Dog Walking Bailey Island

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Bailey Island, 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.

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Sitter Profile Image: Lianne N.
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Lianne N.
from
$30
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
30 years of experience
Bailey Island, Bailey Island, ME, 04003

About: For many years I have provided compassionate care for dogs, cats, and even farm animals. Having had a rescue farm for 20 years, I have had the privilege of adopting and rescuing dogs, cats, sheep and goats and caring for each of them from homing to crossing the Rainbow Bridge. In addition to providing care for pets of all ages, I especially welcome the opportunity to care for senior pets making sure they receive the gentle attention, patience, and love they deserve in their golden years. I look forward to caring for your pet as you do! I have the flexibility of being available to make time to take care of your family pet during the week or weekend. The earlier you can let me know works best but do feel free to reach out if you have an immediate need. Harpswell is comprised of three peninsulas. My primary service area is Orr's and Bailey Islands with the possibility of traveling to an additional area upon request. Just let me know how and what you would like me to do to provide the care you need for your pet(s) in your home.

Sitter Profile Image: Felicia H.
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Felicia H.
Star Sitter
from
$38
per walk
5.0 out of 5 stars
39 reviews
9 repeat clients
15 years of experience
Harpswell, ME, 04079

About: Hi there! I'm a licensed veterinary nurse with a true passion for caring for animals — I absolutely love what I do! Over the years, I’ve had the joy of offering pet sitting services to my clients, giving them peace of mind knowing their beloved fur babies are in safe, loving hands while they’re away. Whether it’s a walk around the neighborhood, a game of fetch in the yard, or cozy cuddle time on the couch, I tailor each stay to what your pet loves most. If your pet has special needs, requires medication, or is recovering from surgery, you can rest assured — I have the experience and training to provide the extra care they need. I’d love the opportunity to meet you and your pet. Let’s make their time away from you feel like a mini vacation of their own! Looking forward to connecting with you soon! I’m currently a manager at a veterinary hospital and work 3 days in the office and one day remote. My schedule is pretty flexible so I can provide care when needed. I will ask for detail instructions on routine and feedings. This way I don’t overwhelm pets with a different person in the home and stay as close to their daily routine as possible.

Sitter Profile Image: Jovi H.
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Jovi H.
from
$20
per walk
10 years of experience
Harpswell, ME, 04079

About: I've been taking care of animals since I was 15, I absolutely adore any animal of any type! I have much experience with Dogs, Cats and Rabbits and I would love to take care of your best friend whenever you need! Je suis aussi bilingue français/anglais! I am currently off for the summer! I am a double degree student so I spend the summers saving for University! I am typically available monday-friday! I have been house sitting and caring for all types of critters for about 10 years, I am deeply committed to your pets safety, happiness and enrichment during our time together!

Sitter Profile Image: Kourtney J.
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Kourtney J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
105 reviews
24 repeat clients
15 years of experience
Freeport, ME, 04032

Repeating costumer! Have already booked for another walk. They are so sweet with my dogs. Give great feedback back and pictures. Always reliable. Would definitely recommend.

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Sarah H.
Sitter Profile Image: Haleigh T.
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Haleigh T.
from
$30
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Harpswell, ME, 04079

Haleigh is prompt and has great communication. My dog is enjoying his walks!

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Julie M.
Sitter Profile Image: Elizabeth E.
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Elizabeth E.
from
$25
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
33 years of experience
Harpswell, ME, 04079

Elizabeth is great! She took great care of our dogs, was easy to communicate with, and very accommodating. Excellent!

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Margaret V.
Sitter Profile Image: Brooke M.
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Brooke M.
from
$25
per walk
5.0 out of 5 stars
12 reviews
1 repeat client
18 years of experience
Bath, ME, 04530

About: Hi! My name is Brooke, and I have a lifelong love for animals. I grew up caring for both dogs and cats and currently have two rescued German Shepherds of my own. Over the years, I’ve gained experience with pets of all ages, sizes, and personalities, from playful kittens and puppies to senior pets who need a little extra patience and care. I understand that every pet is unique, and I take the time to make sure they feel safe, comfortable, and loved while you’re away. Whether your pet enjoys long walks, playtime, cuddles, or simply having someone keep them company, I’ll do my best to follow their routine and give them the care they deserve. I have experience caring for large dogs, reactive dogs, senior pets, and cats with different personalities and needs. I am also comfortable giving oral medications and injections/shots when needed, following your pet’s care instructions carefully. I offer dog walking and drop-in visits for both dogs and cats. During visits, I can provide fresh water, meals, potty breaks, playtime, medication administration, and plenty of love and attention. My goal is to provide dependable, loving care while giving you peace of mind that your furry family member is safe, happy, and well cared for. I look forward to meeting you and your pets! 🐾 Brooke Mathews, you’re pets new best friend :) My schedule is very flexible. I recently graduated high school and will be attending college locally at SMCC, where I will be studying Early Childhood Education. Since I will be commuting, I have availability throughout the week for drop-in visits and walks. Outside of school, I spend most of my time caring for my two German Shepherds, spending time with my two sisters, and enjoying walks by the water. Animals have always been a big part of my life, and I love being active and spending time outdoors. I do my best to accommodate each pet owner’s schedule and will always communicate clearly about my availability. I prioritize creating a safe, comfortable, and trusted environment for every pet in my care. Whether I’m caring for your pet in your home or taking them out for a walk, I take the time to learn their routine, understand their needs, and build trust at their own pace. For dog owners: I am confident handling both large and small dogs, including those who may be reactive or require extra leash awareness. I focus on keeping walks safe, enjoyable, and tailored to each dog’s comfort level and personality while maintaining close attention to their surroundings. For cat owners: I offer drop-in visits for a time frame we discuss beforehand and will make sure your cat’s daily needs are met. Whether that includes feeding, fresh water, litter box care, playtime, administering medication, or simply providing companionship, I make each cat feel safe, comfortable, and cared for while you’re away. My goal is to provide dependable care and give pet owners peace of mind knowing their pets are being treated with patience, kindness, and respect.

Sitter Profile Image: James F.
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James F.
from
$18
per walk
5.0 out of 5 stars
11 reviews
15 years of experience
Rosemont, Portland, ME, 04102

About: I have cared for dogs of all sizes from 10lbs to 100+ lbs, ages puppy to senior, all with various temperaments, energy levels and medical needs. I’ve also cared for many cats ranging from 2 years old to 13 years old I’m a middle school teacher on summer break with A LOT of availability. I regularly free weekdays during the day through the evening and even available at night and through the night most days of the week. I have a large fenced in yard with that’s mostly shaded by surrounding trees. With easy access from a back deck. We also have a screened in porch for good airflow on hotter days. I live in a nice and walkable neighborhood and I regularly visit local walking/hiking trails in the area.

Sitter Profile Image: Kelly F.
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Kelly F.
from
$30
per walk
5.0 out of 5 stars
32 reviews
12 repeat clients
40 years of experience
Falmouth, ME, 04105

Kelly was great! She and my dog became fast friends and I really appreciated the pictures and updates. Would definitely hire Kelly again!

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Jefferson G.
Sitter Profile Image: Henry L.
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Henry L.
from
$30
per walk
5 years of experience
Yarmouth, ME, 04096

About: I have loved being with my dog Boomer for almost 5 years now, from 7.5 weeks on. I also handled my family dogs on numerous occasions. I am currently in between jobs, so my entire schedule is molded around being available for a pet at anytime. I understand the need to have someone as devoted to their pet as I am. My schedule is very flexible. I have a friendly dog named Boomer, he is almost 5 and loves to go on adventures. Living here in Yarmouth gives me almost immediate access to many parks, trails and dog parks for our pets to go romp around in.

Sitter Profile Image: Abigail B.
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Abigail B.
from
$20
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
2 years of experience
Brunswick, ME, 04011

About: I've been caring for animals since I was young, pet-sitting for our neighbors. I have experience with all sorts of breeds of dogs of all ages and cats. I have experience with feeding, walking, training, and bathing dogs. I am currently working full-time throughout the weekdays. I would be available for daytime care on Fridays, Saturdays, and Sundays. I am available throughout the week days after 5 pm. I can take your dogs out for walks around town, the dog park, or your neighborhood. If transporting in the car I have multiple ways to make sure they are safe including harnessing them, crating them, etc. I am also able to bathe the dog if desired.

Sitter Profile Image: Maricela T.
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Maricela T.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
97 reviews
19 repeat clients
20 years of experience
Brunswick, ME, 04011

Great sitter will hire again!

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Sarah H.
Sitter Profile Image: Emily M.
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Emily M.
from
$30
per walk
5.0 out of 5 stars
18 reviews
3 repeat clients
11 years of experience
Fenway-Kenmore, Brunswick, ME, 04011

Great communication, good person, thank you.

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Dan M.
Sitter Profile Image: Molly P.
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Molly P.
from
$30
per walk
5.0 out of 5 stars
48 reviews
13 repeat clients
11 years of experience
Topsham, ME, 04086

About: I have been around animals my entire life. I have worked with all kinds of sizes, temperaments, and personalities. I currently volunteer with the ARLGP, and love the skills I learn every day from the dogs and other animals there. Whether your dog is the easiest to walk, or needs some special attention (and strength!), I am here to help! Your pets may come back with better manners than when they left :) I am a business owner, and am often home at my property in Topsham enjoying the sunshine or local trails with them. Despite my own travel, my schedule is incredibly open and flexible! We have a small portion of our yard that has a light fence, we usually just walk the dogs or take them to the nearby dog park. Our little guy is an ex-escape artist, so we are always double checking, paying attention, and increasing security on walks / outings! Safety is a huge priority!

Sitter Profile Image: Richard M.
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Richard M.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
172 reviews
100 repeat clients
35 years of experience
Lewiston, ME, 04240

Excellent! Richard has a good way with dogs. He was able to get my dog out for his mid day walks, even traveling a ways. Highly recommend! Communication is great.

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Hoang D.
Sitter Profile Image: Maggie F.
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Maggie F.
from
$40
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
21 years of experience
Falmouth, ME, 04105

About: My name is Maggie and I am a registered nurse who likes spending time with animals. I have had lots of experience caring for dogs and cats alike. I have had pets my whole life and I started sitting my cousin’s dog and another dog while I was babysitting for a family. Then I got a job as an assistant for a woman who has 2 cats, so I care for them as well. I also had my own cat. I have been professionally dog walking for about 6 years and I love it. It's a very fun job and I am responsible caring for anyone's pets and only have had good reviews. I currently work 3 nights a week, and other than that I’m available at least until July 12 2025. Message me for more details :) I don’t care for pets in my own home because it’s a rental but I can go to client’s homes without a problem at all.

Sitter Profile Image: Andrew S.
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Andrew S.
from
$25
per walk
10 years of experience
West Bayside, Portland, ME, 04101

About: Please reach out for any availability and questions. Ive taken care of many different types of animals of different levels. I have owned a verity of pets through my life. From bats, chickens, horses, reptiles, rodent, cats, dogs and more. I had my own farm when I lived in Florida. I have taken care off family, friends, and neighbours animals. I work a full-Time, 8-4 M-F job. I have weekends off. I have some flexibility with my daily hours. I can make arrangements if needed. I have a fenced in yard and two leads attach to my house and garage. My dogs are pretty lazy and rather enjoy their time in the house. They are pretty codependent. I will care for my clients pets as if they were my own while following their expectations and requirements.

Sitter Profile Image: Daniel W.
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Daniel W.
from
$50
per walk
5.0 out of 5 stars
12 reviews
5 repeat clients
17 years of experience
Brunswick, ME, 04011

About: Greetings! I'm Daniel, I've been pet-sitting and dog-walking off and on for 17 years. I love animals: With me, you get a new friend for your pets, and a dependable steward of your home. I believe in the Hawaiian meaning of "Kahu," that we should be guardians and beloved attendants of our animal friends. I devote highly sensitive heart-centered care for your pets for two main reasons: 1) I am a remote worker as a writer and healing coach, so I can be at home with our furry friends. I am not just feeding and walking your dog(s) and caring for your cats; I am providing emotional support and plenty of care (frequent outdoor breaks and walks, playtime, pats, massage, energy work, etc.). 2) I am a professional in the practice of meditation and the healing arts, a path that cultivates empathy, which helps me bond with animals and be more attuned to their needs. I have been on this path for 17 years. I am highly intuitive. I practice Eastern techniques of energy work (qi qong and martial arts) and I am a certified Reiki practitioner, so I love to connect with animals as part of that practice (they are great conductors of energy, which is only ever healing and calming for them to experience). I aspire to the highest level of performance and etiquette. I promise to treat your pets and space as sacred; to maintain a clear boundary between me and your possessions; and to leave no trace. I understand that by inviting me into your home to care for your pets and space that I am with you as a new friend. From my many years of cultivation on my spiritual, healing, and professional path, I assure you my integrity is outstanding, and I would be happy to send you testimonies and references to confirm. Thank you for your trust. I would be happy to chat about sitting or walking for you. I look forward to joining you and yours' in friendship. Warm regards, Daniel I will be available to be at home with your pet for most of every day that I am sitting. My only obligation that takes me out of house are walking other dogs (1 to 3 hours per day) and then the occasional social or other engagement. I will never leave your pet alone for longer than 5 hours. As a remote worker, both for writing and offering healing/coaching services, I work from home and am therefore able to maintain a comforting presence for your pet and provide frequent outdoor time, play, and other care. I recognize the great trust that people grant me in caring for their homes and pets. Integrity is a guiding value of my life: You can rest assured that I will honor my commitment to care for your space and pets with the utmost attention and respect. I'll honor your instructions for being in your house and caring for your pets. I always live lightly, use no more than I need and am permitted to use, and I leave no trace. Thank you for your trust. Daniel

Sitter Profile Image: Brook W.
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Brook W.
from
$18
per walk
5.0 out of 5 stars
15 reviews
5 repeat clients
15 years of experience
Boothbay Harbor, ME, 04538

As usual!!

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Deborah R.
Sitter Profile Image: Lauren T.
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Lauren T.
from
$25
per walk
5.0 out of 5 stars
28 reviews
5 repeat clients
10 years of experience
Gray, ME, 04039

So great and loving with my anxious little pup! Went on such a fun walk and let her explore as much as she wanted. Loads of pics. Super flexible with timing and so caring with my fur baby. :)

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Lena K.
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The median cost per walk for dog walking in Bailey Island is $25

Dog parents share their Rover experiences - Bailey Island

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5.0 out of 5 stars

Sarah is incredibly attentive, kind and trustworthy. We’re very grateful she was available to walk our pup during our vacation. Pearl loved her walks with Sarah!

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Tania M.
Dog Walking
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Sitters in Bailey Island average 4
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FAQs for Dog Walking - Bailey Island

Frequently asked questions about Rover

As of July 2026, there are 908 sitters on Rover offering Dog Walking across Bailey Island. 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 Bailey Island. 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 Bailey Island.

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 Bailey Island. On Rover:

  • 97% of walkers can help with special care needs
  • 99% can help with giving oral medications or injections
  • 99% 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.

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