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.
“Kailah has been great with my dogs! I have 2 rescues who are super nervous around new people. This was our 3rd time booking with Kailah, she has been super patient and they are starting to warm up to her. I would recommend Kailah and will definitely be using her services again.”
“Mair took great care of our cats, Matilda and Chips, while we were out of town. They’re usually scared and will hide when company is over but Mair had them out and playing from her first visit. She was also great with sending updates, photos, and videos. She was fantastic and we’ll definitely book with her again when we’re next away!”
About: As someone who knows that your pet is a part of your family, you can trust that I will do my absolute best to take care of them. I have been a pet sitter for 4 years, providing exceptional care to the pets of neighbors, family, friends and clients. I have experience caring for pets with special needs, dietary restrictions, and medication. I’m currently working full time, but I’m available for overnights with any pet! I’m okay with traveling the distance to your house to watch your pet as well as house sit if needed! I understand that animals feel most comfortable around familiar surroundings, and wouldn’t want to displace them. I’m very flexible, just let me know when I’d be needed. The environment will be your own home. Your pet will not feel displaced, and will remain comfortable in his or her own bed. I understand that familiarity is key when owners are away.
About: Socialized dogs will absolutely have a great time staying with me as we spend time at the dog park and make new friends! High energy pups are my favorite as I'm a long distance runner and can handle extended walks/runs with your buddy. I've had 3 years experience at dog kennels and was responsible for monitoring group play of up to 20 dogs in one yard. Puppy group play was my favorite and most intensive role as I was trained to recognize dog body language and maintain safety when pups were getting too ruff. During my time in kennels, I also was able to provide scheduled feedings and administer oral medications daily. My family owns an elderly dog with arthritis, and during cold months I am willing to carry dogs up/down stairs to avoid slips on snow/ice. During a long-term stay I will gladly spend time with your pooch for walks, play time and socializing, naps, massages, and feedings. Observing dog behavior during each of these parts of our day is important to me. This allows me have a detailed report of your pet's stay when you return. Keeping track of any behavioral, digestive, or sleep-related issues is always made a top priority for my guests. I typically begin my day with walking any dogs that are staying overnight with me, could be at the dog park, then feeding them, and then heading out for 1-2 hours to walk my regular clients on weekdays. With winter approaching, we may need to minimize time spent on walks during heavy snow/rain. However, larger breeds who can handle snow days are encouraged to stay with me for extended outdoor play. It's very important to me to establish trust with new dogs at their own pace. This is easily done by giving the typical commands and rewarding with treats, as well as affirming trust on leashed walks. In my apartment building there are other dogs who live on my floor, and I'm very vigilant about who is in the hallway or stairwells when I am taking a dog outside. Within my apartment unit, your pet can freely relax on the couch or large rugs I have. Smaller breeds are also welcome to relax on my bed along with me when its time to sleep. I do my best to keep dogs calm and like to be hands on with lots of belly rubs and ear scratching as most dogs seem to really enjoy that. Its also important to me to clean my apartment before and after I have pets staying overnight.
About: I had a dog since I was in 2nd grade, for around 15 years. I have experience in young puppy care and senior dog care. Just getting into the Rover business, but eager of learn and would love to help! So I’m currently a 3rd Resident Physician at the hospital, so I do have more time on weekends to do sit ins and walks. I miss having a dog and taking care of one so this is my way to give back! I also can do late night sit ins or walks after my shift which usually ends at 630pm. I have an apartment with a doggy park and a pet cleaning and bathing area. The doggy park is fenced with toys and water. I’m great at following instructions and will take great caution and care in others home.
About: Im a veterinary technician that is fear free and cpr certified. I can administer medications, and have expirience with senior pets. Pocket pets are also in my realm of experience. I am able to sit any time as I can commute from your location to work. The only hinderance would be if you are further from my job mid day visuts may not be possible Currently I care for my 16 year old cat that has hyperthyroidism. In my past I have owned and cared for dogs, guinea pigs, rabbits, leopard geckos, bearded dragons, and fish
About: I’ve worked with dogs for several years and have hands on experience with a wide variety of breeds, sizes, and personalities. I have a dog of my own named Roma, and my first job was working at a doggy daycare easily my favorite part of every day. I loved getting to know each dog and their unique personalities. I always make sure your pet is in the best hands and treat every pup as if they were my own. I also provide photo updates during visits so you can feel at ease I’m not currently in school, which allows me to have a very flexible schedule and accommodate a wide range of needs. I’m available during weekdays, weekends, and can also work holidays as needed. This flexibility allows me to provide consistent care, last minute bookings, and extra attention when your pet needs it most If requested by the owner, I’m happy to take pups on walks. During visits, I focus on playtime, enrichment, and giving treats if permitted, while making sure your pup is happy, well fed, and properly cared for
About: Hi! I am a concierge pet sitter offering a very unique, high-touch service to clients from the Metro New York City to Montreal! Unlike other Rover providers, I have been operating for over 20 years all over the world - I was actually one of the early sitters on Rover! I also have shelter, reactive, and anxious pet training and experience. If you are seeking a mature, proactive, and attentive carer for your home and your loved ones, you've found a good one. Most of my client experience and reviews (which extend far beyond Rover) are that I provide peace of mind while they are away. You won't find another service like this. Because of this, you'll find a slightly different pricing structure,* which is explained in your complimentary introductory meeting and provides maximum flexibility for you and care for your creatures! Come see what everyone has been raving about. *Rover fees are added on to the price of booking. One of the many things that set me apart is the amount of time and quality of care your pets will get with me. They will be sick of me already by the time you get home! Your pets will get an experience! Active, safe play will be initiated, behavioral enforcement you're working on will be continued, and, oh yeah... free cuddles all day!
About: I have been taking care of pets my whole life. This is not a job it’s more of a hobby for me. I enjoy every moment of it Pet care take up all of my day. I love animals so I don’t mind being around them all day. It’s very relaxing. I love it I have a fenced yard for owner and pets safety,I also take them to dog the dog park as long as the pets are pet friendly. I also watch them carefully so they don’t pick anything up that doesn’t belong in there mouth. I’m very careful with watching over them as if they were my own pets
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.
How to book dog sitting
1. Search
Browse profiles of sitters near you who offer dog 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 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 is $22 per visit as of October 2026. Most bookings cost between $20 and $33 per visit. On Rover, 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 1,776 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 .
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 , 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 .
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:
- 90% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 95% 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 , 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.
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