Dog walking in Bailey Island

Book on demand and scheduled walks with local dog walkers

How it works

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Flexible scheduling

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

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Customized for your pup

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

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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

(1491)

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“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.

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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, Fast walker, Dogs who pull, Puppy care

Hannah ABailey Island, Harpswell

5.0

(849)

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“While the owners are away, the puppies will play”

Hello! My name is Hannah. I am an active furry family lover who wishes to expand my knowledge and connection range of canines in particular, as well as engage in a form of business that I am passionate about. I love to play, assist with minor training and spoil dogs with love, which working from home allows me to do! My range of exercise is from casual companionship to avid long hikes/runs, with everything in between! Help me to connect with your furry best friends today! Flexible availability!!

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Top Pet Caregiver

Specialties

Can run with dogs, Oral medicine administration, Senior dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Potty training

Miranda FBailey Island, Harpswell

5.0

(579)

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Hello, I’m Miranda! My first job was walking my neighbor’s basset hounds. Until Wag it was the best job I’d ever had! I have experience with dogs of all sizes and breeds. I always take my time when getting to know a new dog and let them make the first move. The safety and happiness of your pet and the security of your home are my biggest concerns; I’ll treat them both as I would my own. I’m an avid walker, but it’s so much better with a canine companion! I can’t wait to meet yours.

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Sara YBailey Island, Harpswell

5.0

(283)

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Hi! I'm Sara and I look forward to meeting and walking your dog. I've had dogs all my life. I received a poodle for my 1st birthday! I currently have a lab mix named Abraham who is 7 and he's completely awesome. He has a kitty sister who is 9 that he adores. I believe every dog deserves quality time outdoors to enjoy being a dog...

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Gabriel MBailey Island, Harpswell

5.0

(266)

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“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?).

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Socially Distanced Pet Care

Specialties

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

Rose MBailey Island, Harpswell

4.9

(688)

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“entrust me with your baby when 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 an 8 year old golden named Daisy and an energetic 11 year old Maltese mix named Gordie. We love to go for walks and explore new places. I also have 2 rescue cats, 14 year old Izzy and 3 year old Fred. For the past four 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, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience

Matthew QBailey Island, Harpswell

4.9

(530)

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“Peace of mind when you're away is my #1 priority!”

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 :)

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High Demand

Top Pet Caregiver

Specialties

Can run with dogs, Senior dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience, Obedience training, Behavioral training, Socialization training, Potty training, Puppy training

Tessa MBailey Island, Harpswell

4.9

(396)

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Hi! I'm Tessa and I would be honored to walk your dog. I grew up in Pennsylvania with animals always around me. I have worked at animal hospitals as well and have experience with diabetic dogs. I have worked with tiny teacup puppies to larger dogs such as, Great Danes and hunting dogs. When I'm walking your dog my main goal is to keep them safe, healthy, in shape, and most of all happy. I will do my best to make not only your dogs experience happy and stress free but yours as well!

Background Checked

High Demand

Specialties

Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, Dogs who pull

Juanny NBailey Island, Harpswell

4.9

(243)

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Hello my name is Juanny Nunez I am a recent graduated student who adore doggies and is looking for another source of income. I own two 5 years old Yorkies since they were 2 years old. I also used to own a senior dog for 2 years. Thus I know how to take care of your baby(ies). I’ve walked other several dogs and also taken care of them at my house. You can guaranty that you pets will be in good hands.

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Dianne FBailey Island, Harpswell

4.9

(224)

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“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

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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, Fast walker, Puppy care, Training experience

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.