Dog Walking Oakham

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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%.

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Sitter Profile Image: Bethany C.
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Bethany C.
$28
total per walk
5.0 out of 5 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: Ella S.
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Ella S.
$28
total per walk
5.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
Rutland, MA, 01543

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 time of the day! I have open availability for all week days, and could potentially be available some weekends as well. 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 like that. I will make sure your pet uses the bathroom, gets all its energy out, and is happy!

Sitter Profile Image: Lucia N.
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Lucia N.
$19
total per walk
18 years of experience
Spencer, MA, 01562

About: Hi! My name is Luci, and animals have always been a huge part of my life. As a veterinary technician student and proud dog mom to three dogs over the years, I know how much our pets mean to us. Caring for animals isn't just something I do—it's truly my passion. I love getting to know each dog's unique personality and making sure they feel safe, loved, and comfortable while their owners are away. Whether that means long walks, playtime, belly rubs, or simply keeping them company, I'll care for your pet as if they were my own. Since I'm home from college for the summer, I have a very open and flexible schedule! This allows me to be available for walks, drop-in visits, and pet sitting throughout the week and on weekends. I love spending my free time with animals, so your pet will get lots of attention, care, and affection while you're away. As a veterinary technician student working toward becoming a Certified Veterinary Technician, I have a strong understanding of animal behavior, health, and safety. Creating a safe, calm, and positive environment is always my top priority. I pay close attention to each pet's individual needs and comfort level, making sure they feel secure, loved, and stress-free while in my care.

Sitter Profile Image: Erica F.
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Erica F.
$23
total per walk
15 years of experience
Hubbardston, MA, 01452

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.

Sitter Profile Image: Megan L.
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Megan L.
$39
total per walk
10 years of experience
Rutland, MA, 01543

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.

Sitter Profile Image: Olivia P.
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Olivia P.
$28
total per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
17 years of experience
Hubbardston, MA, 01452

About: I've been taking care of animals for over 17 years now, and I've been around animals for my entire life. I currently own 3 ducks, a horse, and a cat - I take care of them daily. Over the years I've had chickens, sheep, a bird, a dog, and guinea pigs. I love taking care of animals so much that I was involved in nursing one of my chickens back to health when she lost a wing to a predator. She stayed inside for a while but was more than okay to go back outside after she was healed. Once she was ready to join the rest of chickens, she thrived with the other chickens. For walking at home, I walk on different days for around 1 mile each way, and with animals I love to walk with them. I'm available during most times of the day, as my nights are usually unavailable due to overnights with pets. Some nights will be available, but as of right now it's often booked! Just a heads up is appreciated. I do not have a fence around my property, but I will walk your dog whenever is needed to let them outside. If you don't have a fenced area, I will do the same for your own pet!

Sitter Profile Image: Jenna Cathryn D.
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Jenna Cathryn D.
$43
total per walk
5.0 out of 5 stars
• 23 reviews
9 repeat clients
15 years of experience
North Brookfield, MA, 01535

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.

Sitter Profile Image: Patricia H.
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Patricia H.
$28
total per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
40 years of experience
Princeton, MA, 01541

“Pat was fantastic with my 7 month old puppy who is full of beans! She always came as planned and I could tell that he'd had the company and exercise!”

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Jennifer G.
Sitter Profile Image: Alondra R.
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Alondra R.
$19
total per walk
15 years of experience
Holden, MA, 01610

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!

Sitter Profile Image: Stacy M.
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Stacy M.
$39
total per walk
5.0 out of 5 stars
• 35 reviews
7 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 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.

Sitter Profile Image: Brittany N.
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Brittany N.
$45
total per walk
5.0 out of 5 stars
• 12 reviews
4 repeat clients
20 years of experience
Barre, MA, 01005

“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.”

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Heather M.
Sitter Profile Image: Ayianna C.
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Ayianna C.
$19
total per walk
1 repeat client
17 years of experience
Worcester, MA, 01605

About: I used to have a cat when I was little then we moved so we couldn’t. I’m getting a dog now to care for now. I currently have a daughter and I wanna be able to work from home and enjoy my daughter as well. Since I like animals this is good. I will take the pets for walks, feed them, play with them and just simply nurture them. They are just like kids they need love too.

Sitter Profile Image: Erinn O.
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Erinn O.
Star Sitter
$56
total per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
Holden, MA, 01520

About: With more than 20 years of experience in veterinary medicine and professional pet care, I bring a unique level of expertise, reliability, and compassion to every pet I serve. Throughout my career, I have worked closely with veterinarians and veterinary technicians, providing trusted pet sitting services for colleagues and clients alike. My extensive background ensures that your pets are in knowledgeable and capable hands at all times. I have successfully completed multiple background checks, reflecting my commitment to professionalism, integrity, and trustworthiness. I am also Fear Free Certified, which means i have advanced training in recognizing and reducing fear, anxiety, and stress in pets – allowing me to provide care that prioritizes both their physical and emotional well-being. Safety is always my top priority. I am certified in CPR fo humans, cats, and dogs, and I am highly experienced in administering a wide range of medications, including oral, injectable, transdermal, and subcutaneous treatments. Whether your pet requires routine care or more specialized medical attention, I am fully equipped to meet their needs with confidence and precision. Beyond medical care, I am dedicated to enriching your pet’s daily life. I prioritize meaningful interaction, socialization, and appropriate physical activity to ensure your pet remains happy, healthy, and engaged while you are away. Above all, I take great pride in being dependable, detail-orientated, and deeply respectful of the trust my clients place in me. I care for every pet as if they were my own, providing peace of mind and exceptional care you can rely on. I work full time at a veterinary hospital so if I'm pet-sitting your dog(s), I'll usually bring them with me to work with my dog. They have a fenced in yard where they can play during the day. If they are not social, they will just go out by themselves. If I'm watching your cat at your house, I will spend time with them around my work schedule, I will not subject them to daily trips in the car :) I have a fenced in yard and take frequent leash walks around my quiet and safe suburban neighborhood. We also love to hike if your pet is into that. Otherwise, your pet's needs dictate what I offer to them. If I'm watching them at your home, I try to stay to their schedule as much as possible.

Sitter Profile Image: Nicole L.
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Nicole L.
$39
total per walk
4.9 out of 5 stars
• 75 reviews
27 repeat clients
20 years of experience
Worcester, MA, 01604

“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.”

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Cheryl O.
Sitter Profile Image: Brianna S.
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Brianna S.
$34
total per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Oxford, MA, 01537

About: I’ve had a passion for animals and pet care since I was a little girl. I have raised litters of kittens, pet sat for friends and strangers, and volunteered at rescue centers. I was a veterinarian technician and surgical technician at an animal hospital for 3 years. I have worked with animals of all kinds and sizes. I am pet CPR certified. Currently I am available week days and weekends, I have a reliable vehicle to either stop in or stay full days/nights while your pets stay in the comfort of their own homes. I do work 8 am - 4pm Monday through Friday. So I can visit before and after work or stay over and be there before and after. I care for my own pets the best I know how, along with giving them lots of love and cuddles. I have worked with healthy pets but also ones that need a little extra TLC, whether that is medication, extra time for introductions to make them feel comfortable, or special diets. I am willing to listen and follow any and all instructions on how to care for your pet. I want you to feel comfortable and confident with who is caring for your pet and how. I understand that your pet is your child and being apart from them can be very difficult.

Sitter Profile Image: Tiffany B.
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Tiffany B.
$18
total per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
12 years of experience
Palmer, MA, 01069

“Incredible job! Super friendly, and my dog absolutely loves her. Will definitely be re booking!”

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Emma H.
Sitter Profile Image: Lilly T.
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Lilly T.
$23
total per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
19 years of experience
Belchertown, MA, 01007

“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!”

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Susanne P.
Sitter Profile Image: Dee G.
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Dee G.
$39
total per walk
5.0 out of 5 stars
• 17 reviews
7 repeat clients
15 years of experience
Fitchburg, MA, 01420

“Dee is compassionate, patient and reliable. She's also a very nice lady. My dog is comfortable with her so I will definitely hire her again”

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Kathie M.
Sitter Profile Image: Bethany R.
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Bethany R.
$39
total per walk
32 years of experience
Leicester, MA, 01524

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.

Sitter Profile Image: Lila N.
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Lila N.
Star Sitter
$34
total per walk
5.0 out of 5 stars
• 24 reviews
8 repeat clients
8 years of experience
Worcester, MA, 01604

“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.”

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Matt P.
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The median cost per walk for dog walking in Oakham is $25

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How to book dog walking

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Popular requests for dog walking - Oakham

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Sitters in Oakham average 4
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FAQs for Dog Walking - Oakham

Frequently asked questions about Rover

As of October 2026, there are 2,058 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:

  • 92% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% 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.

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