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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Lindsey was awesome! She watched our 2 dogs and cat during the day and overnight. She was very attentive to our “girls” needs and contacted us when she had a question. Lindsey sent pictures and the girls were very happy when we got home. The house was immaculate. We look forward to having Lindsey house sit our girls again in the future!”
“This was our first time with Gianna and also the first time leaving our three month old puppy. Everything went beautifully. Gianna cared exceptionally well for our puppy and older dog and left our house in perfect order!”
“Courtney arrived 15-min early before we needed to leave. She did an outstanding job with our puppies while we were away. No accidents in the house! She occasionally sent us photos of the puppies while we were away. Courtney is a person of good character and work ethic you can trust.”
“Jaina did so well with my dogs! One of them is a little tough to meet but Jaina was calm and collected and was quickly able to help my pup feel comfortable. 10/10 would absolutely recommend!”
About: I have owned dogs (and periodically cats) my entire life. Family, friends, and neighbors regularly turn to me when in need of pet care. I recently moved to Ohio from Dallas where I was known by work colleagues and friends as the “street dog whisperer.” Every day after work I would spend hours finding and rescuing street dogs by myself. I have fostered many dogs over the years in Dallas and volunteered at our overcrowded animal shelter on the weekends. I’m comfortable with dogs of all ages and sizes, and have experience caring for dogs with injuries (e.g., broken bones) and respiratory infections commonly contracted in shelters. In terms of my profession, I am a clinical psychologist. Since moving here from Dallas I am searching for full time employment, so I currently have flexible availability to provide care to your pets as they deserve! I am patient, caring, conscientious, and the love I hold for animals is a core part of who I am. I would love to care for your pets and provide you with peace of mind, whether it be for a 30 minute walk or a weekend stay. Since moving here I am searching for full time employment. Given that, I have a very flexible schedule during weekdays and weekends to provide care for your pets. In your home it’s your rules! I will follow the instructions provided regarding the proper care for your pet in your home (e.g., using a crate, proper feeding & exercise schedule, rules regarding pets on furniture, etc).
“Being our first experience with Rover, we were nervous about leaving our two elderly dogs for a long weekend with someone we didn’t know. Both have special needs, and one requires around-the-clock supervision. Thankfully, Emily was there for us. While we were impressed with her skills and experience, what really put us at ease was her enthusiasm, attentive nature and genuine compassion for the pets she cares for. Emily addressed all our concerns, bonded quickly with our dogs, kept us informed and somehow managed to follow all our complex care instructions. We are grateful to Emily for keeping our puppies safe and hope that she will be available to watch over them again when the time comes.”
“Nancy did a fabulous job! She was very communicative leading up to the dates of our travel, sent pictures regularly of all four pets, and even extended an extra day when we got stranded. She’s great!”
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!
“If I could leave 10 stars then that would be my rating for Sandra! My dogs love her and they are very calm when she is around. It felt like I left my beloved animals with a family member. Thank you Sandra!”
“Nicole treated our boys like her own. She communicated quickly and clearly, and our boys clearly felt at home with her despite being VERY anxious dogs. We feel very grateful when we find someone who can make our boys feel supported while we’re away, so we’re extremely grateful to have found Nicole!”
“I’m so grateful for Brittney’s care of my two dogs and two cats during the Christmas week.From the start, she was responsible, reliable and kind. She visited our house twice a day, even during Christmas. Gave my cat medication properly and gently.She left my home clean and tidy. Most importantly, my furry babies felt safe and happy with her. They bonded with Brittney so quickly, and could see they were in wonderful hands. Her calm presence and reliability gave us peace of mind while we were away of the country and it’s so good to have now someone we can trust when a new trip comes. Our schedule changed several times and I’m so grateful for her flexibility and patience! I will definitely hire Brittney again! Thank you Brittney for everything - you made a world of difference for us!”
About: I have had a dog in my life since I was 5 years old. Lots of experience with dogs of all sizes and ages. Comfortable with all breeds. I’m available any time for any pet sitting or walking needs! I can stay over night or stop in to check up on your pet. I am very neat and will leave your house cleaner than you left it. Your pets will be in responsible loving hands while you’re away!
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.
“James is the most amazing pet sitter/house sitter! From the moment he came to meet our pets, we could tell he’s a true animal lover and genuinely good person. He had great communication, a fun sense of humor, and loves what he does. I couldn’t be happier with our experience.”
“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💕”
“This is the first time we have used her and she was amazing! One of my cats is very shy and loved her from the beginning. We were out of town for quite a while and I never worried once. The pictures she sent daily proved they were happy. I highly recommend her.”
About: I grew up with dogs. I can groom, bathe, walk, and clean up throw up. I have been relied on by friends and family to let their dogs out and feed them while they are out of town. I am currently a college kid searching for an internship, so my days are wide open! I tend to go on walks during the day, so bringing along a furry friend would be great company. I will follow the directions given to me so your dog will be comfortable with a stranger entering their house. I am great with boundaries.
The median cost per night for house sitting in Chesterland is $50
Pet parents share their Rover experiences - Chesterland
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.
Meet local sitters who will treat your pets like family
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 3 repeat house sitting clients
FAQs for House Sitting - Chesterland
Frequently asked questions about Rover
The average cost for House Sitting in Chesterland on Rover is $49.95 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 1,180 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 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Chesterland. On Rover:
- 97% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 95% 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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