Yorkies. And it's always so much fun! The care I'll give your pets will really depend on them and their needs. There's a very large unfenced grass area behind my apartment building that would be perfect for walks or play. And there are multiple parks in the area too we could explore. At yours, I'd keep whatever their normal routine is. Whether that's taking walks, throwing the ball or just sitting and chilling and scratching butts. Their butts of course! There's a very large unfenced grass area behind my apartment building that would be perfect for walks or for play. And there are multiple parks in the area too. At yours, it depends what you need. We could take walks, throw the ball or just sit and chill and scratch butts. Their butts of course!
“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: 🐾 Why Pet Parents Choose Me • Lifelong dog lover with years of experience caring for pets for family, friends, and neighbors. • Experienced with senior dogs after caring for my own dog through kidney failure, including administering medication, monitoring health, and providing extra patience and comfort. • You'll receive regular updates and photos, so you can have peace of mind while you're away. 📸 • Reliable, attentive, and committed to treating every pet like they're part of my own family. 📅 Availability • Monday–Friday: Available before 8:00 AM, after 5:30 PM, and for evening visits. • Saturdays & Sundays: Flexible availability. • Perfect for morning visits, evening drop-ins, overnight stays, weekends, and vacation care I'm a recent college graduate currently searching for a full-time position, which gives me a flexible schedule and plenty of time to provide your pets with the attention, exercise, and companionship they deserve. I'm available on both weekdays and weekends and am committed to making sure every pup feels safe, happy, and well cared for while you're away. My home is dog-friendly and designed to help your pup feel comfortable and at ease. Dogs are welcome on the couches and beds, just like they're part of the family! I also live near several walking paths and scenic trails, so your dog will enjoy plenty of exercise, enrichment, and outdoor adventures during their stay.
About: I specialize in reliable night and weekends dog walks and house sitting in the Hudson Valley. I don’t just check boxes—I take time to understand each dog’s unique personality, preferences, and needs. Whether it’s a playful pup who needs extra exercise or a shy senior who just wants gentle companionship, I adjust my care to suit them. I also prioritize clear, friendly communication with pet parents, sending updates and photos so you always feel connected. My goal is simple: to make every dog feel safe, loved, and at home—even when you’re away. I currently work full time but I would like to take on some dog walking and sittings on nights and weekends as I currently cannot have pets in my house. In my home or yours, I create a calm, safe, and loving environment tailored to your pet’s routine and personality. I stick closely to feeding schedules, exercise needs, and any special instructions you provide. In your home, I respect your space and your pet’s comfort, keeping things clean and consistent so your dog feels secure. In my home, I offer a pet-friendly, supervised space with plenty of attention, playtime, and rest. I always communicate openly and send photo updates so you know your pet is happy and well-cared for every step of the way.
“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.”

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’ve been caring for dogs for over 10 years and know firsthand how important consistent, detailed care can be. My own dog has GI issues and requires a very specific diet, medication, and feeding routine, so I’m very comfortable following special instructions and keeping a close eye on changes in appetite, behavior, and routine. As a registered nurse, I’m dependable, observant, and used to being detail-oriented. I’m happy to help with walks, feeding, medications, playtime, litter box care, and plenty of updates and photos while you’re away. I work a set nursing schedule and have availability on select weekdays, evenings, and weekends. I’m happy to work around your pet’s normal routine and can be flexible with drop-ins, walks, feeding times, and medication schedules when planned in advance. I take pet care seriously and always follow the owner’s instructions closely. I pay attention to feeding, medications, bathroom habits, behavior, and anything that seems out of the ordinary. I’m careful with doors, leashes, gates, and each pet’s individual routine, and I’ll send updates and photos so you know how they’re doing while you’re away.
“Stephen is amazing! He’s well-versed with large breeds, and we were so happy to find someone experienced who Bowser absolutely loves walking with. He’s always punctual, and after just two walks, Bowser is already so excited to see him! It’s hard to find someone you can truly trust with your dog, and Stephen is definitely that person. Highly recommend!”

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 also had two cats. In addition to taking care of my family pets, I have also taken care of many dogs and cats of various sizes and demeanors. I am free most evenings of the week and I am also free most weekends. 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: I’ve been surrounded by animals throughout my life and have cared for pets of all shapes, sizes, ages, and personalities, from small and shy to big, energetic, and outgoing. Because of that experience, I’m comfortable adapting my approach to each pet rather than expecting every animal to respond the same way. I’m confident caring for both small and large breeds, energetic puppies, adult pets, and seniors who may need a little extra patience and attention. I’m also comfortable administering medications and following specific feeding, exercise, or care instructions. I understand that shy or anxious pets may need time and space to build trust, while more outgoing pets might be ready for playtime the second I walk through the door! Most importantly, I treat every pet as if they were my own. I’ll pay attention to the little things, keep their routine as familiar as possible, and provide plenty of love, patience, and reassurance. I also know how important peace of mind is for pet parents, so you can expect reliable communication and updates while your furry family member is in my care. 🐾❤️ Pet care fits naturally into my daily routine, and I have the flexibility to dedicate plenty of time and attention to the pets in my care. I’m happy to work around each pet’s established schedule, whether that means morning or evening walks, regular potty breaks, feeding times, medication, playtime, or simply keeping them company. I understand how important consistency is for pets, especially when their favorite humans are away, so I make maintaining their normal routine a priority. Whether your pet needs lots of activity and attention or prefers a quieter day filled with naps and cuddles, I’m happy to adjust my schedule to what makes them happiest and most comfortable. 🐾❤️ When I’m caring for your pet in your home, I want them to feel like their routine hasn’t skipped a beat. I’ll follow your instructions closely, from meals, walks, potty breaks, and medications to favorite toys, sleeping spots, and all those little quirks that make your pet uniquely yours. 🐾 Having owned and cared for animals of all sizes, ages, and personalities throughout my life, I’m comfortable with the shy ones who need time to trust, the big personalities who want to play nonstop, and the seniors who just want some extra patience and love. I also know you’re trusting me with two things that mean a lot to you: your pet and your home. I’ll treat both with the same care and respect I’d want for my own. Expect plenty of love, attention, photos, and updates, because being away from your pet is much easier when you can actually see that happy face! ❤️🐶🐱
About: I’m a dependable, caring pet lover who understands that pets are part of the family. I’ll treat your pets like my own, giving them plenty of attention, affection, exercise, and playtime while keeping their normal routines in mind. I’m responsible, communicative, and happy to send updates and photos so you can feel confident your pets are happy and well cared for while you’re away. I am available early mornings, mid-mornings, afternoons and evenings :) I will do my best to work with your time and day requests as a daily, weekly, or on-call request. I care for every pet based on their individual needs, personality, and normal routine. In a client’s home, I make sure pets are fed, walked, played with, and given plenty of attention and affection. I’m happy to follow any special instructions, including feeding schedules, medications, or favorite activities. I also keep owners updated with photos and messages so they can relax knowing their pets are safe, happy, and well cared for while they’re away.

About: They are known they are loved and cared for. They will be walked, played with and loved like our own. we love to play with all our dogs we care for. My husband and I love to take them on long walks in our neighborhood. We live in a beautiful cul de sac neighborhood, with a beautiful large landscaped yard with plenty of room to romp around in. We also have a built in pool that we allow to swim in if owner is on board with that. All play activities are supervised at all times. Dogs are never left outside without myself or husband being present. All dogs that stay at least 7 days get a complimentary bath. We have always had dogs in our life. In addition to the rates. If your dog is picked up by noon the next day there will be no charge. Half day charge will be applied after that until 6:30 PM. After 6:30 PM next night charge will apply. Dogs can be dropped off between 8am-8pm.
The median cost per visit for pet sitting in Wingdale is $25
Cat 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?
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 pets like family

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Popular requests for pet sitting - Wingdale
Select a filter and find qualifying sitters offering pet sitting.Sitters in Wingdale average 5 repeat pet sitting clients
FAQs for Pet Sitting - Wingdale
Frequently asked questions about Rover
The average cost for Pet Sitting in Wingdale on Rover is $22.2 per visit (as of September 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 September 2026, there are 1,829 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.




