Dog Walking Upton

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Over 33
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Upton, 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%.

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Sitter Profile Image: Pia R.
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Pia R.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 31 reviews
12 repeat clients
40 years of experience
UPTON, MA, 01568

“Pia has been talking Pudge for walks twice a week for me. She is always on time, communicates well and is very respectful and understanding. Pia is great with Pudge and he is so excited when she arrives for his walks. I Continue to have Pia come twice a week for Pudge and I am grateful that I have her.”

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Joe J.
Sitter Profile Image: Jen L.
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Jen L.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 34 reviews
11 repeat clients
10 years of experience
Upton, MA, 01568

About: My first dog was a 105-lb lab mix who had failed obedience school. I'm also a mom of 7 with the energy to match. Exuberant pets are welcome! Messes don't scare me! I can handle your dog, cat, or other furry friend. I'm home with my kids on a daily basis and rarely gone more than a 2-hour stretch. The days that I am unavailable are noted on my profile. I have lots of availability! I have a large, fenced-in yard. Our only pets are chickens, who can stay in their coop if necessary. Smoke-free home with plenty of people to give your pet attention and love!

Sitter Profile Image: Adam F.
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Adam F.
$30
total per walk
5.0 out of 5 stars
• 29 reviews
15 repeat clients
10 years of experience
Upton, MA, 01568

“Adam is awesome! He did a great job calming our anxious dog down and was super flexible with our schedule. He is very professional and responsive!”

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Michael T.
Sitter Profile Image: Mariann D.
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Mariann D.
Star Sitter
$28
total per walk
4.9 out of 5 stars
• 40 reviews
13 repeat clients
15 years of experience
Westborough, MA, 01581

About: My husband and I live with our 7 and 4 yr old girls in a sidewalk lined Westborough neighborhood. In your reservation, please mention any behavioral patterns or phobias. (Does your dog take a while to do business outside? Does he or she squat several times? How long can he or she go without potty breaks? Do we have a runner?) Bring your pup, I'll bring the love and care! P.S. Please bring a crate for your dog if in the past, your dog has gotten into things and chewed. Many dog owners find themselves surprised that their dogs may exhibit destructive behavior at a sitter's house that they do not exhibit at home, like chewing and tearing things up. Your dog, in this case, will only be crated while we are out of the house. My husband works full-time, while I am home intermittently. But your baby will get lots of attention. During the weekdays, the house sits empty anywhere 3-5hrs. Your pet must be OK with that. I grew up with dogs: Scottish Terrier, Jack Russell Terrier, Rottweiler, Dachshunds, Chinese Crested, and Silky Terriers are the dogs my family members have owned and loved in my lifetime. I have no dogs of my own (anymore), but two little girls who just love and crave a dog in the house. If your dog is a no-no on little kids, this will not be a good fit for you.

Sitter Profile Image: Anna H.
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Anna H.
$28
total per walk
5.0 out of 5 stars
• 58 reviews
30 repeat clients
10 years of experience
Milford, MA, 01757

“Anna was taking care of our dog Jiggs for 17 days and I am very happy with the care she provided, and so is Jiggs. She was always on time for walks, sent detailed pictures and messages with any issues. I will gladly hire Anna again! Jiggs loves Anna too!”

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Valentin K.
Sitter Profile Image: Kristen L.
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Kristen L.
$28
total per walk
5.0 out of 5 stars
• 12 reviews
2 repeat clients
30 years of experience
Milford, MA, 01757

About: I’ve grown up around dogs my whole life and have always loved caring for them. Whether it’s going for long walks, playing outside, or just spending quality time together, I genuinely enjoy being around dogs and making sure they’re happy and well cared for. I understand how important it is to keep pets active, loved, and safe, and I treat every dog like they’re part of the family. As a teacher currently on summer break, I have a very flexible schedule that allows me to dedicate plenty of time and attention to pet care. My days are open, so I’m available for walks, drop-ins, or extended stays throughout the week. I love having the opportunity to spend my break doing something I enjoy—being active, outdoors, and taking care of pets. It’s the perfect way to combine my love for animals with my free time during the summer months. When school starts, I’m available after 3pm. When caring for pets in my home, I provide a safe, comfortable, and fun environment. I have a fenced yard where dogs can run and play freely under supervision, which gives them a great outlet for exercise and fresh air. Inside, pets have plenty of space to relax and feel at home. I follow each pet’s routine as closely as possible, whether that means regular walks, feeding schedules, playtime, or cuddles. When caring for pets in a client’s home, I’m respectful of their space and routines, making sure their pets feel secure and cared for while maintaining consistency in their daily lives.

Sitter Profile Image: Joshua V.
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Joshua V.
$28
total per walk
3 years of experience
Milford, MA, 01757

About: Animal care is a big part of my life — I have four pets including a pit-bull, two lab mixes and a cat of my own, plus a year of experience walking and house sitting dogs and cats through my partner's pet care business. I treat every pet like my own, and your animal's safety and comfort always come first. I have just recently left my full time teaching job, so I can now give my full time, attention and effort into your furry family I care for pets by sticking to their normal routine — feeding, water, and exercise on schedule. Since I don't watch dogs at my own home, visits happen at the client's house, whether that's a drop-in, walk, or house sitting. I do a quick safety check, send photo updates, and leave things just as I found them.

Sitter Profile Image: Jaycee & James B.
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Jaycee & James B.
$34
total per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Ashland, MA, 01721

“I had Jaycee take my dog Oreo for a few walks while I was out of town and would highly recommend her for any pet sitting or walking. She stuck to the times she mentioned in the window provided and updated with cute pictures. She even left a few treats for Oreo to enjoy after the booking was over. I'll look to have her take care of any pet again if needed.”

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Jay J.
Sitter Profile Image: Emma M.
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Emma M.
$23
total per walk
1 repeat client
7 years of experience
Grafton, MA, 01519

About: My name is Emma and I’m a Registered Nurse and am looking to also start pet sitting & dog walking again. I have a dog myself and know how important he is to me and I’d love to treat your pets with the same love & care! I trained my dog to not pull on leash and we walk a ton. I also have 2 cats at home and would love to cat sit.

Sitter Profile Image: Allyson L.
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Allyson L.
$23
total per walk
5.0 out of 5 stars
• 16 reviews
3 repeat clients
4 years of experience
Westborough, MA, 01581

About: Hi, I’m Ally! I have an adorable dog-nephew who I have love and cared for like my own for a few years now. We love going on long walks, trips to the dog park, and relaxing around the house together. Aside from growing up with him, I have experience dog-sitting when my brother goes out of town. I frequently stay overnight at his house to ensure that Cuddles is well-fed and entertained. If given the opportunity, I will treat your fur-baby with the same unconditional love as my own! I have no doubt that we will have the best time walking, playing fetch, or just laying around together. You won’t have to worry about your pup while we’re out together, he or she will be in the best hands possible! **There will be an additional fee added for senior dogs. I currently work at a school so I am available for morning and overnight and/or drop in feedings/walks/potty times. Depending on the area, I may be able to drip in mid-day as well. I will follow all rules provided by pet owner to ensure the safety of both your pet, myself, and your home. I would like to meet the animals before accepting a job, just to build some familiarity between all of us.

Sitter Profile Image: Caroline G.
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Caroline G.
$23
total per walk
5.0 out of 5 stars
• 26 reviews
13 repeat clients
20 years of experience
Westborough, MA, 01581

“We originally asked Caroline if she could walk and feed our two dogs as we were planning to a long day trip. However, we woke up to find our oldest dog not doing very well. It turned out that he had cancer and that we would have to put him down. It was a long agonizing day trying of running tests and considering options before finally deciding that the most humane treatment would be to euthanize. Through all this, we are thankful to Caroline who took care of our remaining fur children--a dog and a cat. It was a great relief to not have to think or worry about them so we could focus on our oldest dog in his time of need.”

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Chris P.
Sitter Profile Image: Lubjana B.
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Lubjana B.
$19
total per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Douglas, MA, 01516

About: I have two cats and grew up with dogs. Love caring for fur babies and everything in between. I have been a cat mom for 4 years now. Love my two cats. I work full time Monday-Friday 9-5 and full time availability on weekends. Also have flexibility during the week. Excited to get started and work with your fur bub! I am very attentive and loving. Provide my cats with tons of lovings and treats. Play time is a must! Also make time for photos and videos for memories.

Sitter Profile Image: Kelsey L.
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Kelsey L.
Star Sitter
$39
total per walk
5.0 out of 5 stars
• 80 reviews
23 repeat clients
12 years of experience
Southborough, MA, 01772

“Kelsey is a awesome dog walker. We have a 50lb pit terrier. She handles great.”

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Matthew D.
Sitter Profile Image: Annie S.
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Annie S.
$27
total per walk
5.0 out of 5 stars
• 6 reviews
9 repeat clients
15 years of experience
Milford, MA, 01757

“Always gives my pup the best walks :)”

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Cassie I.
Sitter Profile Image: Thomas & Amy F.
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Thomas & Amy F.
Star Sitter
$32
total per walk
5.0 out of 5 stars
• 23 reviews
3 repeat clients
22 years of experience
Hopkinton, MA, 01748

About: 3 sitters for the price of one! Long time dog trainers with big, open hearts & an open home for your fur baby, while you're out of town. We would be honored to be chosen to care for your beloved pets. We have been dog owners for over 2 decades and know how special that bond is. At the moment, our family doesn't have any dogs of our own, but our home is open to yours! Our entire family is very hands on when caring for your babies. Our guests are never alone, constantly have access to our fenced in property. We run a professional dog training service for young puppies and those stubborn and aggressive breeds, as well as regular work out sessions and grooming services !! We provide constant text & picture updates, as well as FaceTime and are available 24/7 for support. NO BREED IS TOO BIG or too small Please feel free to ask any and all questions, we look forward to hearing from you! (NOVEMBER & DECEMBER dates are booking fast!) We work from home so we're always around and would love to include your babies in our everyday life. We've been boarding for many years and are very comfortable with any breed. We care for them as if they're our very own kids. You can find kennels aplenty but your babies couldn't possibly feel more at home, than when they're with us!

Sitter Profile Image: Jackie c.
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Jackie c.
$32
total per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
4 years of experience
Upton, MA, 01568

“Jackie was wonderful: on time, very sweet with Lucy, and took her for a nice walk around the neighborhood. She was happy to learn more about Lucy for their first walk together and was communicative throughout. Would gladly book her again. Thanks!”

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Victoria N.
Sitter Profile Image: Chelsea V.
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Chelsea V.
Star Sitter
$33
total per walk
5.0 out of 5 stars
• 179 reviews
72 repeat clients
30 years of experience
Marlborough, MA, 01752

“Chelsea has been a wonderful friend to our Golden Girl Cleo. She is so friendly, kind and a positive energy when walking with Cleo. Highly recommend!”

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Lisa F.
Sitter Profile Image: Lindsay A.
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Lindsay A.
$43
total per walk
5.0 out of 5 stars
• 200 reviews
56 repeat clients
2 years of experience
Sutton, MA, 01590

“Lindsay is super-responsive, responsible, knowledgeable and caring. She took the time to get to know us and our dog. Very happy to have discovered her here on Rover. Definitely recommend!”

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Tyler L.
Sitter Profile Image: Nyah Y.
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Nyah Y.
$36
total per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
Southborough, MA, 01772

About: I've taken care of dogs and cats since I was 12. I have 2 of my own at the moment as well as spending a lot of time volunteering at a local shelter and have met many different breeds. I am more than happy to watch over a sweet senior or a bouncy puppy, just let me know! I'm currently taking classes online, so I will have plenty of time to spend with your fur babies! I'm available most days to pet sit or take the pups for walks. I would love to do a 'meet and greet' with your fur babies if you would like. Feel free to message me as much as needed!

Sitter Profile Image: Virginia A.
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Virginia A.
$28
total per walk
5.0 out of 5 stars
• 46 reviews
12 repeat clients
25 years of experience
Shrewsbury, MA, 01545

About: Grew up with animals, cats and birds and reptiles in my house, farm animals at grandma’s. I have a cat now, fostered a senior dog for a while years ago, and have lots of family and friends with dogs/cats. I also volunteer weekly at my local animal shelter. I work full time as a scientist but my hours are flexible and usually done around 3-4pm I’m currently working full time. However my hours are early and flexible, i usually leave between 3-4pm and will try to accommodate clients based on my availability and work Safety is always a priority.that means House doors locked behind me, windows closed, making sure your pet is fed/walked/played with and are happy when i leave them

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The median cost per walk for dog walking in Upton is $23

Dog parents share their Rover experiences - Upton

1 / 1
5.0 out of 5 stars

Shannon, thank you for your expert care with Daisy? Her daily walks with you helped her greatly while we were away. I can tell from her smiles on the pictures you sent that it was most definitely the highlight of her day! Thank you so much.

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Heather L.
Dog Walking
5.0 out of 5 stars

Did a fantastic job with our two dogs and was great at communicating with us before and during. Thank you Nicole!!!!

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Elena C.
Dog Walking
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How to book dog walking

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Sitters in Upton average 3
repeat dog walking clients

FAQs for Dog Walking - Upton

Frequently asked questions about Rover

The average cost of Dog Walking in Upton is $22 per walk as of October 2026. Most bookings cost between $18 and $28 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 9,561 sitters on Rover offering Dog Walking across Upton. 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 Upton. 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 Upton 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 Upton. On Rover:

  • 85% of walkers can help with special care needs
  • 90% 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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