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

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%.

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: 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: Most of my days are spent outside with my dogs, hiking mountains and trails, biking with them running alongside, or paddle boarding on local ponds, rivers, and lakes. Right now that’s Indie, a Catahoula Cur/Boxer mix who loves bike rides, fishing, and adventure, and Kaia, a Boykin Spaniel who loves to swim, hike, and play. Over the years I’ve also raised a Brittany and a Vizsla, and I’m comfortable with every kind of dog, from energetic puppies and high-energy working breeds to laid-back seniors. My dogs have gone through professional training programs, and I keep up good leash manners and recall on every walk. Puppies get consistency and patience; seniors get extra attention to comfort. What to expect: I’ll follow your dog’s routine, including feeding and any meds, and tailor each walk to them, whether that’s a long, energetic walk or an easy stroll around the block. You’ll get photos and an update through the Rover app after every visit. I serve the Central MA area and am happy to set up a free meet and greet first. I work full-time as a Marketing Manager with a flexible, mostly remote schedule, so I can fit consistent visits into my week. Mon, Wed, Fri: morning, midday, and evening walks and drop-ins Tue, Thu: not available Weekends: morning, afternoon, and evening walks and drop-ins I plan my week ahead so visits happen on time, whether your dog needs a one-time walk or a regular weekly schedule. I follow each dog’s routine closely, including feeding times, walk schedules, meds, and any house rules, so they stay comfortable while you’re away. On every walk, I check that harnesses and collars are secure, keep dogs leashed, and stay alert to other dogs, traffic, and wildlife. Client dogs never go off-leash or to dog parks unless you’ve asked me to. Before each visit ends, I double-check doors, gates, and locks, and make sure your dog has fresh water. I keep your vet and emergency contact info on hand, and you’ll get photos and an update through the Rover app after every visit.
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.
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’ve been a pet owner my whole life since I was a little tike. Started with a beagle that I couldn’t get enough of. When I became older i adopted a red nose pittie named boo-boo and a few months later another named Meika. They were my best buds. After their passing I got into providing over night stays for my fur nephew cooper and a family friend whom has four German Shepard’s two horses a cat and dog. I was loving it! Later on I got a job in the four legged field walking dogs, play groups and providing simple behavioral training/commands with positive redirection. I recently adopted a puppy named Orion who is three months old. I really have a passion for animals and enjoy what I do. My services provided are walks with basic commands/training during those walks. If your away I can stay! Boarding can be hard and stressful for your pet. I do over night care so your fur baby can stay in the comfort of their home.
About: I’ve cared for my own dogs since I was young. Responsible, patient, and attentive, I love connecting with dogs beyond the bare minimum, giving them real love and attention. I am a full time student, my classes end around noon time, the latest being 1:45 on Fridays. I have a part time job as well, but my work schedule is very flexible as I can pick the days I work in advance. My home is a safe and welcoming space for dogs. I have a large, fenced backyard where they can play and explore. I live with my parents, which just means even more love for the future pups! I have a small Chihuahua who mostly keeps to herself, but if any issues arise, there’s enough space in the house to separate them. If your dog needs a crate, I can accommodate for that too!

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.

“Brittney took great care of Otis. When I came home he was happy, fed and watered and she sent me some great pictures of him having fun in the snow. I appreciate the peace of mind I got from hiring her thank you very much.”

About: I’ve taken care of animals since before middle school. Everyday after school growing up I’d take care of our foster animal, giving them attention, feeding/water, CLEANING (so much!), administering medication like pills or injections like insulin are things I am more than comfortable with. I’ve worked at a doggy daycare and kennel so I am experienced with working with various dog breeds and understand the needs of every dog is different, but nonetheless must be met! I am currently available at anytime during any day of the week! My schedule does not interfere with the needs of your pet and I can accommodate to you. I treat clients home as if it were my own. Leaving it as it was, caring for the pet and keeping the environment clean and homey!
About: Ive bred and took care of newborn puppies. And the long term care the mother needed after birth. Helped keep her happy for the remainder of her life. Bathed and groomed more times than i can remember. Trained for practicality and for tricks! I volunteer in my town a lot. I am an assistant coach and i am about to be voted onto a town committee for the rail trail in our town. Also a full time care giver for my mother but i could have help with that if needed. A nice big open area to walk around in leashed.. and a big ole park (grenville park) just minutes away walking distance. Big apartment complex
“Nicole was awesome. Great communication, really dedicated to animals, my dog loved her. She did a meet and greet prior to the walks, very professional and showed great care for my doodle- who has a mind of her own.. Very impressed with Nicole.”

About: Who doesn’t love a dog?! They're innocent and give unconditional love. And they love my scratches and pets. Prefer animals over people for sure, honestly I’m searching for my new adventure, enjoying having an easy flexible life currently and enjoy being able to give owners peace of mind when away. I follow the owners preferences and take care of them as if they were my own. I give them all the attention and love I can.
“Lilly was great to work with, as well as reliable and responsive to a small last l-minute adjustment. I loved getting the photos of Trina. I will definitely ask Lilly to care for Trina again!”

About: Animal lover offering dependable dog walking and in-home pet sitting. I’ll care for your pets in the comfort of their own home, giving them attention, exercise, and lots of love. I’m currently available for visits and walks, with limited weekend overnight availability. Caring for animals is something I truly enjoy, and I’m working on building more of my routine around dog walking and pet sitting. I offer dog walking, in-home pet sitting, and animal transportation services, including helping with trips to vets, groomers, or even transporting pets or rescue animals to different towns or states when needed. I typically work weekends, but I have good flexibility during the week and can often adjust my schedule to meet your pet’s needs. I’m dependable, communicative, and committed to making sure your pets are safe, comfortable, and well cared for. When caring for pets in a client’s home, I always follow their established routines and instructions closely—whether that’s feeding schedules, walk times, medications, or preferred habits. I know consistency is important for pets, so I do my best to keep everything as familiar and stress-free as possible. I’m also happy to assist with things like vet visits or grooming appointments if needed. And most importantly, I will treat your babies as if they are my own. With my own pets, I maintain a consistent daily routine with feeding in the morning and evening at the same times each day, along with regular exercise and enrichment—we start our mornings with a drive to a fun walking spot, even during the winter months. I also stay on top of routine vet care and grooming to keep them healthy and well cared for. I bring that same level of care, structure, and attention to every pet I work with.
“Lila is excellent with our dog Aspen. From the moment Lila arrived until she was finished with the walk I could see that she has a genuine love for Aspen and is a natural when it comes to taking care of pets in general.”

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?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking

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.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
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
As of October 2026, there are 2,036 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 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 , 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 Oakham 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Oakham. On Rover:
- 89% of walkers can help with special care needs
- 92% 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 .
walkers on Rover set their own , 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.




