Dog Sitting in Wingdale

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Top rated Wingdale dog 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: Jillian A.
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Jillian A.
from
$25
per visit
5 years of experience
Hopewell Junction, NY, 12533

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.

Sitter Profile Image: Devon G.
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Devon G.
from
$25
per visit
10 years of experience
Carmel, NY, 10512

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.

Sitter Profile Image: Sabrina W.
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Sabrina W.
from
$40
per visit
4.6 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
New Milford, CT, 06776

Sabrina is terrific. Very communicative and has made a friend with my grumpy cat, which isn't easy! Definite recommend.

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Russell M.
Sitter Profile Image: Celina I.
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Celina I.
from
$20
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
6 years of experience
Poughkeepsie, NY, 12603

Celina is so pleasant, my puppy really took to her. I look forward to contracting her services again very soon.

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Ray R.
Sitter Profile Image: Jeffrey V.
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Jeffrey V.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
25 reviews
10 repeat clients
4 years of experience
New Fairfield, CT, 06812

Jeffrey took great care of our Samoyed Oakley! He treated him like one of his own and Oakley got to make new friends! Very happy with the daily visits.

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Tyler A.
Sitter Profile Image: Colin F.
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Colin F.
from
$32
per visit
15 years of experience
Patterson, NY, 12563

About: What sets me apart is deep, hands-on rescue experience. I’m a board member at an animal rescue and a Humane World for Animals Trailblazer Award recipient. I’ve cared for puppies, senior dogs, special-needs animals, cats of all ages, and other small animals. I’m comfortable administering medications, maintaining feeding and litter routines, providing exercise and enrichment, and helping anxious pets feel calm, safe, and secure in new environments. I’m a recent University of Miami graduate with a flexible schedule, which allows me to prioritize pet care throughout the day. I’m available for regular walks, drop-ins, and extended care, and I plan my daily routine around pets’ feeding, exercise, and comfort needs. I’ll be returning to school in the fall, but I’ll continue to maintain consistent availability and clear communication so pet parents always know what to expect. I follow each pet’s routine closely and prioritize safety, calm environments, and clear communication. I monitor behavior and health, respect household rules, and provide regular updates so pet parents feel confident and informed.

Sitter Profile Image: Leandra B.
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Leandra B.
from
$24
per visit
22 years of experience
Poughkeepsie, NY, 12603

About: My earliest memories feature dogs and cats, and they have been in my life since the age of three. Frankly, it's difficult to imagine my life without them. I have been taking care of my own, family and friends furry companions from the age of ten. I'm here for the snuggles, pets, playtimes, walks, potty breaks, litter changes and the quiet times too. From tiny, eight week old puppies, prime adults and elderly dogs that require a different kind of care and patience, to rambunctious kittens and their chill adult counterparts, each animal has a personality of their own; I'm here for them all. When people ask if I'm a cat or dog person, for me there isn't a choice; it's both! I've had experience with: - House and command training puppies from the age of eight weeks and up - Daily walks, usually between 30 min minimum to 2-3 hours; I love walks too, so it's a win-win 🐾 - Administering oral and topical medications to canines; mouths, eyes, and ears - Playtime! Or just keeping them quiet company, if that's what they prefer. - Dropping in and checking on our feline babies: changing litter boxes, feeding, play and keeping them company. I love spending time with cats of any size and stage. I am currently working part-time in food/hospitality, and begin seasonal event work in the springtime so my schedule is flexible. Currently, I have flexible availability for walks, drop-in visits or house-stays on Monday, Wednesdays, Fridays and Saturdays. When dropping in for a visit at a client's home, I always make sure to keep the space secure and clean for our four-legged friends. Pet owners can rest assured that their dogs will be engaged with and supervised, and cat people will know that their kitties are in a safe, calm environment. Animals are special to me, and I aim to treat them all as if they are my own.

Sitter Profile Image: Danielle G.
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Danielle G.
from
$30
per visit
15 years of experience
Lagrangeville, NY, 12540

About: Dedicated Dog Lover With Years of Experience — Raised With Dobermans and Passionate About Providing Safe, Loving Pet Care.” Trusted Pet Care You Can Count On — I’ve Grown Up With Large Breeds and Treat Every Dog Like My Own. I’m a special education teacher, so my work hours are 8:00–3:00 during the week. Outside of that time, I have plenty of availability to care for pets, and I’m completely free on weekends. My schedule is very consistent, which allows me to give pets the time, attention, and routine they need. When caring for pets in a client’s home, I focus on creating a safe, calm, and familiar environment. I always follow the owner’s routines and instructions carefully so the pet feels comfortable and secure. I take time to build trust with each animal, using positive reinforcement, patience, and lots of affection. I make sure the home stays tidy, doors and gates are secure, and pets always have fresh water, proper feeding times, and safe exercise. My goal is for both the pet and the owner to feel completely at ease knowing their home and their animal are in responsible, caring hands.

Sitter Profile Image: Karif & Natalie J.
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Karif & Natalie J.
from
$18
per visit
30 years of experience
Poughkeepsie, NY, 12603

About: I’ve been a dog lover all my life , currently have five little dogs of my own so when your dog visits he will always have playmates I currently work from home so availability won’t be a problem , my wife also works from home as well, your pets will always be supervised My yard is fully fenced in an of course there will be several playmates to accompany them on there outdoor excursions, I have crates available

Sitter Profile Image: Rachel F.
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Rachel F.
from
$30
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Amenia, NY, 12501

About: I have over 10 years of experience as a dog walker and pet sitter from puppies to high-need senior dogs. I offer a compassionate, confident presence that will keep your pets comfortable and at ease while you’re away. I currently have open availability for dog sitting services including the upcoming holidays. I’m also available for drop ins or walks after 4pm. I’m happy to accommodate you’re pet’s regular routine as much as possible! I’m attentive and tuned into your pet’s needs. Safety is my number-one priority then of course fun! I will take the time to get to know the specific needs of your pet to ensure that they have the highest level of care and comfort.

Sitter Profile Image: Joe C.
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Joe C.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Holmes, NY, 12531

About: I am 24 years old and have had dogs my entire life and know how to properly take care of any dog of any size. Even though I am a dog person cats do not bother me. I graduated from Post University in Waterbury, CT. I am very easy going and super easy to work with. You can reach me at just about any time of the day with any questions or concerns. I knew I have always wanted to do something like this but, was not sure exactly where to go. I am Joe and am happy to start helping out. When I am home I am always walking the dogs and also love to throw the ball around and run with both of my dogs. As said previously I walk and play with my pups and they love to run and stay active just like myself and they have a ton of energy.

Sitter Profile Image: Courtney C.
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Courtney C.
from
$25
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Brewster, NY, 10509

About: I've been surrounded by pets my whole life. Growing up, I cared for many cats and dogs. I don’t have any animals at the moment. However, I did care for my cat, Susan, and Siberian Husky, Luke, for 15+ years before they both crossed the rainbow bridge in 2019. I know the tender, loving care that’s required to take in an animal and I’m sensitive to the fact that these kittens & pups are your babies! Each dog/cat/pet has a different personality and set of needs based on their breed or lifestyle and I’m prepared to take on any challenge. I’ve had prior experience home/dog/cat sitting and my schedule is pretty flexible. My phone is on hand at all times and I’m more than willing to send you pics throughout our time together! Currently, I have a flexible schedule and am looking to care for cats and pups to fill my days with more furry friends. 🐱 🐶 When I had pets at home, I would care for them by taking them on walks and playing their favorite games. I installed an electric fence for my dog so he could run around and enjoy the outdoors when I couldn’t walk him.

Sitter Profile Image: Nichole F.
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Nichole F.
from
$25
per visit
4.9 out of 5 stars
12 reviews
4 repeat clients
9 years of experience
Wappingers Falls, NY, 12590

Nichole was amazing! We’ve had a several drop-ins with her to feed/check on our 4 year old calico cat. She always follows instructions perfectly and is very responsible. Our cat is usually shy around strangers, but has come out a few times for Nichole. She was so nice to snap a few pics for us. I highly recommend Nichole for any of your pet care needs!

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Amy S.
Sitter Profile Image: Lillian S.
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Lillian S.
from
$25
per visit
5 years of experience
Danbury, CT, 06811

About: Hi! I’m Lilli, and I worked in dog grooming for 4 years where I gained hands on experience working with dogs of all sizes, breeds, and personalities. I’ve also had pets my whole life, so caring for animals has always been a huge part of my life. Along with grooming, I’ve been dog walking and pet sitting for years for friends, family, and local clients. I’m very patient, reliable, and love making pets feel comfortable, safe, and cared for while their owners are away 🐾 I currently work part time, which gives me a pretty flexible schedule for pet care throughout the week and on weekends. Because of this, I’m able to dedicate plenty of time and attention to walks, drop-ins, pet sitting, feeding schedules, playtime, and overnight care when needed. I try to be as accommodating and reliable as possible, and I always make sure pets get the attention, exercise, comfort, and care they need while their owners are away. I’m also used to working with different breeds, sizes, energy levels, and personalities from my years working in dog grooming and pet care. 🐾 I provide care in my clients’ homes so pets can stay comfortable in their normal environment and routine. I’m happy to help with walks, feeding, playtime, potty breaks, medications if needed, and giving pets lots of attention and companionship while their owners are away. 🐾

Sitter Profile Image: Joseph M.
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Joseph M.
from
$25
per visit
10 years of experience
Danbury, CT, 06811

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

Sitter Profile Image: Christine A.
Verified Background Check
Christine A.
Star Sitter
from
$44
per visit
4.9 out of 5 stars
94 reviews
32 repeat clients
33 years of experience
Stanfordville, Stanfordville, NY, 12581

Christine was not only friendly and helpful but she was understanding of our dog’s breed and gave us such a piece of mind! She went above and beyond making it easy to highly recommend her to anyone looking for someone to watch their pup. Thank you Christine!

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Amanda R.
Sitter Profile Image: Becky F.
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Becky F.
from
$30
per visit
25 years of experience
Riverside, Danbury, CT, 06810

About: I am an experienced animal caregiver, for over 25 years! I have experience with, puppies, all size, all type of dog breeds, kittens, cats, birds, sugar gliders, lizards, ferrets, etc. I have boarded animals in the past and taken extra care of them while owners are away. I am compassionate, patient, and am an animal lover at heart. I'm 44, a vintage lover and vegan. I am a dog owner myself and have had my own dog cared for during vacations. I have a 13 year old baby chihuahua (she will always be my baby). I also had a 100lb+ pup up until a couple years ago. I have grown up around cats since I was 14 as well, my partner I live with has a 3 year old cat that I care for as well. I will take care of your dog/cat like I would want mine to be taken care of. Your pup will enjoy my company as I will try to entertain your dog and send you updates as much as possible while you are away so that you can relax knowing your baby is in good hands. I currently make my own schedule and I do have obligations but I can be super flexible and for the most part I can work from anywhere. I currently am not offering to pet sit in my own home as there is not enough room. But I’m happy to sit at yours.

Sitter Profile Image: Rachel O.
Verified Background Check
Rachel O.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
48 reviews
23 repeat clients
20 years of experience
Bethel, CT, 06801

So happy to have connected with Rachel. Could tell immediately that my pups would be in great hands with her- and that is very important to me. Thanks Rachel!

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Paul B.
Sitter Profile Image: Nicole F.
Verified Enhanced Background Check
Nicole F.
from
$35
per visit
25 years of experience
Poughkeepsie, NY, 12603

About: I’ve been taking care of dogs my entire life! I care for each of them as they’re my own. I’ve been trust by family, friends, neighbors, coworkers, etc. I love all breeds and sizes. I work full time during the week. I’m happy to help on weekends and possibly after 6 pm on weekdays - this can be discussed. I will treat your home with complete respect and care. I’ll only go where I absolutely need to go and be sure everything is safe and secured upon leaving.

Sitter Profile Image: Nathan B.
Verified Enhanced Background Check
Nathan B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
30 years of experience
Highland, NY, 12528

Great with the dogs and reliable

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

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