Dog Walkers in Oakham, MA

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

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Top rated Oakham dog walkers

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: Kaitlyn D.
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Kaitlyn D.
$23
total per walk
5.0 out of 5.0 stars
13 reviews
6 repeat clients
3 years of experience
Rutland, MA, 01543

Kaitlyn has been wonderful with our pups. We recently moved and she has jumped in to be a great fit with our dog Bowden easily and quickly. You can tell she has a real love for animals! Thank you for being so patient and wonderful with our furry baby!

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Liz M.
Sitter Profile Image: Julie D.
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Julie D.
$23
total per walk
5.0 out of 5.0 stars
4 reviews
2 repeat clients
20 years of experience
Rutland, MA, 01543

Julie is amazing I would definitely recommend her for dog walking

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Brittany W.
Sitter Profile Image: Elizabeth N.
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Elizabeth N.
$20
total per walk
4.9 out of 5.0 stars
48 reviews
26 repeat clients
2 years of experience
Barre, MA, 01005

Elizabeth was great with our Deaux. Super communicative! She took lots of pictures and gave a very detailed report on Deaux’s visit. We will definitely book her again.

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Holly J.
Sitter Profile Image: Rae D.
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Rae D.
$23
total per walk
5.0 out of 5.0 stars
5 reviews
1 repeat client
25 years of experience
Hubbardston, MA, 01452

About: I've taken care of dogs for as long as I can remember. I've always been a very empathetic person and just love to wave and say hi to dogs going by. I've had dogs of all sizes. My most recent is experience with Chihuahuas. I just love them! I've raised 2 dogs from 8 weeks old. I love all stages of a dogs life, from puppy to senior. I also have experience with senior dogs who need special care and medication. I'm currently working for myself, so I have plenty of time to spend playing, caring, loving and walking with your pets. I'm available M-F 9-6 pm. I like to make sure the pet is comfortable. I want the pet to feel at home with me. The least amount of change from the pets daily activities are important for the pet to feel safe and happy.

Sitter Profile Image: Bethany C.
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Bethany C.
$28
total per walk
5.0 out of 5.0 stars
3 reviews
32 years of experience
Oakham, MA, 01068

About: I am a lifelong animal lover, and have owned dogs, birds, bunnies, guinea pigs, hamsters and mice. Currently I own 2 cats with my partner named Rebel and Scout. Growing up my family dogs have included lhasa apsos, dandie dinmont terriers, a german shepherd, and a golden lab. I have experience sitting all types of dogs so whether you have a small medium or large dog, i am comfortable with all sizes. I also was an American Kennel Club junior handler for five years and during that time I showed my lhasa apsos. I have assisted with 4 four litters of lhasa puppies and am experienced with house training, puppy training, care etc. If you have any other questions I would be happy to answer them and look forward to the opportunity to become a friend to your precious pets! :) I am currently a homemaker, and am fortunate to have some flexibility! Just let me know the times/days you need. M-F preferred weekends are negotiable! My preference is to take care of pets at clients home. It is difficult to have other animals inside with the cats however I do have a fenced in area in my yard I can offer for them to be in!

Sitter Profile Image: Fawn W.
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Fawn W.
$23
total per walk
5.0 out of 5.0 stars
19 reviews
8 repeat clients
10 years of experience
Barre, MA, 01005

About: Hi there! I’m Fawn, a lifelong animal lover with years of experience caring for dogs and cats of all shapes and sizes. Growing up, I was the go-to pet sitter for my neighbors, where I looked after a variety of pets, giving them plenty of playtime, exercise, and, of course, cuddles! I’ve been lucky enough to share my life with both big and small dogs, including gentle giants like English and Bull Mastiffs, Rottweilers, and Pit Bulls, as well as smaller pals like Beagles and Chihuahuas. I understand that every pet has their own personality, energy level, and routine, and I’m dedicated to tailoring my care to meet each animal’s unique needs. At home, I’m a pet parent to two wonderful cats and a dog, so I know firsthand how important it is to find a reliable, loving caretaker. I offer flexible pet care services tailored to your needs, including house sitting, drop-in visits, or walks depending on location. With very open availability, I would be thrilled to care for your furry friend! Whether they need a brisk walk, a cozy snuggle, or some good playtime, I’m here to make sure they’re happy, healthy, and safe. Pet care is my passion, and I’m excited to fill my days with extra furry friends. Caring for pets is a fulfilling way for me to unwind and do something I love while helping pet owners like you. I’m based near Barre, MA, and service Franklin, Worcester and Hampshire Counties, allowing me to offer services across a wide area and provide flexible care for pets in both locations. My main focus is keeping your fur baby safe and happy! I will follow any and all instructions you leave for your animal. I’m very communicative and super reliable. I work full-time as a pet sitter (my “day job” is only 2 days a week, 6 hour shifts), allowing me to carefully plan my schedule to ensure I have plenty of time to give each pet the attention they deserve. Pet care is my primary focus, and I love being able to provide quality care during mornings, afternoons, evenings, and weekends. I genuinely love spending time with animals, so whether it’s walks, playtime, or simply companionship, I’m excited to fill my days with extra furry friends. Caring for pets is not just a job for me — it’s a true passion. It gives me the opportunity to unwind, do what I love, and support my personal goals. My main focus is keeping your fur baby safe and happy! I will follow any and all instructions you leave for your animal. I’m very communicative and super reliable.

Sitter Profile Image: Taylor D.
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Taylor D.
$23
total per walk
5.0 out of 5.0 stars
8 reviews
2 repeat clients
3 years of experience
Hubbardston, MA, 01452

About: I’ve been an animal lover my whole life! I truly care about the health, wellness, and love that ALL animals deserve! Giving a voice to those who can’t speak is important to me! I’m currently a stay at home mother and part time student, so my days are filled with lots of waiting for my loved ones to get home. I will treat any client’s pet(s) as if they were my own - I consider all of them my babies! They all deserve love and care!

Sitter Profile Image: Erin H.
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Erin H.
$34
total per walk
5.0 out of 5.0 stars
5 reviews
3 repeat clients
15 years of experience
Rutland, MA, 01543

About: Hi there! I'm Erin, a dedicated mother and lifelong animal enthusiast. With a heart full of love for all creatures great and small, I've spent most of my adult life volunteering, fostering, and caring for animals. From dogs to cats and everything in between, I've had the pleasure of nurturing and pampering a wide variety of pets. My journey into pet care started years ago when I began volunteering at local animal shelters and fostering dogs and cats in need. Over time, my passion evolved into a profession, and I've been providing top-notch pet sitting and dog walking services ever since. What sets me apart is the personal touch I bring to every interaction. As a mother, I understand the importance of family, and that includes our beloved pets. That's why I love nothing more than including my own children in our pet visits and walks. Your furry companions not only get the care and attention they deserve but also the joy of interacting with a fun-loving family. At home, our household is a bustling hub of activity, filled with the laughter and energy of children. Alongside my small and sociable Jack Russell Terrier mix and clever cat, we create a warm and welcoming environment for pets of all shapes and sizes. With experience caring for various breeds, including the majestic Great Dane, I'm well-equipped to handle the unique needs and quirks of different animals. Whether your pup needs a leisurely stroll around the neighborhood or your cat requires some extra TLC while you're away, rest assured they'll be in loving and capable hands with my family. So, if you're seeking reliable and compassionate pet care services that treat your furry friends like family, look no further. Because when it comes to your pets, they deserve nothing but the best! Pet care is not just a job for me—it's my passion and my primary focus outside of being a mom and pet owner myself. With my schedule wide open and dedicated solely to pet care, I have the flexibility to tailor my daily and weekly routine to meet the needs of both pets and their owners. Each day, I prioritize spending quality time with the pets under my care, ensuring they receive the attention, exercise, and companionship they need to thrive. Whether it's morning walks, midday visits, or evening cuddle sessions, I'm there to provide personalized care and companionship every step of the way. My wide flexibility allows me to accommodate the unique needs of each pet, whether it's administering medication, adhering to specific feeding schedules, or simply providing extra TLC for pets with special needs. I understand that every pet is different, and I strive to create a routine that caters to their individual preferences and requirements. By limiting my bookings, I can ensure that each pet receives the care and attention they deserve without feeling rushed or overlooked. Whether it's a one-time visit or a long-term arrangement, I'm committed to providing top-notch care that exceeds both pet and owner expectations. In essence, pet care isn't just a part of my routine—it's the heart of my daily life, and I'm dedicated to making sure every pet feels loved, safe, and cherished in my care. Your pet's comfort and happiness are my top priorities. With a spacious 3-bedroom home and a large playroom addition, we offer a welcoming and secure environment for your furry friend to feel right at home. Whether your pet prefers the familiarity of their own surroundings or enjoys exploring new spaces, I can be flexible and accommodating to meet their needs. In our home, your pet will have plenty of room to roam and play, whether they're chasing toys, lounging in cozy corners, or enjoying some quality cuddle time. I understand that some pets may feel more comfortable in their own crates, and I am more than happy to accommodate those preferences to ensure they feel safe and secure during their stay. Outside of our home, we love to explore and embrace the great outdoors, making long evening walks around neighborhoods or adventures in the woods a regular part of our routine. Whether your pet enjoys a leisurely stroll or prefers a brisk run, we're committed to providing the exercise and stimulation they need to stay happy and healthy. Whether it's a staycation in our cozy home or a familiar visit to yours, you can trust our family to provide the personalized care and attention your pet deserves. Because when your pet is with us, they're not just a guest—they're a cherished member of our family

Sitter Profile Image: Jon D.
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Jon D.
$23
total per walk
4.6 out of 5.0 stars
11 reviews
2 repeat clients
40 years of experience
Rutland, MA, 01543

About: I have had dogs, cats, chickens, and many other types of pets throughout my life. I have over 40 years of experience with pets. I am a college educated professional looking to take care of fur babies.. I work remotely and have a completely flexible schedule with my day job. I am looking for a fun business on the side. I am very responsible. I will cater the care individually for each pet. I will take guidance from the pet parent and develop a plan based on their recommendations.

Sitter Profile Image: Cordelia C.
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Cordelia C.
$32
total per walk
1 repeat client
11 years of experience
spencer, MA, 01562

About: I have lifelong experience caring for a wide variety of animals, including rodents, farm animals, dogs, and cats. I’ve lived in a dog-filled home for over 10 years and have extensive experience with bully breeds. I’m comfortable with dogs of all sizes and temperaments and provide patient, loving, and reliable care for every pet as if they were my own. Book now for a peace of mind and wagging tails ! Feel free to message and reach out by phone Pet care fits seamlessly into my daily routine because animals are already a big part of my everyday life. I’m home throughout the day, which allows me to provide consistent supervision, regular potty breaks, playtime, and plenty of one-on-one attention. Walks, feedings, and cuddle time are built into my schedule, not rushed or squeezed in. I enjoy keeping pets on their normal routines so they feel comfortable, relaxed, and right at home while in my care. Fenced in yard on 3 acres of open land. I spend a lot of time outside with my dogs. I can make sure your pets are in a loving caring and attentive environment

Sitter Profile Image: Kristen M.
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Kristen M.
$26
total per walk
5.0 out of 5.0 stars
7 reviews
2 repeat clients
40 years of experience
Templeton, MA, 01468

About: I’m a very responsible and loving pet owner. Have rescued many pets and now have found myself with some free time and would love to help new pets and people! With notice, I am completely free on Wednesdays, Thursdays, Saturdays & Sundays. (Monday, Tuesday & Friday I can be available for a few hours in the am) I have a fenced in yard with plenty of space to play and a kiddie pool to cool off in! I have three very friendly doggos myself but plenty of space so they can be kept separate if you desire.

Sitter Profile Image: Melissa & Craig H.
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Melissa & Craig H.
$34
total per walk
40 years of experience
Rutland, MA, 01543

About: We love all the doggies!!We have had dogs most of our adult life ❤️ we have experience giving insulin and a special diet if needed. I am available to drop in at your house to feed, walk or play with your loved one while you are away or working! Update~ 12/14 I’m retired and looking forward to helping fellow dog lovers, as dogs are my true passion ❤️ Retiring soon from corporate America looking to help out fellow dog lovers while they are away ! I have a large fenced in yard and 2 small dogs to keep Your dogs company… I am available daily to drop in while you are away or working for walks or feeding/medicine. Whatever your fur baby needs :)

Sitter Profile Image: Sydney L.
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Sydney L.
$28
total per walk
5.0 out of 5.0 stars
2 reviews
1 repeat client
6 years of experience
Rutland, MA, 01543

About: I’ve been taking care of dogs for 6 years now! I have a medium size dog of my own named Remi. I have experience walking dogs, feeding, taking outside, and playing with dogs! I am currently working Part-time. I would love for the opportunity to play with and walk your pups! I’m so excited to meet them all! Unfortunately, I live on the main road so I am unable to do visits in my home, but I am willing to do what is needed to meet your dogs needs on our walk on in home visit!

Sitter Profile Image: Caroline G.
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Caroline G.
$23
total per walk
5.0 out of 5.0 stars
25 reviews
13 repeat clients
20 years of experience
Barre, MA, 01005

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: Tori B.
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Tori B.
$12
total per walk
1 year of experience
Barre, MA, 01005

About: I have taken care of my own dogs and watched friends dogs as well I also work a doggy day care my life is dogs. I know how to do cpr on them and how to check for a pulse. I love playing with them and don’t mind cleaning up after them. I do work full time most weeks but I have the time to come care for a play with and feed your beautiful precious babies. I understand body language and what it means for a dog. Also I’ll always leave your house the same as It was when I got there.

Sitter Profile Image: Carina M.
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Carina M.
$19
total per walk
4.8 out of 5.0 stars
22 reviews
6 repeat clients
16 years of experience
Spencer, MA, 01562

I asked Carina to walk my dog with only 30 minute notice and she was able to quickly come to my house and walk my pup. My dog was very excited about her hour walk and looked like she had a great time. I will definitely book Carina again. Highly recommend her!

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Julia P.
Sitter Profile Image: Maria V.
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Maria V.
$28
total per walk
5.0 out of 5.0 stars
2 reviews
6 years of experience
New Braintree, MA, 01531

About: Previously a dog kennel attendant, I have a passion for animals! I have the knowledge to not only provide the best care for your furry friend, but I have the passion to learn and make walks fun for them! I have experience handling a multitude of animals, as I worked (and currently live) on a farm, owned horses, reptiles, etc! I can’t wait to meet you and your pets! I am currently a student at Worcester State University, studying criminal justice! I have class for a few hours Monday-Thursday. My afternoons are free and Friday and weekends are completely open! I live on a farm and spend my time away from Rover haying the cows or running equipment :) I not only care for animals - I love them! Yes, even the grouchy ones! ❤️ It’s important to have patience and learn our furry friends, instead of rushing into something they may not be comfortable with. Because I have worked at a dog kennel, I have the ability to handle dogs of all temperaments.

Sitter Profile Image: Stacy M.
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Stacy M.
Star Sitter
$28
total per walk
5.0 out of 5.0 stars
24 reviews
3 repeat clients
15 years of experience
Spencer, MA, 01562

About: I am very open in my schedule and absolutely love dogs. I have grown up with at least one dog in my home my whole life and now own my own black lab mix. To me, pets are family! I have been a nanny for many years and all of the families have also had dogs that I would take care of simultaneously. I also worked for a few families to care for their dogs in the past assisting with feedings, play time, and walks. I have some experience training using a clicker as I have trained my own dog and know of little tricks. Dogs brighten up my day and I love being around them whenever I can. I love all breeds and sizes of dogs! I’m currently working part-time so I have plenty of open time in my schedule to attend to your animals and give them lots of play time and attention! I offer caring for pets in my client’s homes and always make sure to ask about fenced in yards, safety precautions, allergies, and any other precautions the owner needs me to be aware of. I also only do walks on sidewalks or non busy roads when possible.

Sitter Profile Image: lindsey r.
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lindsey r.
$28
total per walk
5.0 out of 5.0 stars
3 reviews
1 repeat client
10 years of experience
Paxton, MA, 01612

About: Dedicated dog walker with 5+ years of experience providing personalized walks for dogs of all sizes and personalities. Skilled in handling reactive dogs and managing various behavioral needs. I prioritize a safe and enjoyable walking experience, ensuring your pup gets plenty of exercise and mental stimulation. Im currently on a break from teaching nursing students until May and am available for boarding on weekends and taking your pup for walks during the day. Dedicated dog walker with 5+ years of experience providing personalized walks for dogs of all sizes and personalities. Skilled in handling reactive dogs and managing various behavioral needs. I prioritize a safe and enjoyable walking experience, ensuring your pup gets plenty of exercise and mental stimulation. Available for daily walks in the neighborhood or park.

Sitter Profile Image: Jovietthe R.
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Jovietthe R.
Star Sitter
$28
total per walk
5.0 out of 5.0 stars
11 reviews
3 repeat clients
3 years of experience
Worcester, MA, 01605

Jovietthe cared for my dog and cats while I was away and did a wonderful job. She followed all my instructions and my pets were all happy when I came home.

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Maggie C.
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Over 1
pet parents in Oakham have booked dog walking

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The median cost per walk for dog walking in Oakham is $22

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Sitters in Oakham average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Oakham on Rover as of Jan 2026 was about $22 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Oakham dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jan 2026, there are 897 dog walkers in Oakham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Oakham dog walkers respond in under an hour.

Dog walkers in Oakham have an average of 16 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Oakham.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 897 dog walkers in Oakham on Rover, so you’re sure to find the perfect match for your dog! In Oakham, 97% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.