Dog Boarding in Cumberland

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

Pick up
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Cumberland dog boarders

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

1 / 1
Sitter Profile Image: Abigail & Neil F.
Verified Enhanced Background Check
Abigail & Neil F.
from
$50
per night
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
North Deering, Portland, ME, 04103

Neil and Abby were great. Good communication and our dog was very happy there - lots of good play time with their dog Molly. Would definitely have Delta board with them again in the future!

Profile image
Emily C.
Sitter Profile Image: Danielle A.
Verified Enhanced Background Check
Danielle A.
Star Sitter
from
$43
per night
5.0 out of 5 stars
69 reviews
27 repeat clients
19 years of experience
Windham, ME, 04062

Danielle took amazing care of my dog! She sent pupdates and kept me in the loop. It was the first time my dog stayed away from home at someone’s place other than my families and I felt very comfortable with. I will definitely continue to use Danielle as my dog sitter.

Profile image
Kelly T.
Sitter Profile Image: Elisabeth K.
Verified Enhanced Background Check
Elisabeth K.
from
$45
per night
5.0 out of 5 stars
32 reviews
5 repeat clients
14 years of experience
Stroudwater, Portland, ME, 04102

We could not ask for a better dog sitter for our good boy! Elisabeth is truly a little dog whisperer—so caring, patient, and incredibly attentive to every detail. From the moment I met her, it was clear how much she genuinely loves dogs and understands their individual personalities and needs. She keeps us updated with lots of adorable photos and makes sure our dog felt completely at home, relaxed, and loved. The fun adventures she took them on made it feel like a real doggy vacation, not just a stay. Our dog comes home happy, calm, and clearly well cared for. It gives us total peace of mind to know our pup is in such loving and capable hands. We will 100% continue to book with Elisabeth again and recommend her to anyone looking for an exceptional sitter! 🐾💛

Profile image
Hilary K.
Sitter Profile Image: Kyle & Mariah H.
Verified Enhanced Background Check
Kyle & Mariah H.
from
$65
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
10 years of experience
Gray, ME, 04039

Mariah, Kyle and family took good care of our 10 yr. old Portuguese Water Dog during our week long family vacation. They treated him like he was part of the family and he enjoyed being around their dog and another one they were also boarding. Having a fenced in yard was perfect for playing and getting exercise. They were easy to communicate with and wonderful about giving regular updates and sending photos.

Profile image
Ann D.
Sitter Profile Image: Marna A.
Verified Enhanced Background Check
Marna A.
from
$65
per night
4.9 out of 5 stars
125 reviews
52 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!

Profile image
Alexis H.
Sitter Profile Image: Krista I.
Verified Enhanced Background Check
Krista I.
from
$38
per night
5.0 out of 5 stars
15 reviews
1 repeat client
30 years of experience
East Bayside-India Street, Portland, ME, 04101

Krista was so fantastic! My dog Dean can sometimes have separation anxiety but he was immediately calmed by Krista and it was clear from the photos she sent that he was comfortable and happy throughout his stay. Krista was incredibly warm and communicative, and treated Dean like he was her own (such as allowing him to cuddle in the bed!). I definitely plan to reach out to Krista anytime I need a dogsitter in Portland.

Profile image
Brooke M.
Sitter Profile Image: Jake F.
Verified Enhanced Background Check
Jake F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
West Bayside, Portland, ME, 04101

Jake was amazing with my dog, Ridge! From the very start he was friendly and easy to communicate with, and he kept me updated the whole time with plenty of photos. Ridge looked so happy and well-cared for in every picture, which gave me a lot of peace of mind while I was away. Jake was professional, reliable, and clearly loves spending time with dogs. I’d absolutely book him again and highly recommend him to anyone looking for a trustworthy sitter!

Profile image
Andy G.
Sitter Profile Image: Muriel H.
Verified Enhanced Background Check
Muriel H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
25 years of experience
Riverton, Portland, ME, 04103

Muriel took amazing care of our cat Zim! She sent us picture updates every single day. Highly recommend her (and her daughter) for pet sitting services!

Profile image
Shawn R.
Sitter Profile Image: Kymberly & Robert D.
Verified Enhanced Background Check
Kymberly & Robert D.
from
$75
per night
5.0 out of 5 stars
3 reviews
1 repeat client
55 years of experience
Yarmouth, ME, 04096

Kymberly and Robert always do such a great job with my Mala. Mala is 15 years old now and has stayed with them many times. She always knows when I pack her travel bag that she will get to vacation with them, and she gets so excited! Ours dogs are family, and it can be hard to leave them, but I never have any concerns whatever when I leave Mala with Kymberly and Robert. They are my trusted sitters!

Profile image
Tracye D.
Sitter Profile Image: Hannah D.
Verified Enhanced Background Check
Hannah D.
from
$60
per night
5.0 out of 5 stars
7 reviews
6 years of experience
Freeport, ME, 04032

Hannah was so great with Scout! Scout was a little nervous being in a new setting, but it was very clear how much Hannah went out of her way to make her feel more comfortable!

Profile image
Nick F.
Sitter Profile Image: Michaela J.
Verified Enhanced Background Check
Michaela J.
Star Sitter
from
$60
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
4 years of experience
Parkside, Portland, ME, 04101

Michaela was great with Barley for an evening so my wife and I could go to a festival. Even in the relatively short time, she sent multiple photos and videos of Barley clearly having a great time with Michaela, her partner, and her dog Gus. I would recommend her to anyone in Portland!

Profile image
Alex C.
Sitter Profile Image: Viva L.
Verified Enhanced Background Check
Viva L.
Star Sitter
from
$93
per night
5.0 out of 5 stars
95 reviews
24 repeat clients
29 years of experience
Parkside, Portland, ME, 04102

Viva is awesome. Timely, communicative and thoughtful with her questions. She made sure all the boxes were checked in terms of my dogs needs and habits. Pictures and updates everyday, which was awesome! She and her partner took the time to bring her on some great adventures too. Totally thankful for a no-stress experience so I could enjoy my vacation!

Profile image
Julia M.
Sitter Profile Image: Joshua K.
Verified Enhanced Background Check
Joshua K.
from
$50
per night
5.0 out of 5 stars
6 reviews
18 years of experience
South Portland, ME, 04106

Joshua took great care of my dog Misha! I really appreciated the photos and check ins while I was away. Would definitely board with him again!

Profile image
Gabby W.
Sitter Profile Image: Anne B.
Verified Background Check
Anne B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
93 reviews
37 repeat clients
30 years of experience
Westbrook, ME, 04092

Our pups spent the week being loved and pampered while we were away. Anne provided constant updates and gave us a great peace of mind while we were away! Excellent care!❤️

Profile image
Celeste G.
Sitter Profile Image: Lily C.
Verified Enhanced Background Check
Lily C.
from
$45
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
7 years of experience
Saco, ME, 04072

Lily was wonderful! She sent many great pictures of my pup having so much fun. We are looking forward to having her watch Lucy when we go on vacation I am confident Lily will take great care of Lucy while we are away.

Profile image
Christine L.
Sitter Profile Image: Claudia & Jason M.
Verified Enhanced Background Check
Claudia & Jason M.
from
$60
per night
5.0 out of 5 stars
12 reviews
1 repeat client
10 years of experience
Oakdale, Portland, ME, 04103

Claudia and Jason were wonderful with Lawson! They kept me updated throughout the day with plenty of pictures and details about their activities. Their attention to detail was exceptional, and they made sure Lawson was comfortable the entire time. I would absolutely recommend them to friends!

Profile image
Jenna D.
Sitter Profile Image: Heidi A.
Verified Background Check
Heidi A.
Star Sitter
from
$48
per night
4.9 out of 5 stars
440 reviews
219 repeat clients
15 years of experience
Gorham, ME, 04038

Heidi was amazing. Super flexible and helpful and our dog, Ghost, really enjoyed his time there! She is clearly very knowledgeable when it comes to animals and their behaviors. Would absolutely use again. Thank you Heidi!!!

Profile image
Elizabeth M.
Sitter Profile Image: Derrick G.
Verified Enhanced Background Check
Derrick G.
from
$45
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Buxton, ME, 04093

My puppy loved everything about her stay with Derrick and family. She was well cared for and I was provided pictures documenting her stay. Would highly recommend.

Profile image
Ben S.
Sitter Profile Image: Yuki (Xue) Y.
Verified Enhanced Background Check
Yuki (Xue) Y.
from
$68
per night
5.0 out of 5 stars
23 reviews
10 repeat clients
8 years of experience
Riverton, Portland, ME, 04103

Yuki was so great with our dog, Sadie! Her apartment is perfectly set up to welcome a dog and had toys at the ready. She kept Sadie entertained while we discussed her routine and needs. We felt very relieved to have found Yuki for Sadie's overnight care and we got some happy pictures of her while we were away. Yuki was very communicative and we appreciated her flexibility on timing of the drop offs and pick up. We look forward to having Yuki care for Sadie again. Thank you!

Profile image
Rachel F.
Sitter Profile Image: Amy Y.
Verified Background Check
Amy Y.
from
$43
per night
5.0 out of 5 stars
146 reviews
38 repeat clients
8 years of experience
Westbrook, ME, 04092

Amy was great with my two Bernedoodles. I had a lot of anxiety leaving them and she made sure to send lots of pics that made me feel better. She was great at communicating and I would definitely board my dogs with her again.

Profile image
Brittney S.
1 / 1
View more sitters

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. 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 $65

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 9
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Cumberland dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, 284 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, 92% of Cumberland dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Cumberland have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 284 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, 97% 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.