Dog Walking Wingdale

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Over 13
pet parents in Wingdale have booked dog walking

Wingdale, Find top rated dog walking

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

1 / 1
Sitter Profile Image: Casey S.
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Casey S.
from
$30
per walk
5.0 out of 5 stars
• 89 reviews
26 repeat clients
16 years of experience
Wingdale, NY, 12594

“This was my first experience using Rover and it couldn’t have gone better. Casey was outstanding! She always communicated with me, was prompt for the daily walks and my dog fell in LOVE with her. I cannot recommend her enough! I will definitely use her in the future! Thank you Casey, love Wren♥️🐶”

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Ingrid G.
Sitter Profile Image: Margaret S.
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Margaret S.
from
$25
per walk
5.0 out of 5 stars
• 24 reviews
7 repeat clients
17 years of experience
Wappingers Falls, NY, 12590

“Extremely pleasant,personable and professional. A definite keeper!”

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Ray R.
Sitter Profile Image: Meegan B.
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Meegan B.
Star Sitter
from
$34
per walk
5.0 out of 5 stars
• 82 reviews
31 repeat clients
25 years of experience
Gaylordsville, CT, 06755

“Meegan has been great to work with on Rover! Our dog appreciates the walk and we appreciate the peace of mind that our dog is in great hands!”

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Barbara S.
Sitter Profile Image: Jillian P.
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Jillian P.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
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: Stephanie C.
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Stephanie C.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Poughkeepsie, NY, 12603

“Stephanie is caring, has great communication and is overall excellent!”

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Katherine B.
Sitter Profile Image: Jamie B.
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Jamie B.
from
$25
per walk
25 years of experience
Pleasant valley, NY, 12569

About: I’ve loved animals for as long as I can remember. I rescued my first dog from the local humane society when I was 11, and that experience started a lifelong passion for caring for animals. Before becoming a nurse, I worked as a veterinary assistant for two local animal hospitals where I gained valuable hands-on experience with animal care and handling. I developed skills in basic training, puppy socialization, reading animal body language, medication administration, subcutaneous fluids, nail trimming, grooming, and bathing. I also volunteered for several years with a local dog rescue as a foster, helping provide temporary homes, structure, and love for dogs before their adoptions. Many needed socialization, basic training, and a calm environment to help them thrive. I later served as the rescue’s foster and event coordinator until 2020. Today I share my home with three of my own beloved dogs. One of our previous dogs had epilepsy and required frequent monitoring and medication, which gave me additional experience caring for pets with medical needs. In my free time I enjoy traveling, camping, hiking with my dogs, training with our Belgian Malinois, and watching my daughter ride her horse. Caring for animals has always been a true passion of mine, and I treat every pet as if they were my own. My goal is for you to have complete peace of mind knowing your pets are safe, loved, and well cared for while you’re away. I’m a nurse who works three 12-hour shifts each week, which gives me several days off to dedicate to caring for animals. I truly enjoy spending time with pets and making sure they feel comfortable, safe, and well cared for while their owners are away. My schedule is fairly flexible on my days off, and I’m happy to work with you to meet your pet’s individual needs and routine. Please check my calendar for availability and feel free to reach out with any specific requests. I will always do my best to accommodate and treat your animals with the same care and attention I would give my own. At this time, I’m unable to host dogs in my home, but I’m happy to care for them in the place they feel most comfortable—your home. I offer drop-in visits, dog walking, and extended daytime care depending on your pet’s needs. I understand how important it is to know your pets are safe, happy, and well cared for while you’re away. My goal is to provide dependable, personalized care in a calm and compassionate environment, treating your pets with the same attention and kindness I would give my own.

Sitter Profile Image: Natalie B.
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Natalie B.
from
$30
per walk
5.0 out of 5 stars
• 13 reviews
3 repeat clients
30 years of experience
Brewster, NY, 10509

“Natalie is such a Blessing Immediately my pets took to her, feeling safe and secure. She has the best energy always happy no matter the time of day ! Looking forward to a continued relationship !”

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Colleen C.
Sitter Profile Image: William S.
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William S.
from
$45
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
36 years of experience
Hopewell Junction, NY, 12533

About: I've always loved animals! I grew up living with and taking care of cats and a dog. As a child I volunteered for an animal rescue group on Long Island. I started housesitting dogs in 2019 and have experience staying overnight with dogs for multiple families. When I’m not pet sitting, I enjoy spending time with my wife traveling, trying exciting restaurants and exploring new places. I'm a freelancer and work mostly from home on my computer, so I have plenty of time to give love and attention to your pups. I live in an apartment building that is very pet-friendly where I have taken dogs for walks around the property. Your dog may even make friends with other leashed pups in the building.

Sitter Profile Image: Liliana N.
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Liliana N.
from
$16
per walk
7 years of experience
New Milford, CT, 06776

About: I take care of animals feeding them,cleaning after them cleaning litter boxes,socializing with them making sure they taking care of with extra love like they deserve I am working part time at shop rite two days a week so I am available anytime on my days off or after work I have open available I get my work scheduled every thursday two days advance before I planned anything for next week I would ask their owners how much food they should eat or if they are on restricted diet same for medications I would always ask them that before I do anything make sure I get the important details in first so I know what to do and what to expect ,I feed my cats Iam’s,play with them,hold them in my arms give them their morning pets and give their bedtime treats at 9:00 they already it and they are all lined up before I get in the kitchen .

Sitter Profile Image: Julia M.
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Julia M.
from
$26
per walk
7 years of experience
Brookfield, CT, 06804

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.

Sitter Profile Image: Nikki C.
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Nikki C.
from
$32
per walk
5.0 out of 5 stars
• 7 reviews
13 years of experience
Brewster, NY, 10509

About: I have worked for a company where a strict protocol was needed to be followed regarding watching any animal. Between walks,feeding, medicine etc I would follow when caring for your pet along with having my own at home. My husband is also a trainer as well so we have experience with almost every breed and temperament ! I am home 24/7 so I would have all day home with your furry friend. I can do long term or short term and I am also very flexible and respond quick ! Not only Will I be giving your furry friend love and attention but I have two pups that love to run and play who will also be able too! They get along with everyone and are super playful!

Sitter Profile Image: Bianca W.
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Bianca W.
from
$25
per walk
1 repeat client
5 years of experience
Wappingers Falls, NY, 12590

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.

Sitter Profile Image: Stan R.
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Stan R.
from
$35
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
1 year of experience
Pleasant Valley, NY, 12569

“Reliable and great with my dog. Would recommend to anyone!”

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Sean H.
Sitter Profile Image: Ashley A.
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Ashley A.
from
$18
per walk
4.9 out of 5 stars
• 49 reviews
9 repeat clients
10 years of experience
Salisbury, CT, 06039

“Ashley is a delight. She was very communicative and caring about our elderly dog with special needs. We only needed her to come and take him for a walk, but he is blind and deaf and also wears a diaper. She let us know when she got to our house and sent pictures afterwards. We felt very comfortable with her and will definitely be using her again.”

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Terri L.
Sitter Profile Image: Sara C.
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Sara C.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Harwinton, CT, 06791

About: I've been taking care of dogs since I was 8 years old and got my very first dog. I love all types of dogs, I can even handle aggressive dogs with ease! I always love to spend my free time with animals. Any availability I have is used to to go towards my pets and hopefully yours! I never let animals I don't know very well be off leash outside without my supervision, it is dangerous to me to be careless like that. I never take it too fast and id love to scedule a meet and greet.

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

“So thrilled to have met Rachel. She is wonderful with our 4 year old (often overly excitable) Cockapoo! Highly recommend!!! Thank you Rachel!! We are so happy we found you.”

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Christine S.
Sitter Profile Image: Yvonne D.
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Yvonne D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
20 years of experience
southbury, CT, 06488

About: Hi! I enjoy meeting, engaging with, and caring for family pets and have experience with all breeds of dogs and cats at all age ranges. I am available for ongoing long-term set schedules as well as flexible schedules for pet sitting. My schedule allows me to check in morning, midday, and/or late afternoons/evenings. I do not presently render services at my home, but I do not mind crating your dog at your home and enjoying many walks and hikes nearby.

Sitter Profile Image: Tiffany S.
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Tiffany S.
from
$30
per walk
1 repeat client
15 years of experience
Newburgh, NY, 12550

About: I’ve taken care of dogs my whole life, I have owned and cared for multiple breeds of dogs and cats, big and small, and been a pet sitter for friends and family on and off for the last 10 years. As a result of my experience as a pet parent and sitter I am very comfortable with most breeds. I also have limited experience training full grown dogs as well as puppies. I am available for walks, check-ins, or pet sitting every day. I am also available for boarding on a case by case basis. My work schedule allows me to be present for most of the day, so I can remain attentive and take plenty of walk and play breaks. During the times that I am gone I am able to crate them if that is your preference or they can have free access to the main part of the house and I will check in on them regularly through the doggie cams. I am able to dog sit in your home as well as in my own home, which has a large amount of indoor space that they can roam around in, as well as a partially fenced back yard that they can play in on a long leash with my supervision. I have plenty of time for walks and play breaks during the day. And during the few hours a day that I am out of the house, they can be crated, or they can roam around the main part of the house. I check in on them every half hour through the doggy cams set up in the house. I am comfortable walking, feeding, and if necessary, providing medication on the schedule and in the manner that you prefer.

Sitter Profile Image: Katherine F.
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Katherine F.
from
$38
per walk
1 repeat client
20 years of experience
Bedford, NY, 10506

About: I’ve grown up with a labrador retriever who quickly became my live-in best bud! I’ve adored animals ever since. I’ve helped neighbors/friends watch over their dogs/cats and homes, short-term and extended periods of time, either stopping by throughout the day to care for the pet or living in the home while their owners are away. I also have experience caring for an elderly and newly blind dog, and understand each pet has specific needs and care, plus consistency in routine is important when their owners are away from them. I am currently looking for a full/part-time job and am in between jobs right now, so I have a lot of time flexibility in a day-to-day while I am job searching. I care for others pets the same way I’d care for my dog, Mackie. Plenty of quality time, walks and meals based on their usually routine, playtime outside in the mornings and/or afternoon.

Sitter Profile Image: Rachel B.
Verified Background Check
Rachel B.
from
$72
per walk
4.9 out of 5 stars
• 29 reviews
2 repeat clients
20 years of experience
Cold Spring, NY, 10516

“Rachel was really fantastic with Milo! I've left Milo with others but having now seen the difference using and experienced and professional, Rachel will for sure, for sure be my go-to pet-carer from now on! Thank you so much, Rachel for the interactive updates and funny commentary. It's been a joy using your service. Milo just can't wait to see you again!”

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Kambi G.
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The median cost per walk for dog walking in Wingdale is $25

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  • 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.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog walking - Wingdale

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Sitters in Wingdale average 3
repeat dog walking clients

FAQs for Dog Walking - Wingdale

Frequently asked questions about Rover

The average cost of Dog Walking in Wingdale is $22 per walk as of November 2026. Most bookings cost between $22 and $31 per walk. On Rover, walkers 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 November 2026, there are 1,770 sitters on Rover offering Dog Walking across Wingdale. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in Wingdale. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Wingdale after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

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.

Every walker 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.

Yes, you can find walkers who have experience with handling special pet needs in Wingdale. On Rover:

  • 90% of walkers can help with special care needs
  • 92% can help with giving oral medications or injections
  • 96% 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.

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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

walkers 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 walker.

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