House Sitting Chesterland
Find a loving house sitter to watch over your pets and your home.
Over 17 pet parents in Chesterland have booked house sitting
Chesterland, Find top rated house sitting
“Nancy was wonderful with Ozzie! She was very responsive and proactive throughout the weekend, and it was obvious how sweet and caring she was with him. She was also incredibly attentive and asked thoughtful, appropriate questions to make sure she understood his routine and that nothing was missed. We felt very comfortable knowing Ozzie was in such good hands and would absolutely recommend Nancy!”
“10/10, Nicole is the best dog sitter ever! She stayed for over a week while we got married and it was such a relief to know that our two dogs were safe and happy at home! Thank you Nicole!”
“Octavia did drop-in/housesitting visits with my pup for two long weekend trips and I was so happy with her! She sent great updates and lots of pics :) She spent a lot of time with our dog including plenty of walks and cuddles. Octavia was our regular dog-walker for a year before our schedules changed and we were so happy to have her back for two long weekends. Highly recommend for walks and housesitting!”
“Lee was a fantastic caretaker for our 2 Labradors. One of our dogs is very shy and Lee took the time to connect with her. She was very dependable and was in constant communication with us about how they were doing. She stayed in our home and when we returned, Lee had taken the time to tidy up before we returned with some light cleaning. I would highly recommend Lee.”
“Matt was amazing! Extremely tentative and very professional. He watched out 2 dogs and cat over an entire weekend. He sent regular pics and updates the whole time. Provided walks for our Golden and was extremely accommodating with our senior dog, as well, who has the typical senior dog needs and “white glove” care. We will definitely be booking Matt in the future. I would highly recommend.”
“Sandy was wonderful to work with. She came over ahead of time to go through instructions, which I really appreciated. While we were away, she sent updates and photos that gave me total peace of mind. She truly went above and beyond in caring for our dogs, and when we got home they were happy, relaxed, and clearly well cared for. Our home was also left clean and exactly as we left it. I wouldn’t hesitate to use Sandy again and would absolutely recommend her to anyone looking for a reliable dog sitter.”
About: Lifelong dog lover with 20 plus years of hands on experience. I’ve raised my own dogs from puppyhood through their golden years and cared for friends’ and family’s dogs of all ages,Breeds, sizes, and personalities. Since I work from home full time, your pup gets steady companionship and plenty of love throughout the day. I treat every dog like my own, providing you with regular updates so you always feel connected and reassured. I work from home, so I am available for flexible drop off and pick up times, as well as frequent potty breaks throughout the day For everyone’s comfort and safety, including my own, I am only able to accept one booking at a time. I may accept multiple dogs if they are from the same booking.
“Excellent communication. Dejaun was able to quickly connect with our dog, who can be skittish with new people. He sent lots of pictures, which we really appreciated. He stayed in our home and left it really neat. We will definitely contact DeJaun the next time we go out of town!”
About: I love animals but most of dogs because they keep me in a good mood. I make sure that dogs eat , get the right exercise, and got to the bathroom on time. I also own a dog of my own back my hometown. And we have a great relationship! I know what she wants just by her body language and her speaking to me lol kind of cute. Dogs are like humans. I love to play with dogs. Dogs give me a since of joy and calmness because I know when they are taken care of they trust me. I make sure that dogs retrieve the right nutrients that they will need as requested by the dogs owner. Dogs are my best friends. Safe!
About: As a pet owner for 20+ years (15+ years pet sitting for friends, family and word of mouth), I understand the importance of finding someone who will care for your pets and respect your home. I can assure that I will provide the highest degree of professionalism and genuine care for your pet(s). With the experience of a variety of pets and breeds, I follow their own unique characteristics that deserve undivided attention. After recently losing my last dog I can’t get myself to get another one just yet so I am always looking forward to meeting and interacting with new pets! I am an energetic young adult who loves walking and hiking with a flexible schedule. Whether it is only for a moment or a few weeks I will always make sure that your pet feels comfortable and loved with a full healthy belly :) Please feel free to contact me to discuss my services! Thank you, Hannah I work remote with flexible hours that don’t take up a lot of my day. I maintain an active and adventurous lifestyle that fits with your pup getting the proper exercise and needing to let the zoomies out of the energetic ones. I provide a safe, loving, and trustworthy environment where your pets feel comfortable, cared for, and secure in their own home or while away. I prioritize their routines, well-being, and happiness while giving them plenty of attention, affection, and companionship. My goal is to provide peace of mind for pet owners, knowing their pets are in reliable, responsible, and caring hands.
“After our meet and greet, I felt totally at ease with leaving my Lucy in Emily’s care. She obviously loves dogs, that’s for sure! I went away this weekend feeling no anxiety about going because of that. Emily took excellent care of her, sending me occasional pictures. When I came home, Lucy was very happy to see me, and my house was still in perfect order. Emily is the best💕”
About: With seven years of experience, I provide reliable, loving care for pets, including feeding, walking, and administering medications! Your pets will be in good hands!! I am currently an undergraduate student at Tri-C. I schedule feeding, walking, and playtime to ensure pets’ needs are met consistently! Flexibility and time management allow me to provide loving, attentive care while balancing other responsibilities! I live in a neighborhood and my Golden Retriever is trained with an electric fence. I have worked with clients who have electric fences, a tie out in their yard, or have simply walk their pets to use the bathroom. I am open to anything!
About: I am very responsible by nature and love taking care of my cats and dogs. My relatives constantly leave their pets in my care and I love it. I work, but am very flexible. If you need reasonable assistance I can be there in the morning, during lunch and at night as needed. I will come to your house and let ur pets out and feed them. Can do weekends and during the week mornings or nights as needed
About: I’ve been caring for and watching cat’s and dogs for just about my whole life! I used to run a small company called Pet Sitters in my neighborhood growing up! I have a verity of experiences from dogs of all sizes, energy and needs! I have also cared for dogs who need extra help getting around and extra care around the house! I work full-time; however, I work remotely giving me the flexibility to care for your pet! I typically work 7:30-4PM and am usually available on most weekends. I have an open area for pets to enjoy; however, I know that not all dogs are trained for this so I am happy to walk them in the neighborhood! Pets inside will enjoy an open home that they are free to enjoy as they would like. If at a client’s home, depending on the dog’s normal routine and client’s requests I will ensure your pet has a safe, enjoyable time while you are away. This will include: play time, walks, pets and whatever else the pet enjoys!
“Liz did a wonderful job caring for our Great Dane! She took the upmost care, sent thorough updates, you can tell she has a big heart for animals and lots of experience. Super trustworthy. We can’t wait to use her again in the future!”
About: Hi there! My name is Jada. I am 26 years old and i am a graduate from Horizon Science Academy High! All my life i’ve LOVED dogs. I’ve had different dogs growing up. When i was growing up, i found myself spending more time with my dogs than actual people. I would watch movies with them and play with them! They made me feel safe and warm! Dogs are way better than humans in my opinion! I can make conversations with them, make them feel loved, and most importantly, make sure they’re cared for! I believe that everyone needs a companion/bff, even animals! That’s where i come in! Allow me to care and love for your dog as i would for my own! We will for sure make memories! I’m currently working part-time, so I’ll have tons of time to play with your pups! I always make sure to give all of my attention to the pups! I do not have a secluded yard, however I do have open field areas for your pups to run around in! There are tons of other dogs in my complex that are very loving and friendly!
About: Does your dog like nature walks or is it more of a structured walk play type of animal? I can provide both. We can take long walks outdoors or we can find an area that is more city like and spend some time walking around. I have over 20 years experience caring for dogs. I have kids and treat my pets like my children they will be very loved. I have an open schedule I can work from 6am to at least 9 pm. I do not have a preference on the type of dog as I have owned from toy to giant and can handle them without any problems. We will play catch, run, and will provide obedience training at owners request.Will provide toys. DOES NOT PROVIDE CAT SERVICES HIGHLY ALLERGIC!!! I am currently self employed so I can provide all the love to your pups, right now I have a lot of love to give your baby. I do currently offer overnight services. If client wants dog to play in their personal yard I will follow the direction provided by the owner.
The median cost per night for house sitting in Chesterland is CA$50
Pet parents share their Rover experiences - Chesterland
Nancy was wonderful with Ozzie! She was very responsive and proactive throughout the weekend, and it was obvious how sweet and caring she was with him. She was also incredibly attentive and asked thoughtful, appropriate questions to make sure she understood his routine and that nothing was missed. We felt very comfortable knowing Ozzie was in such good hands and would absolutely recommend Nancy!
We can’t recommend Lindsey enough! She took amazing care of our two dogs, Remi and Ruby, and our two cats, Ellie and Tito’s while we were away getting married. She was reliable, attentive, and gave us so much peace of mind during a very busy time. We loved getting regular updates and photos—it was so comforting to see how happy and well cared for our pets were. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy and caring pet sitter!
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 - Chesterland
Select a filter and find qualifying sitters offering house sitting.Sitters in Chesterland average 4 repeat house sitting clients
FAQs for House Sitting - Chesterland
Frequently asked questions about Rover
The average cost of House Sitting in Chesterland is $50 per night as of October 2026. Most bookings cost between $24 and $62 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,187 sitters on Rover offering House Sitting across Chesterland. 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 Chesterland 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 Chesterland 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 Chesterland 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 with handling special pet needs in Chesterland. On Rover:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% 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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