Dog walking in Bailey Island

Book on demand and scheduled walks with local dog walkers

How it works

Flexible scheduling

Select the date and time that best suit your needs. Want a walk ASAP? We’ve got you covered.

Customized for your pup

Choose between a 20-minute, 30-minute, or 60-minute stroll for your dog.

Follow along

Track your walk with our live GPS tracker, then view your detailed report card after the walk.

What is Wag!?

Wag! is the nation's fastest-growing network of pre-screened and insured pet sitters and dog walkers. In less than 15 minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.

Book walkers near you

Stacey CBailey Island, Harpswell

5.0

(861)

Book now

“Extreme Animal Lover! Hug your furbaby!”

Hi! I am a huge dog lover (currently have 2 Goldens) who walks my dogs every day (unless it's raining hard or there's a severe wind chill). I love all dogs. I do not walk dogs on prong collars. I prefer a harness or gentle leader. I am a school teacher and have lived in my home for about 15 years. I've hired dog walkers in the past myself (when my dogs were puppies and needed to get out more on work days). I am the person who, when not with my dogs, stops to meet other dogs along my way.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Dog first aid and/or CPR, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Dogs who pull, Puppy care, Fast walker

Brenda HBailey Island, Harpswell

5.0

(88)

Book now

After many years of working in customer service, I decided to pursue my love of animals further. Aside from spending time with my own pets, I also volunteer at the AWS shelter in Kennebunk. I assist in puppy training, obedience and walking shelter dogs. My dog and I have taken courses in obedience, tricks, agility, Wag-It, conditioning and even circus dog. I am reliable, responsible and compassionate. Your dog and I will have lots of fun!

Background Checked

Top Pet Caregiver

Specialties

Dog first aid and/or CPR, Can run with dogs, Senior dog care, Special needs dog care, High energy dogs, Training experience, Dogs who pull, Puppy care, Fast walker

Rose MBailey Island, Harpswell

4.9

(588)

Book now

“entrust your pet to me when you are busy or away”

My name is Rose. I am a conscientious, trustworthy pet lover who have grown up with dogs as part of my family. I have a 7-year old golden named Daisy and an energetic 10-year old Maltese mix named Gordie. We love to go for walks and explore new places. I also have 2 rescue cats, 13-year old Izzy and 3-year old Fred. For the past three years, I have been an active volunteer at the ARLGP. I look forward to working with you and your beloved pet or pets.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, High energy dogs, Training experience, Dogs who pull

Matthew QBailey Island, Harpswell

4.9

(471)

Book now

“A friendship that will last a lifetime!”

Hello, my name is Matt! I am an avid dog lover and would like to spend some quality time with your doggo. Born and raised in Portland, I enjoy the city and everything that comes with it. Sports are a big part of my life; been involved with them since day one. Being active is also very important to me: I love going on bike rides, working out, runs, etc! But most importantly, I'm here to build a connection with your dog and hope to make a friend for life!!!! If you have any questions, just ask :)

Background Checked

High Demand

Top Pet Caregiver

Specialties

Can run with dogs, Senior dog care, Training experience, Fast walker

Dianne FBailey Island, Harpswell

4.9

(224)

Book now

“Puppy~Senior Care & Everything in Between”

I grew up with cats, dogs, rabbits, guinea pigs, & a box turtle. I worked in a Grooming Salon, a Veterinary Hospital, & a local Super Pet store. I have trained in Obedience, Agility, Trick Dog, & Wag-It. Currently I own 2 Black Labs that are in Agility Training, Trick Dog Titles , & Wag-It Games. My 4yo Lab has recently completed the Therapy Dog Test...I have walked 2-3dogs @ a time, plenty of practice walking dogs &... keeping their safety my #1 priority. I treat every Pet as if it's my own

Background Checked

High Demand

Top Pet Caregiver

Training Provider

Training Exam Complete

Specialties

Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Training experience, Puppy care, Fast walker

Gabriel MBailey Island, Harpswell

4.9

(180)

Book now

“I love your fur babies like they’re my own!”

I’m a longtime petsitter with previous experience as a vet tech, and in animal rescue. I’ve worked with dogs of all ages and sizes, with a wide variety of temperaments. I’m always ready to make friends with a new dog (who isn’t?).

Background Checked

High Demand

Top Pet Caregiver

Specialties

Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Dogs who pull, Puppy care

Arielle NBailey Island, Harpswell

4.9

(164)

Book now

“Every dog is my spirit animal”

My name is Arielle and I love dogs. I grew up with a black lab named Flint. Now, my parents have a dog named Tucker, who I love to visit and walk when I’m home. I enjoy walking many of my friends’ dogs. I take them on hikes, to the beach, and more

Background Checked

High Demand

Top Pet Caregiver

Specialties

Can run with dogs, High energy dogs, Dogs who pull, Fast walker

Mike PBailey Island, Harpswell

4.9

(137)

Book now

“Live fast. Pet dogs.”

Hi everyone, My name is Mike. I’m a graduate student at USM hoping to do a little more while I work toward my degree. Ive had dogs since I was a little kid and currently my own puppy so I’m sure I’ll love hanging out with your fur buddy. I’m an early riser and I enjoy the cold so I’ll be happy to keep your fren walked even in Maine winters. Thanks for reading. Hope to hear from you soon.

Background Checked

Top Pet Caregiver

Specialties

Can run with dogs, High energy dogs, Dogs who pull, Fast walker

Melissa GBailey Island, Harpswell

4.9

(93)

Book now

Hello! I've loved dogs ever since I was a little girl but because of my family's living situation i have never been able to own one myself. Because of this I am filled with love and knowledge for an animal that has no outlet. I do own 3 cats and a bunch of fish wich receive much love and spoilage. Hopefully with the profits I make from walking I will be able to continue to spoil them!

Background Checked

High Demand

Rachel CBailey Island, Harpswell

4.9

(79)

Book now

“Grad student seeks dog company”

I would love to take care of your dog. I grew up with mini-poodles, and for the past 6 years I have taken care of a plethora of dogs - dog walks, doggy daycare, dog sitting and boarding. I love dogs, but I'm not quite ready for one (or two or three) of my own just yet, so in the meantime I'd love to spend time with yours! I'm comfortable giving medicine, specialized diets, etc.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Puppy care

Dog Walking in Bailey Island

Bailey Island in Maine has one of the most interesting origin stories of any city in the country. It was originally called Will's Island. Will was a freed slave who decided the island was his. It was awarded to him legally and he loved it. Except he loved to party, too -- apparently, he sold the island for a pound of tobacco and a gallon of whiskey to the Baileys. Mrs. Bailey was the priest's wife, and she didn't like the fact that it was bought with alcohol so she told everyone that she loved the island so much that Will gifted it to her. Either way, Will walked away from his home and the Baileys got a beautiful island. Will's Gut is the portion of water that runs under the bridge going from Bailey Island to Orr's Island; this is the only part of the island that still holds the original owner's name. 

You and your dog should definitely take a walk around the island because there are some very unique land formations. Land's End is the name of the rocky beach. Then there is the giant rock formation that is resembles a staircase carved out by the sea. If you want to see some cool man-made stuff, you could check out the Lobster Man, which is a bronze statue created for the 1939 World's Fair, or the World War II air control towers on the south end of the island. 

Best Dog Neighborhoods in Bailey Island

Abner Point

48
Population Density
65 per sq. mi.

Abner Point

48

Johnson Field Preserve has a lot to offer your family. Mostly, it is a large green space that allows you to come and picnic, fly a kite, or have a gathering. There are kayak rentals and boat launches. Of course, you could just sit back and enjoy the view. Dogs must be controlled at all times. If your dog can obey voice commands, they can stay off their leash. However, if your dog is prone to chasing wildlife or running off, then you really should use a leash. On the weekends, it is a great place to come and see the sailboats.

Harpswell Island

36
Population Density
22 per sq. mi.

Harpswell Island

36

Bailey Beach is pet-friendly. It is not your typical beach. You won't find sand and waves here. What you will find is a rock shelf that has a ton of wildlife that you can see right from the edge. This is a great place to find sea glass and interesting shells. Low tide leaves it exposed as a great walking trail, but high tide makes it a great place to splash around in. You are required to keep your dog on a leash. Swimming is allowed, but most locals just come to enjoy the view or to enjoy a picnic.

Washington Ave

24
Population Density
22 per sq. mi.

Washington Ave

24

The Driftwood Inn is a classically restored home that looks like it belongs in the Victorian Era. The Dining Hall is just pawfect for a tea party or even for a wedding! You can rent a room, a cabin, or even the entire property. They do have some rooms and the cabins that welcome well-behaved dogs to join their owners for a getaway. The dining hall is not pet-friendly, but you can take your meal on the patio or back to your room if you would like. If you and Fido need a place to stay in style and comfort, consider Driftwood Inn!

South Point

12
Population Density
22 per sq. mi.

South Point

12

BIGS Bailey Island General Store has everything that you could need while you are on the island. From dog food to human food and everything in between, you can find it here. There's also a grill here, so the store offers some cooked meals like burgers and fries. You can grab a fresh deli sandwich if you want something lighter. Your leashed dog can even join you while you shop! If you want to share a quick lunch with Fido, grab a sandwich or hot food item and enjoy it at the outdoor patio.

Garrison Cove

0
Population Density
22 per sq. mi.

Garrison Cove

0

Cook's Lobster and Ale House offers a unique vantage point of Cribstone Bridge from the waterfront tables, where your furry friend is allowed to dine with you. The lobster is fresh as you can possibly get, usually caught the same day! If you don't want seafood, then grab a steak. Locals say the Cheddar Ale Meatloaf is like nothing else you will ever taste. Get some apps like bacon-wrapped scallops while you sip on some ale. There are so many pawssibilities here! This Fido-friendly eatery is on the way to the WWII air control towers, making it the perfect place to stop for a bite if you're on the way to explore those.