Dog Sitting Wingdale
Book a Wingdale dog sitter to watch your dog in your sitter’s home or yours.

Over 13 pet parents in Wingdale have booked dog sitting
Wingdale, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Timothy was a great sitter for our elderly cat. He was patient, kind and easily administered medication for our fur guy. We absolutely will hire Timothy again when we’re out of town and know our cat Stoopy would be in good hands.”

“Ebony is a lifesaver!!! Took care of our four pets for 3 days super super last minute — she is super communicative, sends pictures often, and took our dogs on a walk daily. I have a kitten and she took special care of him. Took extra time to make sure each pet felt comfy with her. She’s our go-to sitter now!”

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: I’ve owned dogs my entire life and currently have two of my own, so I truly understand the responsibility and love that goes into caring for them. I have experience with puppies and senior dogs, including maintaining routines, reinforcing basic training, and providing patient, attentive care. Your pet will be treated like family in a safe, structured, and loving environment. Pet care is already a central part of my daily routine. I have two dogs of my own, so my days naturally revolve around scheduled walks, feeding times, play, and plenty of attention. I’m very structured and organized, which makes it easy for me to maintain consistent routines and follow specific care instructions. I am currently home full time and am available for drop ins or house sitting when needed. I am flexible and can accept last minute bookings! Pets in my home are treated like family. I provide a safe, clean, and structured environment with consistent routines, regular walks, and plenty of attention. I follow each pet’s schedule closely to keep them comfortable and stress-free!

About: I've had dogs all my life and wouldn't have it any other way. My dogs and I are always outside hiking, swimming, or playing in the yard. I've been a dog sitter of all ages, sizes, and breeds over the last 8 years. Fun loving adventure is a motto I like live by. Every dog is different and I'm able to cater to the needs of your dog/pup be it training techniques, house rules, extra exercise, down time, diet, to weather patterns and noises (thunder vests on stand by). I have experience walking dogs off and on leash depending on your desire and have an array of toys (balls, soft squeaky, rope, kong, marrow bones, and more. I'd love to get to know your dog/pup!

About: As a college student who genuinely loves animals, I bring both enthusiasm and responsibility to every pet I care for. I have experience watching and caring for dogs of different sizes and temperaments, and I’m very comfortable with daily routines like feeding, walking, playtime, and basic grooming. What sets me apart is my patience and attention to each dog’s individual needs—I understand that every pet has their own personality and comfort level. I’m especially attentive to safety and making sure dogs feel comfortable and happy while their owners are away. I can handle energetic dogs who need lots of exercise as well as older dogs who require a gentler approach and extra care. I’m also dependable, communicative, and will keep you updated with photos and messages so you always know your pet is in good hands. As a college student, I have a flexible schedule that allows me to dedicate quality time to pet care. I’m available most weekdays around my classes and have open availability on weekends. I can accommodate morning, afternoon, and evening visits, and I’m happy to work with your schedule to make sure your pet gets consistent care, attention, and companionship. Your pet’s safety and comfort are always my top priorities. In your home, I will follow all care instructions closely, maintain your pet’s normal routine, and ensure a calm, clean, and secure environment. I’m attentive to details like locked doors, safe walking practices, and keeping harmful items out of reach. I also take time to build trust with each pet so they feel relaxed and cared for while you’re away. I will keep you updated regularly so you feel confident your pet is safe and happy.
About: Hi my name is Izabela. I have 2 amazing kids and 3 dogs :). I love spending time outside and go for long walks. Teaching my kids all about different breads. We make sure that our home is safe and fun for everyone. I love to send a lot of picture so you can see how is your dog day is going so be prepared here from me a lot 😂 I will love to meet you and you pup :) Few adds to the service : Daycare drop of starting at 7am pick up any time before 6pm after that every hour is $10 extra . Before 7am extra charge too . Overnight stay is 24 hours after that every next hour $10 extra You have to provide food for you dog . If not provide there is extra charge of $5 for each day ( I make my own food and treats ) Thank you for you understanding and we love to meet you :)

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.
About: Hi! I'm so glad you're here! I know how important it is to find someone you can completely trust with your pet and that's exactly the kind of care I strive to provide. Whether your pup needs a fun walk to burn off energy or they just want a friendly face while you're away, I'll make sure they feel safe, loved, and cared for every step of the way. I treat every pet as if they were my own, following their routine closely so they stay comfortable and stress-free. I have five years of experience with both my own and family members' dogs, giving me hands-on experience with daily walks, feeding, playtime, and providing lots of love and attention. You can expect dependable communication, plenty of photo updates, and personalized care based on your pet's unique personality and needs. I know every animal is different, and I take the time to earn their trust while making sure you have complete peace of mind. I currently work part-time, giving me flexibility for dog walks and drop-in visits throughout the week. I'd love the opportunity to meet you and your furry family member! Your pet's safety and well-being are always my top priorities. I understand that every pet has their own routine, personality, and needs, so I'll take the time to follow your care instructions carefully and make sure they feel comfortable during every visit. Whether we're out for a walk or spending time together at home, I'll provide a calm, caring, and dependable environment while treating your pet and your home with the utmost respect. My goal is to give you peace of mind, knowing your pet is in safe and caring hands. Here are the Services I offer and What to Expect: 30 Minute Dog Walks include a fun stroll around your neighborhood or a nearby trail to give your pup the exercise, fresh air, and mental stimulation they need during the day. 30 Minute Drop-Ins include potty breaks, feeding, playtime, and of course plenty of snuggles to keep your pet happy and comfortable while you’re away.
“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!!!”
About: Hi! I’m Nicole, a 27-year-old animal lover with hands-on experience caring for both dogs and cats. I’m confident in providing attentive, reliable care tailored to each pet’s needs. I’m friendly, patient, and genuinely enjoy spending time playing, walking, and bonding with animals. I look forward to meeting you and giving your pet the care and attention they deserve! I am normally available Wednesday and weekends, For more descriptions and availability check my profile information, can’t wait to meet your family! ! ! I am currently available on Wednesdays, Saturdays, and Sundays only, and I make sure to dedicate focused, quality time to each pet during those days. At the moment, I don’t offer care in my own home since I have multiple pets. However, I’m happy to provide care in your home or take your dog out for walks. I make sure pets feel comfortable in their familiar environment while sticking to their usual routine.
About: From when I was born till now I’ve always been surrounded by animals from fish to ferrets to birds to simple as a fish to even raising chickens. So if you want you can say I have experience with them. If it one thing I learned from taking care of others animals and even my own, is that pets are a blessing to having to making sure their happy is as much important as our happiness is. I am currently saving for school and life’s opportunities. I do have a part time job but don’t worry that won’t stop me from caring and being there for you and your pet. My schedule can be rearrange with just some communication. Your baby will be loved and cared for as if he/she was my own. Animals are my joy and happiness so my goal is that your pet is having the best time of their lifes. The connection and communication is what is key. So I can promise if I can get the chance to sit your baby(pet) that they will absolutely have fun and be happy and healthy when you return.
“Melissa was great with my boys! Super reliable, excellent communication, and friendly. I was so happy to see that they seemed comfortable with her from the photos she sent. Definitely recommend her to anyone needing drop ins for kitties!”


About: I’ve been dog and cat sitting all my life. I also fostered a mid-size mixed terrier. I have two cats of my own. I love how all animals have amazing personalities! I can do dog walking, cat check ins with waste clean-up or over nights which ever you may need. I know how to administer meds to both cats and dogs. It is so important to have your furry loved ones pampered while you are away! I am retired so my availability is flexible. I also enjoy sending photos of your four legged loved one while you are away! I have also watched chickens, turtles, guinea pigs, snakes and iguanas. Looking forward to hearing from you! I am retired so I have a flexible schedule! I can go during the day or stay overnight at your home. Whichever you feel most comfortable with would work! When I come to your house, besides walking/feeding, I do waste cleanup as well. Of course, playing is a must! I will definitely send photos and videos so you know how your furry family member is feeling!
About: I've been taking care of my own dog since we first got her 7 years ago, and I also used to volunteer at the New Milford Animal Shelter. My family fosters animals (both cats and dogs) from Because 4 Paws in New Milford, so I have some basic experience with administering medicines and helping others administer medicines. I've also been a dog sitter for 3 different families. I recently moved back to the east coast and am looking for some side work while I hunt for a full time job. I'm not sure when that will be, so I'm trying not to set my availability too far out, but am still flexible for now! Depending on what the owners are comfortable with, I would love to take the dogs out for a walk at a nearby park or walking trail. We have four cats at our house that are wary of new animals, so I am unable to pet sit at my residence. However, I am willing to spend time with your fur babies at your house or preferred location, and will follow whatever instructions necessary to ensure the comfortability of you and your pets.
About: If you’re looking for someone to just drop a bowl of kibble and scroll on their phone, I’m probably not your person. But if you want someone who will treat your pet like a misunderstood genius or a retired diplomat, we’re going to get along great! I work for the MTA as a train operator in the city, but on my days off I love taking my corgi Zuko on long walks and playing in our yard. I've had dogs and cats since I was young, and have a special affinity for all animals. If you want your fur baby treated like the king or queen they know they are while you're away, look no further! I am currently off Mondays, Tuesdays, and Wednesdays so I will have the full 24 hours of those days to walk, play, entertain, and care for your pets. I have a large unfenced yard on a very quiet street off the main road. I also have a extremely friendly and energetic corgi named Zuko who will assuredly be your pets new best friend. There will be tons of playing, running, fetch and more to ensure your pet has the best experience staying at their home away from home.
About: I have been taken care of animals since I’m 25 dogs and cats me and my wife love Animals we have French bulldogs and 2 cats I work full time but have a lot of spare time and looking to do something I love which is taken care of peoples animals Walk my dogs and have a big yard I take them out in to play and run around so I’m always with my dogs and cats
The median cost per visit for dog sitting in Wingdale is $25
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 dogs like family

1. Search
Browse profiles of sitters near you who offer dog sitting
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for dog sitting - Wingdale
Select a filter and find qualifying sitters offering dog sitting.Sitters in Wingdale average 5 repeat dog sitting clients
FAQs for Dog Sitting - Wingdale
Frequently asked questions about Rover
The average cost of Dog Sitting in Wingdale on Rover is $22 per visit as of October 2026. Most bookings cost between $20 and $33 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,789 sitters on Rover offering Dog Sitting across Wingdale. 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.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Wingdale choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 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 .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Wingdale with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Wingdale. On Rover:
- 93% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 97% 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 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.


