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

Over 2 pet parents in Oakham have booked dog walking
Oakham, 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%.
“April arrived a little early which was great! I was so relieved that Beau got out and had a nice walk. He definitely was more calm for me for the rest of the evening. April was very pleasant and sent me pictures through the walk which I liked. I’ll definitely be using her again!”
“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: Hi! I'm excited to be 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.
“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.
“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!”

About: I grew up with dogs and cats and I love animals in general. I am patient, experienced, caring and gentle, Rocky Kanaka is someone I look up to. My top priority is making sure your baby feels safe and cared for as though I am family too. I would love to get to know your baby I am available on weekends primarily. I can be available for visits and care from 12-2 Monday thru Friday provided there's no scheduling conflicts. I can take extra time or increase my availability during the week with advanced notice. I carefully follow any instructions left for me, and having had experience caring for my boy, I know keeping your baby safe is the most important part of care that I provide. I am careful to keep an eye on any animal I care for to make sure they don't have the opportunity to run outside off leash
“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: 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: Animals have always been part of my life. I’ve raised five dogs from puppyhood and have worked with many breeds, ages, and personalities. I also have experience caring for cats, reptiles, and small mammals, making me a reliable choice for families with diverse pets who need patient, knowledgeable support. I offer fully open availability, providing flexible, reliable care whenever your pets need support. My schedule is built around consistency and convenience for pet parents, and every visit reflects my commitment to animal welfare. As I grow my business, I’m also working toward my long‑term dream of opening a multi‑species rescue to help even more animals thrive. I care for pets in the way that keeps them happiest and most comfortable. In your home, I follow your routines exactly—feeding, walks, playtime, enrichment, medication, and any house rules your pet already knows—so their day feels familiar and stress‑free. In my home, pets enjoy a safe, supervised environment with structured potty breaks, cozy rest areas, and plenty of attention. Whether it’s walks, drop‑ins, boarding, or overnights, I make sure every pet gets individualized care, consistent communication, and a calm, loving experience.
About: I've been caring for dogs for over 25 years and truly believe every pet deserves to feel safe, loved, and understood. I have experience with dogs of all sizes, from tiny Chihuahuas to large breeds, as well as puppies, energetic adults, and senior dogs who require extra patience, medication, or special care. I'm naturally calm, dependable, and attentive to each pet's individual personality and routine. Whether your dog loves long walks, playtime, cuddles, or simply quiet companionship, I adapt my care to what makes them happiest. My goal is to keep their routine as consistent as possible so they feel comfortable while you're away. As someone who works for myself, I have the flexibility to provide reliable daytime care and give each visit my full attention. I'll also keep you updated with photos and messages so you can relax knowing your pet is in caring hands. I treat every pet as if they were one of my own. I work for myself, which gives me a flexible schedule and allows me to provide dependable, personalized care for your pets. I'm available Monday through Friday from 9:00 AM to 6:00 PM for walks, drop-in visits, playtime, feeding, medication, and companionship. I always do my best to be punctual, reliable, and accommodate your pet's routine. Your pet's comfort, safety, and happiness are always my top priorities. I believe pets feel most secure when their normal routine is maintained, so I take the time to learn their habits, preferences, and any special needs. I'll care for your home with the same respect I would my own, provide regular updates with photos, and treat every pet like a member of my own family.
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 Westborough, MA. 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, 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.
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.
“Becca was amazing! This was the first time we left our big old dog home when traveling. He's getting older and, during our last trip, showed some separation anxiety when we would go out for the day. Between that and a longer drive than he's used to, we figured he would be happier at home with his Auntie taking care of him. Becca came everyday for a walk, making things easier on Auntie and giving our social guy more humans to interact with, lol. Becca sent great updates and photos all week! We could genuinely see them bonding as the week progressed. He went from dragging her back inside at the end of the walk because he was hot and lazy (lol) to getting pep in his step and prancing back in the house because he knew it was treat time, and from coming when she called to running to greet her when he heard her car pull in. Extra bonus, she always gave our cat treats and loves at the end of the walk as well ❤️ Thanks Becca!”

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!
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!
The median cost per walk for dog walking in Oakham is $25
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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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 sitter has to cancel, we’ll work with you to find a new sitter.
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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. Search
Browse profiles of walkers near you who offer dog walking
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for dog walking - Oakham
Select a filter and find qualifying sitters offering dog walking.Sitters in Oakham average 4 repeat dog walking clients
FAQs for Dog Walking - Oakham
Frequently asked questions about Rover
The average cost for Dog Walking in Oakham on Rover is $18.87 per walk (as of July 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 July 2026, there are 2,105 sitters on Rover offering Dog Walking across Oakham. 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 Oakham. 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 Oakham.
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 Oakham. On Rover:
- 92% of walkers can help with special care needs
- 97% can help with giving oral medications or injections
- 94% 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.



