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%.
“Lindsay was amazing! She took my request last minute due to a family emergency and was so kind and accommodating. We had a great meet and greet, and she took wonderful care of my shy dog, Georgia. She sent great updates and made me feel completely at ease. Georgia really took to her, which says a lot. I would absolutely book with Lindsay again!”

“Melanie handled the booking efficiently and arrived on time. My dogs, including my finicky husky, quickly took to her. She exudes a calm energy, and we would definitely book her again.”

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.
“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!”


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 as well as all other animals. I have been doing this full time for about a year and a half, and am excited to continue! I am always accepting new clients and am working on becoming a certified dog trainer. I am currently pet sitting full time, so my schedule is very open depending on my bookings. I have current dog walks mid-day Mon, Tues, Thurs, Fri and those are my only repeat clients weekly. I offer caring for pets in my client’s homes and always make sure to ask about fenced in yards, typical behaviors of the dog, any behaviors I need to watch out for for instance if a dog resource guards or is aggressive with other dogs or people, allergies, and any other precautions I need to be aware of to safely, effectively, and empathetically to take care of the animal. I also only do walks on sidewalks or non busy roads when possible.
About: Hi! I'm excited to start offering pet sitting and walking services. I’ve always had a passion for dogs and animals of all kinds, and I understand how important it is to know your pet is safe, happy, and loved while you're away. I’m patient, attentive, and comfortable with high-energy dogs, walks, playtime, feeding routines, and lots of cuddles. Whether your pet needs exercise, companionship, or just someone to keep them company, I’m happy to help. I’ll treat your pets like they’re my own and make sure you feel comfortable and updated while you're away! With two dogs of my own, I know how important it is to find the right care. I will work my schedule around yours to provide the best care and normal routine for your furry friend! When caring for pets in their own home, I focus on keeping their routine as normal and comfortable as possible. I carefully follow your instructions for feeding, walks, playtime, medications, and any special care your pet needs. I make sure pets receive plenty of attention, exercise, and affection so they feel safe and relaxed while you’re away. I will also provide updates and photos so you can have peace of mind knowing your pet is doing well. My goal is for your pet to feel comfortable in their familiar environment while receiving reliable and loving care.
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
About: I’ve had several pets all growing up, ranging from turtles, to birds, to dogs! I have had 5+ dogs that I’ve owned throughout my life! My friends and family go to me to walk/take care of their pets and/or give them advice about them. I am currently free during all times of the day! I have open availability for all week days, preferably in the mornings and or afternoons! I will walk your dog for however long you need me to. I have no problem with long walks and lots of exercise as I’m usually in the gym about 5 days a week, leading me to be pretty fit and diligent for things that require high stamina. I will make sure your pet uses the bathroom, gets all its energy out, and is happy!
“Leia had a wonderful walk with Pat. Pat showed up promptly and checked in to make sure everything was okay before the walk. Pat walked her down the road and gave Leia some much needed exercise. Leia had met her previously a while back and took to her immediately again on the adventure of her walk exploring all the scents and sights along the way. It was a cold afternoon but Leia's favorite type of weather with dry ground and flurries in the air and it was fantastic to have the opportunity to get out on a Sunday afternoon after she had been alone all morning. Pat Tolerated Leia's little quirks of being anxious with new experiences and it all worked out beautifully. Leia and I are both looking forward to another walk for her in the future.”

About: My whole life as long as I remember I was the biggest pet lover. I had my own pets and I’ve taken care and walked the dogs of my neighborhood. I just love them. I work part time, which gives me a lot of time to do my favorite thing: pet sitting!!! I work part time and have a lot of time for my favorite hobby which is caring for these lovely creatures. I have a fenced in yard and I love walking in the woods with the doggies. I have a fenced in yard and I walk the dogs three times a day. My 2 lovely dogs will keep your dogs company. I will make sure they are spoiled.
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.
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 animal lovers, as animals are my true passion ❤️ Retiring soon from corporate America looking to help out fellow dog lovers while they are away ! I am available daily to drop in while you are away or working for walks, playing fetch or feeding/medicine. Whatever your fur baby needs :)
About: I have taken care of cats, dogs, and horses for as long as I remember. I also volunteered at an animal shelter for a few years. Any family pets we've had (cats, dogs, and horses) have lived all the way up to their senior years (and even passed the "intended age range" of their breed). I'm working full time from Wednesday to Saturday 1 pm to 11:30 pm. But I'm available Sunday, Monday, and Tuesday. If it's just to walk your pet or drop in, I can come over before work. I can house sit starting Sunday, but can't stay until I have to go to work Wednesday. I absolutely love pets and will treat them like my own. I can't board or take them to my house. I'll keep them safe while in my care. I have always been an animal lover since I can remember. So their safe in my hands when I'm walking them, coming for a drop in, or house sitting. Due to my work schedule, I am available Wednesday through Thursday for walking, drop ins, and house/dog sitting. I can either spend part of my day or my whole day with your pet. I try to fit in as much time with my animals as I can. Taking my dog for a walk, groom my familys horses, and even cuddle with my cats. I can make some exceptions with house sitting and drop ins. HOUSE SITTING: I'll gladly accept! If i am in college as well, I'll bring my laptop to work on homework. DROP INS: I will come in before work to feed/walk them and I can come in after work for a check up. If your yard is fenced in, I will gladly sit outside with your pet. Maybe even take a book with me so your dog can stretch their legs, play for a little bit and get some fresh air for a while. I will treat your dogs and cats like their my own and give them as much care as I can along with play times.
About: I’ve cared for dogs most of my life and truly treat them like family. I grew up in a home with four dogs, so I’m very comfortable with different personalities, sizes, and energy levels. I also adopted and lovingly cared for a difficult senior dachshund for years, which gave me valuable experience with patience, senior dog needs, routines, and extra attentiveness. Today I have a large Bernedoodle, so I’m confident handling bigger dogs as well as energetic pups who need exercise and structure. I’m active and love taking dogs on walks, runs, and outdoor time when appropriate, while also making sure they get plenty of affection, snuggles, and supervision. What sets me apart is that I’m dependable, attentive, and genuinely love dogs. I understand every dog is different, and I’ll make sure your pet feels safe, comfortable, and cared for while you’re away. I work remotely from home, which gives me a very flexible schedule and allows me to be present throughout the day for the pets in my care. Because I’m home most of the time, dogs get plenty of attention, regular potty breaks, walks, playtime, and companionship instead of being left alone for long stretches. My flexible routine also makes it easy for me to stick to your pet’s normal schedule for feeding, medications, exercise, and any special needs. I’m able to provide attentive, consistent care and make sure your pet feels comfortable, safe, and loved while you’re away. Safety and comfort are always my top priorities. I provide a calm, loving home environment where pets can feel relaxed and cared for. I have a friendly, social dog who enjoys having visitors and does well with other dogs, while always making sure introductions are done thoughtfully and safely. I have a yard for outdoor time, and while it is not fenced, I use a secure runner/tie-out system and close supervision so dogs can safely enjoy fresh air, potty breaks, and time outside. I also keep dogs leashed on walks and anytime they are outdoors for added safety. If your dog is crate-trained or more comfortable with their own space, I’m happy to accommodate crating and follow your normal home routine. I always aim to keep pets on their regular schedule for feeding, exercise, rest, and any medications or special instructions. I treat every pet like my own—with patience, attentiveness, and lots of love.
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!
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!
Over 1 pet parents in Oakham have booked dog walking
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1. Search
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Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
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The median cost per walk for dog walking in Oakham is $24
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
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 Jun 2026 was about $24 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.
As of Jun 2026, there are 856 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, 85% of Oakham dog walkers respond in under an hour.
Dog walkers in Oakham have an average of 15 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 856 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.




