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Top rated Wingdale house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I have found my person! Emily is a true animal lover. She took wonderful care of my chocolate lab and my cat peanut. (my other cat just hides all the time.). It allowed me to be away with my family without worry or concern. The schedule that I have with my dog is pretty rigorous and she followed it without fail. I am so grateful to her and will 1000% ask her to come watch my animals again.”


“I highly recommend Casey! I was a nervous first time user of rover and she made me feel so comfortable! She sent me photos and videos of my fur baby the whole time to let me know she was safe and having a blast. I don’t trust a lot of people with my dog but Casey won me over immediately. She has excellent communication and is very professional! I will definitely be using her again on all my future trips.”

“Jillian was great! She was quick to reach and easy to work with. Came to meet and greet with our girls(Sadie and Minnie). Kept lines of communication open at all times. It was a great relief to know our pets were home being well cared for and safe! 10/10 recommend!”

“Claire was *fantastic*! She took incredible care of our menagerie for five nights/6 days: three mid size dogs (50-60lb); two older, each on a number of medications, and a very spunky 5yo. We also have three cats including a frail 15 yo; and 9 hens. We live in an old farmhouse that is in various stages of renovation - for sure, not the easiest for house sitting. Thankfully Claire was undaunted by the challenge. During our time away, she was terrific providing updates and was super quick with replies when I had the additional need to check in- super reassuring, especially give that this was our first time with Rover, and having a combined housesitter/animal sitter at this house. We returned home to a very content crew - the truest sign of being well cared for in our absence, and the house in perfect order- seemingly better than we left it. We highly recommend Claire, without reservation. She was truly outstanding.”

“We had a wonderful experience with our pet sitter Margaret! She took excellent care of my dog, Otto, and made sure he was happy, comfortable, and well-loved while I was traveling. I really appreciated the regular updates with pictures and great communication—it gave me so much peace of mind. Highly recommend to anyone looking for a reliable, responsible, kind and caring pet sitter!”

“Thank you Jeffrey for taking such good care of all of our fur baby, especially our 15 year old, Fred. It was so comforting to know that someone as capable and loving was here to attend to their needs. We won’t hesitate to call u again!!”

“Jessie did a great job of house sitting our two dogs and cat in our house for two nights. She was very responsive to messages while we were gone and sent pics. Our pets all seemed happy and healthy when we returned. We would definitely hire her again.”
“Stephen is a phenomenal communicator, with humans and pups. He’s very friendly and professional, and is terrific at what he does! Look forward to having him sit for our brood again soon.”

“Kevin's great! He's taken care of Shadow before and come to meet the boys before hand. He had no problem syringe feeding our senior until we could be home to hand feed him, and he took great care of the boys. Sent pictures/ updates. The best.”


“Christine is a down-to-earth person who is easy to talk with and pays attention to important details. At our meet & greet, she asked good questions that reflected her experience and commitment to making both pets and their owners feel comfortable with her. My young adult cat Suki had never been left alone with someone she didn’t already know. In my absence, however, Christine eased her way into Suki’s territory by setting the right balance between showing her some quiet attention and giving her the time and space she needed to adjust and come out of her shell. The photos Christine sent me proved that once she had won Suki over, the little kitty was her sweet, affectionate self and the two of them had a delightful time together! I will be asking Christine to Suki-sit in my house again!”

About: I have been called Dr. Dolittle my entire life. I have a knack for connecting with animals of all kinds. My very first job was working at a local farm with all different types of animals like horses, goats, pigs, chickens, ducks, etc. It was one of my favorite jobs, I got lucky! I also worked at a dog boarding facility which gave me experience working with multiple dogs at once. I always give animals the space to have their specific personality and the respect they deserve, as I would treat a human. Animals are often misunderstood, I’ve always tried to meet them where they stand. If there is one thing I am confident in, it’s making an animal feel safe and comfortable. And they do the same for me :) I would love to meet your faithful friend and see if they find me worthy of a tail wag or a belly pet! I currently work a very flexible part-time job. I have a lot of availability and can be very flexible. Working with animals is more than a job to me, I very much enjoy it. I will find ways to work with you and your pets personal needs. I love to schedule a meet-up before providing pet care. This is just to see that we are all on the same page and everyone feels it's a good fit. I do not offer home services. I will travel to your home so your pet can be where they are most comfortable. I work around you and your pets comfort. As a pet owner myself, I understand it can be hard to leave your companions in someone else’s care. I want to do what it takes to make you feel 100% safe and at ease when leaving your furbabies in my care.
“Allie was great! She kept me updated throughout the day with photos and videos of all my dogs. She truly went above and beyond in every sense to make sure my dogs were well cared for and was attentive to every little detail. I would absolutely recommend Allie to anyone. I really felt good that my dogs were in good hands all day.”


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’ve been taking care of dogs almost my entire life. I’ve taking care of family and neighbors dogs and it’s the best part of my day! Im currently working part time and I have plenty of extra time to take care of someone dog(s) for them. I want to help others out and this is something I would really enjoy doing! I have a dog and I walk him on nice days in my neighborhood after work and I play with him out in my back yard with a few of his favorite toys so he gets exercise.
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.
“Jon was amazing! He cared for our five dogs, chickens, and fish. He gave my senior dog daily medication and did diaper changes. Fed the chickens and collected eggs. He also got the mail and the house was cleaner when we got home then when we left. Jon is very personable, professional, and my dogs love him! Got daily updates and pictures too! Prompt response and communication from Jon made me feel very secure and confident. We cannot say enough about this great experience! We definitely recommend Jon for care of your animal family!”
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
Over 47 pet parents in Wingdale have booked house sitting
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Wingdale is $70
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 house 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.
Sitters in Wingdale average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Wingdale on Rover as of Jun 2026 was about $70 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 518 house sitters in Wingdale. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Wingdale house sitters respond in under an hour.
House sitters in Wingdale have an average of 17 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Wingdale.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Wingdale house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.



