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.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
16 reviews
5 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: Kourtney J.
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Kourtney J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
113 reviews
25 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: Felicia H.
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Felicia H.
from
$40
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: 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 communicated clearly, she was prompt and took great care of my dog.

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Julie M.
Sitter Profile Image: Maricela T.
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Maricela T.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
98 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: 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: Rebecca M.
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Rebecca M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Brunswick, ME, 04011

Rebecca is very prompt and helpful and my buddy is always happy when I get home

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Danielle M.
Sitter Profile Image: Brooke M.
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Brooke M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
29 reviews
7 repeat clients
18 years of experience
Bath, ME, 04530

Super communicative and it's clear my dog loved her and getting to go on walks!

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Xander B.
Sitter Profile Image: Kelly F.
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Kelly F.
from
$30
per walk
5.0 out of 5 stars
33 reviews
14 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: Avital Z.
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Avital Z.
from
$25
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
3 years of experience
Oakdale, Portland, ME, 04102

About: I’ve been an animal lover for my whole life! I have experience with dogs of many sizes and breeds, cats, cows, and chickens. Walking dogs is one of my favorite things to do. I have worked for a dog walking company for the past 3 years. Also, I have worked on multiple farms where I’ve cared for farm animals and dogs/cats. I will care for your pet as if they were my own! I’m working a remote part-time job which leaves me with plenty of time to walk dogs throughout the day and in the evening. Additionally, I have a very flexible schedule on the weekends. If I am caring for your pet in your home I will make sure to follow whatever schedule you have for them. I will take them out to play often and give them lots of love.

Sitter Profile Image: Richard M.
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Richard M.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
176 reviews
104 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: sarah v.
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sarah v.
from
$20
per walk
5.0 out of 5 stars
16 reviews
5 repeat clients
2 years of experience
durham, ME, 04222

About: I have two years of pet-sitting experience, mostly for family and friends, along with volunteer work at animal shelters. As a lifelong animal lover, I’ve always had dogs and cats, often multiple at a time. Currently, I care for 4 dogs and 4 cats, though when pet-sitting, each pet will be separated for their comfort and safety. I’m passionate about providing a loving, safe environment for your pets! I’m currently Working part-time, so i’ll have plenty of time to play with your pups. I’m mostly available on the weekends or anytime after 1 pm on weekdays! I have a fenced in back yard, outside of that a very large yard to play in. I have 4 dogs myself but they are gated off and will be on a different floor than any pet I am sitting. This will ensure all the pets are safe and comfortable. Your pet would be with me in our downstairs area with plenty of room to play inside and outside.

Sitter Profile Image: Candi W.
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Candi W.
from
$45
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
15 years of experience
Bristol, ME, 04539

About: I'm a 53yr old, active woman who spent 15 years as an Animal Control Officer in my local towns and then with my local Sheriff's office. I've fostered and adopted numerous rescues and am a huge animal advocate. Caring for other people's animals has always been my dream and now I'm doing it. I'm available almost any day at any time. I'm happy to stay with your pets or just stop in for a visit. I do not offer pet sitting in my home as my two rescues do not do well with other dogs. I will adhere to your wants and rules for your animals. I love my pets, and I will treat yours as if they are my own. But I will not do anything, give them anything, or let them do anything you do not approve of.

Sitter Profile Image: Elana V.
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Elana V.
from
$35
per walk
15 years of experience
South Portland, ME, 04106

About: I have worked in a high end Inn doing dog massage and dog sitting. I have worked privately dog and cat sitting over the years. I enjoy the various individual personalities of peoples pets. I also know what a great relief it is to know a pet is in good hands as my own pets are my family members. Speaking of good hands I also do reiki and can help calm your pet. I am a lover of all animals. I have an intuition of what animals need and want. I am knowledgeable in feeding your pet a healthy diet as I have read a lot of information on feeding your pet holistically. I am a compassionate, gentle kind pet owner. I believe in treating all animals with that kindness and dignity. I’m currently working part time so there’s plenty of time in my day to care for your four legged family member. I sincerely enjoy having time for fresh air walks and pet sitting aka getting to know your pet and having some fun together. attention. I’ll also keep you updated with photos and messages so you can enjoy your time away knowing your pet is happy and well cared for. I usually care for pets in their own homes as I have my own cat at my home. I am a hands on person who believes animals deserve the utmost best treatment as they provide so much to us as humans.

Sitter Profile Image: Garren H.
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Garren H.
from
$17
per walk
10 years of experience
Brunswick, ME, 04011

About: I’ve always been around dogs large and smalle large (grate Danes). Love all dogs. Will work with people if paying will be an issue. Just message me in advance! I can work with you in the early morning or in the late afternoon for them. My work schedule is set and dose not change. I have 2 of my own pets esa certified. I have advanced first aid training and love to take them on long walks if they need it!

Sitter Profile Image: Molly P.
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Molly P.
from
$45
per walk
5.0 out of 5 stars
51 reviews
15 repeat clients
11 years of experience
West End, Portland, ME, 04102

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: Michael T.
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Michael T.
from
$17
per walk
5 years of experience
Auburn, ME, 04210

About: I’m very patient with pets and good at following routines, schedules, medications, feeding times, walks, and giving extra attention to anxious or senior dogs. I also make sure owners feel comfortable by sending regular updates and photos throughout the stay so they know their pets are safe, happy, and cared for 🤍 Pet care fits well into my weekly routine. I'm a nursing student, and I'm primarily available Monday through Friday. I enjoy staying active, so I love incorporating walks, playtime, and quality time with pets into my day. I always make sure each pet receives the attention, care, and consistency they deserve while following the owner's instructions and routine. When caring for pets in a client’s home, I focus on keeping their routine as normal and stress-free as possible. I make sure they are fed on time, walked regularly, given plenty of attention, playtime, and comfort, and I always keep the home clean and respected. I also provide photo updates and communication so owners feel reassured while they’re away.

Sitter Profile Image: Beth S.
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Beth S.
from
$25
per walk
4.5 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Portland, ME, 04103

About: I have been caring for animals basically my entire life. It's not unusual for me to spend two weeks at a clients home to watch their dogs while they are on the road, vacation etc. I have experience with my own animals as well. I've raised many types of animals including but not limited to dogs,cats, reptiles, farm animals, etc. I was the person that fed them, walked them, provided comfort and performed any other necessary tasks needed in order to make sure the animals needs are met. Currently I have a very open schedule. My schedule is open to play, watch, feed, walk or whatever you need me to do. Occasionally I have a meeting or appointment other than that I am free. I will make sure your pet is safe while in my care whether it be on a walk or playing outside and I will supervise your pet around any other animals.

Sitter Profile Image: Emily H.
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Emily H.
from
$30
per walk
15 years of experience
Richmond, ME, 04357

About: I have many years experience of taking care of different types of animals. Majority with horses and caring for friends pets and my own. I have experience with seniors and puppies. Everyone has different needs and all can be met! I currently work part time on a horse farm and enjoy taking care of animals of all sizes. I have a cat and horse who might be considered spoiled. I have reliable transportation and years experience of caring for others people’s pets at their homes, I enjoy taking dogs for walks and being outside with animals.

Sitter Profile Image: Samantha B.
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Samantha B.
from
$20
per walk
8 years of experience
Old Orchard Beach, ME, 04064

About: Hi! I’m a veterinary student home for the summer, and I’d love to help care for your pets while you’re away. I’m currently in vet school and have years of hands-on experience with dogs, cats, and more — both in clinical settings and at home. My experience includes walking, feeding, administering medications, and managing pets of all temperaments and sizes. I’ve also worked in animal hospitals and have a strong understanding of animal behavior, safety, and health. Growing up, I cared for my own pets and frequently dog-sat for neighbors and family friends — it’s always been second nature to me. Whether your pup loves belly rubs, playtime, or just needs a calm and reliable presence, I’ve got it covered. I’m responsible, responsive, and will treat your pet like one of my own. Let me know how I can make your pet’s day brighter while you’re away! I have a very flexible schedule with work right now, allowing me to take care of your pet's needs throughout the week whenever you need. When caring for pets in your home, I aim to keep your animals as comfortable and stress-free as possible by maintaining their normal routine. I follow all instructions closely, from feeding schedules and medications to walks, potty breaks, and playtime. I make sure fresh water is always available and that your pet gets plenty of love, attention, and stimulation throughout the day. I will also make sure to be respectful of your space and tidy up after myself and your pet! Because I’m a veterinary student, I’m also trained to spot signs of illness or discomfort, and I’m confident handling pets with special medical needs or behavioral quirks. Whether your pet loves cuddling, playing, or quiet companionship, I tailor my care to what makes them feel at home.

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

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Popular requests for dog walking - Bailey Island

Select a filter and find qualifying sitters offering dog walking.

Sitters in Bailey Island average 4
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FAQs for Dog Walking - Bailey Island

Frequently asked questions about Rover

As of September 2026, there are 900 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:

  • 98% of walkers can help with special care needs
  • 100% can help with giving oral medications or injections
  • 100% 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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