Dog Boarding in Cumberland
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Cumberland dog boarders

“Cindy was great to work with. We met her for a meet and greet with our dog before we booked. She was very friendly and made us feel confident that she would take great care of Brady. She sent us daily photos and you could tell the dogs love her backyard. We even got a photo of Brady taking a nap snuggled up next to her.”



“Our pup is a sensitive, nervous guy. Marna made sure he felt loved and at home. I could tell he was having fun with her family through the photos she sent. She filled us in each day and sent photos. 🤩 Will definitely use Marna again!”



“Natalie took great care of Fletcher! We were nervous to leave him for longer than we had before, but Natalie sent plenty of updates and pictures, and fletcher came home happy and tired ?”


“I couldn’t be happier with the care Kelly provided for my dog! From the moment we met, I could tell she had a calm and gentle energy—exactly what my dog needs, especially since he can be a little anxious sometimes. When I picked him up, he was totally relaxed and happily tired out, which is always a great sign that he felt comfortable and well cared for. Kelly is not only incredibly nice but also clearly very in tune with dogs and their needs. It gave me so much peace of mind knowing he was in such good hands. I highly recommend her to anyone looking for a trustworthy and caring pet sitter. We’ll definitely be back!”


“Gisli is well taken care of, and made to feel part of the family. He's usually quite reserved when being introduced to new people and places, but seems quite relaxed and comfortable after his visits. Highly recommended!”


“Our pup had an amazing time! He seemed right at home and we had great communication throughout his stay. We would definitely reach out again if we need a sitter in the future!”


“Heidi is so amazing. She cares for our pets like family. She even allowed a late pick up at 10pm which is absolutely incredible due to our delayed travel issues. Wonderful pet sitter and I will use her again for our Pyrenees dog and our 2 cats ❤️❤️❤️”


“Claudia and Jason were an absolute lifesaver. We needed a last minute sitter while visiting Maine and they came through. Drop off was a breeze and I knew Chase was in good hands. Regular updates including photos reassured myself and the kids that Chase was doing well. I can’t thank them enough and I can honestly attest that your dog is in good hands with them. I would absolutely without hesitation use them again if we’re in town.”


“I was nervous to leave Maisey for a whole week, but I felt comfortable after meeting Molly in person, and all the photo updates I received confirmed that Maisey had a good time. Highly recommend!”


“Audrey was an amazing caregiver to our dog Corey for a multiple day/overnight stay at her home. She was reliable and wonderful with her and we would leave her there again without hesitation. She made sure she had all of the information she needed before hand and kept in touch with updates and pics throughout the stay. Corey loved the many walks in the woods! Will definitely be back!”


“Christina was great with Molly and treated her as if she was her own. They bonded right away and Molly was very happy and comfortable. It gave me great peace of mind to know she was being so well looked after. I will definitely use Christina again!”


“Viva once again provided a second home for our sweet boy. He trusts her implicitly as do we. She’s super conscientious about making sure he’s comfortable, active and well loved. And she always sends us the best photo updates!”


“This is the third time we have left our pup with Jennifer. She does a great job of sending daily (twice daily) updates and photos. We know Max is well cared for and well loved when he stays there. He loves Maya as well!”


“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.”


About: I’ve lived with dogs my entire life and have taken on some of my friend’s dogs while they were away without issues. I also have experience taking care of my dog after severe leg surgery that left her unable to use her rear legs for a month. I am currently working from home, so I will always be around to make sure your dog is safe and happy. I will also be available to let them out frequently and go on walks. We have a house far from the road that is secluded from other houses or people. We have a large backyard they can play in with my 3 year old lab mix. I can crate them at night if needed or leave them out to sleep on one of the many dog beds depending on your preference.

“Sarah was wonderful! Our boy, King had a happy long weekend with Sarah! She sent plenty of updates and photos and made it easy to get out of town and we didn’t feel rushed to return. We will happily leave our fur baby in her care again! Thank you Sarah for taking such good care of our boy!”


About: I've always had dogs in my life, and I think they deserve to be treated with love, patience & spoiled too! I'm comfortable with teacup-sized to the biggest dogs. I have a lab named Penne who loves to welcome new friends into our home! I work from home, so I have plenty of time to give pups all the love they need during their stay. I usually walk Penne 3x a day in Deering Oaks & let her run around the fenced-in yard if the weather is nice. For puppies I can do more-frequent runs! I am generous with treats, happy to have pets on furniture, and love to give pups love. I understand the concern with leaving your pup behind during work or a trip all too well, so I'm happy to give regular updates & pictures!
Loving dog boarding sitters in your neighborhood
Search Results


Cindy T.Star Sitter

“Cindy was great to work with. We met her for a meet and greet with our dog before we booked. She was very friendly and made us feel confident that she would take great care of Brady. She sent us daily photos and you could tell the dogs love her backyard. We even got a photo of Brady taking a nap snuggled up next to her.”




Marna A.Star Sitter

“Our pup is a sensitive, nervous guy. Marna made sure he felt loved and at home. I could tell he was having fun with her family through the photos she sent. She filled us in each day and sent photos. 🤩 Will definitely use Marna again!”


Elisabeth K.

“Great stay for Miss Louise who has been exhausted sleeping on me since she got home. She loves seeing Elisabeth and her very sweet crew of dogs!”




Natalie R.Star Sitter

“Natalie took great care of Fletcher! We were nervous to leave him for longer than we had before, but Natalie sent plenty of updates and pictures, and fletcher came home happy and tired ?”


Kelly D.Star Sitter

“I couldn’t be happier with the care Kelly provided for my dog! From the moment we met, I could tell she had a calm and gentle energy—exactly what my dog needs, especially since he can be a little anxious sometimes. When I picked him up, he was totally relaxed and happily tired out, which is always a great sign that he felt comfortable and well cared for. Kelly is not only incredibly nice but also clearly very in tune with dogs and their needs. It gave me so much peace of mind knowing he was in such good hands. I highly recommend her to anyone looking for a trustworthy and caring pet sitter. We’ll definitely be back!”


Alissa B.Star Sitter

“Gisli is well taken care of, and made to feel part of the family. He's usually quite reserved when being introduced to new people and places, but seems quite relaxed and comfortable after his visits. Highly recommended!”


Kyle & Mariah H.

“Our pup had an amazing time! He seemed right at home and we had great communication throughout his stay. We would definitely reach out again if we need a sitter in the future!”


Heidi A.Star Sitter

“Heidi is so amazing. She cares for our pets like family. She even allowed a late pick up at 10pm which is absolutely incredible due to our delayed travel issues. Wonderful pet sitter and I will use her again for our Pyrenees dog and our 2 cats ❤️❤️❤️”


Vicky P.
Star Sitter


“Vicky was SO wonderful with Lola! This is the first time I’ve used Rover for boarding and I couldn’t be happier with how well Lola was cared for!”


Claudia & Jason M.


“Claudia and Jason were an absolute lifesaver. We needed a last minute sitter while visiting Maine and they came through. Drop off was a breeze and I knew Chase was in good hands. Regular updates including photos reassured myself and the kids that Chase was doing well. I can’t thank them enough and I can honestly attest that your dog is in good hands with them. I would absolutely without hesitation use them again if we’re in town.”


Molly & Ricky W.Star Sitter

“I was nervous to leave Maisey for a whole week, but I felt comfortable after meeting Molly in person, and all the photo updates I received confirmed that Maisey had a good time. Highly recommend!”


Audrey C.Star Sitter

“Audrey was an amazing caregiver to our dog Corey for a multiple day/overnight stay at her home. She was reliable and wonderful with her and we would leave her there again without hesitation. She made sure she had all of the information she needed before hand and kept in touch with updates and pics throughout the stay. Corey loved the many walks in the woods! Will definitely be back!”


Christina R.Star Sitter

“Christina was great with Molly and treated her as if she was her own. They bonded right away and Molly was very happy and comfortable. It gave me great peace of mind to know she was being so well looked after. I will definitely use Christina again!”


Viva L.Star Sitter

“Viva once again provided a second home for our sweet boy. He trusts her implicitly as do we. She’s super conscientious about making sure he’s comfortable, active and well loved. And she always sends us the best photo updates!”


Jennifer B.

“This is the third time we have left our pup with Jennifer. She does a great job of sending daily (twice daily) updates and photos. We know Max is well cared for and well loved when he stays there. He loves Maya as well!”


Kathleen B.
Star Sitter


“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.”


Connor P.
“Connor is a loving and caring pet owner and person. I have no doubt he'd do great at hosting others pets. He enjoys their company and is active with his own dog.”


Sarah C.
Star Sitter


“Sarah was wonderful! Our boy, King had a happy long weekend with Sarah! She sent plenty of updates and photos and made it easy to get out of town and we didn’t feel rushed to return. We will happily leave our fur baby in her care again! Thank you Sarah for taking such good care of our boy!”




Amy Y.Star Sitter

“Our aussie Elvis loved staying with Amy! She sent lots of pictures and videos while we were away. We loved the experience and will be working with her again.”


Alicia C.
“Alicia has had pets her entire life, and all of them lived long, happy, and healthy lives. She loves all dogs, and pats attention to what they like/listen to take care of them the way they are used to. She has dog sit for friends, and I can personally say she takes great care of our dog, Penne. She is constantly going above and beyond for her, and blows me out of the water consistently in exercising her, training her, or just generally making her feel happy and safe.”
Popular requests near you
Select a filter and find qualifying Cumberland sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Cumberland is $64
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Cumberland average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 244 sitters provided dog boarding in Cumberland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Cumberland dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Cumberland have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 8 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Cumberland.
Rover makes it easy to find Cumberland dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 244 dog boarding sitters in Cumberland on Rover, so you’re sure to find the perfect match for your dog! In Cumberland, 100% of sitters offer daily exercise, 96% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
