Dog Boarding Bailey Island

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Bailey Island, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Simon Y.
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Simon Y.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
35 years of experience
North Deering, Portland, ME, 04103

“Stout enjoyed his visit with Simon. He was flexible about us changing our plans too. He was able to add extra dates which helped us enormously. Thank you!!”

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Sarah T.
Sitter Profile Image: Sergey T.
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Sergey T.
from
$50
per night
5.0 out of 5 stars
• 90 reviews
21 repeat clients
20 years of experience
Riverton, Portland, ME, 04103

“I’m so happy we found Sergey at the last minute. My two dogs stayed with Sergey’s for six nights. They came home tired, happy, and clean. Sergey was extremely flexible with our timing when our travel was delayed. I would not hesitate to recommend Sergey as a pet sitter.”

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Laura H.
Sitter Profile Image: Richard C.
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Richard C.
from
$85
per night
4.5 out of 5 stars
• 8 reviews
1 repeat client
4 years of experience
Brunswick, ME, 04011

“We needed to book someone to take care of Murphy at the last minute. Richard responded so quickly and was available immediately. Murphy got to go on a road to an apple orchard,too! Thank you so much!”

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Linda L.
Sitter Profile Image: sridevi T.
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sridevi T.
from
$30
per night
4.9 out of 5 stars
• 16 reviews
1 repeat client
15 years of experience
Westbrook, ME, 04092

“Mya had a wonderful stay at Sri’s while i was out of town. I could tell that Sri has a lot of experience with dogs and loves having them around! will definitely book with Sri again next time i am in need of a sitter!”

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Hung N.
Sitter Profile Image: Alma D.
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Alma D.
from
$70
per night
5.0 out of 5 stars
• 28 reviews
11 repeat clients
8 years of experience
Oakdale, Portland, ME, 04102

“Alma took such good care of our pup while we were away for the weekend! He got lots of exercise and had so much fun playing with Birdie. Alma had a great setup at home and her communication was top notch.”

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Celine T.
Sitter Profile Image: Jeremy & Marna N.
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Jeremy & Marna N.
from
$65
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
35 years of experience
North Deering, Portland, ME, 04103

About: 35 years of experience caring for dogs, puppies, kittens & cats. I’m good with anxious dogs & scaredy cats. I have a flexible schedule, let me know how I can help. I am currently doing Rover full-time. For many years i have lived in homes with pets and helped care for them. Currently living in a home with 1 cat, 1 dog, and 12 chickens. We also do doggy day care and do boarding- so we keep pretty busy. I always walk dogs on their leashes. I make sure to keep medications and other harmful things locked away. We have a fenced in yard, but i’m always out there with them. I try to take as good care for your animals as if they were my own.

Sitter Profile Image: Ksenia K.
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Ksenia K.
from
$47
per night
5.0 out of 5 stars
• 3 reviews
1 year of experience
Riverton, Portland, ME, 04103

About: Animals have always been an important part of my life. I grew up with a cat who was much more than a pet—because I didn’t have any brothers or sisters, she was my best friend and constant companion. Later, after meeting my husband, who had a dog, I discovered how much joy dogs bring and how different, fun, and rewarding it is to spend time with them. Now that my own children are older and more independent, I finally have some time to do something I’ve wanted for a while: care for other people’s dogs. Spending time with animals truly makes me happy, and I would love to give your dog the same love, attention, and care that I would give my own. I’ve looked after dogs in my home and understand that every pet is unique. Some dogs love long walks and playtime, while others just want a quiet companion nearby. I’ll happily follow your dog’s routine and make sure they feel safe, comfortable, and loved while you’re away. What really sets me apart is how much I genuinely care. I pay close attention to the little details, carefully follow your instructions, and treat every pet like family. I’ll also send regular photos and updates, so you’ll always know your furry friend is happy and well cared for. I currently work part-time, which gives me plenty of time to care for your pet. I’m available for afternoon walks during the week, as well as boarding. Your dog will have regular potty breaks, walks, playtime, and lots of attention throughout the day. I always do my best to follow your pet’s usual schedule, so they feel comfortable and at home while you’re away. My home is a safe, pet-friendly environment where dogs are treated like part of the family. They will have plenty of attention, regular potty breaks, walks, playtime, and a cozy place to rest. . My children are older. They’re gentle and respectful, and they’ll happily play with your dog if that’s something your dog enjoys. I’ll also send regular photo updates, so you’ll always know your pet is happy and well cared for.

Sitter Profile Image: Heidi A.
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Heidi A.
Star Sitter
from
$48
per night
4.9 out of 5 stars
• 479 reviews
243 repeat clients
15 years of experience
Gorham, ME, 04038

“Heidi again took excellent care of my pup Ace and was very understanding when I was delayed to pick him up due to my flights being rerouted/delayed.”

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Kevin C.
Sitter Profile Image: Katie C.
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Katie C.
from
$70
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
20 years of experience
Brunswick, ME, 04011

“Katie was excellent! Professional, thoughtful, patient, and communicative. We boarded our cat with her, and she did a wonderful job acclimating him to a new space and monitoring his adjustment, and making sure his needs were met. Would love to use her for our next trip.”

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Kate M.
Sitter Profile Image: Katie T.
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Katie T.
from
$50
per night
5.0 out of 5 stars
• 16 reviews
1 repeat client
20 years of experience
Biddeford, ME, 04005

“Katie and family were fantastic. Lily and Lucy had loads of love. Lucy told me she wanted to stay but I told her Lily would miss her. Lol... all in all I highly recommend Katie.”

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Michael T.
Sitter Profile Image: Alexyss J.
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Alexyss J.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
7 years of experience
Falmouth, ME, 04105

“Alexyss was great with communication and availabilty with my dogs.She is clearly an animal lover and my boys did really well with her.”

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Valerie B.
Sitter Profile Image: Katherine D.
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Katherine D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
8 years of experience
East End, Portland, ME, 04101

“Katherine did an amazing job with Boone. He was well rested and not anxious at all when I picked him up. She was very flexible and communicative during his stay. I was very happy!”

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Elizabeth O.
Sitter Profile Image: Amie T.
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Amie T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
40 years of experience
Westbrook, ME, 04092

“My pup Pearl had a great time with Amie and her two dogs. She came home happy, well taken care of and tired : ) I will book with her again 100%!”

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Katrina V.
Sitter Profile Image: Kseniia P.
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Kseniia P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 98 reviews
26 repeat clients
8 years of experience
Old Orchard Beach, ME, 04064

“Kseniia took great care of my dog. She sent daily updates and photos and was very responsive when I contacted her. I would absolutely have her care for my dog again.”

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Landon G.
Sitter Profile Image: Andrew L.
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Andrew L.
from
$80
per night
5.0 out of 5 stars
• 88 reviews
29 repeat clients
14 years of experience
Downtown, Portland, ME, 04101

“Sesame loved her time with Andrew! Thanks for taking such great care of her. She looked upset that I was coming to pick her and she had to leave her slumber party. See you soon, Andrew!”

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Emily B.
Sitter Profile Image: Grace L.
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Grace L.
from
$90
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
15 years of experience
South Portland, ME, 04106

“Grace saved us with a last minute stay for our corgi! She was super communicative with updates and sending us photos of Rooney! And Rooney had a great time with her dog as well. We’ll definitely use grace again if we find ourselves in Portland!”

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Jessa P.
Sitter Profile Image: Kimberly D.
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Kimberly D.
from
$92
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
5 years of experience
Gorham, ME, 04038

“Kimberly did an amazing job boarding Fenway for 6 days! She took such great care of him and gave me awesome updates throughout his stay, which gave me a lot of peace of mind. Fenway was clearly well loved and comfortable with her. I would definitely book with her again!”

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Samantha M.
Sitter Profile Image: Emily C.
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Emily C.
from
$65
per night
5.0 out of 5 stars
• 29 reviews
7 repeat clients
10 years of experience
Saco, ME, 04072

“Our two dogs were very comfortable and happy there. One of our dogs has a lot of anxiety and does not like many people at all. She was very happy with Spencer and Emily. they obviously really love dogs! We highly recommend them!”

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Jenica G.
Sitter Profile Image: Cassandra G.
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Cassandra G.
from
$75
per night
5.0 out of 5 stars
• 6 reviews
12 years of experience
West Bayside, South Portland, ME, 04106

“Cassandra was great with our dog. She was easy to communicate with and sent updates to let us know how Ted was doing. Ted came home happy! Highly recommend!”

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cbp231
Sitter Profile Image: Jane D.
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Jane D.
from
$90
per night
2 years of experience
East End, Portland, ME, 04101

About: Caring, energetic, dog lover available to provide walks, general care and companionship either at owners home or at my place with a fenced-in yard. I have a flexible schedule when I’m in town but I travel once a month for a few days. I’m seeking arrangements that are aligned. I’d be happy to provide walks, drop in to the dog’s home to care for them or care for the dog for a half day or longer in my home. I have a fenced in yard.

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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Bailey Island

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FAQs for Dog Boarding - Bailey Island

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Bailey Island home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Bailey Island.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Bailey Island sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter 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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in ME ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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