Dog Walking Winthrop

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

End
Search

Over 203
pet parents in Winthrop have booked dog walking

Winthrop, Find top rated dog walking

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Elizabeth B.
Verified Background Check
Elizabeth B.
Star Sitter
$32
total per walk
5.0 out of 5 stars
159 reviews
51 repeat clients
9 years of experience
Winthrop, MA, 02152

Elizabeth was very responsive, provided wonderful pictures, and a great summary of her visit with my pup! She was aLeo available on short notice. We will certainly be booking with her again! Thank you!!

Profile image
Katie B.
Sitter Profile Image: Carlie H.
Verified Enhanced Background Check
Carlie H.
$17
total per walk
5 years of experience
Winthrop, MA, 02152

About: I’ve cared for dogs and pets for friends, family, and neighbors for years and genuinely love spending time with animals. I’m responsible, attentive, and comfortable with feeding, walks, playtime, check-ins, and keeping pets on their normal routines. I’m active and happy to give energetic dogs plenty of exercise, but I’m just as happy hanging out with pets who prefer cuddles and a relaxed day. I’ll treat your pet like my own and make sure you feel comfortable and updated while you’re away! My schedule is currently very flexible, which gives me plenty of time to care for your pets and work around their normal routine. I’m available for walks, drop-in visits, and pet sitting throughout the week and on weekends, including mornings, afternoons, and evenings. I always make your pet’s safety and comfort my priority. I’ll follow your instructions closely, keep their feeding, walking, and medication routines consistent, and make sure your home is left exactly as I found it. I’m also happy to send regular photos and updates so you know your pet is happy, safe, and well cared for.

Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Emily R.
$29
total per walk
5.0 out of 5 stars
16 reviews
3 repeat clients
15 years of experience
Winthrop, MA, 02152

Emily does a fantastic job with Thor. Great updates and photos. I know he is in good hands. We will being using her services often. I highly recommend. Great with large dogs.

Profile image
Kelsie M.
Sitter Profile Image: Xianxin D.
Verified Enhanced Background Check
Xianxin D.
$26
total per walk
4.9 out of 5 stars
23 reviews
6 repeat clients
8 years of experience
Revere, MA, 02151

Xianxin was great! Our dog is a special needs dog who requires a strict medicine regimen and attentive care due to his age and medical condition. Xianxin took great care of him, communicated well, and was timely! We would definitely recommend her.

Profile image
Sarah B.
Sitter Profile Image: Jennifer B.
Verified Enhanced Background Check
Jennifer B.
$34
total per walk
5.0 out of 5 stars
223 reviews
37 repeat clients
8 years of experience
Winthrop, MA, 02152

Jennifer was absolutely wonderful walking my dog and a friends dog. She was responsive, reliable and provided many cute pictures! I could not recommend her more and will definitely use her again for my walking needs!

Profile image
Andrea H.
Sitter Profile Image: Jennifer M.
Verified Background Check
Jennifer M.
Star Sitter
$28
total per walk
5.0 out of 5 stars
29 reviews
15 repeat clients
8 years of experience
East Boston, East Boston, MA, 02128

Jennifer took great care of our puppy Myko and followed all instructions for taking him out and walking him.

Profile image
Donivyn C.
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Amanda S.
$23
total per walk
5.0 out of 5 stars
26 reviews
8 repeat clients
20 years of experience
Winthrop, MA, 02152

Amanda was so responsive and extremely reliable! Will 100% use her again!

Profile image
Casey W.
Sitter Profile Image: Kristen F.
Verified Enhanced Background Check
Kristen F.
$20
total per walk
1 repeat client
10 years of experience
Winthrop, MA, 02152

About: I love all types of dogs! I have been around dogs my whole life! My family and I rescued my pit bull mix From the animal shelter and named him Tucker 3 years ago. He is such a great dog. I love running around with him in my backyard and taking care of him! I also used to watch my aunts dogs for her all the time throughout my life! I used to go to her house and let them out after school. I also used to dog sit for her when she went on vacation. A lot of my friends and family have dogs that I am around all the time as well! I have been around all sizes of dogs such as terriers, labs, pit bulls, golden doodles, shih tzu’s and many more! I am currently working full-time so I am available after 3pm but with the summer coming up I am working part-time so I will be available in the early mornings and late afternoons. I have a dog of my own who I have taken care of for 5 years now. I will provide your dog with a long walk and the proper care and love they need.

Sitter Profile Image: Nayeli O.
Verified Enhanced Background Check
Nayeli O.
$28
total per walk
5.0 out of 5 stars
5 reviews
10 years of experience
Winthrop, MA, 02152

About: What sets me apart is my patience, reliability, and real experience caring for animals of my own. I have hands-on experience with my bunny and with my first dog, a leash-reactive beagle named Roger, which has taught me calm handling, awareness, and consistency, especially as a pre-vet student currently taking biology and chemistry. During the week, I prioritize my classes and coursework first, then make time to walk and care for Roger, a dog I regularly walk on campus. I’m also committed to my rowing schedule, which keeps me structured and reliable with my time. On weekends when I’m home, I’m available for additional walks and pet care. This routine helps me stay consistent, responsible, and dependable with animals. For dog walking, I always follow the owner’s instructions exactly and prioritize safety at all times. I double-check leashes, harnesses, and collars before every walk, avoid unsafe areas or distractions, and stay alert to my surroundings. I make sure dogs have water before and after walks and return them calmly and securely to their home. Even though I’m new to professional dog walking, I’m very dependable, attentive, and always communicate clearly with owners.

Sitter Profile Image: Ingrid S.
Verified Enhanced Background Check
Ingrid S.
$28
total per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
12 years of experience
East Boston, Boston, MA, 02128

About: I’ve cared for dogs of all breeds and sizes since I was 10. Friends, family, and neighbors trust me to walk, feed, bathe, and love their pets like my own. I’m experienced with puppies, senior dogs, and high-energy pets, and I’m always reliable and communicative. Pet care easily fits into my daily and weekly routine. I offer daytime services like drop-ins, walks, and playtime, and I plan my schedule around the pets I care for. I’m dependable, flexible, and make sure each visit is focused, fun, and tailored to the pet’s needs—whether that’s a long walk, feeding, or some one-on-one attention. Whether I’m caring for pets in my home or theirs, I make sure they feel safe, loved, and comfortable. I stick closely to their usual routines—meal times, potty breaks, walks, and playtime—to reduce stress while their owners are away. I always follow any specific instructions, from medications to feeding preferences, and I give regular updates and photos to keep pet parents in the loop. I’m clean, respectful of the home, and make sure every pet feels at ease while in my care.

Sitter Profile Image: Rob S.
Verified Enhanced Background Check
Rob S.
$26
total per walk
5.0 out of 5 stars
37 reviews
7 repeat clients
14 years of experience
Winthrop, MA, 02152

I recently had the pleasure of entrusting my male Jack Russell Terrier to Rob through the Rover app, and I couldn't be more thrilled with the experience. My dog is not the easiest to handle, yet Rob took on the challenge with remarkable patience and skill. Over the course of five days, Rob ensured that my pup received ample exercise, taking him out twice daily for 30-minute walks around the neighborhood each morning and afternoon. This consistent routine and Rob's attentive care made a world of difference for my high-energy dog. Rob's dedication and professionalism truly stand out. He demonstrated a genuine affection for my dog and went above and beyond to meet his needs. I have complete confidence in Rob's abilities and will undoubtedly seek his services again in the future. If you are looking for a reliable, compassionate, and highly capable pet caregiver, I give Rob my highest recommendation. He is simply outstanding!

Profile image
Joseph H.
Sitter Profile Image: Joshua R.
Verified Enhanced Background Check
Joshua R.
$17
total per walk
15 years of experience
Chelsea, MA, 02150

About: I’ve been an owner and cared for pets from a very young age. My first ‘jobs’ as a young kid were walking family members’ dogs and pet sitting for them. Since then I’ve loved doing this for friends and hoping to do more! I am looking to house sit and do drop-in care, but not currently looking to host pets in my space as I have 3 cats and my landlord does not allow dogs in the apartment. I'm currently working full time on a hybrid schedule. I go to the office 3 days a week and the other two days are spent at home when I am remote. On the weekends, my schedule is mostly flexible unless I have plans to attend to. I am a loving pet owner who is very attentive to my pets’ needs. I am happy to meet all of your pet care needs, as dictated by you. I am looking to house sit and do drop-in care, but not currently looking to host pets in my space as I have 3 cats and my landlord does not allow dogs in the apartment.

Sitter Profile Image: Alexandra L.
Verified Background Check
Alexandra L.
$39
total per walk
5.0 out of 5 stars
48 reviews
19 repeat clients
7 years of experience
Winthrop, MA, 02152

Alexandra did an excellent job with Brewer! She was communicative and shared all about Brew’s walk. She is kind, respectful and reliable. I felt very at ease with Alexandra taking care of my baby!

Profile image
Jillian R.
Sitter Profile Image: Sydney C.
Verified Enhanced Background Check
Sydney C.
$23
total per walk
4 years of experience
Winthrop, MA, 02152

About: I have been around dogs all my life and am confident in my ability to care for any size of dog. I am a dog mom of an energetic 3 year old black lab who loves her walks. My career allows me to be available during the day to provide any service that might be needed. I could do multiple times a day or just once. I treat any pet as if they are my own. I will make sure to complete the task ensuring the safety and happiness of your pet as well as respecting your home and boundaries.

Sitter Profile Image: Carol C.
Verified Background Check
Carol C.
$20
total per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
35 years of experience
Winthrop, MA, 02152

Carol is great with Luna. She shows care and love in all she does for her. I will use her again and recommend her to anyone. She is also reliable which is hard to comeby.

Profile image
Stacey T.
Sitter Profile Image: Christian P.
Verified Background Check
Christian P.
$33
total per walk
4.8 out of 5 stars
17 reviews
6 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

About: Hi I'm Christian I live near airport station. I've been walking small and large dogs for years for family and friends as a hobby and part time in different companies. Looking forward to do something I'm passionate about while making a few dollars. I work for wag as well,and am finding the more I do this type of work the more I want to take on. It's one of those jobs you never dread going to because it's what you care about doing so trying comes effortlessly. I encourage people to request me if they want someone with experience and enthusiasm. Available usually weekdays throughout the day and afternoon,and some weekends during the day. Currently am working flexible part-time jobs and am willing to accommodate request. Looking to make the experience a good fit for both you and me. I have a fenced yard in the back and a calm pet free place inside. The location is easy to find and have plenty of experience with other pets at this location. I do freelance part-time jobs,and some per diem jobs, so I have plenty of time to take care of any pets I'm boarding or sitting. I have a porch ,small backyard area and the pet/s can roam free throughout the apartment. Also a park down the st I can take them too if you wanted me to.

Sitter Profile Image: Radka O.
Verified Enhanced Background Check
Radka O.
$28
total per walk
5.0 out of 5 stars
21 reviews
7 repeat clients
13 years of experience
Winthrop, MA, 02152

About: Growing up around animals and recently losing our pup, we miss having a furry friend around. I work from home and can provide all the care your pet needs. I have experience with puppy training, senior dogs, the lazy, the crazy, the small and the big, after surgery recovery, medicine administration. I have a pet loving kid. I board only one client at a time. I work from home and have a very flexible schedule that allows me to provide several walks per day, exercise, play time, snuggles and training. We live in a one story house with a large backyard in a safe family neighborhood, that offers great walking options and is only 10 mins away from the airport. I have a pet loving child who wants to be a vet and occasionally we have some family stay with us.

Sitter Profile Image: Mia O.
Verified Enhanced Background Check
Mia O.
$28
total per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
8 years of experience
winthrop, MA, 02152

About: I’ve been working in the pet care industry for over 8 years, with experience in both dog and cat care. I’ve spent time in grooming salons and doggy daycares, where I developed strong skills in handling pets of all temperaments and sizes. My training began at Essex Tech, where I learned how to groom dogs and gained a foundation in basic obedience training. Over the years, I’ve been trusted by many pet owners to care for their beloved animals—whether it’s grooming, feeding, walking, administering medications, or just spending quality time with them. I’m confident in my ability to care for both dogs and cats with patience, compassion, and attention to detail, and I take pride in creating a safe and loving environment for every pet I look after. I’m fully committed to giving your dog the attention and care they deserve. Whether it’s a fun outing to the dog park or beach, a long walk, or just a quick stroll around the block—I’ll be there to make sure they’re happy, safe, and well-loved every step of the way. Every animal in my care receives the attention, love, and support they need—whether they’re staying in my home or I’m caring for them in yours. I always strive to do what’s best for the dog, their owner, and myself, making sure everyone feels comfortable, respected, and at ease in every situation.

Sitter Profile Image: Jess S.
Verified Enhanced Background Check
Jess S.
$17
total per walk
15 years of experience
Revere, MA, 02151

About: I’ve taken care of dogs since i was young. I currently have a 1 year old Aussie who i walk daily and love spending time with. i love all dogs and would love to meet your pups! I have my own transportation and will be able to stop by at any time! my schedule is very flexible and I will be able to work around your schedule! I can easily crate your dog if needed and have experience in giving medications. I am very good with dogs that are anxious or aggressive when around other dogs and will keep them out of situations that may be too much for them

Sitter Profile Image: Theresa R.
Verified Background Check
Theresa R.
$25
total per walk
5.0 out of 5 stars
17 reviews
4 repeat clients
9 years of experience
East Boston, East Boston, MA, 02128

Theresa was a great dog walker for our Portuguese Water Dog. Would definitely recommend and use again!

Profile image
Michelle M.
1 / 1
View more

The median cost per walk for dog walking in Winthrop is $25

Dog parents share their Rover experiences - Winthrop

1 / 1
5.0 out of 5 stars

Ngoc consistently goes above and beyond to make sure Matilda is well cared for. She is reliable, a great communicator, and clearly has a lot of experience. This was my first Rover experience and I am so grateful to have found Ngoc and booked her on a regular basis!

Profile image
Christina D.
Dog Walking
5.0 out of 5 stars

Liz was so thoughtful and caring with Ivy! She read her signals very well and even spent extra time just sitting with her after her walk. She sent consistent updates and was responsive and understanding. I would definitely recommend her!

Profile image
Jenny R.
Dog Walking
5.0 out of 5 stars

Arianna was so caring towards Ivy! She was very patient with her and receptive to her needs as an anxious pup. She sent updates and was very responsive. I would definitely recommend her!

Profile image
Jenny R.
Dog Walking
5.0 out of 5 stars

Jing was so thoughtful and communicative - she took great care of my dog on walks! I would recommend her and request her services again 😊

Profile image
Monica M.
Dog Walking
5.0 out of 5 stars

Nayeli was amazing! Super responsive, wonderful with my pup, and sent plenty of photos and updates that made me feel at ease. She helped me out last minute when I was in a bind, and I’m so grateful! Highly recommend!

Profile image
Melissa K.
Dog Walking
5.0 out of 5 stars

We had an emergency and needed a last minute walk on a Saturday afternoon. Britney replied right away and was flexible and very communicative. She was great with our pups and I felt that I could trust her. One of our dogs has been reactive on the leash lately and she was confident it wouldn’t be a problem for her. Would totally recommend and have her again!

Profile image
Katherine L.
Dog Walking
5.0 out of 5 stars

Linzi was very communicative and friendly which we love. We needed a last minute walk, same day and she replied right away. She had great reviews and did not disappoint. There was even some accidents in the house and she was very kind to clean it up when she arrived. We would love to have her again!

Profile image
Katherine L.
Dog Walking
5.0 out of 5 stars

Xianxin was great! Our dog is a special needs dog who requires a strict medicine regimen and attentive care due to his age and medical condition. Xianxin took great care of him, communicated well, and was timely! We would definitely recommend her.

Profile image
Sarah B.
Dog Walking
5.0 out of 5 stars

Emily does a fantastic job with Thor. Great updates and photos. I know he is in good hands. We will being using her services often. I highly recommend. Great with large dogs.

Profile image
Kelsie M.
Dog Walking
5.0 out of 5 stars

Tayla is a great communicator and very helpful in last minute bookings. Oreo had a wonderful walk with her

Profile image
Shantae Mcdonald
Dog Walking
5.0 out of 5 stars

Natalie was an excellent dog walker! She was able to accommodate our requests last minute and showed up on time. Would book her if you need a reliable dog walker!

Profile image
Jessica R.
Dog Walking
5.0 out of 5 stars

Melissa is very professional and a woman of her word. She has a way with dogs and clearly loves them deeply. Would recommend and will definitely be using her again.

Profile image
D C.
Dog Walking
5.0 out of 5 stars

Alicia is a superstar dog walker and we highly recommend her without any reservations. She meets the dogs at their level including running with our high energy labradoodle and cuddling/carrying our little Shih Tzu. They felt so much love and attention from Alicia. We appreciate you so much!

Profile image
Anne L.
Dog Walking
5.0 out of 5 stars

We had such a wonderful experience with Jennifer. She took amazing care of our dog and was so thoughtful and attentive the entire time. You can really tell how much she cares about the animals she works with. I especially appreciated all of the updates and pictures. they made us feel so relaxed and reassured knowing Pancakes was in such good hands. Our dog clearly loved her, and it meant so much to know she was being cared for by someone so kind and compassionate. We’re incredibly grateful and would absolutely recommend her to anyone looking for trustworthy, loving care for their pet!

Profile image
Micah H.
Dog Walking
5.0 out of 5 stars

Laura was great! She was able to take my dog for a walk last minute when my care plans fell through. Will book again, happily!

Profile image
Vivian P.
Dog Walking
5.0 out of 5 stars

Paula was great for my dog! Who is not easy to deal with and she made it look easy. Great communication.

Profile image
Nate Z.
Dog Walking
5.0 out of 5 stars

Great job!!! Making Penny so happy She is behaving so much better after these walks Please if it’s freezing don’t mind hanging out in house with her and throwing her toy but great job if it’s ever really cold feel free to just let her out to go bathroom then play inside or walk around inside the building Thank you!!!!!

Profile image
Joe C.
Dog Walking
5.0 out of 5 stars

Thelma is great with our dog and is very easy to work with. She communicates well and is a big help! Highly recommend

Profile image
Peter S.
Dog Walking
5.0 out of 5 stars

Veronica was very communicative and sent tons of photos and videos of Leo during the walks. She was always on time and always kept me in the loop of how Leo was doing.

Profile image
Talia H.
Dog Walking
5.0 out of 5 stars

Awesome and attentive walker. Great feedback with anything that arises with george. So happy I found Jennifer!

Profile image
Samantha W.
Dog Walking
1 / 1
Find pet care near you

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.

Meet local walkers who will treat your dogs like family

  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 - Winthrop

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winthrop average 3
repeat dog walking clients

FAQs for Dog Walking - Winthrop

Frequently asked questions about Rover

The average cost for Dog Walking in Winthrop on Rover is $22.2 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of September 2026, there are 10,272 sitters on Rover offering Dog Walking across Winthrop. 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 Winthrop. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Winthrop.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Winthrop. On Rover:

  • 90% of walkers can help with special care needs
  • 94% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge