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
4 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
112 reviews
25 repeat clients
15 years of experience
Freeport, ME, 04032

Kourtney is the best. We didn't know if Rosey would warm up to anyone other than her immediate family but Kourtney took the time and it has gone so well.

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Brent C.
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

Maricela always is great with Cori. Very reliable and communicative!

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Tyler S.
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: Rebecca M.
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Rebecca M.
from
$20
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Brunswick, ME, 04011

Rebecca helped me out in short notice and my buddy seems really happy with her

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Danielle M.
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: Brooke M.
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Brooke M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
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 dogs 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: 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: Felicia H.
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Felicia H.
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: 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: 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: 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: Richard M.
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Richard M.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
174 reviews
102 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: Avital Z.
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Avital Z.
from
$25
per walk
5.0 out of 5 stars
8 reviews
3 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: 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: Beth S.
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Beth S.
from
$25
per walk
4.4 out of 5 stars
7 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: 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: Molly P.
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Molly P.
from
$45
per walk
5.0 out of 5 stars
50 reviews
15 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: paige p.
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paige p.
from
$15
per walk
10 years of experience
Lewiston, ME, 04240

About: I grew up with two cats and have always been surrounded by animals, especially dogs. I have a strong love for pets and understand how I’m important it is for them to feel safe, comfortable, and cared for while their owners are away. Throughout college, I have regularly helped care for my friends’ dogs, including providing walks, playtime, feeding, and companionship. I enjoy spending time with animals and making sure they receive the attention, patience, and love they deserve. I am comfortable with different personalities and energy levels and will always treat your pet like they are my own. I am currently a college student on summer break, which gives me a flexible schedule and plenty of time to dedicate to pet care. Right now, I work a part-time job Monday–Wednesday, but I will be fully done working in about a week and will have full availability to provide care, attention, and support for your pets. I enjoy staying active, spending time outdoors, and creating a routine, so pet care fits naturally into my daily life. I am available for walks, drop-in visits, playtime, feeding, and companionship throughout the day. I understand how important it is for pets to have consistency and attention, and I would love the opportunity to make sure your pet feels happy, safe, and loved while you’re away. I have a big back yard with lots of room to play and an air conditioned house. I’ll follow your pets routine and can be crated if needed!

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

Excellent with Kozey. She sits by the door and waits for her!!

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Deborah R.
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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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FAQs for Dog Walking - Bailey Island

Frequently asked questions about Rover

As of August 2026, there are 916 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
  • 98% can help with giving oral medications or injections
  • 98% 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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