Pet Sitting in Wingdale

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Wingdale pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Meghan C.
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Meghan C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
8 reviews
6 repeat clients
19 years of experience
Sherman, CT, 06784

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!

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Vicky L.
Sitter Profile Image: Casey S.
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Casey S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
89 reviews
26 repeat clients
16 years of experience
Wingdale, NY, 12594

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!

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Olivia B.
Sitter Profile Image: Brianna G.
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Brianna G.
from
$17
per visit
10 years of experience
Wingdale, NY, 12594

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.

Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
20 years of experience
New Milford, CT, 06776

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.

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Patti T.
Sitter Profile Image: Giovanna D.
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Giovanna D.
from
$13
per visit
1 year of experience
Sherman, CT, 06784

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.

Sitter Profile Image: Tina R.
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Tina R.
from
$25
per visit
5 years of experience
Wingdale, NY, 12594

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.

Sitter Profile Image: Jessie G.
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Jessie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
215 reviews
91 repeat clients
10 years of experience
Patterson, NY, 12563

Jessie is great! She has helped take care of our cat before and we we always appreciate her communication with regular updates and speedy responses

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Christine V.
Sitter Profile Image: Stephen N.
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Stephen N.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
32 reviews
11 repeat clients
25 years of experience
Beekman, NY, 12533

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!

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Danielle D.
Sitter Profile Image: Harley Mae J.
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Harley Mae J.
from
$30
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
2 years of experience
Poughquag, NY, 12570

Harley is punctual and reliable!

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John L.
Sitter Profile Image: Megan B.
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Megan B.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Hopewell Junction, NY, 12533

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!

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Jacquelyne N.
Sitter Profile Image: Margaret S.
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Margaret S.
from
$20
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
17 years of experience
Wappingers Falls, NY, 12590

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.

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Jennifer M.
Sitter Profile Image: Iza P.
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Iza P.
from
$45
per visit
5.0 out of 5 stars
34 reviews
14 repeat clients
20 years of experience
Lagrangeville, NY, 12540

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 :)

Sitter Profile Image: Jessica B.
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Jessica B.
from
$25
per visit
1 year of experience
Sherman, CT, 06784

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.

Sitter Profile Image: Jillian P.
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Jillian P.
from
$16
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
New Milford, CT, 06776

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!

Sitter Profile Image: Kevin H.
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Kevin H.
from
$33
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
20 years of experience
Holmes, NY, 12531

Kevin has been super helpful. He maintains great communication and I can tell he really cares about my dog. I highly recommend.

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Nick B.
Sitter Profile Image: Samantha M.
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Samantha M.
from
$125
per visit
5.0 out of 5 stars
25 reviews
5 repeat clients
15 years of experience
Dover Plains, NY, 12522

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!!!

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Virginia O.
Sitter Profile Image: Cory M.
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Cory M.
from
$20
per visit
5.0 out of 5 stars
58 reviews
24 repeat clients
22 years of experience
Wappingers falls, NY, 12590

About: Hi my name is Cory! I love dogs and they seem to know it right away. I have been around dogs since I was 4 years old. I have owned 2 akitas and an English bulldog . My latest Akita Diablo passed away 5 years ago and I haven't gotten another dog since his passing so currently I have no dogs. I only have chinchillas and a hamster as of now. I have a lot of experience working with dogs and they seem to feel relaxed and comfortable when in my care, making this the perfect job for me. I know how to approach these animals in a way that is non-threatening to reduce their anxiety and to help them relax. I can help to maintain the routine they are used to, so they will not get anxious or feel so alone while their owners are away. I have extensive knowledge concerning the different breeds of dogs and I know how to take care of them properly. I understand that some breeds have special needs and that the age of the dog will play a major role in how to take care of them. You can depend on me to provide excellent service and to take great care of your dog/dogs. I know what questions to ask to make sure I understand their specific needs. I will be full time dedicated to your furry child, providing walks and play time as much as needed! There is nothing I wouldn't do to make your dog feel comfortable and keep their schedule to your liking. Please provide a list with your dog's habits so I can make sure they feel at home. Don't hesitate to contact me, I am very flexible with my time, and I will love and care for your dog as my own. I'm currently off from work during the summer and during the school year I only work part time at an elementary school down the road from me (2 1/2 hrs) , So I'll have plenty of time to play with your pups! I will do anything to make your pup feel comfortable and at home away from home during his stay with me. I love detailed instructions so please feel free to let me know everything about your pet! I have a fenced in yard and 2 children who are huge dog lovers who would love to keep your dog(s) busy and keep them company!

Sitter Profile Image: Bill L.
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Bill L.
from
$25
per visit
3 years of experience
Patterson, NY, 12563

About: I have been a volunteer for the Humane Society in a few places I lived in. My full time job also had me working with dogs on various pet friendly projects. I am very mild mannered and easy to get along with. Dogs tend to feel comfortable around me. I am also very active and can play with dogs and provide them the energy and exercise they need. I also was a member associate for Scenthound briefly in 2025. I have am very reliable and dependable and if I take on a project, will do all out and make sure it is done to the fullest extent. I am doing this as much for my love of dogs, as I am doing it for the paycheck. I look forward to making some new friends; both human and of the four legged variety. Right now I am wide open. Advance notice though is preferred. I currently between jobs sp some things pop up last minute. Thank you much! I give them plenty of love and attention and make them feel so Important and special. I will take them on walks, play, cuddle etc.

Sitter Profile Image: Don H.
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Don H.
from
$20
per visit
30 years of experience
Pawling, NY, 12564

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

Sitter Profile Image: Olivia C.
Verified Enhanced Background Check
Olivia C.
from
$18
per visit
8 years of experience
Poughquag, NY, 12570

About: I work at an animal rescue with all different types of dogs. From 4 week old puppies, to 14 year old curmudgeon-y dogs. I am ASPCA certified, and I know how to read a dog’s body language. I have experience and confidence measuring, and administering medications. Making sure that your dog(s) are safe, healthy, fed, and walked are my top priority, and I’m looking forward to meeting your fur babies! I work part time at an animal rescue, and much of my day is empty. I do not work Wednesdays or Thursdays. I have limited availability on Fridays and Saturdays I will respect your pets boundaries, and will always be sure to keep your home clean and comfortable. Your fur baby, home, and belongings will be safe and sound.

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Over 25
pet parents in Wingdale have booked pet sitting

Wingdale pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

I felt so secure knowing my cats were in her care. She has so much experience and was very communicative!

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Nicole O.
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  1. 1. Search

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The median cost per night for pet sitting in Wingdale is $25

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Sitters in Wingdale average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Wingdale on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Wingdale pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 225 pet sitters in Wingdale. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 85% of Wingdale pet sitters respond in under an hour.

Pet sitters in Wingdale have an average of 19 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Wingdale.

Rover makes it easy to find Wingdale pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 225 pet sitters in Wingdale on Rover, so you’re sure to find the perfect match for your pet! In Wingdale, 93% of pet sitters offer daily exercise, 93% offer medication administration, and 94% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.