House Sitting in Cumberland

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Jackie P.
1.
Experienced care taker and walkerDeering Center, Portland, ME, 04103
House Sitting, Drop-In Visits, Dog Walking

Jackie was amazing! She sent us regular picture/text updates, and we could tell that the animals had a nice full weekend. She was kind enough to wash/redress … (more)

from
$40
per night
Calendar Recently Updated
Christina R.
Worry No More Pet CareGorham, ME, 04093
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Christina was fantastic! She is provided picture updates throughout her stay and had great communication leading up to the stay. She is very professional and we… (more)

from
$35
per night
Calendar Recently Updated
Matthew E.
All Shapes and Sizes Loved HereWest End, Portland, ME, 04102
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Easy to communicate with. He took good care of our dog and home; we would gladly recommend Matthew! (more)

from
$38
per night
Calendar Recently Updated
Kelsey C.
4.
Grad student who is a pet loverSouth Portland, ME, 04106
House Sitting, Drop-In Visits, Dog Walking

I have had Kelsey watch my dog on many occasions and has yet to fail and of my requests. She is beyond what any care giver has been for me and I would recommend… (more)

from
$30
per night
Calendar Recently Updated
Eliot J.
5.
Pet care professional for 12 yearsRosemont, Portland, ME, 04103
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Eliot was great! Our furry friends were well taken care of and were in great spirits when we arrived home. It was wonderful to have a trusted sitter watch over … (more)

from
$75
per night
Confirmed availability: Memorial day
6.
Ready to love your 4 legged lovesWestbrook, ME, 04092
House Sitting, Drop-In Visits, Dog Walking

Meagan loves dogs and has had dogs of her own. They slept with her or in her room! Meagan is very kind, loyal, and passionate about animals. She has even befr… (more)

from
$30
per night
Confirmed availability: Memorial day
Have Leash will Travel!Freeport, ME, 04032
House Sitting, Drop-In Visits

Christina was awesome! She was a great communicator, and made sure she understood all of our instructions clearly. We got daily photos of the animals. She obvio… (more)

from
$70
per night
Confirmed availability: Memorial day
YOUR FUR BABIES BEST FRIEND!!!!!East Bayside-India Street, Portland, ME, 04101
House Sitting, Drop-In Visits, Dog Walking

Maureen cared so much for our pups and we will be booking with her again. Thank you, Maureen!! (more)

from
$35
per night
Calendar Recently Updated
9.
Your BFF’s other BFFValley Street, Portland, ME, 04102
Dog Boarding, House Sitting

I can't recommend Katie enough to take care of your pups! Katie has taken care of my two dogs on multiple occasions, and has showered them with nothing but love… (more)

from
$55
per night
Confirmed availability: Memorial day
10.
I love animals and will love yoursNorth Yarmouth, ME, 04097
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Oksana was amazing, as a dog mom of a very picky chihuahua and a dog with medial issues ibalwaya get nervous leaving them. She made me feel comfortable, was abl… (more)

from
$68
per night
Confirmed availability: Memorial day
11.
Happy to care for your furry friendCumberland, ME, 04021
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

When it was time to go on a trip for a week, we needed someone to watch Zoe, and as over-protective dog parents we did our homework. Julie was absolutely fantas… (more)

from
$60
per night
Confirmed availability: Memorial day
12.
Liz 
Verified Background Check
To the trails we go! Or the couchOcean Avenue, Portland, ME, 04103
House Sitting, Drop-In Visits, Dog Walking

Liz was great with my pup! She tuckered her out and sent me pictures which was really nice. Highly recommend (more)

from
$50
per night
Confirmed availability: Memorial day
We don't deserve dogs...Riverton, Portland, ME, 04103
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cristina has been AMAZING! She is communicative and our puppy loves her. We feel completely confident and at ease when we know he’s in her care. (more)

from
$45
per night
Confirmed availability: Memorial day
14.
Experienced Animal Lover/CaretakerWest End, Portland, ME, 04102
House Sitting, Drop-In Visits, Dog Walking

Katie is awesome! Super sweet, caring, print, great communication and amazing! She took excellent care of 7 month old Puggle! We will definitely use her again! (more)

from
$35
per night
Calendar Recently Updated
15.
Ultimate Outdoorsy Animal LoverNorth Deering, Portland, ME, 04103
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

We are so happy to have found Jordan! Her flexibility, professionalism, and love for animals helped us to fully relax on our vacation. We experienced a very l… (more)

from
$35
per night
Confirmed availability: Memorial day
Love ALL doggos 🐶North Deering, Portland, ME, 04103
House Sitting, Drop-In Visits, Dog Walking

Brittany did a great job watching our senior kitty for over a week while we were on vacation. Not only was Dusty happy to have her there, Brittany kept in touc… (more)

from
$35
per night
Confirmed availability: Memorial day
Pet Sitter - Animal LoverNorth Deering, Portland, ME, 04103
House Sitting, Drop-In Visits, Dog Walking

This was a perfect experience! Our pets loved her, and were well cared for. She was friendly and professional, and we will definitely be contacting her again if… (more)

from
$30
per night
18.
Responsible Animal LoverFalmouth, ME, 04105
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sofie stayed over several nights with my active kittens. She was very communicative and sent pictures. They are pretty easy to care for but needed extra supervi… (more)

from
$50
per night
Confirmed availability: Memorial day
19.
Home all day! Familiar with rescuesFalmouth, ME, 04105
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Molly took great care of our Norman while we were out of the country. Norman was as happy as could be when we arrived home. And to our sweet surprise, Norman wa… (more)

from
$45
per night
20.
Energetic, Flexible, CompassionateFalmouth, ME, 04105
House Sitting, Drop-In Visits, Dog Walking

Lily did an excellent job taking care of our two pups over the weekend. She kept us updated with photos throughout her stay. Our dogs were happy and healthy … (more)

from
$80
per night

Rover also offers House Sitting in:


Rover.com is the simple, savvy way to find and book Cumberland house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Cumberland on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Cumberland house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.