Dog Boarding Chebeague Island

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Chebeague 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: 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: Elisabeth K.
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Elisabeth K.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
6 repeat clients
14 years of experience
Stroudwater, Portland, ME, 04102

“Lou had such a great time again with Elisabeth while we were away! We absolutely loved all of the updates and she looked so happy and relaxed in every photo and video!”

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Molly B.
Sitter Profile Image: Emily & Kieran D.
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Emily & Kieran D.
from
$90
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
South Portland, ME, 04106

“Emily and Kieran were so great with Chewy! I met with them and Leon leading up to the booking which was great so that our dogs met ahead of time. They sent periodic updates which was awesome and put me at ease. It was a wonderful first experience using Rover.”

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

“Sridevi took wonderful care of my dog, Sasha. I had to book with her at the last minute because of a funeral and she could not have been more accommodating. Sasha was so content at her house in such a short period of time, I was very impressed. Sasha does not usually warm up to people so quickly, so I knew she was in good hands. 🐾”

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Lisa C.
Sitter Profile Image: Marna & Jeremy A.
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Marna & Jeremy A.
from
$80
per night
4.9 out of 5 stars
• 180 reviews
82 repeat clients
27 years of experience
North Deering, Portland, ME, 04103

“Made sure to give me updates and pics which I loved. My pup is an elder gal and needs meds daily so she also helped with that which was so appreciated!”

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Alexis H.
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 is a fantastic, caring and communicative dog sitter with a wonderful home. Our dog became comfortable very quickly, and we look forward to many future stays!”

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Matt Z.
Sitter Profile Image: Cassidy & Cody R.
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Cassidy & Cody R.
from
$40
per night
5.0 out of 5 stars
• 40 reviews
11 repeat clients
6 years of experience
Buxton, ME, 04093

“They did a great job taking care of our bulldog. He is a large breed and loves attention, their whole family gave him lots of love. They were flexible with our schedule and easy to work with. Would definitely use them again.”

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Kerrianne S.
Sitter Profile Image: Christine B.
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Christine B.
from
$80
per night
5.0 out of 5 stars
• 34 reviews
13 repeat clients
50 years of experience
Ocean Avenue, Portland, ME, 04103

“Christine was a lovely host for Bode’s week of summer camp. She was quick to reply, lovely to speak with, but most importantly seemed to really care about Bode’s wellbeing and happiness. She has a huge fenced in yard that he had free reign to, and a lovely in ground pool. We will absolutely book with her again!”

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Kaitlyn W.
Sitter Profile Image: Amy S.
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Amy S.
from
$70
per night
5.0 out of 5 stars
• 32 reviews
11 repeat clients
30 years of experience
Westbrook, ME, 04092

“Amy was wonderful with my poodle, accepting the challenge to tire him out by the end of the day. She is courteous and easygoing, and has a large fenced in yard for the dogs to play. I would definitely hope to schedule with Any again.”

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PAUL P.
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 took great care of my two Huskies and was very helpful with not only the original requested boarding, but also allowed them to stay longer then originally planned. She also gave one a nice brush down which is more than I could had asked for :)”

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Christopher A.
Sitter Profile Image: Trisha G.
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Trisha G.
from
$50
per night
5.0 out of 5 stars
• 118 reviews
47 repeat clients
34 years of experience
Scarborough, ME, 04074

“This was our dog’s second stay with Trisha and Dan and their family and they were wonderful again. Our dog would be happy to stay there anytime and we know she will have a great time!”

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Scott M.
Sitter Profile Image: Kathleen B.
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Kathleen B.
from
$80
per night
5.0 out of 5 stars
• 63 reviews
17 repeat clients
4 years of experience
Westbrook, ME, 04092

“Look no further! Kathleen was the most welcoming host to Lu - she was flexible with the drop off/pick up times, took Lu on a different activity every day, and sent us pictures and videos to keep us in the loop throughout the weekend. Luna looked healthy, happy, and at ease when we arrived back. Thank you Kathleen, Mila, and Cosmo!”

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

“Andrew did an absolutely fantastic job with my two dogs. He takes the dogs' enrichment and comfort very seriously and was extremely attentive to their routines, quirks, and energy levels. Alfie, the six-year-old, got to go on fun adventures, while Molly, the eleven-year-old, joined for part of the time and was able to nap quietly at home when she was tired. Molly and Alfie always go nuts when we pick them up from daycare, but when we got them from Andrew they were super mellow, wagging their tails, and happily said goodbye to him. Andrew is communicative and really helped us out by keeping the dogs for an extra two hours when our flight was delayed. He even sent them home with goodie bags from their walk to Fish and Bone! I enthusiastically recommend Andrew and will be booking him again!”

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Catherine M.
Sitter Profile Image: Rachel T.
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Rachel T.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Riverton, Portland, ME, 04103

“Hank and his mom Rachel were such a blast for our dog Bode to stay with. He had a great week of playtime, couch time, and what looked like hours of dog parkour. We will absolutely be sending Bode back.”

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Kaitlyn W.
Sitter Profile Image: Seth M.
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Seth M.
from
$65
per night
5.0 out of 5 stars
• 52 reviews
11 repeat clients
39 years of experience
Scarborough, ME, 04074

“A 5 star hotel stay for your furry friend. Seth and his are amazing. From first contact to pick they were amazing. Feels like you dropped your dog with a family member. I am so amazed Thank you for the care.”

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Rene E.
Sitter Profile Image: Lindsay G.
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Lindsay G.
from
$70
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
2 years of experience
East End, Portland, ME, 04101

“Lindsay was so great! My two cats were only with her for a short stay but she was very responsive, sent updates with photos, and followed their care instructions incredibly precisely. My boys seemed to come back super comfortable and happy.”

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Ilana R.
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 was absolutely fantastic!! She sent lots of pictures and had great communication. I could tell she took excellent care of my doggo and he was so happy at pick up. He has his quirks, but she clearly knew how to handle them and was completely unbothered by them. Will definitely be using her again when back in the area!”

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Abey H.
Sitter Profile Image: Audrey & Zachary T.
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Audrey & Zachary T.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Dayton, ME, 04005

“Birdie came back happy and healthy! We so appreciate the kind care she received with Audrey and Zachary. They were responsive and flexible! Thanks!”

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Kaeli S.
Sitter Profile Image: Lauren L.
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Lauren L.
from
$75
per night
5.0 out of 5 stars
• 28 reviews
2 repeat clients
25 years of experience
South Portland, ME, 04106

“Lauren took excellent care of Sailor! She was so relaxed and provided updates and pictures! I would definitely recommend Lauren, and will be using her again!”

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Mackenzie 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

“Emily and Spencer were fabulous with Coco and I would highly recommend them! Emily was great with communication and sending pictures, which I really appreciated. You can tell that they really got to know and enjoy our dog, which meant a lot. Our dog was taking some medication during her stay and Emily did a great job administering them for us. I am looking forward to our Coco staying with them again!”

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Kirsta M.
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Dog parents share their Rover experiences - Chebeague Island

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5.0 out of 5 stars

Ziggy had such a great time with Lizzy. She took him on lots of adventures and gave us tons of updates. He came home tired and happy, it was a great fit. She was so easy to communicate with too! We will definitely book with Lizzy again!

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Joseph C. & Elizabeth K.
Boarding
5.0 out of 5 stars

Elizabeth is excellent. She took great care of our pups. We could tell she really enjoyed them and treated them as her own!

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Scott W.
Boarding
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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 - Chebeague Island

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FAQs for Dog Boarding - Chebeague 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 Chebeague 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 Chebeague Island.

Tip: 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 Chebeague 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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