House Sitting in Cumberland

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amy Y.
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Sitter Profile Image: Amy Y.
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1. Amy Y.

I would love to care for your pets.
Westbrook, ME, 04092
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
14 repeat clients
from
$55
per night

We were skeptical about leaving our two dogs with anyone but familiar family members, as they can be a lot! One of our dogs is especially anxious around new people. Amy was great and came over to meet our dogs beforehand to help ease their (and our) anxiety. Amy stayed at our house for the weekend we were away and sent many updates, pictures and videos throughout the days. Amy was very knowledgeable on how to handle our fearful pup. She was patient, kind and gentle. We are very grateful we found Amy to watch our animals. We would definitely recommend Amy to others!

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Sitter Profile Image: Craig & Chelsea B.
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Sitter Profile Image: Craig & Chelsea B.
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2. Craig & Chelsea B.

Rover 101
We'll treat your pets like family!
Topsham, ME, 04086
17.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
100 reviews
47 repeat clients
from
$65
per night

10 out of 10 ! Craig and Chelsea were amazing! Extremely professional, knowledgeable and very intuitive when it came to caring for my boy! I was very impressed with the initial on boarding and the time Craig took to understand our pet’s needs, and behaviors to ensure it was a seamless experience while we were away . He had a terrific manner in meeting our pet for the first time and one could tell immediately that this was someone that truly cared for our pet’s wellbeing. It was the first time we left our pet alone to travel since rescuing him and I couldn’t have felt more comfortable that he was in good care than if left him with a family member!! We received regular updates and came home to a spotless home . Craig went above and beyond and it was overall a terrific experience!!! Thank you, thank you , thank you !!

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Sitter Profile Image: Carla V.
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Sitter Profile Image: Carla V.
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3. Carla V.

Pet care & cuddles
Portland, ME, 04101
9.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
6 repeat clients
from
$50
per night

Carla was wonderful with our dog and cat. Our elderly cat, Ellie, was in her final stages of life, but we felt comfortable leaving her with Carla, who updated us daily, or more, on her declining health. Unfortunately, we said goodbye to Ellie the day we got home. But, we're glad she was with such a caring person her final week of life. We would enthusiastically recommend Carla as your pet sitter.

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Sitter Profile Image: Kasch T.
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Sitter Profile Image: Kasch T.
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4. Kasch T.

Can’t wait to meet your pets!
North Yarmouth, ME, 04097
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
208 reviews
82 repeat clients
from
$65
per night

Hired Kasch to care for my older doggo, G, who has little tolerance for the young pups at her usual boarding facility. This was my first time having a pet sitter in my home and wasn’t sure how my senior rescue dog would do with it as it was a first for her as well. Kasch was fabulously communicative asking questions to ensure her well-being. He was patient as my pup took her time to warm up to him. She got lots of walks and was able to stick to her usual schedule. As the weekend went on, G grew more and more comfortable having Kasch provide care. I came home to a happy, well regulated dog. I highly recommend Kasch and will definitely call on his services in the future.

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Sitter Profile Image: Bryan R.
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Sitter Profile Image: Bryan R.
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5. Bryan R.

Dog loving fitness enthusiast
West Bayside, Portland, ME, 04101
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
24 repeat clients
from
$65
per night

Bryan is just what I have been searching for in a dog sitter! I have a complex crew of 3 rescue dogs, all different ages with some minor typical rescue pup issues. At our meet and greet it was clear my dogs trusted him, and after their weekend together even my more challenging and slow to warm up pittie had given in! He’s great with them and was awesome with communication and updates, a very respectful house guest and the best dog sitter! We will definitely be using his great services again soon!! Thanks so much for taking such great care of my fur babies!!

Sitter Profile Image: Molly C.
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Sitter Profile Image: Molly C.
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6. Molly C.

Maine Dog Lover
Portland, ME, 04101
9.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
3 repeat clients
from
$55
per night

Molly took great care of Nahla and my home. She’s an excellent communicator and will definitely have her back again.

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Sitter Profile Image: Zayn S.
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Sitter Profile Image: Zayn S.
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7. Zayn S.

Animal-Petting Enthusiast
Windham, ME, 04062
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$50
per night

We booked Zayn for the first time and I would highly recommend and book zayn again! She took such great care of our babies, sent pictures and had great communication. We felt she went above and beyond our expectations and we greatly appreciated her watching the dogs.

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Sitter Profile Image: Haley Jo C.
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Sitter Profile Image: Haley Jo C.
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8. Haley Jo C.

Friendly, reliable, & loves pets
Portland, ME, 04102
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$45
per night

Haley was great with my three dogs! Very communicative and responsive when I was away. Definitely will rebook her

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica P.
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Sitter Profile Image: Jessica P.
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9. Jessica P.

I'll spoil your dogs with attention
Falmouth, ME, 04105
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$75
per night

Jessica did wonderful with our dogs! They were well cared for and our house was left in perfect condition. Lots of communication. Would absolutely hire again. Thank you so much!!!

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Sitter Profile Image: Jackie P.
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Sitter Profile Image: Jackie P.
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10. Jackie P.

Fun adventure packs and walks
Oakdale, Portland, ME, 04101
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
190 reviews
75 repeat clients
from
$70
per night

Jackie was great! We had to leave our fur babies for two weeks on short notice and felt very comfortable knowing the dogs were in good hands. Jackie was able to offer them full-time care, which they are used to. She checked-in often with us on almost a daily basis with an update and/or photos. She also took care of our plants, garden and pool for us.

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Sitter Profile Image: Lily F.
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Sitter Profile Image: Lily F.
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11. Lily F.

Energetic, Flexible, Compassionate
Falmouth, ME, 04105
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
103 reviews
60 repeat clients
from
$90
per night

Lily stayed at our home for the weekend and made sure that our furry children got all the love and attention while we were away. This was our first experience with Rover, and we will certainly look for Lily again in the future! Wonderful care and communication all around. Thank you, Lily!

Sitter Profile Image: Abigail G.
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Sitter Profile Image: Abigail G.
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12. Abigail G.

Experienced animal lovers
Falmouth, ME, 04105
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$75
per night

Abigail was AMAZING. Besides being initially responsive, she was also available in a pinch. My dogs loved her instantly and seemed very content and relaxed when I returned home. She kept me updated with how they were doing and made sure they had a lot of play time. I couldn't have asked for a better sitter and hopefully will be able to book her again.

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Sitter Profile Image: Joshua D.
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Sitter Profile Image: Joshua D.
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13. Joshua D.

Affordable Trustworthy Reliable
Downtown, Portland, ME, 04019
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$70
per night

I've known Josh for over 15 years and have seen first hand how he prioritizes the needs of his pets. He is reliable, attentive and patient. Above this, he is committed to the comfort and well-being of any dog in his care. On a personal note, Josh understands the unique bond between a person and their canine companion. I recently had to bring my own dog to his final rest and could not have asked for a more caring and compassionate friend during what was an awful time. Peace of mind is so valuable when you need to trust your pet to the care of another. I can say with complete confidence that both you and your pet will have a great experience when you book with Josh.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mora W.
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Sitter Profile Image: Mora W.
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14. Mora W.

Loving and Dedicated Pet Sitter
Falmouth, ME, 04105
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night

Mora has cared for my dog many times over the last 2 1/2 years and I would recommend her to anyone! Caring responsible and reliable!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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15. Jessica S.

No dog to big or small 😁
Windham, ME, 04062
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night

I couldn’t recommend them more, My chihuahua loves Jessica! Reliable, caring, and trustworthy. Very knowable about animals. Couldn't ask for more in a dog sitter.

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Sitter Profile Image: Hailey W.
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Sitter Profile Image: Hailey W.
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16. Hailey W.

Loving and fun care in Portland!
Portland, ME, 04101
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$50
per night

Hailey was wonderful. Fantastic communication, very accommodating. Took great care of our high-energy border collie! Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Stephanie J.
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Sitter Profile Image: Stephanie J.
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17. Stephanie J.

Reliable and Friendly Dog Lover
East Deering, Portland, ME, 04103
7.3 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$95
per night

Stephanie is wonderful! She took such good care of Sadie - thank you!

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Sitter Profile Image: Bethany W.
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Sitter Profile Image: Bethany W.
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18. Bethany W.

I’ll love them like they’re mine!
Freeport, ME, 04032
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$50
per night

About: I’ve had pets all my life but I’ve been a sitter for friends, family, neighbors, and clients for about 16 years now. I have training in caring for puppies and seniors and can give medication in both pill and injection form. When you leave your pets with me you will be leaving them in the hands of someone who will care for and love them just as you would in your absence. I work part time in the evenings for 5 hours shifts. It makes it easy to work your pets schedules around my work and they will always be my first priority. When I take care of pets, I take care of them in your home. I find it makes it less stressful for the animal because they are in a familiar environment. I follow their routines to the letter and will spoil them rotten! I do sometimes bring my dog with me when I pet sit if your animals get along with other dogs, and you’re comfortable with it. I find it gives all the pets extra enrichment due to the ability to socialize with another dog.

Sitter Profile Image: Sara F.
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Sitter Profile Image: Sara F.
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19. Sara F.

Calm playful caregiver
Falmouth, ME, 04105
4.2 mi. away
House Sitting
5.0 out of 5 stars
1 review
from
$70
per night

Without really knowing Sarah, it was a pleasure for us to have her take care of our dogs and our house. Sarah was great, dogs loved her and she had to deal with one of our dogs having an ACL surgery, so she had to give him medication for the time we were gone. Both Bruski and Rosie were in great spirits when we got home. I would recommend Sarah for your dog and house sitting needs.

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Sitter Profile Image: Victoria M.
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Sitter Profile Image: Victoria M.
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20. Victoria M.

I'll keep them company at home!
Yarmouth, ME, 04096
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$60
per night

Vickie sent us lots of photos of our fur babies and asked clarifying questions about one of their meds which I greatly appreciated! (It's not your typical sit). We will hire her again when we need someone we trust to care for our cats, administer meds, and give insulin to one of them!

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Cumberland House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Cumberland are rated on average 5 out of 5 stars based on 4 reviews.

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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.

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