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

Oak Bluffs, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Caitlin was awesome - she was on time and accommodated a short notice request to walk my big boy Winston (120lbs). Did a great job on a full hour walk, and Winston was as happy as a clam after a walk with Caitlin. Definitely would recommend anyone trust their furry loved one(s) in her care.”


About: I've taken care of multiple dogs at once at a doggy daycare and I'm comfortable working with big and small dogs. I'm good at taking high-energy dogs on walks. I am available every Tuesday, Wednesday and Sunday all day long. I am available during the morning and afternoon on Monday, Thursday, Friday and Saturday. Whether it's going for walks, playing in the backyard or sitting together, I'm used to being around lots of dogs with different needs and work on making sure they are comfortable and happy.
“Kierra Was so kind to the dogs, very attentive and followed every direction we gave her to the fullest extent. Highly recommend, was able to help us out super last minute. We could’ve have asked for a better dog sitter.”

About: Hello, my name is Karaleen, Kara is fine. I’m 33, Navy veteran and just working on my degrees. This gives me quite a bit of down time. So I would love to help out with your pets! I have had pets all of my life, my family actually bred Corgis at one point, and have two girls of my own. so I would love to be able to give some head scratches and belly rubs to your furry members of your family whenever you may need it. Whether it be a walk, or some play time, or just keeping them company at the house. I have reliable transportation so no worries there. Hopefully I can help you out with whatever your pet needs are. Thank you! Hope to hear from you soon. -Kara I am a full time student so I have a lot of time on my hands with a flexible schedule. Open to different times throughout the days and weeks I take bookings for either walks or in home visits with some play time. I have enough time to give them anywhere from something quick to longer visits
About: I have taken care of dogs (family, friends, coworkers, personal) for over 10 years. My lab-mix Cooper is extremely well behaved and loves making new friends! I am working part-time from home so I have ample time on the weekends and evenings to care. Also have opportunity for walks early in the morning, if needed. I have a large fenced in backyard, doggie door for easy access to outside and have a love for dogs. I will treat every visitor like my own.
About: I am 32-year-old living in Clearwater currently between jobs. I have experience with dogs of all size including, but not limited to, Huskies, German Shepards, Pit Bulls, Dachshunds, and Chihuahuas! I love going on walks, especially with a furry friend. Growing up with a variety of animals such as cats, dogs, and reptiles has made me very knowledgable about animals and the care they need and deserve. I have a fenced in backyard where dogs can run around, and I also enjoy going to the dog park or walking on trails. If you need an honest and friendly pet sitter, you can trust me to take care of your fur babies! Feel free to contact me any time of the day.
About: Hi, I’m Ocean! I’m an experienced Veterinary Technician with over 15 years of hands on experience caring for dogs, cats, and other animals. Working in veterinary medicine has given me the knowledge and confidence to care for pets of all ages, personalities, and medical needs. Whether your pet is energetic and playful, a senior who needs extra patience, or requires medications or special care, you can feel confident knowing they’re in experienced hands. My top priorities are always your pet’s safety, comfort, and happiness. I understand that every pet is unique, so I take the time to learn their routine, provide plenty of love and attention, and keep you updated with photos and messages while you’re away. I treat every pet like they’re my own because I know they’re family. I look forward to meeting you and your furry family members! Pet care is a natural part of my daily and weekly routine because I already work full-time as a veterinary technician. I’m used to structuring my days around animal care, including feeding schedules, medication times, monitoring behavior, and making sure each pet gets the attention they need. On a typical day, I’m already in a rhythm of caring for multiple animals, so adding pet sitting or drop-ins fits in smoothly before or after work, as well as on my days off. I’m very organized and plan ahead to make sure each pet in my care gets consistent, reliable attention without feeling rushed. I’m a calm, reliable, and detail oriented person who understands that every pet has their own personality and needs. Whether your pet needs extra patience, a specific routine, medication, or just some loving attention while you’re away, I’m happy to help. I know how important it is to trust the person caring for your pets, and my goal is to give you peace of mind while making sure your pet feels right at home.
About: I have been around animals since I was 5. I have had my own pup for 14 years. I've been trusted by family and friends and referred to their friends to watch and take care of their pets. I also enjoy cat sitting and making sure your cat is happy, comfortable, feels loved and while you are out of town. I am conveniently located on the way to the beach, so if you’re wanting to go to the beach for the day, but can’t bring your furry loved one, I am able to watch them while you enjoy the beach stress free. I am a stay at home mom so currently my availability is very open and flexible to taking care of your pet. I do bring my son occasionally, so must be kid friendly. My son loves animals and will be so delighted to meet them! When I come over to your home I will always greet them and give them loving by rubbing their heads, chin, and back. I feed them right away and for the cats I take care of the litter box while they are eating. I always like to leave the areas clean by vacuuming or sweeping up the areas.

About: I've been caring for animals all my life. Dogs, hamsters and birds were part of my household growing up. My purpose and passion is to care for animals in whatever capacity I can. From dogs and cats to birds, ferrets and reptiles. I have worked in the veterinary field for 30 + years. One of those hospitals was an avian and exotic hospital. I am a certified veterinary assistant although generally preferred the front desk aspect. I have chosen to leave that field and focus on pets in their home. I love pet sitting. I've been doing it on the side for close to 30years. I particularly love senior pets and cats. I love the close relationships I develop with the animals in my care. I will love and care for you pet as I do my own. This is my full time employment. I am available to drop in to your home as much as 2-3 times a day as needed. I do not board in my home and will occasionally be available for overnight stays. I will come to your home and follow your instructions to the letter. I will keep the space clean and tidy and care for a few plants as well. Your pet will receive lots of loving attention from me. Lots of snuggles if they so choose or playtime or just general company. I respect all pets boundaries.
About: We've had a dog in our home for most of my life. And so has many of our family and friends. So holidays and get togethers are always fun with all the fur babies running around. I had a 100 pound German Shepard so big dogs are no problem. He's made us very familiar with the vet office. From regular allergy meds to cut open paw pads that need daily cleaning and treatment, he's given us years of pet experience. I've owned dogs who live for long walks and dogs who prefer playing fetch in the yard instead. The cuddly ones to the stand off ish ones. Senior dogs who need assistance walking and extra health care too. I love all dogs and will pet any one I see... with permission of course! Love me some cats too! Currently have 3 cats, so the litter box is a familiar place for me. I'm also a master at cat play time! I work from home full time so I'm always able to give my pet or yours the attention they need when they need it. I'm available for afternoon drop ins to full days of sitting. I understand the peace of mind knowing someone is taking good care of my pet when I can't be home for them. I want to offer as little disruption to your pets routine as possible. Whatever your guidelines are for your pets needs I will strive to meet and exceed them so your pet stays happy and healthy!
“Alex was an amazing dog walker! She communicated with us quickly and gave very detailed reports on her visits with my dogs which made me feel at ease. My dogs were also quick to warm-up to her & I received tons of photos as well, I totally plan on using Alexa again in the future.”

“I’m SO incredibly thankful I found Jennifer! She takes such good care of my boy when I’m at work. She even treats him to “spa days” by brushing him with a brush she bought for him. She is sweet and patient which is needed with Stryker since he takes a few meetings to warm up to new people. She keeps me updated and lets me know/asks questions if Stryker is acting “off”. Don’t think, just book with her!”

The median cost per walk for dog walking in Oak Bluffs is $20
Dog parents share their Rover experiences - Oak Bluffs
Kristen is absolutely amazing! She takes such great care of my Labrador, Angel, and I always know she’s in loving, capable hands. She’s reliable, caring, and goes above and beyond every time. Angel gets so excited when Kristen arrives, which says it all! I highly recommend her to anyone looking for a trustworthy and compassionate dog walker.

Michael was honestly amazing, I contacted him a little bit last minute due to a work trip but he happily accepted and made time to come see the dogs beforehand and they loved him from the start. They aren’t small dogs, and he had zero problem handling either one and dealing with the them. He was so awesome with updates and photos throughout the whole week it helped me feel so relaxed and at ease. The pups looked incredibly happy in every photo and in every walk and gave them everything they needed from a food and supplement stand point which was really awesome. I really appreciated everything Michael did for us he was a rock star!

Alexandria was awesome with our corgi Boudica. Our dog is a little over weight and out of shape...her walks normally consist of a lot of standing around. Alexandria showed Boo what a real walk looks like. If we need walks in the future, we will be calling Alexandria.

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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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.
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