House Sitting Cumberland

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Cumberland, Find top rated house sitting

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

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Sitter Profile Image: James D.
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James D.
from
$60
per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
5 years of experience
Yarmouth, ME, 04096

“Jamie is great and we’ll continuing using her as long as she is available. Our 4 year old mixed breed loves Jamie! Very reliable and accommodating!”

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Pamela G.
Sitter Profile Image: Sergey T.
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Sergey T.
from
$65
per night
5.0 out of 5 stars
• 89 reviews
21 repeat clients
20 years of experience
Riverton, Portland, ME, 04103

“Sergey stayed at my house for a long weekend with my 5-month-old pup. He was very responsive and responsible, and my dog loved him! He alerted me about a small medical problem during my absence and updated me the next day. I wouldn't hesitate to ask him to care for Archie again.”

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Christine K.
Sitter Profile Image: Alyssa B.
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Alyssa B.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
4 years of experience
Gray, ME, 04039

“I can’t say enough great things about Alyssa! She was easy to communicate with, sweet, great with our two dogs (including a new puppy). She gave frequent and thorough updates with cute pictures. I felt completely at ease leaving her with both my house and my dogs! We would 100% have Alyssa back again :)”

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Alexandra M.
Sitter Profile Image: Lily F.
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Lily F.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 169 reviews
72 repeat clients
20 years of experience
Falmouth, ME, 04105

“Lily was wonderful in every way. She was responsive, friendly, and took very good care of our dog while we were gone all day in Boston! Our dog felt comfortable and safe with her. Lily is awesome!!!”

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Paula B.
Sitter Profile Image: Maricela T.
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Maricela T.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 98 reviews
19 repeat clients
20 years of experience
Brunswick, ME, 04011

“We had a wonderful experience with our pet sitter. She was incredibly kind, thoughtful, and easy to communicate with the entire time we were away. She sent lots of photos and regular updates, which gave us great peace of mind knowing our pets were happy and well cared for. She was an absolute champion when we had an unexpected power outage while we were gone. She went above and beyond by helping reboot our saltwater fish tank system so everything stayed running and we didn’t have to cut our trip short to come home. That kind of help meant so much to us. She was very responsive, reliable, and clearly cared about the animals. We’re so grateful for her help and would absolutely recommend her to anyone looking for a trustworthy pet sitter.”

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Jessica G.
Sitter Profile Image: Jordyn H.
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Jordyn H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
4 years of experience
South Portland, ME, 04106

“Jordyn is the friendliest, most reliable, dog-loving, tidiest, amazing dog sitter! She handled my two large rescue mutts with ease and joy. A truly delightful experience!”

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Stacey B.
Sitter Profile Image: Colby M.
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Colby M.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
Riverton, Portland, ME, 04103

“Colby provided excellent care for our two dogs! He was easy to chat with ahead of our trip and communicative while we were away - we appreciated getting updates. Colby was tasked with administering medication to our younger dog and he did so reliably. Pups were happy when we returned and had clearly received good care. We will certainly hire Colby again!”

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Anna R.
Sitter Profile Image: Tasia C.
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Tasia C.
from
$65
per night
5.0 out of 5 stars
• 16 reviews
7 repeat clients
8 years of experience
New Gloucester, ME, 04260

“Tasia & her partner did a nice job with our Jerry. Jerry warmed up to them immediately during the meet & greet. They took him for a great walk while watching him & followed our instructions. They were very neat with our home as well. We would book them again.”

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Sandra C.
Sitter Profile Image: Emily W.
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Emily W.
from
$85
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
12 years of experience
North Deering, Portland, ME, 04103

“Emily was great with our 3 dogs, fish, and bearded dragon while we were away for two weeks! I felt at ease the entirety of our trip with her watching our animals. She kept us updated with pictures and was available if we needed to contact her. I wouldn't hesitate to book with her again”

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Micayla S.
Sitter Profile Image: Kari B.
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Kari B.
from
$100
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
25 years of experience
South Portland, ME, 04106

“Kari did a wonderful job caring for our dog, Butters! She took care of his medical needs and was very good at communication, providing us routine updates and photos. She also left the house clean, which was greatly appreciated. We would be happy to have Kari back to help us out in the future and highly recommend her!”

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Adrian W.
Sitter Profile Image: Rose M.
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Rose M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 508 reviews
114 repeat clients
30 years of experience
Westbrook, ME, 04092

About: I grew up with dogs in my family. I have learned from my parents how to responsibly care for our dogs and that experience taught me a lot. I have two lovely dogs, Daisy, a golden retriever and Gordie, a Maltese mix from a rescue shelter. I also have two rescue kitties, short-haired Izzy and long-haired Fred. Am an active volunteer at the Animal Refuge League of Greater Portland for over two years now and loving it. I have done kennel cleaning, walking, bathing and spending quiet doggies time for rest and relaxation. As member of a team, our input is appreciated and valued. Spending time with my pets is relaxing and we enjoy exploring new and familiar places. As an added bonus, the benefit that I get by being with them is priceless. Even though I have a full time job, I still find time to do what I love to do. It is also my way of exercise. I make sure that the pet or pets is/are secured, safe and happy while under my care and also taking into account the owner's/owners' instructions.

Sitter Profile Image: McKenzie W.
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McKenzie W.
from
$50
per night
1 year of experience
Raymond, ME, 04071

About: All Paws Welcome! I have been taking care of all dogs and cats since a very young age. I grew up helping out with my aunts pet sitting business. I have a year of experience in starting my own business and am trying to build. I am available for pop in visits, dog walks and overnight home care for any needs your pet may have. Down the road I plan to be offering play groups as well I am available Thurs- Saturday from 8am - 5 pm for any pet care needs you may have. I also have a part time job that is secondary Mon-Wed. I do not offer overnight stays at my home currently. I always approach my home care with comfort and care. I have a friendly corgi that can keep your dog company but I of course know every dog is different and I always want them to feel relaxed and cozy in their environment.

Sitter Profile Image: Lily W.
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Lily W.
from
$77
per night
2 years of experience
Cumberland, ME, 04021

About: I have many years of experience caring for both dogs and cats for friends and clients. I have also fostered a dog for a span of a couple weeks. Although I don't currently have any pets of my own, I therefore have plenty of love and attention to give to every animal I care for. I enjoy keeping pets active with walks and outdoor play, spending quality time with them indoors, maintaining a clean environment, and, of course, rewarding them with treats when appropriate. I am a calm, dependable, and positive person who values routine and consistency. My goal is to make every pet feel safe, comfortable, and well cared for while you're away :) I love routine and live by my planner to stay organized. I enjoy haveing animals apart of that rontine as well, while also understanding that every pet has unique needs and that some require more time and attention than others. I consistently have Wednesdays and Thursdays free all day. I'm also available for early morning visits and evening appointments, allowing me to provide flexible and dependable care. Your pet's safety, happiness, and comfort are my top priorities. I understand that every dog and cat has different needs, and I adjust my care to match their energy level, preferences, and routine. When caring for pets in your home, I treat both your pets and your home with the utmost respect. I follow feeding schedules, administer medications if needed, keep water bowls full, clean up after pets, and make sure they receive plenty of exercise, playtime, companionship, and affection. I also provide regular updates and photos so you can feel confident that your pets are safe, happy, and well cared for while you're away.

Sitter Profile Image: Craig & Chelsea B.
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Craig & Chelsea B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 204 reviews
67 repeat clients
18 years of experience
Topsham, ME, 04086

“Craig and Chelsea were the most professional sitters we've worked with! They are extremely thorough and detail orientated and took great care of our two dogs!”

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Kristina M.
Sitter Profile Image: Michaela D.
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Michaela D.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
15 years of experience
Falmouth, ME, 04105

“Michaela lived in our house for two weeks and took great care of our terrier mix, Picasso. She sent us photos and gave us updates, including the fact that he had been upgraded at night from his kennel to her bed - which was fine with us. (We now refer to her as "Picasso's girlfriend" though I'm not sure if she knows that yet, LOL.) Anyway, when we came home, he jumped alternately between us and her, whining happily, which I took as a very good sign that he was bonded to all three of us! We felt very comfortable having her in our home with our most prized asset. We will absolutely book her again for future travels.”

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Melanie L.
Sitter Profile Image: Miranda P.
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Miranda P.
from
$125
per night
5.0 out of 5 stars
• 20 reviews
1 repeat client
18 years of experience
East Deering, Portland, ME, 04103

“This was my first time using Rover, I was a little nervous but Miranda put my mind totally at ease. She was friendly, professional, and easy to work with. My dog took to her right away. She sent updates throughout the weekend and my house was spotless. I would highly recommend her and would absolutely re-hire her. Thank you!”

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Delaney G.
Sitter Profile Image: Emily W.
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Emily W.
from
$70
per night
5.0 out of 5 stars
• 10 reviews
5 repeat clients
10 years of experience
Parkside, Portland, ME, 04101

About: 🐾 Hey there! I'm Emily, a passionate pet-sitter with a lifelong love for animals. Growing up, pets were always a part of my family, teaching me the importance of care and communication. I understand how hard it can be to leave your furry friend behind when you're away, which is why I strive to provide a loving and attentive experience for both you and your pet. I ensure they receive the same love and attention they would get at home. Can't wait to meet your adorable furry friend! 🐾 I am available mornings and evenings everyday. I work from home so I have the flexibility to check on your pet throughout the day or work from where ever your pet is! I care for animals by listening. Pets tell you what they need a lot of the time! Whether we are going on long walks, going to the dog park or just hanging out at home I’ll make sure your pet has a friend!

Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$130
per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
10 years of experience
Gray, ME, 04039

“Ashley was great. She was easy to communicate with and took great care of our house and our dogs while we were away for the weekend! We look forward to using her as our dog-sitter again in the future!”

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Kristina M.
Sitter Profile Image: Katherine S.
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Katherine S.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
8 years of experience
East End, Portland, ME, 04101

“Kate is a a wonderful pet sitter. She is very responsible with our geriatric dogs and we trust her with their care while we are away. We highly recommend Kate!”

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Heidi F.
Sitter Profile Image: Alex S.
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Alex S.
from
$30
per night
5.0 out of 5 stars
• 1 review
1 repeat client
3 years of experience
East Bayside-India Street, Portland, ME, 04101

About: I’ve taken care of dogs and cats of family and friends since I was in my teens, but more extensively in college and since. For 3 years I boarded and sat for three different family friends. I’ve personally helped raise 3 dogs and 2 cats. I’ve even helped herd sheep and tamed alpacas! I work nearly full-time as a server at a restaurant, so Wednesday to Saturday night I’m unavailable for somewhere between 6-9 hours on those days. When I have my off days I’m usually at home or out for a walk. I’m usually efficient with my errands and have extensive free time on off days. My apartment is a one bedroom, so if I’m not playing around the apartment with the pet, I’d want to bring them on a walk or to the park. I have a very comfortable bedroom conducive to nap time, and I live in the heart of Old Port. Whenever I am with pets in my house I am always looking to set up a cozy space for them to relax with blankets, pillows, their favorite toys. I try to make them feel like a proper guest in my home like anyone else. My apartment is always very quiet despite being downtown, but I would hope to find activities we could do in and around Portland to help keep them active and entertained.

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Pet parents share their Rover experiences - Cumberland

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5.0 out of 5 stars

Lily is amazing!! She takes such good care of our pup and home while we’re away. We’re so lucky to have her, and our dog loves her!! ❤️

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Hillary L.
House Sitting
5.0 out of 5 stars

Lily was wonderful in every way. She was responsive, friendly, and took very good care of our dog while we were gone all day in Boston! Our dog felt comfortable and safe with her. Lily is awesome!!!

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Paula B.
House Sitting
5.0 out of 5 stars

Cole was very good with Pixie. She took to him right away. He said she sat with him and was a good girl!

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Robin D.
House Sitting
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

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FAQs for House Sitting - Cumberland

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Cumberland walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Cumberland maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cumberland choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.

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