House Sitting in Winter Harbor

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.
Calendar Recently Updated
Jake L.
1.
Love meeting new doggos!Bar Harbor, ME, 04609
House Sitting, Drop-In Visits, Dog Walking

Jake was great! He watched our apartment and energetic 2-yo Aussie mix while we were away for the weekend, and sent us lots of pictures and updates! Having a co… (more)

from
$38
per night
Confirmed availability: Memorial day
christina l.
Experienced dog owner who loves aniEllsworth, ME, 04605
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have owned dogs for over 13 years and cats for 20 years. My pets are members of the family and are spoiled rotten. Your pets will get plenty of pla… (more)

from
$40
per night
Confirmed availability: Memorial day
Lindsay S.
Open availability!Bangor, ME, 04401
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Lindsay has always had a love for animals. At a young age, she began volunteering at a local animal shelter where she cared for cats and dogs. She also lovingly… (more)

from
$45
per night
Calendar Recently Updated
Zack G.
4.
Play all daySouthwest harbor, ME, 04679
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Zack is excellent with dogs and all pets. He is kind and attentive to the needs of animals and I trust him completely with my pets. He has always been a great d… (more)

from
$25
per night
Calendar Recently Updated
Elizabeth G.
Dedicated loving pet sitterNorthport, ME, 04849
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Liz took excellent care of our home and our dog while we were away. She spent plenty of time with Sonny, making sure he was happy, healthy and comfortable. Liz… (more)

from
$25
per night
Confirmed availability: Memorial day
Lots of cuddles and pets!Bar Harbor, ME, 04609
House Sitting, Drop-In Visits, Dog Walking

Dogs seemed to love her company. Easy to communicate with for making arrangements and while we were away. House/yard were great upon our return. Took care of … (more)

from
$36
per night
7.
Walks are better with furry friendsBar Harbor, ME, 04609
House Sitting, Drop-In Visits, Dog Walking

Sarah has been a farm, house, and pet sitter for our neighborhood for 8 years. She is very responsible and has a great deal of experience working with and carin… (more)

from
$25
per night
8.
Flexible schedule, can visit / walkBar Harbor, ME, 04609
House Sitting, Drop-In Visits, Dog Walking

Darren has taken care of our dog Hazel many times, when we have to leave town for a night or two. He is very caring and loves spending time with Hazel, and we … (more)

from
$32
per night
Confirmed availability: Memorial day
Hardcore animal lover looking for $Brooklin, ME, 04401
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I treat all forms of life equally and I understand the needs of animals and when they need it. I understand their need to be loved, to explore, to ru… (more)

from
$25
per night
Confirmed availability: Memorial day
10.
The Kibble KlubSurry, ME, 04684
House Sitting, Drop-In Visits, Dog Walking

Meghan watched our 2 big dogs in our vacation rental so we could do people things. She took very good care of them. I would definitely reccomend her. (more)

from
$35
per night
11.
loving animals is my passionSullivan, ME, 04664
House Sitting, Drop-In Visits, Dog Walking

About: hello! My name is Amber, I have a 3 year old beagle lab. His name is benji! I’m trying to start my own pet care/sitting business. This is my first s… (more)

from
$40
per night

Rover also offers House Sitting in:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Winter Harbor house sitting needs. On Rover, it's easy to find a loving dog sitter in Winter Harbor who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Winter Harbor house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Winter Harbor for your dog — people who'll treat him like family.