House Sitting Cumberland
Find a loving house sitter to watch over your pets and your home.
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.
“We would absolutely book Kayla again! She was incredibly communicative throughout, and from the photos she sent, it was clear our dog was happy and comfortable with her—his wagging tail said it all. Since he's not typically used to being around others, we were thrilled with how well he settled in. Kayla was also very accommodating to all of our requests. Thank you, Kayla!”
“Laurel was so amazing with our sweet and nervous pup, Pepita! Pepita has stranger danger so will bark until she cools down. Laurel was very patient, understanding and reassuring. She also sent updates during the evening, which we appreciated. Highly recommend!”
“Always so amazing with the animals. Lots of updates. Lost of pictures. She always makes sure to walk out dogs whenever she can. Very respectfully of our space and animals.”
“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!”
“Katie was wonderful taking care of our two pups! She treated them as if they were her own while we were gone. We got constant pictures and updates and they seemed to really love her. Thank you, Katie!”
“Cade exceeded our expectations with her extra care and attention for our home, dog and cat. She even sent pictures! I felt very assured that our fur babies were in excellent hands while we were out of town.”
“My husband and I one hundred percent recommend Nishat! She was communicative, professional but personable, and very quick to respond when my husband and I were desperately making last minute sitting plans for our big pup Oliver and cat Dexter! At the meet and greet, it was immediately clear that Nishat is an animal lover and during the few days she took care of our fur babies, the pictures and videos she sent made it clear our little ones were in safe and loving hands! Thank you, Nishat! Whatever pets and pet parents you take care of are lucky to have you!”
“Silvia watched my pup for an overnight while I had to travel for work and she was wonderful. Communicative, helpful and kind. Grateful for her care for my semi-nervous pup. I’m appreciative of the pre-stay meet & greet, too.”
About: Licensed and insured. 35 years of experience caring for dogs, puppies, kittens & cats. I’m good with anxious dogs & scaredy cats. I have a flexible schedule, let me know how I can help. I am currently doing Rover full-time. For many years i have lived in homes with pets and helped care for them. Currently living in a home with 1 cat, 1 dog, and 12 chickens. We also do doggy day care and do boarding- so we keep pretty busy. I always walk dogs on their leashes. I make sure to keep medications and other harmful things locked away. We have a fenced in yard, but i’m always out there with them. I try to take as good care for your animals as if they were my own.
About: I have raised three dogs and cared for a few adopted cats over the years. Having shared a long journey with my pets, I deeply understand their unique personalities and daily needs. I will treat your furry family members with the same patience, warmth, and gentle love. I have a flexible daily schedule, allowing me to give your pets undivided attention and proper care throughout the day. I am available for walks, drop-in visits, and sitting according to your preferred routine "I maintain a safe and calm environment for all pets. Whether caring for them in my home or yours, I double-check doors, keep harmful items out of reach, and follow your exact feeding and care instructions
“Sydney is amazing!!! We have two high energy / high anxiety Boston Terriers and two very social cats - she was great with all of them! She sent adorable pictures, checked in often, sent lots of updates. The dogs clearly had a good time, the house is exactly as we left it, she was prompt, professional, and kind... Literally all the things you are looking for when you're leaving your pets home with someone for days. We'll definitely book her again any time we need someone to stay at the house!!”
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.
About: Growing up I’ve always had a cat or dog in my household. I’ve fostered puppies, raised a kitten and love hanging out with all animals. My education stems from cognitive science with a minor in canine cognition. I believe in reward based training. I think pets can effectively communicate their needs, we just need to be detailed observers of their behavior. Friends have trusted me with taking care of their pets in the past. I’m currently working part time and taking online classes. I’m sure we can figure out a walk/play routine that fits your needs, my schedule is very flexible. I love getting outside and going for walks with pets! If your dog likes to play inside, that works too! I plan to replicate your furry family members’ normal routine.
About: I recently lost my 14 y/o Coonhound (Jazzy) She was the bestest girl in the world, and the best friend anyone could ask for. I am not ready for another dog just yet, but I would love to have another heartbeat in the house. My schedule is very flexible, in the event that I have to run some errands, I am happy to take your dog for a car ride with me. I live in a quiet neighborhood with a large backyard and in close proximity to trails for long walks that I often frequent. Also, I could not be happier to have your dog hang out on the couch with me while I read or work from home.
“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!”
About: Hi! I'm Mariel! I’m a 30-year old living in Munjoy Hill. I left my full-time corporate job of 8 years to go 'all-in' doing what I love most: caring for, playing with, & exercising dogs. There is NOTHING better than a happy, snoozy pup. 🐶 💤 My schedule is very flexible. I work from home part-time so am available for shorter walks, hour long adventures, or pet-sitting. I have experience caring for all breeds, sizes, and ages. I'm a reliable & responsible dogwalker/sitter available for drop-ins or longer adventures. I also offer house & pet sitting if your pup is most comfortable at home. I have plenty of references, if needed as well!
“Once again, Ashley did a great job. It's really comforting to know that we can leave our dog Pearl with a trusted "friend". She is always so happy to see Ashley. Thanks again Ashley!”
The median cost per night for house sitting in Cumberland is $70
Pet parents share their Rover experiences - Cumberland
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Cumberland
Select a filter and find qualifying sitters offering house sitting.Sitters in Cumberland average 4 repeat house sitting clients
FAQs for House Sitting - Cumberland
Frequently asked questions about Rover
As of November 2026, there are 624 sitters on Rover offering House Sitting across Cumberland. Enter your ZIP code to see which available sitters are closest to your home.
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.
Tip: 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 Rover Guarantee, 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 Rover's Trust & Safety page.
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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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 with handling special pet needs in Cumberland. On Rover:
- 92% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.
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