Dog Walking Wingdale

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

End
Search

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.
Verified Enhanced Background Check
Casey S.
Star Sitter
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♥️🐶”

Profile image
Ingrid G.
Sitter Profile Image: Jillian P.
Verified Enhanced Background Check
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: Stephen N.
Verified Enhanced Background Check
Stephen N.
Star Sitter
from
$50
per walk
5.0 out of 5 stars
• 37 reviews
13 repeat clients
25 years of experience
Beekman, NY, 12533

“Steve does a great job with my dog Gus. He came and walked him while I was out of town for a few days. He has very great communication and I felt confident leaving Gus in his care. Highly recommend to others!”

Profile image
Sean H.
Sitter Profile Image: Jailyah C.
Verified Enhanced Background Check
Jailyah C.
from
$24
per walk
7 years of experience
Sherman, CT, 06784

About: From when I was born till now I’ve always been surrounded by animals from fish to ferrets to birds to simple as a fish to even raising chickens. So if you want you can say I have experience with them. If it one thing I learned from taking care of others animals and even my own, is that pets are a blessing to having to making sure their happy is as much important as our happiness is. I am currently saving for school and life’s opportunities. I do have a part time job but don’t worry that won’t stop me from caring and being there for you and your pet. My schedule can be rearrange with just some communication. Your baby will be loved and cared for as if he/she was my own. Animals are my joy and happiness so my goal is that your pet is having the best time of their lifes. The connection and communication is what is key. So I can promise if I can get the chance to sit your baby(pet) that they will absolutely have fun and be happy and healthy when you return.

Sitter Profile Image: Daniel G.
Verified Enhanced Background Check
Daniel G.
from
$25
per walk
30 years of experience
New Fairfield, CT, 06812

About: I’ve raised and cared for dogs and cats my entire life, and my love for animals is a big part of who I am. I know how much trust it takes to leave your pet with someone else, and I want you to feel comfortable knowing they’re safe, loved, and well cared for. As a pet lover, I bring patience, attentiveness, and a strong sense of responsibility to every visit. I’ll take time to learn your pet’s personality, follow their familiar routines, and give them the attention they need—whether that means a playful walk or quiet companionship. With regular photos and updates, my goal is to give you peace of mind while you’re away. Pet care is a passion for me, and I’m excited to make it a regular part of my week. I’m available seven days a week, with visits and walks scheduled around my other commitments. Whether you need consistent weekly support or occasional help, I’ll work with you to find times that fit your pet’s routine and give them the care and attention they deserve. Having raised dogs and cats my entire life, I understand how important familiar routines, patience, and careful attention are to helping pets feel safe. I’ll follow your instructions for feeding, walks, and playtime, taking time to build trust and notice any changes in your pet’s behavior or comfort. I’ll treat your home with the same respect I’d want someone to show mine—keeping pet areas clean, securing doors and gates, and following your household preferences. I’ll handle keys and access information carefully and send regular updates so you can feel confident that your pet and home are in caring hands.

Sitter Profile Image: Jillian A.
Verified Enhanced Background Check
Jillian A.
from
$20
per walk
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: Jeffrey V.
Verified Enhanced Background Check
Jeffrey V.
from
$45
per walk
5.0 out of 5 stars
• 26 reviews
10 repeat clients
4 years of experience
New Fairfield, CT, 06812

“Jeffrey was awesome. My pups loved him and he was totally able to deal with their less than perfect leash manners. He was reliable and friendly. I highly recommend him.”

Profile image
Kristin R.
Sitter Profile Image: Manuel J.
Verified Enhanced Background Check
Manuel J.
from
$18
per walk
4.8 out of 5 stars
• 13 reviews
5 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: If you have an athletic or active dog, we are the hosts for you!!! Trips to parks (on and off leash), running the trails, and swimming in a Lake will happen every day. If your dog is less active, we can bring our activity level to where your dog is most happy and comfortable. I have a very open schedule. Usually I go to the park go with my family who enjoy the day doing things outside the house. If you have a last minute appointment or you need anything on the same day I do take them I have a very open schedule one works in the morning and the other one works in the afternoon so your pet will never be alone. I had pets before they pass away. We used to love our pets so much. We took CPR classes and emergency classes for pets just in case.

Sitter Profile Image: Isabella M.
Verified Enhanced Background Check
Isabella M.
from
$16
per walk
2 years of experience
Danbury, CT, 06810

About: I volunteer in animal shelter constantly, I have taken care of dogs from friends and coworkers multiples times. I wanna be a vet one day!! I am currently out of school for summer so I got a lot free time that i would love to spend with cats and dogs I am really responsible and I have lovely cat that would love to have more fur friends, and I also have yard which they can play in it

Sitter Profile Image: Lauren M.
Verified Enhanced Background Check
Lauren M.
from
$40
per walk
4.8 out of 5 stars
• 29 reviews
5 repeat clients
17 years of experience
New Fairfield, CT, 06812

“I was so relieved to have Lauren take care of our dog Chase all week ! She sent us pictures from every visit and let us know how he was doing. It was so nice to be able to feel like he was being loved while we were gone. Will definitely use her again !!”

Profile image
Michelle P.
Sitter Profile Image: Bianca W.
Verified Enhanced Background Check
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: Alesandra P.
Verified Enhanced Background Check
Alesandra P.
from
$40
per walk
5.0 out of 5 stars
• 13 reviews
3 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: I grew up around animals, from birds and hermit crabs to cats and dogs, my household has always been filled with pets. I have also fostered medically fragile dogs and volunteered at the Westchester Humane Society. I am passionate about ensuring all animals receive the best possible care and I will give your pet the same love I give my own. I currently work part time and I’m a full time grad student, but I have my own transportation so my schedule is open and flexible. I will schedule a meet and greet with you and your pet to learn all about their unique quirks, likes, dislikes, and routines prior to beginning services with them. I ensure a safe environment by using non-retractable leashes on walks and will send you updates while I am with your pet. Your pet's safety is my top priority.

Sitter Profile Image: Donina S.
Verified Enhanced Background Check
Donina S.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
6 years of experience
Danbury, CT, 06811

About: I currently own two dogs a mini Australian Shepard and a cocker spaniel. But, my family is a huge dog loving family and I have also owned labs, retrievers, and collies. I have a fenced backyard with a doggy door that holds about an acre of land and I live on a very quiet road with hiking trails across from my house that I bring my dogs into all the time! I’m work 3 times a week at Ridgewood Country Club in Danbury. I can leave during my breaks to tend to your pets. If they are staying at my home I have a doggy door and fenced in backyard. And then the remainder of the week I am free! I have a doggy door inside my home with a fenced in backyard for the 3 days I can’t be at home all day long. All other days I would love to take the dogs hiking and make sure they have a great time! I do own two dogs that are very friendly. But they can also be seperated into my basement if other dog is not friends with them. I also have a lot of experience with cat sitting my neighbors cats.

Sitter Profile Image: Ashley A.
Verified Background Check
Ashley A.
from
$18
per walk
4.9 out of 5 stars
• 47 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.”

Profile image
Terri L.
Sitter Profile Image: Tiana R.
Verified Enhanced Background Check
Tiana R.
from
$40
per walk
1 repeat client
10 years of experience
Poughkeepsie, NY, 12601

About: Aside from growing up caring for animals, I’ve worked at a dog daycare for about a year. During my time there I learned a lot about dog behavior and how to read their body language. Now, I am currently studying canine training and management at SUNY Cobleskill where I work with a variety of canine’s daily. So I am currently on summer break from school, so I can assure you I have plenty of time to care for your fur babies! I start my day off by making sure my babies are fed and have fresh water, followed by going out for a walk and playing outside for a little! I have a dog and a cat who is very shy. If needed I have a crate that can be used.

Sitter Profile Image: Elisha T.
Verified Background Check
Elisha T.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
3 years of experience
Wallkill, NY, 12589

About: I love dogs and have been working with them for 2+ years now. I care for them at home, give required medications and give them long enjoyable walks. I can come in at a time convenient for you and respond to the needs of your dog. I can also care for cats as well. If needed, when I stop in, I can also bathe dogs if needed by the owner. I want to do all I can so that your beautiful animals are happy, safe, well fed and comfortable. I can provide exercise for high energy dogs as well. I want to do all I can for you, the owner, and your precious pet. Please consider me for your pets needs to be met. Thank you.

Sitter Profile Image: David G.
Verified Background Check
David G.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
• 93 reviews
27 repeat clients
8 years of experience
New Windsor, NY, 12553

“David is the best!!”

Profile image
Alexa G.
Sitter Profile Image: Tiffany S.
Verified Enhanced Background Check
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: Phoebe L.
Verified Enhanced Background Check
Phoebe L.
from
$25
per walk
1.0 out of 5 stars
• 2 reviews
5 years of experience
Newburgh, NY, 12550

About: I’ve had dogs all my life and currently have three dogs at my parents house that I care for regularely when my parents need me to and I love it. I’ll come with treats and if your dog has any dietary restrictiond please let me know :) I’m currently working for Arc Midhudson on thurs-Sun at the moment! Sometimes there is variation in that schedule but that it for the most part :) I have a medical condition that may make me have to re schedule appointments but hopefully we can work together on it !! I could teach your dogs some basic tricks like sit and I am a good leash handler. I carry around a fanny pack with my dog stuff in it so it’s hands free and accessible for me.

Sitter Profile Image: Jeffrey S.
Verified Enhanced Background Check
Jeffrey S.
from
$55
per walk
30 years of experience
Falls Village, CT, 06031

About: Hi I'm Jeff an experienced and professional pet sitter, dog walker, and provider of overnight pet care, I offer loving, dependable service that brings complete peace of mind. Whether it's daily visits or extended stays, your pets are treated like family every step of the way. I'm fully licensed, insured, and bonded, and certified in Dog and Cat First Aid & CPR—so you can rest easy knowing your furry companions are in safe, experienced, and genuinely caring hands. I have over 25 years of construction experience. I also offer Handyman Services which can be done while I am at your home. 🐾 Licensed, Insured, and Bonded • Certified in Dog & Cat First Aid and CPR Caring for animals isn't just something I do—it's my full-time profession, my livelihood, and my passion. I take great pride in providing dependable, compassionate care for pets of all kinds, including dogs, cats, birds, fish, chickens, goats, rabbits, hamsters, gerbils, and more. When you entrust me with the care of your beloved companions, I go far beyond basic walks and feeding routines. Their happiness, comfort, safety, and well-being are always my highest priorities. While I know I can never replace your presence, I work hard to provide the love, attention, companionship, and personalized care your pets deserve while you're away. To make life easier for my clients, I also offer handyman and home care services. Whether it's watering plants, bringing in mail, managing trash and recycling, hanging pictures, completing small repairs, painting, or helping with other household tasks, I'm happy to assist while caring for your pets and home. By combining professional pet care with reliable home services, my goal is to give you complete peace of mind, knowing your pets are loved, your home is cared for, and everything is being looked after by someone who genuinely cares. 🐾❤️🏡 When you entrust me with the care of your furry companions, I go above and beyond basic dog walking and playtime; I prioritize their happiness and welfare. Understanding that I can never replace your presence, I tirelessly strive to complement your affection and care by providing the attention and love your pets deserve, even in your absence. I also integrated handyman services into my offerings, recognizing the convenience and practicality of addressing tasks while caring for your pets. Whether it's watering your plants, hanging a picture, managing waste or recycling, or even handling small repairs and painting, I am here to help. Through this fusion of pet care and handyman services, my aim is to simplify your life while ensuring the well-being of your cherished pets and your home.

1 / 1
View more

The median cost per walk for dog walking 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?

  • 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 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 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.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Wingdale

Select a filter and find qualifying sitters offering dog walking.

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 October 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 October 2026, there are 1,748 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 your 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 , 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 , 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 .

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 .

walkers 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 walker.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge