Dog Boarding Cumberland

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 12
pet parents in Cumberland have booked dog boarding

Cumberland, 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: Natalie & Timothy K.
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Natalie & Timothy K.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Cumberland, ME, 04021

“We are so happy that we found Natalie & Tim. They instantly made Penny feel safe and loved. We had total peace of mind. I highly recommend them for any pet care needs!”

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Theresa D.
Sitter Profile Image: Kyle & Mariah H.
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Kyle & Mariah H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 31 reviews
7 repeat clients
10 years of experience
Gray, ME, 04039

“They were so fabulous!!! Watched my girl Winnie on my wedding night. They picked her up, dropped her off and were super flexible on what was a crazy day. Would definitely recommend!!!”

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Paige & Blake D.
Sitter Profile Image: Simon Y.
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Simon Y.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
35 years of experience
North Deering, Portland, ME, 04103

“Simon was so nice and welcoming, and my dogs seemed very happy. I got a bunch of pictures showing me how comfortable and at home my dogs felt from the first moment. We will certainly call Simon when we are in the area again!”

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Jessica L.
Sitter Profile Image: Molly & Ricky W.
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Molly & Ricky W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 79 reviews
28 repeat clients
20 years of experience
Westbrook, ME, 04092

“Molly was amazing! She took great care of our pup, sending lots of pics and keeping us updated along the way. Vargas came home happy and tired - exactly what we needed :)”

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

“This was our second time booking with Cassidy family, and once again we’re so grateful she was able to accommodate a last-minute request! It gave us real peace of mind knowing Lucky was in good hands. She sent photo updates throughout the stay, which we really appreciated. Her dog and children were both incredibly sweet and gentle with Lucky — it’s clear they’re a dog-loving household. We’re confident Lucky was well cared for and would happily book with her again!”

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Chengyuan L.
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

“Our dog Maisie had a great time with Heidi while we were away on vacation! Heidi was very easy to communicate with and has a wonderful space for the dogs in her care. We felt very comfortable leaving Maisie with her and appreciated the videos she shared. We would definitely work with her again!”

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Virginia M.
Sitter Profile Image: Katie T.
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Katie T.
from
$50
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
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: 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: 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

“Katie went above and beyond with Reba! She was very responsive and accommodating and gave our dog plenty of love and attention during our stay in Portland. I would highly recommend Katie for anyone needing dog sitting services and we will definitely be reaching out to her the next time we're in the Portland area.”

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Cameron S.
Sitter Profile Image: Lindsay A.
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Lindsay A.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 36 reviews
12 repeat clients
17 years of experience
East End, Portland, ME, 04101

“Lindsay was great! We were traveling to Portland from out of town and she was very clear and prompt with communication to arrange plans. The girls had a relaxing evening with Lindsay.”

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Reedie K.
Sitter Profile Image: Katherine H.
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Katherine H.
from
$50
per night
5.0 out of 5 stars
• 1 review
20 years of experience
Yarmouth, ME, 04096

About: We are a family eager to care for your pup! We also have a Bernadoodle who loves other dogs and is looking forward to a playmate!! Your dog will have lots of attention, exercise, and playtime with our dog. Only brief stays alone at our house when necessary. We will do our best to make your dog feel at home! Please let us know your dog’s routine so we can make their stay as comfortable and safe as possible! We will stay in touch while you are away!

Sitter Profile Image: Patrick F.
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Patrick F.
from
$30
per night
4 years of experience
East End, Portland, ME, 04101

About: I have a beagle named Lily, had her about 4 years now and we do a lot walking and hiking! I really love dogs, grew up with them always in the house. I am new to doing this professionally but I think it would be a very fulfilling job for me. I work part time at the moment and am available all day for walks and boarding Monday, Tuesday, Thursday. Also available for walks only until 3 pm Friday and Saturday. I live in an apartment in a very walkable area. For boarding your pet will be kept company at all times with my dog Lily and I. Lily is a very sweet beagle, she has spent plenty of time at daycare playing with other dogs all day, so she shouldn't have any problems with another dog spending the night.

Sitter Profile Image: Michael M.
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Michael M.
from
$45
per night
5.0 out of 5 stars
• 1 review
1 repeat client
1 year of experience
Westbrook, ME, 04092

About: Hi, my name is Michael and I am a proud owner of a beautiful King Charles Cavalier Spaniel and my dog and I would both love to have your pups company. Please let me know if you have any special instructions and I promise your pup will have a comfortable stay with many fun walks. Thanks! I provide 5 walks a day for my own pup and would love for your dog to join. I work from home so your dog will have ongoing company throughout most of the day. I have one friendly dog in a quiet calm environment with no children. I will feed and walk your doggy as requested, and can provide lots of pets as well.

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 provides such a welcoming and calm space. My anxious dog warmed right up to her and she understood his boundaries well. She has great knowledge of dog behavior and signals, which puts me at ease while I’m away.”

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Katie S.
Sitter Profile Image: Breanna P.
Verified Background Check
Breanna P.
Star Sitter
from
$85
per night
4.9 out of 5 stars
• 45 reviews
14 repeat clients
14 years of experience
Bowdoin, ME, 04287

“Breanna was a great host for our lab Bailey while my family and I were out of town for a week. We received regular updates on how Bailey was doing throughout the week, with images that highlighted that my dog was having a great time. I will rebook with Breanna again, and would recommend her without any reservations.”

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Fritz H.
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 is the best! We went on vacation for ten days and she took such good care of our Charlee. They went on adventures and she sent lots of pictures. Charlee felt right at home and Lauren will be our first call next time we need a dog sitter.”

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Christopher M.
Sitter Profile Image: Jenna M.
Verified Enhanced Background Check
Jenna M.
from
$120
per night
5.0 out of 5 stars
• 19 reviews
3 repeat clients
20 years of experience
Libbytown, Portland, ME, 04102

“Jenna was very great! I came from out of town and we even had a change of schedule and she adjusted for us. She was very responsive and sent pictures. She was on time and communicated well!”

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Jennifer F.
Sitter Profile Image: Andrew L.
Verified Enhanced Background Check
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

“So happy to have connected with Andrew for my pup's recent weekend adventureaway from home. She is little and can be timid but he created an environment that kept her happy and I could tell from the photos he sent that she was feeling safe. Andrew was great to communicate with -- no surprises and always quick reply. Also he did not laugh at me when I showed up with her overnight bag which was....as big as mine. We'll be back for sure!! Very grateful.”

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Susan F.
Sitter Profile Image: Carmen H.
Verified Background Check
Carmen H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 119 reviews
30 repeat clients
7 years of experience
Old Orchard Beach, ME, 04064

“Carmen did an amazing job with Jerry’s overnight stay. She sent lots of pictures and updates throughout the day. She also ensured that he had a potty break right before pick up! I am super grateful for her help with Jerry and helping my shy pup feel comfortable being away from home. I know Jerry is safe in her care. Thank you again!”

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Gabriella W.
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The median cost per night for dog boarding in Cumberland is $65

Dog parents share their Rover experiences - Cumberland

1 / 1
5.0 out of 5 stars

Natalie and Tim were wonderful with my poodle. Exceptionably personable with a perfect home for hosting dogs. I really appreciate there expertise and willingness to exercise my guy at the local dog park. Great experience with them!

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PAUL P.
Boarding
5.0 out of 5 stars

Natalie and Timothy took wonderful care of our pup King. He loved their dogs and being a part of the pack. I am so thankful to have met them! With Natalie and Timothy we know that King is safe and happy!

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Tahira K.
Boarding
5.0 out of 5 stars

We are so happy that we found Natalie & Tim. They instantly made Penny feel safe and loved. We had total peace of mind. I highly recommend them for any pet care needs!

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Theresa D.
Boarding
1 / 1
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  • 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?

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  • 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

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Popular requests for dog boarding - Cumberland

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Sitters in Cumberland average 8
repeat dog boarding clients

FAQs for Dog Boarding - Cumberland

Frequently asked questions about Rover

The average cost of Dog Boarding in Cumberland is $61 per night as of October 2026. Most bookings cost between $56 and $69 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 283 sitters on Rover offering Dog Boarding across Cumberland. Enter your ZIP code to see which available sitters are closest to your home.

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.

96% of sitters in Cumberland can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Cumberland 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 Cumberland.

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 Cumberland 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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